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For sale
  • $998,000

    16 Jonathan Drive, Roxbury, CT 06783

    3beds
    2,028sqft
    : 
    $6,107/mo
    Get pre-qualified
    Single Family Residence
    Built in 2003
    2.29 Acres Lot
    $-- Zestimate®
    $492/sqft
    $-- HOA

    What's special

    Two fireplacesGraceful rounded-front porchLovely groundsLiving and dining roomsCozy denBeautifully landscaped groundsSpacious primary suite
    Tucked away on a highly sought-after country road, this charming Colonial has been lovingly maintained by its original owners and offers privacy, lovely grounds, and exceptionally low taxes. Distinctive character begins with its graceful rounded-front porch and continues throughout this exceptionally well-built home, where timeless craftsmanship meets enduring charm. A welcoming foyer features a distinctive staircase to the upper level and opens to the living and dining rooms on the left, while a cozy den flows into the bright eat-in kitchen on the right. The laundry and half bath are conveniently located just off the kitchen. Beautiful hardwood floors, two fireplaces, and French doors leading to private patios create inviting spaces for everyday living and entertaining. Upstairs, the spacious primary suite offers walk-in closets and a well-appointed bath with Jacuzzi and large separate shower. Two additional bedrooms feature generous closets, complemented by a large linen closet. This well loved home has beautifully landscaped grounds, mature plantings, private patios and a cute garden shed creating a peaceful country retreat. There is an approx 1,100 sq ft basement with tall ceilings offering a great expansion opportunity, or excellent for storage. Roxbury is a quintessential New England community with very low taxes and home to the well-regarded Booth Free School. It is also known for its natural beauty, historic character, and strong sense of community. Conveniently located near Southbury, Bridgewater, Washington, and Woodbury, with hiking, parks, dining, and shopping nearby. Roxbury captures the timeless elegance of New England country living, where rolling hills, stone walls, historic architecture, open fields, and wooded landscapes create a setting of exceptional natural beauty. Peaceful and private yet conveniently connected to neighboring towns, Roxbury offers a rare sense of escape without sacrificing access to fine dining, boutique shopping, cultural destinations, and outdoor recreation. The community is known for its historic character, beautiful countryside, and strong sense of place, with the highly regarded Booth Free School adding to its appeal. From quiet mornings surrounded by nature to afternoons exploring nearby trails and charming villages, Roxbury offers an understated, sophisticated lifestyle just 90 minutes from New York City.
    1 day
    198
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    Zillow last checked:

    Listing updated:

    Listed by:

    The Cornerstone Team at William Raveis Real Estate,

    Ginny Gordon-O'Neill (774)222-5590,

    William Raveis Real Estate 203-794-9494

    Source: Smart MLS,MLS#: 24204225MLS Logo

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 3
      • Bathrooms: 3
      • Full bathrooms: 2
      • 1/2 bathrooms: 1
      Primary bedroom
      • Features: Bedroom Suite, Ceiling Fan(s), Wall/Wall Carpet
      • Level: Upper
      Bedroom
      • Features: Wall/Wall Carpet
      • Level: Upper
      Bedroom
      • Features: Wall/Wall Carpet
      • Level: Upper
      Dining room
      • Features: French Doors, Patio/Terrace, Hardwood Floor
      • Level: Main
      Living room
      • Features: Bay/Bow Window, Hardwood Floor
      • Level: Main
      Heating
      • Forced Air, Propane
      Cooling
      • Ceiling Fan(s), Central Air
      Appliances
      • Included: Gas Cooktop, Oven, Microwave, Refrigerator, Dishwasher, Washer, Dryer, Water Heater
      • Laundry: Main Level
      Features
      • Doors: French Doors
      • Basement: Full,Interior Entry,Concrete
      • Attic: Storage,Pull Down Stairs
      • Number of fireplaces: 2
      Interior area
      • Total structure area: 2,028
      • Total interior livable area: 2,028 sqft
      • Finished area above ground: 2,028

      Property

      Parking
      • Total spaces: 2
      • Parking features: Attached, Garage Door Opener
      • Attached garage spaces: 2
      Features
      • Patio & porch: Patio
      • Exterior features: Garden
      Lot
      • Size: 2.29 Acres
      • Features: Secluded, Interior Lot, Few Trees, Dry, Cul-De-Sac
      Details
      • Additional structures: Shed(s)
      • Parcel number: 867178
      • Zoning: C

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Colonial
      • Property subtype: Single Family Residence
      Materials
      • Clapboard
      • Foundation: Concrete Perimeter
      • Roof: Asphalt
      Condition
      • New construction: No
      • Year built: 2003

      Utilities & green energy

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

      Community & HOA

      HOA
      • Has HOA: No
      Location
      • Region: Roxbury

      Financial & listing details

      • Price per square foot: $492/sqft
      • Tax assessed value: $414,890
      • Annual tax amount: $5,394
      • Date on market: 9/9/2026

        Estimated market value

        Not available

        Estimated sales range

        Not available

        Not available

        Price history

        DateEventPrice
        9/9/2026Listed for sale$998,000+5.1%$492/sqft
        Source: Smart MLS #24204225 Report a problem
        7/14/2026Listing removed$950,000$468/sqft
        Source: Smart MLS #24153218 Report a problem
        4/19/2026Price change$950,000+13.1%$468/sqft
        Source: Smart MLS #24153218 Report a problem
        4/16/2026Price change$840,000-15.6%$414/sqft
        Source: Smart MLS #24153218 Report a problem
        3/8/2026Price change$995,000-5.2%$491/sqft
        Source: Smart MLS #24153218 Report a problem
        2/9/2026Listed for sale$1,050,000+1300%$518/sqft
        Source: Smart MLS #24153218 Report a problem
        4/16/2002Sold$75,000$37/sqft
        Source: Public Record Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$5,394 +3.2%$414,890
        2024$5,228 $414,890
        2023$5,228 +2.8%$414,890 +24.4%
        2022$5,086 -1%$333,480
        2021$5,136 -2.5%$333,480
        2020$5,269 -0.3%$333,480
        2019$5,286 $333,480
        2018$5,286 +4%$333,480 -6.8%
        2017$5,082 +3.7%$357,880
        2016$4,903 +0.3%$357,880 +0.3%
        2015$4,890 +2.2%$356,930
        2014$4,783 +0.8%$356,930
        2013$4,747 -8.4%$356,930 -16.7%
        2012$5,184 +1.7%$428,390
        2011$5,098 +4.4%$428,390 0%
        2010$4,884 +4.6%$428,420
        2009$4,670 $428,420
        2008$4,670 +11.7%$428,420 +57.8%
        2007$4,180 +0.3%$271,410 +0.3%
        2006$4,167 $270,570
        2005$4,167 +102.5%$270,570 +102.5%
        2004$2,058 +134.4%$133,620 +134.4%
        2003$878 $57,000
        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.
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        Climate risks

        Neighborhood: 06783

        Getting around

        1 / 100
        Car-Dependent
        7 / 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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