139 Windbrook Drive, Windsor, CT 06095
SOLD
DEC 10, 2025

$300,000

Trulia Estimate
  • 4 Beds
  • 2.5 Baths
  • 2,200 sqft (on 0.98 acres)

139 Windbrook Drive, Windsor, CT 06095

Est. Refi. Payment $2,192/mo*
Refinance Your Home
Currently Off Market - Sold Dec 10, 2025 for $289,900 (18% above list price)

Home Value

Trulia Estimate
$300K
Since last month
Decreased$800 (-0.3%)
Since last year
Decreased$125K (-29.5%)
Since last sale
Increased$9K (+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 +26% in the last 10 years
MonthEstimated value
2026
September 2026$299K
August 2026$300K
July 2026$303K
June 2026$303K
May 2026$299K
April 2026$299K
March 2026$295K
February 2026$294K
January 2026$292K
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
11 Kenneth Circle, Windsor, CT
0.15
Single-Family Home
$360,000
02/11/26
3
2
2,143
70 Regency Drive, Windsor, CT
0.15
Single-Family Home
$385,000
09/30/25
4
3.5
2,281
160 Windbrook Drive, Windsor, CT
0.05
Single-Family Home
$371,000
05/29/26
3
3.5
2,474
76 Lincoln Way, Windsor, CT
0.25
Single-Family Home
$425,000
03/27/26
4
2.5
2,048
5 Eagleton Drive, Windsor, CT
0.22
Single-Family Home
$350,000
02/13/26
3
1.5
1,720
73 Abbey Lane, Windsor, CT
0.33
Single-Family Home
$445,000
03/20/26
3
3
1,715
88 Lincoln Way, Windsor, CT
0.23
Single-Family Home
$380,000
11/25/25
3
2.5
1,960
9 Washington Road, Windsor, CT
0.32
Single-Family Home
$477,500
09/10/26
4
3
2,027

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
149 Windbrook Drive, Windsor, CT 06095
0.04
$396,500
3
2
1,338
Off Market
160 Windbrook Drive, Windsor, CT 06095
0.05
$371,000
3
3.5
2,474
Recently Sold
26 Regency Drive, Windsor, CT 06095
0.10
$527,100
3
3
1,816
Off Market
107 Windbrook Drive, Windsor, CT 06095
0.13
$399,500
3
2
1,372
Off Market
19 Regency Drive, Windsor, CT 06095
0.13
$383,700
3
2
1,710
Off Market
70 Regency Drive, Windsor, CT 06095
0.15
$402,300
4
3.5
2,281
Off Market
11 Kenneth Circle, Windsor, CT 06095
0.15
$360,000
3
2
2,143
Recently Sold
82 Regency Drive, Windsor, CT 06095
0.18
$394,300
3
2.5
1,946
Off Market
31 Long View Drive, Simsbury, CT 06070
0.18
$655,200
4
2.5
2,864
Off Market
4 Kenneth Circle, Windsor, CT 06095
0.18
$440,400
3
2.5
2,145
Off Market
64 Windbrook Drive, Windsor, CT 06095
0.23
$399,100
3
2.5
1,232
Off Market

Local Information

  • Map ViewExplore the area around 139 Windbrook Drive.
  • Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1972
0.98 acre lot
2,200 sqft
$132/sqft
2 Car Garage

About this House

What's unique:Family roomGenerously sized bedroomsGood closet spaceDining room
Attention investors! Looking for a winter project? This is it. This 2200 square foot Colonial with 4 bedrooms and 2.1 baths sits on nearly an acre of level land. The main level has a spacious living room, dining room, family room and kitchen, along with a half bath with laundry area. Upstairs are four generously sized bedrooms, all with good closet space, along with two full bathrooms, one of which is located in the primary bedroom. The primary also has a large walk in closet. The home has gas heat and hot water and a two car attached garage. Located in a quiet yet convenient location. Come explore the upside of this one. Possible mold present. Enter at your own risk. Highest and Best Offer are due bt Monday 10/20/25 at 3:00 PM.
139 Windbrook Drive, Windsor, CT 06095 is a 4 bedroom, 3 bathroom, 2,200 sqft single-family home built in 1972. It last sold for $289,900 on Dec 10, 2025 (18% above the $245,000 asking price). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $300,000, with a rent estimate of $3,268/month.
Last check for updates: about 11 hours ago
Listed by Evan L. Berman, (860) 306-6543
William Raveis Real Estate, (860) 521-4311
Bought with: Deborah Brown, (203) 737-0676, Coldwell Banker Realty, (203) 272-1633
Source: Smart MLS, MLS#24133684

Home Details for 139 Windbrook Drive

Interior Features

Interior Details
Basement: Full,UnfinishedNumber of Rooms: 8Types of Rooms: Master Bedroom, Bedroom, Dining Room, Family Room, Kitchen, Living Room
Beds & Baths
Number of Bedrooms: 4Number of Bathrooms: 3Number of Bathrooms (full): 2Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 2200 Square Feet
Appliances & Utilities
Appliances: Oven/Range, Refrigerator, Dishwasher, Disposal, Washer, Dryer, Gas Water HeaterDishwasherDisposalDryerLaundry: Main LevelRefrigeratorWasher
Heating & Cooling
Heating: Hot Water,Natural GasNo CoolingAir Conditioning: NoneHas HeatingHeating Fuel: Hot Water
Fireplace & Spa
Number of Fireplaces: 1Has a Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltFoundation: Concrete PerimeterNo Private Pool
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2No CarportHas a GarageHas an Attached GarageParking Spaces: 2Parking: Attached
Frontage
Not on Waterfront
Water & Sewer
Sewer: Public Sewer
Finished Area
Finished Area (above surface): 2200 Square Feet

Property Information

Year Built
Year Built: 1972
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Colonial
Building
Construction Materials: Aluminum Siding, BrickNot a New ConstructionDoes Not Include Home Warranty
Property Information
Parcel Number: 774768

Price & Status

Price
List Price: $245,000Price Per Sqft: $132/sqft
Status Change & Dates
Off Market Date: Tue Oct 21 2025Possession Timing: Subject To Probate Approval

Active Status

MLS Status: Closed

Location

Direction & Address
City: Windsor
School Information
Elementary School: Per Board of EdHigh School: Windsor

Building

Building Area
Building Area: 2200 Square Feet

HOA

No HOA

Lot Information

Lot Area: 0.98 acres

Miscellaneous

BasementMls Number: 24133684Attic: Access Via HatchAttribution Contact: (860) 306-6543Above Grade Unfinished Area: 2200

Price and Tax history

DateEventPrice
Dec 10, 2025
Source: Smart MLS #24133684
Sold
$289,900
Oct 21, 2025
Source: Smart MLS #24133684
Pending
$245,000
Oct 17, 2025
Source: Smart MLS #24133684
Listed For Sale
$245,000

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
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  • 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
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  • 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
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  • 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
    Flag

LGBTQ Local Legal Protections

IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed.

Frequently asked questions about 139 Windbrook Drive

  • What is 139 Windbrook Drive estimated to be worth?
    Trulia's estimated value for 139 Windbrook Drive in Windsor, CT is $300,000.
  • What is the price history for 139 Windbrook Drive?
    139 Windbrook Drive in Windsor, CT last sold for $289,900 in December 2025.
  • 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 139 Windbrook Drive have laundry facilities?
    Yes, 139 Windbrook Drive in Windsor, CT has in-unit laundry.
  • How big is the lot at 139 Windbrook Drive?
    The lot at 139 Windbrook Drive in Windsor, CT is about 0.98 acres (42,689 sq ft).

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