34 Brewster Rd, Windsor, CT 06095
Property image
Property image
OFF MARKET

34 Brewster Rd
Windsor, CT 06095

  • 4 Beds
  • 3 Baths
  • 1,890 sqft (on 0.57 acres)

$427,100

Trulia Estimate
as of Aug 24, 2026
Est. Refi. Payment $3,028/mo*
Refinance Your Home

$427,100

Trulia Estimate
as of Aug 24, 2026
Est. Refi. Payment $3,028/mo*
Refinance Your Home
4 Beds
3 Baths
1,890 sqft
(on 0.57 acres)

Home Value

Trulia Estimate
$427K
Since last month
Increased$3K (+0.7%)
Since last year
Increased$10K (+2.3%)
Since last sale
Increased$175K (+69.2%)
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 +96% in the last 10 years
MonthEstimated value
2026
August 2026$428K
July 2026$425K
June 2026$429K
May 2026$432K
April 2026$421K
March 2026$418K
February 2026$399K
January 2026$398K
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
105 Trent Drive, Windsor, CT
0.22
Single-Family Home
$420,000
04/15/26
4
2.5
1,960
72 Brookview Road, Windsor, CT
0.27
Single-Family Home
$435,000
10/10/25
4
3
2,660
76 Brookview Road, Windsor, CT
0.29
Single-Family Home
$398,000
08/29/25
3
2.5
2,094
97 Brookview Road, Windsor, CT
0.44
Single-Family Home
$425,000
05/29/26
3
3
1,990
45 Long Hill Road, Windsor, CT
0.52
Single-Family Home
$425,000
09/08/25
4
2.5
2,040
281 Mountain Road, Windsor, CT
0.30
Single-Family Home
$230,000
09/12/25
3
1.5
1,144
123 Dudley Town Rd, Windsor, CT
0.62
Single-Family Home
$180,000
05/26/26
4
2
1,630
21 Long Hill Road, Windsor, CT
0.58
Single-Family Home
$440,000
11/21/25
3
2.5
2,264
342 Capen Street, Windsor, CT
0.72
Single-Family Home
$570,000
07/17/26
3
2.5
1,800
170 Dudley Town Road, Windsor, CT
0.61
Single-Family Home
$382,000
10/30/25
4
2
1,645

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
606 Bloomfield Avenue, Windsor, CT 06095
0.11
$370,400
3
2
2,220
Off Market
5 Stratford Court, Windsor, CT 06095
0.15
$428,500
3
2
1,976
Off Market
690 Bloomfield Avenue, Windsor, CT 06095
0.15
$402,300
3
1.5
1,350
Off Market
55 Trent Drive, Windsor, CT 06095
0.15
$480,900
4
2.5
2,162
Off Market
15 Stratford Court, Windsor, CT 06095
0.16
$445,900
4
2.5
2,056
Off Market
696 Bloomfield Avenue, Windsor, CT 06095
0.17
$372,600
3
2
1,950
Off Market
25 Stratford Court, Windsor, CT 06095
0.19
$448,500
4
1.5
1,882
Off Market
539 Bloomfield Avenue, Windsor, CT 06095
0.20
$295,000
2
1.5
912
For Sale
550 Bloomfield Avenue, Windsor, CT 06095
0.20
$362,500
3
1
1,292
Off Market
105 Trent Drive, Windsor, CT 06095
0.22
$420,000
4
2.5
1,960
Recently Sold
60 Surrey Lane, Windsor, CT 06095
0.22
$392,000
3
2
1,378
Off Market
217 Mountain Road, Windsor, CT 06095
0.24
$344,800
4
2
2,002
Off Market

Local Information

  • Map ViewExplore the area around 34 Brewster Rd.
  • Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1961
Lot Size
0.57 acres
Living Area
1,890 sqft
Price/Sqft
$226
Parking
Garage

About this House

Rare 4 level split in beautiful condition. This home is much larger than frontage would indicate! Open floor plan with gorgeous updated kitchen with granite and lots of hardwood cabinetry including pull out pantry; warm light floods the vaulted living room with large picture window. Spacious lower level Family Room walks out to the screen porch - features a large picture window and a fireplace with pellet stove insert. Large MBR suite with full bath and walk-in closet..will fit King bed; Charming 12x24 screened porch with 2 yr old hot tub (negotiable) and an amazing 700 sq.ft paver patio with built-in gas grill great for entertaining; 3 full beautifully updated baths; central air; high efficiency tankless water heater; bluetooth outdoor speakers; new electric panel with generator hook-up; large yard with mature trees affords a lovely view ; 12x20 newer shed; oversized garage 14x26; above ground pool with large deck for sunning. The lower level could be an in-law - it has the family room, 1bedroom and full bath. Oh and a laundry shoot upstairs! There are three living levels and a fourth lower level for utilities, laundry and storage. (the dog kennel does not convey)
34 Brewster Rd, Windsor, CT 06095 is a 4 bedroom, 3 bathroom, 1,890 sqft single-family home built in 1961. It last sold for $253,000 on Nov 29, 2018. It is currently off market. The Trulia Estimate is $427,100, with a rent estimate of $3,083/month.

Home Details for 34 Brewster Rd

Interior Features

Heating & Cooling
Heating: Forced Air, GasAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 1
Interior Details
AtticNumber of Rooms: 8
Appliances & Utilities
DryerMicrowaveRefrigeratorWasher
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: Vinyl
Pool
Pool
Parking & Garage
GarageParking Space: 1Parking: Garage Attached

Property Information

Year Built
Year Built: 1961
Property Type / Style
Property Type: Single Family HomeArchitecture: split level

Community

Units in Building: 1

Lot Information

Lot Area: 0.57 acres

Price and Tax history

DateEventPrice
Nov 29, 2018
Source: Smart MLS #170136138
Sold
$253,000
Oct 18, 2018
Source: Agent Provided
Listed For Sale
$250,000
Nov 29, 2017
Source: Smart MLS #G10235406
Sold
$247,000
Aug 24, 2017
Source: Agent Provided
PriceChange
$239,900
Price decreased by 4%
Jul 27, 2017
Source: Agent Provided
Listed For Sale
$249,900

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

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 "
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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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LGBTQ Local Legal Protections

Frequently asked questions about 34 Brewster Rd

  • What is 34 Brewster Rd estimated to be worth?
    Trulia's estimated value for 34 Brewster Rd in Windsor, CT is $427,100.
  • What is the price history for 34 Brewster Rd?
    34 Brewster Rd in Windsor, CT last sold for $253,000 in November 2018.
  • 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.
  • Does 34 Brewster Rd have air conditioning?
    Yes, 34 Brewster Rd in Windsor, CT has air conditioning.
  • Does 34 Brewster Rd have a pool?
    Yes, 34 Brewster Rd in Windsor, CT has a pool.

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