Cobble Hill Group · Baltimore Real Estate Investment

Real returns, laid one property at a time.

Cobble Hill Group acquires, repositions, and holds real estate across Baltimore — building durable value for our investors through disciplined underwriting and hands-on asset management.

DE Delaware-registered holding company
MD Focused exclusively on the Baltimore market
B2H Buy · Reposition · Hold discipline
Investment Thesis

Baltimore is undervalued. We invest like it.

We believe Baltimore's historic housing stock, anchor institutions, and proximity to the Washington–Baltimore corridor create a durable, underappreciated opportunity for patient real estate capital.

Local knowledge

Every acquisition is sourced, underwritten, and managed by people who know Baltimore's blocks, not a national algorithm.

Disciplined underwriting

We buy on conservative, cash-flow-first assumptions — appreciation is a bonus, not the plan.

Aligned with investors

Cobble Hill Group invests alongside its capital partners, with returns realized through cash flow, refinancing, or sale.

How We Work

A repeatable process, property by property.

Every Cobble Hill Group investment moves through the same three stages, so our investors always know where a property stands.

01 — ACQUIRE

Acquire

We identify off-market and undervalued properties in target Baltimore submarkets, underwritten against conservative, cash-flow-first assumptions.

02 — REPOSITION

Reposition

We renovate, stabilize, and lease each property with a hands-on approach to construction and property management.

03 — HOLD & REALIZE

Hold & Realize

We manage stabilized assets for cash flow, and return capital to investors through refinancing, sale, or ongoing distributions.

Focus Areas

Where we deploy capital.

We concentrate on property types and strategies we can execute with discipline and local expertise.

Rowhomes

Rowhome renovation

Renovating Baltimore's classic rowhome stock into quality, well-managed rental housing.

Multifamily

Small multifamily

Acquiring and stabilizing small multifamily buildings in established neighborhoods.

Mixed-use

Mixed-use properties

Repositioning mixed-use buildings that combine ground-floor commercial with residential upside.

Furnished / Mid-term

Furnished rentals

Optimizing select units for mid-term, furnished demand tied to Baltimore's hospitals and universities.

Brick rowhomes in a Baltimore neighborhood Baltimore rowhomes — representative streetscape
Baltimore Inner Harbor skyline Baltimore Inner Harbor
Track Record

Exited transactions.

A selection of properties Cobble Hill Group has acquired, repositioned, and exited on behalf of its investors.

Illustrative brick rowhome, Baltimore Illustrative photo — not the actual property
Exited

47 Morley Street

Baltimore, MD
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Illustrative brick rowhome, Baltimore Illustrative photo — not the actual property
Exited

2806 E Federal Street

Baltimore, MD
Strategy
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Hold Period
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Acquired
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Exited
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More Coming

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Why Baltimore

A market with real fundamentals.

  • 01

    Anchor institutions

    World-class hospitals and universities anchor steady, long-term housing demand.

  • 02

    Corridor proximity

    Baltimore sits within the Washington–Baltimore corridor, one of the country's largest metro economies.

  • 03

    Housing stock & affordability

    A deep inventory of historic housing stock offers entry points well below replacement cost.

Cobble Hill Group

Built on Baltimore blocks.

Cobble Hill Group, LLC (d/b/a Cobble Payment Services LLC) is a Delaware limited liability company investing exclusively in the Baltimore, Maryland real estate market.

Who We Are

The team behind the properties.

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KA

Kola Ashiru-Balogun

Founder

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Investor Inquiries

Interested in investing alongside us?

We work with a limited group of investors who share our long-term, disciplined approach to Baltimore real estate. Reach out to learn more about current opportunities.

Email
invest@cobblehillgroup.com
Entity
Cobble Hill Group, LLC
D/B/A
Cobble Payment Services LLC
Address
Suite 120, 14440 Cherry Lane Ct
Laurel, MD 20707, USA
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