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$605,000 Just Listed

  • For Sale
  • Active
  • Single Family
  • 3 Beds
  • 2 Full Baths
  • 2,514 Sq. Ft.
  • Updated 1 day ago
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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.

Full Property Details for 38 S Main St

General

  • Price: $605,000
  • Taxes: (July 2026-June 2027)
  • Status: Active
  • Type: Single Family
  • Source: SMARTMLS
  • MLS ID: 24206967
  • Updated: 9/22/2026
  • Added to Site: 2 day(s) ago

Interior

  • Number of Rooms: 8
  • Rooms/Areas: Laundry Room
  • Fireplace: Yes
  • Number of Fireplaces: 6
  • Appliances: Oven/Range, Refrigerator, Dishwasher, Washer, Dryer

Rooms

Bathrooms

  • Total Bathrooms: 2
  • Full Bathrooms: 2

Bedrooms

  • Total Bedrooms: 3
  • Primary Bedroom: Primary Bedroom - Fireplace, Main
  • Bedroom 1: Bedroom - Fireplace, Upper
  • Bedroom 2: Bedroom - Fireplace, Upper

Other Rooms

  • Living Room: Living Room - Book Shelves, Fireplace, Main
  • Dining Room: Dining Room - Fireplace, Main
  • Laundry: Main Level

Additional Information

  • Pool: Yes
  • Pool Description: Heated, In Ground Pool

Exterior

  • Exterior Features: Porch, Barn

Location

  • County: Middlesex
  • Driving Directions: GPS friendly

School Information

  • Elementary School: Daisy Ingraham
  • High School: Westbrook

Heating & Cooling

  • Cooling Type: Window Unit
  • Heating Type: Steam, Oil
  • Heating Fuel: Oil
  • Water Heater: Tank Size Unknown

Utilities

  • Sewer: Septic
  • Water: Public Water Connected

Structural Information

  • Architectural Style: Colonial, Antique
  • Construction Status: No/Resale
  • Exterior Const.: Shingle
  • Basement Desc.: Full, Unfinished, Full With Hatchway
  • Roof: Asphalt Shingle
  • Attic: Yes
  • Square Feet: 2,514
  • Above Ground: 2,514 Sq. Ft.
  • Year Built: 1760

Lot Features

  • Lot Size (Acres): 0.48
  • Zoning: MDR
  • Lot Description: Corner Lot, Lightly Wooded, Level Lot

Water Features

  • Water Front Desc.: Walk to Water

Financial Considerations

  • Assessment Amount: $285,940
  • Tax Year: July 2026-June 2027

Disclosures and Reports

  • Property ID: 1040312

Listed by William Pitt Sotheby's Int'l, Linares and Foster Shoreline Team of William Pitt Sotheby's International Realty, Bonnie Foster and William Pitt Sotheby's Int'l, Robin Linares

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Listing agents

— 38 S Main St —

  • Bonnie Foster

    William Pitt Sotheby's Int'l

  • Robin Linares

    William Pitt Sotheby's Int'l

Agent Contact: (860) 575-5099 Office Contact: (860) 767-7488

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 38 S Main St

School District:Westbrook School District
NameGradesDistance
Daisy Ingraham School
105 Goodspeed Drive, Westbrook, CT 06498
PK-40.5 mi
Westbrook Middle School
154 McVeagh Road, Westbrook, CT 06498
5-81 mi
Westbrook High School
156 McVeagh Road, Westbrook, CT 06498
9-120.9 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 38 S Main St Get Price Alerts and Save Property

Date
Details
Price
Change
Source
9/22/2026
Listed
$605,000
55.13%
MLS
6/02/2021
Sold
$390,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 38 S Main St

Year
Property Taxes
Change
Tax Assessment
Change
2025
$6,189
4%
$275,060
—
2023
$5,969
2%
$275,060
—
2023
$5,864
3%
$275,060
—
2022
$5,710
2%
$275,060
23%
2021
$5,574
—
$222,970
—
2020
$5,574
1%
$222,970
—
2019
$5,501
1%
$222,970
—
2018
$5,434
—
$222,970
—
2017
$5,434
11%
$222,970
5%
2016
$4,894
3%
$211,510
—
2015
$4,761
3%
$211,510
—
2014
$4,609
4%
$211,510
—
2011
$4,437
—
$211,510
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Estimate the Cost for 38 S Main St

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*These costs are estimates, and the interest rates assume exceptional credit standing.

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Listed by William Pitt Sotheby's Int'l, Linares and Foster Shoreline Team of William Pitt Sotheby's International Realty, Bonnie Foster and William Pitt Sotheby's Int'l, Robin Linares

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38 South Main Street, Westbrook, CT 06498 (MLS# 24206967) is a Single Family property with 3 bedrooms and 2 full bathrooms. 38 South Main Street is currently listed for $605,000 and was received on September 22, 2026. Want to learn more about 38 South Main Street? Do you have questions about finding other Single Family real estate for sale in Westbrook? You can browse all Westbrook real estate or contact a Coldwell Banker agent to request more information.

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