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For sale
    • $499,900

    55 Wig Hill Road, Chester, CT 06412

    3beds
    1,774sqft
    : 
    $3,519/mo
    Get pre-qualified
    Single Family Residence
    Built in 1983
    1.43 Acres Lot
    $-- Zestimate®
    $282/sqft
    $-- HOA

    What's special

    Striking raised gas fireplaceTwo-car garageSeparate laundry roomWood floorsPrivate backyardUpdated kitchen
    Set in the charming town of Chester, this three-bedroom, two-bath home offers a versatile layout with thoughtfully updated spaces throughout. The main level features an updated kitchen, wood floors, and an inviting living room anchored by a striking raised gas fireplace that serves as a beautiful focal point. Recent improvements include a new roof and new central air conditioning condenser, adding to the home's appeal. Step outside to a multilevel deck overlooking the private backyard, creating a wonderful extension of the living space. The lower level adds exceptional flexibility with an ADU featuring its own private entrance, along with a separate laundry room and access to the two-car garage. Whether used for additional living space, guests, a home office, or other needs, the layout offers plenty of possibilities. Just a short distance from Chester Village, known for its acclaimed restaurants, independent shops, galleries, and distinctive small-town atmosphere. A unique opportunity to enjoy flexible living, outdoor space, and all that Chester has to offer.
    7 days
    1,053
    105

    Likely to sell faster than

    Zillow last checked:

    Listing updated:

    Listed by:

    Kelly Puorro (860)575-8666,

    Puorro Realty Group 860-558-9740,

    Brandon Puorro 860-575-8799,

    Puorro Realty Group

    Source: Smart MLS,MLS#: 24202647MLS Logo

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 3
      • Bathrooms: 2
      • Full bathrooms: 2
      Rooms
      • Room types: Laundry
      Primary bedroom
      • Features: Ceiling Fan(s), Hardwood Floor
      • Level: Main
      • Area: 171.82 Square Feet
      • Dimensions: 12.1 x 14.2
      Bedroom
      • Features: Ceiling Fan(s), Hardwood Floor
      • Level: Main
      • Area: 129.72 Square Feet
      • Dimensions: 14.1 x 9.2
      Bedroom
      • Features: Hardwood Floor
      • Level: Main
      • Area: 114.66 Square Feet
      • Dimensions: 11.7 x 9.8
      Bathroom
      • Features: Remodeled
      • Level: Main
      • Area: 104.06 Square Feet
      • Dimensions: 12.1 x 8.6
      Bathroom
      • Level: Lower
      • Area: 79.36 Square Feet
      • Dimensions: 12.8 x 6.2
      Family room
      • Level: Lower
      • Area: 358.93 Square Feet
      • Dimensions: 25.1 x 14.3
      Kitchen
      • Features: Remodeled, Balcony/Deck, Dining Area, Eating Space, Kitchen Island, Tile Floor
      • Level: Main
      • Area: 220.22 Square Feet
      • Dimensions: 12.1 x 18.2
      Kitchen
      • Level: Lower
      • Area: 40.8 Square Feet
      • Dimensions: 6 x 6.8
      Living room
      • Features: Bay/Bow Window, Gas Log Fireplace, Hardwood Floor
      • Level: Main
      • Area: 207.27 Square Feet
      • Dimensions: 14.1 x 14.7
      Heating
      • Forced Air, Propane
      Cooling
      • Central Air
      Appliances
      • Included: Oven/Range, Refrigerator, Dishwasher, Washer, Dryer, Water Heater
      • Laundry: Lower Level
      Features
      • Entrance Foyer, In-Law Floorplan
      • Windows: Thermopane Windows
      • Basement: Full,Apartment,Partially Finished,Walk-Out Access
      • Attic: Access Via Hatch
      • Number of fireplaces: 1
      Interior area
      • Total structure area: 1,774
      • Total interior livable area: 1,774 sqft
      • Finished area above ground: 1,174
      • Finished area below ground: 600

      Property

      Parking
      • Total spaces: 2
      • Parking features: Attached
      • Attached garage spaces: 2
      Features
      • Patio & porch: Deck
      • Exterior features: Rain Gutters, Stone Wall
      Lot
      • Size: 1.43 Acres
      • Features: Few Trees, Level
      Details
      • Additional structures: Shed(s)
      • Parcel number: 940812
      • Zoning: R-2

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Ranch
      • Property subtype: Single Family Residence
      Materials
      • Vinyl Siding
      • Foundation: Concrete Perimeter, Raised
      • Roof: Asphalt
      Condition
      • New construction: No
      • Year built: 1983

      Utilities & green energy

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

      Community & HOA

      Community
      • Features: Lake, Library, Park, Shopping/Mall, Stables/Riding
      • Subdivision: Wig Hill
      HOA
      • Has HOA: No
      Location
      • Region: Chester

      Financial & listing details

      • Price per square foot: $282/sqft
      • Tax assessed value: $237,440
      • Annual tax amount: $6,430
      • Date on market: 8/30/2026

        Estimated market value

        Not available

        Estimated sales range

        Not available

        Not available

        Price history

        DateEventPrice
        8/30/2026Listed for sale$499,900+88.6%$282/sqft
        Source: Smart MLS #24202647 Report a problem
        6/28/2004Sold$265,000+60.1%$149/sqft
        Source: Smart MLS #M9081247 Report a problem
        7/26/1999Sold$165,500$93/sqft
        Source: Public Record Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$6,430 +10.8%$237,440
        2024$5,805 +15.1%$237,440 +39.8%
        2023$5,044 +0.7%$169,820
        2022$5,010 $169,820
        2021$5,010 +3.1%$169,820
        2020$4,860 -0.6%$169,820
        2019$4,889 +3.9%$169,820 -2.1%
        2018$4,704 +2.8%$173,510
        2017$4,574 +4.1%$173,510
        2015$4,393 +2%$173,510
        2014$4,307 +15.4%$173,510 +2%
        2013$3,733 -2.3%$170,090
        2012$3,822 +1.6%$170,090
        2011$3,761 $170,090 0%
        2010$3,761 +4.7%$170,120
        2009$3,591 +0.3%$170,120 +13.4%
        2008$3,581 +3.3%$150,000
        2007$3,468 +3.3%$150,000
        2006$3,356 +1.1%$150,000
        2005$3,318 +1.1%$150,000 +0.1%
        2004$3,283 +7.3%$149,900 +34.9%
        2003$3,059 +10.9%$111,100
        2001$2,759 +20.6%$111,100 -6%
        1995$2,288 $118,230
        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: Chester Center

        Getting around

        1 / 100
        Car-Dependent
        3 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating
        Schools provided by the listing agent
        • Elementary: Chester
        • Middle: Winthrop
        • High: Valley

        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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