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For sale
  • $2,750,000

    44 Painter Ridge Road, Washington, CT 06793

    5beds
    5,440sqft
    : 
    $17,088/mo
    Get pre-qualified
    Single Family Residence
    Built in 1959
    2.35 Acres Lot
    $-- Zestimate®
    $506/sqft
    $-- HOA

    What's special

    Sophisticated finishesElegant living spacesPrivate park-like settingDedicated craft roomBreathtaking gardensExpansive terracesMassive zinc-topped center island
    Discover exceptional luxury living in this beautifully appointed 5-bedroom, 4-bath residence, thoughtfully designed with elegant living spaces, sophisticated finishes, and seamless indoor-outdoor living. At the heart of the home is a spectacular gourmet kitchen featuring a massive zinc-topped center island, top-of-the-line appliances, and a custom walk-in pantry. The kitchen flows effortlessly into the inviting family room, creating the perfect setting for everyday living and entertaining. The formal dining room opens directly onto expansive terraces and breathtaking gardens, allowing gatherings to extend naturally outdoors. The spacious main-level primary suite serves as a private retreat, offering direct access to the terraces, a luxurious dressing area, and two walk-in closets. Multiple sitting rooms, office spaces, and cozy reading nooks provide exceptional flexibility for today's lifestyle, whether working from home, relaxing, or hosting guests. A 1 bedroom in-law apartment above the 3 car garage offers comfortable accommodations for extended family, visitors, or an au pair. The finished lower level expands the living space with a game room, dedicated craft room, and a custom wine cellar designed for collectors and entertainers alike. Outside, the property is equally impressive. Beautifully landscaped and irrigated gardens surround expansive, level lawns, creating a private park-like setting ideal for recreation or future pool (site is proven). A charming designer "she shed" serves as a stylish garden retreat, studio, or creative workspace and the vegetable garden with raised beds provides enjoyment for the casual gardener. Full-house generator for year-round peace of mind. This exceptional property offers a rare combination of comfort and timeless design in an idyllic setting. Just minutes to Washington Depot, organic markets, farm stands, chic shops and fine dining. Access to Lake Waramaug at the town beach. Please inquire for exclusions.
    57 minutes
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    84
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    8
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    Zillow last checked:

    Listing updated:

    Listed by:

    Stacey Matthews (203)671-9067,

    W. Raveis Lifestyles Realty 860-868-0511

    Source: Smart MLS,MLS#: 24193245MLS Logo

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 5
      • Bathrooms: 5
      • Full bathrooms: 4
      • 1/2 bathrooms: 1
      Rooms
      • Room types: Laundry, Wine Cellar, Workshop
      Primary bedroom
      • Level: Main
      Bedroom
      • Level: Upper
      Bedroom
      • Level: Upper
      Bedroom
      • Level: Upper
      Bedroom
      • Level: Upper
      Den
      • Level: Main
      Dining room
      • Level: Main
      Family room
      • Features: Gas Log Fireplace
      • Level: Main
      Kitchen
      • Features: Kitchen Island, Pantry
      • Level: Main
      Living room
      • Features: Gas Log Fireplace
      • Level: Main
      Rec play room
      • Level: Lower
      Other
      • Level: Upper
      Heating
      • Forced Air, Oil, Propane
      Cooling
      • Central Air
      Appliances
      • Included: Gas Range, Oven, Refrigerator, Dishwasher, Washer, Dryer, Wine Cooler, Water Heater
      • Laundry: Main Level, Mud Room
      Features
      • Wired for Data, Open Floorplan, In-Law Floorplan
      • Basement: Partial,Partially Finished
      • Attic: None
      • Number of fireplaces: 3
      Interior area
      • Total structure area: 5,440
      • Total interior livable area: 5,440 sqft
      • Finished area above ground: 5,040
      • Finished area below ground: 400

      Property

      Parking
      • Total spaces: 3
      • Parking features: Attached, Garage Door Opener
      • Attached garage spaces: 3
      Features
      • Patio & porch: Wrap Around, Terrace, Porch
      • Exterior features: Garden, Stone Wall
      • Waterfront features: Beach Access
      Lot
      • Size: 2.35 Acres
      • Features: Level, Landscaped, Open Lot
      Details
      • Additional structures: Shed(s)
      • Parcel number: 2139149
      • Zoning: R-1
      • Other equipment: Generator

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Contemporary
      • Property subtype: Single Family Residence
      Materials
      • Wood Siding
      • Foundation: Concrete Perimeter
      • Roof: Asphalt,Metal
      Condition
      • New construction: No
      • Year built: 1959

      Utilities & green energy

      • Sewer: Septic Tank
      • Water: Well

      Community & HOA

      Community
      • Features: Golf, Health Club, Lake, Library, Park, Private School(s), Stables/Riding, Tennis Court(s)
      HOA
      • Has HOA: No
      Location
      • Region: Washington

      Financial & listing details

      • Price per square foot: $506/sqft
      • Tax assessed value: $1,217,370
      • Annual tax amount: $13,208
      • Date on market: 7/30/2026

        Estimated market value

        Not available

        Estimated sales range

        Not available

        Not available

        Price history

        DateEventPrice
        7/30/2026Listed for sale$2,750,000+77.4%$506/sqft
        Source: Smart MLS #24193245 Report a problem
        5/7/2013Sold$1,550,000+369.7%$285/sqft
        Source: Public Record Report a problem
        12/21/1998Sold$330,000$61/sqft
        Source: Public Record Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$13,208 $1,217,370
        2024$13,208 -4.8%$1,217,370 +25.1%
        2023$13,872 $973,440
        2022$13,872 $973,440
        2021$13,872 $973,440
        2020$13,872 $973,440
        2019$13,872 +6.1%$973,440 +6.1%
        2018$13,074 $917,440
        2017$13,074 $917,440
        2016$13,074 +3.6%$917,440
        2015$12,615 +1.9%$917,440
        2014$12,385 -4.1%$917,440 -16.5%
        2013$12,909 +1.2%$1,098,620 -0.9%
        2012$12,754 +4.5%$1,109,020
        2011$12,199 $1,109,020
        2010$12,199 +2.3%$1,109,020
        2009$11,922 +16.2%$1,109,020 +40.5%
        2008$10,263 +4%$789,430
        2007$9,868 +4.2%$789,430
        2006$9,473 +9.1%$789,430
        2005$8,684 $789,430
        2004$8,684 -16.8%$789,430 +21%
        2003$10,439 +1.6%$652,410
        2001$10,275 +85%$652,410 +79.2%
        2000$5,553 $364,110
        Find assessor info on the county website

        Monthly payment

        Est. payment

        Payment breakdown

        Explore the cost of this home by adjusting the details. Changes won't be saved.
        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.
        Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
        See how much you could borrow to make a competitive offer.

        Climate risks

        Neighborhood: 06793

        Getting around

        0 / 100
        Car-Dependent
        20 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating
        Schools provided by the listing agent
        • Elementary: Washington
        • Middle: Shepaug
        • High: Shepaug

        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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