4 Sherwood Island Lane, Westport, CT 06880
Local realty services provided by:ERA Treanor Real Estate
4 Sherwood Island Lane,Westport, CT 06880
$10,500,000
- 7 Beds
- 7 Baths
- 6,215 sq. ft.
- Single family
- Active
Listed by: andrew whiteley, wendy ryan(203) 258-1595
Office: brown harris stevens(203) 254-1500
MLS#:24160355
Source:CT
Price summary
- Price:$10,500,000
- Price per sq. ft.:$1,689.46
About this home
Hidden along a private lane in Westport's Greens Farms neighborhood, this extraordinary 20-acre waterfront estate unfolds as one of the most remarkable shoreline settings ever offered. For more than 65 years, it has been held and enjoyed by the same family as a place to gather, unwind, and take in the ever-changing views across Sherwood Island Park and Long Island Sound. Surrounded by protected open space with no immediate neighbors, the property offers a rare sense of peace and privacy-reminiscent of the Lowcountry, the Hamptons, or Nantucket, a scale and atmosphere seldom found in Westport. Beautiful in every season, the setting also offers extraordinary birdlife and nature watching. Yet it remains moments to the Post Road, train, and town centers, and just one hour from Manhattan. A collection of residences and outbuildings is thoughtfully positioned across the land, including two circa 1940s three-bedroom guesthouses with sweeping water views, creating a true family compound where generations can come together while maintaining a sense of independence. Other structures offer flexibility for staff or future use. The grounds invite a lifestyle centered around the outdoors, with a tennis court, indoor pool, pool house, and formal gardens set within expansive lawns that stretch toward the water. Whether preserved, enhanced, or reimagined, this is a once-in-a-generation opportunity to shape a legacy estate-one that will be experienced and remembered for years to come....
Contact an agent
Home facts
- Year built:1940
- Listing ID #:24160355
- Added:140 day(s) ago
- Updated:August 13, 2026 at 06:56 PM
Rooms and interior
- Bedrooms:7
- Total bathrooms:7
- Full bathrooms:6
- Half bathrooms:1
- Rooms Total:14
- Kitchen Description:Dishwasher, Freezer, Refrigerator, Wall Oven
- Basement Description:Full Basement, Partially Finished
- Living area:6,215 sq. ft.
Heating and cooling
- Cooling:Central Air
- Heating:Hydro Air, Zoned
- Central air:Yes
Structure and exterior
- Roof:Slate
- Year built:1940
- Building area:6,215 sq. ft.
- Lot area:20.85 Acres
- Lot Features:Borders Open Space, Level Lot, Professionally Landscaped, Secluded, Some Wetlands, Water View
- Architectural Style:Colonial
- Construction Materials:Shingle
Schools
- High school:Staples
- Middle school:Bedford
- Elementary school:Greens Farms
Utilities
- Water:Public Water Connected
- Sewer:Septic
Finances and disclosures
- Price:$10,500,000
- Price per sq. ft.:$1,689.46
- Tax amount:$73,686 (July 2025-June 2026)
Features and amenities
- Appliances:Dishwasher, Dryer, Freezer, Refrigerator, Wall Oven, Washer
- Amenities:Audio System, Cable - Pre-wired, Sauna, Security System
- Pool features:Indoor Pool
Parking
- Parking description:Attached Garage
- Garage:Yes
- Garage spaces:2
New listings near 4 Sherwood Island Lane
- Coming SoonOpen Sun, 12 to 2pm
$1,850,000Coming Soon6 beds 4 baths5 Aspetuck Lane, Westport, CT 06880
MLS# 24197969Listed by: William Raveis Real Estate - Coming SoonOpen Sun, 2 to 4pm
$2,850,000Coming Soon5 beds 6 baths27 Bauer Pl Extension, Westport, CT 06880
MLS# 24195597Listed by: Westport Residential, LLC. - Open Sat, 12 to 3pmNew
$1,599,000Active4 beds 4 baths3,536 sq. ft.23 Pequot Trail, Westport, CT 06880
MLS# 24197030Listed by: William Raveis Real Estate - New
$1,850,000Active4 beds 2 baths4,196 sq. ft.Address Withheld By Seller, Westport, CT 06880
MLS# 24196991Listed by: Ogents, LLC - New
$2,650,000Active1.23 Acres4 Lantern Hill Road, Westport, CT 06880
MLS# 125620Listed by: SERHANT CONNECTICUT LLC - New
$6,650,000Active5 beds 8 baths11,500 sq. ft.4 Lantern Hill Road, Westport, CT 06880
MLS# 125621Listed by: SERHANT CONNECTICUT LLC - Open Thu, 12 to 2pm
$6,495,000Active6 beds 8 baths9,062 sq. ft.5 Baldwin Place, Westport, CT 06880
MLS# 24194674Listed by: Coldwell Banker Realty
$1,425,000Active5 beds 3 baths3,246 sq. ft.19 Vineyard Lane, Westport, CT 06880
MLS# 24188426Listed by: Compass Connecticut, LLC
$5,900,000Active7 beds 8 baths9,800 sq. ft.22 Cavalry Road, Westport, CT 06880
MLS# 24194285Listed by: William Pitt Sotheby's Int'l
$7,990,000Active6 beds 8 baths6,000 sq. ft.4A Compo Parkway, Westport, CT 06880
MLS# 24194541Listed by: Higgins Group Bedford Square