4 Sherwood Island Lane, Westport, CT 06880
4 Sherwood Island Lane, Westport, CT 06880
4 Sherwood Island Lane, Westport, CT 06880
40
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$15,000,000
Est. payment /mo
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7 Beds
7 Baths
6,215 SqFt
Active

4 Sherwood Island Lane Westport, CT 06880

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Linda O'Hara

Linda O'Hara

+1(860) 209-7044

UPDATED:

Key Details

Property Type Single Family Home

Listing Status Active

Purchase Type For Sale

Square Footage 6,215 sqft

Price per Sqft $2,413

MLS Listing ID 24160355

Style Colonial

Bedrooms 7

Full Baths 6

Half Baths 1

Year Built 1940

Annual Tax Amount $73,686

Lot Size 20.850 Acres

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.

Location

State CT

County Fairfield

Zoning AAA

Rooms

Basement Full, Partially Finished

Interior

Interior Features Audio System, Cable - Pre-wired, Sauna, Security System

Heating Hydro Air, Zoned

Cooling Central Air

Fireplaces Number 4

Exterior

Parking Features Attached Garage

Garage Spaces 2.0

Pool Indoor Pool

Waterfront Description L. I. Sound Frontage,River,Walk to Water,Beach Rights,Water Community,View,Access

Roof Type Slate

Building

Lot Description Secluded, Some Wetlands, Borders Open Space, Level Lot, Professionally Landscaped, Water View

Foundation Concrete

Sewer Septic

Water Public Water Connected

Schools

Elementary Schools Greens Farms

Middle Schools Bedford

High Schools Staples

Listed by Andrew Whiteley • Brown Harris Stevens

NEARBY SCHOOL & BUSINESS

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Linda O'Hara

Linda O'Hara

Team Leader | License ID: CT: 63231 & FL: 3458431

+1(860) 209-7044

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4 Sherwood Island Lane