Home Homes for Sale Westport, CT 4 Sherwood Island Lane

4 Sherwood Island Lane, Westport, CT 06880

Single Family For Sale

$15,000,000
$2,414/sqft
4 Sherwood Island Lane, Westport, CT Coming Soon
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7
Bedrooms
7
Bathrooms
6,215
Sq Ft
20.85
Acres
1940
Year Built

About This Home

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.

Listed by Andrew Whiteley (203) 258-1595 with Brown Harris Stevens (203) 254-1500

Listing Snapshot

Price $15,000,000 Days on Market
Property Tax $73,686/yr Style Colonial
Year Built 1940 Total Sq Ft 6,215
Lot Size 20.85 acres HOA Fees N/A
Bedrooms 7 Full Bathrooms 6
Total Rooms 14 Half Baths 1

Key Features

Appliances
  • Wall Oven
  • Refrigerator
  • Freezer
  • Dishwasher
  • Washer
  • Dryer
Outdoor
  • Indoor Pool
  • L. I. Sound Frontage
  • River
  • Walk to Water
  • Beach Rights
  • Water Community
  • View
  • Access

Structure & Parking

Construction Frame
Roof Slate
Garage Spaces 2
Garage Type Attached Garage

Systems & Utilities

Heat Hydro Air, Zoned
Fuel Oil
Cooling Central Air
Hot Water Oil, Domestic
Water Public Water Connected
Sewer Septic

Schools

Elem Greens Farms
Middle Bedford
High Staples

Mortgage Calculator

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Est. Monthly Payment
Principal & Interest
Est. Property Tax $6,141/mo
Est. Home Insurance

Estimate only. Contact a lender for accurate figures.

Listing History

Date Event Price
Mar 26, 2026 Listed $15,000,000

Frequently Asked Questions

How much does 4 Sherwood Island Lane in Westport, CT cost?
This property is listed at $15,000,000, which works out to $2,414 per square foot.
How many bedrooms does 4 Sherwood Island Lane have?
This home has 7 bedrooms and 7 bathrooms.
What is the square footage of 4 Sherwood Island Lane?
The home is 6,215 square feet, situated on 20.85 acres.
When was 4 Sherwood Island Lane in Westport built?
This property was built in 1940.
Is 4 Sherwood Island Lane, Westport, CT still available?
The current MLS status of this property is "Coming Soon". Contact RYZE Realty Group for the latest availability.
What school district is 4 Sherwood Island Lane, Westport in?
This home is served by the Westport public school system, with Greens Farms as the elementary school and Staples as the high school.
How do I schedule a tour of 4 Sherwood Island Lane, Westport, CT?
Contact RYZE Realty Group to schedule a private showing. You can submit a tour request directly on this page or call our office.

Listing Agent

Andrew Whiteley · (203) 258-1595

Brown Harris Stevens · (203) 254-1500

MLS# 24160355 · Data provided by SmartMLS. Information deemed reliable but not guaranteed.
Listing updated Mar 26, 2026 4:43 PM UTC