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

$899,300

Trulia Estimate
  • 3 Beds
  • 2 Baths
  • 1,417 sqft

77 Captains Dr, Westbrook, CT 06498

Westbrook Center
Est. Refi. Payment $6,094/mo*
Refinance Your Home
Currently Off Market - Sold May 7, 2020 for $450,000

Home Value

Trulia Estimate
$899K
Since last month
Increased$13K (+1.5%)
Since last year
Increased$30K (+3.4%)
Since last sale
Increased$453K (+100.7%)
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 +83% in the last 10 years
MonthEstimated value
2026
August 2026$903K
July 2026$890K
June 2026$896K
May 2026$898K
April 2026$861K
March 2026$846K
February 2026$807K
January 2026$823K
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
440 Seaside Ave, Westbrook, CT
0.46
Single-Family Home
$910,000
03/11/26
3
2
1,004
3 Mohican Road, Westbrook, CT
0.54
Single-Family Home
$960,000
08/14/26
3
2
1,787
6 Indian Trail, Westbrook, CT
0.48
Single-Family Home
$825,000
10/20/25
2
2
1,086
40 Hammock Road South, Westbrook, CT
0.41
Single-Family Home
$1,100,000
03/17/26
4
3
1,512
51 Sunrise Road, Westbrook, CT
0.58
Single-Family Home
$1,100,000
10/24/25
3
2
1,353
47 Old Mail Trail, Westbrook, CT
0.45
Single-Family Home
$2,450,000
08/04/26
3
2
1,800
10 Lynne Avenue, Westbrook, CT
0.74
Single-Family Home
$843,000
08/19/26
2
2
1,748
123 Old Mail Trail, Westbrook, CT
0.31
Single-Family Home
$1,300,000
06/23/26
5
1
1,976
174 Osprey Cir, Westbrook, CT
0.70
Single-Family Home
$575,000
06/02/26
3
2
1,638
5 Meadow Point Road, Westbrook, CT
1.16
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
83 Captains Drive, Westbrook, CT 06498
0.01
$1,204,400
5
3
2,640
Off Market
67 Captains Drive, Westbrook, CT 06498
0.01
$1,405,800
3
3
2,448
Off Market
7 Captains Drive, Westbrook, CT 06498
0.06
$1,374,200
3
3
1,793
Off Market
54 Captains Dr....pilots Point, Westbrook, CT 06498
0.04
$2,915,500
4
6.5
5,010
Off Market
165 Captains Drive, Westbrook, CT 06498
0.13
$1,669,800
2
3
2,104
Off Market
6 Leeway Drive, Westbrook, CT 06498
0.16
$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
155 Old Mail Trail, Westbrook, CT 06498
0.25
$1,617,000
4
3
2,098
Off Market
151 Old Mail Trail, Westbrook, CT 06498
0.26
$2,417,300
4
3.5
2,513
Off Market
518 Seaside Avenue, Westbrook, CT 06498
0.32
-
-
-
-
Off Market
123 Old Mail Trail, Westbrook, CT 06498
0.31
$1,300,000
5
1
1,976
Recently Sold
98 Old Mail Trail, Westbrook, CT 06498
0.35
$890,600
3
2
1,216
Off Market

Local Information

  • Map ViewExplore the area around 77 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
1981
Living Area
1,417 sqft
Price/Sqft
$635

About this House

Amazing Opportunity to own a Beach Home located in Westbrook's desirable Pilots Point Beach Peninsula. This meticulous year round Beach Property featuring Water views on every level. A spacious Living room with Dining area and fireplace for leisure enjoyment. Handmade Saltillo ceramic tile showcased. Living room ushers to a front deck with awning allowing views of Long Island Sound. Kitchen, laundry room with large pantry for ample storage. Den with vaulted ceilings, built ins and sliding glass doors leads to a wrap around back deck overlooking private backyard for barbecue and outdoor entertainment. Raised garden beds and Sprinklers system installed. Upstairs hardwood floors throughout with three bedrooms, Master Bedroom with waterviews. Attached shed area for outdoor tools. Steps to Brewer Pilots Point Marina and private association beach. Minutes to the train, Restaurants, shopping, and all recreational opportunities that Westbrook offers.
77 Captains Dr, Westbrook, CT 06498 is a 3 bedroom, 2 bathroom, 1,417 sqft single-family home in Westbrook Center, built in 1981. It last sold for $450,000 on May 7, 2020. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $899,300, with a rent estimate of $2,981/month.

Home Details for 77 Captains Dr

Interior Features

Interior Details
BasementNumber of Rooms: 6Types of Rooms: Laundry Room
Heating & Cooling
Heating: Baseboard, OilAir ConditioningCooling System: CentralHeating Fuel: Baseboard
Levels, Entrance, & Accessibility
Stories: 2
Appliances & Utilities
DishwasherDryerMicrowaveRefrigeratorWasher
Fireplace & Spa
Fireplace

Property Information

Year Built
Year Built: 1981
Property Type / Style
Property Type: Single Family HomeArchitecture: Contemporary

Exterior Features

Exterior Home Features
DeckExterior: VinylPatio

Community

Units in Building: 1

Lot Information

Lot Area: 6098 sqft

Price and Tax history

DateEventPrice
May 7, 2020
Source: Smart MLS #170265770
Sold
$450,000
Apr 2, 2020
Source: Agent Provided
Pending
$450,000
Mar 27, 2020
Source: Agent Provided
Listed For Sale
$450,000
Nov 16, 1992
Source: N/A
Sold
$280,000

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 77 Captains Dr

  • What is 77 Captains Dr estimated to be worth?
    Trulia's estimated value for 77 Captains Dr in Westbrook, CT is $899,300.
  • What is the price history for 77 Captains Dr?
    77 Captains Dr in Westbrook, CT last sold for $450,000 in May 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 77 Captains Dr?
    The closest schools to 77 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 77 Captains Dr have air conditioning?
    Yes, 77 Captains Dr in Westbrook, CT has air conditioning.
  • Does 77 Captains Dr have laundry facilities?
    Yes, 77 Captains Dr in Westbrook, CT has in-unit laundry.

Explore by feature - Air Conditioning

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Explore by feature - Washer/dryer

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Apartments for Rent

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Off Market Homes Near 77 Captains Dr

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