4 Sherwood Island Lane,Westport, CT 06880
Westport, CT 06880
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.
Details
| MLS # | 24160355 |
|---|---|
| Listing Type | For Sale |
| Style | House |
| Sub-Type | Resale |
| Status | Active |
| Year | 1940 |
| Days On Site | 192 |
| Listing Provided By | Brown Harris Stevens | Andrew Whiteley |
Features
| Bed(s) | 7 |
|---|---|
| Bath(s) | 7 Total |
| SQ Feet | 6,215 |
| Garage | 2 |
| Basement | Y |
| Pool | Yes |
| Zoning | AAA |
| Acreage | 20.85 |
| Water Front | Yes |
Interior
| Total Rooms | 14 |
|---|---|
| Cooling System | Central Air |
| Interior Features | Audio System, Cable - Pre-wired, Sauna, Security System |
| Appliances Included | Wall Oven, Refrigerator, Freezer, Dishwasher, Washer, Dryer |
| Fireplaces Total | 4 |
Exterior
| Roof Information | Slate |
|---|---|
| Foundation Type | Concrete |
Parking
| Garage & Parking | Attached Garage |
|---|---|
| Garages Number | 2 |
Utilities
| Sewage System | Septic |
|---|
Taxes
| Tax Year | July 2026-June 2027 |
|---|---|
| Property Tax | 84234 |
Area Information
| State | CT |
|---|---|
| County | Fairfield |
| City | Westport |
| Zip Code | 06880 |
| Area | Greens Farms |
| School District | Greens Farms |
| Elementary School | Greens Farms |
| High School | Staples |
| Listing VS Median (in 06880) | |
Price: $10,500,000 low | high Med: $1,894,500 sqft: 6,215 low | high Med: 3,344 $ / sqft: $1,689 low | high Med: $568 On site: 192 low | high Med: 80 | |
Market Activity 06880
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Learn More About This Property
| State | CT |
|---|---|
| County | Fairfield |
| City | Westport |
| Zip Code | 06880 |
| Area | Greens Farms |
| School District | Greens Farms |
| Elementary School | Greens Farms |
| High School | Staples |
| Listing VS Median (in 06880) | |
Price: $10,500,000 low | high Med: $1,894,500 sqft: 6,215 low | high Med: 3,344 $ / sqft: $1,689 low | high Med: $568 On site: 192 low | high Med: 80 | |