14 Leeway Dr, Westbrook, CT 06498
Property image
Property image
OFF MARKET

$609,100

Trulia Estimate
  • 2 Beds
  • 2 Baths
  • 1,200 sqft

14 Leeway Dr, Westbrook, CT 06498

Westbrook Center
Est. Refi. Payment $4,177/mo*
Refinance Your Home

Home Value

Trulia Estimate
$609K
Since last month
Increased$8K (+1.2%)
Since last year
Decreased$20K (-3.2%)
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 +85% in the last 10 years
MonthEstimated value
2026
August 2026$609K
July 2026$602K
June 2026$595K
May 2026$605K
April 2026$586K
March 2026$592K
February 2026$556K
January 2026$562K
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
0.31
Single-Family Home
$910,000
03/11/26
3
2
1,004
6 Indian Trail, Westbrook, CT
0.55
Single-Family Home
$825,000
10/20/25
2
2
1,086
40 Hammock Road South, Westbrook, CT
0.34
Single-Family Home
$1,100,000
03/17/26
4
3
1,512
10 Lynne Avenue, Westbrook, CT
0.60
Single-Family Home
$843,000
08/19/26
2
2
1,748
3 Mohican Road, Westbrook, CT
0.67
Single-Family Home
$960,000
08/14/26
3
2
1,787
51 Sunrise Road, Westbrook, CT
0.71
Single-Family Home
$1,100,000
10/24/25
3
2
1,353
47 Old Mail Trail, Westbrook, CT
0.59
Single-Family Home
$2,450,000
08/04/26
3
2
1,800
76 Osprey Circle, Westbrook, CT
0.67
Single-Family Home
$700,000
09/12/25
2
2
1,981
123 Old Mail Trail, Westbrook, CT
0.45
Single-Family Home
$1,300,000
06/23/26
5
1
1,976
273 Seaside Avenue, Westbrook, CT
0.62
Single-Family Home
$1,730,000
07/23/26
4
2.5
2,622

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
$1,669,800
2
3
2,104
Off Market
6 Leeway Drive, Westbrook, CT 06498
0.01
$1,275,000
3
3
2,475
For Sale
7 Captains Drive, Westbrook, CT 06498
0.10
$1,360,500
3
3
1,793
Off Market
83 Captains Drive, Westbrook, CT 06498
0.15
$1,198,600
5
3
2,640
Off Market
67 Captains Drive, Westbrook, CT 06498
0.16
$1,393,100
3
3
2,448
Off Market
54 Captains Dr....pilots Point, Westbrook, CT 06498
0.16
$2,915,500
4
6.5
5,010
Off Market
518 Seaside Avenue, Westbrook, CT 06498
0.17
-
-
-
-
Off Market
7 Dolphin Avenue, Westbrook, CT 06498
0.26
$590,100
1
1
848
Off Market
449 Seaside Avenue, Westbrook, CT 06498
0.29
$1,475,000
3
3.5
4,303
For Sale
442 Seaside Avenue, Westbrook, CT 06498
0.30
$1,974,300
3
4
2,499
Off Market
8 Tarpon Avenue, Westbrook, CT 06498
0.31
$724,100
2
1
849
Off Market
40 Hammock Road South, Westbrook, CT 06498
0.34
$1,100,000
4
3
1,512
Recently Sold

Local Information

  • Map ViewExplore the area around 14 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
1972
Living Area
1,200 sqft
Price/Sqft
$508
Parking
None

About this House

Immaculate 2 bedroom ranch with views of Long Island Sound and Pilots Point Marina!! Combo L/D with deck facing the water! Fully furnished with wood floors in the main area, rugs in the 2 bedrooms... Fenced in back yard with large outdoor shower!!
14 Leeway Dr, Westbrook, CT 06498 is a 2 bedroom, 2 bathroom, 1,200 sqft single-family home in Westbrook Center, built in 1972. More recently, it was listed as a rental in December 2020 with an asking price of $1,800 per month. That rental listing was removed on December 8, 2020. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $609,100, with a rent estimate of $2,807/month.

Home Details for 14 Leeway Dr

Interior Features

Heating & Cooling
Heating: Baseboard, ElectricAir ConditioningHeating Fuel: Baseboard
Levels, Entrance, & Accessibility
Stories: 1
Interior Details
Number of Rooms: 5Ceiling Fan
Appliances & Utilities
DishwasherMicrowaveRefrigerator
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltDeckExterior: WoodFoundation Type: Crawl RaisedPorch
Parking & Garage
Parking: None

Property Information

Year Built
Year Built: 1972
Property Type / Style
Property Type: Single Family HomeArchitecture: Ranch / Rambler

Community

Units in Building: 1

Lot Information

Lot Area: 5662 sqft

Price and Tax history

DateEventPrice
Dec 8, 2020
Source: Agent Provided
ListingRemoved
$1,800
Dec 3, 2020
Source: Agent Provided
Listed For Rent
$1,800
Jun 22, 2020
Source: Agent Provided
ListingRemoved
$1,600
May 26, 2020
Source: Agent Provided
PriceChange
$1,600
Price increased by 7%
May 4, 2020
Source: Agent Provided
PriceChange
$1,500
Price decreased by 6%

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 14 Leeway Dr

  • What is 14 Leeway Dr estimated to be worth?
    Trulia's estimated value for 14 Leeway Dr in Westbrook, CT is $609,100.
  • 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 14 Leeway Dr?
    The closest schools to 14 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 14 Leeway Dr?
    The lot at 14 Leeway Dr in Westbrook, CT is about 0.13 acres (5,662 sq ft).

Explore by feature - Air Conditioning

12 rentals with air conditioning in Westbrook, CT

Explore by feature - Washer/dryer

13 rentals with a washer/dryer in Westbrook, CT

Apartments for Rent

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Off Market Homes Near 14 Leeway Dr

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