Home Homes for Sale Westport, CT 10 Winding Lane

10 Winding Lane, Westport, CT 06880

Single Family For Sale

$3,550,000
$771/sqft
10 Winding Lane, Westport, CT Coming Soon
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5
Bedrooms
5
Bathrooms
4,602
Sq Ft
1
Acres
2003
Year Built

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.

Listed by Susan Lieberman (203) 858-9411 with The Riverside Realty Group (203) 226-8300

Listing Snapshot

Price $3,550,000 Days on Market
Property Tax $22,933/yr Style Cape Cod,Colonial
Year Built 2003 Total Sq Ft 4,602
Lot Size 1 acres HOA Fees N/A
Bedrooms 5 Full Bathrooms 4
Total Rooms 12 Half Baths 1

Key Features

Interior
  • Audio System
  • Security System
Appliances
  • Cook Top
  • Wall Oven
  • Microwave
  • Refrigerator
  • Freezer
  • Dishwasher
  • Disposal
  • Washer
  • Dryer
Outdoor
  • Shed
  • Gutters
  • Garden Area
  • Lighting
  • Stone Wall
  • French Doors
  • Patio
  • Gunite
  • Heated
  • Spa
  • In Ground Pool
Nearby
  • Golf Course
  • Health Club
  • Library
  • Park
  • Shopping/Mall
  • Tennis Courts

Structure & Parking

Construction Frame
Roof Asphalt Shingle
Garage Spaces 2
Garage Type Attached Garage

Systems & Utilities

Heat Hot Water
Fuel Oil, Propane
Cooling Central Air, Zoned
Hot Water Other
Water Public Water Connected
Sewer Septic

Schools

Elem Kings Hwy
Middle Coleytown
High Staples

Mortgage Calculator

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Est. Monthly Payment
Principal & Interest
Est. Property Tax $1,911/mo
Est. Home Insurance

Estimate only. Contact a lender for accurate figures.

Listing History

Date Event Price
Mar 31, 2026 Listed $3,550,000

Frequently Asked Questions

How much does 10 Winding Lane in Westport, CT cost?
This property is listed at $3,550,000, which works out to $771 per square foot.
How many bedrooms does 10 Winding Lane have?
This home has 5 bedrooms and 5 bathrooms.
What is the square footage of 10 Winding Lane?
The home is 4,602 square feet, situated on 1 acres.
When was 10 Winding Lane in Westport built?
This property was built in 2003.
Is 10 Winding Lane, Westport, CT still available?
The current MLS status of this property is "Coming Soon". Contact RYZE Realty Group for the latest availability.
What school district is 10 Winding Lane, Westport in?
This home is served by the Westport public school system, with Kings Hwy as the elementary school and Staples as the high school.
How do I schedule a tour of 10 Winding Lane, Westport, CT?
Contact RYZE Realty Group to schedule a private showing. You can submit a tour request directly on this page or call our office.

Listing Agent

Susan Lieberman · (203) 858-9411

The Riverside Realty Group · (203) 226-8300

MLS# 24163168 · Data provided by SmartMLS. Information deemed reliable but not guaranteed.
Listing updated Mar 31, 2026 11:49 PM UTC