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For sale
    • Price cut: $74K (9/21)
    $875,000

    26 Chittenden Hill Road, Westbrook, CT 06498

    4beds
    2,820sqft
    : 
    $5,971/mo
    Get pre-qualified
    Single Family Residence
    Built in 1710
    4.5 Acres Lot
    $-- Zestimate®
    $310/sqft
    $-- HOA

    What's special

    Three fireplacesGardeners shedRich with traditional characterFour bedroomsNew cedar roofExpansive patioUpdated kitchen
    A rare opportunity to own a distinctive country estate with two full residences on 5.68 private acres. A charming circa-1710 center-chimney colonial. Offering four bedrooms, 2 full baths, approximately 2900 square feet, and three fireplaces. Rich with traditional character, the home features an updated kitchen, newer steam boiler, new cedar roof, updated full baths, and mini-split system with 10 head units. An expansive patio overlooks beautiful gardens and meadows, creating an exceptional setting for entertaining. The separate two-bedroom residence offers comfortable living space plus adjoining meeting rooms and a library with a deck overlooking the meadows-ideal for extended family, guests, a studio, home office or other flexible uses. The grounds include a barn, gardeners shed, henhouse, 2 rabbit hutches and garage. Adjoining open space and conservation land, this remarkable property offers an uncommon combination of privacy, versatility, history and the character of a true country estate.
    36 days
    999
    78

    Zillow last checked:

    Listing updated:

    Listed by:

    Camille Ackermann (203)640-1083,

    Berkshire Hathaway NE Prop. 203-245-3100

    Source: Smart MLS,MLS#: 24203412MLS Logo

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 4
      • Bathrooms: 2
      • Full bathrooms: 2
      Primary bedroom
      • Features: Beamed Ceilings, Dressing Room, Hardwood Floor
      • Level: Upper
      Bedroom
      • Features: Hardwood Floor
      • Level: Upper
      Bedroom
      • Features: Hardwood Floor
      • Level: Upper
      Bedroom
      • Features: Hardwood Floor
      • Level: Upper
      Den
      • Features: Fireplace, Hardwood Floor
      • Level: Main
      Dining room
      • Features: Fireplace, Hardwood Floor, L-Shaped
      • Level: Main
      Kitchen
      • Features: Remodeled, Dining Area, Hardwood Floor
      • Level: Main
      Living room
      • Features: Bay/Bow Window, Beamed Ceilings, Hardwood Floor
      • Level: Main
      Office
      • Features: Hardwood Floor
      • Level: Main
      Study
      • Level: Main
      Sun room
      • Level: Main
      Heating
      • Heat Pump, Steam, Wall Unit, Zoned, Electric, Oil
      Cooling
      • Ductless, Wall Unit(s)
      Appliances
      • Included: Gas Range, Microwave, Refrigerator, Dishwasher, Washer, Dryer, Electric Water Heater, Water Heater
      • Laundry: Lower Level
      Features
      • In-Law Floorplan
      • Basement: Partial,Sump Pump,Walk-Out Access,Concrete
      • Attic: Floored,Walk-up
      • Number of fireplaces: 3
      Interior area
      • Total structure area: 2,820
      • Total interior livable area: 2,820 sqft
      • Finished area above ground: 2,820
      Video & virtual tour

      Property

      Parking
      • Total spaces: 5
      • Parking features: Detached, Driveway, Gravel
      • Garage spaces: 1
      • Has uncovered spaces: Yes
      Features
      • Patio & porch: Deck, Patio
      • Exterior features: Fruit Trees, Garden, Stone Wall
      Lot
      • Size: 4.5 Acres
      • Features: Secluded, Few Trees, Level, Open Lot
      Details
      • Additional structures: Shed(s), Barn(s), Guest House
      • Parcel number: 1038639
      • Zoning: RR

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Colonial
      • Property subtype: Single Family Residence
      Materials
      • Clapboard, Wood Siding
      • Foundation: Block, Concrete Perimeter
      • Roof: Asphalt,Wood
      Condition
      • New construction: No
      • Year built: 1710

      Utilities & green energy

      • Sewer: Septic Tank
      • Water: Well

      Community & HOA

      Community
      • Features: Library, Medical Facilities, Shopping/Mall
      HOA
      • Has HOA: No
      Location
      • Region: Westbrook

      Financial & listing details

      • Price per square foot: $310/sqft
      • Tax assessed value: $456,970
      • Annual tax amount: $10,624
      • Date on market: 9/4/2026

        Estimated market value

        Not available

        Estimated sales range

        Not available

        Not available

        Price history

        DateEventPrice
        10/1/2026Listed for sale$875,000$310/sqft
        Source: Berkshire Hathaway HomeServices New England Properties #24203412 Report a problem
        9/27/2026Contingent$875,000$310/sqft
        Source: Berkshire Hathaway HomeServices New England Properties #24203412 Report a problem
        9/21/2026Price change$875,000-7.8%$310/sqft
        Source: Smart MLS #24203412 Report a problem
        9/4/2026Listed for sale$949,000+80.8%$337/sqft
        Source: Smart MLS #24203412 Report a problem
        10/27/2016Sold$525,000$186/sqft
        Source: Smart MLS #N10132236 Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$10,282 +3.7%$456,970
        2024$9,916 +1.8%$456,970
        2023$9,743 +2.7%$456,970
        2022$9,487 -1.3%$456,970 +18.9%
        2021$9,608 $384,330
        2020$9,608 +1.3%$384,330
        2019$9,481 +1.2%$384,330
        2018$9,366 +2.2%$384,330 +2.2%
        2017$9,167 -8.6%$376,170 -13.2%
        2016$10,029 $433,390
        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.
        See how much you could borrow to make a competitive offer.
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        Climate risks

        Neighborhood: 06498

        Getting around

        5 / 100
        Car-Dependent
        2 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating
        Schools provided by the listing agent
        • Elementary: Daisy Ingraham
        • Middle: Westbrook
        • High: Westbrook

        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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