189 Captains Dr, Westbrook, CT 06498
OFF MARKET

189 Captains Dr
Westbrook, CT 06498

Westbrook Center
  • 3 Beds
  • 2 Baths
  • 2,237 sqft

$1,121,300

Trulia Estimate
as of Jun 30, 2026
Est. Refi. Payment $7,426/mo*
Refinance Your Home

$1,121,300

Trulia Estimate
as of Jun 30, 2026
Est. Refi. Payment $7,426/mo*
Refinance Your Home
3 Beds
2 Baths
2,237 sqft

Local Information

  • Map ViewExplore the area around 189 Captains Dr.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Description

Welcome to Captains Drive....A SHOW STOPPER!....offering waterviews, steps to a private beach, three bedrooms in an upscale community! The main living area has oversized windows providing water views from every room! The combination of the oversized windows and cathedral ceiling creates a space that feels roomy, bright and warm. In addition this home offers the luxury of single floor living, air conditioning, ensuite master, hardwood throughout and a partially finished basement for additional family space. The lower level is large enough for an additional sleeping area, has another fireplace and has lots of additional storage. Step outside and smell the salt air where you can dine alfresco on the patio, chill on the deck or enjoy a fire by your designated firepit area. This is your dream beach house....Beach, sunsets, sandbars, close to town, in a neighborhood and is just steps from Pilots Point Marina. This is not to be missed.
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
Porch, Patio, Deck
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
Less than a day ago

Home Details for 189 Captains Dr

Interior Features

Interior Details
BasementNumber of Rooms: 4
Heating & Cooling
Heating: Forced Air, Electric, OilAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 1
Appliances & Utilities
DryerMicrowaveRefrigeratorWasher
Fireplace & Spa
Fireplace
Security
Security System

Exterior Features

Exterior Home Features
Roof: OtherDeckExterior: VinylPatioPorch

Property Information

Year Built
Year Built: 1959
Property Type / Style
Property Type: Single Family HomeArchitecture: Ranch / Rambler

Community

Units in Building: 1

Lot Information

Lot Area: 7405 sqft

Price History for 189 Captains Dr

DatePriceEventSource
04/07/2020$650,000Sold
Smart MLS #170240821
02/16/2020$699,999PendingAgent Provided
10/02/2019$699,999Listed For SaleAgent Provided
06/21/2013$550,000Sold
Smart MLS #M9140369

Market trends in Westbrook

Last updated May 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
21
4MoM
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Property Tax and Assessment

Year2025
Tax$10,343
Assessment$459,690
Home facts updated by county records

Comparable Sales for 189 Captains Dr

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
440 Seaside Ave, Westbrook, CT
0.30
Single-Family Home
$910,000
03/11/26
3
2
1,004
442 Seaside Avenue, Westbrook, CT
0.29
Single-Family Home
$1,835,000
07/30/25
3
4
2,499
40 Hammock Road South, Westbrook, CT
0.35
Single-Family Home
$1,100,000
03/17/26
4
3
1,512
6 Indian Trail, Westbrook, CT
0.57
Single-Family Home
$825,000
10/20/25
2
2
1,086
49 Seaside Avenue, Westbrook, CT
0.92
Single-Family Home
$550,000
12/17/25
3
2
2,052
76 Osprey Circle, Westbrook, CT
0.69
Single-Family Home
$700,000
09/12/25
2
2
1,981
51 Sunrise Road, Westbrook, CT
0.73
Single-Family Home
$1,100,000
10/24/25
3
2
1,353
12 Bellstone Avenue, Westbrook, CT
0.78
Single-Family Home
$1,050,000
07/14/25
4
3
2,292
123 Old Mail Trail, Westbrook, CT
0.47
Single-Family Home
$1,300,000
06/23/26
5
1
1,976
174 Osprey Cir, Westbrook, CT
0.80
Single-Family Home
$575,000
06/02/26
3
2
1,638

Nearby homes

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Assigned Schools

These are the assigned schools for 189 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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Explore by feature - Air Conditioning

9 rentals with air conditioning in Westbrook, CT

Explore by feature - Washer/dryer

10 rentals with a washer/dryer in Westbrook, CT

Homes for sale near 189 Captains Dr

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Off Market Homes Near 189 Captains Dr

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189 Captains Dr, Westbrook, CT 06498 is a 3 bedroom, 2 bathroom, 2,237 sqft single-family home built in 1959. 189 Captains Dr is located in Westbrook Center, Westbrook. This property is not currently available for sale. 189 Captains Dr was last sold on Apr 7, 2020 for $650,000. The current Trulia Estimate for 189 Captains Dr is $1,121,300.