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Sold for $995,000
  • $995,000

    286 South Street, Roxbury, CT 06783

    5beds
    2,804sqft
    Single Family Residence
    Built in 1977
    8.4 Acres Lot
    $995,900 Zestimate®
    $355/sqft
    $6,388 Estimated rent

    Home value

    $995,900

    $906,000 - $1.10M

    $6,388/mo

    Zestimate® history
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    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.

    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

    Bought with:

    Kathryn Clair, RES.0759765

    William Pitt Sotheby's Int'l

    Source: Smart MLS,MLS#: 24097497MLS Logo

    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: $355/sqft
    • Tax assessed value: $541,240
    • Annual tax amount: $7,036
    • Date on market: 5/22/2025

    Price history

    DateEventPrice
    9/11/2026Sold$995,000$355/sqft
    Source: Smart MLS #24097497 Report a problem
    7/23/2026Pending sale$995,000$355/sqft
    Source: Smart MLS #24097497 Report a problem
    5/20/2026Price change$995,000-5.1%$355/sqft
    Source: Smart MLS #24097497 Report a problem
    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

    Neighborhood: 06783

    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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    $995,900
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    Sell for more on Zillow
    Get a Zillow Showcase℠ listing at no additional cost and you could sell for .
    $995,900
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    +$19,918
    With Zillow Showcase(estimated)
    $1,015,818