53 Captains Dr, Westbrook, CT 06498
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Property image
OFF MARKET

53 Captains Dr
Westbrook, CT 06498

Westbrook Center
  • 3 Beds
  • 2 Baths
  • 1,125 sqft

$1,066,000

Trulia Estimate
as of Jul 23, 2026
Est. Refi. Payment $7,221/mo*
Refinance Your Home

$1,066,000

Trulia Estimate
as of Jul 23, 2026
Est. Refi. Payment $7,221/mo*
Refinance Your Home
3 Beds
2 Baths
1,125 sqft

Local Information

  • Map ViewExplore the area around 53 Captains Dr.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1972
Living Area
1,125 sqft
Price/Sqft
$948
Parking
Garage

Description

This single-family home is located at 53 Captains Dr, Westbrook, CT. 53 Captains Dr is in the Westbrook Center neighborhood in Westbrook, CT and in ZIP code 06498. This property has 3 bedrooms, 2 bathrooms and approximately 1,125 sqft of floor space. This property has a lot size of 6098 sqft and was built in 1972.
53 Captains Dr, Westbrook, CT 06498 is a 3 bedroom, 2 bathroom, 1,125 sqft single-family home in Westbrook Center, built in 1972. It last sold for $565,000 on Jun 4, 2015. It is currently off market. The Trulia Estimate is $1,066,000, with a rent estimate of $2,628/month.

Home Details for 53 Captains Dr

Interior Features

Interior Details
BasementNumber of Rooms: 5
Heating & Cooling
Heating: OilAir ConditioningHeating Fuel: Oil
Levels, Entrance, & Accessibility
Stories: 1
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltDeckExterior: Wood
Parking & Garage
GarageParking: Garage Attached

Property Information

Year Built
Year Built: 1972
Property Type / Style
Property Type: Single Family HomeArchitecture: ranch

Community

Units in Building: 1

Lot Information

Lot Area: 6098 sqft

Price History for 53 Captains Dr

DatePriceEventSource
06/04/2015$565,000Sold
Smart MLS #N10022840

Market trends in Westbrook

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
18
3MoM
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Property Tax and Assessment

Year2025
Tax$9,552
Assessment$424,520
Home facts updated by county records

Comparable Sales for 53 Captains Dr

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
440 Seaside Ave, Westbrook, CT
0.47
Single-Family Home
$910,000
03/11/26
3
2
1,004
6 Indian Trail, Westbrook, CT
0.45
Single-Family Home
$825,000
10/20/25
2
2
1,086
51 Sunrise Road, Westbrook, CT
0.56
Single-Family Home
$1,100,000
10/24/25
3
2
1,353
40 Hammock Road South, Westbrook, CT
0.40
Single-Family Home
$1,100,000
03/17/26
4
3
1,512
123 Old Mail Trail, Westbrook, CT
0.29
Single-Family Home
$1,300,000
06/23/26
5
1
1,976
442 Seaside Avenue, Westbrook, CT
0.46
Single-Family Home
$1,835,000
07/30/25
3
4
2,499
174 Osprey Cir, Westbrook, CT
0.68
Single-Family Home
$575,000
06/02/26
3
2
1,638
76 Osprey Circle, Westbrook, CT
0.60
Single-Family Home
$700,000
09/12/25
2
2
1,981
5 Meadow Point Road, Westbrook, CT
1.14
Single-Family Home
$426,000
03/20/26
3
1.5
1,520
86 Grove Beach Road North, Westbrook, CT
0.85
Single-Family Home
$364,900
03/13/26
3
1
935

Nearby homes

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Assigned Schools

These are the assigned schools for 53 Captains Dr.
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

LGBTQ Local Legal Protections

Apartments for Rent

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Homes for sale near 53 Captains Dr

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Off Market Homes Near 53 Captains Dr

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