George Cress of Real Broker Email: george@cress.co (dot co) Call/Text: 212-203-5251
Westport, CT / SOLD
18 Sherwood DriveWestport, CT 06880
The buyer could have saved $30,313 in brokerage fees*
When you buy with Cress, we give you back a portion of the brokerage commission we receive.
See how the commission rebate works ↗*Estimate assumes a 2.5% buyer-agent commission and a 50% rebate. Actual savings depend on final purchase price and commission received. Based on the recorded closed price; this is a hypothetical estimate, not a statement of actual commission or rebate paid.
Sale Price$2,425,000ClosedNovember 13, 2025
Open house
At a glance
Closed · MLS #24121533- Bedrooms
- 4
- BathroomsBaths
- 2 full / 0 half
- Square feet
- 2,158
- Year built
- 1948
- Acres
- 0.17
- Property taxes
- $14,113
July 2025-June 2026
Read the full listing description
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.
Schools
- Elementary
- Greens Farms
- Middle
- Bedford
- High
- Staples
Schools as reported by SmartMLS. Confirm attendance assignments with the district.
Price history
| Date | Event | Price |
|---|---|---|
| Closed price | $2,425,000 | |
| Original list price | $2,195,000 |
Intermediate price changes and previous listings may not be included.
Interested in a property like this?
Cress can help you understand the market and find currently available homes.
*Estimate: $2,425,000 closed price × assumed 2.5% buyer-agent commission × 50% rebate = $30,313. Actual savings depend on the final purchase price and commission Cress receives. The assumed commission is not a representation of this listing's offered or actual compensation. This is a hypothetical estimate, not a rebate paid on this sale.
Listed by William Pitt Sotheby's Int'l · (203) 227-1246
Cyd Hamer
SmartMLS · Listing #24121533 · Closed
Listing data checked: Sep 25, 2026, 5:33 PM EDT.
Listing information is deemed reliable but not guaranteed. Cress commentary is separate from the MLS listing description. Contact Cress about a correction.
For personal, noncommercial use to identify properties you may be interested in purchasing.