66 S Main St, Westbrook, CT 06498
OFF MARKET

$547,100

Trulia Estimate
  • 5 Beds
  • 2 Baths
  • 2,807 sqft (on 0.30 acres)

66 S Main St, Westbrook, CT 06498

Westbrook Center
Est. Refi. Payment $3,818/mo*
Refinance Your Home

Home Value

Trulia Estimate
$547K
Since last month
Increased$10K (+1.9%)
Since last year
Increased$36K (+7.1%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +77% in the last 10 years
MonthEstimated value
2026
September 2026$547K
August 2026$537K
July 2026$531K
June 2026$539K
May 2026$528K
April 2026$499K
March 2026$517K
February 2026$494K
January 2026$498K
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
41 South Main Street, Westbrook, CT
0.06
Multi-Family Home
$490,000
10/10/25
5
2.5
2,379
1286 Boston Post Road, Westbrook, CT
0.32
Multi-Family Home
$600,000
11/14/25
7
4
2,646
912 Boston Post Road, Westbrook, CT
0.32
Multi-Family Home
$493,000
12/31/25
3
2
1,977
1110 Old Clinton Road, Westbrook, CT
0.42
Multi-Family Home
$672,000
01/26/26
4
3
2,428
33 Salt Island Rd, Westbrook, CT
0.31
Multi-Family Home
$400,000
09/29/25
3
2
1,246
369 Pond Meadow Road, Westbrook, CT
0.84
Multi-Family Home
$650,000
03/11/26
6
3
1,296
94 Waldron Drive, Westbrook, CT
1.50
Multi-Family Home
$900,000
09/30/25
6
5.5
4,940
176 Shore Road, Clinton, CT
2.49
Multi-Family Home
$1,000,000
05/14/26
6
3
2,522
143 Sandy Point Rd, Old Saybrook, CT
1.85
Multi-Family Home
$550,000
11/21/25
2
2.5
1,600
43-45 High Street, Clinton, CT
3.88
Multi-Family Home
$595,000
09/10/26
5
4
3,044

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
43 Magna Lane, Westbrook, CT 06498
0.07
$1,128,400
4
3.5
2,387
Off Market
38 South Main Street, Westbrook, CT 06498
0.06
$605,000
3
2
2,514
For Sale
41 South Main Street, Westbrook, CT 06498
0.06
$531,500
5
2.5
2,379
Off Market
1010 Boston Post Road, Westbrook, CT 06498
0.14
$535,000
3
2
1,486
For Sale
Boston Post Road, Westbrook, CT 06498
0.16
-
-
-
-
Off Market
126 Magna Lane, Westbrook, CT 06498
0.22
$775,000
4
2.5
2,361
Recently Sold
9 Essex Road, Westbrook, CT 06498
0.20
$419,800
3
2.5
2,376
Off Market
80 Wesley Avenue, Westbrook, CT 06498
0.24
$1,718,200
3
2.5
2,515
Off Market
10 Quotonset Lane, Westbrook, CT 06498
0.27
$499,300
2
1
712
Off Market
41 Trolley Road, Westbrook, CT 06498
0.25
$275,000
2
1
573
For Sale
1340 Old Clinton Road #12, Westbrook, CT 06498
0.24
$640,000
3
2.5
2,177
Recently Sold
1340 Old Clinton Road #7, Westbrook, CT 06498
0.24
$889,500
3
2.5
2,537
Off Market

Local Information

  • Map ViewExplore the area around 66 S Main St.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Multi-Family
Built in 1900
0.3 acre lot
2,807 sqft
$195/sqft
Garage

About this House

This multi-family home is located at 66 S Main St, Westbrook, CT. 66 S Main St is in the Westbrook Center neighborhood in Westbrook, CT and in ZIP code 06498. This property has 5 bedrooms, 2 bathrooms and approximately 2,807 sqft of floor space. This property has a lot size of 0.30 acres and was built in 1900.
66 S Main St, Westbrook, CT 06498 is a 5 bedroom, 2 bathroom, 2,807 sqft multi-family in Westbrook Center, built in 1900. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $547,100, with a rent estimate of $2,101/month.

Home Details for 66 S Main St

Interior Features

Interior Details
BasementAtticNumber of Rooms: 11
Heating & Cooling
Heating: OilAir ConditioningHeating Fuel: Oil
Levels, Entrance, & Accessibility
Stories: 2
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: Other
Pool
Pool
Parking & Garage
GarageParking: Garage Attached

Property Information

Year Built
Year Built: 1900
Property Type / Style
Property Type: Multi FamilyArchitecture: Other

Community

Units in Building: 2

Lot Information

Lot Area: 0.30 acres

Price and Tax history

YearProperty taxTax assessment
2025
$5,969
$265,310
Home facts updated by county records

Market trends in Westbrook

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
21
3MoM

Around this home

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

LGBTQ Local Legal Protections

Frequently asked questions about 66 S Main St

  • What is 66 S Main St estimated to be worth?
    Trulia's estimated value for 66 S Main St in Westbrook, CT is $547,100.
  • Is Westbrook a buyer's or seller's market?
    Westbrook is currently a seller's market, based on recent for-sale activity.
  • What are the closest schools to 66 S Main St?
    The closest schools to 66 S Main St in Westbrook, CT are Daisy Ingraham School (Pre-K/Elementary, rated 7/10), Westbrook High School (rated 7/10), Westbrook Middle School (rated 8/10).
  • Does 66 S Main St have a pool?
    Yes, 66 S Main St in Westbrook, CT has a pool.

Explore by feature - Air Conditioning

9 rentals with air conditioning in Westbrook, CT

Explore by feature - Washer/dryer

9 rentals with a washer/dryer in Westbrook, CT

Apartments for Rent

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Off Market Homes Near 66 S Main St

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Homes for sale near 66 S Main St

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