$3,725,000

99 Orange Street, New Haven, CT 06510

  • 8 beds |
  • 8 baths |
  • 11,545 sqft
  • Property Icon Multi-Family Home
  • Property Year Built Icon Built in 1900
  • Property Lot Size Icon3,485sqft lot
  • Property Parking Icon —— car garage
  • Property Price Per Square Feet Icon $323/sqft
  • Property List Date Icon Listed 18 days ago

Property Description

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 Status:
Active
Date Added:
March 9, 2026
Data Last Updated:
March 27, 2026 at 8:50PM
Listing Office:
Real Broker CT : (413) 231-6114
Listing Agent:
Michael Spindler : (347) 419-2250
MLS ID:
24158335
  • Laundry: Washer/Dryer Some Units
  • Basement: FullFull With Walk-Out
  • A/C: Heat PumpZoned
  • Heating: Hot AirElectricNatural Gas
  • Fireplace: Fireplaces: 0
  • General: Awnings
  • Style: Units on different Floors
  • Roofing: Flat
  • County: New Haven
  • Zoning: BD11248473
  • Water: Public Water Connected
  • Sewer: Public Sewer Connected

This listing courtesy of Michael Spindler , Real Broker CT

Monthly Payment

$Est. Payment
  • Principal & Interest $
  • Property Taxes $
  • Home Insurance $
  • VA Funding Fee $

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Location

Schools Nearby

C

Conte/West Hills Magnet School

511 Chapel St, New Haven, CT, 06511

Grades PK-8

0.45 miles away

C

Conte/West Hills Magnet School

511 Chapel St, New Haven, CT, 06511

Grades PK-8

0.45 miles away

H

High School in the Community

175 Water St, New Haven, CT, 06511

Grades 9-12

0.23 miles away

Disclaimer: School and School District information courtesy of the National Center for Education Statistics (NCES). School boundaries may change. Proximity to listed schools does not guarantee enrollment eligibility. Contact the school district for more information and exact boundaries.