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

$750,400

Trulia Estimate
  • 3 Beds
  • 2 Baths
  • 2,088 sqft

41 Captains Dr, Westbrook, CT 06498

Westbrook Center
Est. Refi. Payment $5,129/mo*
Refinance Your Home
Currently Off Market - Sold Feb 14, 2020 for $290,000

Home Value

Trulia Estimate
$750K
Since last month
Decreased$2K (-0.2%)
Since last year
Decreased$5K (-0.6%)
Since last sale
Increased$460K (+158.7%)
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 +12% in the last 10 years
MonthEstimated value
2026
August 2026$750K
July 2026$752K
June 2026$753K
May 2026$749K
April 2026$727K
March 2026$719K
February 2026$685K
January 2026$678K
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
0.54
Single-Family Home
$960,000
08/14/26
3
2
1,787
440 Seaside Ave, Westbrook, CT
0.45
Single-Family Home
$910,000
03/11/26
3
2
1,004
40 Hammock Road South, Westbrook, CT
0.39
Single-Family Home
$1,100,000
03/17/26
4
3
1,512
6 Indian Trail, Westbrook, CT
0.47
Single-Family Home
$825,000
10/20/25
2
2
1,086
10 Lynne Avenue, Westbrook, CT
0.73
Single-Family Home
$843,000
08/19/26
2
2
1,748
47 Old Mail Trail, Westbrook, CT
0.45
Single-Family Home
$2,450,000
08/04/26
3
2
1,800
51 Sunrise Road, Westbrook, CT
0.58
Single-Family Home
$1,100,000
10/24/25
3
2
1,353
76 Osprey Circle, Westbrook, CT
0.61
Single-Family Home
$700,000
09/12/25
2
2
1,981
123 Old Mail Trail, Westbrook, CT
0.32
Single-Family Home
$1,300,000
06/23/26
5
1
1,976
5 Meadow Point Road, Westbrook, CT
1.15
Single-Family Home
$426,000
03/20/26
3
1.5
1,520

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
54 Captains Dr....pilots Point, Westbrook, CT 06498
0.03
$2,915,500
4
6.5
5,010
Off Market
67 Captains Drive, Westbrook, CT 06498
0.02
$1,405,800
3
3
2,448
Off Market
83 Captains Drive, Westbrook, CT 06498
0.02
$1,204,400
5
3
2,640
Off Market
7 Captains Drive, Westbrook, CT 06498
0.06
$1,374,200
3
3
1,793
Off Market
165 Captains Drive, Westbrook, CT 06498
0.12
$1,669,800
2
3
2,104
Off Market
6 Leeway Drive, Westbrook, CT 06498
0.14
$1,275,000
3
3
2,475
For Sale
157 Old Mail Trail, Westbrook, CT 06498
0.25
$1,429,800
4
1.5
1,664
Off Market
518 Seaside Avenue, Westbrook, CT 06498
0.30
-
-
-
-
Off Market
155 Old Mail Trail, Westbrook, CT 06498
0.26
$1,617,000
4
3
2,098
Off Market
151 Old Mail Trail, Westbrook, CT 06498
0.27
$2,417,300
4
3.5
2,513
Off Market
123 Old Mail Trail, Westbrook, CT 06498
0.32
$1,300,000
5
1
1,976
Recently Sold
40 Hammock Road South, Westbrook, CT 06498
0.39
$1,100,000
4
3
1,512
Recently Sold

Local Information

  • Map ViewExplore the area around 41 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
1969
Living Area
2,088 sqft
Price/Sqft
$359

About this House

Its all About the Location! Truly an opportunity to make this property shine with a little TLC you can own a piece of heaven. Belong to a prestigious water community in Pilot's Point Marina. Private beach rights just a moment away. Open floor plan with gorgeous views of the marina and harbor. The backyard has a deck and patio. Main level has two bedrooms, dinning room, large kitchen and a family room. Lower level has one bedroom, kitchen, large living room, full bath, large walk in closet, laundry room and additional room for storage. Private entrance makes this a great in-law or nanny space. A short distance to shopping, town center, and the highway. Just two hours to New York or Boston, easy access to the highway or the Train station.
41 Captains Dr, Westbrook, CT 06498 is a 3 bedroom, 2 bathroom, 2,088 sqft single-family home in Westbrook Center, built in 1969. It last sold for $290,000 on Feb 14, 2020. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $750,400, with a rent estimate of $2,962/month.

Home Details for 41 Captains Dr

Interior Features

Interior Details
BasementNumber of Rooms: 6Ceiling Fan
Heating & Cooling
Heating: ElectricAir ConditioningHeating Fuel: Electric
Levels, Entrance, & Accessibility
Stories: 1Floors: Tile
Appliances & Utilities
DishwasherDryerRefrigeratorWasher
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: OtherDeckExterior: OtherPatio

Property Information

Year Built
Year Built: 1969
Property Type / Style
Property Type: Single Family HomeArchitecture: ranch

Community

Units in Building: 2

Lot Information

Lot Area: 7840 sqft

Price and Tax history

DateEventPrice
Feb 14, 2020
Source: Smart MLS #170227126
Sold
$290,000
Dec 31, 2019
Source: Agent Provided
Pending
$319,900
Nov 2, 2019
Source: Agent Provided
PriceChange
$319,900
Price decreased by 6%
Sep 6, 2019
Source: Agent Provided
PriceChange
$339,900
Price decreased by 2%
Aug 19, 2019
Source: Agent Provided
PriceChange
$345,900
Price decreased by 1%

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 41 Captains Dr

  • What is 41 Captains Dr estimated to be worth?
    Trulia's estimated value for 41 Captains Dr in Westbrook, CT is $750,400.
  • What is the price history for 41 Captains Dr?
    41 Captains Dr in Westbrook, CT last sold for $290,000 in February 2020.
  • 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 41 Captains Dr?
    The closest schools to 41 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).
  • Does 41 Captains Dr have laundry facilities?
    Yes, 41 Captains Dr in Westbrook, CT has in-unit laundry.
  • How big is the lot at 41 Captains Dr?
    The lot at 41 Captains Dr in Westbrook, CT is about 0.18 acres (7,841 sq ft).

Explore by feature - Air Conditioning

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Apartments for Rent

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Off Market Homes Near 41 Captains Dr

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