Is Westbrook Center, Westbrook, CT dog-friendly?

As of early 2026, 100% of users say it's dog friendly

Are the streets well-lit in Westbrook Center, Westbrook, CT?

As of early 2026, 100% of users say streets are well-lit

Do kids play outside in Westbrook Center, Westbrook, CT?

As of early 2026, 100% of users say kids play outside

Are neighbors friendly in Westbrook Center, Westbrook, CT?

As of early 2026, 100% of users say neighbors are friendly

Do residents of Westbrook Center, Westbrook, CT plan to stay at least 5 years?

As of early 2026, 100% of users say they plan to stay for at least 5 years

Does Westbrook Center, Westbrook, CT show holiday spirit?

As of early 2026, 100% of users say there's holiday spirit

Are yards well-kept in Westbrook Center, Westbrook, CT?

As of early 2026, 100% of users say yards are well-kept

Is Westbrook Center, Westbrook, CT quiet?

As of early 2026, 100% of users say it's quiet

Is there wildlife in Westbrook Center, Westbrook, CT?

As of early 2026, 100% of users say there's wildlife

Is Westbrook Center, Westbrook, CT walkable to grocery stores?

As of early 2026, 100% of users say it's walkable to grocery stores

Is Westbrook Center, Westbrook, CT walkable to restaurants?

As of early 2026, 100% of users say it's walkable to restaurants

Is parking easy in Westbrook Center, Westbrook, CT?

As of early 2026, 100% of users say parking is easy

Would people walk alone at night in Westbrook Center, Westbrook, CT?

As of early 2026, 100% of users say people would walk alone at night

Does Westbrook Center, Westbrook, CT have sidewalks?

As of early 2026, 75% of users say there are sidewalks

Are there community events in Westbrook Center, Westbrook, CT?

As of early 2026, 67% of users say there are community events

Is a car needed in Westbrook Center, Westbrook, CT?

As of early 2026, 50% of users say car is needed

OFF MARKET

189 Captains Dr
Westbrook, CT 06498

Westbrook Center

3 Beds
2 Baths
2,237 sqft

$1,122,000

Trulia Estimate

as of Jul 27, 2026

Est. Refi. Payment $7,650/mo*

Refinance Your Home

$1,122,000

Trulia Estimate

as of Jul 27, 2026

Est. Refi. Payment $7,650/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

Home Highlights

Property Type

Single-Family Home

Year Built

1959

Living Area

2,237 sqft

Price/Sqft

$502

About this House

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.

189 Captains Dr, Westbrook, CT 06498 is a 3 bedroom, 2 bathroom, 2,237 sqft single-family home in Westbrook Center, built in 1959. It last sold for $650,000 on Apr 7, 2020. It is currently off market. The Trulia Estimate is $1,122,000, with a rent estimate of $3,104/month.

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

Date	Price	Event	Source
04/07/2020	$650,000	Sold	Smart MLS #170240821
Recording Date 04/07/2020 County Transfer Tax N/A Total Transfer Tax N/A
02/16/2020	$699,999	Pending	Agent Provided

10/02/2019	$699,999	Listed For Sale	Agent Provided

06/21/2013	$550,000	Sold	Smart MLS #M9140369
Recording Date 06/21/2013 County Transfer Tax N/A Total Transfer Tax N/A

Market trends in Westbrook

Last updated June 2026

Avg. sale price

—

Sale-to-List Price

—

Price per sq ft

—

Available listings

3MoM

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Property Tax and Assessment

Year	2025
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
273 Seaside Avenue, Westbrook, CT	0.61	Single-Family Home	$1,730,000	07/23/26	4	2.5	2,622
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
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

Get a sense of prices in the area by checking nearby homes.

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OFF MARKET
Est. $1,638,300
2 bd
3 ba
2,104 sqft
165 Captains Drive,
Westbrook, CT 06498
William Pitt Sotheby's Int'l
FOR SALE
$1,275,000
3 bd
3 ba
2,475 sqft
6 Leeway Drive,
Westbrook, CT 06498
SKS Realty
OFF MARKET
Est. $1,357,500
3 bd
3 ba
1,793 sqft
7 Captains Drive,
Westbrook, CT 06498
William Raveis Real Estate
OFF MARKET
518 Seaside Avenue,
Westbrook, CT 06498
William Pitt Sotheby's Int'l
OFF MARKET
Est. $1,210,500
5 bd
3 ba
2,640 sqft
83 Captains Drive,
Westbrook, CT 06498
Berkshire Hathaway NE Prop.
OFF MARKET
Est. $1,395,700
3 bd
3 ba
2,448 sqft
67 Captains Drive,
Westbrook, CT 06498
Coldwell Banker Realty
OFF MARKET
Est. $2,937,100
4 bd
6.5 ba
5,010 sqft
54 Captains Dr....pilots Point,
Westbrook, CT 06498
Coldwell Banker Realty
OFF MARKET
Est. $577,600
1 bd
1 ba
848 sqft
7 Dolphin Avenue,
Westbrook, CT 06498
KW Legacy Partners
FOR SALE
$1,565,000
3 bd
3.5 ba
4,303 sqft
449 Seaside Avenue,
Westbrook, CT 06498
William Pitt Sotheby's Int'l
OFF MARKET
Est. $1,939,900
3 bd
4 ba
2,499 sqft
442 Seaside Avenue,
Westbrook, CT 06498
William Pitt Sotheby's Int'l
OFF MARKET
Est. $734,600
2 bd
1 ba
849 sqft
8 Tarpon Avenue,
Westbrook, CT 06498
Berkshire Hathaway NE Prop.
SOLD
MAR 17, 2026
$1,100,000
4 bd
3 ba
1,512 sqft
40 Hammock Road South,
Westbrook, CT 06498
William Pitt Sotheby's Int'l

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Additional Cost

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

11 Homes For You
Buy: $126k - $1.57m

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
Resident
3mo ago
"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
Resident
1y ago
"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
Resident
1y ago
"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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NEW - 2 DAYS AGO
APPLY INSTANTLY
FURNISHED
$1,800/mo
Total price
3 bd
1.5 ba
89 Grove Beach Rd S,
Westbrook, CT 06498
APPLY INSTANTLY
PET FRIENDLY
FURNISHED
$2,450/mo
Total price
1 bd
1 ba
69 Waterside Ln #4,
Clinton, CT 06413
APPLY INSTANTLY
FURNISHED
$2,300/mo
Total price
1 bd
1 ba
130 Shore Rd #A,
Clinton, CT 06413
APPLY INSTANTLY
$2,050/mo
Total price
2 bd
1.5 ba
20 Chapman Beach Rd #20A,
Westbrook, CT 06498
$1,950/mo
Fees may apply
2 bd
1 ba
1742 Boston Post Rd #5B,
Westbrook, CT 06498
See more homes for rent in
Westbrook
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Homes for sale near 189 Captains Dr

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$1,275,000
3 bd
3 ba
2,475 sqft
6 Leeway Drive,
Westbrook, CT 06498
SKS Realty
$1,565,000
3 bd
3.5 ba
4,303 sqft
449 Seaside Avenue,
Westbrook, CT 06498
William Pitt Sotheby's Int'l
$374,900
3 bd
1.5 ba
1,313 sqft
15 Bluff Avenue,
Clinton, CT 06413
Coldwell Banker Realty
0.53 ACRES
$500,000
2 bd
2 ba
1,320 sqft
79 Wesley Avenue,
Westbrook, CT 06498
Berkshire Hathaway NE Prop.
$639,900
3 bd
1 ba
1,320 sqft
34 Quotonset Lane,
Westbrook, CT 06498
William Raveis Real Estate
$997,000
4 bd
2 ba
1,722 sqft
144 Shore Road,
Clinton, CT 06413
Coldwell Banker Realty
$220,000
2 bd
1.5 ba
1,056 sqft
40 Beach Road,
Clinton, CT 06413
William Raveis Real Estate
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Off Market Homes Near 189 Captains Dr

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SOLD
JUL 24, 2026
$610,000
4 bd
3 ba
2,252 sqft
98 Fairy Dell Road,
Clinton, CT 06413
Real Broker CT, LLC
SOLD
JUL 23, 2026
$655,000
3 bd
2 ba
1,736 sqft
22 Morgan Park,
Clinton, CT 06413
The Bridge Realty Inc.
SOLD
JUL 23, 2026
$685,000
60 Ingham Hill Road,
Old Saybrook, CT 06475
Houlihan Lawrence WD
SOLD
JUL 17, 2026
$750,000
3 bd
2.5 ba
1,604 sqft
29 Old Post Road,
Old Saybrook, CT 06475
Silver and Oak Realty
SOLD
JUL 17, 2026
$669,000
3 bd
2.5 ba
2,200 sqft
151 - 153 East Main Street #6,
Clinton, CT 06413
RE/MAX Right Choice
SOLD
JUL 10, 2026
$653,000
3 bd
1.5 ba
1,536 sqft
13 Briarwood Drive,
Old Saybrook, CT 06475
Coldwell Banker Realty
SOLD
JUL 8, 2026
$625,000
5 bd
3.5 ba
2,892 sqft
49 Kelseytown Road,
Clinton, CT 06413
Re/Max Valley Shore
SOLD
JUL 6, 2026
$775,000
4 bd
2.5 ba
2,361 sqft
126 Magna Lane,
Westbrook, CT 06498
William Raveis Real Estate
SOLD
JUL 1, 2026
$650,000
3 bd
2 ba
1,644 sqft
998 Horse Hill Rd,
Westbrook, CT 06498
SOLD
JUN 30, 2026
$685,000
3 bd
1.5 ba
1,818 sqft
23 Meadowood Lane,
Old Saybrook, CT 06475
Re/Max Valley Shore
See more homes for sale in
Westbrook
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189 Captains Dr
Westbrook, CT 06498

$1,122,000

$1,122,000