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$2,425,000

  • Sold
  • Closed
  • Single Family
  • 4 Beds
  • 2 Full Baths
  • 2,158 Sq. Ft.
  • 1 Car Garage
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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.

Full Property Details for 18 Sherwood Dr

General

  • Sold For: $2,425,000
  • Taxes: (July 2025-June 2026)
  • Status: Closed
  • Type: Single Family
  • Source: SMARTMLS
  • MLS ID: 24121533
  • Added to Site: 182 day(s) ago

Interior

  • Number of Rooms: 6
  • Interior Features: Cable - Pre-wired, Open Floor Plan
  • Fireplace: Yes
  • Number of Fireplaces: 1
  • Appliances: Electric Range, Range Hood, Subzero, Dishwasher, Washer, Dryer

Rooms

Bathrooms

  • Total Bathrooms: 2
  • Full Bathrooms: 2

Bedrooms

  • Total Bedrooms: 4
  • Primary Bedroom: Primary Bedroom - Full Bath, Hardwood Floor, Upper
  • Bedroom 1: Bedroom - Hardwood Floor, Main
  • Bedroom 2: Bedroom - Hardwood Floor, Main
  • Bedroom 3: Bedroom - Hardwood Floor, Upper

Other Rooms

  • Living Room: Living Room - Book Shelves, Built-Ins, Fireplace, Hardwood Floor, Main
  • Eat In Kitchen: Eat-In Kitchen - Remodeled, Granite Counters, Eating Space, Hardwood Floor, Main
  • Game room: Yes
  • Game Room: Rec/Play Room - Tile Floor, Lower
  • Rec Room: Tile Floor, Lower
  • Laundry: Upper Level

Exterior

  • Exterior Features: Porch, Gutters, Garden Area, Patio
  • Color: White

Parking

  • Garage: Yes
  • Attached garage: Yes
  • Garage Spaces: 1
  • Parking: Attached Garage

Location

  • County: Fairfield
  • Neighborhood: Compo Beach
  • Driving Directions: Burnham Hill to Sherwood Drive

School Information

  • Elementary School: Greens Farms
  • Middle School: Bedford
  • High School: Staples

Community

  • Community Name: Compo Beach

Heating & Cooling

  • Cooling Type: Central Air, Split System
  • Heating Type: Hot Air, Natural Gas
  • Heating Fuel: Natural Gas
  • Water Heater: Domestic

Utilities

  • Sewer: Public Sewer Connected
  • Water: Public Water Connected

Structural Information

  • Architectural Style: Cape Cod
  • Construction Status: No/Resale
  • Exterior Const.: Shingle
  • Basement Desc.: Full, Heated, Storage, Interior Access, Partially Finished, Liveable Space
  • Roof: Asphalt Shingle
  • Attic: Yes
  • Square Feet: 2,158
  • Above Ground: 1,490 Sq. Ft.
  • Below Ground: 668 Sq. Ft.
  • Year Built: 1948

Lot Features

  • Lot Size (Acres): 0.17
  • Zoning: AA
  • Lot Description: Dry, Level Lot, Professionally Landscaped

Water Features

  • Water Front Desc.: Walk to Water, Beach Rights

Green Features

  • Energy Features: Generator Ready

Financial Considerations

  • Assessment Amount: $748,300
  • Tax Year: July 2025-June 2026

Disclosures and Reports

  • Exclusions: See exclusions document.
  • Property ID: 414715

Listed by William Pitt Sotheby's Int'l, Cyd Hamer
Sold by Compass Connecticut, LLC, THE LESLIE CLARKE TEAM, Leslie Clarke

Listing agent

— 18 Sherwood Dr —

  • Cyd Hamer

    William Pitt Sotheby's Int'l

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 18 Sherwood Dr

School District:Westport School District
NameGradesDistance
Green's Farms School
17 Morningside Drive South, Westport, CT 06880
K-52 mi
Bedford Middle School
88 North Avenue, Westport, CT 06880
6-83.2 mi
Staples High School
70 North Avenue, Westport, CT 06880
9-122.9 mi
Disclaimer: School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 18 Sherwood Dr

Date
Details
Price
Change
Source
11/14/2025
Sold
$2,425,000
10.48%
MLS
8/26/2025
Listed
$2,195,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Listed by William Pitt Sotheby's Int'l, Cyd Hamer
Sold by Compass Connecticut, LLC, THE LESLIE CLARKE TEAM, Leslie Clarke

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18 Sherwood Drive, Westport, CT 06880 (MLS# 24121533) is a Single Family property that was sold at $2,425,000 on November 14, 2025. Want to learn more about 18 Sherwood Drive? Do you have questions about finding other Single Family real estate for sale in Westport? You can browse all Westport real estate or contact a Coldwell Banker agent to request more information.