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.
Sold for $2,425,000
Zillow last checked:
Listing updated:
Bought with:
Leslie Clarke, RES.0790079
Compass Connecticut, LLC
Source: Smart MLS,MLS#: 24121533
Price history
| Date | Event | Price |
|---|---|---|
| 11/14/2025 | Sold | $2,425,000+10.5%$1,124/sqft |
Source:  Smart MLS #24121533 Report a problem | ||
| 9/4/2025 | Pending sale | $2,195,000$1,017/sqft |
Source: Smart MLS #24121533 Report a problem | ||
| 8/26/2025 | Listed for sale | $2,195,000+143.9%$1,017/sqft |
Source: Smart MLS #24121533 Report a problem | ||
| 6/28/2021 | Listing removed | -- |
Source: Zillow Rental Manager Report a problem | ||
| 6/14/2021 | Listed for rent | $27,500$13/sqft |
Source: Zillow Rental Manager Report a problem | ||
| 9/18/2015 | Sold | $900,000+30.4%$417/sqft |
Source: Smart MLS #99112036 Report a problem | ||
| 4/21/2010 | Sold | $690,000$320/sqft |
Source: Smart MLS #98447289 Report a problem | ||
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$2,556,600
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+$51,132
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