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

56 Captains Dr
Westbrook, CT 06498

Westbrook Center
  • 3 Beds
  • 3 Baths
  • 3,394 sqft (on 0.51 acres)

$2,863,200

Trulia Estimate
as of Jul 5, 2026
Est. Refi. Payment $18,981/mo*
Refinance Your Home

$2,863,200

Trulia Estimate
as of Jul 5, 2026
Est. Refi. Payment $18,981/mo*
Refinance Your Home
3 Beds
3 Baths
3,394 sqft
(on 0.51 acres)

Local Information

  • Map ViewExplore the area around 56 Captains Dr.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Description

This single-family home is located at 56 Captains Dr, Westbrook, CT. 56 Captains Dr is in the Westbrook Center neighborhood in Westbrook, CT and in ZIP code 06498. This property has 3 bedrooms, 3 bathrooms and approximately 3,394 sqft of floor space. This property has a lot size of 0.45 acres and was built in 2002.
56 Captains Dr, Westbrook, CT 06498 is a 3 bedroom, 3 bathroom, 3,394 sqft single-family home in Westbrook Center, built in 2002. It last sold for $1,675,000 on Oct 2, 2015. It is currently off market. The Trulia Estimate is $2,863,200, with a rent estimate of $4,769/month.

Home Highlights

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

Home Details for 56 Captains Dr

Interior Features

Heating & Cooling
Heating: GasAir ConditioningHeating Fuel: Gas
Levels, Entrance, & Accessibility
Stories: 2
Interior Details
Number of Rooms: 6
Fireplace & Spa
Fireplace

Property Information

Year Built
Year Built: 2002
Property Type / Style
Property Type: Single Family HomeArchitecture: Contemporary

Exterior Features

Exterior Home Features
DeckExterior: Stucco, BrickFoundation Type: SlabPatio
Pool
Pool
Parking & Garage
GarageParking: Garage Attached

Community

Units in Building: 1

Lot Information

Lot Area: 0.51 acres

Price History for 56 Captains Dr

DatePriceEventSource
10/02/2015$1,675,000Sold
Smart MLS #N10016645
01/22/1999$760,000Sold
N/A
01/22/1998$741,500Sold
N/A

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$25,149
Assessment$1,117,740
Home facts updated by county records

Comparable Sales for 56 Captains Dr

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
442 Seaside Avenue, Westbrook, CT
0.47
Single-Family Home
$1,835,000
07/30/25
3
4
2,499
42 Bluff Street, Westbrook, CT
0.59
Single-Family Home
$1,800,000
10/15/25
4
4
4,236
184 Grove Beach Rd S, Westbrook, CT
0.75
Single-Family Home
$3,000,000
12/22/25
3
4
4,000
40 Hammock Road South, Westbrook, CT
0.39
Single-Family Home
$1,100,000
03/17/26
4
3
1,512
76 Osprey Circle, Westbrook, CT
0.57
Single-Family Home
$700,000
09/12/25
2
2
1,981
123 Old Mail Trail, Westbrook, CT
0.27
Single-Family Home
$1,300,000
06/23/26
5
1
1,976
68 Groveway, Clinton, CT
0.83
Single-Family Home
$1,000,000
06/24/26
3
1.5
1,729
51 Sunrise Road, Westbrook, CT
0.54
Single-Family Home
$1,100,000
10/24/25
3
2
1,353
440 Seaside Ave, Westbrook, CT
0.48
Single-Family Home
$910,000
03/11/26
3
2
1,004
201 Old Mail Trl, Westbrook, CT
0.13
Single-Family Home
$1,650,000
11/21/25
4
4
3,000

Nearby homes

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Assigned Schools

These are the assigned schools for 56 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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Apartments for Rent

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Explore by feature - Air Conditioning

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Homes for sale near 56 Captains Dr

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Off Market Homes Near 56 Captains Dr

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