18 Sherwood Drive, Westport, Connecticut

$2,195,000

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4

Beds

2

Baths

2,158

Square feet

0.17

Acres

About 18 Sherwood Drive

This Nantucket-style turnkey retreat has been reimagined and extensively renovated to create the perfect escape by the sea - a captivating and magical experience inside and out. Just a 4-minute walk from picturesque Old Mill Beach and around the corner from Westport's famed Compo Beach, this home blends a seaside-Scandinavian aesthetic with pickled white oak floors, glossy white walls, and sunlit, open spaces. Affectionately nicknamed The Punchbowl for the way it naturally draws friends together, it's long been a place for easy gatherings. Every detail reflects a thoughtful connection to the area - from its lush native gardens to the charming horseshoe crab door knocker that greets you at the front. Inside and out, it's a coastal home designed for living well by the water all year round. With 3 finished floors, 4 bedrooms, 2 updated full baths there's ample space to enjoy. The inviting kitchen features Subzero and Bosch and opens to living room with fireplace and pretty sunroom. The private property is embraced by mature arborvitae and hornbeams, offering a rare sense of privacy and calm just steps from the shoreline in a prime location. Just a bike ride away, enjoy golf, tennis, swimming and boating at Longshore Beach Club Park or a 5- minute drive to the train and restaurants. So close to the shore yet no flood zone and no flood insurance needed. New natural gas mechanicals in 2017. 18 Sherwood Drive isn't just the perfect beach retreat - it's a lifestyle.

Features of 18 Sherwood Drive

MLS® # 24121533
Price $2,195,000
Bedrooms 4
Bathrooms 2.00
Full Baths 2
Square Footage 2,158
Acres 0.17
Type Single Family For Sale
Style Cape Cod
Status Under Contract

Community Information

Address 18 Sherwood Drive
Area Compo Beach
City Westport
County Fairfield
State Connecticut
Zip Code 06880

Amenities

Features Generator Ready
Parking Attached Garage
# of Garages 1
Is Waterfront No
Waterfront Walk to Water, Beach Rights
Has Pool No

Interior

Interior Features Cable - Pre-wired, Open Floor Plan
Appliances Electric Range, Range Hood, Subzero, Dishwasher, Washer, Dryer
Heating Hot Air, Natural Gas
Cooling Central Air, Split System
Fireplace Yes
# of Fireplaces 1
Has Basement Yes
Basement Full, Heated, Storage, Interior Access, Partially Finished, Liveable Space

Exterior

Exterior Shingle
Exterior Features Porch, Gutters, Garden Area, Patio
Lot Description Dry, Level Lot, Professionally Landscaped
Roof Asphalt Shingle
Foundation Block

School Information

Elementary Greens Farms
Middle Bedford
High Staples

Additional Information

Date Listed August 26th, 2025
Days on Market 9
Zoning AA
RE / Bank Owned No

Listing Details

OfficeWilliam Pitt Sotheby's Int'l

Listing Map

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Listing information last updated on October 18th, 2025 at 6:20pm EDT.