152 Captains Dr, Westbrook, CT 06498
OFF MARKET

$2,218,100

Trulia Estimate
  • 3 Beds
  • 3 Baths
  • 2,720 sqft

152 Captains Dr, Westbrook, CT 06498

Westbrook Center
Est. Refi. Payment $14,920/mo*
Refinance Your Home
Currently Off Market - Sold May 3, 1999 for $647,000

Home Value

Trulia Estimate
$2.22M
Since last month
Increased$96K (+4.5%)
Since last year
Increased$97K (+4.5%)
Since last sale
Increased$2M (+244.6%)
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 +237% in the last 10 years
MonthEstimated value
2026
August 2026$2.23M
July 2026$2.13M
June 2026$2.18M
May 2026$2.16M
April 2026$2.04M
March 2026$2.07M
February 2026$1.97M
January 2026$1.97M
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
40 Hammock Road South, Westbrook, CT
0.42
Single-Family Home
$1,100,000
03/17/26
4
3
1,512
440 Seaside Ave, Westbrook, CT
0.36
Single-Family Home
$910,000
03/11/26
3
2
1,004
273 Seaside Avenue, Westbrook, CT
0.68
Single-Family Home
$1,730,000
07/23/26
4
2.5
2,622
3 Mohican Road, Westbrook, CT
0.67
Single-Family Home
$960,000
08/14/26
3
2
1,787
10 Lynne Avenue, Westbrook, CT
0.66
Single-Family Home
$843,000
08/19/26
2
2
1,748
6 Indian Trail, Westbrook, CT
0.58
Single-Family Home
$825,000
10/20/25
2
2
1,086
51 Sunrise Road, Westbrook, CT
0.71
Single-Family Home
$1,100,000
10/24/25
3
2
1,353
47 Old Mail Trail, Westbrook, CT
0.58
Single-Family Home
$2,450,000
08/04/26
3
2
1,800
123 Old Mail Trail, Westbrook, CT
0.44
Single-Family Home
$1,300,000
06/23/26
5
1
1,976
76 Osprey Circle, Westbrook, CT
0.72
Single-Family Home
$700,000
09/12/25
2
2
1,981

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
165 Captains Drive, Westbrook, CT 06498
0.03
$1,669,800
2
3
2,104
Off Market
7 Captains Drive, Westbrook, CT 06498
0.07
$1,374,200
3
3
1,793
Off Market
6 Leeway Drive, Westbrook, CT 06498
0.09
$1,275,000
3
3
2,475
For Sale
83 Captains Drive, Westbrook, CT 06498
0.12
$1,204,400
5
3
2,640
Off Market
67 Captains Drive, Westbrook, CT 06498
0.14
$1,405,800
3
3
2,448
Off Market
54 Captains Dr....pilots Point, Westbrook, CT 06498
0.15
$2,915,500
4
6.5
5,010
Off Market
518 Seaside Avenue, Westbrook, CT 06498
0.23
-
-
-
-
Off Market
7 Dolphin Avenue, Westbrook, CT 06498
0.33
$583,200
1
1
848
Off Market
157 Old Mail Trail, Westbrook, CT 06498
0.38
$1,429,800
4
1.5
1,664
Off Market
155 Old Mail Trail, Westbrook, CT 06498
0.38
$1,617,000
4
3
2,098
Off Market
449 Seaside Avenue, Westbrook, CT 06498
0.35
$1,475,000
3
3.5
4,303
For Sale
442 Seaside Avenue, Westbrook, CT 06498
0.36
$1,974,300
3
4
2,499
Off Market

Local Information

  • Map ViewExplore the area around 152 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
1968
Living Area
2,720 sqft
Price/Sqft
$815
Parking
Garage

About this House

This single-family home is located at 152 Captains Dr, Westbrook, CT. 152 Captains Dr is in the Westbrook Center neighborhood in Westbrook, CT and in ZIP code 06498. This property has 3 bedrooms, 3 bathrooms and approximately 2,720 sqft of floor space. This property has a lot size of 6534 sqft and was built in 1968.
152 Captains Dr, Westbrook, CT 06498 is a 3 bedroom, 3 bathroom, 2,720 sqft single-family home in Westbrook Center, built in 1968. It last sold for $647,000 on May 3, 1999. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $2,218,100, with a rent estimate of $3,644/month.

Home Details for 152 Captains Dr

Interior Features

Interior Details
BasementNumber of Rooms: 7
Heating & Cooling
Heating: OilAir ConditioningHeating Fuel: Oil
Levels, Entrance, & Accessibility
Stories: 2
Fireplace & Spa
Fireplace

Property Information

Year Built
Year Built: 1968
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Exterior Features

Exterior Home Features
Exterior: WoodPatio
Parking & Garage
GarageParking: Garage Attached

Community

Units in Building: 1

Lot Information

Lot Area: 6534 sqft

Price and Tax history

DateEventPrice
May 3, 1999
Source: N/A
Sold
$647,000

Market trends in Westbrook

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
24
6MoM

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 152 Captains Dr

  • What is 152 Captains Dr estimated to be worth?
    Trulia's estimated value for 152 Captains Dr in Westbrook, CT is $2,218,100.
  • What is the price history for 152 Captains Dr?
    152 Captains Dr in Westbrook, CT last sold for $647,000 in May 1999.
  • 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 152 Captains Dr?
    The closest schools to 152 Captains Dr 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).
  • How big is the lot at 152 Captains Dr?
    The lot at 152 Captains Dr in Westbrook, CT is about 0.15 acres (6,534 sq ft).
  • Does 152 Captains Dr have a garage?
    Yes, 152 Captains Dr in Westbrook, CT has a garage.

Explore by feature - Air Conditioning

11 rentals with air conditioning in Westbrook, CT

Explore by feature - Washer/dryer

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Apartments for Rent

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Off Market Homes Near 152 Captains Dr

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