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Sold for $2,375,000
  • $2,375,000

    1 Crooked Mile Road, Westport, CT 06880

    5beds
    4,710sqft
    Single Family Residence
    Built in 1929
    1.14 Acres Lot
    $2,414,000 Zestimate®
    $504/sqft
    $8,494 Estimated rent

    Home value

    $2,414,000

    $2.17M - $2.68M

    $8,494/mo

    Zestimate® history
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    What's special

    Originally built in 1929,the Keene-Calhoun home boasts a rich history,once owned by Oscar-winning film star Bette Davis.Nestled along the W. Branch Saugatuck Rvr,its entrance is adorned with stone pillars and mature plantings,leading to a captivating enclave.This iconic residence has been meticulously updated to preserve its antique allure while integrating modern amenities & sophisticated design.The LR is ideal for elegant entertaining with a wood-burning fireplace,a charming window seat,and handsome built-in shelving.A sophisticated Dining Room bathed in sunlight features a built-in hutch & another inviting window seat,perfect for lingering guests.The gourmet chef's Kitchen includes a spacious center island,granite countertops,high-end appliances & a cozy banquette,seamlessly flowing into the Great Room with warm coffered ceilings & surround sound.The Library,with a fireplace crafted from river stones,exudes coziness and charm.A 3-season screened porch leads to the bluestone terrace overlooking the river, providing serene spaces for relaxation,dining al fresco,or entertaining under the stars.The Primary Suite offers a fireplace, his & hers walk-in closets, a reading nook,& a spa-like bath with expansive windows framing picturesque river views.Add'ly, a legal apt. with a separate entrance and a 3-car garage enhance the appeal of this 5-bedroom, 4.5-bath home, blending old-world charm with contemporary comfort.Enjoy breathtaking river views and the tranquility of a lush,park-like 1.14-acre setting, all within easy reach of Westport's vibrant amenities. Don't miss this opportunity to own a beautifully maintained antique home steeped in Westport history.

    Zillow last checked: 8 hours ago

    Listing updated: July 08, 2025 at 03:37pm

    Listed by:

    The Vanderblue Team at Higgins Group,

    Ellen McNees 203-451-5121,

    Higgins Group Real Estate 203-254-9000,

    Co-Listing Agent: Christina McVaney 203-293-5190,

    Higgins Group Real Estate

    Bought with:

    Kate Cacciatore

    William Raveis Real Estate

    Source: Smart MLS,MLS#: 24084318MLS Logo

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 5
    • Bathrooms: 5
    • Full bathrooms: 4
    • 1/2 bathrooms: 1
    Primary bedroom
    • Features: Built-in Features, Fireplace, Walk-In Closet(s), Wall/Wall Carpet
    • Level: Upper
    Bedroom
    • Features: Jack & Jill Bath, Wall/Wall Carpet
    • Level: Upper
    Bedroom
    • Features: Jack & Jill Bath, Wall/Wall Carpet
    • Level: Upper
    Bedroom
    • Features: Wall/Wall Carpet
    • Level: Upper
    Bedroom
    • Features: Hardwood Floor, Tub w/Shower
    • Level: Upper
    Primary bathroom
    • Features: Hydro-Tub, Hardwood Floor
    • Level: Upper
    Dining room
    • Features: Built-in Features, Hardwood Floor
    • Level: Main
    Great room
    • Features: Hardwood Floor
    • Level: Main
    Kitchen
    • Features: Remodeled, Breakfast Nook, Granite Counters, Double-Sink, Kitchen Island, Hardwood Floor
    • Level: Main
    Library
    • Features: Beamed Ceilings, Bookcases, Built-in Features, Fireplace, Sliders
    • Level: Main
    Living room
    • Features: Built-in Features, Fireplace, Hardwood Floor
    • Level: Main
    Office
    • Features: Wall/Wall Carpet
    • Level: Upper
    Heating
    • Baseboard, Forced Air, Radiant, Oil
    Cooling
    • Central Air, Ductless
    Appliances
    • Included: Gas Cooktop, Oven, Convection Oven, Microwave, Range Hood, Refrigerator, Dishwasher, Water Heater
    • Laundry: Lower Level, Mud Room
    Features
    • Wired for Data, Entrance Foyer, In-Law Floorplan
    • Doors: Storm Door(s)
    • Windows: Storm Window(s)
    • Basement: Partial,Sump Pump,Interior Entry,Partially Finished
    • Attic: Storage,Floored,Walk-up
    • Number of fireplaces: 2
    Interior area
    • Total structure area: 4,710
    • Total interior livable area: 4,710 sqft
    • Finished area above ground: 4,350
    • Finished area below ground: 360

    Property

    Parking
    • Total spaces: 3
    • Parking features: Attached, Detached, Garage Door Opener
    • Attached garage spaces: 3
    Features
    • Patio & porch: Patio
    • Exterior features: Rain Gutters, Stone Wall
    • Has view: Yes
    • View description: Water
    • Has water view: Yes
    • Water view: Water
    • Waterfront features: Waterfront, River Front, Beach Access, Water Community
    Lot
    • Size: 1.14 Acres
    • Features: Corner Lot, Few Trees, Level, Landscaped, In Flood Zone
    Details
    • Additional structures: Shed(s)
    • Parcel number: 411556
    • Zoning: AA
    • Other equipment: Generator

    Construction

    Type & style
    • Home type: SingleFamily
    • Architectural style: Colonial
    • Property subtype: Single Family Residence
    Materials
    • Shingle Siding, Wood Siding
    • Foundation: Masonry, Stone
    • Roof: Asphalt,Gable
    Condition
    • New construction: No
    • Year built: 1929

    Utilities & green energy

    • Sewer: Septic Tank
    • Water: Public
    Green energy
    • Energy efficient items: Thermostat, Doors, Windows

    Community & neighborhood

    Security
    • Security features: Security System
    Community
    • Community features: Health Club, Private School(s), Pool, Public Rec Facilities, Near Public Transport
    Location
    • Region: Westport
    • Subdivision: Red Coat

    Price history

    DateEventPrice
    7/8/2025Sold$2,375,000+4.4%$504/sqft
    Source: Smart MLS #24084318 Report a problem
    5/8/2025Pending sale$2,275,000$483/sqft
    Source: Smart MLS #24084318 Report a problem
    4/9/2025Listed for sale$2,275,000+221.3%$483/sqft
    Source: Smart MLS #24084318 Report a problem
    7/1/1998Sold$708,000$150/sqft
    Source: Smart MLS #97018154 Report a problem

    Public tax history

    YearProperty taxesTax assessment
    2025$17,183 +1.3%$911,100
    2024$16,965 +1.5%$911,100
    2023$16,719 +1.5%$911,100

    Find assessor info on the county website

    Neighborhood: Poplar Plains

    Nearby schools

    GreatSchools rating
    Schools provided by the listing agent
    • Elementary: Coleytown
    • Middle: Coleytown
    • High: Staples

    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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