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10 Winding Lane
10 Winding Lane
10 Winding Lane
10 Winding Lane
10 Winding Lane
10 Winding Lane
10 Winding Lane
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Coming Soon

10 Winding Lane

10 Winding Lane, Westport, CT 06880

$3,550,000
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.

4/4/2026 1:00PM - 3:00PM EDT

5
beds

5
baths

4,602 Sq.Ft. LIVING AREA

1 Acres lot

Sue Lieberman

Sue Lieberman

Justine Lieberman-Fink

Justine Lieberman-Fink

Features & Amenities

Interior

  • total bedrooms5
  • Total bathrooms5
  • full bathrooms4
  • half bathroom1
  • Laundry room Laundry Room
  • APPLIANCES Cooktop, Dishwasher, Disposal, Dryer, Freezer, Microwave, Refrigerator, Oven, Washer
  • other interior Features Sound System

Area & Lot

  • Status Coming Soon
  • OPEN HOUSE

    4/4/2026 1:00PM - 3:00PM EDT

  • Living Area4,602 Sq.Ft.
  • Total Area4,602 Sq.Ft.
  • Lot Area1 Acres
  • MLS® ID24163168
  • TypeResidential
  • YEAR BUILT2003
  • NeighborhoodOld Hill
  • Architecture StylesCape Cod, Colonial
  • Elementary SchoolKings Hwy
  • Middle SchoolColeytown
  • High SchoolStaples

Exterior

  • Garage Space2.0
  • water SourcePublic
  • PoolGunite, Heated, Outdoor Pool, In Ground
  • roofAsphalt
  • lot featuresLevel
  • parkingAttached
  • HEAT TYPEOil, Propane, Hot Water
  • AIR CONDITIONINGCentral Air, Zoned
  • sewerSeptic Tank
  • SubstructureConcrete Perimeter
  • security FeaturesSecurity System
  • other exterior FeaturesGarden

Financial

  • Sales Price$3,550,000
  • Real Estate Tax $25,653/yr
  • Zoning AA

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