38 S Main St, Westbrook, CT 06498
OFF MARKET

38 S Main St
Westbrook, CT 06498

Westbrook Center
  • 3 Beds
  • 2 Baths
  • 2,514 sqft (on 0.48 acres)

$603,100

Trulia Estimate
as of Jun 29, 2026
Est. Refi. Payment $4,038/mo*
Refinance Your Home

$603,100

Trulia Estimate
as of Jun 29, 2026
Est. Refi. Payment $4,038/mo*
Refinance Your Home
3 Beds
2 Baths
2,514 sqft
(on 0.48 acres)

Local Information

  • Map ViewExplore the area around 38 S Main St.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Description

Highest and Best Offers by 5pm 5/16/2021 please. Gorgeous circa 1760 antique with detached two-story barn and in-ground pool in superior in-town location! Walk to the Beach! Period details remain in this historic home built by a renowned ship builder, with a 1983 kitchen addition with superior attention to detail in keeping with the era. Vacation at home in this privately sited sanctuary! Heated in-ground pool and spa with lovely patio, fully fenced and beautifully landscaped. The huge front to back master bedroom has a dramatic bowed ceiling and there are five working fireplaces throughout the home, along with wide-board floors and 12 over 12 windows. Over 2500 sq. ft. with room for everyone, with first floor bedrooms and full bath if so desired. The two-story barn has been used as an antique shop by this owner and the previous owner. City water, oil heat and updated mechanicals. Fabulous location within walking distance to Town Green shops, restaurants and amenities!
Call for your private showing today!
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources.

Home Highlights

Parking
No Info
Outdoor
Patio, Pool
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
Less than a day ago

Home Details for 38 S Main St

Interior Features

Interior Details
BasementAtticNumber of Rooms: 8
Heating & Cooling
Heating: OilAir ConditioningHeating Fuel: Oil
Levels, Entrance, & Accessibility
Stories: 2Floors: Concrete
Appliances & Utilities
DishwasherRefrigerator
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: WoodPatio
Pool
Pool

Property Information

Year Built
Year Built: 1760
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Community

Units in Building: 1

Lot Information

Lot Area: 0.48 acres

Price History for 38 S Main St

DatePriceEventSource
06/09/2021$390,000Sold
Smart MLS #170398973
05/21/2021$349,900PendingRE/MAX International #170398973
05/21/2021ListingRemovedRE/MAX International
05/17/2021$349,900PendingRE/MAX International #170398973
05/14/2021$349,900Listed For SaleRE/MAX International #170398973
12/31/2019$349,900ListingRemovedAgent Provided
05/25/2019$349,900Listed For SaleAgent Provided
06/29/1995$175,000Sold
N/A

Market trends in Westbrook

Last updated May 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
21
4MoM
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Property Tax and Assessment

Year2025
Tax$6,189
Assessment$275,060
Home facts updated by county records

Comparable Sales for 38 S Main St

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
89 Norris Avenue, Westbrook, CT
0.26
Single-Family Home
$450,000
08/05/25
3
2
1,680
996 Boston Post Rd, Westbrook, CT
0.21
Single-Family Home
$400,000
11/12/25
3
2
1,778
49 Seaside Avenue, Westbrook, CT
0.34
Single-Family Home
$550,000
12/17/25
3
2
2,052
155 Fawn Hill Drive, Westbrook, CT
0.66
Single-Family Home
$425,000
12/11/25
3
1.5
2,100
1259 Old Clinton Road, Westbrook, CT
0.26
Single-Family Home
$450,000
05/15/26
3
1
1,200
328 Hammock Road North, Westbrook, CT
0.75
Single-Family Home
$380,000
04/10/26
3
1.5
2,198
49 Fawn Hill Dr, Westbrook, CT
0.57
Single-Family Home
$412,000
05/20/26
3
2
1,080
30 Dowd Road, Westbrook, CT
0.61
Single-Family Home
$425,000
12/18/25
2
2
2,722
80 Fawn Hill Drive, Westbrook, CT
0.62
Single-Family Home
$425,000
09/25/25
3
2.5
1,584
343 Pond Meadow Road, Westbrook, CT
0.80
Single-Family Home
$452,000
08/20/25
3
1.5
1,940

Nearby homes

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Assigned Schools

These are the assigned schools for 38 S Main St.
View nearby schools on GreatSchools
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

Neighborhood Overview

Westbrook Center
See Local Highlights
Neighborhood stats provided by third party data sources.

What Locals Say about Westbrook Center

At least 2 Trulia users voted on each feature.

  • 100 % Say it's dog friendly

  • 100 % Say streets are well-lit

  • 100 % Say kids play outside

  • 100 % Say neighbors are friendly

  • 100 % Say they plan to stay for at least 5 years

  • 100 % Say there's holiday spirit

  • 100 % Say yards are well-kept

  • 100 % Say it's quiet

  • 100 % Say there's wildlife

  • 100 % Say it's walkable to grocery stores

  • 100 % Say it's walkable to restaurants

  • 100 % Say parking is easy

  • 100 % Say people would walk alone at night

  • 75 % Say there are sidewalks

  • 67 % Say there are community events

  • 50 % Say car is needed

Sourced by Trulia users. Learn more about our methodology.
  • Annie Picardi
    "Beautiful area ,public transit is excellent,Resturant’s, shopping close by, Catholic Church is a bit far from our area, other houses of worship are close by,neighbors are friendly"
    0
    Flag
  • Annie Picardi
    "Great neighbors , awesome restaurants, amazing beach, easy accessibility to I 95 , walking distance to buses and shore line east train, under a mile and half to Amtrak station, nice churches, convient to three grocery stores, "
    0
    Flag
  • Annie Picardi
    "Great neighborhood nice friendly neighbors Cute dogs in the area easy to get to grocery stores retail stores and houses of worship "
    0
    Flag

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Apartments for Rent

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Explore by feature - Air Conditioning

9 rentals with air conditioning in Westbrook, CT

Explore by feature - Washer/dryer

11 rentals with a washer/dryer in Westbrook, CT

Homes for sale near 38 S Main St

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Off Market Homes Near 38 S Main St

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38 S Main St, Westbrook, CT 06498 is a 3 bedroom, 2 bathroom, 2,514 sqft single-family home built in 1760. 38 S Main St is located in Westbrook Center, Westbrook. This property is not currently available for sale. 38 S Main St was last sold on Jun 9, 2021 for $390,000. The current Trulia Estimate for 38 S Main St is $603,100.