Skip main navigation
For sale
    • $1,795,000

    233 Southbury Road, Roxbury, CT 06783

    5beds
    5,447sqft
    : 
    $10,281/mo
    Get pre-qualified
    Single Family Residence
    Built in 1988
    10.05 Acres Lot
    $1,744,400 Zestimate®
    $330/sqft
    $-- HOA

    What's special

    Soaring ceilingsPrivate level siteGrand circular drivewaySweeping lawnsFive generously proportioned bedroomsSix bathroomsStriking architecture
    Perched above the tranquil waters of Jacks Brook in southern Roxbury, this Modern Mountain Tudor offers refined open-concept living with exceptional accessibility to New York City, just five minutes from Roxbury Center. Set on a private, level site, the property enjoys protected brookside land that preserves the natural landscape and uninterrupted views that define the home's character. A grand circular driveway introduces the residence, where sweeping lawns and striking architecture create a powerful sense of arrival, privacy, and seclusion. Inside, light-filled interiors showcase soaring ceilings and oversized windows that capture serene vistas from nearly every room, blending contemporary sophistication with warmth and comfort. The remodeled kitchen serves as the heart of the home, seamlessly combining modern design with functional luxury as it flows into the main living areas. With five generously proportioned bedrooms and six bathrooms, the thoughtfully scaled floor plan accommodates both grand entertaining and intimate everyday living. The lower level features a versatile in-law suite complete with a full kitchen, private bedroom, bathroom, living room, separate entrance, and direct access to the grounds, along with an additional great room or family room that opens to the expansive lawn, offering a seamless indoor-outdoor connection ideal for guests or multigenerational living.
    23 days
    |
    739
    |
    28
    |

    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#: 24189301MLS Logo

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 5
      • Bathrooms: 6
      • Full bathrooms: 6
      Rooms
      • Room types: Sitting Room, Staff Quarters
      Primary bedroom
      • Features: High Ceilings, Bedroom Suite, Fireplace, Full Bath, Wall/Wall Carpet
      • Level: Upper
      • Area: 496 Square Feet
      • Dimensions: 31 x 16
      Bedroom
      • Features: Wall/Wall Carpet
      • Level: Upper
      • Area: 234 Square Feet
      • Dimensions: 18 x 13
      Bedroom
      • Features: Full Bath, Jack & Jill Bath, Wall/Wall Carpet
      • Level: Upper
      • Area: 306 Square Feet
      • Dimensions: 17 x 18
      Bedroom
      • Features: Bay/Bow Window
      • Level: Upper
      • Area: 255 Square Feet
      • Dimensions: 17 x 15
      Bedroom
      • Features: Wall/Wall Carpet
      • Level: Upper
      • Area: 247 Square Feet
      • Dimensions: 19 x 13
      Primary bathroom
      • Features: Whirlpool Tub, Walk-In Closet(s), Tile Floor
      • Level: Upper
      • Area: 240 Square Feet
      • Dimensions: 12 x 20
      Den
      • Features: Built-in Features
      • Level: Main
      • Area: 195 Square Feet
      • Dimensions: 15 x 13
      Dining room
      • Features: High Ceilings, Built-in Features
      • Level: Main
      • Area: 360 Square Feet
      • Dimensions: 15 x 24
      Family room
      • Features: Built-in Features
      • Level: Lower
      • Area: 884 Square Feet
      • Dimensions: 26 x 34
      Great room
      • Features: Fireplace
      • Level: Main
      • Area: 435 Square Feet
      • Dimensions: 29 x 15
      Kitchen
      • Features: Breakfast Bar, Breakfast Nook, Built-in Features, Wet Bar, Fireplace, Patio/Terrace
      • Level: Main
      • Area: 320 Square Feet
      • Dimensions: 16 x 20
      Kitchen
      • Features: Galley
      • Level: Lower
      • Area: 88 Square Feet
      • Dimensions: 8 x 11
      Living room
      • Features: High Ceilings, Fireplace, Hardwood Floor
      • Level: Main
      • Area: 420 Square Feet
      • Dimensions: 20 x 21
      Office
      • Level: Upper
      • Area: 169 Square Feet
      • Dimensions: 13 x 13
      Other
      • Features: Breakfast Nook, Built-in Features, Full Bath, Tile Floor
      • Level: Lower
      • Area: 532 Square Feet
      • Dimensions: 28 x 19
      Heating
      • Hot Water, Oil, Propane
      Cooling
      • Central Air
      Appliances
      • Included: Oven/Range, Range Hood, Refrigerator, Water Heater
      • Laundry: Main Level
      Features
      • Open Floorplan, Entrance Foyer, In-Law Floorplan
      • Doors: French Doors
      • Basement: Full,Apartment,Partially Finished,Walk-Out Access,Liveable Space,Concrete
      • Number of fireplaces: 4
      Interior area
      • Total structure area: 5,447
      • Total interior livable area: 5,447 sqft
      • Finished area above ground: 5,447

      Property

      Parking
      • Total spaces: 8
      • Parking features: Attached, Paved, Driveway, Garage Door Opener, Private, Circular Driveway
      • Attached garage spaces: 3
      • Has uncovered spaces: Yes
      Features
      • Patio & porch: Deck
      • Exterior features: Balcony, Stone Wall
      • On waterfront: Yes
      • Waterfront features: Waterfront, Brook, Access
      Lot
      • Size: 10.05 Acres
      • Features: Secluded, Wetlands, Level, Rolling Slope, Open Lot
      Details
      • Parcel number: 867241
      • Zoning: C

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Modern,Tudor
      • Property subtype: Single Family Residence
      Materials
      • Wood Siding, Stucco
      • Foundation: Concrete Perimeter
      • Roof: Asphalt
      Condition
      • New construction: No
      • Year built: 1988

      Utilities & green energy

      • Sewer: Septic Tank
      • Water: Well

      Community & HOA

      Community
      • Features: Golf, Health Club, Lake, Library, Medical Facilities, Playground, Private School(s), Stables/Riding
      HOA
      • Has HOA: No
      Location
      • Region: Roxbury

      Financial & listing details

      • Price per square foot: $330/sqft
      • Tax assessed value: $1,438,570
      • Annual tax amount: $18,701
      • Date on market: 7/6/2026

        Estimated market value

        $1,744,400

        $1.66M - $1.83M

        $7,220/mo

        Price history

        DateEventPrice
        7/6/2026Listed for sale$1,795,000$330/sqft
        Source: Smart MLS #24189301 Report a problem
        7/1/2026Listing removed$1,795,000$330/sqft
        Source: Smart MLS #24146278 Report a problem
        12/31/2025Listed for sale$1,795,000+2795.2%$330/sqft
        Source: Smart MLS #24146278 Report a problem
        4/12/1994Sold$62,000-91.3%$11/sqft
        Source: Public Record Report a problem
        10/26/1993Sold$708,690$130/sqft
        Source: Public Record Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$18,701 +3.2%$1,438,570
        2024$18,126 $1,438,570
        2023$18,126 -3.9%$1,438,570 +16.3%
        2022$18,865 +3.8%$1,237,060 +4.8%
        2021$18,173 -2.5%$1,180,040
        2020$18,645 -0.3%$1,180,040
        2019$18,704 $1,180,040
        2018$18,704 +9.5%$1,180,040 -1.9%
        2017$17,084 +3.7%$1,203,090
        2016$16,482 $1,203,090
        2015$16,482 +2.2%$1,203,090
        2014$16,121 +0.7%$1,203,090
        2013$16,001 +11.9%$1,203,090 +1.8%
        2012$14,301 +1.7%$1,181,910
        2011$14,065 +4.4%$1,181,910
        2010$13,474 +4.6%$1,181,910
        2009$12,883 $1,181,910
        2008$12,883 +29.1%$1,181,910 +82.4%
        2007$9,979 $647,980
        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.
        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.
        See how much you could borrow to make a competitive offer.
        Get pre-qualified

        Climate risks

        Neighborhood: 06783

        Getting around

        4 / 100
        Car-Dependent
        6 / 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.

        A local agent can set up tours, give advice and negotiate with sellers.

        Browse local experts

        Similar homes

              Nearby cities

              Nearby zip codes

              Other Roxbury Topics

                Search
                Updates
                Favorites
                Plan
                Inbox