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Prominent Sellers & Landlords Work with Skyline

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  • 4 min read

http://sky-nyc.comRobert Khodadadian, the founder and CEO of Skyline Properties, 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]

  • 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.

  • 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: 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]

Robert Khodadadian has carved out a unique niche in the Manhattan commercial real estate sector by focusing on highly complex structural transactions. Two of his deepest areas of expertise are office-to-residential conversions and 99-year ground lease agreements. [1, 2, 3]

1. Office-to-Residential Conversion Projects

Khodadadian has built an active underwriting and transactional practice around office conversions, taking advantage of NYC's regulatory incentives like the 467-m property tax exemption program designed to alleviate high office vacancies. [3, 4, 5]

6 East 43rd Street (Midtown)


Sourced the $135 million off-market sale of this 400,000-square-foot tower from Milstein Properties to the Vanbarton Group. Khodadadian and his Skyline Properties team represented the buyer and assisted in positioning the project for a 441-unit residential conversion, which was capitalized with a $300 million construction loan from Brookfield.

Sourced the $105 million off-market acquisition of this 400,000-square-foot Beaux-Arts office building. Khodadadian brought together Quantum Pacific (Idan Ofer) and residential conversion pioneer Metro Loft Management (Nathan Berman) to acquire the heavily discounted property from BentallGreenOak for transformation.

While advocating for office conversions, Khodadadian frequently highlights case studies like 180 Water Street. In published analysis on the New York Real Estate Journal, he broke down how deep 72-foot windowless office floor plates can be structurally retrofitted into code-compliant residential layouts by physically carving out a 1,200-square-foot inner courtyard to maximize natural light. [4, 6, 7, 8, 9, 10, 11]

2. 99-Year Ground Lease Structures

Ground leasing allows property owners to monetize their real estate and retain land ownership while avoiding massive capital gains taxes; developers benefit by avoiding massive upfront land acquisition costs. Khodadadian runs a specialized advisory program through platforms like GroundLease.nyc to structure these complex vehicles. [12]

  • 236 Fifth Avenue (NoMad): Brokered a massive $64.5 million, 99-year ground lease transaction. He and his partner, Daniel Shirazi, represented the property owners to structure the long-term leasehold with the Kaufman Organization, who used the vehicle to reposition the 80,000-square-foot property for tech and forward-thinking commercial tenants.

  • Chelsea Office Ground Lease: Handled a $35 million ground lease negotiation in Chelsea on behalf of the Kaufman Organization, allowing the developer to secure long-term control over an 86,000-square-foot commercial asset under a structured net-lease format. [3, 13, 14, 15]



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