88 Brookside Cir, Windsor, CT 06095
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Property image
OFF MARKET

88 Brookside Cir
Windsor, CT 06095

  • 3 Beds
  • 2 Baths
  • 1,382 sqft (on 0.53 acres)

$401,300

Trulia Estimate
as of Aug 16, 2026
Est. Refi. Payment $2,862/mo*
Refinance Your Home

$401,300

Trulia Estimate
as of Aug 16, 2026
Est. Refi. Payment $2,862/mo*
Refinance Your Home
3 Beds
2 Baths
1,382 sqft
(on 0.53 acres)

Home Value

Trulia Estimate
$401K
Since last month
Decreased$6K (-1.4%)
Since last year
Increased$900 (+0.2%)
Since last sale
Increased$189K (+88.7%)
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 +87% in the last 10 years
MonthEstimated value
2026
August 2026$402K
July 2026$400K
June 2026$408K
May 2026$411K
April 2026$399K
March 2026$397K
February 2026$380K
January 2026$382K
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
36 High Street, Windsor, CT
0.17
Single-Family Home
$425,000
10/31/25
3
2
1,294
19 Rainbow Creek, Windsor, CT
0.08
Single-Family Home
$456,000
02/03/26
3
2.5
1,904
351 Rainbow Road, Windsor, CT
0.29
Single-Family Home
$315,000
12/05/25
4
2
2,520
13 Fitzmaurice Circle, Windsor, CT
0.26
Single-Family Home
$560,000
06/05/26
4
2.5
2,962
19 Meakin Dr, Windsor, CT
0.58
Single-Family Home
$340,000
07/20/26
3
2
1,506
22 Settler Circle, Windsor, CT
0.63
Single-Family Home
$357,500
05/08/26
3
2.5
2,206
35 Hollow Brook Road, Windsor, CT
0.74
Single-Family Home
$330,890
10/30/25
3
2.5
1,782
10 Oxcart Drive, Windsor, CT
0.74
Single-Family Home
$367,800
02/10/26
3
2.5
1,874
58 Hollow Brook Road, Windsor, CT
0.71
Single-Family Home
$450,000
04/21/26
3
3
1,794
41 Chestnut Drive, Windsor, CT
1.09
Single-Family Home
$250,000
02/13/26
2
2
1,452

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
84 Brookside Circle, Windsor, CT 06095
0.02
$517,300
3
2.5
1,759
Off Market
15 Rainbow Creek, Windsor, CT 06095
0.07
$391,600
3
2.5
1,560
Off Market
19 Rainbow Creek, Windsor, CT 06095
0.08
$456,000
3
2.5
1,904
Recently Sold
200 Rainbow Road, Windsor, CT 06095
0.11
$513,100
4
2
2,780
Off Market
25 High Street, Windsor, CT 06095
0.15
$369,900
4
2
1,704
Recently Sold
36 High Street, Windsor, CT 06095
0.17
$425,000
3
2
1,294
Recently Sold
67 High Street, Windsor, CT 06095
0.25
$403,300
3
1.5
1,294
Off Market
13 Fitzmaurice Circle, Windsor, CT 06095
0.26
$560,000
4
2.5
2,962
Recently Sold
19 Fitzmaurice Circle, Windsor, CT 06095
0.28
$609,100
4
3
3,179
Off Market
351 Rainbow Road, Windsor, CT 06095
0.29
$315,000
4
2
2,520
Recently Sold
387 Rainbow Road, Windsor, CT 06095
0.37
$493,700
3
3.5
2,018
Off Market
1946 Poquonock Avenue, Windsor, CT 06095
0.49
$470,000
4
2
2,036
Recently Sold

Local Information

  • Map ViewExplore the area around 88 Brookside Cir.
  • Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1995
Lot Size
0.53 acres
Living Area
1,382 sqft
Price/Sqft
$290

About this House

MOVE IN READY GAS HEATED CAPE ON PRIVATE CUL-DE-SAC. FRESH, NEUTRAL COLORS & OPEN FLOOR PLAN ADORN THIS LOVELY HOME. FINISHED WALK-OUT BASEMENT ADDS EXTRA 600 SQ.FT. NEWER SS APPLIANCES, CARPET, LIGHT FIXTURES, CROWN MOLDING, GUTTER HELMETS AND MORE!
88 Brookside Cir, Windsor, CT 06095 is a 3 bedroom, 2 bathroom, 1,382 sqft single-family home built in 1995. It last sold for $213,000 on Jan 8, 2014. It is currently off market. The Trulia Estimate is $401,300, with a rent estimate of $2,698/month.

Home Details for 88 Brookside Cir

Interior Features

Heating & Cooling
Heating: Baseboard, GasAir ConditioningHeating Fuel: Baseboard
Levels, Entrance, & Accessibility
Stories: 2
Interior Details
AtticNumber of Rooms: 6
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: Vinyl

Property Information

Year Built
Year Built: 1995
Property Type / Style
Property Type: Single Family HomeArchitecture: Cape Cod

Community

Units in Building: 1

Lot Information

Lot Area: 0.53 acres

Price and Tax history

DateEventPrice
Jan 8, 2014
Source: Smart MLS #G662960
Sold
$213,000
Nov 10, 2013
Source: Agent Provided
Pending
$214,900
Sep 25, 2013
Source: Agent Provided
PriceChange
$214,900
Price decreased by 4%
Sep 18, 2013
Source: Agent Provided
Listed For Sale
$224,900
Aug 1, 2006
Source: N/A
Sold
$233,000

Market trends in Windsor

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$343K
$7.33KMoM
Sale-to-List Price
102.7%
Price per sq ft
$211
$3MoM
Available listings
44
16MoM
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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
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  • 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
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  • 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
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  • Sam B.
    "Great place to live grow work Bus and Uber available Mixed crowd Friendly people Great schools Parks pools Best library "
    0
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  • 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
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  • 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
    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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Apartments for Rent

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Explore by feature - Pet Friendly

6 pet-friendly rentals in Windsor, CT

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6 rentals with air conditioning in Windsor, CT

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Homes for sale near 88 Brookside Cir

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Off Market Homes Near 88 Brookside Cir

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Frequently asked questions about 88 Brookside Cir

  • What is 88 Brookside Cir estimated to be worth?
    Trulia's estimated value for 88 Brookside Cir in Windsor, CT is $401,300.
  • What is the price history for 88 Brookside Cir?
    88 Brookside Cir in Windsor, CT last sold for $213,000 in January 2014.
  • Is Windsor a buyer's or seller's market?
    Windsor is currently a seller's market, based on recent for-sale activity.
  • What's the median sale price in Windsor?
    The median sale price in Windsor is $343K. That is up $7.33K from the prior month.
  • How big is the lot at 88 Brookside Cir?
    The lot at 88 Brookside Cir in Windsor, CT is about 0.53 acres (23,087 sq ft).