CTHomeListings.com
Home › Homes for Sale › Westbrook, CT › 38 South Main Street

38 South Main Street, Westbrook, CT 06498

Single Family For Sale

$605,000
$241/sqft
38 South Main Street, Westbrook, CT
Active
Photo 2
Photo 3
Photo 4
Photo 5
3
Bedrooms
2
Bathrooms
2,514
Sq Ft
0.48
Acres
1760
Year Built

About This Home

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.

Listed by Bonnie Foster (860) 575-5099 with William Pitt Sotheby's Int'l (860) 767-7488

Listing Snapshot

Price $605,000 Days on Our Site 38 days
Property Tax $6,648/yr Style Colonial,Antique
Year Built 1760 Total Sq Ft 2,514
Lot Size 0.48 acres HOA Fees N/A
Bedrooms 3 Full Bathrooms 2
Total Rooms 8 Half Baths 0

Key Features

Appliances
  • Oven/Range
  • Refrigerator
  • Dishwasher
  • Washer
  • Dryer
Outdoor
  • Porch
  • Barn
  • Heated
  • In Ground Pool
Nearby
  • Basketball Court
  • Medical Facilities
  • Paddle Tennis
  • Playground/Tot Lot

Structure & Parking

Construction Frame
Roof Asphalt Shingle

Systems & Utilities

Heat Steam
Fuel Oil
Cooling Window Unit
Hot Water Tank Size Unknown
Water Public Water Connected
Sewer Septic

Schools

Elem Daisy Ingraham
High Westbrook

Mortgage Calculator

$
$
%
%
Est. Monthly Payment —
Principal & Interest —
Est. Property Tax $554/mo
Est. Home Insurance —

Estimate only. Contact a lender for accurate figures.

Listing History

Date Event Price
Sep 22, 2026 Listed $605,000

Frequently Asked Questions

How much does 38 South Main Street in Westbrook, CT cost?
This property is listed at $605,000, which works out to $241 per square foot.
How many bedrooms does 38 South Main Street have?
This home has 3 bedrooms and 2 bathrooms.
What is the square footage of 38 South Main Street?
The home is 2,514 square feet, situated on 0.48 acres.
When was 38 South Main Street in Westbrook built?
This property was built in 1760.
Is 38 South Main Street, Westbrook, CT still available?
The current MLS status of this property is "Active". Contact RYZE Realty Group for the latest availability.
What school district is 38 South Main Street, Westbrook in?
This home is served by the Westbrook public school system, with Daisy Ingraham as the elementary school and Westbrook as the high school.
How do I schedule a tour of 38 South Main Street, Westbrook, CT?
Contact RYZE Realty Group to schedule a private showing. You can submit a tour request directly on this page or call our office.

Listing Agent

Bonnie Foster · (860) 575-5099

William Pitt Sotheby's Int'l · (860) 767-7488

MLS# 24206967 · Data provided by SmartMLS. Information deemed reliable but not guaranteed.
Listing updated Sep 24, 2026 6:07 PM UTC