Home / Recently Sold / Westport
Closed · For Sale
$2,187,500
Asked $2,300,000 · Sold 2025-09-26

19 Sherwood Drive, Westport, Connecticut 06880

4 beds 3 baths 2,695 sq ft Single Family For Sale Built 1945

About this home

Welcome to 19 Sherwood Drive, where beach lifestyle meets contemporary comfort in one of Westport's most desirable enclaves. This home is just a short stroll from the picturesque Old Mill Beach, offering the ultimate in coastal living. Step inside to a sun-drenched, open-concept first floor featuring a renovated kitchen ideal for both everyday living and entertaining. The main level also includes a bedroom and a full bath. Upstairs, you'll find three spacious bedrooms and two full bathrooms, ensuring ample space for family and friends. Central air conditioning keeps the home comfortable year-round. Outdoor living is a delight here: unwind in the 8-person hot tub, host memorable barbecues in the backyard, or savor morning coffee and evening cocktails on the enchanting front deck. Enjoy the tranquility of a quiet neighborhood, the convenience of being moments from Westport's vibrant downtown, and the natural beauty of the Long Island Sound-all from your new home at 19 Sherwood Drive. This is a rare opportunity to embrace the Westport lifestyle at its finest.

Status
Closed
Type
Single Family For Sale
Price
$2,187,500
Beds
4
Baths
3
Interior
2,695 sq ft
Lot
0.18 ac
Year Built
1945
MLS #
24104765
ZIP
06880
Days on Market
46
Heat
Natural Gas · Hot Air
Cooling
Central Air
Water
Public Water Connected
Sewer
Public Sewer Connected
Parking
Attached Garage, Under House Garage (1-car)
Laundry
Lower Level — Lower Level
Flood Zone
No

Flood risk: check the FEMA flood map for this address.

Schools

Elementary
Greens Farms
Middle / Jr High
Bedford
High School
Staples

Taxes

Property tax
$14,071 (July 2025-June 2026)
Assessed value
$746,100

Interior

Appliances
Electric Range, Microwave, Range Hood, Refrigerator, Dishwasher, Washer, Electric Dryer
Basement
Partial, Fully Finished, Garage Access, Interior Access, Liveable Space
Fireplaces
1
Total rooms
7

Building & Exterior

Style
Colonial
Roof
Asphalt Shingle
Siding
Wood
Exterior features
Deck, Lighting, Hot Tub, Patio
Foundation
Block
New construction
No/Resale

Lot & Land

Zoning
B
Lot
Dry, On Cul-De-Sac
Waterfront
Walk to Water, Beach Rights, Water Community

What's nearby

Grocery
Trader Joe's1.77 mi away
Also nearby
Whole Foods Market1.97 mi away
Pharmacy
CVS Pharmacy1.81 mi away
Train
Westport Station1.3 mi awayMetro-North Railroad
Elementary
Greens Farms
Middle
Bedford
High school
Staples
~1.5 miTrader Joe's — 1.77 miWhole Foods Market — 1.97 miCVS Pharmacy — 1.81 miWestport — 1.3 mi
This homeGroceryPharmacyTrain

Real streets from OpenStreetMap; distances are straight-line from the property, not driving routes.

Distances are straight-line from the property, not driving or walking routes. Places data © OpenStreetMap contributors.

Listing & sale history

Every time this exact home has come to market in the MLS data this site tracks. Where a sale closed, the recorded sale price is shown; "asking" marks a price the home was listed at rather than what it sold for.

2025-12-23Sold — $9,150/moMLS 24144714
2025-11-14Sold — $9,000/mo asked $9,450/moMLS 24132608
2025-09-26Sold — $2,187,500 asked $2,300,000 (this listing)MLS 24104765

Public record

From the Westport assessor's public property record. These figures describe the property as the town has it on file and can differ from the listing — a finished basement or an addition may not be reflected in the assessor's living area.

Year built1945
Living area2,095 sq ft
Total rooms7
Lot size0.18 acres
Stories2
HeatForced Air
ExteriorWood Shingle
Assessed value$746,100
Town appraisal$1,065,900
Last recorded sale2000 — $599,000
Listing courtesy of Compass Connecticut, LLC — Kim Harizman · (203) 293-9715

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