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Coming soon 11/01
  • $549,900

    252 Boston Post Road, Madison, CT 06443

    4beds
    1,728sqft
    : 
    $3,867/mo
    Get pre-qualified
    Single Family Residence
    Built in 1953
    0.76 Acres Lot
    $-- Zestimate®
    $318/sqft
    $-- HOA

    What's special

    Experience the best of coastal living in this distinctive property, featuring a beautifully renovated main residence, an income-producing in-law residence, and generous grounds in one of Connecticut's most desirable shoreline communities. Set toward the rear of the .76-acre parcel, comfortably removed from Boston Post Road, the main home enjoys an attractive setting surrounded by lush greenery and magnificent mature trees. The expansive grounds provide a beautiful backdrop for outdoor entertaining, gardening, or simply relaxing in the natural surroundings. Extensively renovated throughout, the main residence combines contemporary style with everyday comfort and convenience. Enjoy a beautifully updated kitchen and bath, attractive new flooring, modern lighting, replacement windows, a new roof, and an updated heating system. These substantial improvements offer the immediate enjoyment of a move-in-ready home without the disruption and expense of a major renovation. A bright breezeway connects the home to its attached one-car garage, providing convenient, sheltered access, while the full basement offers valuable storage and utility space. A separate in-law residence toward the front of the parcel is currently leased for $1,700 per month. This rental income provides a meaningful financial advantage, helping offset ownership expenses while adding versatility and value. Buyers should verify approved residential uses, lease terms, and any contemplated future uses with the Town of Madison. Beyond the property, discover the extraordinary lifestyle that makes Madison one of Connecticut's most treasured shoreline destinations. Spend sun-filled days at beautiful town beaches or explore the miles of sandy shoreline, scenic trails, and recreational opportunities at spectacular Hammonasset Beach State Park. Madison's picturesque village center invites leisurely afternoons browsing charming boutiques, art galleries, and the celebrated Madison Sculpture Mile. Discover literary treasures at renowned R.J. Julia Booksellers, enjoy the town's inviting restaurants and cafes, or savor waterfront dining and spectacular Long Island Sound views at the Madison Beach Hotel. The Madison Surf Club, vibrant cultural offerings, and timeless New England coastal charm further enrich the experience. Convenient access to I-95 and Shore Line East rail service provides connections to New Haven, New York City, and beyond, offering the appeal of shoreline living without sacrificing regional accessibility. This property offers a remarkable combination of modern comfort, beautiful natural surroundings, existing rental income, and the exceptional quality of life that defines Madison. More than simply a place to live, this is an opportunity to enjoy the very best of Connecticut's shoreline lifestyle.
    2 days
    648
    50

    Zillow last checked:

    Listing updated:

    Listed by:

    The Mick Marsden Team,

    Mick Marsden (860)334-1379,

    Compass Connecticut, LLC 860-767-5390,

    Co-Listing Agent: Paul Violano 203-988-5353,

    Compass Connecticut, LLC

    Source: Smart MLS,MLS#: 24216244MLS Logo

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 4
      • Bathrooms: 2
      • Full bathrooms: 2
      Primary bedroom
      • Features: Laminate Floor
      • Level: Main
      • Area: 209 Square Feet
      • Dimensions: 11 x 19
      Bedroom
      • Features: Laminate Floor
      • Level: Main
      • Area: 143 Square Feet
      • Dimensions: 13 x 11
      Bedroom
      • Features: Laminate Floor
      • Level: Main
      • Area: 110 Square Feet
      • Dimensions: 10 x 11
      Bedroom
      • Features: Hardwood Floor
      • Level: Main
      Kitchen
      • Features: Laminate Floor
      • Level: Main
      • Area: 121 Square Feet
      • Dimensions: 11 x 11
      Kitchen
      • Features: Hardwood Floor
      • Level: Main
      Living room
      • Features: Laminate Floor
      • Level: Main
      • Area: 221 Square Feet
      • Dimensions: 13 x 17
      Living room
      • Features: Hardwood Floor
      • Level: Main
      Sun room
      • Level: Main
      • Area: 133 Square Feet
      • Dimensions: 7 x 19
      Heating
      • Hot Water, Oil
      Cooling
      • Central Air
      Appliances
      • Included: Oven/Range, Microwave, Refrigerator, Dishwasher, Water Heater
      • Laundry: Lower Level
      Features
      • In-Law Floorplan
      • Doors: Storm Door(s)
      • Windows: Thermopane Windows
      • Basement: Partial
      • Attic: None
      • Number of fireplaces: 1
      Interior area
      • Total structure area: 1,728
      • Total interior livable area: 1,728 sqft
      • Finished area above ground: 1,728

      Property

      Parking
      • Total spaces: 5
      • Parking features: Attached, Paved, Off Street, Driveway, Private, Circular Driveway, Asphalt
      • Attached garage spaces: 1
      • Has uncovered spaces: Yes
      Features
      • Exterior features: Breezeway
      Lot
      • Size: 0.76 Acres
      • Features: Dry, Level, Cleared, Open Lot
      Details
      • Parcel number: 1155610
      • Zoning: R-2

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Ranch
      • Property subtype: Single Family Residence
      Materials
      • Clapboard
      • Foundation: Block
      • Roof: Asphalt
      Condition
      • New construction: No
      • Year built: 1953

      Utilities & green energy

      • Sewer: Septic Tank
      • Water: Public
      Green energy
      • Energy efficient items: Ridge Vents, Doors, Windows

      Community & HOA

      Community
      • Features: Basketball Court, Golf, Health Club, Medical Facilities, Park, Shopping/Mall
      • Subdivision: East River
      HOA
      • Has HOA: No
      Location
      • Region: Madison

      Financial & listing details

      • Price per square foot: $318/sqft
      • Tax assessed value: $398,300
      • Annual tax amount: $9,185
      • Date on market: 10/25/2026

        Estimated market value

        Not available

        Estimated sales range

        Not available

        Not available

        Price history

        DateEventPrice
        9/27/2025Listing removed$1,750$1/sqft
        Source: Zillow Rentals Report a problem
        9/23/2025Listed for rent$1,750$1/sqft
        Source: Zillow Rentals Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$8,934 +2%$398,300
        2024$8,763 +24.8%$398,300 +70.1%
        2023$7,019 +1.9%$234,200
        2022$6,888 +1.9%$234,200
        2021$6,757 +1.8%$234,200
        2020$6,640 $234,200
        2019$6,640 +4.9%$234,200 +3.8%
        2018$6,329 +2.7%$225,700
        2017$6,162 +3.1%$225,700
        2016$5,979 +2.8%$225,700
        2015$5,814 -3.7%$225,700 -5.9%
        2014$6,038 +23.4%$239,900
        2013$4,892 +3.1%$239,900
        2012$4,743 +2.4%$239,900
        2010$4,632 +3.7%$239,900
        2009$4,467 +4.4%$239,900
        2008$4,280 +11%$239,900 +45.2%
        2007$3,857 +4.8%$165,200
        2006$3,681 +5%$165,200
        2005$3,507 +11.1%$165,200
        2003$3,157 +19%$165,200 +63.6%
        2001$2,652 $101,000
        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.
        See how much you could borrow to make a competitive offer.

        Climate risks

        Neighborhood: 06443

        Getting around

        45 / 100
        Car-Dependent
        42 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating
        Schools provided by the listing agent
        • Elementary: Neck River
        • High: Daniel Hand

        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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