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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