Skip main navigation
Accepting backups
  • Price cut: $30K (4/28)
    $634,900

    90-92 Main Street, South Windsor, CT 06074

    5beds
    2,950sqft
    : 
    Loading
    Get pre-qualified
    Multi Family
    Built in 1920
    -- sqft lot
    $606,200 Zestimate®
    $215/sqft
    $-- HOA

    What's special

    Grand main houseThree separate unitsTwo completely independent dwellings
    Discover this premier compound prospect in the Old Main Street district in South Windsor. This special property features two completely independent dwellings with three separate units, on a level 0.56-acre parcel, offering an ideal configuration for owner-occupants and savvy investors alike. The primary residence, with 2 units in the stately, fully updated main dwelling colonial, boasts 2,094 sq. ft. of timeless character. The 2-bedroom lower part of the home is a dream for those seeking the charm of yesteryear without sacrificing space. The upper unit has a distinctly cozier feel, while giving more separation than an average 1-bedroom. Tucked privately behind the main house is the second dwelling: a versatile 856 sq. ft. cottage-colonial. Whether you utilize this space as a high-performing rental unit to add to a portfolio, or an in-law suite, the flexibility of two separate legal homes on one lot is a true rarity in this market and presents several options. Live in the grand main house while the second and third units provide supplemental income. Enjoy the "country feel" of Old Main St, one of the most picturesque and historically significant stretches in Connecticut, with its nearby farm stands and scenic river views, while being only 10 minutes from the high-end shopping and dining at Evergreen Walk. Experience the best of both worlds: a heritage home with a modern financial edge. Virtual tours available for both homes.
    107 days
    |
    156
    |
    0
    |

    Zillow last checked:

    Listing updated:

    Listed by:

    Rachel Nadolny-Sipes (860)918-7330,

    Berkshire Hathaway NE Prop. 860-648-2045

    Source: Smart MLS,MLS#: 24161195MLS Logo

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 5
      • Bathrooms: 3
      • Full bathrooms: 3
      Heating
      • Radiator, Oil
      Cooling
      • None
      Appliances
      • Included: Water Heater
      Features
      • Basement: Full,Dirt Floor
      • Attic: Walk-up
      • Has fireplace: No
      Interior area
      • Total structure area: 2,950
      • Total interior livable area: 2,950 sqft
      • Finished area above ground: 2,950
      Video & virtual tour

      Property

      Parking
      • Total spaces: 6
      • Parking features: Attached, Unassigned
      • Attached garage spaces: 2
      Lot
      • Size: 0.56 Acres
      • Features: Historic District
      Details
      • Parcel number: 706699
      • Zoning: A40

      Construction

      Type & style
      • Home type: MultiFamily
      • Architectural style: Other
      • Property subtype: Multi Family
      Materials
      • Vinyl Siding
      • Foundation: Brick/Mortar
      • Roof: Asphalt
      Condition
      • New construction: No
      • Year built: 1920

      Utilities & green energy

      • Sewer: Septic Tank
      • Water: Public

      Community & HOA

      Community
      • Features: Library, Park, Pool, Public Rec Facilities, Near Public Transport, Stables/Riding
      HOA
      • Has HOA: No
      Location
      • Region: South Windsor

      Financial & listing details

      • Price per square foot: $215/sqft
      • Tax assessed value: $283,500
      • Annual tax amount: $10,095
      • Date on market: 3/20/2026

        Estimated market value

        $606,200

        $576,000 - $637,000

        $1,881/mo

        Price history

        DateEventPrice
        5/31/2026Contingent$634,900$215/sqft
        Source: Berkshire Hathaway HomeServices New England Properties #24161195 Report a problem
        4/28/2026Price change$634,900-4.5%$215/sqft
        Source: Smart MLS #24161195 Report a problem
        4/10/2026Price change$664,900-2.9%$225/sqft
        Source: Smart MLS #24161195 Report a problem
        3/20/2026Listed for sale$684,900$232/sqft
        Source: Smart MLS #24161195 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: 06074

        Getting around

        7 / 100
        Car-Dependent
        29 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating
        Schools provided by the listing agent
        • Elementary: Philip R. Smith
        • High: South Windsor

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

        A local agent can set up tours, give advice and negotiate with sellers.

        Browse local experts

        Similar homes

        Skip to the end of the carouselSkip to the beginning of the carousel