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For sale
  • $3,495,000

    35 Schoolhouse Road, Roxbury, CT 06783

    4beds
    4,456sqft
    : 
    $22,365/mo
    Get pre-qualified
    Single Family Residence
    Built in 1951
    10 Acres Lot
    $-- Zestimate®
    $784/sqft
    $-- HOA

    What's special

    Subtle Sophistication in A++ Roxbury Locale. Perfectly sited in an estate area of Roxbury on a quiet country road, this renovated country cottage exudes understated elegance & modern comfort. Main house offers one-level living & turn-key perfection, w/chic kitchen featuring custom cabinetry, stainless steel appliances, it flows seamlessly into the dining room. Dramatic great room w/floor-to-ceiling glass & fireplace anchors the living spaces, opening directly to large deck for effortless outdoor entertaining & picturesque views of the grounds. There are 4 ensuite bdrms, incl a stunning 1st-flr primary suite w/sitting room, gas fireplace, 2 fully built-out walk-in closets, & French doors leading to a private terrace with outdoor fireplace. Cozy library/den with built-ins and a versatile lower-level bonus space are ideal for an art studio or private home office. Add'l highlights incl a steam shower, smart-home features, radiant heat w/hydro-air backup, 2 washers & dryers. Dramatic post-and-beam guest house w/ vaulted ceiling, balcony, & full kitchen sits above a 2 car garage and prep kitchen, offering a private retreat complete w/its own washer/dryer. The grounds are exceptional-mature trees, stone walls, a pond, sweeping lawns, and lush gardens surrounding a heated gunite pool. Expansive porches and terraces provide seamless indoor-outdoor living, ensuring total privacy. Minutes from The Mayflower Inn, town center and close to acres of Roxbury Land Trust. 90 min to NYC.
    23 days
    953
    65

    Zillow last checked:

    Listing updated:

    Listed by:

    Pels Matthews (203)671-5432,

    W. Raveis Lifestyles Realty 860-868-0511,

    Rebecca Doh 860-601-4406,

    W. Raveis Lifestyles Realty

    Source: Smart MLS,MLS#: 24201025MLS Logo

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 4
      • Bathrooms: 5
      • Full bathrooms: 4
      • 1/2 bathrooms: 1
      Primary bedroom
      • Level: Main
      Bedroom
      • Features: Full Bath
      • Level: Main
      Bedroom
      • Features: Full Bath
      • Level: Main
      Bedroom
      • Features: Bedroom Suite, Full Bath, Patio/Terrace
      • Level: Lower
      Den
      • Level: Main
      Dining room
      • Level: Main
      Kitchen
      • Level: Main
      Library
      • Level: Main
      Living room
      • Level: Main
      Office
      • Level: Lower
      Heating
      • Hydro Air, Radiant, Propane
      Cooling
      • Central Air
      Appliances
      • Included: Oven/Range, Microwave, Refrigerator, Dishwasher, Washer, Dryer, Water Heater
      • Laundry: Lower Level, Main Level
      Features
      • Sound System, Open Floorplan, In-Law Floorplan
      • Doors: French Doors
      • Basement: Full,Heated,Cooled,Partially Finished,Liveable Space,Concrete
      • Attic: Access Via Hatch
      • Number of fireplaces: 1
      Interior area
      • Total structure area: 4,456
      • Total interior livable area: 4,456 sqft
      • Finished area above ground: 3,115
      • Finished area below ground: 1,341

      Property

      Parking
      • Total spaces: 5
      • Parking features: Detached, Paved, Driveway, Garage Door Opener, Private, Asphalt
      • Garage spaces: 2
      • Has uncovered spaces: Yes
      Features
      • Patio & porch: Deck, Patio
      • Exterior features: Balcony, Rain Gutters
      • Has private pool: Yes
      • Pool features: Gunite, Heated, In Ground
      • Has view: Yes
      • View description: Water
      • Has water view: Yes
      • Water view: Water
      • Waterfront features: Waterfront, Pond
      Lot
      • Size: 10 Acres
      • Features: Few Trees, Level, Cleared, Landscaped, Rolling Slope
      Details
      • Additional structures: Guest House
      • Parcel number: 866818
      • Zoning: C

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Cottage
      • Property subtype: Single Family Residence
      Materials
      • Vertical Siding
      • Foundation: Concrete Perimeter
      • Roof: Metal
      Condition
      • New construction: No
      • Year built: 1951

      Utilities & green energy

      • Sewer: Septic Tank
      • Water: Well

      Community & HOA

      Community
      • Features: Library, Park, Private School(s), Tennis Court(s)
      • Security: Security System
      HOA
      • Has HOA: No
      Location
      • Region: Roxbury

      Financial & listing details

      • Price per square foot: $784/sqft
      • Tax assessed value: $881,650
      • Annual tax amount: $11,461
      • Date on market: 8/21/2026

        Estimated market value

        Not available

        Estimated sales range

        Not available

        Not available

        Price history

        DateEventPrice
        8/27/2026Listed for sale$3,495,000-4.2%$784/sqft
        Source: Smart MLS #24201025 Report a problem
        11/11/2025Listing removed$3,650,000$819/sqft
        Source: Smart MLS #24129938 Report a problem
        9/30/2025Listed for sale$3,650,000+72.6%$819/sqft
        Source: Smart MLS #24129938 Report a problem
        5/15/2025Listing removed$32,500$7/sqft
        Source: Zillow Rentals Report a problem
        10/15/2024Listed for rent$32,500+30%$7/sqft
        Source: Zillow Rentals Report a problem
        6/28/2024Listing removed--
        Source: Zillow Rentals Report a problem
        5/31/2024Price change$25,000-16.7%$6/sqft
        Source: Zillow Rentals Report a problem
        5/4/2024Price change$30,000-14.3%$7/sqft
        Source: Zillow Rentals Report a problem
        3/15/2024Price change$35,000-6.7%$8/sqft
        Source: Zillow Rentals Report a problem
        11/8/2023Listed for rent$37,500+7.1%$8/sqft
        Source: Zillow Rentals Report a problem
        1/11/2023Listing removed--
        Source: Zillow Rentals Report a problem
        11/15/2022Listed for rent$35,000$8/sqft
        Source: William Raveis Real Estate, Mortgage & Insurance #170536226 Report a problem
        5/4/2022Listing removed--
        Source: William Raveis Real Estate, Mortgage & Insurance Report a problem
        3/23/2022Price change$35,000-17.6%$8/sqft
        Source: William Raveis Real Estate, Mortgage & Insurance #170462072 Report a problem
        1/20/2022Listed for rent$42,500+6.3%$10/sqft
        Source: William Raveis Real Estate, Mortgage & Insurance #170462072 Report a problem
        6/6/2021Listing removed--
        Source: William Raveis Real Estate, Mortgage & Insurance Report a problem
        5/10/2021Price change$40,000-20%$9/sqft
        Source: William Raveis Real Estate, Mortgage & Insurance #170388660 Report a problem
        4/13/2021Price change$50,000-50%$11/sqft
        Source: William Raveis Real Estate, Mortgage & Insurance #170388660 Report a problem
        4/11/2021Listed for rent$100,000+2757.1%$22/sqft
        Source: William Raveis Real Estate, Mortgage & Insurance #170388660 Report a problem
        3/23/2020Listing removed$3,500$1/sqft
        Source: William Raveis Real Estate #170283193 Report a problem
        3/20/2020Price change$3,500-92.2%$1/sqft
        Source: William Raveis Real Estate #170283193 Report a problem
        10/9/2019Listed for rent$45,000-18.2%$10/sqft
        Source: William Raveis Real Estate #170242979 Report a problem
        1/14/2019Listing removed$55,000$12/sqft
        Source: William Raveis Real Estate #170154560 Report a problem
        1/10/2019Listed for rent$55,000$12/sqft
        Source: William Raveis Real Estate #170154560 Report a problem
        5/10/2018Sold$2,115,000+2.7%$475/sqft
        Source: Smart MLS #170047137 Report a problem
        8/4/2015Sold$2,060,000+123.9%$462/sqft
        Source: Public Record Report a problem
        5/24/2006Sold$920,000+561.9%$206/sqft
        Source: Public Record Report a problem
        2/25/1997Sold$139,000$31/sqft
        Source: Public Record Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$11,461 +3.2%$881,650
        2024$11,109 $881,650
        2023$11,109 +0.7%$881,650 +21.9%
        2022$11,027 -1%$723,090
        2021$11,136 -2.5%$723,090
        2020$11,425 -0.3%$723,090
        2019$11,461 $723,090
        2018$11,461 -5.1%$723,090 -15%
        2017$12,083 +9.6%$850,920 +5.7%
        2016$11,025 $804,740
        2015$11,025 +2.2%$804,740
        2014$10,784 +0.8%$804,740
        2013$10,703 +31%$804,740 +19.2%
        2012$8,171 +1.7%$675,260
        2011$8,036 +4.9%$675,260 +0.5%
        2010$7,661 +4.6%$671,980
        2009$7,325 $671,980
        2008$7,325 +2.6%$671,980 +44.9%
        2007$7,141 $463,720
        2006$7,141 $463,720
        2005$7,141 $463,720
        2004$7,141 $463,720
        2003$7,141 +112.8%$463,720 +170.1%
        2000$3,355 $171,710
        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.
        See how much you could borrow to make a competitive offer.

        Climate risks

        Neighborhood: 06783

        Getting around

        0 / 100
        Car-Dependent
        2 / 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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