41 Captains Dr, Westbrook, CT 06498
OFF MARKET

41 Captains Dr
Westbrook, CT 06498

Westbrook Center
  • 3 Beds
  • 2 Baths
  • 2,088 sqft

$749,200

Trulia Estimate
as of Jun 5, 2026

$749,200

Trulia Estimate
as of Jun 5, 2026
3 Beds
2 Baths
2,088 sqft

Local Information

Map showing home location
© Google
-- mins to
Commute Destination

Description

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.
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources.

Home Highlights

Parking
No Info
Outdoor
Patio, Deck
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
Less than a day ago

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 History for 41 Captains Dr

DatePriceEventSource
02/14/2020$290,000Sold
Smart MLS #170227126
12/31/2019$319,900PendingAgent Provided
11/02/2019$319,900PriceChange
Agent Provided
09/06/2019$339,900PriceChange
Agent Provided
08/19/2019$345,900PriceChange
Agent Provided
07/15/2019$349,000PriceChange
Agent Provided
04/25/2019$359,000PriceChange
Agent Provided
02/28/2019$369,000PriceChange
Agent Provided
02/04/2019$379,000Listed For SaleAgent Provided

Market trends in Westbrook

Last updated April 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
17
11MoM
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Property Tax and Assessment

Year2025
Tax$7,745
Assessment$344,210
Home facts updated by county records

Comparable Sales for 41 Captains Dr

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
201 Old Mail Trail, Westbrook, CT
0.17
Single-Family Home
$1,650,000
11/21/25
4
3.5
1,824
440 Seaside Ave, Westbrook, CT
0.45
Single-Family Home
$910,000
03/11/26
3
2
1,004
442 Seaside Avenue, Westbrook, CT
0.44
Single-Family Home
$1,835,000
07/30/25
3
4
2,499
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
37 Menunketesuck Road, Westbrook, CT
0.47
Single-Family Home
$585,000
06/23/25
2
1
960
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
154 Osprey Circle, Westbrook, CT
0.71
Single-Family Home
$540,000
06/27/25
4
3
2,041
5 Meadow Point Road, Westbrook, CT
1.15
Single-Family Home
$426,000
03/20/26
3
1.5
1,520

Nearby homes

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Assigned Schools

These are the assigned schools for 41 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

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41 Captains Dr, Westbrook, CT 06498 is a 3 bedroom, 2 bathroom, 2,088 sqft single-family home built in 1969. 41 Captains Dr is located in Westbrook Center, Westbrook. This property is not currently available for sale. 41 Captains Dr was last sold on Feb 14, 2020 for $290,000. The current Trulia Estimate for 41 Captains Dr is $749,200.