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    • $499,900

    44 Williamsburg Drive, Cheshire, CT 06410

    4beds
    1,554sqft
    : 
    $3,562/mo
    Get pre-qualified
    Single Family Residence
    Built in 1965
    1.14 Acres Lot
    $-- Zestimate®
    $322/sqft
    $-- HOA

    What's special

    Welcome home to this beautifully updated ranch in a highly desirable neighborhood, just minutes from shopping, restaurants, and everyday conveniences. This move-in ready home features hardwood floors throughout and a spacious living room with a classic brick fireplace and Vermont Castings wood-burning insert, creating a warm and inviting gathering space. The dining room flows seamlessly into the living room and remodeled kitchen, offering an ideal layout for everyday living and entertaining, with French doors leading outside. The kitchen features porcelain tile flooring, abundant cabinetry, generous counter space, and a double oven. Four spacious bedrooms provide flexibility for family, guests, or a home office. The primary bedroom offers a large closet and beautifully remodeled private bath, while a second remodeled full bath serves family and guests. Additional features include central air, updated electrical and plumbing, newer copper piping, newer radiators, central vacuum, alarm system, generator hookup, Thermopane windows, vinyl siding, newer solid-core interior doors, public water, and a radon mitigation system. The unfinished lower level offers exceptional storage and future expansion potential. Relax on the beautiful bluestone patio overlooking a large, private backyard framed by mature trees. A two-car garage completes this exceptionally maintained home. Thoughtfully updated inside and out!
    34 days
    |
    832
    |
    37
    |

    Likely to sell faster than

    Zillow last checked:

    Listing updated:

    Listed by:

    Stacey Deangelis (203)494-7068,

    Calcagni Real Estate 203-272-1821

    Source: Smart MLS,MLS#: 24190110MLS Logo

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 4
      • Bathrooms: 2
      • Full bathrooms: 2
      Primary bedroom
      • Features: Full Bath, Wall/Wall Carpet, Hardwood Floor
      • Level: Main
      • Area: 165 Square Feet
      • Dimensions: 15 x 11
      Bedroom
      • Features: Wall/Wall Carpet, Hardwood Floor
      • Level: Main
      • Area: 132 Square Feet
      • Dimensions: 12 x 11
      Bedroom
      • Features: Wall/Wall Carpet, Hardwood Floor
      • Level: Main
      • Area: 140 Square Feet
      • Dimensions: 14 x 10
      Bedroom
      • Features: Wall/Wall Carpet, Hardwood Floor
      • Level: Main
      • Area: 110 Square Feet
      • Dimensions: 11 x 10
      Dining room
      • Features: Hardwood Floor
      • Level: Main
      • Area: 140 Square Feet
      • Dimensions: 10 x 14
      Kitchen
      • Features: Remodeled, Tile Floor
      • Level: Main
      • Area: 143 Square Feet
      • Dimensions: 11 x 13
      Living room
      • Features: Fireplace, Hardwood Floor
      • Level: Main
      • Area: 286 Square Feet
      • Dimensions: 22 x 13
      Heating
      • Hot Water, Oil
      Cooling
      • Central Air
      Appliances
      • Included: Oven/Range, Refrigerator, Dishwasher, Water Heater
      • Laundry: Lower Level
      Features
      • Central Vacuum
      • Windows: Thermopane Windows
      • Basement: Full,Unfinished
      • Attic: Storage,Access Via Hatch
      • Number of fireplaces: 1
      Interior area
      • Total structure area: 1,554
      • Total interior livable area: 1,554 sqft
      • Finished area above ground: 1,554
      • Finished area below ground: 0

      Property

      Parking
      • Total spaces: 3
      • Parking features: Attached, Paved, Driveway, Garage Door Opener, Private
      • Attached garage spaces: 2
      • Has uncovered spaces: Yes
      Features
      • Patio & porch: Patio
      Lot
      • Size: 1.14 Acres
      • Features: Subdivided, Sloped
      Details
      • Parcel number: 1085143
      • Zoning: R-40
      • Other equipment: Generator Ready

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Ranch
      • Property subtype: Single Family Residence
      Materials
      • Vinyl Siding
      • Foundation: Concrete Perimeter
      • Roof: Asphalt
      Condition
      • New construction: No
      • Year built: 1965

      Utilities & green energy

      • Sewer: Septic Tank
      • Water: Public
      • Utilities for property: Cable Available
      Green energy
      • Energy efficient items: Windows

      Community & HOA

      Community
      • Security: Security System
      HOA
      • Has HOA: No
      Location
      • Region: Cheshire

      Financial & listing details

      • Price per square foot: $322/sqft
      • Tax assessed value: $249,900
      • Annual tax amount: $7,432
      • Date on market: 7/9/2026

        Estimated market value

        Not available

        Estimated sales range

        Not available

        Not available

        Price history

        DateEventPrice
        7/12/2026Listed for sale$499,900+56.2%$322/sqft
        Source: Smart MLS #24190110 Report a problem
        2/9/2006Sold$320,100+70.3%$206/sqft
        Source: Smart MLS #N238589 Report a problem
        5/1/1989Sold$188,000$121/sqft
        Source: Public Record Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$7,432 +8.3%$249,900
        2024$6,862 +4.6%$249,900 +33.7%
        2023$6,559 +2.2%$186,930
        2022$6,415 +1.8%$186,930
        2021$6,303 0%$186,930
        2020$6,303 +1.5%$186,930
        2019$6,210 +2.5%$186,930 +0.7%
        2018$6,058 +2.1%$185,710
        2017$5,932 +2.4%$185,710
        2016$5,792 +1.6%$185,710
        2015$5,699 +1.4%$185,710
        2014$5,618 -0.9%$185,710 -9.6%
        2013$5,671 +1.4%$205,460
        2012$5,595 +1.4%$205,460
        2011$5,517 +1.3%$205,460
        2010$5,445 +1.7%$205,460
        2009$5,352 +5.6%$205,460 +13.8%
        2008$5,066 +1.6%$180,610
        2007$4,985 +1.7%$180,610
        2006$4,904 +3.1%$180,610 +1.2%
        2005$4,758 +22.6%$178,520 +48.3%
        2002$3,882 +5%$120,370 -9.5%
        1997$3,697 $133,000
        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.
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        Climate risks

        Neighborhood: Chesire Village

        Getting around

        20 / 100
        Car-Dependent
        16 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating
        Schools provided by the listing agent
        • High: Cheshire

        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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