99 Orange Street | New Haven N/A

$3,725,000 | 4 Baths (2 Full, 2 Half) | 12,362 Sq. Ft.

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. SmartMLS 24153679

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MLS Listing ID: 
SmartMLS 24153679
Building Details
Details about the building on a property.
Stories: 
4
Year Built: 
1900
Living Area: 
12,362
Construction
Foundation Details: 
Concrete, Masonry
Roof: 
Flat
Room Details
Details about the rooms in the building.
Total Rooms: 
0
Total Bedrooms: 
0
Total Bathrooms: 
4
Total Full-Bathrooms: 
2
Total Half-Bathrooms: 
2
Utilities
Information about utilities available on the property.
Heating System: 
Hot Air
Heating System Fuel: 
Electric, Natural Gas
Cooling System: 
Central Air
Water Source: 
Public Water Connected
Sewer: 
Public Sewer Connected
Lot/Land Details
Details about the lots and land features included on the property.
Acres: 
0.08
Waterfront: 
0
Public Record
Parcel Number: 
1248473
Annual Tax: 
$47,514.00
Property Zoning: 
BD1
Listing Dates
Dates involved in the transaction.
Listing Entry Date/Time: 
2/22/2026
Contract Details
Details about the listing contract.
Possession: 
neg
Listing Participants
Participants (agents, offices, etc.) in the transaction.
Listing Agent Name: 
Michael Spindler
Listing Office Name: 
Real Broker CT