RED Awards
Off Market Investment Sales Broker of the Year
2025 · Robert Khodadadian
The Firm
Access, Relationships and Execution
Robert Khodadadian founded Skyline Properties in 2006 and relaunched the firm in 2013 after working at Massey Knakal. Skyline Properties advises New York City owners and qualified buyers on confidential investment sales, ground leases, office-to-residential conversions, and development opportunities.
Skyline Properties’ published track record includes $976M+ across 32+ transactions, led by the $135M sale of 6 East 43rd Street, the $105M acquisition of 101 Greenwich Street, the $72M sale of 530 West 25th Street, and the $65M ground lease at 236 Fifth Avenue.
The firm's approach is senior-led and relationship-driven: analyze the asset, identify credible counterparties, conduct targeted outreach, and manage negotiations discreetly from the initial discussion through closing.
Documented Proof
Recognition and Transaction Experience
Each highlighted credential connects to a published transaction, case study, press archive, or award source.
2025 RED Award
Off-Market Investment Sales Broker of the Year
View proof$976M+ Closed Volume
Across 32+ published commercial real estate transactions
View proof$135M Landmark Closing
6 East 43rd Street sold to Vanbarton Group in 2025
View proof99-Year Ground Lease Experience
$65M ground lease at 236 Fifth Avenue
View proof250+ Press Features
Coverage across major New York and commercial real estate publications
View proofConfidential Investment Sales
Senior-led representation for owners and qualified buyers
View proofProfessional Journey
A Track Record Built Over Time
Selected milestones are limited to verifiable company, licensing, award, and transaction events.
2006
Founded Skyline Properties; New York real estate broker license issued
2013
Relaunched Skyline Properties after working at Massey Knakal
2014
Named NYREJ Executive of the Month; Skyline Properties named NYREJ Company of the Month
2017
$65M 99-year ground lease at 236 Fifth Avenue
2019
$72M sale of 530 West 25th Street
2025
Received the 2025 RED Award for Off-Market Investment Sales Broker of the Year; closed 6 East 43rd Street ($135M) and 101 Greenwich Street ($105M)
Awards and Honors
Published Recognition
Connect CRE
2026 Top Broker Award (Over $181M in Sales)
2026 · Robert Khodadadian & Daniel Shirazi
NYREJ
2020 Ones to Watch - Rising Stars
2020 · Daniel Shirazi Esq.
New York Real Estate Journal
NYREJ Executive of the Month
July · 2014 · Robert Khodadadian
New York Real Estate Journal
NYREJ Company of the Month
2014 · Skyline Properties
New York Real Estate Journal
40 Under 40 Rising Stars
2016 · Robert Khodadadian
REBNY
REBNY Rookie Broker Of The Year
2013 · Robert Khodadadian
Frequently Asked Questions
About Skyline Properties
Who is Robert Khodadadian?
Robert Khodadadian is the Founder, President & CEO of Skyline Properties. He has been licensed as a New York real estate broker since 2006 and has led $976M+ across 32+ published commercial real estate transactions.
What does Skyline Properties specialize in?
Skyline Properties advises owners and qualified buyers on confidential investment sales, 99-year ground leases, office-to-residential conversions, multifamily and mixed-use assets, and development opportunities across New York City.
What is an off-market commercial real estate transaction?
An off-market transaction is handled through targeted, private outreach rather than broad public advertising. The structure can help an owner control confidentiality, buyer access, timing, and the amount of market exposure.
What is Skyline Properties' published transaction volume?
Skyline Properties has a published track record of $976M+ across 32+ transactions. Major closings include 6 East 43rd Street ($135M), 101 Greenwich Street ($105M), 530 West 25th Street ($72M), 236 Fifth Avenue ($65M ground lease), and 131-133 Prince Street ($50M).
What awards has Robert Khodadadian received?
Robert Khodadadian received the 2025 RED Award for Off-Market Investment Sales Broker of the Year. His published recognition also includes NYREJ Executive of the Month and NYREJ 40 Under 40 Rising Stars.
How can I contact Skyline Properties?
Contact Skyline Properties at info@skylineprp.com or (212) 537-9239. The office is located at 220 East 42nd Street, Suite 3102, New York, NY 10017.
Expertise
Explore Skyline Properties’ Core Services
Owners
Off-Market Investment Sales
Confidential disposition strategy, targeted buyer outreach, negotiation, and closing coordination.
Learn moreLong-Term Structures
Ground Lease Advisory
Fee and leasehold analysis, tenant qualification, rent structure, and 99-year ground lease execution.
Learn moreRepositioning
Office-to-Residential Conversions
Transaction and buyer analysis for office assets with residential conversion potential.
Learn moreProof
Published Transaction Record
Review Skyline Properties’ documented investment sales, ground leases, and landmark case studies.
Learn moreDiscuss a Confidential Opportunity
Speak directly with Skyline Properties about an off-market sale, acquisition, ground lease, office conversion, or development-site strategy.