33 Captains Dr, Westbrook, CT 06498
OFF MARKET

$864,600

Trulia Estimate
  • 3 Beds
  • 2 Baths
  • 1,673 sqft

33 Captains Dr, Westbrook, CT 06498

Westbrook Center
Est. Refi. Payment $5,898/mo*
Refinance Your Home

Home Value

Trulia Estimate
$865K
Since last month
Increased$11K (+1.3%)
Since last year
Increased$5K (+0.6%)
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 +18% in the last 10 years
MonthEstimated value
2026
August 2026$861K
July 2026$850K
June 2026$865K
May 2026$872K
April 2026$825K
March 2026$823K
February 2026$780K
January 2026$785K
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
3 Mohican Road, Westbrook, CT
0.55
Single-Family Home
$960,000
08/14/26
3
2
1,787
440 Seaside Ave, Westbrook, CT
0.44
Single-Family Home
$910,000
03/11/26
3
2
1,004
47 Old Mail Trail, Westbrook, CT
0.46
Single-Family Home
$2,450,000
08/04/26
3
2
1,800
40 Hammock Road South, Westbrook, CT
0.40
Single-Family Home
$1,100,000
03/17/26
4
3
1,512
51 Sunrise Road, Westbrook, CT
0.59
Single-Family Home
$1,100,000
10/24/25
3
2
1,353
6 Indian Trail, Westbrook, CT
0.48
Single-Family Home
$825,000
10/20/25
2
2
1,086
123 Old Mail Trail, Westbrook, CT
0.32
Single-Family Home
$1,300,000
06/23/26
5
1
1,976
10 Lynne Avenue, Westbrook, CT
0.72
Single-Family Home
$843,000
08/19/26
2
2
1,748
273 Seaside Avenue, Westbrook, CT
0.76
Single-Family Home
$1,730,000
07/23/26
4
2.5
2,622
76 Osprey Circle, Westbrook, CT
0.62
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
83 Captains Drive, Westbrook, CT 06498
0.02
$1,204,400
5
3
2,640
Off Market
67 Captains Drive, Westbrook, CT 06498
0.02
$1,405,800
3
3
2,448
Off Market
7 Captains Drive, Westbrook, CT 06498
0.05
$1,374,200
3
3
1,793
Off Market
54 Captains Dr....pilots Point, Westbrook, CT 06498
0.03
$2,915,500
4
6.5
5,010
Off Market
165 Captains Drive, Westbrook, CT 06498
0.11
$1,669,800
2
3
2,104
Off Market
6 Leeway Drive, Westbrook, CT 06498
0.13
$1,275,000
3
3
2,475
For Sale
157 Old Mail Trail, Westbrook, CT 06498
0.26
$1,429,800
4
1.5
1,664
Off Market
155 Old Mail Trail, Westbrook, CT 06498
0.27
$1,617,000
4
3
2,098
Off Market
151 Old Mail Trail, Westbrook, CT 06498
0.28
$2,417,300
4
3.5
2,513
Off Market
518 Seaside Avenue, Westbrook, CT 06498
0.30
-
-
-
-
Off Market
123 Old Mail Trail, Westbrook, CT 06498
0.32
$1,300,000
5
1
1,976
Recently Sold
98 Old Mail Trail, Westbrook, CT 06498
0.36
$890,600
3
2
1,216
Off Market

Local Information

  • Map ViewExplore the area around 33 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
1971
Living Area
1,673 sqft
Price/Sqft
$517
Parking
Garage

About this House

This single-family home is located at 33 Captains Dr, Westbrook, CT. 33 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 1,673 sqft of floor space. This property has a lot size of 6534 sqft and was built in 1971.
33 Captains Dr, Westbrook, CT 06498 is a 3 bedroom, 2 bathroom, 1,673 sqft single-family home in Westbrook Center, built in 1971. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $864,600, with a rent estimate of $3,027/month.

Home Details for 33 Captains Dr

Interior Features

Interior Details
BasementNumber of Rooms: 5
Heating & Cooling
Heating: ElectricAir ConditioningHeating Fuel: Electric
Levels, Entrance, & Accessibility
Stories: 2
Fireplace & Spa
Fireplace

Property Information

Year Built
Year Built: 1971
Property Type / Style
Property Type: Single Family HomeArchitecture: Cape Cod

Exterior Features

Exterior Home Features
DeckExterior: Other
Parking & Garage
GarageParking: Garage Attached

Community

Units in Building: 1

Lot Information

Lot Area: 6534 sqft

Price and Tax history

YearProperty taxTax assessment
2025
$8,127
$361,200
Home facts updated by county records

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 33 Captains Dr

  • What is 33 Captains Dr estimated to be worth?
    Trulia's estimated value for 33 Captains Dr in Westbrook, CT is $864,600.
  • 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 33 Captains Dr?
    The closest schools to 33 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 33 Captains Dr?
    The lot at 33 Captains Dr in Westbrook, CT is about 0.15 acres (6,534 sq ft).
  • Does 33 Captains Dr have a garage?
    Yes, 33 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

12 rentals with a washer/dryer in Westbrook, CT

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Off Market Homes Near 33 Captains Dr

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