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For sale
  • $950,000

    50 Southbury Road, Roxbury, CT 06783

    5beds
    1,959sqft
    : 
    $6,008/mo
    Get pre-qualified
    Single Family Residence
    Built in 1817
    8.71 Acres Lot
    $-- Zestimate®
    $485/sqft
    $-- HOA

    What's special

    Wood-burning fireplaceOriginal hand-hewn beamsMature treesClassic plaster wallsLush gardensWide-plank oak floorsFormal dining room
    * A beautiful 3-bedroom historic farmhouse * A separate 2-bedroom guest house * A pristine 6.71-acre building lot Move in and enjoy lush, pastoral Roxbury right away in the charming and immaculate 3-bedroom, c. 1817 main house, and host family and guests in the separate 2-bedroom guest house. The adjacent 6.71-acre parcel at the rear lets you protect your views and privacy forever. You can also build the 4-bedroom estate of your dreams on this approved building lot, with its own driveway and road access. Or use the mostly flat lot as an orchard or garden, or hold the separate parcel as an investment to sell in the future. The lot abuts preserved land. Located in southern Roxbury, just 90 minutes from New York City, the main residence exudes rustic character, with original hand-hewn beams, wide-plank oak floors, a wood-burning fireplace, and classic plaster walls. A brand-new standing-seam metal roof carries a lifetime guarantee. At the heart of the house is a spacious eat-in kitchen. On one side are a formal dining room and a library, and on the other is a sunlit double living room wrapped in windows. The 658-square-foot guest house overlooks a spring-fed pond and Little Jacks Brook. It has a generous living room, two bedrooms, and a full bath, and it runs on its own well and septic system. The grounds are serene and beautifully landscaped, with a cantilevered "waterfront" sun deck, mature trees, lush gardens, and a gently rolling lawn. This wonderful home has been frequently published and blends history, potential, and natural beauty in one of Litchfield County's most coveted locations. The possibilities of this Roxbury compound are many and endless. Additional purchase options: Main House and Guest House on 2 acre deeded lot $695,000 or building lot 6.71 acres $395,000. House buyer has right of first refusal, lot cannot be sold until home is sold.
    27 days
    2,062
    205

    Zillow last checked:

    Listing updated:

    Listed by:

    MADONNA & PHILLIPS TEAM AT WILLIAM PITT SOTHEBY’S INTERNATIONAL REALTY,

    Jeffrey Phillips (917)284-8276,

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

    Source: Smart MLS,MLS#: 24209875MLS Logo

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 5
      • Bathrooms: 3
      • Full bathrooms: 3
      Primary bedroom
      • Level: Main
      Bedroom
      • Level: Upper
      Bedroom
      • Level: Upper
      Bedroom
      • Level: Other
      Bedroom
      • Level: Other
      Living room
      • Level: Main
      Heating
      • Baseboard, Electric
      Cooling
      • None
      Appliances
      • Included: Gas Range, Refrigerator, Dishwasher, Washer, Dryer, Electric Water Heater, Water Heater
      • Laundry: Main Level
      Features
      • Basement: Partial
      • Attic: None
      • Number of fireplaces: 1
      Interior area
      • Total structure area: 1,959
      • Total interior livable area: 1,959 sqft
      • Finished area above ground: 1,959
      • Finished area below ground: 0

      Property

      Parking
      • Total spaces: 1
      • Parking features: Detached
      • Garage spaces: 1
      Features
      • Patio & porch: Deck, Patio
      • Exterior features: Garden, Stone Wall
      • On waterfront: Yes
      • Waterfront features: Waterfront, Pond, Walk to Water
      Lot
      • Size: 8.71 Acres
      • Features: Few Trees, Sloped
      Details
      • Additional structures: Guest House
      • Parcel number: 866798
      • Zoning: A

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Cape Cod
      • Property subtype: Single Family Residence
      Materials
      • Wood Siding
      • Foundation: Block, Stone
      • Roof: Wood,Metal
      Condition
      • New construction: No
      • Year built: 1817

      Utilities & green energy

      • Sewer: Septic Tank
      • Water: Well

      Community & HOA

      HOA
      • Has HOA: No
      Location
      • Region: Roxbury

      Financial & listing details

      • Price per square foot: $485/sqft
      • Tax assessed value: $375,340
      • Annual tax amount: $4,879
      • Date on market: 9/26/2026

        Estimated market value

        Not available

        Estimated sales range

        Not available

        Not available

        Price history

        DateEventPrice
        9/26/2026Listed for sale$950,000+31%$485/sqft
        Source: Smart MLS #24209875 Report a problem
        9/26/2026Listing removed$725,000$370/sqft
        Source: Smart MLS #24178189 Report a problem
        5/26/2026Listed for sale$725,000-23.7%$370/sqft
        Source: Smart MLS #24178189 Report a problem
        8/7/2025Listed for sale$950,000+660%$485/sqft
        Source: Smart MLS #24117695 Report a problem
        12/30/2014Sold$125,000-77.5%$64/sqft
        Source: Public Record Report a problem
        6/14/2013Listing removed$555,000$283/sqft
        Source: Litchfield Hills Sotheby's International Realty #L143355 Report a problem
        7/22/2011Listed for sale$555,000$283/sqft
        Source: Litchfield Hills Sotheby's International Realty #98509011 Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$4,879 +3.2%$375,340
        2024$4,729 $375,340
        2023$4,729 +3.2%$375,340 +24.9%
        2022$4,582 -1%$300,470
        2021$4,627 -2.5%$300,470
        2020$4,747 -0.3%$300,470
        2019$4,762 $300,470
        2018$4,762 +4%$300,470 -6.8%
        2017$4,579 +3.6%$322,480
        2016$4,418 $322,480
        2015$4,418 +2.2%$322,480
        2014$4,321 +0.7%$322,480
        2013$4,289 +6.7%$322,480 -2.9%
        2012$4,019 +1.7%$332,130
        2011$3,952 +4.4%$332,130
        2010$3,786 +4.6%$332,130
        2009$3,620 $332,130
        2008$3,620 -14%$332,130 +21.5%
        2007$4,211 +1.4%$273,470 +1.4%
        2006$4,151 $269,570
        2005$4,151 $269,570
        2004$4,151 $269,570
        2003$4,151 +3.6%$269,570 +31.5%
        2001$4,006 $205,020
        2000$4,006 $205,020
        Find assessor info on the county website

        Monthly payment

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        Payment breakdown

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        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: 06783

        Getting around

        8 / 100
        Car-Dependent

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