99 Orange Street, New Haven, Connecticut

$3,500,000

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8

Beds

8

Baths

11,545

Square feet

0.08

Acres

About 99 Orange Street

Welcome to The Orange Street Collection, a mixed-use hospitality and residential investment opportunity located in the heart of Downtown New Haven. Positioned steps from Yale University, this asset combines immediate income with meaningful long-term upside in one of the city's most active corridors. The property features over 5,000 square feet of restaurant space across the main and lower levels, including two full kitchens and a flexible layout suited for a flagship dining concept, dual operators, or a hospitality-driven reposition. The lower level offers additional potential for lounge, speakeasy, or private event use. Above, eight residential units provide stabilized income and consistent cash flow, creating built-in diversification and downside protection. This is a rare opportunity to acquire a true mixed-use downtown asset with lease-up potential, strategic location advantages, and strong fundamentals driven by proximity to Yale University, surrounding retail, and vibrant nightlife. Ideal for investors, 1031 exchange buyers, or owner-operators seeking both income and long-term positioning in a growing urban corridor.

Features of 99 Orange Street

MLS® # 24158335
Price $3,500,000
Bedrooms 8
Bathrooms 8.00
Full Baths 8
Square Footage 11,545
Acres 0.08
Type Multi-Family For Sale
Sub-Type Other
Style Units on different Floors
Status Active

Community Information

Address 99 Orange Street
Area Wooster Square
City New Haven
County New Haven
State Connecticut
Zip Code 06510

Amenities

Is Waterfront No
Waterfront Not Applicable
Has Pool No

Interior

Heating Hot Air, Electric, Natural Gas
Cooling Heat Pump, Zoned
Fireplace No
Has Basement Yes
Basement Full, Full With Walk-Out

Exterior

Exterior Brick
Exterior Features Awnings
Lot Description City Views
Roof Flat
Foundation Concrete

School Information

Elementary Per Board of Ed
High Per Board of Ed

Additional Information

Date Listed March 9th, 2026
Days on Market 184
Zoning BD1
RE / Bank Owned No

Listing Details

OfficeReal Broker CT

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Listing information last updated on September 10th, 2026 at 2:25am EDT.