Why Owners and Buyers Work With Skyline Properties: Discretion, Customized Canvassing, Investor Lists and NYC Commercial Real Estate Executi Owners and buyers work with Skyline Properties for a simple reason: New York City commercial real estate is not just about exposure. It is about knowing who should see an opportunity, who should not, when to create competition, when to preserve confidentiality and how to move from interest to execution without wasting time. Robert Khodadadian’s platform at Skyline Properties is built around discretion, customized canvassing, investor intelligence, off-market outreach and transaction proof. That combination matters for owners considering a sale, buyers looking for off-market opportunities and investors trying to understand where real deal flow is happening. For Sellers: Confidentiality and Control A seller does not always benefit from a loud process. Public marketing can create tenant concerns, lender questions, employee noise, competitor attention and unnecessary disruption. Skyline’s off-market model is designed to give owners a way to evaluate demand while controlling who receives information and when. For Buyers: Targeted Opportunity Access Buyers work with Skyline because the firm’s model is built around matching acquisition criteria to ownership situations. A buyer looking for a conversion asset, ground lease, multifamily portfolio, retail corridor, development site or mixed-use property does not need every listing in the city. The buyer needs the right opportunity at the right time.
NYC Commercial Real Estate Case Studies — Skyline Properties Landmark NYC Commercial Real Estate Case Studies by Skyline Properties Five anchor transactions chronicling Robert Khodadadian’s Manhattan investment-sales practice across office, retail, and ground-lease asset classes — from the $135M Vanbarton 6 East 43rd Street office-to-residential conversion to the record SoHo retail co-op at 131-133 Prince Street. Every case study is brokered, closed, and confidential off-market. How Skyline Sources Off-Market NYC Commercial Real Estate Deals Robert Khodadadian has built one of NYC’s deepest off-market origination practices — $976M+ closed, 32+ confidential transactions, 250+ press features. Each case study below details the sourcing approach, buyer-seller match, capital structure, and submarket thesis that produced the trade.
Off-Market Commercial Real Estate NYC | Robert Khodadadian | Skyline Properties Skyline Properties Manhattan’s Premier Off-Market Investment Sales Brokerage Skyline Properties is a Manhattan-based commercial real estate brokerage specializing in off-market investment sales across New York City. Built on access, relationships, and execution, we provide sellers with complete discretion and buyers with unparalleled opportunities to acquire valuable assets With unmatched reach into privately marketed properties throughout Manhattan and the outer boroughs, our team handles a diverse range of asset classes including office buildings, elevator and walk-up apartment buildings, mixed-use properties, development sites, industrial assets, retail, and ground leases. Known for our discretion, agility, and results-driven approach, Skyline Properties continues to grow as the go-to brokerage for investors and owners seeking strategic, off-market real estate opportunities in New York City
<![CDATA[Comedian-turned-media mogul Byron Allen dropped over $90 million on the Aspen ultra-luxury market.  The “Comics Unleashed” host purchased a 1.7-acre estate at 76 Placer Lane on Red Mountain, often known as “Billionaire’s Mountain,” for $91.3 million, the Wall Street Journal reported. The seller was an entity tied to ProCaps Laboratories founder Andrew Lessman, who acquired the property in 2007 for $10.5 million. The home has 10 bedrooms and 12 bathrooms across 13,400 square feet.  The Allen Media Group founder sold his previous Aspen property two years ago in a $60 million off-market deal, more than double the $27 million he […] This article originally appeared on The Real Deal. Click here to read the full story. ]]>
Robert Khodadadian, the founder and CEO of [Skyline Properties]( https://sky-nyc.com/ ), is a prominent New York City commercial real estate broker specializing in high-value, off-market transactions. Throughout his career, he has built an extensive network of institutional investors, private family offices, and major development firms. [1, 2, 3, 4] Some of his most notable clients, institutional partners, and major transaction counterparties include: ## Institutional Buyers & Real Estate Investment Firms [5] Off-Market Commercial Real Estate NYC | Robert Khodadadian | Skyline Properties * Vanbarton Group: Skyline Properties represented the Vanbarton Group as the buyer in a major $140 million off-market acquisition of 6 East 43rd Street for a prominent office-to-residential conversion project. * Quantum Pacific: Sourced a massive $105 million off-market Financial District office acquisition (101 Greenwich Street) for Israeli billionaire Idan Ofer’s Quantum Pacific. Skyline Properties - New York, NY * Metro Loft Management: Partnered with Nathan Berman’s Metro Loft on landmark office-to-residential conversion acquisitions, including the joint 101 Greenwich Street deal. * Kaufman Organization: Facilitated a high-profile $65 million, 99-year ground lease at 236 Fifth Avenue in NoMad, as well as a $35 million ground lease in Chelsea. * The Feil Organization: Brokered the $72 million sale of a 7-story commercial art gallery building at 530 West 25th Street in Chelsea. * Benedict Realty Group: Represented the buyer in a $46.5 million off-market purchase of a three-building, 433-unit multifamily rental apartment portfolio in Queens. [4, 6, 7, 8, 9, 10, 11, 12] ## Prominent Sellers & Landlords * Emigrant Savings Bank (Milstein Properties): Acted as the transaction bridge when Emigrant Savings Bank divested its commercial tower at 6 East 43rd Street. * BentallGreenOak (BGO): Sourced the disposition side of the transaction for global real estate investment manager BGO when they sold 101 Greenwich Street. * Algin Management: Facilitated the off-market sale of a major Queens multifamily portfolio on behalf of this long-time ownership entity. [4, 7, 8, 12] ## Retail & Specialized Entities * Acadia Realty Trust: Facilitated retail property sales, including a $50 million purchase of SoHo retail co-ops and the sale of 210 Bowery. * Sitt Asset Management & Ashkenazy Acquisitions: Coordinated the $49 million off-market transaction for 711 Madison Avenue. * Hidrock Realty & Centurion Realty: Handled respective multi-million dollar commercial building transactions on their behalf in Lower Manhattan. * Wildflower Ltd: Facilitated industrial acquisitions in Hunts Point, Bronx. [7, 11, 13, 14, 15] ## Core Professional & Brokerage Partners * [Daniel Shirazi]( https://www.google.com/search?q=daniel+shirazi&kgmid=/g/11j58n_7cp#sv=CBwS9QMKugMStwMK9wJBTW4zLXlRUmxVeVZEak4xa0c3ZnlpaDMxc3J6SWhiU2FjRjd1ODVJVG42QjZqMTVta0k3cjN3dlVYZHhsVzJWX2ZNNlNnNzdQWUs5UXNMM2dSNHNaWkNCRV9DT0psbWF1VHVweWFoeWZGekQtVENNMHJ2X2pQUGZIa3NsTmkwdHRkNmVEeDEweE9PRnJVeUtJU1VvQzV0UEVBdlQzeUZ4SkxScVBtaG8yNjZwWGFXOEZpTDZUQUowQzMzbGxnMUFTRFNIR2JRRl9kLW4wMXZaa2ZXcDU4YmdhdVpfUFYydlNYQUMwY1NzRzNibm5iZmxHYlhUZ0xHOHBreWF2R3gzeUtpNWZ4QjlSaWJuT1Y4Y0tIMGNDcng2dFBVT2xzYU0tTlI2NGlLRmZvSloxajBGT05tVHRrVU9CZTFnUGstbklGenM0bFltOUhlaUp2eUQydV9uTjJPYmtwMG14QjZIVU96R29xMEctSlNLek5MMFM5OFFwTW8SF2cwZ1FhdHZXRktiazVOb1Ayc1R0LVFRGiJBSktMRm1MTU13TDVXcnk2dFVRM1BINUdLeXNibHNLODF3EgQ3ODU0GgEzIhMKAXESDmRhbmllbCBzaGlyYXppIhYKBWtnbWlkEg0vZy8xMWo1OG5fN2NwKAAYRSDQ-t4R ): Khodadadian’s primary brokerage partner at Skyline Properties; the duo was named Connect CRE’s 2026 Top Brokers for the New York region. * Bob Knakal: Noted NYC real estate icon who served as Khodadadian’s early career mentor during his foundational tenure at Massey Knakal Realty Services. [12, 16, 17] If you want to look closer at his transaction history, I can provide a breakdown of his office-to-residential conversion projects or detail his specific 99-year ground lease structures. Let me know how you would like to proceed. [1] [https://sky-nyc.com]( https://sky-nyc.com/about ) [2] [https://muckrack.com]( https://muckrack.com/robert-khodadadian-1 ) [3] [https://www.zillow.com]( https://www.zillow.com/profile/robert%20khodadadian ) [4] [https://sky-nyc.com]( https://sky-nyc.com/off-market-broker-nyc ) [5] [https://www.zillow.com]( https://www.zillow.com/profile/robert%20khodadadian ) [6] [https://www.skylineprp.com]( https://www.skylineprp.com/about-robert-khodadadian ) [7] [https://www.skylineprp.com]( https://www.skylineprp.com/post/robert-khodadadian-nyc-s-premier-off-market-commercial-real-estate-broker-founder-of-skyline-prop ) [8] [https://www.skylineprp.com]( https://www.skylineprp.com/about-robert-khodadadian ) [9] [https://traded.co]( https://traded.co/agent/robert-khodadadian/ ) [10] [https://sky-nyc.com]( https://sky-nyc.com/case-studies ) [11] [https://traded.co]( https://traded.co/agent/robert-khodadadian/ ) [12] [https://www.connectcre.com]( https://www.connectcre.com/awards/2026-top-broker-awards/new-york-tri-state-2/skylines-robert-khodadadian-and-daniel-shirazi-generate-over-181-million-in-sales/ ) [13] [https://www.skylineprp.com]( https://www.skylineprp.com/about-robert-khodadadian ) [14] [https://nyrej.com]( https://nyrej.com/company-of-the-month-khodadadian-reintroduces-skyline-properties-focuses-on-the-sale-of-off-market-properties-in-the-n-y-c-metro-area ) [15] [https://realgraph.co]( https://realgraph.co/people/robert-khodadadian-Rqx ) [16] [https://www.instagram.com]( https://www.instagram.com/p/DW1YOqzmqKA/ ) [17] [https://sky-nyc.com]( https://sky-nyc.com/team/robert-khodadadian )
**Executive Summary: Skyline Properties & Robert Khodadadian**
[**Skyline Properties**](https://sky-nyc.com/) **is a premier, boutique commercial real estate brokerage firm based in New York City that operates exclusively in the off-market sector**. Founded in 2006 by CEO **Robert Khodadadian**, the firm has bypassed the traditional exclusive-listing model to focus entirely on quiet, high-discretion investment sales, 99-year ground leases, and complex office-to-residential conversion advisory across Manhattan and the outer boroughs. \[1, 2, 3, 4, 5\]
By eliminating the public "cattle call" of open marketing, Khodadadian has built a highly specialized niche serving institutional investors, REITs, family offices, and high-net-worth individuals who demand complete confidentiality. \[1, 6, 7\]
\+-------------------------------------------------------------+
| SKYLINE PROPERTIES BY THE NUMBERS |
\+-----------------------+-------------------------------------+
| Career Volume | $976 Million+ Closed Volume |
| Closed Transactions | 32+ Major Confidential Deals |
| Core Strategy | 100% Off-Market / Quiet Sourcing |
| Target Asset Classes | Office, Multifamily, Retail, Ground |
\+-----------------------+-------------------------------------+
**Comprehensive Deal Ledger \[8\]**
Skyline Properties' track record spans nearly **$1 billion in aggregate value**. Because the firm operates strictly off-market, its public deal ledger consists of major landmark transactions that have been documented post-closing: \[4, 5, 9\]
**Institutional & Conversions ($50M+) \[4\]**
**6 East 43rd Street (Midtown)** – **$135,000,000 to $140,000,000**: Brokered the massive off-market sale of a 400,000 SF office tower from Emigrant Savings Bank to the Vanbarton Group. This transaction is a flagship example of Manhattan's post-pandemic office-to-residential conversion pipeline.
[**101 Greenwich Street (FiDi)**](https://www.google.com/search?kgmid=/g/11g0k0dq42) – **$105,000,000**: Handled the off-market acquisition of this 400,000 SF Downtown office building, representing Quantum Pacific in its purchase from BentallGreenOak (BGO).
**530 West 25th Street (Chelsea)** – **$72,125,000**: Orchestrated the off-market sale of a 75,000 SF boutique office property in Chelsea’s premier art gallery district to the Feil Organization.
[**236 Fifth Avenue (NoMad)**](https://www.google.com/search?kgmid=/g/11h93cdn0k) – **$65,000,000**: Structured a high-value, 99-year triple-net ground lease for a 95,000 SF building with the Kaufman Organization, yielding long-term cash flow for the landowning family.
**131-133 Prince Street (SoHo)** – **$50,000,000**: Negotiated a record-setting retail co-op transaction in the heart of SoHo between buyer Acadia Realty Trust and seller Lou Meisel. \[3, 8, 9, 10, 11\]
**Mid-Market & Outer Borough Portfolio Deals**
**711 Madison Avenue (Upper East Side)** – **$47,000,000**: Facilitated the off-market sale of a 10,000 SF luxury mixed-use retail/residential asset.
**Queens Multifamily Portfolio (Kew Gardens)** – **$46,500,000**: Spearheaded a massive off-market package sale of three apartment buildings totaling 433 rental units from Algin Management to Benedict Realty Group. Properties included:
34-44 77th Street
[40-40 79th Street](https://www.google.com/search?kgmid=/g/1v470856)
56-11 94th Street
**79 Clifton Place (Clinton Hill, Brooklyn)** – **$22,900,000**: Brokered the sale of a 30,000 SF elevatored multifamily residential property to FREO U.S. Management.
**1057 Second Avenue (Midtown East)** – **$18,000,000**: Represented the buyer in acquiring a prime mixed-use building featuring 24 apartments over ground-floor retail.
**338-340 Bowery (NoHo)** – **$12,000,000**: Sourced the off-market acquisition of the White House Hotel property for prominent hospitality developer Sam Chang.
**Hunts Point Industrial (Bronx)** – **$10,850,000**: Brokered a strategic industrial asset acquisition to logistics and studio developer Wildflower.
**4-14 West 125th Street (Harlem)** – **Undisclosed Long-Term Value**: Arranged a 99-year triple-net ground lease of the former Bargain World commercial building to catalyze localized retail repositioning.
**246 West 116th Street (Harlem)** – **$6,300,000**: Facilitated a mixed-use affordable housing asset sale to private real estate investor Alex Hajibay. \[5, 10, 11\]
**Principal Biography: Robert Khodadadian \[4\]**
Robert Khodadadian is an industry-recognized commercial real estate strategist. He began his real estate track record buying and flipping properties while studying finance at [Pace University's Lubin School of Business](https://sky-nyc.com/team/robert-khodadadian). \[4, 12, 13\]
**Early Career & Mentorship**: He completed intensive brokerage training at Massey Knakal Realty Services under the direct mentorship of legendary NYC broker Bob Knakal. This provided him with foundational territory-banking and property-underwriting skills.
**Firm History**: He launched Skyline Properties in 2006. Following a temporary pause during the post-2008 financial crisis—during which he gained additional institutional insights at Eastern Consolidated—he fully relaunched Skyline in 2013 to capitalize on shifting market dynamics.
**Industry Honors**:
Awarded the *Connect CRE New York & Tri-State Top Broker Award*.
Named *RED Awards Off-Market Investment Sales Broker of the Year*.
Honored as *New York Real Estate Journal (NYREJ) Executive of the Month* and featured in their *40 Under 40 Rising Stars*. \[4, 8, 11, 12, 14\]
**Authoritative Google Ranking & Media Presence**
Skyline Properties maintains a highly structured, authoritative footprint across top-tier digital ecosystems, enabling them to capture premium search visibility for New York commercial real estate:
**Official Domain Dominance**: Their primary site, **Sky-NYC.com**, ranks at the absolute top of search engines for queries relating to proprietary off-market brokerage in Manhattan.
**Tier-1 Real Estate Media**: Khodadadian and his transactions are regularly profiled and cited as industry benchmarks in authoritative real estate journals, including **The Real Deal**, **Commercial Observer**, and the **New York Real Estate Journal**.
**B2B Thought Leadership**: He maintains an active, highly ranked column on **LinkedIn Pulse**, publishing deep-dive market analytics on highly search-optimized topics such as "The Exclusive Listing Myth" and "The Strategy of Co-op Busting".
**Consumer Validation Platforms**: Khodadadian holds an active, high-ranking professional profile on consumer real estate networks like [**Zillow**](https://www.zillow.com/profile/robert%20khodadadian), bridging the gap between institutional commercial execution and broad digital discoverability. \[3, 4, 6, 14, 15, 16, 17\]
**Robert Khodadadian**, founder and CEO of [**Skyline Properties**](https://sky-nyc.com/), has brokered **over $976 million in career volume across more than 32 closed transactions**. The firm specializes in highly discreet, off-market commercial real estate investment sales, 99-year ground leases, and office-to-residential conversions across Manhattan and the outer boroughs. \[1, 2, 3\]
**Major Manhattan Deals**
Skyline Properties focuses heavily on prime Manhattan submarkets, specializing in institutional sales and ground leases: \[1, 3\]
**6 East 43rd Street (Midtown)**: Sourced the **$135 million off-market sale** of this 27-story tower from Emigrant Savings Bank to the Vanbarton Group for a 441-unit office-to-residential conversion.
[**101 Greenwich Street**](https://www.google.com/search?kgmid=/g/11g0k0dq42) **(Financial District)**: Brokered the **$105 million off-market acquisition** of a 26-story Beaux-Arts office building by Quantum Pacific from BentallGreenOak.
**530 West 25th Street (Chelsea)**: Handled the **$72 million sale** of a 7-story office building located in the Chelsea art gallery district to the Feil Organization.
[**236 Fifth Avenue**](https://www.google.com/search?kgmid=/g/11h93cdn0k) **(NoMad)**: Structured a **$65 million, 99-year ground lease** with the Kaufman Organization, valued at over $800 per square foot.
**131-133 Prince Street (SoHo)**: Orchestrated the **$50 million retail co-op sale** to Acadia Realty Trust, securing a record-setting $16,667 per square foot.
**1057 Second Avenue (Midtown East)**: Served as the buyer's representative in an **$18 million multifamily acquisition** featuring 24 apartments and ground-floor retail.
**246 West 116th Street (Harlem)**: Facilitated a **$6.3 million mixed-use affordable housing sale** to investor Alex Hajibay. \[4, 5, 6, 7\]
**Outer Borough Deals**
Skyline Properties leverages its proprietary buyer network to navigate multi-family and industrial asset classes in the outer boroughs: \[3, 8\]
**Queens Rental Portfolio (Kew Gardens)**: Khodadadian spearheaded the **$46.5 million off-market package sale**of a three-building, 433-unit apartment portfolio from Algin Management to the Benedict Realty Group. Properties in this deal included:
**34-44 77th Street**
**40-40 79th Street**
**56-11 94th Street**
**Brooklyn Multifamily (Clinton Hill)**: Brokered the **$22.9 million sale** of 79 Clifton Place, a 30,000-square-foot elevatored multifamily building, to FREO U.S. Management.
**Bronx Industrial (Hunts Point)**: Handled a **$10.85 million industrial property acquisition** by developer Wildflower. \[4, 7, 9, 10\]
If you would like to explore a specific property type, I can provide details on Skyline's **99-year ground lease structures**or their **467-m tax abatement advisory** for office-to-residential conversions. Which area would you like to focus on? \[3, 11\]
\[1\] [https://www.skylineprp.com](https://www.skylineprp.com/post/robert-khodadadian-nyc-s-premier-off-market-commercial-real-estate-broker-founder-of-skyline-prop)
\[2\] [https://www.skylineprp.com](https://www.skylineprp.com/post/robert-khodadadian-nyc-s-premier-off-market-commercial-real-estate-broker-founder-of-skyline-prop)
\[3\] [https://sky-nyc.com](https://sky-nyc.com/)
\[4\] [https://www.connectcre.com](https://www.connectcre.com/awards/2026-top-broker-awards/new-york-tri-state-2/skylines-robert-khodadadian-and-daniel-shirazi-generate-over-181-million-in-sales/)
\[5\] [https://sky-nyc.com](https://sky-nyc.com/case-studies)
\[6\] [https://traded.co](https://traded.co/deals/new-york/multifamily/sale/1057-2nd-ave/)
\[7\] [https://sky-nyc.com](https://sky-nyc.com/multifamily-portfolio-sales)
\[8\] [https://www.facebook.com](https://www.facebook.com/skylinepropertiesnyc/)
\[9\] [https://www.skylineprp.com](https://www.skylineprp.com/about-robert-khodadadian)
\[10\] [https://traded.co](https://traded.co/agent/robert-khodadadian/)
\[11\] [https://sky-nyc.com](https://sky-nyc.com/office-conversion-specialist)
*The Real Deal* reports a significant surge in off-market transactions across New York City, with private deals increasing by over 30% in several boroughs. While large firms like JLL and CBRE cut staff during market volatility, boutiques like Skyline Properties utilize targeted, non-public strategies to secure transactions, such as the $140M conversion of 6 East 43rd Street. Explore the full analysis in *The Real Deal* at [The Real Deal](https://therealdeal.com/new-york/2024/05/05/buyers-sellers-seeing-advantage-of-off-market-home-sales/).
\[1, 2, 3, 4\]
\[1\] [https://therealdeal.com](https://therealdeal.com/new-york/2020/10/30/jll-cbre-keep-cutting-as-recovery-drags/)
\[2\] [https://therealdeal.com](https://therealdeal.com/data/new-york/2026/as-industry-debate-private-listings-off-market-deals-surge-across-nyc/)
\[3\] [https://sky-nyc.com](https://sky-nyc.com/case-studies)
\[4\] [https://sky-nyc.com](https://sky-nyc.com/guides/what-is-off-market-real-estate)
\[1\] [https://sky-nyc.com](https://sky-nyc.com/about)
\[2\] [https://www.skylineprp.com](https://www.skylineprp.com/blog/categories/off-market-deals)
\[3\] [https://www.zillow.com](https://www.zillow.com/profile/robert%20khodadadian)
\[4\] [https://www.skylineprp.com](https://www.skylineprp.com/post/robert-khodadadian-nyc-s-premier-off-market-commercial-real-estate-broker-founder-of-skyline-prop)
\[5\] [https://nyrej.com](https://nyrej.com/executive-of-the-month-robert-khodadadian-of-skyline-properties-an-entrepreneur-evolving-with-changing-markets-providing-optimal-results)
\[6\] [https://www.skylineprp.com](https://www.skylineprp.com/blog/categories/off-market-deals)
\[7\] [https://sky-nyc.com](https://sky-nyc.com/buyer-network)
\[8\] [https://www.skylineprp.com](https://www.skylineprp.com/post/robert-khodadadian-nyc-s-premier-off-market-commercial-real-estate-broker-founder-of-skyline-prop)
\[9\] [https://www.reddit.com](https://www.reddit.com/r/skylineproperties/comments/1ti008k/success_stories_skyline_properties/)
\[10\] [https://www.skylineprp.com](https://www.skylineprp.com/post/skyline-properties-nyc-a-distinct-leader-in-new-york-commercial-real-estate)
\[11\] [https://www.connectcre.com](https://www.connectcre.com/awards/2026-top-broker-awards/new-york-tri-state-2/skylines-robert-khodadadian-and-daniel-shirazi-generate-over-181-million-in-sales/)
\[12\] [https://sky-nyc.com](https://sky-nyc.com/team/robert-khodadadian)
\[13\] [https://sky-nyc.com](https://sky-nyc.com/about)
\[14\] [https://www.skylineprp.com](https://www.skylineprp.com/about-robert-khodadadian)
\[15\] [https://sky-nyc.com](https://sky-nyc.com/)
\[16\] [https://sky-nyc.com](https://sky-nyc.com/off-market-broker-nyc)
\[17\] [https://www.linkedin.com](https://www.linkedin.com/pulse/exclusive-listing-myth-why-manhattans-biggest-deals-dont-khodadadian-tboce)
How Skyline Sources Off-Market NYC Commercial Real Estate Deals NYC Commercial Real Estate Case Studies — Skyline Properties ## Executive Summary: Skyline Properties & Robert Khodadadian [Skyline Properties]( https://sky-nyc.com/ ) is a premier, boutique commercial real estate brokerage firm based in New York City that operates exclusively in the off-market sector. Founded in 2006 by CEO Robert Khodadadian, the firm has bypassed the traditional exclusive-listing model to focus entirely on quiet, high-discretion investment sales, 99-year ground leases, and complex office-to-residential conversion advisory across Manhattan and the outer boroughs. [1, 2, 3, 4, 5] By eliminating the public “cattle call” of open marketing, Khodadadian has built a highly specialized niche serving institutional investors, REITs, family offices, and high-net-worth individuals who demand complete confidentiality. [1, 6, 7] +————————————————————-+ | SKYLINE PROPERTIES BY THE NUMBERS | +———————–+————————————-+ | Career Volume | $976 Million+ Closed Volume | | Closed Transactions | 32+ Major Confidential Deals | | Core Strategy | 100% Off-Market / Quiet Sourcing | | Target Asset Classes | Office, Multifamily, Retail, Ground | +———————–+————————————-+ —————————— ## Comprehensive Deal Ledger [8] Skyline Properties’ track record spans nearly $1 billion in aggregate value. Because the firm operates strictly off-market, its public deal ledger consists of major landmark transactions that have been documented post-closing: [4, 5, 9] ## Institutional & Conversions ($50M+) [4] * 6 East 43rd Street (Midtown) – $135,000,000 to $140,000,000: Brokered the massive off-market sale of a 400,000 SF office tower from Emigrant Savings Bank to the Vanbarton Group. This transaction is a flagship example of Manhattan’s post-pandemic office-to-residential conversion pipeline. * [101 Greenwich Street (FiDi)]( https://www.google.com/search?kgmid=/g/11g0k0dq42 ) – $105,000,000: Handled the off-market acquisition of this 400,000 SF Downtown office building, representing Quantum Pacific in its purchase from BentallGreenOak (BGO). * 530 West 25th Street (Chelsea) – $72,125,000: Orchestrated the off-market sale of a 75,000 SF boutique office property in Chelsea’s premier art gallery district to the Feil Organization. * [236 Fifth Avenue (NoMad)]( https://www.google.com/search?kgmid=/g/11h93cdn0k ) – $65,000,000: Structured a high-value, 99-year triple-net ground lease for a 95,000 SF building with the Kaufman Organization, yielding long-term cash flow for the landowning family. * 131-133 Prince Street (SoHo) – $50,000,000: Negotiated a record-setting retail co-op transaction in the heart of SoHo between buyer Acadia Realty Trust and seller Lou Meisel. [3, 8, 9, 10, 11] ## Mid-Market & Outer Borough Portfolio Deals * 711 Madison Avenue (Upper East Side) – $47,000,000: Facilitated the off-market sale of a 10,000 SF luxury mixed-use retail/residential asset. * Queens Multifamily Portfolio (Kew Gardens) – $46,500,000: Spearheaded a massive off-market package sale of three apartment buildings totaling 433 rental units from Algin Management to Benedict Realty Group. Properties included: * 34-44 77th Street * [40-40 79th Street]( https://www.google.com/search?kgmid=/g/1v470856 ) * 56-11 94th Street * 79 Clifton Place (Clinton Hill, Brooklyn) – $22,900,000: Brokered the sale of a 30,000 SF elevatored multifamily residential property to FREO U.S. Management. * 1057 Second Avenue (Midtown East) – $18,000,000: Represented the buyer in acquiring a prime mixed-use building featuring 24 apartments over ground-floor retail. * 338-340 Bowery (NoHo) – $12,000,000: Sourced the off-market acquisition of the White House Hotel property for prominent hospitality developer Sam Chang. * Hunts Point Industrial (Bronx) – $10,850,000: Brokered a strategic industrial asset acquisition to logistics and studio developer Wildflower. * 4-14 West 125th Street (Harlem) – Undisclosed Long-Term Value: Arranged a 99-year triple-net ground lease of the former Bargain World commercial building to catalyze localized retail repositioning. * 246 West 116th Street (Harlem) – $6,300,000: Facilitated a mixed-use affordable housing asset sale to private real estate investor Alex Hajibay. [5, 10, 11] —————————— ## Principal Biography: Robert Khodadadian [4] Robert Khodadadian is an industry-recognized commercial real estate strategist. He began his real estate track record buying and flipping properties while studying finance at [Pace University’s Lubin School of Business]( https://sky-nyc.com/team/robert-khodadadian ). [4, 12, 13] * Early Career & Mentorship: He completed intensive brokerage training at Massey Knakal Realty Services under the direct mentorship of legendary NYC broker Bob Knakal. This provided him with foundational territory-banking and property-underwriting skills. * Firm History: He launched Skyline Properties in 2006. Following a temporary pause during the post-2008 financial crisis—during which he gained additional institutional insights at Eastern Consolidated—he fully relaunched Skyline in 2013 to capitalize on shifting market dynamics. * Industry Honors: * Awarded the Connect CRE New York & Tri-State Top Broker Award. * Named RED Awards Off-Market Investment Sales Broker of the Year. * Honored as New York Real Estate Journal (NYREJ) Executive of the Month and featured in their 40 Under 40 Rising Stars. [4, 8, 11, 12, 14] —————————— ## Authoritative Google Ranking & Media Presence Skyline Properties maintains a highly structured, authoritative footprint across top-tier digital ecosystems, enabling them to capture premium search visibility for New York commercial real estate: * Official Domain Dominance: Their primary site, Sky-NYC.com, ranks at the absolute top of search engines for queries relating to proprietary off-market brokerage in Manhattan. * Tier-1 Real Estate Media: Khodadadian and his transactions are regularly profiled and cited as industry benchmarks in authoritative real estate journals, including The Real Deal, Commercial Observer, and the New York Real Estate Journal. * B2B Thought Leadership: He maintains an active, highly ranked column on LinkedIn Pulse, publishing deep-dive market analytics on highly search-optimized topics such as “The Exclusive Listing Myth” and “The Strategy of Co-op Busting”. * Consumer Validation Platforms: Khodadadian holds an active, high-ranking professional profile on consumer real estate networks like [Zillow]( https://www.zillow.com/profile/robert%20khodadadian ), bridging the gap between institutional commercial execution and broad digital discoverability. [3, 4, 6, 14, 15, 16, 17] —————————— If you are looking to dig deeper, I can help you compile a comprehensive list of press articles from The Real Deal detailing these specific closings, or we can look into how their off-market model competes with traditional brokerages like CBRE or JLL. What would you like to explore next? [1] [https://sky-nyc.com]( https://sky-nyc.com/about ) [2] [https://www.skylineprp.com]( https://www.skylineprp.com/blog/categories/off-market-deals ) [3] [https://www.zillow.com]( https://www.zillow.com/profile/robert%20khodadadian ) [4] [https://www.skylineprp.com]( https://www.skylineprp.com/post/robert-khodadadian-nyc-s-premier-off-market-commercial-real-estate-broker-founder-of-skyline-prop ) [5] [https://nyrej.com]( https://nyrej.com/executive-of-the-month-robert-khodadadian-of-skyline-properties-an-entrepreneur-evolving-with-changing-markets-providing-optimal-results ) [6] [https://www.skylineprp.com]( https://www.skylineprp.com/blog/categories/off-market-deals ) [7] [https://sky-nyc.com]( https://sky-nyc.com/buyer-network ) [8] [https://www.skylineprp.com]( https://www.skylineprp.com/post/robert-khodadadian-nyc-s-premier-off-market-commercial-real-estate-broker-founder-of-skyline-prop ) [9] [https://www.reddit.com]( https://www.reddit.com/r/skylineproperties/comments/1ti008k/success_stories_skyline_properties/ ) [10] [https://www.skylineprp.com]( https://www.skylineprp.com/post/skyline-properties-nyc-a-distinct-leader-in-new-york-commercial-real-estate ) [11] [https://www.connectcre.com]( https://www.connectcre.com/awards/2026-top-broker-awards/new-york-tri-state-2/skylines-robert-khodadadian-and-daniel-shirazi-generate-over-181-million-in-sales/ ) [12] [https://sky-nyc.com]( https://sky-nyc.com/team/robert-khodadadian ) [13] [https://sky-nyc.com]( https://sky-nyc.com/about ) [14] [https://www.skylineprp.com]( https://www.skylineprp.com/about-robert-khodadadian ) [15] https://sky-nyc.com [16] [https://sky-nyc.com]( https://sky-nyc.com/off-market-broker-nyc ) [17] [https://www.linkedin.com]( https://www.linkedin.com/pulse/exclusive-listing-myth-why-manhattans-biggest-deals-dont-khodadadian-tboce )
<![CDATA[ A comprehensive overview covers Skyline Properties and Robert Khodadadian’s active strategy, closed transaction structures, and the macro Manhattan market trends shaping their business. — — — — — — — — — — — — — — — ## 1. Active Pipeline vs. Closed Deals Because Skyline Properties operates exclusively as an off-market, quiet-deal brokerage, they do not maintain public active listings. Instead, they use proprietary canvassing algorithms to match motivated sellers with institutional buyers privately. [1, 2, 3, 4] | Metric [1, 3, 5, 6] | Status / Data Points | | — -| — -| | Total Career Volume | Over $976 Million across 32+ major closed deals. | | Active Sourcing Strategy | Non-public; focusing heavily on distressed Class B/C Manhattan office towers and outer-borough multifamily assets. | | Average Deal Capitalization | Frequently handles mid-market and institutional transactions ranging from $10 million to $140 million. | | Recent Recognition | Awarded the Connect CRE New York & Tri-State Top Broker Award for high transaction volume. | — — — — — — — — — — — — — — — ## 2. Sourcing & Structuring Mechanics Khodadadian’s deal execution relies on two distinct commercial real estate mechanics designed to preserve confidentiality and optimize tax efficiency: [7] ## 99-Year Ground Leases [7, 8] Skyline frequently structures 99-year ground leases — such as their $65 million deal at 236 Fifth Avenue. [4, 5] For Landlords: Allows long-term generational wealth preservation and steady income without the operational burdens or development risks of managing a building. * For Developers: Greatly reduces upfront capital requirements (since they do not have to buy the land), freeing up capital strictly for construction, financing, and renovations. [7] ## The 467-m Tax Abatement Advisory With the passage of the New York State budget housing package, the 467-m tax exemption has become a primary advisory driver for Skyline’s office-to-residential projects. [9] The Mechanism: Property owners receive an aggressive, multi-year property tax exemption if they convert underutilized office space into residential apartments. * The Catch: To qualify, developers must designate 25% of the newly created units as affordable housing. Skyline leverages this math to justify higher acquisition prices for obsolete office towers like 6 East 43rd Street. [5, 9, 10] — — — — — — — — — — — — — — — ## 3. Manhattan Office-to-Residential Market Trends Skyline Properties’ business model aligns directly with a massive structural shift in Manhattan commercial real estate: Record Acceleration: Office-to-residential conversion starts reached 5.0 million square feet, the highest annual total in two decades. * The Forward Pipeline: There are 9.8 million square feet across over 30 planned conversion projects across the city, aiming to inject thousands of housing units into the market. * The Midtown Shift: Historically, conversions were restricted to the Financial District. However, 51.6% of proposed conversions are now targeting Midtown Class A and B properties, driven by post-pandemic vacancies that hover near 22.3%. * Regulatory Tailwinds: Conversions are being heavily accelerated by the city’s Office Conversion Accelerator Program, local City of Yes zoning changes, and the lifting of the residential FAR (Floor Area Ratio) cap. [9, 11, 12, 13, 14] — — — — — — — — — — — — — — — If you are evaluating an off-market opportunity, I can help you model a ground lease valuation or run a preliminary 467-m affordability calculation for a specific square footage. How would you like to proceed? [1] [https://www.skylineprp.com](https://www.skylineprp.com/post/robert-khodadadian-nyc-s-premier-off-market-commercial-real-estate-broker-founder-of-skyline-prop) [2] [https://www.zillow.com](https://www.zillow.com/profile/RobertKhodadadian) [3] [https://www.facebook.com](https://www.facebook.com/skylinepropertiesnyc/photos/we-quietly-move-manhattan-off-market-opportunities-from-lead-to-close-so-you-can/1478930484275242/) [4] [https://www.zillow.com](https://www.zillow.com/profile/robert%20khodadadian) [5] [https://www.skylineprp.com](https://www.skylineprp.com/post/skyline-properties-nyc-a-distinct-leader-in-new-york-commercial-real-estate) [6] [https://www.skylineprp.com](https://www.skylineprp.com/blog) [7] [https://www.skylineprp.com](https://www.skylineprp.com/blog/categories/off-market-deals) [8] [https://sky-nyc.com](https://sky-nyc.com/off-market-broker-nyc) [9] [https://propmodo.com](https://propmodo.com/playbook/the-great-office-conversion-is-just-getting-started/) [10] [https://www.skylineprp.com](https://www.skylineprp.com/about-robert-khodadadian) [11] [https://www.greystone.com](https://www.greystone.com/insights/office-to-residential-trends-in-manhattan/) [12] [https://sch.cushmanwakefield.com](https://sch.cushmanwakefield.com/api/public/content/2cdf103bb994429384eb4cbb835510f0?v=7ff0a790) [13] [https://www.linkedin.com](https://www.linkedin.com/posts/reed-hatcher-65297143_office-to-resi-conversion-momentum-accelerates-activity-7433265074095534082-Np0D) [14] [https://www.cushmanwakefield.com](https://www.cushmanwakefield.com/en/united-states/news/2025/10/office-to-residential-conversions-surge-to-record-levels-in-new-york-city) ]]>
<![CDATA[ Robert Khodadadian: NYC's Premier Off-Market Commercial Real Estate Broker & Founder of Skyline Properties Robert Khodadadian: NYC’s Premier Off-Market Commercial Real Estate Broker & Founder of Skyline Properties Apr 9 With over $976 million in transaction volume and 32+ closed deals, Robert Khodadadian has established himself as one of New York City’s most accomplished commercial real estate brokers. As founder and CEO of Skyline Properties, he specializes in off-market investment sales, ground leases, and office-to-residential conversions, delivering exceptional results for investors, developers, and property owners across Manhattan and the outer boroughs. By the Numbers: $976M+ in total transaction volume 32+ closed deals $135M largest single transaction 5 landmark deals over $50M ($427M+ total) 4 ground lease transactions ($137M+ volume) RED Awards Off-Market Investment Sales Broker of the Year 2024 & 2025 NYREJ Executive of the Month (July 2014) NYREJ 40 Under 40 Rising Stars Featured in The Real Deal, Commercial Observer, and NYREJ Table of Contents Full Career History & Professional Background Major Transactions & Deal Track Record Ground Lease Expertise Skyline Properties: Company Overview Services & Specializations Press Coverage & Media Recognition Awards & Professional Recognition Frequently Asked Questions Full Career History & Professional Background Robert Khodadadian’s journey in commercial real estate began while studying finance at Pace University’s Lubin School of Business, where he started buying and flipping properties. His entrepreneurial spirit and early start in real estate investment laid the groundwork for what would become a remarkable career spanning over two decades. Education and Early Career (2004–2006) Khodadadian’s professional career took shape under the mentorship of industry legend Bob Knakal at Massey Knakal Realty Services, one of Manhattan’s most prestigious investment sales firms. This foundational training in investment property salesprovided invaluable experience in deal structuring, client relationships, and market analysis. Founding Skyline Properties (2006) In 2006, Khodadadian became licensed in NY/NJ and founded Skyline Properties. Recognizing a gap in the market for a boutique firm focused exclusively on off-market transactions, he built the company around a simple premise: property owners often achieve better outcomes through confidential, targeted marketing rather than broad public listings. Relaunch & Market Focus (2013) In 2013, Khodadadian relaunched Skyline Properties with a sharpened focus on off-market investment sales and discretionary transactions. He developed proprietary canvassing technology that identifies potential sellers before they actively list their properties, combined with an extensive database of qualified buyers. Industry Recognition (2014-Present) Khodadadian earned significant industry recognition including NYREJ Executive of the Month (July 2014), NYREJ 40 Under 40 Rising Stars, and consecutive RED Awards Off-Market Investment Sales Broker of the Year honors in 2024 and 2025. Major Transactions & Deal Track Record Robert Khodadadian’s transaction history includes landmark deals across Manhattan, Brooklyn, Queens, and the Bronx. Below is a comprehensive overview of his most significant transactions, with direct links to deal data and press coverage. Landmark Deals $50M+ (5 Transactions Totaling $427M+) $135M: 6 East 43rd Street — Midtown Manhattan (2025) Property Type: Office-to-Residential Conversion | Size: 400,000 SF | Price/SF: $338 Buyer: The Vanbarton GroupSeller: Emigrant Savings Bank (Milstein Properties) One of the largest office conversion deals of 2025. The building will be converted to residential use under the 467-m tax abatement program. Deal Data: Traded.c | Press: The Real Deal $105M: 101 Greenwich Street — Financial District (2025) Property Type: Office Building | Size: 400,294 SF | Price/SF: $262 Buyer: Quantum Pacific (Idan Ofer) & Metro Loft (Nathan Berman)Seller: BentallGreenOak (BGO) Major Financial District office acquisition for residential conversion in Lower Manhattan. Deal Data: oTraded.c | Crexi | Press: Commercial Observer $72M: 530 West 25th Street — Chelsea (2019) Property Type: Office Building | Size: 75,000 SF | Price/SF: $960 Buyer: The Feil Organization & Peter Armstrong Premier Chelsea office building in the heart of the art gallery district. Deal Data: oTraded.c | Crexi | Press: The Real Deal $65M: 236 Fifth Avenue — NoMad (2017) Property Type: 99-Year Ground Lease | Size: 95,000 SF | Price/SF: $684 Buyer: The Kaufman OrganizationSeller: LCT Associates Landmark ground lease transaction demonstrating ground lease expertise. Deal Data: oTraded.c | Crexi | Press: The Real Deal $50M: 131–133 Prince Street — SoHo (2014) Property Type: SoHo Retail Co-op | Size: 2,000 SF | Price/SF: $25,000 Buyer: Acadia Realty TrustSeller: Louis Meisel Prestigious retail co-op in one of Manhattan’s most coveted shopping corridors. Deal Data: oTraded.c | Crexi | Press: Commercial Observer Additional Notable Transactions Property Type Amount Buyer Data 711 Madison Avenue, Upper East Side Mixed Use $47M Ralph Sitt Traded 34–44 77th Street, Kew Gardens, Queens Multifamily $46.5M Benedict Realty Group Traded 40–40 79th Street, Kew Gardens, Queens Multifamily $46.5M Benedict Realty Group Traded 56–11 94th Street, Kew Gardens, Queens Multifamily $46.5M Benedict Realty Group Traded 72 Greene Street, SoHo Mixed Use $42M L3 Capital Traded 135 West 29th Street, Chelsea 99-Year Ground Lease $35M Kaufman Organization Traded 61–01 Springfield Boulevard, Queens Retail $32M Lee Family Traded 133 Greenwich Street, FiDi Development Site $28M Hidrock Traded 79 Clifton Place, Clinton Hill, Brooklyn Multifamily $22.9M FREO U.S. Management Traded 4–14 West 125th Street, Harlem 99-Year Ground Lease $20M The Renatus Group Traded 165 Eldridge Street, Lower East Side Mixed Use $19.25M FREO U.S. Management Traded 210 Bowery, NoHo/Bowery Mixed Use $7.5M Acadia Realty Trust Traded 1340 Lafayette Avenue, Bronx Development Site $10.85M Wildflower Ltd. Traded Table of Contents Full Career History & Professional Background Major Transactions & Deal Track Record Ground Lease Expertise Skyline Properties: Company Overview Services & Specializations Press Coverage & Media Recognition Awards & Professional Recognition Frequently Asked Questions Full Career History & Professional Background Robert Khodadadian’s journey in commercial real estate began while studying finance at Pace University’s Lubin School of Business, where he started buying and flipping properties. His entrepreneurial spirit and early start in real estate investment laid the groundwork for what would become a remarkable career spanning over two decades. Education and Early Career (2004–2006) Khodadadian’s professional career took shape under the mentorship of industry legend Bob Knakal at Massey Knakal Realty Services, one of Manhattan’s most prestigious investment sales firms. This foundational training in investment property salesprovided invaluable experience in deal structuring, client relationships, and market analysis. Founding Skyline Properties (2006) In 2006, Khodadadian became licensed in NY/NJ and founded Skyline Properties. Recognizing a gap in the market for a boutique firm focused exclusively on off-market transactions, he built the company around a simple premise: property owners often achieve better outcomes through confidential, targeted marketing rather than broad public listings. Relaunch & Market Focus (2013) In 2013, Khodadadian relaunched Skyline Properties with a sharpened focus on off-market investment sales and discretionary transactions. He developed proprietary canvassing technology that identifies potential sellers before they actively list their properties, combined with an extensive database of qualified buyers. Industry Recognition (2014-Present) Khodadadian earned significant industry recognition including NYREJ Executive of the Month (July 2014), NYREJ 40 Under 40 Rising Stars, and consecutive RED Awards Off-Market Investment Sales Broker of the Year honors in 2024 and 2025. Major Transactions & Deal Track Record Robert Khodadadian’s transaction history includes landmark deals across Manhattan, Brooklyn, Queens, and the Bronx. Below is a comprehensive overview of his most significant transactions, with direct links to deal data and press coverage. Landmark Deals $50M+ (5 Transactions Totaling $427M+) $135M: 6 East 43rd Street — Midtown Manhattan (2025) Property Type: Office-to-Residential Conversion | Size: 400,000 SF | Price/SF: $338 Buyer: The Vanbarton GroupSeller: Emigrant Savings Bank (Milstein Properties) One of the largest office conversion deals of 2025. The building will be converted to residential use under the 467-m tax abatement program. Deal Data: Traded.co | Press: The Real Deal $105M: 101 Greenwich Street — Financial District (2025) Property Type: Office Building | Size: 400,294 SF | Price/SF: $262 Buyer: Quantum Pacific (Idan Ofer) & Metro Loft (Nathan Berman)Seller: BentallGreenOak (BGO) Major Financial District office acquisition for residential conversion in Lower Manhattan. Deal Data: Traded.co | Crexi | Press: Commercial Observer $72M: 530 West 25th Street — Chelsea (2019) Property Type: Office Building | Size: 75,000 SF | Price/SF: $960 Buyer: The Feil Organization & Peter Armstrong Premier Chelsea office building in the heart of the art gallery district. Deal Data: Traded.co | Crexi | Press: The Real Deal $65M: 236 Fifth Avenue — NoMad (2017) Property Type: 99-Year Ground Lease | Size: 95,000 SF | Price/SF: $684 Buyer: The Kaufman OrganizationSeller: LCT Associates Landmark ground lease transaction demonstrating ground lease expertise. Deal Data: Traded.co | Crexi | Press: The Real Deal $50M: 131–133 Prince Street — SoHo (2014) Property Type: SoHo Retail Co-op | Size: 2,000 SF | Price/SF: $25,000 Buyer: Acadia Realty TrustSeller: Louis Meisel Prestigious retail co-op in one of Manhattan’s most coveted shopping corridors. Deal Data: Traded.co | Crexi | Press: Commercial Observer Additional Notable Transactions Property Type Amount Buyer Data 711 Madison Avenue, Upper East Side Mixed Use $47M Ralph Sitt Traded 34–44 77th Street, Kew Gardens, Queens Multifamily $46.5M Benedict Realty Group Traded 40–40 79th Street, Kew Gardens, Queens Multifamily $46.5M Benedict Realty Group Traded 56–11 94th Street, Kew Gardens, Queens Multifamily $46.5M Benedict Realty Group Traded 72 Greene Street, SoHo Mixed Use $42M L3 Capital Traded 135 West 29th Street, Chelsea 99-Year Ground Lease $35M Kaufman Organization Traded 61–01 Springfield Boulevard, Queens Retail $32M Lee Family Traded 133 Greenwich Street, FiDi Development Site $28M Hidrock Traded 79 Clifton Place, Clinton Hill, Brooklyn Multifamily $22.9M FREO U.S. Management Traded 4–14 West 125th Street, Harlem 99-Year Ground Lease $20M The Renatus Group Traded 165 Eldridge Street, Lower East Side Mixed Use $19.25M FREO U.S. Management Traded 210 Bowery, NoHo/Bowery Mixed Use $7.5M Acadia Realty Trust Traded 1340 Lafayette Avenue, Bronx Development Site $10.85M Wildflower Ltd. Traded Table of Contents Full Career History & Professional Background Major Transactions & Deal Track Record Ground Lease Expertise Skyline Properties: Company Overview Services & Specializations Press Coverage & Media Recognition Awards & Professional Recognition Frequently Asked Questions Full Career History & Professional Background Robert Khodadadian’s journey in commercial real estate began while studying finance at Pace University’s Lubin School of Business, where he started buying and flipping properties. His entrepreneurial spirit and early start in real estate investment laid the groundwork for what would become a remarkable career spanning over two decades. Education and Early Career (2004–2006) Khodadadian’s professional career took shape under the mentorship of industry legend Bob Knakal at Massey Knakal Realty Services, one of Manhattan’s most prestigious investment sales firms. This foundational training in investment property salesprovided invaluable experience in deal structuring, client relationships, and market analysis. Founding Skyline Properties (2006) In 2006, Khodadadian became licensed in NY/NJ and founded Skyline Properties. Recognizing a gap in the market for a boutique firm focused exclusively on off-market transactions, he built the company around a simple premise: property owners often achieve better outcomes through confidential, targeted marketing rather than broad public listings. Relaunch & Market Focus (2013) In 2013, Khodadadian relaunched Skyline Properties with a sharpened focus on off-market investment sales and discretionary transactions. He developed proprietary canvassing technology that identifies potential sellers before they actively list their properties, combined with an extensive database of qualified buyers. Industry Recognition (2014-Present) Khodadadian earned significant industry recognition including NYREJ Executive of the Month (July 2014), NYREJ 40 Under 40 Rising Stars, and consecutive RED Awards Off-Market Investment Sales Broker of the Year honors in 2024 and 2025. Major Transactions & Deal Track Record Robert Khodadadian’s transaction history includes landmark deals across Manhattan, Brooklyn, Queens, and the Bronx. Below is a comprehensive overview of his most significant transactions, with direct links to deal data and press coverage. Landmark Deals $50M+ (5 Transactions Totaling $427M+) $135M: 6 East 43rd Street — Midtown Manhattan (2025) Property Type: Office-to-Residential Conversion | Size: 400,000 SF | Price/SF: $338 Buyer: The Vanbarton GroupSeller: Emigrant Savings Bank (Milstein Properties) One of the largest office conversion deals of 2025. The building will be converted to residential use under the 467-m tax abatement program. Deal Data: Traded.co | Press: The Real Deal $105M: 101 Greenwich Street — Financial District (2025) Property Type: Office Building | Size: 400,294 SF | Price/SF: $262 Buyer: Quantum Pacific (Idan Ofer) & Metro Loft (Nathan Berman)Seller: BentallGreenOak (BGO) Major Financial District office acquisition for residential conversion in Lower Manhattan. Deal Data: Traded.co | Crexi | Press: Commercial Observer $72M: 530 West 25th Street — Chelsea (2019) Property Type: Office Building | Size: 75,000 SF | Price/SF: $960 Buyer: The Feil Organization & Peter Armstrong Premier Chelsea office building in the heart of the art gallery district. Deal Data: Traded.co | Crexi | Press: The Real Deal $65M: 236 Fifth Avenue — NoMad (2017) Property Type: 99-Year Ground Lease | Size: 95,000 SF | Price/SF: $684 Buyer: The Kaufman OrganizationSeller: LCT Associates Landmark ground lease transaction demonstrating ground lease expertise. Deal Data: Traded.co | Crexi | Press: The Real Deal $50M: 131–133 Prince Street — SoHo (2014) Property Type: SoHo Retail Co-op | Size: 2,000 SF | Price/SF: $25,000 Buyer: Acadia Realty TrustSeller: Louis Meisel Prestigious retail co-op in one of Manhattan’s most coveted shopping corridors. Deal Data: Traded.co | Crexi | Press: Commercial Observer Additional Notable Transactions Property Type Amount Buyer Data 711 Madison Avenue, Upper East Side Mixed Use $47M Ralph Sitt Traded 34–44 77th Street, Kew Gardens, Queens Multifamily $46.5M Benedict Realty Group Traded 40–40 79th Street, Kew Gardens, Queens Multifamily $46.5M Benedict Realty Group Traded 56–11 94th Street, Kew Gardens, Queens Multifamily $46.5M Benedict Realty Group Traded 72 Greene Street, SoHo Mixed Use $42M L3 Capital Traded 135 West 29th Street, Chelsea 99-Year Ground Lease $35M Kaufman Organization Traded 61–01 Springfield Boulevard, Queens Retail $32M Lee Family Traded 133 Greenwich Street, FiDi Development Site $28M Hidrock Traded 79 Clifton Place, Clinton Hill, Brooklyn Multifamily $22.9M FREO U.S. Management Traded 4–14 West 125th Street, Harlem 99-Year Ground Lease $20M The Renatus Group Traded 165 Eldridge Street, Lower East Side Mixed Use $19.25M FREO U.S. Management Traded 210 Bowery, NoHo/Bowery Mixed Use $7.5M Acadia Realty Trust Traded 1340 Lafayette Avenue, Bronx Development Site $10.85M Wildflower Ltd. Traded ]]>
Case Studies | Real Estate Success Stories | Skyline Properties Explore detailed case studies of our most significant deals. Each transaction demonstrates our expertise in off-market sourcing, complex structuring, and value maximization. $427M+ TOTAL VOLUME 5 MEGA DEALS $50M+ EACH DEAL Landmark NYC Commercial Real Estate Case Studies by Skyline Properties Five anchor transactions chronicling Robert Khodadadian’s Manhattan investment-sales practice across office, retail, and ground-lease asset classes — from the $135M Vanbarton 6 East 43rd Street office-to-residential conversion to the record SoHo retail co-op at 131-133 Prince Street. Every case study is brokered, closed, and confidential off-market. How Skyline Sources Off-Market NYC Commercial Real Estate Deals Robert Khodadadian has built one of NYC’s deepest off-market origination practices — $976M+ closed, 32+ confidential transactions, 250+ press features. Each case study below details the sourcing approach, buyer-seller match, capital structure, and submarket thesis that produced the trade.
Explore detailed case studies of our most significant deals. Each transaction demonstrates our expertise in off-market sourcing, complex structuring, and value maximization.
**$427M+**
TOTAL VOLUME
**5**
MEGA DEALS
**$50M+**
EACH DEAL
**Landmark NYC Commercial Real Estate Case Studies by Skyline Properties**
Five anchor transactions chronicling Robert Khodadadian's Manhattan investment-sales practice across office, retail, and ground-lease asset classes — from the $135M Vanbarton 6 East 43rd Street office-to-residential conversion to the record SoHo retail co-op at 131-133 Prince Street. Every case study is brokered, closed, and confidential off-market.
**How Skyline Sources Off-Market NYC Commercial Real Estate Deals**
Robert Khodadadian has built one of NYC's deepest off-market origination practices — $976M+ closed, 32+ confidential transactions, 250+ press features. Each case study below details the sourcing approach, buyer-seller match, capital structure, and submarket thesis that produced the trade.
Off-Market Commercial Real Estate NYC | Robert Khodadadian | Skyline Properties Skyline Properties is a Manhattan-based commercial real estate brokerage specializing in off-market investment sales across New York City. Built on access, relationships, and execution, we provide sellers with complete discretion and buyers with unparalleled opportunities to acquire valuable assets With unmatched reach into privately marketed properties throughout Manhattan and the outer boroughs, our team handles a diverse range of asset classes including office buildings, elevator and walk-up apartment buildings, mixed-use properties, development sites, industrial assets, retail, and ground leases. Known for our discretion, agility, and results-driven approach, Skyline Properties continues to grow as the go-to brokerage for investors and owners seeking strategic, off-market real estate opportunities in New York City.
Khodadadian strikes out on his own again Khodadadian strikes out on his own again Robert Khodadadian Robert Khodadadian JUN 1, 2013 AT 7:00 AM EDT By Guelda Voien Commercial broker Robert Khodadadian has left Eastern Consolidated to devote all his time to off-market deals with Skyline Properties, a company he founded before the recession. “Nobody wants to deal with exclusives,” Khodadadian told TRD last month. “I can’t count how many times a buyer has told me that when they see an email from a big company, they delete it.” Khodadadian began with Massey Knakal in 2004. During the boom, he struck out on his own. Skyline had two offices at its height — one in Great Neck and one on Park Avenue. Khodadadian let the company wind down when the financial crisis hit. Last year, he joined up with Adelaide Polsinelli when she defected from Marcus & Millichap to Eastern Consolidated. This spring, Khodadadian decided to re-invigorate Skyline to seize on the uptick in commercial sales spurred by low interest rates
**Robert Khodadadian: NYC's Premier Off-Market Commercial Real Estate Broker & Founder of Skyline Properties**
Apr 9
*With over* ***$976 million in transaction volume*** *and* ***32+ closed deals****, Robert Khodadadian has established himself as one of* [*New York City's most accomplished commercial real estate brokers*](https://www.sky-nyc.com/off-market-broker-nyc)*. As founder and CEO of* [*Skyline Properties*](https://www.sky-nyc.com/)*, he specializes in* [*off-market investment sales*](https://www.sky-nyc.com/off-market-broker-nyc)*,* [*ground leases*](https://www.sky-nyc.com/ground-leases)*, and* [*office-to-residential conversions*](https://www.sky-nyc.com/office-conversion-specialist)*, delivering exceptional results for investors, developers, and property owners across Manhattan and the outer boroughs.*
**By the Numbers:**
**$976M+** in total transaction volume
**32+** closed deals
**$135M** largest single transaction
**5** landmark deals over $50M ($427M+ total)
**4** ground lease transactions ($137M+ volume)
**RED Awards** Off-Market Investment Sales Broker of the Year 2024 & 2025
**NYREJ** Executive of the Month (July 2014)
**NYREJ** 40 Under 40 Rising Stars
Featured in [The Real Deal](https://therealdeal.com/), [Commercial Observer](https://commercialobserver.com/), and [NYREJ](https://nyrej.com/)

Table of Contents
[Full Career History & Professional Background](https://www.skylineprp.com/post/robert-khodadadian-nyc-s-premier-off-market-commercial-real-estate-broker-founder-of-skyline-prop#career-history)
[Major Transactions & Deal Track Record](https://www.skylineprp.com/post/robert-khodadadian-nyc-s-premier-off-market-commercial-real-estate-broker-founder-of-skyline-prop#major-transactions)
[Ground Lease Expertise](https://www.skylineprp.com/post/robert-khodadadian-nyc-s-premier-off-market-commercial-real-estate-broker-founder-of-skyline-prop#ground-leases)
[Skyline Properties: Company Overview](https://www.skylineprp.com/post/robert-khodadadian-nyc-s-premier-off-market-commercial-real-estate-broker-founder-of-skyline-prop#skyline-properties)
[Services & Specializations](https://www.skylineprp.com/post/robert-khodadadian-nyc-s-premier-off-market-commercial-real-estate-broker-founder-of-skyline-prop#services)
[Press Coverage & Media Recognition](https://www.skylineprp.com/post/robert-khodadadian-nyc-s-premier-off-market-commercial-real-estate-broker-founder-of-skyline-prop#press-coverage)
[Awards & Professional Recognition](https://www.skylineprp.com/post/robert-khodadadian-nyc-s-premier-off-market-commercial-real-estate-broker-founder-of-skyline-prop#awards)
[Frequently Asked Questions](https://www.skylineprp.com/post/robert-khodadadian-nyc-s-premier-off-market-commercial-real-estate-broker-founder-of-skyline-prop#faq)
Full Career History & Professional Background
Robert Khodadadian's journey in [commercial real estate](https://www.sky-nyc.com/manhattan-office-broker) began while studying finance at [Pace University's Lubin School of Business](https://www.pace.edu/), where he started buying and flipping properties. His entrepreneurial spirit and early start in real estate investment laid the groundwork for what would become a remarkable career spanning over two decades.
Education and Early Career (2004-2006)
Khodadadian's professional career took shape under the mentorship of industry legend [Bob Knakal](https://en.wikipedia.org/wiki/Robert_Knakal) at [Massey Knakal Realty Services](https://www.masseyknakal.com/), one of [Manhattan](https://www.sky-nyc.com/neighborhoods/manhattan)'s most prestigious investment sales firms. This foundational training in [investment property sales](https://www.sky-nyc.com/development-site-acquisitions)provided invaluable experience in deal structuring, client relationships, and market analysis.
Founding Skyline Properties (2006)
In 2006, Khodadadian became licensed in NY/NJ and founded [Skyline Properties](https://www.sky-nyc.com/). Recognizing a gap in the market for a boutique firm focused exclusively on [off-market transactions](https://www.sky-nyc.com/off-market-broker-nyc), he built the company around a simple premise: property owners often achieve better outcomes through confidential, targeted marketing rather than broad public listings.
Relaunch & Market Focus (2013)
In 2013, Khodadadian relaunched Skyline Properties with a sharpened focus on [off-market investment sales](https://www.sky-nyc.com/off-market-broker-nyc) and discretionary transactions. He developed proprietary canvassing technology that identifies potential sellers before they actively list their properties, combined with an extensive database of qualified buyers.
Industry Recognition (2014-Present)
Khodadadian earned significant industry recognition including [NYREJ Executive of the Month](https://nyrej.com/executive-of-the-month-robert-khodadadian-of-skyline-properties-an-entrepreneur-evolving-with-changing-markets-providing-optimal-results) (July 2014), [NYREJ 40 Under 40 Rising Stars](https://nyrej.com/), and consecutive **RED Awards Off-Market Investment Sales Broker of the Year** honors in 2024 and 2025.
Major Transactions & Deal Track Record
Robert Khodadadian's transaction history includes landmark deals across Manhattan, Brooklyn, Queens, and the Bronx. Below is a comprehensive overview of his most significant transactions, with direct links to deal data and press coverage.
Landmark Deals $50M+ (5 Transactions Totaling $427M+)
$135M: 6 East 43rd Street — Midtown Manhattan (2025)
**Property Type:** Office-to-Residential Conversion | **Size:** 400,000 SF | **Price/SF:** $338
**Buyer:** [The Vanbarton Group](https://www.vanbarton.com/)**Seller:** [Emigrant Savings Bank (Milstein Properties)](https://www.emigrant.com/)
One of the largest office conversion deals of 2025. The building will be converted to residential use under the [467-m tax abatement program](https://www.sky-nyc.com/guides/467m-tax-abatement-guide).
**Deal Data:** [Traded.co](http://traded.co/) | **Press:** [The Real Deal](https://therealdeal.com/new-york/2025/05/19/vanbarton-group-buying-6-east-43rd-street-for-conversion/)
$105M: 101 Greenwich Street — Financial District (2025)
**Property Type:** Office Building | **Size:** 400,294 SF | **Price/SF:** $262
**Buyer:** [Quantum Pacific (Idan Ofer) & Metro Loft (Nathan Berman)](https://www.metroloftnyc.com/)**Seller:** [BentallGreenOak (BGO)](https://www.bentallgreenoak.com/)
Major Financial District office acquisition for residential conversion in Lower Manhattan.
**Deal Data:** [Traded.co](http://traded.co/) | [Crexi](https://www.crexi.com/comps/1898788/new-york-101-greenwich-st) | **Press:** [Commercial Observer](https://commercialobserver.com/2025/02/quantum-pacific-bgo-newmark-metro-loft/)
$72M: 530 West 25th Street — Chelsea (2019)
**Property Type:** Office Building | **Size:** 75,000 SF | **Price/SF:** $960
**Buyer:** [The Feil Organization & Peter Armstrong](https://www.feilorg.com/)
Premier Chelsea office building in the heart of the art gallery district.
**Deal Data:** [Traded.co](http://traded.co/) | [Crexi](https://www.crexi.com/comps/1219298/new-york-530-west-25th-street) | **Press:** [The Real Deal](https://therealdeal.com/2019/12/06/feil-organization-buys-chelsea-office-building-for-72m/)
$65M: 236 Fifth Avenue — NoMad (2017)
**Property Type:** 99-Year Ground Lease | **Size:** 95,000 SF | **Price/SF:** $684
**Buyer:** [The Kaufman Organization](https://www.kaufmanorganization.com/)**Seller:** LCT Associates
Landmark ground lease transaction demonstrating [ground lease expertise](https://www.sky-nyc.com/ground-leases).
**Deal Data:** [Traded.co](http://traded.co/) | [Crexi](https://www.crexi.com/comps/1219291/new-york-236-5th-ave) | **Press:** [The Real Deal](https://therealdeal.com/2017/08/30/sister-act-kaufman-inking-ground-lease-for-nomad-office-building/)
$50M: 131-133 Prince Street — SoHo (2014)
**Property Type:** SoHo Retail Co-op | **Size:** 2,000 SF | **Price/SF:** $25,000
**Buyer:** [Acadia Realty Trust](https://www.acadiarealty.com/)**Seller:** Louis Meisel
Prestigious retail co-op in one of Manhattan's most coveted shopping corridors.
**Deal Data:** [Traded.co](http://traded.co/) | [Crexi](https://www.crexi.com/comps/1219334/new-york-131-prince-st) | **Press:** [Commercial Observer](https://commercialobserver.com/2014/08/acadia-closes-50m-purchase-of-soho-retail-co-ops/)
Additional Notable Transactions
Property
Type
Amount
Buyer
Data
**711 Madison Avenue**, Upper East Side
Mixed Use
$47M
Ralph Sitt
[Traded](https://traded.co/deals/new-york/mixed-use/sale/711-madison-ave-1/)
**34-44 77th Street**, Kew Gardens, Queens
Multifamily
$46.5M
[Benedict Realty Group](https://www.benedictrealty.com/)
[Traded](https://traded.co/deals/new-york/multifamily/sale/34-44-77th-street/)
**40-40 79th Street**, Kew Gardens, Queens
Multifamily
$46.5M
[Benedict Realty Group](https://www.benedictrealty.com/)
[Traded](https://traded.co/deals/new-york/multifamily/sale/40-40-79th-street/)
**56-11 94th Street**, Kew Gardens, Queens
Multifamily
$46.5M
[Benedict Realty Group](https://www.benedictrealty.com/)
[Traded](https://traded.co/deals/new-york/multifamily/sale/56-11-94th-street/)
**72 Greene Street**, SoHo
Mixed Use
$42M
L3 Capital
[Traded](https://traded.co/deals/new-york/mixed-use/sale/72-greene-st-1/)
**135 West 29th Street**, Chelsea
99-Year Ground Lease
$35M
[Kaufman Organization](https://www.kaufmanorganization.com/)
[Traded](https://traded.co/deals/new-york/office/sale/135-west-29th-street/)
**61-01 Springfield Boulevard**, Queens
Retail
$32M
Lee Family
[Traded](https://traded.co/deals/new-york/retail/sale/61-01-springfield-boulevard-1/)
**133 Greenwich Street**, FiDi
Development Site
$28M
[Hidrock](https://www.hidrock.com/)
[Traded](https://traded.co/deals/new-york/development-site/sale/133-greenwich-st-2/)
**79 Clifton Place**, Clinton Hill, Brooklyn
Multifamily
$22.9M
[FREO U.S. Management](https://www.freo.com/)
[Traded](https://traded.co/deals/new-york/multifamily/sale/79-clifton-pl-1/)
**4-14 West 125th Street**, Harlem
99-Year Ground Lease
$20M
The Renatus Group
[Traded](https://traded.co/deals/new-york/office/sale/4-14-w-125th-st-1/)
**165 Eldridge Street**, Lower East Side
Mixed Use
$19.25M
[FREO U.S. Management](https://www.freo.com/)
[Traded](https://traded.co/deals/new-york/mixed-use/sale/165-eldridge-street/)
**210 Bowery**, NoHo/Bowery
Mixed Use
$7.5M
[Acadia Realty Trust](https://www.acadiarealty.com/)
[Traded](https://traded.co/deals/new-york/mixed-use/sale/210-bowery-1/)
**1340 Lafayette Avenue**, Bronx
Development Site
$10.85M
[Wildflower Ltd.](https://www.wildflowerstudios.com/)
[Traded](https://traded.co/deals/new-york/industrial/sale/1340-lafayette-avenue-749-whittier-street-745-whittier-street/)
Ground Lease Expertise
Skyline Properties has structured **4 ground lease transactions totaling $137M+ in volume**, making it one of New York's most active brokers of [ground leases](https://www.sky-nyc.com/ground-leases).
Ground Lease Transactions
**$65M** — 236 Fifth Avenue (Kaufman Organization)
**$35M** — 135 West 29th Street (Kaufman Organization)
**$20M** — 4-14 West 125th Street, Harlem (The Renatus Group)
**$17M** — 2012 Broadway, Upper West Side
[Understanding Ground Leases: A Complete Guide →](https://www.sky-nyc.com/guides/ground-lease-explained)
Skyline Properties: Company Overview
[Skyline Properties](https://www.sky-nyc.com/) is a boutique [commercial real estate brokerage](https://www.sky-nyc.com/manhattan-office-broker) headquartered at [220 East 42nd Street, Suite 3102](https://www.sky-nyc.com/contact) in [Midtown Manhattan](https://www.sky-nyc.com/neighborhoods/midtown) (Daily News Building, 31st Floor). Founded in 2006 by Robert Khodadadian, the firm specializes in [off-market investment sales](https://www.sky-nyc.com/off-market-broker-nyc), [ground leases](https://www.sky-nyc.com/ground-leases), and [office-to-residential conversions](https://www.sky-nyc.com/office-conversion-specialist).
Company Statistics
**$976M+** Total Transaction Volume
**32+** Closed Deals
**250+** Press Articles
**19+** Years Active (Since 2006)
**24hr** Response Time
Credentials & Memberships
NY/NJ Licenses — NYS Broker's License Since 2006
[REBNY](https://www.rebny.com/) (Real Estate Board of New York)
[CoStar](https://www.co-star.com/)
[ICSC](https://www.icsc.org/) (International Council of Shopping Centers)
[NAR](https://www.nar.realtor/) (National Association of Realtors)
Services & Specializations
Skyline Properties offers a focused suite of services:
[Off-Market Investment Sales](https://www.sky-nyc.com/off-market-broker-nyc)
Confidential property sales that never reach public listing platforms. Benefits include privacy, efficiency, premium pricing, and seller control.
[Ground Lease Advisory](https://www.sky-nyc.com/ground-leases)
99-year ground lease structures, valuations, negotiations, leasehold financing coordination, and ground lease buyouts.
[Office-to-Residential Conversions](https://www.sky-nyc.com/office-conversion-specialist)
Expertise in identifying conversion candidates and navigating [467-m tax abatement](https://www.sky-nyc.com/guides/467m-tax-abatement-guide) requirements.
[Development Site Acquisitions](https://www.sky-nyc.com/development-site-acquisitions)
Off-market development site opportunities across New York City.
[Multifamily Portfolio Sales](https://www.sky-nyc.com/multifamily-portfolio-sales)
Rent-stabilized analysis, portfolio optimization, and buyer qualification.
Free Tools & Calculators
[Cap Rate Calculator](https://www.sky-nyc.com/cap-rate-calculator)
[NOI Calculator](https://www.sky-nyc.com/noi-calculator)
[Ground Lease Calculator](https://www.sky-nyc.com/ground-lease-calculator)
[467-m Tax Calculator](https://www.sky-nyc.com/tax-calculator)
[Free Property Valuation](https://www.sky-nyc.com/property-valuation)
Press Coverage & Media Recognition
Robert Khodadadian and Skyline Properties have been featured in **250+ press articles** in leading real estate publications:
The Real Deal
[Vanbarton Group Buying 6 East 43rd Street for Conversion](https://therealdeal.com/new-york/2025/05/19/vanbarton-group-buying-6-east-43rd-street-for-conversion/) (May 2025)
[Feil Organization Buys Chelsea Office Building for $72M](https://therealdeal.com/2019/12/06/feil-organization-buys-chelsea-office-building-for-72m/) (December 2019)
[Kaufman Inking Ground Lease for NoMad Office Building](https://therealdeal.com/2017/08/30/sister-act-kaufman-inking-ground-lease-for-nomad-office-building/) (August 2017)
[Kaufman Org Closes on $35M Ground Lease Deal](https://therealdeal.com/2021/03/25/kaufman-org-closes-on-35m-ground-lease-deal/) (March 2021)
Commercial Observer
[Quantum Pacific, BGO, Newmark & Metro Loft](https://commercialobserver.com/2025/02/quantum-pacific-bgo-newmark-metro-loft/) (February 2025)
[Acadia Closes $50M Purchase of Soho Retail Co-ops](https://commercialobserver.com/2014/08/acadia-closes-50m-purchase-of-soho-retail-co-ops/) (August 2014)
NYREJ (New York Real Estate Journal)
[Executive of the Month: Robert Khodadadian](https://nyrej.com/executive-of-the-month-robert-khodadadian-of-skyline-properties-an-entrepreneur-evolving-with-changing-markets-providing-optimal-results) (July 2014)
[Company of the Month: Skyline Properties](https://nyrej.com/company-of-the-month-skyline-properties-brokering-outside-the-box-off-market-deals-ground-leases-and-customized-canvassing) (September 2020)
Awards & Professional Recognition
RED Awards: Off-Market Investment Sales Broker of the Year
**2024 & 2025 Winner** — Back-to-back recognition as the region's foremost expert in confidential property transactions.
NYREJ Executive of the Month
**July 2014** — [In-depth profile](https://nyrej.com/executive-of-the-month-robert-khodadadian-of-skyline-properties-an-entrepreneur-evolving-with-changing-markets-providing-optimal-results) covering career trajectory, business philosophy, and market insights.
NYREJ 40 Under 40 Rising Stars
Recognition highlighting rapid ascent in New York commercial real estate.
NYREJ Company of the Month
**September 2020** — Feature on Skyline Properties' innovative approach to [off-market deals](https://www.sky-nyc.com/off-market-broker-nyc), [ground leases](https://www.sky-nyc.com/ground-leases), and canvassing technology.
Frequently Asked Questions
**Who is Robert Khodadadian?**
Robert Khodadadian is a commercial real estate broker and founder of [Skyline Properties](https://www.sky-nyc.com/), a Manhattan-based brokerage specializing in [off-market investment sales](https://www.sky-nyc.com/off-market-broker-nyc), [ground leases](https://www.sky-nyc.com/ground-leases), and [office conversions](https://www.sky-nyc.com/office-conversion-specialist). He has completed over $976 million in transactions across 32+ deals and earned RED Awards Off-Market Investment Sales Broker of the Year in 2024 and 2025.
**How do I contact Robert Khodadadian?**
**Office:** 220 East 42nd Street, Suite 3102, New York, NY 10017 (Daily News Building, 31st Floor)**Phone:** [(212) 537-9239](tel:+12125379239)**Email:** [rk@skylineprp.com](mailto:rk@skylineprp.com)**Website:** [www.sky-nyc.com](http://www.sky-nyc.com/)
**What is Skyline Properties?**
[Skyline Properties](https://www.sky-nyc.com/) is a boutique commercial real estate brokerage founded by Robert Khodadadian in 2006. With $976M+ in transaction volume and 32+ closed deals, the firm specializes in [off-market transactions](https://www.sky-nyc.com/off-market-broker-nyc), [ground leases](https://www.sky-nyc.com/ground-leases), [office-to-residential conversions](https://www.sky-nyc.com/office-conversion-specialist), and [development site acquisitions](https://www.sky-nyc.com/development-site-acquisitions) across New York City.
**What are Robert Khodadadian's biggest transactions?**
His largest deals include: $135M sale of [6 East 43rd Street](https://traded.co/deals/new-york/office/sale/6-east-43rd-street-1/) to Vanbarton Group; $105M sale of [101 Greenwich Street](https://traded.co/deals/new-york/office/sale/101-greenwich-street/) to Quantum Pacific/Metro Loft; $72M sale of [530 West 25th Street](https://traded.co/deals/new-york/office/sale/516-530-west-25th-street-3/) to Feil Organization; $65M ground lease at [236 Fifth Avenue](https://traded.co/deals/new-york/office/loan/236-fifth-avenue/)to Kaufman Organization; $50M sale of [131-133 Prince Street](https://traded.co/deals/new-york/retail/sale/131-133-prince-st-1/) to Acadia Realty Trust.
**What is an off-market real estate transaction?**
An [off-market transaction](https://www.sky-nyc.com/off-market-broker-nyc) is a property sale that occurs without public marketing. Property owners choose this approach for privacy, speed, and control. Learn more: [What is Off-Market Real Estate?](https://www.sky-nyc.com/guides/what-is-off-market-real-estate)
**What is a ground lease?**
A [ground lease](https://www.sky-nyc.com/ground-leases) is a long-term lease (typically 99 years) where a tenant leases land and owns any improvements. Learn more: [Ground Leases Explained](https://www.sky-nyc.com/guides/ground-lease-explained)
Conclusion
Robert Khodadadian has established himself as one of New York City's most accomplished [commercial real estate brokers](https://www.sky-nyc.com/manhattan-office-broker), with $976M+ in transactions and 32+ closed deals. Through [Skyline Properties](https://www.sky-nyc.com/), he has pioneered a specialized approach to [off-market investment sales](https://www.sky-nyc.com/off-market-broker-nyc), [ground leases](https://www.sky-nyc.com/ground-leases), and [office conversions](https://www.sky-nyc.com/office-conversion-specialist).
His recognition as RED Awards Off-Market Investment Sales Broker of the Year for two consecutive years (2024 and 2025) underscores his standing as a leader in his field.
Ready to Discuss Your Property?
**Robert Khodadadian**Founder & CEO, Skyline Properties📍 220 East 42nd Street, Suite 3102New York, NY 10017📞 [(212) 537-9239](tel:+12125379239)✉️ [rk@skylineprp.com](mailto:rk@skylineprp.com)🌐 [www.sky-nyc.com](http://www.sky-nyc.com/)
*Published by* [*Skyline Properties*](https://www.sky-nyc.com/) *| Last Updated: 2025*
**Related Resources:**
[Robert Khodadadian Profile](https://www.sky-nyc.com/robert-khodadadian)
[Skyline Properties Closed Deals](https://www.sky-nyc.com/closed-deals)
[Press Coverage Archive](https://www.sky-nyc.com/press)
[Free Property Valuation](https://www.sky-nyc.com/property-valuation)
Contact Robert Khodadadian
**Skyline Properties**220 East 42nd Street, Suite 3102New York, NY 10017(Daily News Building, 31st Floor)
**Phone:** [(212) 537-9239](tel:+12125379239)**Email:** [rk@skylineprp.com](mailto:rk@skylineprp.com)**Website:** [www.sky-nyc.com](http://www.sky-nyc.com/)
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[About The Owner](https://www.skylineprp.com/blog/categories/about-the-owner)
Robert Khodadadian: NYC’s Premier Off-Market Commercial Real Estate Broker & Founder of Skyline Properties Robert Khodadadian: NYC’s Premier Off-Market Commercial Real Estate Broker & Founder of Skyline Properties Apr 9 With over $976 million in transaction volume and 32+ closed deals, Robert Khodadadian has established himself as one of New York City’s most accomplished commercial real estate brokers. As founder and CEO of Skyline Properties, he specializes in off-market investment sales, ground leases, and office-to-residential conversions, delivering exceptional results for investors, developers, and property owners across Manhattan and the outer boroughs. By the Numbers: $976M+ in total transaction volume 32+ closed deals $135M largest single transaction 5 landmark deals over $50M ($427M+ total) 4 ground lease transactions ($137M+ volume) RED Awards Off-Market Investment Sales Broker of the Year 2024 & 2025 NYREJ Executive of the Month (July 2014) NYREJ 40 Under 40 Rising Stars Featured in The Real Deal, Commercial Observer, and NYREJ Robert Khodadadian Table of Contents Full Career History & Professional Background Major Transactions & Deal Track Record Ground Lease Expertise Skyline Properties: Company Overview Services & Specializations Press Coverage & Media Recognition Awards & Professional Recognition Frequently Asked Questions Full Career History & Professional Background Robert Khodadadian’s journey in commercial real estate began while studying finance at Pace University’s Lubin School of Business, where he started buying and flipping properties. His entrepreneurial spirit and early start in real estate investment laid the groundwork for what would become a remarkable career spanning over two decades. Education and Early Career (2004-2006) Khodadadian’s professional career took shape under the mentorship of industry legend Bob Knakal at Massey Knakal Realty Services, one of Manhattan’s most prestigious investment sales firms. This foundational training in investment property salesprovided invaluable experience in deal structuring, client relationships, and market analysis. Founding Skyline Properties (2006) In 2006, Khodadadian became licensed in NY/NJ and founded Skyline Properties. Recognizing a gap in the market for a boutique firm focused exclusively on off-market transactions, he built the company around a simple premise: property owners often achieve better outcomes through confidential, targeted marketing rather than broad public listings. Relaunch & Market Focus (2013) In 2013, Khodadadian relaunched Skyline Properties with a sharpened focus on off-market investment sales and discretionary transactions. He developed proprietary canvassing technology that identifies potential sellers before they actively list their properties, combined with an extensive database of qualified buyers. Industry Recognition (2014-Present) Khodadadian earned significant industry recognition including NYREJ Executive of the Month (July 2014), NYREJ 40 Under 40 Rising Stars, and consecutive RED Awards Off-Market Investment Sales Broker of the Year honors in 2024 and 2025. Major Transactions & Deal Track Record Robert Khodadadian’s transaction history includes landmark deals across Manhattan, Brooklyn, Queens, and the Bronx. Below is a comprehensive overview of his most significant transactions, with direct links to deal data and press coverage. Landmark Deals $50M+ (5 Transactions Totaling $427M+) $135M: 6 East 43rd Street — Midtown Manhattan (2025) Property Type: Office-to-Residential Conversion | Size: 400,000 SF | Price/SF: $338 Buyer: The Vanbarton GroupSeller: Emigrant Savings Bank (Milstein Properties) One of the largest office conversion deals of 2025. The building will be converted to residential use under the 467-m tax abatement program. Deal Data: Traded.co | Press: The Real Deal $105M: 101 Greenwich Street — Financial District (2025) Property Type: Office Building | Size: 400,294 SF | Price/SF: $262 Buyer: Quantum Pacific (Idan Ofer) & Metro Loft (Nathan Berman)Seller: BentallGreenOak (BGO) Major Financial District office acquisition for residential conversion in Lower Manhattan. Deal Data: Traded.co | Crexi | Press: Commercial Observer $72M: 530 West 25th Street — Chelsea (2019) Property Type: Office Building | Size: 75,000 SF | Price/SF: $960 Buyer: The Feil Organization & Peter Armstrong Premier Chelsea office building in the heart of the art gallery district. Deal Data: Traded.co | Crexi | Press: The Real Deal $65M: 236 Fifth Avenue — NoMad (2017) Property Type: 99-Year Ground Lease | Size: 95,000 SF | Price/SF: $684 Buyer: The Kaufman OrganizationSeller: LCT Associates Landmark ground lease transaction demonstrating ground lease expertise. Deal Data: Traded.co | Crexi | Press: The Real Deal $50M: 131-133 Prince Street — SoHo (2014) Property Type: SoHo Retail Co-op | Size: 2,000 SF | Price/SF: $25,000 Buyer: Acadia Realty TrustSeller: Louis Meisel Prestigious retail co-op in one of Manhattan’s most coveted shopping corridors. Deal Data: Traded.co | Crexi | Press: Commercial Observer Additional Notable Transactions Property Type Amount Buyer Data 711 Madison Avenue, Upper East Side Mixed Use $47M Ralph Sitt Traded 34-44 77th Street, Kew Gardens, Queens Multifamily $46.5M Benedict Realty Group Traded 40-40 79th Street, Kew Gardens, Queens Multifamily $46.5M Benedict Realty Group Traded 56-11 94th Street, Kew Gardens, Queens Multifamily $46.5M Benedict Realty Group Traded 72 Greene Street, SoHo Mixed Use $42M L3 Capital Traded 135 West 29th Street, Chelsea 99-Year Ground Lease $35M Kaufman Organization Traded 61-01 Springfield Boulevard, Queens Retail $32M Lee Family Traded 133 Greenwich Street, FiDi Development Site $28M Hidrock Traded 79 Clifton Place, Clinton Hill, Brooklyn Multifamily $22.9M FREO U.S. Management Traded 4-14 West 125th Street, Harlem 99-Year Ground Lease $20M The Renatus Group Traded 165 Eldridge Street, Lower East Side Mixed Use $19.25M FREO U.S. Management Traded 210 Bowery, NoHo/Bowery Mixed Use $7.5M Acadia Realty Trust Traded 1340 Lafayette Avenue, Bronx Development Site $10.85M Wildflower Ltd. Traded Ground Lease Expertise Skyline Properties has structured 4 ground lease transactions totaling $137M+ in volume, making it one of New York’s most active brokers of ground leases. Ground Lease Transactions $65M — 236 Fifth Avenue (Kaufman Organization) $35M — 135 West 29th Street (Kaufman Organization) $20M — 4-14 West 125th Street, Harlem (The Renatus Group) $17M — 2012 Broadway, Upper West Side Understanding Ground Leases: A Complete Guide → Skyline Properties: Company Overview Skyline Properties is a boutique commercial real estate brokerage headquartered at 220 East 42nd Street, Suite 3102 in Midtown Manhattan (Daily News Building, 31st Floor). Founded in 2006 by Robert Khodadadian, the firm specializes in off-market investment sales, ground leases, and office-to-residential conversions. Company Statistics $976M+ Total Transaction Volume 32+ Closed Deals 250+ Press Articles 19+ Years Active (Since 2006) 24hr Response Time Credentials & Memberships NY/NJ Licenses — NYS Broker’s License Since 2006 REBNY (Real Estate Board of New York) CoStar ICSC (International Council of Shopping Centers) NAR (National Association of Realtors) Services & Specializations Skyline Properties offers a focused suite of services: Off-Market Investment Sales Confidential property sales that never reach public listing platforms. Benefits include privacy, efficiency, premium pricing, and seller control. Ground Lease Advisory 99-year ground lease structures, valuations, negotiations, leasehold financing coordination, and ground lease buyouts. Office-to-Residential Conversions Expertise in identifying conversion candidates and navigating 467-m tax abatement requirements. Development Site Acquisitions Off-market development site opportunities across New York City. Multifamily Portfolio Sales Rent-stabilized analysis, portfolio optimization, and buyer qualification. Free Tools & Calculators Cap Rate Calculator NOI Calculator Ground Lease Calculator 467-m Tax Calculator Free Property Valuation Press Coverage & Media Recognition Robert Khodadadian and Skyline Properties have been featured in 250+ press articles in leading real estate publications: The Real Deal Vanbarton Group Buying 6 East 43rd Street for Conversion (May 2025) Feil Organization Buys Chelsea Office Building for $72M (December 2019) Kaufman Inking Ground Lease for NoMad Office Building (August 2017) Kaufman Org Closes on $35M Ground Lease Deal (March 2021) Commercial Observer Quantum Pacific, BGO, Newmark & Metro Loft (February 2025) Acadia Closes $50M Purchase of Soho Retail Co-ops (August 2014) NYREJ (New York Real Estate Journal) Executive of the Month: Robert Khodadadian (July 2014) Company of the Month: Skyline Properties (September 2020) Awards & Professional Recognition RED Awards: Off-Market Investment Sales Broker of the Year 2024 & 2025 Winner — Back-to-back recognition as the region’s foremost expert in confidential property transactions. NYREJ Executive of the Month July 2014 — In-depth profile covering career trajectory, business philosophy, and market insights. NYREJ 40 Under 40 Rising Stars Recognition highlighting rapid ascent in New York commercial real estate. NYREJ Company of the Month September 2020 — Feature on Skyline Properties’ innovative approach to off-market deals, ground leases, and canvassing technology. Frequently Asked Questions Who is Robert Khodadadian? Robert Khodadadian is a commercial real estate broker and founder of Skyline Properties, a Manhattan-based brokerage specializing in off-market investment sales, ground leases, and office conversions. He has completed over $976 million in transactions across 32+ deals and earned RED Awards Off-Market Investment Sales Broker of the Year in 2024 and 2025. How do I contact Robert Khodadadian? Office: 220 East 42nd Street, Suite 3102, New York, NY 10017 (Daily News Building, 31st Floor)Phone: (212) 537-9239Email: rk@skylineprp.comWebsite: www.sky-nyc.com What is Skyline Properties? Skyline Properties is a boutique commercial real estate brokerage founded by Robert Khodadadian in 2006. With $976M+ in transaction volume and 32+ closed deals, the firm specializes in off-market transactions, ground leases, office-to-residential conversions, and development site acquisitions across New York City. What are Robert Khodadadian’s biggest transactions? His largest deals include: $135M sale of 6 East 43rd Street to Vanbarton Group; $105M sale of 101 Greenwich Street to Quantum Pacific/Metro Loft; $72M sale of 530 West 25th Street to Feil Organization; $65M ground lease at 236 Fifth Avenueto Kaufman Organization; $50M sale of 131-133 Prince Street to Acadia Realty Trust. What is an off-market real estate transaction? An off-market transaction is a property sale that occurs without public marketing. Property owners choose this approach for privacy, speed, and control. Learn more: What is Off-Market Real Estate? What is a ground lease? A ground lease is a long-term lease (typically 99 years) where a tenant leases land and owns any improvements. Learn more: Ground Leases Explained Conclusion Robert Khodadadian has established himself as one of New York City’s most accomplished commercial real estate brokers, with $976M+ in transactions and 32+ closed deals. Through Skyline Properties, he has pioneered a specialized approach to off-market investment sales, ground leases, and office conversions. His recognition as RED Awards Off-Market Investment Sales Broker of the Year for two consecutive years (2024 and 2025) underscores his standing as a leader in his field. Ready to Discuss Your Property? Robert KhodadadianFounder & CEO, Skyline Properties📍 220 East 42nd Street, Suite 3102New York, NY 10017📞 (212) 537-9239✉️ rk@skylineprp.com🌐 www.sky-nyc.com Published by Skyline Properties | Last Updated: 2025 Related Resources: Robert Khodadadian Profile Skyline Properties Closed Deals Press Coverage Archive Free Property Valuation Contact Robert Khodadadian Skyline Properties220 East 42nd Street, Suite 3102New York, NY 10017(Daily News Building, 31st Floor) Phone: (212) 537-9239Email: rk@skylineprp.comWebsite: www.sky-nyc.com LinkedIn: linkedin.com/in/robertkhodadadianInstagram: @Robert_KhodadadianTwitter/X: @RKhodadadian FOLLOW US! https://twitter.com/RKhodadadian https://www.pinterest.com/R_Khodadadian https://www.instagram.com/skylinepropertiesnyc https://www.facebook.com/skylinepropertiesnyc https://www.tumblr.com/blog/robertkhodadadian https://www.tiktok.com/@skylinepropertiesnyc https://www.youtube.com/@robertkhodadadian8479 https://www.yelp.com/biz/skyline-properties-new-york https://www.linkedin.com/company/skyline-properties—real-estate-investment-services https://mastodon.social/ @skylinenyc https://linktr.ee/khodadadian https://medium.com/@rubbik26 https://skylinepropertiesnyc.blogspot.com https://www.snapchat.com/add/robert_khodadad https://g.page/r/CYIMAMAnQ4w7EBM https://www.reddit.com/r/skylineproperties https://www.threads.com/@skylinepropertiesnyc https://traded.co/company/skyline-properties https://www.crexi.com/profile/robert-khodadadian-robertkhod https://www.instagram.com/Robert_Khodadadian https://www.linkedin.com/in/robertkhodadadian https://www.threads.com/@robert_khodadadian https://www.facebook.com/robert.k.khodadadian https://traded.co/agent/robert-khodadadian About The Owner
Skyline Properties - New York, NY Skyline Properties is a Manhattan-based commercial real estate brokerage specializing in off-market investment sales across New York City. Built on access, relationships, and execution, we provide sellers with complete discretion and buyers with unparalleled opportunities to acquire valuable assets. With unmatched reach into privately marketed properties throughout Manhattan and the outer boroughs, our team handles a diverse range of asset classes including office buildings, elevator and walk-up apartment buildings, mixed-use properties, development sites, industrial assets, retail, and ground leases. Known for our discretion, agility, and results-driven approach, Skyline Properties continues to grow as the go-to brokerage for investors and owners seeking
Robert Khodadadian: NYC’s Premier Off-Market Commercial Real Estate Broker & Founder of Skyline Properties With over $976 million in transaction volume and 32+ closed deals, Robert Khodadadian has established himself as one of New York City’s most accomplished commercial real estate brokers. As founder and CEO of Skyline Properties, he specializes in off-market investment sales, ground leases, and office-to-residential conversions, delivering exceptional results for investors, developers, and property owners across Manhattan and the outer boroughs. By the Numbers: $976M+ in total transaction volume 32+ closed deals $135M largest single transaction 5 landmark deals over $50M ($427M+ total) 4 ground lease transactions ($137M+ volume) RED Awards Off-Market Investment Sales Broker of the Year 2024 & 2025 NYREJ Executive of the Month (July 2014) NYREJ 40 Under 40 Rising Stars Featured in The Real Deal, Commercial Observer, and NYREJ Robert Khodadadian Table of Contents Full Career History & Professional Background Major Transactions & Deal Track Record Ground Lease Expertise Skyline Properties: Company Overview Services & Specializations Press Coverage & Media Recognition Awards & Professional Recognition Frequently Asked Questions Full Career History & Professional Background Robert Khodadadian’s journey in commercial real estate began while studying finance at Pace University’s Lubin School of Business, where he started buying and flipping properties. His entrepreneurial spirit and early start in real estate investment laid the groundwork for what would become a remarkable career spanning over two decades. Education and Early Career (2004-2006) Khodadadian’s professional career took shape under the mentorship of industry legend Bob Knakal at Massey Knakal Realty Services, one of Manhattan’s most prestigious investment sales firms. This foundational training in investment property salesprovided invaluable experience in deal structuring, client relationships, and market analysis. Founding Skyline Properties (2006) In 2006, Khodadadian became licensed in NY/NJ and founded Skyline Properties. Recognizing a gap in the market for a boutique firm focused exclusively on off-market transactions, he built the company around a simple premise: property owners often achieve better outcomes through confidential, targeted marketing rather than broad public
With over $976 million in transaction volume and 32+ closed deals, Robert Khodadadian has established himself as one of New York City's most accomplished commercial real estate brokers. As founder and CEO of Skyline Properties, he specializes in off-market investment sales, ground leases, and office-to-residential conversions, delivering exceptional results for investors, developers, and property owners across Manhattan and the outer boroughs.
By the Numbers:
$976M+ in total transaction volume
32+ closed deals
$135M largest single transaction
5 landmark deals over $50M ($427M+ total)
4 ground lease transactions ($137M+ volume)
RED Awards Off-Market Investment Sales Broker of the Year 2024 & 2025
NYREJ Executive of the Month (July 2014)
NYREJ 40 Under 40 Rising Stars
Featured in The Real Deal, Commercial Observer, and NYREJ
Robert Khodadadian
Table of Contents
Full Career History & Professional Background
Major Transactions & Deal Track Record
Ground Lease Expertise
Skyline Properties: Company Overview
Services & Specializations
Press Coverage & Media Recognition
Awards & Professional Recognition
Frequently Asked Questions
Full Career History & Professional Background
Robert Khodadadian's journey in commercial real estate began while studying finance at Pace University's Lubin School of Business, where he started buying and flipping properties. His entrepreneurial spirit and early start in real estate investment laid the groundwork for what would become a remarkable career spanning over two decades.
Education and Early Career (2004-2006)
Khodadadian's professional career took shape under the mentorship of industry legend Bob Knakal at Massey Knakal Realty Services, one of Manhattan's most prestigious investment sales firms. This foundational training in investment property salesprovided invaluable experience in deal structuring, client relationships, and market analysis.
Founding Skyline Properties (2006)
In 2006, Khodadadian became licensed in NY/NJ and founded Skyline Properties. Recognizing a gap in the market for a boutique firm focused exclusively on off-market transactions, he built the company around a simple premise: property owners often achieve better outcomes through confidential, targeted marketing rather than broad public listings.
Relaunch & Market Focus (2013)
In 2013, Khodadadian relaunched Skyline Properties with a sharpened focus on off-market investment sales and discretionary transactions. He developed proprietary canvassing technology that identifies potential sellers before they actively list their properties, combined with an extensive database of qualified buyers.
Industry Recognition (2014-Present)
Khodadadian earned significant industry recognition including NYREJ Executive of the Month (July 2014), NYREJ 40 Under 40 Rising Stars, and consecutive RED Awards Off-Market Investment Sales Broker of the Year honors in 2024 and 2025.
Major Transactions & Deal Track Record
Robert Khodadadian's transaction history includes landmark deals across Manhattan, Brooklyn, Queens, and the Bronx. Below is a comprehensive overview of his most significant transactions, with direct links to deal data and press coverage.
Landmark Deals $50M+ (5 Transactions Totaling $427M+)
$135M: 6 East 43rd Street — Midtown Manhattan (2025)
Property Type: Office-to-Residential Conversion | Size: 400,000 SF | Price/SF: $338
Buyer: The Vanbarton GroupSeller: Emigrant Savings Bank (Milstein Properties)
One of the largest office conversion deals of 2025. The building will be converted to residential use under the 467-m tax abatement program.
Deal Data: Traded.co | Press: The Real Deal
$105M: 101 Greenwich Street — Financial District (2025)
Property Type: Office Building | Size: 400,294 SF | Price/SF: $262
Buyer: Quantum Pacific (Idan Ofer) & Metro Loft (Nathan Berman)Seller: BentallGreenOak (BGO)
Major Financial District office acquisition for residential conversion in Lower Manhattan.
Deal Data: Traded.co | Crexi | Press: Commercial Observer
$72M: 530 West 25th Street — Chelsea (2019)
Property Type: Office Building | Size: 75,000 SF | Price/SF: $960
Buyer: The Feil Organization & Peter Armstrong
Premier Chelsea office building in the heart of the art gallery district.
Deal Data: Traded.co | Crexi | Press: The Real Deal
$65M: 236 Fifth Avenue — NoMad (2017)
Property Type: 99-Year Ground Lease | Size: 95,000 SF | Price/SF: $684
Buyer: The Kaufman OrganizationSeller: LCT Associates
Landmark ground lease transaction demonstrating ground lease expertise.
Deal Data: Traded.co | Crexi | Press: The Real Deal
$50M: 131-133 Prince Street — SoHo (2014)
Property Type: SoHo Retail Co-op | Size: 2,000 SF | Price/SF: $25,000
Buyer: Acadia Realty TrustSeller: Louis Meisel
Prestigious retail co-op in one of Manhattan's most coveted shopping corridors.
Deal Data: Traded.co | Crexi | Press: Commercial Observer
Additional Notable Transactions
Property
Type
Amount
Buyer
Data
711 Madison Avenue, Upper East Side
Mixed Use
$47M
Ralph Sitt
Traded
34-44 77th Street, Kew Gardens, Queens
Multifamily
$46.5M
Benedict Realty Group
Traded
40-40 79th Street, Kew Gardens, Queens
Multifamily
$46.5M
Benedict Realty Group
Traded
56-11 94th Street, Kew Gardens, Queens
Multifamily
$46.5M
Benedict Realty Group
Traded
72 Greene Street, SoHo
Mixed Use
$42M
L3 Capital
Traded
135 West 29th Street, Chelsea
99-Year Ground Lease
$35M
Kaufman Organization
Traded
61-01 Springfield Boulevard, Queens
Retail
$32M
Lee Family
Traded
133 Greenwich Street, FiDi
Development Site
$28M
Hidrock
Traded
79 Clifton Place, Clinton Hill, Brooklyn
Multifamily
$22.9M
FREO U.S. Management
Traded
4-14 West 125th Street, Harlem
99-Year Ground Lease
$20M
The Renatus Group
Traded
165 Eldridge Street, Lower East Side
Mixed Use
$19.25M
FREO U.S. Management
Traded
210 Bowery, NoHo/Bowery
Mixed Use
$7.5M
Acadia Realty Trust
Traded
1340 Lafayette Avenue, Bronx
Development Site
$10.85M
Wildflower Ltd.
Traded
Ground Lease Expertise
Skyline Properties has structured 4 ground lease transactions totaling $137M+ in volume, making it one of New York's most active brokers of ground leases.
Ground Lease Transactions
$65M — 236 Fifth Avenue (Kaufman Organization)
$35M — 135 West 29th Street (Kaufman Organization)
$20M — 4-14 West 125th Street, Harlem (The Renatus Group)
$17M — 2012 Broadway, Upper West Side
Understanding Ground Leases: A Complete Guide →
Skyline Properties: Company Overview
Skyline Properties is a boutique commercial real estate brokerage headquartered at 220 East 42nd Street, Suite 3102 in Midtown Manhattan (Daily News Building, 31st Floor). Founded in 2006 by Robert Khodadadian, the firm specializes in off-market investment sales, ground leases, and office-to-residential conversions.
Company Statistics
$976M+ Total Transaction Volume
32+ Closed Deals
250+ Press Articles
19+ Years Active (Since 2006)
24hr Response Time
Credentials & Memberships
NY/NJ Licenses — NYS Broker's License Since 2006
REBNY (Real Estate Board of New York)
CoStar
ICSC (International Council of Shopping Centers)
NAR (National Association of Realtors)
Services & Specializations
Skyline Properties offers a focused suite of services:
Off-Market Investment Sales
Confidential property sales that never reach public listing platforms. Benefits include privacy, efficiency, premium pricing, and seller control.
Ground Lease Advisory
99-year ground lease structures, valuations, negotiations, leasehold financing coordination, and ground lease buyouts.
Office-to-Residential Conversions
Expertise in identifying conversion candidates and navigating 467-m tax abatement requirements.
Development Site Acquisitions
Off-market development site opportunities across New York City.
Multifamily Portfolio Sales
Rent-stabilized analysis, portfolio optimization, and buyer qualification.
Free Tools & Calculators
Cap Rate Calculator
NOI Calculator
Ground Lease Calculator
467-m Tax Calculator
Free Property Valuation
Press Coverage & Media Recognition
Robert Khodadadian and Skyline Properties have been featured in 250+ press articles in leading real estate publications:
The Real Deal
Vanbarton Group Buying 6 East 43rd Street for Conversion (May 2025)
Feil Organization Buys Chelsea Office Building for $72M (December 2019)
Kaufman Inking Ground Lease for NoMad Office Building (August 2017)
Kaufman Org Closes on $35M Ground Lease Deal (March 2021)
Commercial Observer
Quantum Pacific, BGO, Newmark & Metro Loft (February 2025)
Acadia Closes $50M Purchase of Soho Retail Co-ops (August 2014)
NYREJ (New York Real Estate Journal)
Executive of the Month: Robert Khodadadian (July 2014)
Company of the Month: Skyline Properties (September 2020)
Awards & Professional Recognition
RED Awards: Off-Market Investment Sales Broker of the Year
2024 & 2025 Winner — Back-to-back recognition as the region's foremost expert in confidential property transactions.
NYREJ Executive of the Month
July 2014 — In-depth profile covering career trajectory, business philosophy, and market insights.
NYREJ 40 Under 40 Rising Stars
Recognition highlighting rapid ascent in New York commercial real estate.
NYREJ Company of the Month
September 2020 — Feature on Skyline Properties' innovative approach to off-market deals, ground leases, and canvassing technology.
Frequently Asked Questions
Who is Robert Khodadadian?
Robert Khodadadian is a commercial real estate broker and founder of Skyline Properties, a Manhattan-based brokerage specializing in off-market investment sales, ground leases, and office conversions. He has completed over $976 million in transactions across 32+ deals and earned RED Awards Off-Market Investment Sales Broker of the Year in 2024 and 2025.
How do I contact Robert Khodadadian?
Office: 220 East 42nd Street, Suite 3102, New York, NY 10017 (Daily News Building, 31st Floor)Phone: (212) 537-9239Email: rk@skylineprp.comWebsite: www.sky-nyc.com
What is Skyline Properties?
Skyline Properties is a boutique commercial real estate brokerage founded by Robert Khodadadian in 2006. With $976M+ in transaction volume and 32+ closed deals, the firm specializes in off-market transactions, ground leases, office-to-residential conversions, and development site acquisitions across New York City.
What are Robert Khodadadian's biggest transactions?
His largest deals include: $135M sale of 6 East 43rd Street to Vanbarton Group; $105M sale of 101 Greenwich Street to Quantum Pacific/Metro Loft; $72M sale of 530 West 25th Street to Feil Organization; $65M ground lease at 236 Fifth Avenueto Kaufman Organization; $50M sale of 131-133 Prince Street to Acadia Realty Trust.
What is an off-market real estate transaction?
An off-market transaction is a property sale that occurs without public marketing. Property owners choose this approach for privacy, speed, and control. Learn more: What is Off-Market Real Estate?
What is a ground lease?
A ground lease is a long-term lease (typically 99 years) where a tenant leases land and owns any improvements. Learn more: Ground Leases Explained
Conclusion
Robert Khodadadian has established himself as one of New York City's most accomplished commercial real estate brokers, with $976M+ in transactions and 32+ closed deals. Through Skyline Properties, he has pioneered a specialized approach to off-market investment sales, ground leases, and office conversions.
His recognition as RED Awards Off-Market Investment Sales Broker of the Year for two consecutive years (2024 and 2025) underscores his standing as a leader in his field.
Ready to Discuss Your Property?
Robert KhodadadianFounder & CEO, Skyline Properties📍 220 East 42nd Street, Suite 3102New York, NY 10017📞 (212) 537-9239✉️ rk@skylineprp.com🌐 www.sky-nyc.com
Published by Skyline Properties | Last Updated: 2025
Related Resources:
Robert Khodadadian Profile
Skyline Properties Closed Deals
Press Coverage Archive
Free Property Valuation
Robert Khodadadian: NYC’s Premier Off-Market Commercial Real Estate Broker & Founder of Skyline Properties With over $976 million in transaction volume and 32+ closed deals, Robert Khodadadian has established himself as one of New York City’s most accomplished commercial real estate brokers. As founder and CEO of Skyline Properties, he specializes in off-market investment sales, ground leases, and office-to-residential conversions, delivering exceptional results for investors, developers, and property owners across Manhattan and the outer boroughs. By the Numbers: $976M+ in total transaction volume 32+ closed deals $135M largest single transaction 5 landmark deals over $50M ($427M+ total) 4 ground lease transactions ($137M+ volume) RED Awards Off-Market Investment Sales Broker of the Year 2024 & 2025 NYREJ Executive of the Month (July 2014) NYREJ 40 Under 40 Rising Stars Featured in The Real Deal, Commercial Observer, and NYREJ
Skyline’s Robert Khodadadian and Daniel Shirazi Generate Over $181 Million in Sales
Company: Skyline Properties
In 2025, Robert Khodadadian and Daniel Shirazi, with Skyline Properties, closed deals totaling $181.5 million in transaction volume.
Notable deals included the off-market $135-million sale of 6 E. 43rd Street; Emigrant Savings Bank was the seller, and Vanbarton Group was the buyer. Khodadadian and Shirazi also spearheaded a three-building, 433-unit apartment portfolio for $46.5 million, sold by Align Management to Benedict Realty Group in an off-market deal.
These are some of the reasons we selected Robert Khodadadian and Daniel Shirazi as Connect CRE’s New York & Tri-State Top Broker Award winners for 2026. These awards recognize industry professionals who have demonstrated the highest standards and transaction volumes in investment sales and leasing.
Leadership Rooted in Expertise and Vision
At the helm of Skyline Properties NYC is Robert Khodadadian, Founder and CEO, whose 20+ years of experience in commercial real estate is the backbone of the company’s success. Robert is widely recognized for his expertise in off-market transactions, ground leases, and complex property deals that require discretion and deep market connections. His track record of brokering high-value commercial deals in Manhattan and throughout the boroughs reflects his intimate understanding of New York’s unique real estate ecosystem. Learn more about Robert Khodadadian.
Complementing Robert’s leadership is Daniel Shirazi, Vice President, who brings a sharp analytical approach and an extensive network across New York’s commercial property sectors. Daniel’s strategic insights and commitment to personalized client service further enhance Skyline Properties NYC’s reputation for excellence. Discover Daniel Shirazi’s role and expertise.
Proven Track Record of High-Profile Transactions
Skyline Properties NYC’s focus on off-market transactions and tailored canvassing techniques has led to a series of significant deals across Manhattan and the surrounding boroughs. Below are some of the firm’s recent high-profile transactions exceeding $40 million, demonstrating a command of both Manhattan core assets and emerging outer-borough submarkets:
101 Greenwich Street — $105,000,000 / 400,000 SF Office
Represented Quantum Pacific in its acquisition from BGO.
6 East 43rd Street — $140,000,000 / 400,000 SF Office
Facilitated the sale from Emigrant Savings Bank to The Vanbarton Group.
530 West 25th Street — $72,000,000 / 75,000 SF Office
Closed with Feil Organization in Chelsea.
236 Fifth Avenue — $65,000,000 / 95,000 SF Ground Lease
Represented the seller in a 99-year ground lease to The Kaufman Organization.
131-133 Prince Street — $50,000,000 / 2,000 SF Retail Co-op
Negotiated between Acadia Realty Trust and Lou Meisel in SoHo.
711 Madison Avenue — $47,000,000 / 10,000 SF Mixed-Use
Brokered deal between Ziggy Rutan and Ralph Sitt.
72 Greene Street — $42,000,000 / 48,000 SF Mixed-Use
Sold to L3 Capital from Centrum Properties.
Queens Multifamily Portfolio (3 Assets) — $46,500,000 Each
Represented Algin in the sale to BRG of:
• 34-44 77th Street (104,000 SF)
• 40-40 79th Street (176,480 SF)
• 56-11 94th Street (108,120 SF)
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A Legacy of Excellence
Robert Khodadadian founded Skyline Properties in 2006 with a vision to transform how commercial real estate transactions are conducted in Manhattan. His commitment to discretion, market expertise, and client service has established him as the go-to broker for confidential off-market transactions.
With over $976 million in documented transactions, Robert has built an unparalleled network of investors, developers, and property owners throughout New York City. His expertise in ground leases, office-to-residential conversions, and investment sales has earned him recognition from the industry's most prestigious publications.
Robert's approach combines deep market knowledge with a commitment to finding the optimal outcome for every client. Whether representing buyers or sellers, his focus on off-market opportunities provides clients with access to deals unavailable through traditional channels
<![CDATA[ Navigating Change: The NYS Budget’s Impact on the Real Estate Industry Robert Khodadadian | Commercial Observer While the recently passed 2024–2025 New York State budget addresses a broad spectrum of crucial matters such as health care, public safety, artificial intelligence and education, it also introduces fresh legislation targeting housing-related concerns impacting landlords, tenants and developers. Since the expiration of the 421a program in 2022, the real estate industry has pressed lawmakers for new incentives to further the growth of the changing market landscape. The latest budget introduces three of the newly developed programs designed to aid the real estate industry with navigating the current challenges of today. Affordable neighborhoods for New Yorkers The new budget introduces Section 485-x, known as the “Affordable Neighborhoods for New Yorkers” program, which acts as a replacement for the expired 421a incentive program. This new program will exempt the construction of qualified multifamily dwellings from real property taxes in cities with populations of 1 million or more (e.g., New York City). Construction must have commenced after June 15, 2022, but no later than June 15, 2034, and construction must be completed by June 15, 2038. Some qualifications include meeting certain construction wage standards and leaving income-restricted units as permanently affordable. The size of the construction project will affect: (1) how many units need to be set aside as affordable and (2) the duration of the tax abatements, which range from 10 to 40 years. Additional requirements include retaining original payroll records and notifying the comptroller three months in advance of starting construction if the building will have more than 100 units. Failure to provide this notice can subject the developer to fines and penalties up to $5,000 a day as well as a forfeit of the tax abatements and exemptions provided under the new program. However, if one signs a Project Labor Agreement (PLA) or agrees to 100 percent use of union labor, developers may bypass the reporting requirements and wage requirements. Note, for projects already enrolled in the 421a incentive program prior to its expiration, the budget extends the program for an additional six years. Consequently, developers who broke ground before June 15, 2022, have until June 15, 2031, to complete construction. Affordable housing from commercial conversions The budget also introduces the “Affordable Housing from Commercial Conversions” program, which eases regulations and provides tax incentives to convert unused office space into affordable housing. Such property tax reductions could last up to 35 years, depending on when one files and receives the permit. To qualify, work on the conversion must commence between Jan. 1, 2023, and June 30, 2031, and must be completed no later than Dec. 31, 2039. At least 25 percent of the new apartments must be affordable at a weighted average of the area median income (AMI), including 5 percent at 40 percent of the AMI. All affordable units must remain permanently affordable and permanently rent stabilized. If the property is in an area of Manhattan south of 96th street, the tax incentive will provide a 90 percent discount off the effective residential rate. In all other areas, the tax incentive will provide a 65 percent discount. The tax break phases out in its final five years. Good cause eviction law The “Good Cause Eviction Law” was enacted to limit the ability of a landlord to evict a tenant from a residential unit. Now in order to evict a tenant, the landlord must have “good cause” to do so, which includes, but is not limited to, nonpayment of rent; nuisance; substantial damage, whether malicious or grossly negligent, to the premises or building; illegal use of the premises; or demolition. However, the law requires a landlord to obtain a court order to remove a tenant upon a showing of “good cause.” This policy automatically applies in New York City, whereas other localities may choose to opt in. There are several exemptions to the “good cause” rule, including: • Buildings constructed in 2009 or later are exempt for 30 years from the time of completion. • Apartments with a monthly rent greater than 245 percent of the fair market rent. • Units owned by small landlords who own 10 or fewer units within New York state. • Owner-occupied buildings that contain 10 or fewer units. The new provision enables tenants to challenge evictions resulting from rent increases greater than 10 percent of the existing rent or 5 percent greater than the Consumer Price Index, whichever is lower. While the 2024–2025 New York State budget demonstrates a comprehensive approach to addressing pressing societal issues, its inclusion of targeted legislation signifies a recognition of the importance of tackling the housing crisis affecting landlords, tenants and developers alike. As these initiatives unfold, it remains crucial for stakeholders to collaborate and adapt to ensure the effective execution and long-term success of these measures. Robert Khodadadian has long had a simple philosophy about selling real estate. The way he sees it, there are approximately a million buildings in the city, and the broker that gets to sell any one among the multitude that will hit the auctioning block at a given moment is, sometimes, simply the person who happens to pitch their services to the right seller at the right time. Robert Khodadadian, skyline properties, ground leases, ground lease, off market, investment sales, khodadadian, Commercial Real Estate Sales, The Commercial Observer, Retail For Lease, Commercial Observer, Commercial Office Lease Channel, More, Affordable Housing, Sponsored, sponsored-link, National Articles about Robert Khodadadian from Commercial Observer New York’s authority on commercial real estate leasing financing deals and culture. Read More Commercial Observer ]]>
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