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.
Listing Provided Courtesy of Michael Spindler at Real Broker CT
Property Details
Price:
$3,725,000
MLS #:
24158335
Status:
Active
Beds:
8
Baths:
8
Type:
Multi Family
Subtype:
Other
Neighborhood:
woostersquare
Listed Date:
Mar 9, 2026
Finished Sq Ft:
11,545
Lot Size:
3,484 sqft / 0.08 acres (approx)
Year Built:
1900
See this Listing
Schools
Elementary School:
Per Board of Ed
High School:
Per Board of Ed
Interior
Exterior
Financial
Map
Community
- Address99 Orange New Haven CT
- NeighborhoodWooster Square
- CityNew Haven
- CountyNew Haven
- Zip Code06510
Subdivisions in New Haven
Market Summary
Current real estate data for Multi Family in New Haven as of Aug 06, 2026
121
Multi Family Listed
82
Avg DOM
216
Avg $ / SqFt
$710,655
Avg List Price
Property Summary
- 99 Orange New Haven CT is a Multi Family for sale in New Haven, CT, 06510. It is listed for $3,725,000 To schedule a showing of MLS#24158335 at 99 Orange in New Haven, CT, contact your Century 21 AllPoints Realty agent at (203) 802-7252.
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99 Orange
New Haven, CT

