44 Pilots Point Dr, Westbrook, CT 06498
Property image
Property image
OFF MARKET

$1,263,200

Trulia Estimate
  • 2 Beds
  • 3 Baths
  • 2,512 sqft

44 Pilots Point Dr, Westbrook, CT 06498

Westbrook Center
Refinance Your Home
Currently Off Market - Sold Sep 17, 2021 for $800,000

Home Value

Trulia Estimate
$1.26M
Since last month
Increased$19K (+1.5%)
Since last year
Increased$118K (+10.3%)
Since last sale
Increased$467K (+58.4%)
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 +81% in the last 10 years
MonthEstimated value
2026
August 2026$1.27M
August 2026$1.26M
July 2026$1.25M
June 2026$1.26M
May 2026$1.23M
April 2026$1.18M
March 2026$1.19M
February 2026$1.13M
January 2026$1.16M
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
10 Lynne Avenue, Westbrook, CT
0.64
Single-Family Home
$843,000
08/19/26
2
2
1,748
40 Hammock Road South, Westbrook, CT
0.36
Single-Family Home
$1,100,000
03/17/26
4
3
1,512
440 Seaside Ave, Westbrook, CT
0.35
Single-Family Home
$910,000
03/11/26
3
2
1,004
6 Indian Trail, Westbrook, CT
0.53
Single-Family Home
$825,000
10/20/25
2
2
1,086
76 Osprey Circle, Westbrook, CT
0.66
Single-Family Home
$700,000
09/12/25
2
2
1,981
273 Seaside Avenue, Westbrook, CT
0.67
Single-Family Home
$1,730,000
07/23/26
4
2.5
2,622
3 Mohican Road, Westbrook, CT
0.63
Single-Family Home
$960,000
08/14/26
3
2
1,787
30 Dowd Road, Westbrook, CT
1.09
Single-Family Home
$425,000
12/18/25
2
2
2,722
51 Sunrise Road, Westbrook, CT
0.67
Single-Family Home
$1,100,000
10/24/25
3
2
1,353
42 Bluff Street, Westbrook, CT
0.72
Single-Family Home
$1,800,000
10/15/25
4
4
4,236

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
165 Captains Drive, Westbrook, CT 06498
0.04
$1,676,100
2
3
2,104
Off Market
6 Leeway Drive, Westbrook, CT 06498
0.05
$1,275,000
3
3
2,475
For Sale
7 Captains Drive, Westbrook, CT 06498
0.05
$1,360,500
3
3
1,793
Off Market
83 Captains Drive, Westbrook, CT 06498
0.10
$1,198,600
5
3
2,640
Off Market
67 Captains Drive, Westbrook, CT 06498
0.11
$1,393,100
3
3
2,448
Off Market
54 Captains Dr....pilots Point, Westbrook, CT 06498
0.11
$2,890,000
4
6.5
5,010
Off Market
518 Seaside Avenue, Westbrook, CT 06498
0.21
-
-
-
-
Off Market
7 Dolphin Avenue, Westbrook, CT 06498
0.31
$593,200
1
1
848
Off Market
449 Seaside Avenue, Westbrook, CT 06498
0.34
$1,475,000
3
3.5
4,303
For Sale
442 Seaside Avenue, Westbrook, CT 06498
0.35
$1,974,300
3
4
2,499
Off Market
8 Tarpon Avenue, Westbrook, CT 06498
0.36
$724,100
2
1
849
Off Market
40 Hammock Road South, Westbrook, CT 06498
0.36
$1,100,000
4
3
1,512
Recently Sold

Local Information

  • Map ViewExplore the area around 44 Pilots Point Dr.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1964
2,512 sqft
$503/sqft
Garage

About this House

This single-family home is located at 44 Pilots Point Dr, Westbrook, CT. 44 Pilots Point Dr is in the Westbrook Center neighborhood in Westbrook, CT and in ZIP code 06498. This property has 2 bedrooms, 3 bathrooms and approximately 2,512 sqft of floor space. This property has a lot size of 10454 sqft and was built in 1964.
44 Pilots Point Dr, Westbrook, CT 06498 is a 2 bedroom, 3 bathroom, 2,512 sqft single-family home in Westbrook Center, built in 1964. It last sold for $800,000 on Sep 17, 2021. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $1,263,200, with a rent estimate of $3,107/month.

Home Details for 44 Pilots Point Dr

Interior Features

Interior Details
BasementNumber of Rooms: 5
Heating & Cooling
Heating: GasAir ConditioningHeating Fuel: Gas
Levels, Entrance, & Accessibility
Stories: 1
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltDeckExterior: OtherPatio
Parking & Garage
GarageParking: Garage Attached

Property Information

Year Built
Year Built: 1964
Property Type / Style
Property Type: Single Family HomeArchitecture: Ranch / Rambler

Community

Units in Building: 1

Lot Information

Lot Area: 10454 sqft

Price and Tax history

DateEventPrice
Sep 17, 2021
Source: Smart MLS #170412814
Sold
$800,000
Sep 16, 1994
Source: N/A
Sold
$270,000

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 44 Pilots Point Dr

  • What is 44 Pilots Point Dr estimated to be worth?
    Trulia's estimated value for 44 Pilots Point Dr in Westbrook, CT is $1,263,200.
  • What is the price history for 44 Pilots Point Dr?
    44 Pilots Point Dr in Westbrook, CT last sold for $800,000 in September 2021.
  • 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 44 Pilots Point Dr?
    The closest schools to 44 Pilots Point 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).
  • How big is the lot at 44 Pilots Point Dr?
    The lot at 44 Pilots Point Dr in Westbrook, CT is about 0.24 acres (10,454 sq ft).
  • Does 44 Pilots Point Dr have a garage?
    Yes, 44 Pilots Point Dr in Westbrook, CT has a garage.

Explore by feature - Air Conditioning

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Off Market Homes Near 44 Pilots Point Dr

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