5 Leeway Dr, Westbrook, CT 06498
OFF MARKET

5 Leeway Dr
Westbrook, CT 06498

Westbrook Center
  • 3 Beds
  • 2 Baths
  • 1,357 sqft

$920,100

Trulia Estimate
as of Aug 18, 2026
Est. Refi. Payment $6,243/mo*
Refinance Your Home

$920,100

Trulia Estimate
as of Aug 18, 2026
Est. Refi. Payment $6,243/mo*
Refinance Your Home
3 Beds
2 Baths
1,357 sqft

Home Value

Trulia Estimate
$920K
Since last month
Increased$16K (+1.8%)
Since last year
Increased$13K (+1.4%)
Since last sale
Increased$771K (+487.8%)
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 +66% in the last 10 years
MonthEstimated value
2026
August 2026$929K
July 2026$913K
June 2026$934K
May 2026$928K
April 2026$886K
March 2026$878K
February 2026$833K
January 2026$845K
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
0.32
Single-Family Home
$910,000
03/11/26
3
2
1,004
40 Hammock Road South, Westbrook, CT
0.34
Single-Family Home
$1,100,000
03/17/26
4
3
1,512
6 Indian Trail, Westbrook, CT
0.53
Single-Family Home
$825,000
10/20/25
2
2
1,086
3 Mohican Road, Westbrook, CT
0.65
Single-Family Home
$960,000
08/14/26
3
2
1,787
51 Sunrise Road, Westbrook, CT
0.69
Single-Family Home
$1,100,000
10/24/25
3
2
1,353
47 Old Mail Trail, Westbrook, CT
0.56
Single-Family Home
$2,450,000
08/04/26
3
2
1,800
123 Old Mail Trail, Westbrook, CT
0.43
Single-Family Home
$1,300,000
06/23/26
5
1
1,976
273 Seaside Avenue, Westbrook, CT
0.64
Single-Family Home
$1,730,000
07/23/26
4
2.5
2,622
76 Osprey Circle, Westbrook, CT
0.65
Single-Family Home
$700,000
09/12/25
2
2
1,981
5 Meadow Point Road, Westbrook, CT
1.20
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
165 Captains Drive, Westbrook, CT 06498
0.05
$1,684,500
2
3
2,104
Off Market
6 Leeway Drive, Westbrook, CT 06498
0.02
$1,275,000
3
3
2,475
For Sale
7 Captains Drive, Westbrook, CT 06498
0.08
$1,359,500
3
3
1,793
Off Market
83 Captains Drive, Westbrook, CT 06498
0.13
$1,195,900
5
3
2,640
Off Market
67 Captains Drive, Westbrook, CT 06498
0.14
$1,385,400
3
3
2,448
Off Market
54 Captains Dr....pilots Point, Westbrook, CT 06498
0.14
$2,818,200
4
6.5
5,010
Off Market
518 Seaside Avenue, Westbrook, CT 06498
0.18
-
-
-
-
Off Market
7 Dolphin Avenue, Westbrook, CT 06498
0.28
$579,500
1
1
848
Off Market
449 Seaside Avenue, Westbrook, CT 06498
0.31
$1,475,000
3
3.5
4,303
For Sale
187 Old Mail Trail, Westbrook, CT 06498
0.32
$2,375,000
4
3.5
2,461
For Sale
442 Seaside Avenue, Westbrook, CT 06498
0.32
$1,991,900
3
4
2,499
Off Market
8 Tarpon Avenue, Westbrook, CT 06498
0.33
$716,500
2
1
849
Off Market

Local Information

  • Map ViewExplore the area around 5 Leeway 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
1973
Living Area
1,357 sqft
Price/Sqft
$678

About this House

This single-family home is located at 5 Leeway Dr, Westbrook, CT. 5 Leeway Dr is in the Westbrook Center neighborhood in Westbrook, CT and in ZIP code 06498. This property has 3 bedrooms, 2 bathrooms and approximately 1,357 sqft of floor space. This property has a lot size of 5662 sqft and was built in 1973.
5 Leeway Dr, Westbrook, CT 06498 is a 3 bedroom, 2 bathroom, 1,357 sqft single-family home in Westbrook Center, built in 1973. It last sold for $158,000 on Jun 14, 1996. It is currently off market. The Trulia Estimate is $920,100, with a rent estimate of $3,000/month.

Home Details for 5 Leeway Dr

Interior Features

Interior Details
BasementNumber of Rooms: 6
Heating & Cooling
Heating: ElectricAir ConditioningHeating Fuel: Electric
Levels, Entrance, & Accessibility
Stories: 2
Fireplace & Spa
Fireplace

Property Information

Year Built
Year Built: 1973
Property Type / Style
Property Type: Single Family HomeArchitecture: Contemporary

Exterior Features

Exterior Home Features
DeckExterior: OtherPatio

Community

Units in Building: 1

Lot Information

Lot Area: 5662 sqft

Price and Tax history

DateEventPrice
Jun 14, 1996
Source: N/A
Sold
$158,000

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
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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
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  • 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

7 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 5 Leeway Dr

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Off Market Homes Near 5 Leeway Dr

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Frequently asked questions about 5 Leeway Dr

  • What is 5 Leeway Dr estimated to be worth?
    Trulia's estimated value for 5 Leeway Dr in Westbrook, CT is $920,100.
  • What is the price history for 5 Leeway Dr?
    5 Leeway Dr in Westbrook, CT last sold for $158,000 in June 1996.
  • 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 5 Leeway Dr?
    The closest schools to 5 Leeway 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 5 Leeway Dr?
    The lot at 5 Leeway Dr in Westbrook, CT is about 0.13 acres (5,662 sq ft).