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For sale
  • $1,149,000

    24 Roxbury Road, Woodbury, CT 06798

    3beds
    4,012sqft
    : 
    $7,928/mo
    Get pre-qualified
    Single Family Residence
    Built in 1987
    9.97 Acres Lot
    $-- Zestimate®
    $286/sqft
    $-- HOA

    What's special

    Central air conditioningOversized two-car garageRecessed lighting throughoutLuxurious italian marble tileImpressive double-door entranceBright four-season sunroomUnique indoor water feature
    Private Litchfield County Retreat on Nearly 10 Acres Tucked among the picturesque hills of Litchfield County, along the desirable Woodbury/Roxbury line, this distinctive Colonial-Contemporary residence offers an exceptional combination of privacy, natural beauty, and modern comfort on nearly 10 acres. Surrounded by mature trees, lush landscaping, and vibrant plantings, the property enjoys a peaceful, secluded setting with the gentle sounds of Transylvania Brook flowing just beyond the backyard. A long, paved, beautifully illuminated driveway leads to the home, where an impressive double-door entrance welcomes you into a spacious foyer featuring a unique indoor water feature. The thoughtfully designed interior offers three generously sized bedrooms, two-and-a-half beautifully renovated bathrooms with luxurious Italian marble tile, and recessed lighting throughout. The inviting lower-level family room opens through French doors to an expansive stone patio and a heated, inground Gunite swimming pool, creating an ideal setting for relaxing or entertaining. A bright four-season sunroom captures sweeping views of the surrounding landscape, while a dedicated office provides a comfortable and private work-from-home space. The spacious primary suite is a true retreat, featuring a walk-in closet, Jacuzzi tub, private balcony overlooking the pool, and a versatile bonus room that can be customized as a reading room, home gym, nursery, or additional living space. Additional fe include a fenced yard, outdoor storage sheds, central air conditioning, whole-house generator, oversized two-car garage, and a large unfinished basement offering abundant storage and future possibilities. Whether you're seeking a peaceful full-time residence or a private weekend getaway, this exceptional property offers a wonderful balance of elegance, comfort, and natural serenity in one of Litchfield County's most desirable settings. A rare opportunity to enjoy privacy, beautiful grounds, and modern amenities in a truly tranquil country setting. PLEASE USE 4 TRANSYLVANIA ROAD, ROXBURY, CT (MAILING ADDRESS) FOR GPS DIRECTIONS.
    27 days
    832
    51

    Zillow last checked:

    Listing updated:

    Listed by:

    Neumann | Kelley Properties Team at Houlihan Lawrence,

    Shaylene Neumann (203)948-4655,

    Houlihan Lawrence 203-746-6565,

    Co-Listing Agent: Joseph Kelley 917-525-6727,

    Houlihan Lawrence

    Source: Smart MLS,MLS#: 24209744MLS Logo

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 3
      • Bathrooms: 3
      • Full bathrooms: 2
      • 1/2 bathrooms: 1
      Primary bedroom
      • Features: Skylight, Balcony/Deck, Walk-In Closet(s), Wall/Wall Carpet
      • Level: Upper
      • Area: 360 Square Feet
      • Dimensions: 18 x 20
      Bedroom
      • Features: Wall/Wall Carpet
      • Level: Upper
      • Area: 255 Square Feet
      • Dimensions: 17 x 15
      Bedroom
      • Features: Wall/Wall Carpet
      • Level: Upper
      • Area: 238 Square Feet
      • Dimensions: 14 x 17
      Primary bathroom
      • Features: Full Bath, Stall Shower, Whirlpool Tub, Tile Floor
      • Level: Upper
      • Area: 242 Square Feet
      • Dimensions: 11 x 22
      Bathroom
      • Features: Full Bath, Stall Shower, Tile Floor
      • Level: Upper
      • Area: 55 Square Feet
      • Dimensions: 5 x 11
      Bathroom
      • Features: Tile Floor
      • Level: Main
      • Area: 30 Square Feet
      • Dimensions: 6 x 5
      Den
      • Features: Wall/Wall Carpet
      • Level: Upper
      • Area: 238 Square Feet
      • Dimensions: 17 x 14
      Dining room
      • Features: 2 Story Window(s), Hardwood Floor
      • Level: Main
      • Area: 180 Square Feet
      • Dimensions: 12 x 15
      Family room
      • Features: French Doors, Patio/Terrace, Tile Floor
      • Level: Lower
      • Area: 374 Square Feet
      • Dimensions: 17 x 22
      Kitchen
      • Features: Eating Space, Kitchen Island, Hardwood Floor
      • Level: Main
      • Area: 169 Square Feet
      • Dimensions: 13 x 13
      Living room
      • Features: Vaulted Ceiling(s), Fireplace, Wall/Wall Carpet
      • Level: Main
      • Area: 288 Square Feet
      • Dimensions: 12 x 24
      Sun room
      • Features: French Doors, Hardwood Floor
      • Level: Main
      • Area: 168 Square Feet
      • Dimensions: 14 x 12
      Heating
      • Forced Air, Oil
      Cooling
      • Central Air
      Appliances
      • Included: Oven/Range, Oven, Refrigerator, Dishwasher, Disposal, Electric Water Heater, Water Heater
      • Laundry: Main Level
      Features
      • Doors: French Doors
      • Basement: Full,Unfinished,Storage Space,Concrete
      • Attic: Access Via Hatch
      • Number of fireplaces: 1
      Interior area
      • Total structure area: 4,012
      • Total interior livable area: 4,012 sqft
      • Finished area above ground: 4,012

      Property

      Parking
      • Total spaces: 6
      • Parking features: Attached, Driveway, Garage Door Opener, Private, Paved
      • Attached garage spaces: 2
      • Has uncovered spaces: Yes
      Features
      • Patio & porch: Terrace, Patio, Deck
      • Exterior features: Lighting, Balcony, Garden, Stone Wall
      • Has private pool: Yes
      • Pool features: Gunite, Heated, In Ground
      • Fencing: Partial
      • Has view: Yes
      • View description: Water
      • Has water view: Yes
      • Water view: Water
      • Waterfront features: Access
      Lot
      • Size: 9.97 Acres
      • Features: Secluded, Interior Lot, Few Trees, Level, Landscaped
      Details
      • Additional structures: Shed(s)
      • Parcel number: 934808
      • Zoning: OS80

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Contemporary
      • Property subtype: Single Family Residence
      Materials
      • Clapboard
      • Foundation: Concrete Perimeter
      • Roof: Wood
      Condition
      • New construction: No
      • Year built: 1987

      Utilities & green energy

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

      Community & HOA

      Community
      • Features: Park, Near Public Transport
      • Subdivision: Transylvania
      HOA
      • Has HOA: No
      Location
      • Region: Woodbury

      Financial & listing details

      • Price per square foot: $286/sqft
      • Tax assessed value: $476,210
      • Annual tax amount: $11,924
      • Date on market: 10/2/2026

        Estimated market value

        Not available

        Estimated sales range

        Not available

        Not available

        Price history

        DateEventPrice
        10/2/2026Listed for sale$1,149,000$286/sqft
        Source: Smart MLS #24209744 Report a problem
        12/19/2025Listing removed$1,149,000$286/sqft
        Source: Smart MLS #24132695 Report a problem
        11/13/2025Price change$1,149,000-3.8%$286/sqft
        Source: Smart MLS #24132695 Report a problem
        10/26/2025Price change$1,195,000-6.3%$298/sqft
        Source: Smart MLS #24132695 Report a problem
        9/13/2025Listed for sale$1,275,000+65.8%$318/sqft
        Source: Smart MLS #24124627 Report a problem
        4/1/2025Sold$769,000+3.2%$192/sqft
        Source: Smart MLS #24017605 Report a problem
        3/11/2025Price change$744,900-11.2%$186/sqft
        Source: Smart MLS #24017605 Report a problem
        12/18/2024Price change$839,000-6.3%$209/sqft
        Source: Smart MLS #24017605 Report a problem
        11/21/2024Price change$895,000-10.1%$223/sqft
        Source: Smart MLS #24017605 Report a problem
        10/11/2024Price change$995,000-7.9%$248/sqft
        Source: Smart MLS #24017605 Report a problem
        7/28/2024Price change$1,080,000-6%$269/sqft
        Source: Smart MLS #24017605 Report a problem
        6/13/2024Price change$1,149,000-8%$286/sqft
        Source: Smart MLS #24017605 Report a problem
        5/24/2024Listed for sale$1,249,000+108.2%$311/sqft
        Source: Smart MLS #24017605 Report a problem
        9/6/1990Sold$600,000$150/sqft
        Source: Agent Provided Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$11,248 +1.9%$476,210
        2024$11,034 +4.1%$476,210 +30.5%
        2023$10,601 -0.4%$364,780
        2022$10,641 $364,780
        2021$10,641 $364,780
        2020$10,641 $364,780
        2019$10,641 -9%$364,780 -17.1%
        2018$11,697 -2.1%$440,070
        2017$11,952 +3.3%$440,070
        2016$11,569 +0.8%$440,070
        2015$11,473 +1.5%$440,070
        2014$11,305 +5.1%$440,070 -4.3%
        2013$10,758 -3.4%$459,750
        2012$11,140 +7.9%$459,750
        2011$10,326 +4.7%$459,750
        2010$9,862 +1.5%$459,750
        2009$9,715 -2.6%$459,750 +12.2%
        2008$9,974 +1.6%$409,600
        2007$9,814 +5.1%$409,600
        2006$9,335 +6.4%$409,600
        2005$8,774 $409,600
        2004$8,774 +41.6%$409,600 +80.1%
        2003$6,196 $227,390
        Find assessor info on the county website

        Monthly payment

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        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: 06798

        Getting around

        1 / 100
        Car-Dependent
        2 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating
        Schools provided by the listing agent
        • Elementary: Mitchell
        • High: Nonnewaug

        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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