Home / Recently Sold / Westport
Closed · For Sale
$3,550,000
10 Winding Lane, Westport, Connecticut 06880
5 beds 5 baths 4,602 sq ft Single Family For Sale Built 2003

About this home

Experience the pinnacle of luxury living in this exceptional 4,600 sq ft, 5-bedroom home, ideally located in highly sought-after Old Hill. Perfectly positioned on a pristine 1-acre lot, this stunning home offers a rare "walk-to-everything" lifestyle-just steps from shopping, top-rated restaurants, and Earthplace. Designed for both elegant entertaining and everyday comfort, the home features an open-concept floor plan enhanced by timeless architectural details and modern upgrades. Sun-drenched living spaces on the main level include a gourmet kitchen, formal living room, dining area, family room, office, and a versatile pool cabana or fitness room-all seamlessly opening to an expansive patio for effortless indoor-outdoor living. Two first-floor ensuite bedrooms provide flexible accommodations. Upstairs, the luxurious primary offers a private retreat, complemented by a large playroom, laundry room, and two additional bedrooms with a shared bath-creating a versatile layout. The resort-style outdoor setting is equally impressive, featuring a gunite pool with spa, pergola, fire pit, outdoor grill area, vegetable garden, and a fully integrated lighting and sound system. Mature, century-old trees, curated specimen plantings, and extensive stonework create a private, park-like oasis. For the buyer seeking privacy while being near all the amenities that Westport has to offer, this extraordinary property combines classic elegance, modern amenities, and an unbeatable location.

Status
Closed
Type
Single Family For Sale
Price
$3,550,000
Beds
5
Baths
5
Interior
4,602 sq ft
Lot
1 ac
Year Built
2003
MLS #
24163168
ZIP
06880
Days on Market
11
Heat
Oil, Propane · Hot Water
Cooling
Central Air, Zoned
Water
Public Water Connected
Sewer
Septic
Parking
Attached Garage (2-car)
Laundry
2nd Floor

Flood risk: check the FEMA flood map for this address.

Schools

Elementary
Kings Hwy
Middle / Jr High
Coleytown
High School
Staples

Taxes

Property tax
$25,653 (July 2025-June 2026)
Assessed value
$1,360,200

Interior

Appliances
Cook Top, Wall Oven, Microwave, Refrigerator, Freezer, Dishwasher, Disposal, Washer, Dryer
Basement
Crawl Space
Attic
Walk-In
Fireplaces
2
Total rooms
12

Building & Exterior

Style
Cape Cod, Colonial
Roof
Asphalt Shingle
Siding
Shingle, Stone, Wood
Exterior features
Shed, Gutters, Garden Area, Lighting, Stone Wall, French Doors, Patio
Foundation
Concrete
Pool
Gunite, Heated, Spa, In Ground Pool
New construction
No/Resale

Lot & Land

Zoning
AA
Lot
Fence - Full, Level Lot
Waterfront
Water Community, Access

Energy

Energy features
Programmable Thermostat, Thermopane Windows

Listing & sale history

Every time this exact home has come to market in the MLS data this site tracks. Where a sale closed, the recorded sale price is shown; "asking" marks a price the home was listed at rather than what it sold for.

2026-06-08Sold — $3,600,000 asked $3,550,000 (this listing)MLS 24163168

Public record

From the Westport assessor's public property record. These figures describe the property as the town has it on file and can differ from the listing — a finished basement or an addition may not be reflected in the assessor's living area.

Year built1952
Living area4,602 sq ft
Total rooms12
Lot size1 acres
Stories1.75
HeatHot Water
ExteriorWood Shingle
Assessed value$1,360,200
Town appraisal$1,943,200
Last recorded sale2017 — $2,150,000
Listing courtesy of The Riverside Realty Group — Susan Lieberman · (203) 226-8300

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