Is Windsor, VT dog-friendly?

As of early 2026, 100% of users say it's dog friendly

Are yards well-kept in Windsor, VT?

As of early 2026, 92% of users say yards are well-kept

Is Windsor, VT walkable to grocery stores?

As of early 2026, 91% of users say it's walkable to grocery stores

Is a car needed in Windsor, VT?

As of early 2026, 83% of users say car is needed

Is Windsor, VT walkable to restaurants?

As of early 2026, 80% of users say it's walkable to restaurants

Would people walk alone at night in Windsor, VT?

As of early 2026, 69% of users say people would walk alone at night

Does Windsor, VT show holiday spirit?

As of early 2026, 64% of users say there's holiday spirit

Do kids play outside in Windsor, VT?

As of early 2026, 64% of users say kids play outside

Does Windsor, VT have sidewalks?

As of early 2026, 64% of users say there are sidewalks

Are the streets well-lit in Windsor, VT?

As of early 2026, 64% of users say streets are well-lit

Is there wildlife in Windsor, VT?

As of early 2026, 60% of users say there's wildlife

Is parking easy in Windsor, VT?

As of early 2026, 60% of users say parking is easy

Is Windsor, VT quiet?

As of early 2026, 58% of users say it's quiet

Are neighbors friendly in Windsor, VT?

As of early 2026, 52% of users say neighbors are friendly

Do residents of Windsor, VT plan to stay at least 5 years?

As of early 2026, 36% of users say they plan to stay for at least 5 years

Are there community events in Windsor, VT?

As of early 2026, 20% of users say there are community events

What is 22 Dewey Ave estimated to be worth?

Trulia's estimated value for 22 Dewey Ave in Windsor, VT is $340,300 .

What is the price history for 22 Dewey Ave?

22 Dewey Ave in Windsor, VT last sold for $168,500 in September 2015.

Is Windsor a buyer's or seller's market?

Windsor is currently a balanced market, based on recent for-sale activity.

What do residents say about Windsor?

Residents describe Windsor, VT as dog-friendly, well-kept, and walkable to grocery stores. See recently sold homes in Windsor, VT .

How big is the lot at 22 Dewey Ave?

The lot at 22 Dewey Ave in Windsor, VT is about 0.38 acres (16,552 sq ft).

OFF MARKET

$340,300

Trulia Estimate

4 Beds
2 Baths
1,984 sqft (on 0.38 acres)

22 Dewey Ave, Windsor, VT 05089

Refinance Your Home

Currently Off Market - Sold Sep 21, 2015 for $168,500

Home Value

Trulia Estimate

$340K

Since last month

$21K (-5.8%)

Since last year

$1K (+0.4%)

Since last sale

$167K (+99.3%)

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 +92% in the last 10 years

Month	Estimated value
2026
November 2026	$336K
October 2026	$349K
September 2026	$356K
August 2026	$351K
July 2026	$358K
June 2026	$366K
May 2026	$364K
April 2026	$345K
March 2026	$342K
February 2026	$331K
January 2026	$330K
2025
December 2025	$331K
November 2025	$338K
October 2025	$335K
September 2025	$345K
August 2025	$350K
July 2025	$356K
June 2025	$357K
May 2025	$339K
April 2025	$328K
March 2025	$322K
February 2025	$321K
January 2025	$315K
2024
December 2024	$323K
November 2024	$323K
October 2024	$354K
September 2024	$353K
August 2024	$363K
July 2024	$364K
June 2024	$360K
May 2024	$359K
April 2024	$346K
March 2024	$332K
February 2024	$321K
January 2024	$318K
2023
December 2023	$314K
November 2023	$329K
October 2023	$334K
September 2023	$338K
August 2023	$338K
July 2023	$332K
June 2023	$324K
May 2023	$325K
April 2023	$315K
March 2023	$308K
February 2023	$307K
January 2023	$306K
2022
December 2022	$310K
November 2022	$315K
October 2022	$317K
September 2022	$318K
August 2022	$320K
July 2022	$323K
June 2022	$325K
May 2022	$320K
April 2022	$311K
March 2022	$302K
February 2022	$290K
January 2022	$289K
2021
December 2021	$287K
November 2021	$284K
October 2021	$284K
September 2021	$282K
August 2021	$282K
July 2021	$279K
June 2021	$269K
May 2021	$250K
April 2021	$245K
March 2021	$245K
February 2021	$244K
January 2021	$238K
2020
December 2020	$227K
November 2020	$227K
October 2020	$226K
September 2020	$191K
August 2020	$212K
July 2020	$206K
June 2020	$199K
May 2020	$194K
April 2020	$193K
March 2020	$194K
February 2020	$193K
January 2020	$192K
2019
December 2019	$193K
November 2019	$191K
October 2019	$193K
September 2019	$188K
August 2019	$187K
July 2019	$185K
June 2019	$186K
May 2019	$184K
April 2019	$183K
March 2019	$180K
February 2019	$178K
January 2019	$173K
2018
December 2018	$186K
November 2018	$184K
October 2018	$185K
September 2018	$185K
August 2018	$185K
July 2018	$183K
June 2018	$186K
May 2018	$192K
April 2018	$191K
March 2018	$187K
February 2018	$180K
January 2018	$180K
2017
December 2017	$181K
November 2017	$182K
October 2017	$181K
September 2017	$183K
August 2017	$177K
July 2017	$179K
June 2017	$182K
May 2017	$185K
April 2017	$177K
March 2017	$180K
February 2017	$179K
January 2017	$179K
2016
December 2016	$176K
November 2016	$175K

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
74 Union Street, Windsor, VT	0.26	Single-Family Home	$319,000	07/23/26	4	2	2,142
74 Ascutney St, Windsor, VT	0.35	Single-Family Home	$260,000	07/27/26	4	1.5	1,176
10 McKenzie Drive, Windsor, VT	0.40	Single-Family Home	$271,000	11/13/25	3	1.5	1,320
70-74 State Street, Windsor, VT	0.42	Single-Family Home	$115,000	12/10/25	5	3.5	4,011
3 Cherry Street, Windsor, VT	0.37	Single-Family Home	$259,000	05/01/26	3	1	1,176
1 Dorrance Street, Windsor, VT	0.56	Single-Family Home	$315,000	11/21/25	2	1.5	1,649
24 Cherry Street, Windsor, VT	0.39	Single-Family Home	$235,000	09/30/26	3	1	1,095
51 Central St, Windsor, VT	0.71	Single-Family Home	$33,500	04/30/26	3	2	1,550
4 Bavier Avenue, Windsor, VT	0.59	Single-Family Home	$226,000	08/07/26	3	1	2,088
5 Clough Avenue, Windsor, VT	0.40	Single-Family Home	$339,000	10/02/26	3	1	1,392

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
24 Dewey Ave, Windsor, VT 05089	0.01	$276,700	3	2	1,723	Off Market
21 Dewey Ave, Windsor, VT 05089	0.03	$279,900	Studio	-	-	Off Market
18 Dewey Ave, Windsor, VT 05089	0.03	$156,800	Studio	-	-	Off Market
23 Dewey Ave, Windsor, VT 05089	0.04	$226,700	Studio	-	-	Off Market
17 Dewey Avenue, Windsor, VT 05089	0.05	$202,000	3	1	1,523	Off Market
20 Dewey Ave, Windsor, VT 05089	0.05	$226,700	Studio	-	-	Off Market
25 Dewey Ave, Windsor, VT 05089	0.05	$137,100	Studio	-	-	Off Market
159 State St, Windsor, VT 05089	0.06	$237,300	3	1	1,514	Off Market
15 Dewey Ave, Windsor, VT 05089	0.06	$165,800	Studio	-	-	Off Market
155 State St, Windsor, VT 05089	0.06	$135,700	Studio	-	-	Off Market
161 State St, Windsor, VT 05089	0.07	$273,400	3	2	1,510	Off Market
16 Dewey Ave, Windsor, VT 05089	0.08	$323,600	3	2	1,744	Off Market
165 State St, Windsor, VT 05089	0.08	$736,200	6	3.5	4,182	Off Market
151 State St, Windsor, VT 05089	0.08	$263,800	Studio	-	-	Off Market
11 Dewey Ave, Windsor, VT 05089	0.09	$319,800	Studio	-	-	Off Market
157 State St, Windsor, VT 05089	0.09	$242,900	Studio	-	-	Off Market
153 State Street, Windsor, VT 05089	0.09	$254,500	4	1.5	1,600	Off Market
9 Dewey Ave, Windsor, VT 05089	0.10	$217,600	2	1	1,000	Off Market
145 State St, Windsor, VT 05089	0.10	$241,300	Studio	-	-	Off Market
16 Ascutney St, Windsor, VT 05089	0.10	$227,940	Studio	-	-	Recently Sold

Local Information

Map ViewExplore the area around 22 Dewey Ave.
Schools2 Preschool Schools2 Elementary Schools1 Middle School1 High School
Shop & Eat

-- mins to

Commute Destination

Home Highlights

Single-Family Home

Built in 1957

0.38 acre lot

1,984 sqft

$172/sqft

About this House

Great location near end of street with 4 bedrooms-2 down and 2 up plus bath on each floor. Firplace in Livingroom and the backyard has deck leading up to inground pool which can be seen from the sunporch

22 Dewey Ave, Windsor, VT 05089 is a 4 bedroom, 2 bathroom, 1,984 sqft single-family home built in 1957. It last sold for $168,500 on Sep 21, 2015. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $340,300, with a rent estimate of $2,951/month.

Home Details for 22 Dewey Ave

Property Information
Year Built Year Built: 1957
Property Type / Style Property Type: Single Family Home

Lot Information
Lot Area: 0.38 acres

Price and Tax history

Date	Event	Price
Sep 21, 2015 Source: N/A	Sold	$168,500
Jul 15, 2015 Source: Agent Provided	Pending	$172,500
Jun 5, 2015 Source: Agent Provided	Listed For Sale	$172,500
Sep 29, 2014 Source: N/A	Sold	$250,346
Jan 1, 2012 Source: Agent Provided	ListingRemoved	$210,000
Mar 31, 2011 Source: Agent Provided	Listed For Sale	$210,000
Dec 17, 2010 Source: Agent Provided	ListingRemoved	$199,000
Oct 3, 2010 Source: Agent Provided	Listed For Sale	$199,000
May 25, 2005 Source: N/A	Sold	$207,000
Jan 16, 1989 Source: N/A	Sold	$75,000

Year	Property tax	Tax assessment
2025	$7,242	$281,470

Additional Cost

Market trends in Windsor

Last updated October 2026

Avg. sale price

—

Sale-to-List Price

—

Price per sq ft

—

Available listings

6MoM

Sourced by Trulia Market Trends

Around this home

View nearby schools on GreatSchools

The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

What Locals Say about Windsor

At least 10 Trulia users voted on each feature.

100 % Say it's dog friendly
92 % Say yards are well-kept
91 % Say it's walkable to grocery stores
83 % Say car is needed
80 % Say it's walkable to restaurants
69 % Say people would walk alone at night
64 % Say there's holiday spirit
64 % Say kids play outside
64 % Say there are sidewalks
64 % Say streets are well-lit
60 % Say there's wildlife
60 % Say parking is easy
58 % Say it's quiet
52 % Say neighbors are friendly
36 % Say they plan to stay for at least 5 years
20 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.

Brianna W.
Resident
6y ago
"It’s small but fun. It’s got a local salon, pizza chef, and a hospital, fire/police department, and a school all within a mile of each other."
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Frequently asked questions about 22 Dewey Ave

What is 22 Dewey Ave estimated to be worth?
Trulia's estimated value for 22 Dewey Ave in Windsor, VT is $340,300.
What is the price history for 22 Dewey Ave?
22 Dewey Ave in Windsor, VT last sold for $168,500 in September 2015.
Is Windsor a buyer's or seller's market?
Windsor is currently a balanced market, based on recent for-sale activity.
What do residents say about Windsor?
Residents describe Windsor, VT as dog-friendly, well-kept, and walkable to grocery stores. See recently sold homes in Windsor, VT.
How big is the lot at 22 Dewey Ave?
The lot at 22 Dewey Ave in Windsor, VT is about 0.38 acres (16,552 sq ft).