10 Winding Lane, Westport, Connecticut

$3,600,000

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5

Beds

4/1

Baths

4,602

Square feet

1.00

Acre

About 10 Winding Lane

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.

Features of 10 Winding Lane

MLS® # 24163168
Price $3,600,000
Bedrooms 5
Bathrooms 4/1
Full Baths 4
Half Baths 1
Square Footage 4,602
Acres 1.00
Type Single Family For Sale
Style Cape Cod, Colonial
Status Closed

Community Information

Address 10 Winding Lane
Area Old Hill
City Westport
County Fairfield
State Connecticut
Zip Code 06880

Amenities

Features Programmable Thermostat, Thermopane Windows
Parking Attached Garage
Garage Spaces 2
Is Waterfront No
Waterfront Water Community, Access
Has Pool Yes
Pool Gunite, Heated, Spa, In Ground Pool

Interior

Interior Features Audio System, Security System
Appliances Cook Top, Wall Oven, Microwave, Refrigerator, Freezer, Dishwasher, Disposal, Washer, Dryer
Heating Hot Water, Oil, Propane
Cooling Central Air, Zoned
Fireplace Yes
# of Fireplaces 2

Exterior

Exterior Shingle, Stone, Wood
Exterior Features Shed, Gutters, Garden Area, Lighting, Stone Wall, French Doors, Patio
Lot Description Fence - Full, Level Lot
Roof Asphalt Shingle
Foundation Concrete

School Information

Elementary Kings Hwy
Middle Coleytown
High Staples

Additional Information

Date Listed March 31st, 2026
Days on Market 11
Zoning AA
RE / Bank Owned No

Listing Details

OfficeThe Riverside Realty Group

Listing Map

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