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MLS 24206967 For Sale Updated September 26, 2026
38 South Main Street

Westbrook, Connecticut 06498

$605,000
On market 3 days
38 South Main Street
1 / 34

About This Property

Step into timeless New England charm with this enchanting antique home, circa 1760, ideally set in the heart of the beloved shoreline community of Westbrook. Rich in character and history, this beautifully maintained residence blends classic period details with modern comforts for effortless coastal living. Featuring six inviting fireplaces, the home's warmth, ambiance and thoughtfully preserved architectural details celebrate this home's true heritage. An in-ground, heated pool creates a private backyard retreat while the "walk-to-everything" location makes this home a perfect escape from a hustle and bustle daily life. Just moments from the beach, charming town center, dining and community events, this home also features a two-story barn creating extra valuable storage or flexible space for hobbies, game room, beach gear or workshop space. Located in a desirable beach community, this special property also boasts a proven and successful rental history with excellent income potential or a seamless blend of personal use and investment opportunity. A rare chance to own a piece of history in a prime shoreline setting where coastal lifestyle, character and convenience come together beautifully.

Property Details

Interior

Heat
Steam — Oil
Cooling
Window Unit
Fireplaces
6
Basement
Full,Unfinished,Full With Hatchway
In-Law Apartment
Possible

Exterior & Lot

Roof
Asphalt Shingle
Construction
Construction
Pool
Heated,In Ground Pool
Waterfront
Walk to Water
Exterior Features
Porch Barn
Lot Description
Corner Lot Lightly Wooded Level Lot

Utilities & Systems

Water Source
Public Water Connected
Sewer
Septic

Community & Schools

Elementary
Daisy Ingraham
High
Westbrook
Nearby Amenities
Basketball Court Medical Facilities Paddle Tennis Playground/Tot Lot

Appliances

Included
Oven/Range Refrigerator Dishwasher Washer Dryer

38 South Main Street

Westbrook , Connecticut 06498

$605,000

On market 3 days

Beds
3
Baths
2
SqFt
2,514
Type
Single Family
County Middlesex
Garage -
Rooms -
Lot Size 0.48 Acres
Property Tax $6,648
Assessed Value $285,940
Year Built 1760
Style Colonial,Antique
Zoning MDR

Payment Estimate

30-year fixed. Includes taxes; estimates only.

Estimated Monthly Payment
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Property Map

Map location is based on the property address.

Listing information is deemed reliable but not guaranteed and is sourced from the local MLS feed. Brokerage shown: PSOTH51.

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