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18 Sherwood Drive, 
Westport, CT 06880

$2,195,000


4

Beds


2

Baths


2,158

Sq Ft


Single Family

Pending

Listed by

Cyd Hamer

William Pitt Sotheby'S Int'L

Last updated:

September 4, 2025, 11:41 PM

MLS#

24121533

Source:

CT

About This Home

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.

Home Facts

Single Family

2 Baths

4 Bedrooms

Built in 1948

Price Summary

2,195,000

$1,017 per Sq. Ft.

MLS #:

24121533

Last Updated:

September 4, 2025, 11:41 PM

Added:

12 day(s) ago


Rooms & Interior

Bedrooms

Total Bedrooms:

4

Bathrooms

Total Bathrooms:

2

Full Bathrooms:

2

Interior

Living Area:

2,158 Sq. Ft.


Structure

Structure

Architectural Style:

Cape Cod

Building Area:

2,158 Sq. Ft.

Year Built:

1948


Lot

Lot Size (Sq. Ft):

7,405


Finances & Disclosures

Finances

Price:

$2,195,000

Price per Sq. Ft:

$1,017 per Sq. Ft.

Source:CT
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