What is an off-market real estate transaction?

An off-market transaction is a private real estate sale that occurs without public advertising or MLS listing. Skyline Properties specializes in these confidential deals, allowing sellers to maintain privacy while connecting with qualified buyers through our exclusive network. This approach is ideal for high-net-worth individuals and institutional investors seeking discretion.

What is a ground lease and how does it work in NYC?

A ground lease is a long-term arrangement (typically 99 years in NYC) where a landowner leases land to a tenant who develops or uses the property. The tenant pays rent for the land while owning any improvements. Robert Khodadadian and Skyline Properties are leading experts in ground lease structuring, helping both landowners monetize their assets and developers secure prime Manhattan locations at reduced upfront costs.

Who is Robert Khodadadian?

Robert Khodadadian is the Founder, President & CEO of Skyline Properties, Manhattan's premier off-market investment sales brokerage. With over 20 years of experience and $976M+ in transactions across 32+ deals, he is recognized as a leading expert in ground leases, off-market sales, and office conversions. He has been featured in 250+ publications including Commercial Observer, The Real Deal, and NYREJ, and is a RED Awards winner for 2024 and 2025.

What areas does Skyline Properties serve?

Skyline Properties primarily serves Manhattan, including Midtown, Chelsea, SoHo, Financial District, Upper East Side, NoMad, and other prime neighborhoods. We also work throughout the greater NYC area including Brooklyn, Queens, and the Bronx, as well as select opportunities in New Jersey.

What is the 467-m tax abatement for office conversions?

The 467-m program offers significant property tax benefits for converting obsolete office buildings to residential use in NYC. Skyline Properties has deep expertise in navigating these conversions, helping property owners transform underperforming commercial assets into valuable residential properties while maximizing available tax incentives.

How do I sell my commercial property off-market in NYC?

Contact Skyline Properties for a confidential consultation. Robert Khodadadian and team will assess your property, provide a valuation, and leverage our extensive network of institutional buyers, family offices, and high-net-worth investors to identify qualified purchasers discreetly. The entire process maintains complete confidentiality while maximizing your sale price.

What types of properties does Skyline Properties handle?

Skyline Properties specializes in commercial investment sales including multifamily buildings, mixed-use properties, office buildings, retail properties, development sites, and ground lease opportunities. Our transactions have ranged from $1.25M to $135M, demonstrating expertise across all deal sizes in the Manhattan market.

What is Skyline Properties' track record?

Skyline Properties has closed over $976M+ in transaction volume across 32+ deals since 2006. Our team has been featured in 250+ press articles across 20+ publications and received multiple industry awards including RED Awards "Off Market Investment Sales Broker of the Year" in 2024 and 2025. Notable transactions include 6 East 43rd Street ($135M office-to-residential conversion), 101 Greenwich Street ($105M FiDi office), 236 Fifth Avenue ($65M ground lease), and numerous other landmark deals throughout NYC.

Who is Robert Khodadadian?

Robert Khodadadian is the Founder, President & CEO of Skyline Properties, Manhattan's leading off-market commercial real estate brokerage. Licensed in NY and NJ since 2006, he has closed over $976M in NYC commercial transactions and is a two-time RED Awards Off-Market Investment Sales Broker of the Year (2024, 2025).

What does Skyline Properties specialize in?

Skyline Properties specializes in off-market commercial real estate brokerage in Manhattan and Brooklyn — investment sales, ground leases (99-year), office-to-residential conversions (467-m), multifamily portfolios, and development sites. The firm prioritizes confidentiality and works directly with principals.

How do I contact Skyline Properties?

Email info@skylineprp.com or call (212) 537-9239. The office is at 220 East 42nd Street, Suite 3102, New York, NY 10017 (Daily News Building). Robert responds personally within 24 hours to media and principal inquiries.

Tax & Finance10 min readSeptember 28, 2023

Robert Khodadadian — Skyline Properties — Manhattan Off-Market Commercial Real Estate — Opportunity Zone Investing: NYC Guide

Understanding Opportunity Zone benefits and identifying qualifying investments in New York City.

Daniel Shirazi, Esq.Discuss a confidential opportunity

Opportunity Zones offer significant tax benefits for qualifying investments in designated census tracts. NYC contains numerous zones across all five boroughs with diverse investment opportunities.

Tax Benefits

Capital gains deferral until 2026
Step-up in basis for gains held 5+ years
Tax-free appreciation on OZ investments held 10+ years
Basis step-up eliminated for new investments

Qualifying Investments

Investments must substantially improve property within 30 months or be new construction. Working with experienced OZ counsel ensures compliance with complex regulations.

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Original analysis from Robert Khodadadian and the Skyline team on Manhattan tax & finance and adjacent NYC commercial real estate strategy.

Frequently Asked Questions

Who is Robert Khodadadian?: Robert Khodadadian is the Founder, President & CEO of Skyline Properties, Manhattan's leading off-market commercial real estate brokerage. Licensed in NY and NJ since 2006, he has closed over $976M in NYC commercial transactions and is a two-time RED Awards Off-Market Investment Sales Broker of the Year (2024, 2025).
What does Skyline Properties specialize in?: Skyline Properties specializes in off-market commercial real estate brokerage in Manhattan and Brooklyn — investment sales, ground leases (99-year), office-to-residential conversions (467-m), multifamily portfolios, and development sites. The firm prioritizes confidentiality and works directly with principals.
How do I contact Skyline Properties?: Email info@skylineprp.com or call (212) 537-9239. The office is at 220 East 42nd Street, Suite 3102, New York, NY 10017 (Daily News Building). Robert responds personally within 24 hours to media and principal inquiries.

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