USACTWestportGreens Farms4 Sherwood Island Ln
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4 Sherwood Island Ln, Westport, CT

House

For Sale

Listed price in listed location currency (USD).
$15,000,000

772

MLS® 24160355

  • Key Facts
  • Description
  • Rooms
  • Map

Key Facts

Type Single Family Residence
Levels Residential
Size -
Garage Yes
Taxes $73,686
Days Active 46
Lot Size 
Approx. Age 1940
MLS® Number 24160355

Property Address: 4 Sherwood Island Ln, Westport, CT, 06880-6242

Average square foot calculated using Size range provided by listing agent.

Description

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., Please see the proposed Master Plan in the attachments prepared by distinguished local architect Mark Finlay, illustrating how a future owner might thoughtfully reimagine and reposition a family compound.
MLS® Number24160355
Laundry Level
Central VacNo
FireplaceNo
Acreage
Exterior
GarageYes
Approx. Age1940
BasementFull, Partially Finished
DrivewayAttached Garage
Garage Spaces
Heat
A/C
Heating Fuel

Extras

Rooms

Change to metres

Other:Main FloorNot available
Living Room:Main FloorNot available
Bedroom 4:Main FloorNot available
Bedroom 2:Upper LevelNot available
Other:Main FloorNot available
Kitchen:Main FloorNot available
Bedroom 5:Upper LevelNot available
Other:Main FloorNot available
Library:Main FloorNot available
Media Room:Upper LevelNot available
Other:Upper LevelNot available
Bedroom 3:Upper LevelNot available
Bedroom 1:Upper LevelNot available
Family Room:Main FloorNot available

Price History

-End Date
Not Sold YetSold Price

For Sale

Mar 26, 2026List Date
$15,000,000List Price
  • Commute

Commute

Starting Address
Destination Address
4 Sherwood Island Ln, Westport, CT

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