10 Winding Lane, Westport, CT 06880 (MLS # 24163168)

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PRICE $3,550,000 dsIDX morgage calculator
BEDS 5
BATHS 4.5
HOME SIZE 4,602 sqft
LOT SIZE 43,560 sqft

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.

DAYS ON MARKET 6 LAST UPDATED 4/1/2026
YEAR BUILT 2003 GARAGE SPACES 2.0
COUNTY Fairfield STATUS Active
PROPERTY TYPE(S) Single Family

SCHOOLS
Elementary School Kings Hwy
Jr. High School Coleytown
High School Staples


ADDITIONAL DETAILS
AIR Central Air, Zoned
AIR CONDITIONING Yes
APPLIANCES Cooktop, Dishwasher, Disposal, Dryer, Freezer, Microwave, Oven, Refrigerator, Washer
BASEMENT Crawl Space
CONSTRUCTION Frame, Shingle Siding, Stone, Wood Siding
EXTERIOR Garden
FIREPLACE Yes
GARAGE Attached Garage, Yes
HEAT Hot Water, Oil, Propane
INTERIOR Sound System
LOT 1 acre(s)
LOT DESCRIPTION Level
PARKING Attached
POOL DESCRIPTION Gunite, Heated, Outdoor Pool, In Ground
SEWER Septic Tank
STYLE Cape Cod, Colonial
TAXES 25653
WATER Public
ZONING AA
MORTGAGE CALCULATOR
   

TOTAL MONTHLY PAYMENT

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Listing courtesy of The Riverside Realty Group
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This IDX solution is (c) Diverse Solutions 2026.

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