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For sale
  • $825,000

    163-165 Main Street, Deep River, CT 06417

    6beds
    4,184sqft
    : 
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    Multi Family
    Built in 1850
    -- sqft lot
    $-- Zestimate®
    $197/sqft
    $-- HOA

    What's special

    Main street visibility
    Rare mixed-use investment opportunity located in the heart of desirable Deep River Village. Positioned directly on Main Street, this 5-unit asset offers a strong blend of residential and commercial income within one of the Connecticut shoreline region's most sought-after rental and retail markets. The property consists of 3 residential apartments and 2 commercial storefronts occupied by long-term local tenants, providing stable in-place cash flow with additional upside through lease-up and rent optimization. Deep River continues to experience strong demand driven by its walkable downtown, restaurant scene, boutique retail presence, and proximity to the Connecticut River and shoreline communities. The residential units offer continued rental growth potential in a market with historically limited housing inventory, while the commercial spaces benefit from Main Street visibility and an established small-business environment. The property presents a compelling opportunity for investors seeking a stabilized mixed-use asset with value-add characteristics in a highly desirable shoreline-adjacent location. Projected stabilized income supports significant upside from current operations through continued lease-up strategy and operational optimization. Additionally, recent zoning updates may allow for the addition of residential unit(s) on the 3rd floor, creating a unique future expansion opportunity. Approximately 1,200 SF of unfinished 3rd floor space offers potential for additional residential development, subject to zoning and municipal approvals. ARV with an additional $2,500 in monthly income assigned to 3rd floor unit(s) yields a $1.475M valuation at a 7 CAP, which is appropriate for a 7 CAP market.
    40 days
    |
    322
    |
    17
    |

    Zillow last checked:

    Listing updated:

    Listed by:

    Connor T. Wenchell (860)343-7800,

    VC Property Group, LLC 860-300-3102

    Source: Smart MLS,MLS#: 24178835MLS Logo

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      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 6
      • Bathrooms: 3
      • Full bathrooms: 3
      Heating
      • Forced Air, Oil, Propane
      Cooling
      • Window Unit(s)
      Appliances
      • Included: Water Heater
      • Laundry: None
      Features
      • Basement: Full,Interior Entry
      • Attic: Storage,Partially Finished,Walk-up
      • Has fireplace: No
      Interior area
      • Total structure area: 4,184
      • Total interior livable area: 4,184 sqft
      • Finished area above ground: 4,184

      Property

      Lot
      • Size: 3,049 Square Feet
      • Features: Corner Lot, Level, Historic District
      Details
      • Parcel number: 962381
      • Zoning: VCD

      Construction

      Type & style
      • Home type: MultiFamily
      • Architectural style: Units on different Floors,Other
      • Property subtype: Multi Family
      Materials
      • Aluminum Siding
      • Foundation: Stone
      • Roof: Asphalt
      Condition
      • New construction: No
      • Year built: 1850

      Utilities & green energy

      • Sewer: Public Sewer
      • Water: Public

      Community & HOA

      HOA
      • Has HOA: No
      Location
      • Region: Deep River

      Financial & listing details

      • Price per square foot: $197/sqft
      • Tax assessed value: $331,240
      • Annual tax amount: $10,593
      • Date on market: 5/28/2026

        Estimated market value

        Not available

        Estimated sales range

        Not available

        Not available

        Price history

        DateEventPrice
        5/28/2026Listed for sale$825,000-11.8%$197/sqft
        Source: Smart MLS #24178835 Report a problem
        3/21/2026Listing removed$1,500
        Source: Zillow Rentals Report a problem
        3/11/2026Listed for rent$1,500
        Source: Zillow Rentals Report a problem
        10/1/2025Listing removed$935,000$223/sqft
        Source: Smart MLS #24077841 Report a problem
        7/16/2025Price change$935,000-5.1%$223/sqft
        Source: Smart MLS #24077841 Report a problem
        4/18/2025Price change$985,000+2.1%$235/sqft
        Source: Smart MLS #24077841 Report a problem
        3/3/2025Listed for sale$965,000$231/sqft
        Source: Smart MLS #24077841 Report a problem

        Public tax history

        Tax history is unavailable.

        Monthly payment

        Est. payment

        Payment breakdown

        Explore the cost of this home by adjusting the details. Changes won't be saved.
        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: Deep River Center

        Getting around

        66 / 100
        Somewhat Walkable
        49 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating
        Schools provided by the listing agent
        • Elementary: Deep River

        Source: Smart MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.

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