New Listing - 03/09/2026

$3,725,000 ($322.65 per sqft)

Est. Mortgage $17,867/mo *

Quick Pre-Approval

Listing courtesy of Michael Spindler (347) 419-2250, Real Broker CT (413) 231-6114


99 Orange Street, New Haven, (Wooster Square), CT, 06510

99 Orange Street, New Haven, (Wooster Square), CT, 06510

17 rooms

8 Full baths

1900

Units on different Floors

11,545 sqft

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.


Status:

Active

Town:

New Haven

Type:

Multi-family

Laundry Remarks:

Washer/Dryer Some Units

Units:

9

Zoning:

BD1

Heating:

Hot Air

Cooling:

Heat Pump, Zoned

Basement:

Full, Full With Walk-Out

Acreage:

0.08

Est. Taxes:

$47,514

Assessment

$1,168,860

Lot Description:

City Views

Elementary School:

Per Board of Ed

High School:

Per Board of Ed

Days on Market:

6

MLS #:

24158335


Community Info

School Info

Walk Score

Mass Transit

Yelp

Copyright ©2026 SmartMLS, Inc.