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Sold for $2,725,000 on 09/29/25
  • $2,725,000

    158 Hillspoint Road, Westport, CT 06880

    4beds
    3,076sqft
    Single Family Residence
    Built in 1803
    0.39 Acres Lot
    $2,752,800 Zestimate®
    $886/sqft
    $7,761 Estimated rent

    Home value

    $2,752,800

    $2.48M - $3.06M

    $7,761/mo

    Zestimate® history
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    $7,761/mo

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    $15,358/mo

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    What's special

    Discover this exceptional, cozy abode nestled in a coveted location just a leisurely stroll away from the beach. Boasting its very own charming guest cottage and delightful in-ground pool, this residence offers unparalleled warmth and hospitality, and promises to be a haven of relaxation and entertainment for all who visit. Steeped in history dating back to 1803, and most recently updated in 2015, this residence seamlessly blends old-world charm with contemporary conveniences tailored for today's lifestyle. The main house boasts a gorgeous kitchen, sunken living room with original beams, 2 fplcs, wideboard flooring, four inviting bedrooms and three full baths, accompanied by a picturesque sunroom that offers captivating views of the tranquil pool area. Additionally, the separate cottage features its own full bath, presenting versatile opportunities as an in-law suite, private guest space, a serene home office, a tranquil yoga studio, or an inspiring artist workspace. Experience the epitome of Westport beach living in this unparalleled sanctuary, offering a unique blend of charm, comfort, and convenience. Welcome to your extraordinary new place to call home.

    Zillow last checked: 8 hours ago

    Listing updated: September 29, 2025 at 12:05pm

    Listed by:

    Karen Liss-Uomoleale 203-505-5255,

    William Raveis Real Estate 203-227-4343,

    Armand Uomoleale 203-505-5254,

    William Raveis Real Estate

    Bought with:

    Leslie Clarke, RES.0790079

    Compass Connecticut, LLC

    Source: Smart MLS,MLS#: 24114401MLS Logo

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 4
    • Bathrooms: 4
    • Full bathrooms: 4
    Primary bedroom
    • Features: Fireplace, Full Bath
    • Level: Upper
    Bedroom
    • Level: Main
    Bedroom
    • Level: Upper
    Bedroom
    • Level: Upper
    Dining room
    • Level: Main
    Family room
    • Level: Main
    Kitchen
    • Level: Main
    Living room
    • Features: Beamed Ceilings, Fireplace, Sunken, Hardwood Floor
    • Level: Main
    Sun room
    • Level: Main
    Heating
    • Gas on Gas, Wall Unit
    Cooling
    • Central Air, Wall Unit(s)
    Appliances
    • Included: Gas Cooktop, Oven, Range Hood, Refrigerator, Washer, Dryer, Wine Cooler, Water Heater
    • Laundry: Upper Level
    Features
    • Entrance Foyer, In-Law Floorplan
    • Basement: Crawl Space
    • Attic: Pull Down Stairs
    • Number of fireplaces: 2
    Interior area
    • Total structure area: 3,076
    • Total interior livable area: 3,076 sqft
    • Finished area above ground: 3,076

    Property

    Parking
    • Total spaces: 1
    • Parking features: Attached, Garage Door Opener
    • Attached garage spaces: 1
    Features
    • Patio & porch: Patio
    • Exterior features: Rain Gutters, Lighting, Stone Wall, Underground Sprinkler
    • Has private pool: Yes
    • Pool features: In Ground
    • Waterfront features: Walk to Water, Beach Access
    Lot
    • Size: 0.39 Acres
    • Features: Level
    Details
    • Additional structures: Shed(s), Guest House, Pool House
    • Parcel number: 418456
    • Zoning: AA

    Construction

    Type & style
    • Home type: SingleFamily
    • Architectural style: Colonial,Antique
    • Property subtype: Single Family Residence
    Materials
    • Clapboard, Wood Siding
    • Foundation: Concrete Perimeter
    • Roof: Asphalt
    Condition
    • New construction: No
    • Year built: 1803

    Utilities & green energy

    • Sewer: Public Sewer
    • Water: Public

    Community & neighborhood

    Security
    • Security features: Security System
    Community
    • Community features: Basketball Court, Golf, Library, Paddle Tennis, Playground, Public Rec Facilities, Tennis Court(s)
    Location
    • Region: Westport
    • Subdivision: Compo Beach

    Price history

    DateEventPrice
    12/17/2025Listing removed$10,000$3/sqft
    Source: Smart MLS #24135516
    11/20/2025Price change$10,000-16.7%$3/sqft
    Source: Smart MLS #24135516
    10/27/2025Listed for rent$12,000$4/sqft
    Source: Smart MLS #24135516
    9/29/2025Sold$2,725,000+1.1%$886/sqft
    Source: Smart MLS #24114401
    8/5/2025Pending sale$2,695,000$876/sqft
    Source: Smart MLS #24114401

    Public tax history

    YearProperty taxesTax assessment
    2025$20,559 +1.3%$1,090,100
    2024$20,298 +1.5%$1,090,100
    2023$20,003 +1.5%$1,090,100

    Find assessor info on the county website

    Neighborhood: Compo

    Nearby schools

    GreatSchools rating
    Schools provided by the listing agent
    • Elementary: Greens Farms
    • Middle: Bedford
    • 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.

    Sell for more on Zillow
    Get a free Zillow Showcase℠ listing and you could sell for .
    $2,752,800
    2% more+ $55,056
    With Zillow Showcase(estimated)
    $2,807,856