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For sale
    • $4,495,000

    297 Painter Hill Road, Roxbury, CT 06783

    4beds
    6,139sqft
    : 
    $27,723/mo
    Get pre-qualified
    Single Family Residence
    Built in 1989
    14.81 Acres Lot
    $-- Zestimate®
    $732/sqft
    $-- HOA

    What's special

    Swimming poolGas fireplaceSoaking tubCentral acHome officeLibrary with built-in bookcasesLutron lighting
    Uber chic shingle-style in A+ location offering magnificent long distant views overlooking the famed Alexander Calder estate. Formal parking courtyard leads to the gracious double height entrance foyer. Mesmerizing views from almost every room. Grand Living Room with high coffered ceilings, gas fireplace, wood paneling & French door to balconies. Library with built-in bookcases. Powder room. First floor primary bedroom suite with Waterworks bathroom, soaking tub, two walk-in closets, balcony & home Office. Intimate Dining Room with large picture window. Eat-in country Kitchen with beamed ceiling and large picture window. Family Room with fireplace & wet bar. Screened porch with bluestone floor & electric stove. Laundry Room. 3 guest bedrooms en suite on the 2nd floor. Recreation Room over the 3-car attached garage. Walk-out lower level includes a gym, wine cellar, full bath & second laundry. Gracious long driveway affording total privacy amidst park-like grounds with beautiful perennial gardens, swimming pool, fire pit, mature plantings & forever views. Hardwood floors & high ceilings throughout. Lutron lighting. Central AC. Backup generator. Outside Surveillance Cameras. Proof of funds or letter from financial institution stating buyer qualifications required prior to confirmed appointment.
    23 days
    |
    1,406
    |
    93
    |

    Zillow last checked:

    Listing updated:

    Listed by:

    Peter Klemm (917)864-4940,

    Klemm Real Estate Inc 860-868-7313

    Source: Smart MLS,MLS#: 24192621MLS Logo

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 4
      • Bathrooms: 7
      • Full bathrooms: 5
      • 1/2 bathrooms: 2
      Rooms
      • Room types: Gym, Laundry, Wine Cellar
      Primary bedroom
      • Features: Balcony/Deck, Full Bath, Walk-In Closet(s), Hardwood Floor
      • Level: Main
      • Area: 301.41 Square Feet
      • Dimensions: 19.7 x 15.3
      Bedroom
      • Features: Bookcases, Full Bath, Wall/Wall Carpet
      • Level: Upper
      • Area: 263.11 Square Feet
      • Dimensions: 22.11 x 11.9
      Bedroom
      • Features: Full Bath, Hardwood Floor
      • Level: Upper
      • Area: 248.75 Square Feet
      • Dimensions: 19.9 x 12.5
      Bedroom
      • Features: Full Bath, Hardwood Floor
      • Level: Upper
      • Area: 647.58 Square Feet
      • Dimensions: 25.1 x 25.8
      Dining room
      • Features: Hardwood Floor
      • Level: Main
      • Area: 280.79 Square Feet
      • Dimensions: 19.9 x 14.11
      Family room
      • Features: Beamed Ceilings, Wet Bar, Fireplace, Patio/Terrace, Hardwood Floor
      • Level: Main
      • Area: 415.8 Square Feet
      • Dimensions: 27 x 15.4
      Kitchen
      • Features: Beamed Ceilings, Dining Area, Double-Sink, Eating Space, Patio/Terrace, Hardwood Floor
      • Level: Main
      • Area: 324.87 Square Feet
      • Dimensions: 22.1 x 14.7
      Library
      • Features: Bookcases, Hardwood Floor
      • Level: Main
      • Area: 143.99 Square Feet
      • Dimensions: 12.1 x 11.9
      Living room
      • Features: High Ceilings, Fireplace, Patio/Terrace, Hardwood Floor
      • Level: Main
      • Area: 755.89 Square Feet
      • Dimensions: 26.9 x 28.1
      Loft
      • Features: Vaulted Ceiling(s), Hardwood Floor
      • Level: Other
      • Area: 466.31 Square Feet
      • Dimensions: 22.1 x 21.1
      Sun room
      • Features: Ceiling Fan(s), Dining Area, Gas Log Fireplace, Stone Floor
      • Level: Main
      • Area: 522.1 Square Feet
      • Dimensions: 22.7 x 23
      Heating
      • Forced Air, Oil
      Cooling
      • Central Air
      Appliances
      • Included: Gas Cooktop, Oven, Microwave, Refrigerator, Freezer, Dishwasher, Washer, Dryer, Water Heater
      • Laundry: Main Level
      Features
      • Entrance Foyer
      • Basement: Full,Interior Entry,Partially Finished
      • Attic: None
      • Number of fireplaces: 2
      Interior area
      • Total structure area: 6,139
      • Total interior livable area: 6,139 sqft
      • Finished area above ground: 6,139

      Property

      Parking
      • Total spaces: 3
      • Parking features: Attached
      • Attached garage spaces: 3
      Features
      • Has private pool: Yes
      • Pool features: Gunite, Heated, In Ground
      • On waterfront: Yes
      • Waterfront features: Waterfront, Brook
      Lot
      • Size: 14.81 Acres
      • Features: Secluded, Few Trees, Sloped, Cleared, Landscaped
      Details
      • Parcel number: 866512
      • Zoning: C

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Other
      • Property subtype: Single Family Residence
      Materials
      • Shingle Siding, Cedar, Redwood Siding
      • Foundation: Concrete Perimeter
      • Roof: Asphalt
      Condition
      • New construction: No
      • Year built: 1989

      Utilities & green energy

      • Sewer: Septic Tank
      • Water: Well

      Community & HOA

      Community
      • Subdivision: Painter Hill
      HOA
      • Has HOA: No
      Location
      • Region: Roxbury

      Financial & listing details

      • Price per square foot: $732/sqft
      • Tax assessed value: $3,270,400
      • Annual tax amount: $42,515
      • Date on market: 7/20/2026
      • Exclusions: see attached

        Estimated market value

        Not available

        Estimated sales range

        Not available

        Not available

        Price history

        DateEventPrice
        7/20/2026Listed for sale$4,495,000+19.9%$732/sqft
        Source: Smart MLS #24192621 Report a problem
        11/20/2012Sold$3,750,000-8.5%$611/sqft
        Source: Public Record Report a problem
        1/19/2010Sold$4,100,000+156.3%$668/sqft
        Source: Public Record Report a problem
        11/26/1991Sold$1,600,000+45.5%$261/sqft
        Source: Public Record Report a problem
        4/18/1989Sold$1,100,000$179/sqft
        Source: Public Record Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$42,515 +3.2%$3,270,400
        2024$41,207 $3,270,400
        2023$41,207 +3.6%$3,270,400 +25.4%
        2022$39,773 -1%$2,608,060
        2021$40,164 -2.5%$2,608,060
        2020$41,207 +4.6%$2,608,060 +4.9%
        2019$39,393 $2,485,350
        2018$39,393 +7.1%$2,485,350 -4%
        2017$36,767 +3.7%$2,589,200
        2016$35,472 -1.1%$2,589,200 -1.1%
        2015$35,883 +2.2%$2,619,190
        2014$35,097 +0.8%$2,619,190
        2013$34,835 +11.9%$2,619,190 +1.8%
        2012$31,121 +1.7%$2,572,020
        2011$30,607 +10%$2,572,020 +5.4%
        2010$27,827 +4.6%$2,440,980
        2009$26,607 $2,440,980
        2008$26,607 +5.9%$2,440,980 +49.7%
        2007$25,116 $1,630,930
        2006$25,116 $1,630,930
        2005$25,116 $1,630,930
        2004$25,116 $1,630,930
        2003$25,116 +21.2%$1,630,930 +53.8%
        2001$20,721 $1,060,440
        2000$20,721 $1,060,440
        Find assessor info on the county website

        Monthly payment

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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

        0 / 100
        Car-Dependent
        2 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating

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