For Sale
Single family home for sale at 38 S Main St, Westbrook, CT 06498 | MLS# 24206967 | Listing updated on 2026-09-24
Photo 1 of Single family home for sale at 38 S Main St, Westbrook, CT 06498 | MLS# 24206967 | Listing updated on 2026-09-24
Photo 2 of Single family home for sale at 38 S Main St, Westbrook, CT 06498 | MLS# 24206967 | Listing updated on 2026-09-24
Photo 3 of Single family home for sale at 38 S Main St, Westbrook, CT 06498 | MLS# 24206967 | Listing updated on 2026-09-24
Photo 4 of Single family home for sale at 38 S Main St, Westbrook, CT 06498 | MLS# 24206967 | Listing updated on 2026-09-24
30+
Beds Icon

Street View

$605,000

Monthly Est:$3,011

  • Beds Icon3 Beds
  • Beds Icon
    2 Baths
  • Beds Icon2,514sqft

38 S Main St, Westbrook, CT 06498

$3,011/moEst:

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  • Single Family Residence

  • Built in 1760

  • $-- HOA

  • 20,908.8 sqft lot

  • $241/sq.ft

Description

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.

  • Houzeo last checked: 21 minutes ago
  • Listing updated: September 24, 2026 at 6:07 pm
  • Listing Provided by: Bonnie Foster | William Pitt Sotheby's Int'l
  • Source: SMART MLS-CT | MLS#: 24206967 SMART MLS-CT

Property Details

  • Status

    Active

  • Type

    Single Family Residence

  • No. of Stories

    -

  • County

    Middlesex County

  • City

    Westbrook

  • Neighborhood

    --

  • Year Built

    1760

  • HOA Fees

    -

  • Finished Area

    2,514 sqft

  • Lot Size

    20,908.8 sqft lot

  • Basement Area

    - sqft

  • MLS Name

    SMART MLS

  • MLS Number

    24206967

  • MLS Status

    Active

  • Days on Market

    15

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Location

HOA Management

0

HOA Fees

$-/

Disclaimer: Amenities are based on third-party information and may vary; buyers must independently verify all amenities, as information is deemed reliable but not guaranteed.

Facts & Features

Rooms

  • Bedrooms & bathrooms

    Bedrooms: 3

    Bathrooms: 2

Interior

  • Sewer

    Septic

  • Cooling

    Window Unit

  • Exterior Features

    Porch, Barn

  • Appliances

    Oven/range, Refrigerator, Dishwasher, Washer, Dryer

  • Heating

    Steam, Oil

Construction

  • Year Built

    Year Built: 1760

  • Home type

    Single Family Residence

  • Foundation Details

    Concrete, Stone

  • Roof

    Asphalt Shingle

  • Architectural Style

    Colonial, Antique

Utilities & Energy

  • Laundry Features

    Main Level

  • Basement

    Full, Unfinished, Full With Hatchway

  • Water Source

    Public Water Connected

  • Pool Features

    Heated, In Ground Pool

Other Features

  • Subdivision Name

    N/a

  • Lot Features

    Corner Lot, Lightly Wooded, Level Lot

Price History

DateEventPrice

09/22/2026

Source: mls_logoSMART MLS-CT #24206967

Listed for Sale

$605,000 +55.13%

$241/sqft

06/10/2021

Source: #170398973

Sold

$390,000

$155/sqft

Nearby Homes

Based on information provided to and compiled by the SMART MLS, Inc. through Oct 08, 2026, 09:00AM. IDX information is provided exclusively for consumers’ personal, non-commercial use. It may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed accurate by the MLS. ©2026 SMART MLS, Inc. All Rights Reserved.

Advertising Broker: Derek Greene | The Greene Realty Group