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For sale
    • $605,000

    38 South Main Street, Westbrook, CT 06498

    3beds
    2,514sqft
    : 
    $4,046/mo
    Get pre-qualified
    Single Family Residence
    Built in 1760
    0.48 Acres Lot
    $593,200 Zestimate®
    $241/sqft
    $-- HOA

    What's special

    Six inviting fireplacesClassic period detailsPrivate backyard retreatModern comfortsIn-ground heated pool
    Step into timeless New England charm with this enchanting antique home, circa 1760, ideally set in the heart of the beloved shoreline community of Westbrook. Rich in character and history, this beautifully maintained residence blends classic period details with modern comforts for effortless coastal living. Featuring six inviting fireplaces, the home's warmth, ambiance and thoughtfully preserved architectural details celebrate this home's true heritage. An in-ground, heated pool creates a private backyard retreat while the "walk-to-everything" location makes this home a perfect escape from a hustle and bustle daily life. Just moments from the beach, charming town center, dining and community events, this home also features a two-story barn creating extra valuable storage or flexible space for hobbies, game room, beach gear or workshop space. Located in a desirable beach community, this special property also boasts a proven and successful rental history with excellent income potential or a seamless blend of personal use and investment opportunity. A rare chance to own a piece of history in a prime shoreline setting where coastal lifestyle, character and convenience come together beautifully.
    25 days
    4,110
    603

    Likely to sell faster than

    Zillow last checked:

    Listing updated:

    Listed by:

    Linares and Foster Shoreline Team of William Pitt Sotheby's International Realty,

    Bonnie B. Foster (860)575-5099,

    William Pitt Sotheby's Int'l 860-767-7488,

    Co-Listing Agent: Robin Linares 860-662-1138,

    William Pitt Sotheby's Int'l

    Source: Smart MLS,MLS#: 24206967MLS Logo

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 3
      • Bathrooms: 2
      • Full bathrooms: 2
      Rooms
      • Room types: Laundry
      Primary bedroom
      • Features: Fireplace
      • Level: Main
      Bedroom
      • Features: Fireplace
      • Level: Upper
      Bedroom
      • Features: Fireplace
      • Level: Upper
      Dining room
      • Features: Fireplace
      • Level: Main
      Living room
      • Features: Bookcases, Fireplace
      • Level: Main
      Heating
      • Steam, Oil
      Cooling
      • Window Unit(s)
      Appliances
      • Included: Oven/Range, Refrigerator, Dishwasher, Washer, Dryer
      • Laundry: Main Level
      Features
      • Basement: Full,Unfinished
      • Attic: Storage,Pull Down Stairs
      • Number of fireplaces: 6
      Interior area
      • Total structure area: 2,514
      • Total interior livable area: 2,514 sqft
      • Finished area above ground: 2,514

      Property

      Features
      • Patio & porch: Porch
      • Has private pool: Yes
      • Pool features: Heated, In Ground
      • Waterfront features: Walk to Water
      Lot
      • Size: 0.48 Acres
      • Features: Corner Lot, Few Trees, Level
      Details
      • Additional structures: Barn(s)
      • Parcel number: 1040312
      • Zoning: MDR

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Colonial,Antique
      • Property subtype: Single Family Residence
      Materials
      • Shingle Siding
      • Foundation: Concrete Perimeter, Stone
      • Roof: Asphalt
      Condition
      • New construction: No
      • Year built: 1760

      Utilities & green energy

      • Sewer: Septic Tank
      • Water: Public

      Community & HOA

      Community
      • Features: Basketball Court, Medical Facilities, Paddle Tennis, Playground
      HOA
      • Has HOA: No
      Location
      • Region: Westbrook

      Financial & listing details

      • Price per square foot: $241/sqft
      • Tax assessed value: $285,940
      • Annual tax amount: $6,648
      • Date on market: 9/22/2026

        Estimated market value

        $593,200

        $564,000 - $623,000

        $3,489/mo

        Price history

        DateEventPrice
        9/22/2026Listed for sale$605,000+55.1%$241/sqft
        Source: Smart MLS #24206967 Report a problem
        6/9/2021Sold$390,000+11.5%$155/sqft
        Source: Smart MLS #170398973 Report a problem
        5/21/2021Pending sale$349,900$139/sqft
        Source: RE/MAX International #170398973 Report a problem
        5/21/2021Listing removed--
        Source: RE/MAX International Report a problem
        5/17/2021Pending sale$349,900$139/sqft
        Source: RE/MAX International #170398973 Report a problem
        5/14/2021Listed for sale$349,900$139/sqft
        Source: RE/MAX International #170398973 Report a problem
        12/31/2019Listing removed$349,900$139/sqft
        Source: REMAX Valley Shore Genovali RE #170199011 Report a problem
        5/25/2019Listed for sale$349,900+99.9%$139/sqft
        Source: REMAX Valley Shore Genovali RE #170199011 Report a problem
        6/29/1995Sold$175,000$70/sqft
        Source: Public Record Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$6,189 +3.7%$275,060
        2024$5,969 +1.8%$275,060
        2023$5,864 +2.7%$275,060
        2022$5,710 +2.4%$275,060 +23.4%
        2021$5,574 $222,970
        2020$5,574 +1.3%$222,970
        2019$5,501 +1.2%$222,970
        2018$5,434 $222,970
        2017$5,434 +11%$222,970 +5.4%
        2016$4,894 $211,510
        Find assessor info on the county website

        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.
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        Climate risks

        Neighborhood: Westbrook Center

        Getting around

        45 / 100
        Car-Dependent
        45 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating
        Schools provided by the listing agent
        • Elementary: Daisy Ingraham
        • High: Westbrook

        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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