20 Windbrook Dr, Windsor, CT 06095
Property image
Property image
OFF MARKET

$481,800

Trulia Estimate
  • 4 Beds
  • 3.5 Baths
  • 2,620 sqft (on 0.79 acres)

20 Windbrook Dr, Windsor, CT 06095

Est. Refi. Payment $3,627/mo*
Refinance Your Home
Currently Off Market - Sold Nov 25, 2020 for $280,000

Home Value

Trulia Estimate
$482K
Since last month
Decreased$10K (-2%)
Since last year
Increased$2K (+0.5%)
Since last sale
Increased$202K (+72.1%)
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 +99% in the last 10 years
MonthEstimated value
2026
October 2026$482K
September 2026$484K
August 2026$492K
July 2026$490K
June 2026$495K
May 2026$493K
April 2026$485K
March 2026$482K
February 2026$462K
January 2026$458K
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
139 Windbrook Drive, Windsor, CT
0.33
Single-Family Home
$289,900
12/10/25
4
2.5
2,200
56 Windbrook Drive, Windsor, CT
0.08
Single-Family Home
$515,000
06/26/26
4
3.5
3,118
160 Windbrook Drive, Windsor, CT
0.32
Single-Family Home
$371,000
05/29/26
3
3.5
2,474
9 Washington Road, Windsor, CT
0.25
Single-Family Home
$477,500
09/10/26
4
3
2,027
76 Lincoln Way, Windsor, CT
0.28
Single-Family Home
$425,000
03/27/26
4
2.5
2,048
123 Country Club Drive, Windsor, CT
0.24
Single-Family Home
$510,000
09/03/26
4
4.5
3,104
66 Country Club Drive, Windsor, CT
0.32
Single-Family Home
$470,000
08/27/26
4
2.5
1,976
88 Lincoln Way, Windsor, CT
0.30
Single-Family Home
$380,000
11/25/25
3
2.5
1,960
145 Sunnyfield Drive, Windsor, CT
0.38
Single-Family Home
$450,000
09/17/26
5
3
2,176
819 Matianuck Avenue, Windsor, CT
0.18
Single-Family Home
$315,000
01/30/26
2
1.5
1,866

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
32 Windbrook Dr, Windsor, CT 06095
0.03
$343,700
3
2
1,207
Off Market
765 Matianuck Ave, Windsor, CT 06095
0.04
-
-
-
-
Off Market
761 Matianuck Avenue, Windsor, CT 06095
0.04
$271,500
3
2
1,490
Off Market
771 Matianuck Ave, Windsor, CT 06095
0.04
$334,900
3
1
1,504
Off Market
40 Windbrook Dr, Windsor, CT 06095
0.05
$346,000
3
2
1,309
Off Market
17 Windbrook Dr, Windsor, CT 06095
0.05
$316,600
3
1
1,078
Off Market
755 Matianuck Ave, Windsor, CT 06095
0.06
$361,800
3
1.5
1,269
Off Market
33 Windbrook Dr, Windsor, CT 06095
0.06
$388,000
3
2.5
2,209
Off Market
777 Matianuck Ave, Windsor, CT 06095
0.06
-
-
-
-
Off Market
48 Windbrook Dr, Windsor, CT 06095
0.07
$360,600
3
2
1,418
Off Market
23 Windbrook Dr, Windsor, CT 06095
0.07
$387,100
3
3
1,298
Off Market
760 Matianuck Ave, Windsor, CT 06095
0.08
$524,800
4
2.5
3,003
Off Market
801 Matianuck Ave, Windsor, CT 06095
0.08
-
-
-
-
Off Market
39 Windbrook Dr, Windsor, CT 06095
0.08
$353,900
3
3
1,345
Off Market
789 Matianuck Ave, Windsor, CT 06095
0.08
$261,400
3
1
773
Off Market
56 Windbrook Drive, Windsor, CT 06095
0.08
$515,000
4
3.5
3,118
Recently Sold
758 Matianuck Avenue, Windsor, CT 06095
0.08
$357,100
2
1.5
1,319
Off Market
770 Matianuck Ave, Windsor, CT 06095
0.09
$502,400
3
3
2,392
Off Market
30 Kari Court #30, Windsor, CT 06095
0.09
$421,800
4
2.5
1,621
Off Market
779 Matianuck Ave, Windsor, CT 06095
0.09
-
-
-
-
Off Market

Local Information

  • Map ViewExplore the area around 20 Windbrook Dr.
  • Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 2001
0.79 acre lot
2,620 sqft
$184/sqft
Garage

About this House

Call this home! Step right into this spacious 4 bedroom Colonial where the fireplaced great room invites you. Formal dining room, hardwood floors through out and an abundance of natural light. There are four bedrooms on the upper level, the primary bedroom has a full bath and a large walk-in closet and 3 more bedrooms to follow. The upstairs hallway has a large closet that has the possibility of becoming an upper level laundry area. Full basement with lots of living and storage space and a built in bar area. New Roof, home sits on a large lot with a garden area in the back and a 2 car oversized attached garage completes this home. Don't miss out on this one. First time available, original owners.
20 Windbrook Dr, Windsor, CT 06095 is a 4 bedroom, 4 bathroom, 2,620 sqft single-family home built in 2001. It last sold for $280,000 on Nov 25, 2020. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $481,800, with a rent estimate of $3,673/month.

Home Details for 20 Windbrook Dr

Interior Features

Heating & Cooling
Heating: Baseboard, GasAir ConditioningCooling System: CentralHeating Fuel: Baseboard
Levels, Entrance, & Accessibility
Stories: 2
Interior Details
Number of Rooms: 7Ceiling Fan
Appliances & Utilities
DishwasherRefrigerator
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltDeckExterior: VinylGardenPatioPorch
Parking & Garage
GarageParking Spaces: 2Parking: Garage Attached

Property Information

Year Built
Year Built: 2001
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Community

Units in Building: 1

Lot Information

Lot Area: 0.79 acres

Price and Tax history

DateEventPrice
Nov 25, 2020
Source: Smart MLS #170341032
Sold
$280,000
Sep 25, 2020
Source: Agent Provided
Listed For Sale
$279,900
Sep 22, 2000
Source: N/A
Sold
$23,500

Market trends in Windsor

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
55
11MoM

Around this home

What Locals Say about Windsor

At least 159 Trulia users voted on each feature.

  • 89 % Say car is needed

  • 88 % Say parking is easy

  • 87 % Say it's dog friendly

  • 78 % Say streets are well-lit

  • 77 % Say yards are well-kept

  • 74 % Say people would walk alone at night

  • 70 % Say there's holiday spirit

  • 69 % Say there's wildlife

  • 69 % Say it's quiet

  • 67 % Say there are sidewalks

  • 65 % Say kids play outside

  • 55 % Say neighbors are friendly

  • 53 % Say they plan to stay for at least 5 years

  • 46 % Say it's walkable to restaurants

  • 46 % Say it's walkable to grocery stores

  • 34 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Keyonna
    "Quiet and everyone keeps to themselves. Only a little noisy during the summer time due to motorcycles."
    0
    Flag
  • Zonoui Smith Jr.
    "I see dogs walked all the time. Some people don’t pick up after them. Also some people let their dogs walk to far into residence yards to use the bathroom "
    0
    Flag
  • Fenn.nathaniel
    "I've lived in this neighbourhood for about 15 years in love that is close to everything and far away from the hustles and bustles of the city."
    10
    Flag
  • Sherianne10315
    "Windsor has a small town feel. People help each other and come together when others are in need. Local farms and shop owners are friendly."
    0
    Flag
  • Kimberlydbigelow
    "I have lived in Windsor for 5 years. It has been the perfect location! I work in downtown Hartford and I take the bus into the city from a commuter lot in my town. It’s a relaxing 15min ride into and out of Hartford and as close as I am to the capital, Windsor is cute with lots of farms and the small, quaint town feel I was looking for. I’m loving it!"
    1
    Flag
  • Unspecified
    "Lots of town activities! Stuff on the green, local businesses, small town feel! Diverse community and polite town members"
    1
    Flag
  • Unspecified
    "There are Town green events all the time! Numerous walking trails filled with people. Strong sense of community. Working with locals is the norm in terms of hiring services."
    0
    Flag
  • Ashley W.
    "Los of people outside walking and a very quiet area very close to the highway. Good sense of community very safe and friendly neighborhood. Can walk to gas or food and close to the center of town and a lot of schools too!"
    0
    Flag
  • G.girardin
    "It’s a friendly and diversified neighborhood. Great walking neighborhood even at night. We’ve lived in Windsor for 35 years and feel very safe here. This is our third neighborhood . We’ve never had any issues. "
    0
    Flag
  • Sarah L.
    "Poquonock school is a wonderful community all the parks are very safe and the parks & rec programs are great"
    0
    Flag
  • Sam B.
    "Great place to stay and bring up a family great school system whatever they are ranked now you have Amazon JCP and others job market is good Parks swimming pools library good shop name it and you have it"
    0
    Flag
  • Sam B.
    "Great place to live grow work Bus and Uber available Mixed crowd Friendly people Great schools Parks pools Best library "
    0
    Flag
  • Sam B.
    "Great place to raise a family schools transport parks people are all great Town have a lot of activity like Shad Derby"
    0
    Flag
  • Shyra E.
    "My neighborhood is amazing it has good transit access and wonderful restaurants and parks hope this helps"
    0
    Flag
  • Carol J. M.
    "I live in this area for 1 year in a 55 and over community and love it! Lots of traffic on 91 and 291 that I do not like."
    1
    Flag
  • Nbjackson
    "Usually on the town green, farmers market, summer outdoor concerts, parades, Halloween event, holiday events, craft fairs"
    0
    Flag
  • Bonny E.
    "Yes dogs are always being walked in this area. They are great here. Kids always playing too. Neighbors helping neighbors. People look out for each other"
    0
    Flag
  • Jeffery I.
    "There are many events and good parks in town. however, you need the spend time finding them. unless you have lived hear for a long time or are active in town it can be hard to find stuff to do."
    0
    Flag
  • Me
    "my neighborhood is awesome, quiet, clean, with sidewalks, and walking trails. The HOA takes care of all the grounds maintenance and all snow removal"
    1
    Flag
  • Angie R.
    "recreation Dept has great programs parks are well maintained school system is getting back on track great family friendly town"
    0
    Flag
  • Me
    "Windsor is a small town. Although there are some rough areas but overall its quiet and safe. Schools are subpart.and taxes are high"
    1
    Flag
  • Wendy S.
    "during the summer they have concerts on the green down town. nice place tp live. quite contry living"
    0
    Flag
  • Me
    "I have lived here for 12 and I am very happy. the neighborhood is quiet and safe the streets are clean and well light"
    0
    Flag
  • ReginaJ
    "Live in the harvest Lane neighborhood for the last 9 years. One of the best places to live in the state. A very sort after neighborhood to live. Took us a while to get a house, because no one moves from it. Unless they are retiring and moving to Florida. The trails that are connected off the street that leads to Northwest Park and the reservoir for hiking are incredible. The family atmosphere is that of an extended family. The kids, the parents even the pets all know each other. We can’t ask for more from such a tranquil place we live in with so much harmony and love. #HarvestLane4Life "
    0
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  • Amy C.
    "Windsor is a town with strong resources and traditions. It has reasonable housing prices and lots of diversity. "
    0
    Flag
  • Carol J. M.
    "We have coffee 9am - 11am once a month and other social events. Dog friendly. Neighbors are very friendly."
    0
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  • Shanyelle.hamilton
    "Public transportation is easily accessible and downtown Hartford is 15 minutes from Wilson and 30 minutes from the town center by bus or car."
    0
    Flag
  • Shanyelle.hamilton
    "There are plenty of family friendly events in Windsor or the surrounding area. Every Halloween we have Nightmare on Broad Street for kids of all ages to have safe fun."
    0
    Flag
  • Lisanickersondouglas
    "Great schools / diverse community. Easy highway access. Lots of parks and trails for walking. Many annual events for kids and families. "
    0
    Flag
  • Amani R.
    "We have a yearly block party at each of the local parks. They are usually well attended and snacks are provided. "
    0
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  • Gchekas
    "Short commute, less than five minutes to work. Lot of industry on Day Hill Road, plenty of work for manufacturing industry. "
    0
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LGBTQ Local Legal Protections

Frequently asked questions about 20 Windbrook Dr

  • What is 20 Windbrook Dr estimated to be worth?
    Trulia's estimated value for 20 Windbrook Dr in Windsor, CT is $481,800.
  • What is the price history for 20 Windbrook Dr?
    20 Windbrook Dr in Windsor, CT last sold for $280,000 in November 2020.
  • Is Windsor a buyer's or seller's market?
    Windsor is currently a seller's market, based on recent for-sale activity.
  • What do residents say about Windsor?
    Residents describe Windsor, CT as easy to park in, dog-friendly, and well-kept. Most residents say you need a car. See recently sold homes in Windsor, CT.
  • Does 20 Windbrook Dr have air conditioning?
    Yes, 20 Windbrook Dr in Windsor, CT has air conditioning.
  • How big is the lot at 20 Windbrook Dr?
    The lot at 20 Windbrook Dr in Windsor, CT is about 0.79 acres (34,412 sq ft).

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