36 Woodybrook Road, Windsor, CT 06095
Property image
Property image
FOR SALE
0.37 ACRES

$299,995

Original price: $305,000
  • 3 Beds
  • 2 Baths
  • 1,229 sqft (on 0.37 acres)

36 Woodybrook Road, Windsor, CT 06095

Est. Mortgage $2,172/mo*
Get Pre-Qualified
We estimate this home will sell faster than 88% nearby.

Home Highlights

Single-Family Home
Built in 1953
0.37 acre lot
$244/sqft
Garage

Local Information

  • Map ViewExplore the area around 36 Woodybrook Road.
  • Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

About this House

Welcome to Windsor! This well-maintained home offers a bright, functional layout with comfortable living spaces, an open kitchen, and generously sized bedrooms. Enjoy a private backyard perfect for relaxing, entertaining, or gardening. Conveniently located near parks, shopping, dining, schools, and major highways, this home combines everyday comfort with easy access to everything Windsor has to offer. Move right in and make it your own!
Last check for updates: about 5 hours ago
Listing courtesy of Richard Dale, (860) 558-0137
Realty ONE Group Connect, (860) 558-0137
Source: Smart MLS, MLS#24191619
Also Listed on Smart MLS.
We estimate this home will sell faster than 88% nearby.

Home Details for 36 Woodybrook Road

Interior Features

Interior Details
Basement: Full,UnfinishedNumber of Rooms: 6Types of Rooms: Master Bedroom, Bedroom, Dining Room, Living Room
Beds & Baths
Number of Bedrooms: 3Number of Bathrooms: 2Number of Bathrooms (full): 2
Dimensions and Layout
Living Area: 1229 Square Feet
Appliances & Utilities
Appliances: Oven/Range, DishwasherDishwasher
Heating & Cooling
Heating: Hot Water,OilHas CoolingAir Conditioning: Ceiling Fan(s),Window Unit(s)Has HeatingHeating Fuel: Hot Water
Fireplace & Spa
Number of Fireplaces: 1Has a Fireplace

Exterior Features

Exterior Home Features
Roof: GablePatio / Porch: Enclosed, PorchOther Structures: Shed(s)Foundation: Concrete PerimeterNo Private Pool
Parking & Garage
Number of Garage Spaces: 1Number of Covered Spaces: 1No CarportHas a GarageNo Attached GarageParking Spaces: 1Parking: Detached
Frontage
Not on Waterfront
Water & Sewer
Sewer: Public Sewer
Finished Area
Finished Area (above surface): 1229 Square Feet

Days on Market

Days on Market: 56

Property Information

Year Built
Year Built: 1953
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Cape Cod
Building
Construction Materials: Shingle SidingNot a New ConstructionDoes Not Include Home Warranty
Property Information
Parcel Number: 778754

Price & Status

Price
List Price: $299,995Price Per Sqft: $244
Status Change & Dates
Possession Timing: Occupied

Active Status

MLS Status: Active

Location

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

Agent Information

Listing Agent
Listing ID: 24191619

Building

Building Area
Building Area: 1229 Square Feet

HOA

No HOA

Lot Information

Lot Area: 0.37 acres

Miscellaneous

BasementMls Number: 24191619Attic: NoneAttribution Contact: (860) 558-0137Above Grade Unfinished Area: 1229

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."
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  • 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!"
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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
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  • Sarah L.
    "Poquonock school is a wonderful community all the parks are very safe and the parks & rec programs are great"
    0
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  • 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
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  • 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
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  • 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
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  • 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
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  • 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
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  • 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
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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
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  • 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
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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

Home Value

Trulia Estimate
$302K
Since last month
Decreased$23K (-7.1%)
Since last year
Decreased$43K (-12.6%)
Since last sale
Increased$80K (+35.9%)
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 +85% in the last 10 years
MonthEstimated value
2026
September 2026$302K
August 2026$303K
July 2026$325K
June 2026$359K
May 2026$361K
April 2026$350K
March 2026$347K
February 2026$333K
January 2026$333K
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
149 Tobey Avenue, Windsor, CT
0.19
Single-Family Home
$280,000
10/15/25
3
1.5
1,554
3 Maude Circle, Windsor, CT
0.20
Single-Family Home
$342,000
12/30/25
3
1.5
1,639
18 Ely Circle, Windsor, CT
0.23
Single-Family Home
$335,000
07/22/26
3
2
1,738
124 Grove Street, Windsor, CT
0.25
Single-Family Home
$379,900
08/28/26
3
2
1,152
82 Rood Avenue, Windsor, CT
0.20
Single-Family Home
$345,000
07/28/26
3
2
1,559
18 Giddings Avenue, Windsor, CT
0.19
Single-Family Home
$385,000
02/05/26
3
1.5
1,604
15 Scarborough Road, Windsor, CT
0.13
Single-Family Home
$294,000
07/29/26
2
1
1,104
932 Worthy Street, Windsor, CT
0.10
Single-Family Home
$211,000
03/11/26
2
1
768

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
77 Tobey Avenue, Windsor, CT 06095
0.06
$374,800
3
1.5
1,904
Off Market
32 Scarborough Road, Windsor, CT 06095
0.10
$388,800
3
2
1,229
Off Market
932 Worthy Street, Windsor, CT 06095
0.10
$211,000
2
1
768
Recently Sold
909 Plymouth Street, Windsor, CT 06095
0.12
$345,100
3
2
1,229
Off Market
45 Tobey Avenue, Windsor, CT 06095
0.09
$373,800
3
1.5
1,694
Off Market
15 Scarborough Road, Windsor, CT 06095
0.13
$294,000
2
1
1,104
Recently Sold
11 Scarborough Road, Windsor, CT 06095
0.13
$373,000
3
2
1,344
Off Market
117 Tobey Avenue, Windsor, CT 06095
0.12
$290,300
2
1
756
Off Market
27 Tobey Avenue, Windsor, CT 06095
0.13
$345,100
3
1.5
2,448
Off Market
58 Giddings Avenue, Windsor, CT 06095
0.15
$338,100
3
2
1,332
Off Market
30 Rood Avenue, Windsor, CT 06095
0.19
$333,600
3
1
1,008
Off Market

Price and Tax history

DateEventPrice
Sep 8, 2026
Source: Smart MLS #24191619
PriceChange
$299,995
Price decreased by 2%
Aug 13, 2026
Source: Smart MLS #24191619
PriceChange
$305,000
Price decreased by 3%
Jul 16, 2026
Source: Smart MLS #24191619
Listed For Sale
$315,000
Jan 29, 2021
Source: Smart MLS #170357139
Sold
$222,000
Dec 14, 2020
Source: Smart MLS #170357139
Contingent
$209,900

LGBTQ Local Legal Protections

Richard Dale, Realty ONE Group Connect, (860) 558-0137
Agent Phone: (860) 558-0137
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.

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Frequently asked questions about 36 Woodybrook Road

  • What is the estimated monthly payment for 36 Woodybrook Road?
    Based on a $299,995 list price with 20% down at today's rates, the estimated monthly payment for 36 Woodybrook Road in Windsor, CT is approximately $2,237 (about $1,622 principal & interest, $540 property taxes, and $75 homeowner's insurance). This is an estimate. Actual payment depends on your loan terms.
  • How does the list price for 36 Woodybrook Road compare to homes in Windsor?
    36 Woodybrook Road in Windsor, CT is listed at $299,995, about 13% below the $343K median sale price in Windsor.
  • 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 homes for sale in Windsor, CT.
  • What are the closest schools to 36 Woodybrook Road?
    The closest schools to 36 Woodybrook Road in Windsor, CT are Clover Street School (Elementary, rated 5/10), Poquonock Elementary School (Pre-K), Sage Park Middle School (rated 6/10).
  • Does 36 Woodybrook Road have air conditioning?
    Yes, 36 Woodybrook Road in Windsor, CT has air conditioning.
  • How big is the lot at 36 Woodybrook Road?
    The lot at 36 Woodybrook Road in Windsor, CT is about 0.37 acres (16,117 sq ft).
36 Woodybrook Road, Windsor, CT 06095 is a 3 bedroom, 2 bathroom, 1,229 sqft single-family home built in 1953. This property is currently available for sale and was listed by Smart MLS on Jul 16, 2026. The MLS # for this home is MLS# 24191619.