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For sale
  • Price cut: $46K (4/27)
    $1,049,000

    286 South Street, Roxbury, CT 06783

    5beds
    2,804sqft
    : 
    Single Family Residence
    Built in 1977
    8.4 Acres Lot
    $-- Zestimate®
    $374/sqft
    $-- HOA

    What's special

    Comfortable layoutBright slate floored sunroomInviting heated salt poolSpacious bedroomsSerene meadowExpansive pasture area
    Discover this charming 4-bedroom Colonial with 1 additional bedroom is attached in-law apt on the southern side of Roxbury, offering an idyllic escape with seamless access to NYC. This privately situated home rests in a serene meadow, gracefully bordered by Pierce Brook. The main residence features a comfortable layout with a living room and fireplace that flows into the dining area and kitchen. Upstairs, you'll find four spacious bedrooms and two full bathrooms. A bright slate floored sunroom overlooks the inviting heated salt pool, perfect for relaxation and entertaining. Adding to its unique appeal is an attached 1-bedroom in law/guest house with propane heating and cooling, providing flexible space for visitors or extended family. The property boasts level land and lush grounds, including a expansive pasture area, all set against the picturesque backdrop of Pierce Brook. This Roxbury gem combines tranquility with convenience, making it an ideal retreat.
    358 days
    |
    854
    |
    59
    |

    Zillow last checked:

    Listing updated:

    Listed by:

    THE KATHRYN CLAIR TEAM,

    Kathryn Clair (203)948-5255,

    William Pitt Sotheby's Int'l 860-868-6600,

    Co-Listing Agent: Kathryn Bassett 203-841-8161,

    William Pitt Sotheby's Int'l

    Source: Smart MLS,MLS#: 24097497MLS Logo

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      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 5
      • Bathrooms: 5
      • Full bathrooms: 3
      • 1/2 bathrooms: 2
      Rooms
      • Room types: Solarium, Staff Quarters
      Primary bedroom
      • Level: Upper
      • Area: 200 Square Feet
      • Dimensions: 16 x 12.5
      Bedroom
      • Level: Upper
      • Area: 156 Square Feet
      • Dimensions: 12 x 13
      Bedroom
      • Level: Upper
      • Area: 143 Square Feet
      • Dimensions: 13 x 11
      Bedroom
      • Level: Upper
      • Area: 110 Square Feet
      • Dimensions: 11 x 10
      Bedroom
      • Level: Upper
      • Area: 224 Square Feet
      • Dimensions: 16 x 14
      Dining room
      • Level: Main
      • Area: 156 Square Feet
      • Dimensions: 12 x 13
      Kitchen
      • Level: Main
      • Area: 210 Square Feet
      • Dimensions: 10 x 21
      Kitchen
      • Level: Main
      Living room
      • Level: Main
      • Area: 252 Square Feet
      • Dimensions: 14 x 18
      Living room
      • Level: Main
      Sun room
      • Level: Main
      • Area: 143 Square Feet
      • Dimensions: 11 x 13
      Heating
      • Forced Air, Oil
      Cooling
      • Central Air
      Appliances
      • Included: Oven/Range, Range Hood, Refrigerator, Water Heater
      • Laundry: Main Level
      Features
      • Open Floorplan, Entrance Foyer, In-Law Floorplan
      • Basement: Crawl Space
      • Attic: Access Via Hatch
      • Number of fireplaces: 2
      Interior area
      • Total structure area: 2,804
      • Total interior livable area: 2,804 sqft
      • Finished area above ground: 2,804

      Property

      Parking
      • Total spaces: 8
      • Parking features: Attached, Driveway, Garage Door Opener, Private
      • Attached garage spaces: 2
      • Has uncovered spaces: Yes
      Features
      • Patio & porch: Porch
      • Exterior features: Garden
      • Has private pool: Yes
      • Pool features: Vinyl, In Ground
      • Has view: Yes
      • View description: Water
      • Has water view: Yes
      • Water view: Water
      • Waterfront features: Waterfront, Brook
      Lot
      • Size: 8.4 Acres
      • Features: Secluded, Wetlands, Level, Open Lot
      Details
      • Additional structures: Guest House
      • Parcel number: 866200
      • Zoning: res

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Colonial
      • Property subtype: Single Family Residence
      Materials
      • Vinyl Siding
      • Foundation: Block, Concrete Perimeter
      • Roof: Asphalt,Fiberglass
      Condition
      • New construction: No
      • Year built: 1977

      Utilities & green energy

      • Sewer: Septic Tank
      • Water: Well
      • Utilities for property: Cable Available

      Community & HOA

      Community
      • Features: Golf, Health Club, Lake, Library, Medical Facilities, Park, Private School(s), Tennis Court(s)
      HOA
      • Has HOA: No
      Location
      • Region: Roxbury

      Financial & listing details

      • Price per square foot: $374/sqft
      • Tax assessed value: $541,240
      • Annual tax amount: $7,036
      • Date on market: 5/22/2025
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        Estimated market value

        Not available

        Estimated sales range

        Not available

        $6,417/mo

        Price history

        DateEventPrice
        4/27/2026Price change$1,049,000-4.2%$374/sqft
        Source: Smart MLS #24097497 Report a problem
        11/21/2025Price change$1,095,000-8.4%$391/sqft
        Source: Smart MLS #24097497 Report a problem
        5/22/2025Listed for sale$1,195,000$426/sqft
        Source: Smart MLS #24097497 Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$7,036 +3.2%$541,240
        2024$6,820 $541,240
        2023$6,820 +7.5%$541,240 +30.1%
        2022$6,345 +15.7%$416,080 +16.9%
        2021$5,484 -2.5%$356,080
        2020$5,626 -0.3%$356,080
        2019$5,644 $356,080
        2018$5,644 -7.2%$356,080 -16.8%
        2017$6,079 +3.6%$428,110
        2016$5,865 +0.4%$428,110 +0.4%
        2015$5,843 +2.2%$426,470
        2014$5,715 +0.8%$426,470
        2013$5,672 +7.5%$426,470 -2.2%
        2012$5,277 +3.5%$436,090 +1.8%
        2011$5,099 +4.4%$428,470
        2010$4,885 +4.6%$428,470
        2009$4,670 $428,470
        2008$4,670 +2.5%$428,470 +44.9%
        2007$4,555 $295,790
        2006$4,555 $295,790
        2005$4,555 $295,790
        2004$4,555 $295,790
        2003$4,555 +29.9%$295,790 +64.9%
        2001$3,506 $179,410
        2000$3,506 $179,410

        Find assessor info on the county website

        Monthly payment

        Est. payment

          Payment breakdown

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          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.
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          Climate risks

          Neighborhood: 06783

          Getting around

          1 / 100
          Car-Dependent
          5 / 100
          Somewhat Bikeable

          Nearby schools

          GreatSchools rating
          Schools provided by the listing agent
          • Elementary: Booth Free

          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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