Date
Details
Price
Change
Source
3/26/2026
Listed
$15,000,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
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1/40
$15,000,000 Coming Soon
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Property 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.
Full Property Details
Full Property Details for 4 Sherwood Island Ln
General
- Price: $15,000,000
- Taxes: (July 2025-June 2026)
- Status: Coming Soon
- Type: Single Family
- Source: SMARTMLS
- MLS ID: 24160355
- Updated: 3/26/2026
- Added to Site: 8 day(s) ago
- Expected Market Date: 4/8/2026
Interior
- Number of Rooms: 14
- Fireplace: Yes
- Number of Fireplaces: 4
- Appliances: Wall Oven, Refrigerator, Freezer, Dishwasher, Washer, Dryer
Rooms
Bathrooms
- Total Bathrooms: 7
- Full Bathrooms: 6
- Half Bathrooms: 1
Bedrooms
- Total Bedrooms: 7
- Primary Bedroom: Primary Bedroom, Main
- Bedroom 1: Bedroom, Main
- Bedroom 2: Bedroom, Upper
- Bedroom 3: Bedroom, Upper
- Bedroom 4: Bedroom, Upper
- Bedroom 5: Bedroom, Upper
- Bedroom 6: Bedroom, Upper
Other Rooms
- Living Room: Living Room, Main
- Family Room: Family Room, Main
- Kitchen: Kitchen, Main
- Formal Dining Room: Formal Dining Room, Main
- Library: Library, Main
- Theater/Media: Media Room, Upper
Additional Information
- Pool: Yes
- Pool Description: Indoor Pool
Exterior
- Color: White
Parking
- Garage: Yes
- Attached garage: Yes
- Garage Spaces: 2
- Parking: Attached Garage
Location
- County: Fairfield
- Neighborhood: Greens Farms
- Driving Directions: Sherwood Island Connector. Before entering Sherwood Island State Park, turn left down private drive to gated driveway.
School Information
- Elementary School: Greens Farms
- Middle School: Bedford
- High School: Staples
Community
- Community Name: Greens Farms
Heating & Cooling
- Cooling Type: Central Air
- Heating Type: Hydro Air, Zoned, Oil
- Heating Fuel: Oil
- Water Heater: Oil, Domestic
Utilities
- Sewer: Septic
- Water: Public Water Connected
Structural Information
- Architectural Style: Colonial
- Construction Status: No/Resale
- Exterior Const.: Shingle
- Basement Desc.: Full, Partially Finished
- Roof: Slate
- Attic: Yes
- Square Feet: 6,215
- Above Ground: 6,215 Sq. Ft.
- Year Built: 1940
Lot Features
- Lot Size (Acres): 20.85
- Zoning: AAA
- Lot Description: Secluded, Some Wetlands, Borders Open Space, Level Lot, Professionally Landscaped, Water View
Water Features
- Water Front: Yes
- Water View: Yes
- Water Front Desc.: L. I. Sound Frontage, River, Walk to Water, Beach Rights, Water Community, View, Access
Financial Considerations
- Assessment Amount: $3,907,000
- Tax Year: July 2025-June 2026
Disclosures and Reports
- Flood Zone: Yes
- Property ID: 417967
Listed by Brown Harris Stevens, Andrew Whiteley and Brown Harris Stevens, Wendy Ryan
We Value Your Privacy
We Value Your Privacy
We Value Your Privacy
Listing agents
— 4 Sherwood Island Ln —
Andrew Whiteley
Brown Harris Stevens
Wendy Ryan
Brown Harris Stevens
Agent Contact: (203) 258-1595 Office Contact: (203) 254-1500
NMLS#: 1598647Get Pre-Approved Today
Schools
Schools serving 4 Sherwood Island Ln
School District:Westport School District
| Name | Grades | Distance |
|---|---|---|
Green's Farms School 17 Morningside Drive South, Westport, CT 06880 | K-5 | 1.3 mi |
Bedford Middle School 88 North Avenue, Westport, CT 06880 | 6-8 | 2.7 mi |
Staples High School 70 North Avenue, Westport, CT 06880 | 9-12 | 2.4 mi |
Disclaimer:
School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 4 Sherwood Island Ln
Tax History
Tax History for 4 Sherwood Island Ln
Year
Property Taxes
Change
Tax Assessment
Change
2025
$73,686
1%
$3,907,000
—
2023
$72,748
1%
$3,907,000
—
2023
$71,693
2%
$3,907,000
—
2022
$70,599
—
$3,907,000
—
2021
$70,599
3%
$3,907,000
-5%
2020
$68,611
-1%
$4,106,000
—
2019
$69,227
—
$4,106,000
—
2018
$69,227
—
$4,106,000
—
2017
$69,227
—
$4,106,000
—
2016
$69,227
-7%
$4,106,000
—
2015
$74,187
1%
$4,101,000
—
2014
$73,572
-1%
$4,101,000
—
2011
$74,105
—
$4,101,000
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Estimate the Cost
Estimate the Cost for 4 Sherwood Island Ln
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4 Sherwood Island Lane, Westport, CT 06880 (MLS# 24160355) is a Single Family property with 7 bedrooms, 6 full bathrooms and 1 partial bathroom. 4 Sherwood Island Lane is currently listed for $15,000,000 and was received on March 26, 2026. Want to learn more about 4 Sherwood Island Lane? Do you have questions about finding other Single Family real estate for sale in Westport? You can browse all Westport real estate or contact a Coldwell Banker agent to request more information.