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.
For sale
$3,725,000
99 Orange Street, New Haven, CT 06510
8beds
11,545sqft
Multi Family
Built in 1900
-- sqft lot
$3,462,900 Zestimate®
$323/sqft
$-- HOA
What's special
Two full kitchens
- 178 days
- 484
- 31
Zillow last checked:
Listing updated:
Listed by:
Vantagepoint Properties at Real Broker,
Michael Spindler (347)419-2250,
Real Broker CT 413-231-6114
Source: Smart MLS,MLS#: 24158335
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 8
- Bathrooms: 8
- Full bathrooms: 8
Heating
- Forced Air, Electric, Natural Gas
Cooling
- Heat Pump, Zoned
Appliances
- Included: Water Heater
- Laundry: In Unit
Features
- Smart Thermostat
- Basement: Full
- Attic: None
- Has fireplace: No
Interior area
- Total structure area: 11,545
- Total interior livable area: 11,545 sqft
- Finished area above ground: 11,545
Property
Features
- Exterior features: Awning(s)
- Has view: Yes
- View description: City
Lot
- Size: 3,484 Square Feet
Details
- Parcel number: 1248473
- Zoning: BD1
Construction
Type & style
- Home type: MultiFamily
- Architectural style: Units on different Floors
- Property subtype: Multi Family
Materials
- Brick
- Foundation: Concrete Perimeter
- Roof: Flat
Condition
- New construction: No
- Year built: 1900
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
Community & HOA
Community
- Security: Security System
- Subdivision: Wooster Square
HOA
- Has HOA: No
Location
- Region: New Haven
Financial & listing details
- Price per square foot: $323/sqft
- Tax assessed value: $1,168,860
- Annual tax amount: $49,270
- Date on market: 3/9/2026
Estimated market value
$3,462,900
$3.29M - $3.64M
$3,076/mo
Price history
| Date | Event | Price |
|---|---|---|
| 3/9/2026 | Listed for sale | $3,725,000$323/sqft |
Source: | ||
Public tax history
Tax history is unavailable.
Monthly payment
Est. payment








