10 Winding Lane, Westport, CT 06880
$3,600,000
$3,550,000 1.4%
Est. payment /mo
5 Beds
5 Baths
4,602 SqFt
Sold on 06/08/2026

10 Winding Lane Westport, CT 06880

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Kim Dawson
Kim Dawson

Agent | License ID: 0818268

+1(203) 481-4605

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Key Details

Sold Price $3,600,000

Property Type Single Family Home

Listing Status Sold

Purchase Type For Sale

Square Footage 4,602 sqft

Price per Sqft $782

MLS Listing ID 24163168

Sold Date 06/08/26

Style Cape Cod,Colonial

Bedrooms 5

Full Baths 4

Half Baths 1

Year Built 2003

Annual Tax Amount $25,653

Lot Size 1.000 Acres

Property Description

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.

Location

State CT

County Fairfield

Zoning AA

Rooms

Basement Crawl Space

Interior

Interior Features Audio System, Security System

Heating Hot Water

Cooling Central Air, Zoned

Fireplaces Number 2

Exterior

Exterior Feature Shed, Gutters, Garden Area, Lighting, Stone Wall, French Doors, Patio

Parking Features Attached Garage

Garage Spaces 2.0

Pool Gunite, Heated, Spa, In Ground Pool

Waterfront Description Water Community,Access

Roof Type Asphalt Shingle

Building

Lot Description Fence - Full, Level Lot

Foundation Concrete

Sewer Septic

Water Public Water Connected

Schools

Elementary Schools Kings Hwy

Middle Schools Coleytown

High Schools Staples

Listed by Susan Lieberman • The Riverside Realty Group
Bought with Katie Benson • Houlihan Lawrence

NEARBY SCHOOL & BUSINESS

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Kim Dawson

Kim Dawson

Agent | License ID: 0818268

+1(203) 481-4605

Name
Phone*
Message

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10 Winding Lane