99-Year Ground Lease Specialist
Ground Lease Broker
Robert Khodadadian is one of Manhattan's leading ground lease specialists, with $120M+ in closed ground lease transactions, including 236 Fifth Avenue, 135 West 29th Street, and 4-14 West 125th Street.
Ground Lease Volume
Major Ground Leases
Year Lease Terms
Largest Deal
Manhattan
236 Fifth Avenue
Size: 95,000 SF
Tenant: Kaufman Organization
Year: 2017
Largest NoMad ground lease
Verified on Traded.co
135 West 29th Street
Size: 75,000 SF
Tenant: Kaufman Organization
Year: 2017
Haymarket Building
Verified on Traded.co
4-14 West 125th Street
Size: 60,000 SF
Tenant: Confidential
Year: 2018
Harlem retail/office
Verified on Traded.co
Ground Lease
Subordinated Ground Lease
Landlord subordinates fee interest to tenant's mortgage. Higher rent but increased risk.
Unsubordinated Ground Lease
Landlord retains priority position. Lower rent but maximum security for fee owner.
Leasehold Mortgage
Tenant finances improvements using leasehold as collateral. Requires landlord consent.
Fee Mortgage
Landlord finances against fee interest. Ground rent typically covers debt service.
Benefits of Your Property
- Retain long-term ownership and appreciation
- Inflation-protected income through escalations
- Avoid capital gains taxes on disposition
- Estate planning and multigenerational wealth
- Maintain connection to family-held properties
- Participate in development upside
Benefits of Tenancy
- Access prime Manhattan locations with reduced capital
- Lower entry cost than fee simple acquisition
- Put capital into improvements and development instead of land
- Long-term control (99 years) of well-located sites
- Potential purchase options at lease end
- Tax-efficient structure in many scenarios
Manhattan Ground Lease
What is a ground lease and why is it popular in Manhattan?
A ground lease is a long-term lease (typically 99 years in NYC) under which a landowner leases land to a tenant who builds on or improves it. They are common in Manhattan because the developer gets a prime site for less capital up front, while the landowner keeps ownership and collects inflation-protected income for decades.
What are the key terms in a Manhattan ground lease?
The terms that matter most: lease duration (typically 49-99 years), base rent and escalations, rent reset provisions, subordination or non-subordination, purchase options, who owns the improvements during and after the lease, financing rights, and assignment and sublease provisions. Robert Khodadadian structures and negotiates all of them.
How does Skyline Properties value ground lease positions?
Ground lease valuation weighs land value, remaining lease term, rent relative to market, escalation provisions, reset risk, subordination status, improvement value, and comparable transactions. Our own $65M 236 Fifth Avenue and $35M 135 West 29th Street deals are among the best comparables in the market.
What are ground lease rent resets and why do they matter?
A rent reset is a periodic adjustment (typically every 20-25 years) that brings ground rent back to market. A badly drafted reset can sharply raise the tenant's costs or cut the landlord's return. Robert Khodadadian has discussed reset strategy and lease structuring in Commercial Observer.
What makes Robert Khodadadian a leading ground lease specialist?
Robert Khodadadian has closed $120M+ in ground lease transactions, including 236 Fifth Avenue ($65M), 135 West 29th Street ($35M), and 4-14 West 125th Street ($20M), across NoMad, Chelsea, and Harlem. He has discussed ground lease strategy in Commercial Observer, and owners bring him in when a lease structure gets complicated.
Should landowners consider a ground lease vs. outright sale?
A ground lease suits a landowner who wants to preserve family wealth over the long term, collect inflation-protected income, keep ownership and the appreciation, gain estate planning benefits, and avoid capital gains tax. A sale makes more sense when you need liquidity now or the market favors selling. Skyline Properties will tell you which structure fits your situation.
Considering a ?
For a landowner weighing income alternatives, or a developer who wants a prime Manhattan site without buying the dirt, Robert Khodadadian structures the ground lease and advises directly, owner to owner.

