Address
4 Sherwood Island Lane, Westport, CT
Price
$ 10,500,000
Property Attributes
- MLS#24160355
- TypeSingle Family
- Listing Status Active
- CountyFairfield
- CityWestport
- NeighborhoodGreens Farms
- Zip06880
- Style
- Year Built1940
- Taxes$ 73686
- Price$ 10,500,000
- Bedrooms7
- Full Bathrooms6
- Half Bathrooms1
- Sqr Footage6215
- Lot Size20.85 Acres
Data Source:
Smart MLS
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. 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.
| Elementary School | High School |
|---|---|
| Greens Farms Elementary School | Staples High School |
| Price History | |
|---|---|
| 3/26/2026 | Listed $15,000,000 |
| 8/3/2026 | 30$10,500,000 |
General Features
| Zoning | AAA |
|---|---|
| Neighborhood | Greens Farms |
| County | Fairfield |
| Tax Year | July 2025-June 2026 |
| Property Type | Single Family For Sale |
| Status | Active |
| Acres | 20.85 |
| Directions | Sherwood Island Connector. Before entering Sherwood Island State Park, turn left down private drive to gated driveway. |
| High School | Staples |
| City | Westport |
| Elementary School | Greens Farms |
| Sq Ft Total | 6215 |
| DOM | 117 |
| Year Built | 1940 |
| Style | Colonial |
| Year Built Source | Public Records |
| Pool Description | Indoor Pool |
Interior Features
| Cooling System | Central Air |
|---|---|
| Total Rooms | 14 |
| Basement Description | Full,Partially Finished |
Exterior Features
| Water Source | Public Water Connected |
|---|---|
| Lot Description | Secluded,Some Wetlands,Borders Open Space,Level Lot,Professionally Landscaped,Water View |
| Color | White |
Amenities
- Foreclosure
- Views
- Short Sale
- New Construction
- Adult 55+
- Lease To Own
- No HOA Fees
- Furnished
- Primary On Main
- Air Conditioning
- Seller Finance
- Green
- Fixer Upper
- Horse
- Golf
- Fireplace
- Deck
- Garage
- Basement
- Pool
Property vs Single Family Average in 06880
Price
Year Built
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