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For sale
  • $2,100,000

    59-65 Maple Street, Chester, CT 06412

    11beds
    8,500sqft
    : 
    Multi Family
    Built in 1975
    -- sqft lot
    $-- Zestimate®
    $247/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.
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    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

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      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: $247/sqft
      • Tax assessed value: $448,070
      • Annual tax amount: $12,134
      • Date on market: 4/27/2026
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        Estimated market value

        Not available

        Estimated sales range

        Not available

        Not available

        Price history

        DateEventPrice
        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
        $13,971/mo
        Principal & interest
        $10646
        Property taxes
        $3325
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          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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