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$15,000,000
1 Day On Site

4 Sherwood Island Lane
Westport, CT 06880

For Sale|Single Family Residence|Coming Soon
7
Beds
7
Total Baths
6
Full Baths
1
Partial Bath
6,215
SqFt
$2,414
/SqFt
1940
Built
County:
Fairfield
Listing courtesy of Andrew Whiteley of Brown Harris Stevens Office Phone: (203) 254-1500 Broker Contact: (203) 258-1595

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4 Sherwood Island Lane4 Sherwood Island Lane4 Sherwood Island Lane4 Sherwood Island Lane
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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.

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Listing Snapshot
Price 
$15,000,000
Days On Site 
1 Day
Bedrooms 
7
Inside Area (SqFt) 
6,215 sqft
Total Baths 
7
Full Baths 
6
Partial Baths 
1
Lot Size 
20.85 Acres
Year Built 
1940
MLS® Number 
24160355
Status 
Coming Soon
Property Tax 
$73,686
HOA/Condo/Coop Fees 
N/A
Sq Ft Source 
N/A
Friends & Family
Recent Activity
yesterdayListing updated with changes from the MLS®
yesterdayListing first seen on site
General Features
Acres 
20.85
Attached Garage 
Yes
Foundation 
Concrete Perimeter
Garage 
Yes
Garage Spaces 
2
Parking 
Attached
Property Sub Type 
Single Family Residence
Sewer 
Septic Tank
SqFt Total 
6215
Style 
Colonial
Water Source 
Public
Zoning 
AAA
Interior Features
Appliances 
DishwasherDryerFreezerRefrigeratorOvenWasher
Basement 
FullPartially Finished
Cooling 
Central Air
Fireplace 
Yes
Fireplaces 
4
Heating 
OilZoned
Bedroom 
Level - Upper
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Exterior Features
Construction Details 
Shingle SidingFrame
Lot Features 
LevelWaterfront
Pool Features 
IndoorOutdoor Pool
View 
Water
Waterfront 
Yes
Waterfront Features 
River FrontBeach Access
Waterview 
Water
Schools
School District
Unknown
Elementary School
Greens Farms
Middle School
Bedford
High School
Staples
Listing courtesy of Andrew Whiteley of Brown Harris Stevens Office Phone: (203) 254-1500 Broker Contact: (203) 258-1595



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Last checked: 2026-03-27 07:47 PM UTC.

Neighborhood & Commute
Source: Walkscore
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