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Off market
  • Zestimate®
    $2,642,700

    220 Painter Hill Rd, Roxbury, CT 06783

    4beds
    4,590sqft
    SingleFamily
    Built in 2007
    4.68 Acres Lot
    $2,642,700 Zestimate®
    $576/sqft
    $6,744 Estimated rent

    Home value

    $2,642,700

    $2.51M - $2.77M

    $6,744/mo

    Zestimate® history
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    Rent Zestimate®

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    $15,092/mo

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    What's special

    Enjoy year round sunsets from atop Painter Hill, Roxburys highest elevation and one of its most prestigious locations. Newly renovated, 4-5 bedrooms, 4500+ sq feet, 3 story elevator, game/media room. Luxury chefs kitchen with walk-in pantry, high end appliances, large island and chic bar opens to spacious screened porch with dining and sitting nooks. Expanded mahogany deck creates an outdoor great room, perfect for entertaining al fresco. Dining room opens to sunset porch with pergola, custom trellis and herb garden. Designer, irrigated, landscaping featuring: apple orchard, rebuilt stone walls, gorgeous pond with waterfall. Spectacular custom pool with lap lane, lounging platform, and firepit with stone seating. 3000 bottle wine cellar, heated garage, carport with pergola, oil/stone driveway. Just 5 minutes to Washington and 10 minutes to Woodbury with its large organic market and fine dining. Multiple land trust hiking trails in immediate vicinity. Move right in and enjoy all the Litchfield County has to offer! Agent is Owner

    This property is not currently displayed as for sale or rent on Zillow. This may be different from what's on other websites or public sources.

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 4
    • Bathrooms: 5
    • Full bathrooms: 4
    • 1/2 bathrooms: 1
    Heating
    • Forced air, Electric, Oil, Propane / Butane
    Cooling
    • Central
    Appliances
    • Included: Washer
    Features
    • Basement: Partially finished
    • Has fireplace: Yes
    Interior area
    • Total interior livable area: 4,590 sqft

    Property

    Parking
    • Total spaces: 2
    • Parking features: Carport
    Features
    • Exterior features: Wood
    Lot
    • Size: 4.68 Acres
    Details
    • Parcel number: ROXBM30L48

    Construction

    Type & style
    • Home type: SingleFamily
    Materials
    • Frame
    • Roof: Asphalt
    Condition
    • Year built: 2007

    Community & HOA

    Location
    • Region: Roxbury

    Financial & listing details

    • Price per square foot: $576/sqft
    • Tax assessed value: $781,830
    • Annual tax amount: $10,164

    Price history

    DateEventPrice
    11/9/2026Listing removed$2,750,000$599/sqft
    Source: Smart MLS #24167130 Report a problem
    7/29/2026Price change$2,750,000-5%$599/sqft
    Source: Smart MLS #24167130 Report a problem
    4/15/2026Listed for sale$2,895,000+7.4%$631/sqft
    Source: Smart MLS #24167130 Report a problem
    6/16/2023Listing removed--
    Source: William Raveis Real Estate, Mortgage & Insurance Report a problem
    5/28/2023Price change$2,695,000-3.6%$587/sqft
    Source: Smart MLS #170564145 Report a problem
    4/26/2023Listed for sale$2,795,000+299.3%$609/sqft
    Source: Smart MLS #170564145 Report a problem
    5/20/2021Sold$700,000+7.7%$153/sqft
    Source: Public Record Report a problem
    8/28/2020Sold$650,000-5.1%$142/sqft
    Source: Smart MLS #170097451 Report a problem
    6/3/2020Pending sale$685,000$149/sqft
    Source: Coldwell Banker Realty #170097451 Report a problem
    3/5/2020Listed for sale$685,000-13.8%$149/sqft
    Source: Coldwell Banker Residential Brokerage #170097451 Report a problem
    3/27/2019Listing removed$795,000$173/sqft
    Source: Coldwell Banker Residential Brokerage - Newtown Office #170097451 Report a problem
    2/5/2019Listed for sale$795,000-9.1%$173/sqft
    Source: Coldwell Banker Residential Brokerage - Newtown Office #170097451 Report a problem
    8/5/2018Price change$875,000-5.4%$191/sqft
    Source: Coldwell Banker Residential Brokerage #170097451 Report a problem
    6/20/2018Listed for sale$925,000$202/sqft
    Source: Coldwell Banker Residential Brokerage #170097451 Report a problem

    Public tax history

    YearProperty taxesTax assessment
    2025$10,164 +3.2%$781,830
    2024$9,851 -0.2%$781,830 -0.2%
    2023$9,872 +14.8%$783,510 +39%
    2022$8,597 +0.8%$563,750 +1.8%
    2021$8,530 -31.5%$553,880 -29.7%
    2020$12,450 -0.3%$787,960
    2019$12,489 $787,960
    2018$12,489 +0.3%$787,960 -10.1%
    2017$12,451 +3.7%$876,810
    2016$12,012 $876,810
    2015$12,012 +2.2%$876,810
    2014$11,749 +0.7%$876,810
    2013$11,662 +4.1%$876,810 -5.3%
    2012$11,205 +1.7%$926,040
    2011$11,020 +4.4%$926,040
    2010$10,557 +4.6%$926,040
    2009$10,094 +6.7%$926,040 +6.7%
    2008$9,456 +372.6%$867,520 +567.6%
    2007$2,001 $129,950
    Find assessor info on the county website

    Neighborhood: 06783

    Nearby schools

    GreatSchools rating
    Schools provided by the listing agent
    • Elementary: Booth Free

    Source: The MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.

    Sell for more on Zillow
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    $2,642,700
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    +$52,854
    With Zillow Showcase(estimated)

    $2,695,554

    Sell for more on Zillow
    Get a Zillow Showcase℠ listing at no additional cost and you could sell for .
    $2,642,700
    2% more
    +$52,854
    With Zillow Showcase(estimated)

    $2,695,554