72 Windy Hill, Westbrook, CT 06498
OFF MARKET

$562,800

Trulia Estimate
  • 3 Beds
  • 2 Baths
  • 1,288 sqft

72 Windy Hill, Westbrook, CT 06498

Est. Refi. Payment $3,977/mo*
Refinance Your Home
Currently Off Market - Sold Aug 27, 2018 for $310,000

Home Value

Trulia Estimate
$563K
Since last month
Decreased$41K (-6.8%)
Since last year
Increased$800 (+0.1%)
Since last sale
Increased$251K (+80.8%)
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 +122% in the last 10 years
MonthEstimated value
2026
September 2026$561K
August 2026$602K
July 2026$580K
June 2026$609K
May 2026$589K
April 2026$573K
March 2026$587K
February 2026$543K
January 2026$554K
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
35 Windy Hill Road, Westbrook, CT
0.07
Single-Family Home
$405,000
09/03/26
3
1.5
1,339
328 Hammock Road North, Westbrook, CT
0.11
Single-Family Home
$380,000
04/10/26
3
1.5
2,198
30 Dowd Road, Westbrook, CT
0.16
Single-Family Home
$425,000
12/18/25
2
2
2,722
1020 Old Clinton Road, Westbrook, CT
0.27
Single-Family Home
$410,000
03/10/26
4
1
1,314
996 Boston Post Rd, Westbrook, CT
0.46
Single-Family Home
$400,000
11/12/25
3
2
1,778
49 Seaside Avenue, Westbrook, CT
0.44
Single-Family Home
$550,000
12/17/25
3
2
2,052
1259 Old Clinton Road, Westbrook, CT
0.57
Single-Family Home
$450,000
05/15/26
3
1
1,200
843 Old Clinton Road, Westbrook, CT
0.30
Single-Family Home
$840,000
06/22/26
3
2.5
2,559
10 Lynne Avenue, Westbrook, CT
0.43
Single-Family Home
$843,000
08/19/26
2
2
1,748
405 Pond Meadow Road, Westbrook, CT
0.88
Single-Family Home
$400,000
06/26/26
3
2
1,281

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
35 Windy Hill Road, Westbrook, CT 06498
0.07
$405,000
3
1.5
1,339
Recently Sold
328 Hammock Road North, Westbrook, CT 06498
0.11
$380,000
3
1.5
2,198
Recently Sold
89 Meadowbrook Road, Westbrook, CT 06498
0.13
$1,038,100
3
2.5
3,200
Off Market
287 Hammock Road North, Westbrook, CT 06498
0.14
$611,700
3
2
1,959
Off Market
30 Dowd Road, Westbrook, CT 06498
0.16
$425,000
2
2
2,722
Recently Sold
428 Hammock Road North, Westbrook, CT 06498
0.20
$549,000
4
3.5
2,072
For Sale
951 Old Clinton Road #17, Westbrook, CT 06498
0.23
$592,100
2
2.5
1,704
Off Market
931 Old Clinton Road #8, Westbrook, CT 06498
0.24
$606,200
2
2.5
2,103
Off Market
931 Old Clinton Road #3, Westbrook, CT 06498
0.25
$380,300
2
1.5
1,152
Off Market
951 Old Clinton Road #15, Westbrook, CT 06498
0.25
$510,000
2
2
1,306
Recently Sold
931 Old Clinton Road #9, Westbrook, CT 06498
0.27
$590,300
2
2.5
1,844
Off Market
931 Old Clinton Road #7, Westbrook, CT 06498
0.27
$597,900
2
2.5
1,952
Off Market

Local Information

  • Map ViewExplore the area around 72 Windy Hill.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
1,288 sqft
$437/sqft

About this House

This single-family home is located at 72 Windy Hill, Westbrook, CT. 72 Windy Hill is in Westbrook, CT and in ZIP code 06498. This property has 3 bedrooms, 2 bathrooms and approximately 1,288 sqft of floor space.
72 Windy Hill, Westbrook, CT 06498 is a 3 bedroom, 2 bathroom, 1,288 sqft single-family home. It last sold for $310,000 on Aug 27, 2018. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $562,800, with a rent estimate of $2,883/month.

Home Details for 72 Windy Hill

Property Information

Property Type / Style
Property Type: Single Family Home

Price and Tax history

DateEventPrice
Aug 27, 2018
Source: N/A
Sold
$310,000

Market trends in Westbrook

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
21
3MoM

Around this home

What Locals Say about Westbrook

At least 32 Trulia users voted on each feature.

  • 89 % Say parking is easy

  • 88 % Say it's dog friendly

  • 87 % Say yards are well-kept

  • 80 % Say there's wildlife

  • 79 % Say kids play outside

  • 75 % Say people would walk alone at night

  • 72 % Say car is needed

  • 71 % Say there's holiday spirit

  • 66 % Say streets are well-lit

  • 66 % Say it's quiet

  • 62 % Say it's walkable to restaurants

  • 61 % Say neighbors are friendly

  • 61 % Say they plan to stay for at least 5 years

  • 53 % Say there are sidewalks

  • 39 % Say it's walkable to grocery stores

  • 34 % Say there are community events

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
  • Annie Picardi
    "Great neighborhood nice residents good shopping a nice variety of restaurants , nice movie theatre easy access to I95, only downfall is the coyotes"
    0
    Flag
  • Meredithawerner
    "Yrs family Friendly neighborhood great schools And quiet and safe for kids! Great schools and safe neighborhoods"
    1
    Flag
  • Meredithawerner
    "Great schools quiet family friendly neighborhood and cute small town low taxes easy beach access safe family friendly "
    1
    Flag
  • Rajay55
    "I have lived here for about 20 years, it’s ver safe. It’s closer to I95 and train station. Town beach is a great place to go anytime of the day."
    2
    Flag
  • Raj
    "I have been living her for 18 years, it is Nice quite small town. Town has clean and well maintained beach. There new library, schools are upgraded. I feel Safe living here. There is newly built train transit station for easier commute to New Haven and New London. There two outlet malls within 10 miles. There are Several of mom and pops restaurants for great food."
    7
    Flag
  • Navynique
    "There are many families and amazing schools, but most streets do not have sidewalks and are too winding and wooded to let kids play/ride bikes in the street."
    4
    Flag
  • Quincy S.
    "Yes, dog friendly place with many dog owners and dog walkers. Good places to go walking with dogs. "
    1
    Flag
  • Christian P.
    "I live there. It is important to note that there is almost nothing to do in Westbrook. At least because I don’t have a car I take the train or bus to work or to get around. Keep in mind that I strongly recommend getting your groceries delivered to your house if you don’t have a car."
    10
    Flag
  • Ruthlesstwo2
    "Neighborhood is very peaceful. The people are nice and the cars don’t speed in our neighborhood. And there are very few homes for sale near us. "
    2
    Flag
  • Ruthlesstwo2
    "I have lived in this neighborhood for 25 years, most of the neighbors are really nice people to live near. "
    1
    Flag
  • Matt D.
    "I work and live here with kids in the elementary school. Very safe and proper place to raise the youngins. The shoreline is beautiful and water is calm. Lot's of fun in the Summer and a private hideaway during the other Seasons."
    0
    Flag
  • Matt D.
    "Great for the kids and the Long Island Sound is clean. Islands for exploring and lots of friendly people"
    0
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 72 Windy Hill

  • What is 72 Windy Hill estimated to be worth?
    Trulia's estimated value for 72 Windy Hill in Westbrook, CT is $562,800.
  • What is the price history for 72 Windy Hill?
    72 Windy Hill in Westbrook, CT last sold for $310,000 in August 2018.
  • Is Westbrook a buyer's or seller's market?
    Westbrook is currently a seller's market, based on recent for-sale activity.
  • What do residents say about Westbrook?
    Residents describe Westbrook, CT as easy to park in, dog-friendly, and well-kept. Most residents say you need a car. See recently sold homes in Westbrook, CT.

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