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For sale
  • Price cut: $105K (8/5)
    $1,995,000

    59-65 Maple Street, Chester, CT 06412

    11beds
    8,500sqft
    : 
    $14,263/mo
    Get pre-qualified
    Multi Family
    Built in 1975
    -- sqft lot
    $-- Zestimate®
    $235/sqft
    $-- HOA

    What's special

    A mixed-use and multifamily package located in Chester and Deep River, two of the most desirable towns in the Lower Connecticut River Valley. The offering includes: 59 Maple Street (Chester): 7-unit multifamily asset with an additional ~1,500 SF commercial warehouse on 2.5+ acres. 163 Main Street (Deep River): 5-unit mixed-use property positioned at the gateway to the downtown retail corridor. The portfolio is fully occupied and generates approximately $210,000+ in current gross income, with upside to over $280,000 stabilized, driven by residential and commercial rent growth. At stabilization, the portfolio delivers approximately $175,748 NOI and a 8.37% cap rate, supported by a strong 1.58x DSCR. The possibility to develop the 3rd floor of 163 Main Street into additional units can drive returns even higher! This is a rare opportunity to acquire scale across two supply-constrained markets, combining in-place cash flow with clear mark-to-market upside across both residential and commercial components.
    107 days
    |
    413
    |
    16
    |

    Zillow last checked:

    Listing updated:

    Listed by:

    Connor T. Wenchell (860)343-7800,

    VC Property Group, LLC 860-300-3102,

    Anthony Velez 860-300-3102,

    VC Property Group, LLC

    Source: Smart MLS,MLS#: 24170551MLS Logo

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 11
      • Bathrooms: 12
      • Full bathrooms: 10
      • 1/2 bathrooms: 2
      Heating
      • Baseboard, Electric
      Cooling
      • None
      Appliances
      • Included: Electric Water Heater
      Features
      • Basement: Full
      • Attic: None
      • Has fireplace: No
      Interior area
      • Total structure area: 8,500
      • Total interior livable area: 8,500 sqft
      • Finished area above ground: 8,500

      Property

      Parking
      • Total spaces: 10
      • Parking features: Detached, Driveway
      • Garage spaces: 1
      • Has uncovered spaces: Yes
      Lot
      • Size: 2.56 Acres
      • Features: Wooded
      Details
      • Parcel number: 940449
      • Zoning: PRD

      Construction

      Type & style
      • Home type: MultiFamily
      • Architectural style: Units on different Floors,Units are Side-by-Side
      • Property subtype: Multi Family
      • Attached to another structure: Yes
      Materials
      • Shingle Siding, Vinyl Siding
      • Foundation: Concrete Perimeter
      • Roof: Asphalt
      Condition
      • New construction: No
      • Year built: 1975

      Utilities & green energy

      • Sewer: Septic Tank
      • Water: Public, Well

      Community & HOA

      HOA
      • Has HOA: No
      Location
      • Region: Chester

      Financial & listing details

      • Price per square foot: $235/sqft
      • Tax assessed value: $448,070
      • Annual tax amount: $12,134
      • Date on market: 4/27/2026

        Estimated market value

        Not available

        Estimated sales range

        Not available

        Not available

        Price history

        DateEventPrice
        8/5/2026Price change$1,995,000-5%$235/sqft
        Source: Smart MLS #24170551 Report a problem
        4/27/2026Listed for sale$2,100,000$247/sqft
        Source: Smart MLS #24170551 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.
        See how much you could borrow to make a competitive offer.

        Climate risks

        Neighborhood: Chester Center

        Getting around

        32 / 100
        Car-Dependent
        12 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating
        Schools provided by the listing agent
        • Elementary: Chester

        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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