Real Estate Agent in Connecticut and Western Massachusetts

10 Winding Lane
Westport, Connecticut

Single Family For Sale

5

Bedrooms

4 (full) / 1 (half)

Bathrooms

4,602

Sq Ft

$ 3,550,000

Price

10 Winding Lane
Westport, Connecticut

Westport, Connecticut

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.

Listing Courtesy of The Riverside Realty Group

Meet Our Team

Our team consists of dedicated real estate professionals passionate about helping our clients achieve their goals. Every client receives personalized attention, expert guidance, and unparalleled service. Meet our team:

Alison Malkin
Alison Malkin

Broker/Owner

860-214-8008

Email
Alison Malkin
Nicole Malkin James

Broker/Owner

843-614-7222

Email
Alison Malkin
Luis Torres

Associate Broker

860-383-5211

Email
Alison Malkin
Debra Pliego

Realtor®

860-919-7376

Email
Alison Malkin
Madison Wells

Realtor®

860-538-7567

Email
Alison Malkin
Lori Sierpinski

Realtor®

860-222-4692

Email
Alison Malkin
Jim Murkette

Realtor®

860-539-5009

Email
Alison Malkin
Leah Pliego

Realtor®

860-681-7373

Email

Acres : 1
Appliances Included : Cook Top, Wall Oven, Microwave, Refrigerator, Freezer, Dishwasher, Disposal, Washer, Dryer
Attic : Walk-In
Basement : Crawl Space
Full Baths : 4
Half Baths : 1
Baths Total : 5
Beds Total : 5
City : Westport
Cooling : Central Air, Zoned
County : Fairfield
Elementary School : Kings Hwy
Fireplaces : 2
Foundation : Concrete
Fuel Tank Location : Above Ground
Garage Parking : Attached Garage
Garage Slots : 2
Description : Fence - Full, Level Lot
Middle School : Coleytown
Amenities : Golf Course, Health Club, Library, Park, Shopping/Mall, Tennis Courts
Neighborhood : Old Hill
Parcel : 413860
Pool Description : Gunite, Heated, Spa, In Ground Pool
Postal Code : 06880
Roof : Asphalt Shingle
Additional Room Information : Laundry Room, Mud Room
Sewage System : Septic
Total SqFt : 4602
Tax Year : July 2025-June 2026
Total Rooms : 12
Watersource : Public Water Connected
weeb : RPR, IDX Sites, Realtor.com

Phone

860-384-7624

Address

20 Hopmeadow St, Unit 821, Weatogue, CT 06089


© Copyright By Essentia Realty