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For sale
  • $3,725,000

    99 Orange Street, New Haven, CT 06510

    8beds
    11,545sqft
    : 
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    Multi Family
    Built in 1900
    -- sqft lot
    $-- Zestimate®
    $323/sqft
    $-- HOA

    What's special

    Two full kitchens
    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.
    128 days
    |
    495
    |
    21
    |

    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#: 24158335MLS Logo

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      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: $47,514
      • Date on market: 3/9/2026

        Estimated market value

        Not available

        Estimated sales range

        Not available

        $2,912/mo

        Price history

        DateEventPrice
        3/9/2026Listed for sale$3,725,000$323/sqft
        Source: Smart MLS #24158335 Report a problem

        Public tax history

        Tax history is unavailable.

        Monthly payment

        Est. payment

        Payment breakdown

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        All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
        HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
        Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
        See how much you could borrow to make a competitive offer.

        Climate risks

        Neighborhood: Downtown

        Getting around

        99 / 100
        Walker's Paradise
        78 / 100
        Excellent Transit
        98 / 100
        Biker's Paradise

        Nearby schools

        GreatSchools rating

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