20 Tobey Ave, Windsor, CT 06095
Property image
Property image
OFF MARKET

$317,700

Trulia Estimate
  • 3 Beds
  • 1.5 Baths
  • 1,578 sqft

20 Tobey Ave, Windsor, CT 06095

Est. Refi. Payment $2,328/mo*
Refinance Your Home
Currently Off Market - Sold Jan 25, 2022 for $147,500

Home Value

Trulia Estimate
$318K
Since last month
Decreased$72K (-18.5%)
Since last year
Decreased$24K (-7.1%)
Since last sale
Increased$170K (+115.4%)
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 +76% in the last 10 years
MonthEstimated value
2026
August 2026$318K
August 2026$317K
July 2026$390K
June 2026$390K
May 2026$390K
April 2026$390K
March 2026$388K
February 2026$388K
January 2026$389K
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
18 Giddings Avenue, Windsor, CT
0.05
Single-Family Home
$385,000
02/05/26
3
1.5
1,604
1008 North Worthy Street, Windsor, CT
0.22
Single-Family Home
$156,000
05/08/26
3
2.5
1,168
25 Maude Circle, Windsor, CT
0.09
Single-Family Home
$328,000
02/20/26
3
1
1,670
115 Rood Ave, Windsor, CT
0.45
Single-Family Home
$106,000
08/12/26
3
1
1,440
3 Maude Circle, Windsor, CT
0.17
Single-Family Home
$342,000
12/30/25
3
1.5
1,639
102 Grove St, Windsor, CT
0.31
Single-Family Home
$210,000
08/19/26
3
1
1,229
149 Tobey Avenue, Windsor, CT
0.33
Single-Family Home
$280,000
10/15/25
3
1.5
1,554
961 Windsor Avenue, Windsor, CT
0.06
Single-Family Home
$375,000
05/20/26
3
1
1,776
82 Rood Avenue, Windsor, CT
0.35
Single-Family Home
$345,000
07/28/26
3
2
1,559
157 Henry Street, Windsor, CT
0.42
Single-Family Home
$280,000
11/26/25
3
2
1,111

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
961 Windsor Avenue, Windsor, CT 06095
0.06
$375,000
3
1
1,776
Recently Sold
27 Tobey Avenue, Windsor, CT 06095
0.03
$345,100
3
1.5
2,448
Off Market
11 Giddings Avenue, Windsor, CT 06095
0.03
$355,700
3
2
1,566
Off Market
23 Giddings Avenue, Windsor, CT 06095
0.02
$365,700
2
2.5
1,871
Off Market
45 Tobey Avenue, Windsor, CT 06095
0.07
$373,800
3
1.5
1,694
Off Market
18 Giddings Avenue, Windsor, CT 06095
0.05
$385,000
3
1.5
1,604
Recently Sold
1004 Windsor Avenue, Windsor, CT 06095
0.09
$661,100
5
4.5
3,500
Off Market
924 Windsor Avenue, Windsor, CT 06095
0.15
$375,400
3
1
1,581
Off Market
25 Maude Circle, Windsor, CT 06095
0.09
$328,000
3
1
1,670
Recently Sold
58 Giddings Avenue, Windsor, CT 06095
0.10
$338,100
3
2
1,332
Off Market
21 Maude Circle, Windsor, CT 06095
0.10
$360,900
2
3
1,632
Off Market
1020 Windsor Avenue, Windsor, CT 06095
0.12
$553,500
4
2.5
2,624
Off Market

Local Information

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

Home Highlights

Single-Family Home
Built in 1938
1,578 sqft
$201/sqft
Garage

About this House

Move right in to this spacious and charming 1930s colonial home! Featuring 3 large bedrooms and 1.5 bathrooms, this home has everything you need. Freshly painted walls, arched doorways, and gleaming hardwood floors throughout. Light and bright living room opens to charming dining room and large kitchen with plenty of cabinets. Convenient first floor laundry/mud room off of kitchen and attached one car garage. Great location close to shopping and highway access. Large basement with plenty of storage. Updated electrical, partially fenced flat yard with newer shed. PLEASE READ ATTACHED ENGINEER'S REPORT REGARDING FOUNDATION BEFORE SCHEDULING A SHOWING.
20 Tobey Ave, Windsor, CT 06095 is a 3 bedroom, 2 bathroom, 1,578 sqft single-family home built in 1938. It last sold for $147,500 on Jan 25, 2022. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $317,700, with a rent estimate of $2,653/month.

Home Details for 20 Tobey Ave

Interior Features

Heating & Cooling
Heating: Baseboard, ElectricAir ConditioningHeating Fuel: Baseboard
Interior Details
Number of Rooms: 7
Appliances & Utilities
Cable ReadyDishwasherDisposalDryerRefrigeratorWasher
Fireplace & Spa
Fireplace

Exterior Features

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

Property Information

Year Built
Year Built: 1938
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Community

Units in Building: 1

Lot Information

Lot Area: 6098 sqft

Price and Tax history

DateEventPrice
Feb 18, 2026
Source: Smart MLS #24137153
ListingRemoved
$399,900
Nov 18, 2025
Source: Smart MLS #24137153
PriceChange
$399,900
Price decreased by 13%
Oct 30, 2025
Source: Smart MLS #24137153
Listed For Sale
$459,900
Jan 25, 2022
Source: N/A
Sold
$147,500
May 29, 2020
Source: Agent Provided
ListingRemoved
$159,900

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
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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

Frequently asked questions about 20 Tobey Ave

  • What is 20 Tobey Ave estimated to be worth?
    Trulia's estimated value for 20 Tobey Ave in Windsor, CT is $317,700.
  • What is the price history for 20 Tobey Ave?
    20 Tobey Ave in Windsor, CT last sold for $147,500 in January 2022.
  • 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 Tobey Ave have laundry facilities?
    Yes, 20 Tobey Ave in Windsor, CT has in-unit laundry.
  • How big is the lot at 20 Tobey Ave?
    The lot at 20 Tobey Ave in Windsor, CT is about 0.14 acres (6,098 sq ft).

Explore by feature - Pet Friendly

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