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 24 Dewey Ave estimated to be worth?

Trulia's estimated value for 24 Dewey Ave in Windsor, VT is $291,700 .

What is the price history for 24 Dewey Ave?

24 Dewey Ave in Windsor, VT last sold for $159,900 in July 2019.

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

Windsor is currently a buyer's 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 24 Dewey Ave?

The lot at 24 Dewey Ave in Windsor, VT is about 0.19 acres (8,276 sq ft).

OFF MARKET

24 Dewey Ave
Windsor, VT 05089

3 Beds
2 Baths
1,723 sqft

$291,700

Trulia Estimate

as of Aug 19, 2026

$291,700

Trulia Estimate

as of Aug 19, 2026

3 Beds

2 Baths

1,723 sqft

Home Value

Trulia Estimate

$292K

Since last month

$1K (+0.4%)

Since last year

$4K (+1.2%)

Since last sale

$132K (+82.5%)

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 +102% in the last 10 years

Month	Estimated value
2026
August 2026	$292K
July 2026	$291K
June 2026	$296K
May 2026	$292K
April 2026	$282K
March 2026	$279K
February 2026	$269K
January 2026	$269K
2025
December 2025	$273K
November 2025	$277K
October 2025	$275K
September 2025	$283K
August 2025	$288K
July 2025	$293K
June 2025	$298K
May 2025	$282K
April 2025	$273K
March 2025	$265K
February 2025	$263K
January 2025	$261K
2024
December 2024	$264K
November 2024	$270K
October 2024	$280K
September 2024	$279K
August 2024	$287K
July 2024	$288K
June 2024	$286K
May 2024	$282K
April 2024	$274K
March 2024	$266K
February 2024	$254K
January 2024	$256K
2023
December 2023	$254K
November 2023	$265K
October 2023	$266K
September 2023	$268K
August 2023	$269K
July 2023	$266K
June 2023	$262K
May 2023	$250K
April 2023	$243K
March 2023	$237K
February 2023	$237K
January 2023	$236K
2022
December 2022	$238K
November 2022	$240K
October 2022	$241K
September 2022	$241K
August 2022	$243K
July 2022	$244K
June 2022	$243K
May 2022	$240K
April 2022	$234K
March 2022	$229K
February 2022	$223K
January 2022	$225K
2021
December 2021	$226K
November 2021	$225K
October 2021	$225K
September 2021	$222K
August 2021	$223K
July 2021	$220K
June 2021	$208K
May 2021	$184K
April 2021	$182K
March 2021	$178K
February 2021	$180K
January 2021	$179K
2020
December 2020	$178K
October 2020	$173K
September 2020	$170K
August 2020	$170K
July 2020	$168K
June 2020	$166K
May 2020	$164K
April 2020	$163K
March 2020	$164K
February 2020	$164K
January 2020	$164K
2019
December 2019	$163K
November 2019	$162K
October 2019	$161K
September 2019	$162K
August 2019	$158K
July 2019	$158K
June 2019	$157K
May 2019	$157K
April 2019	$156K
March 2019	$156K
February 2019	$156K
January 2019	$157K
2018
December 2018	$161K
November 2018	$161K
October 2018	$161K
September 2018	$165K
August 2018	$164K
July 2018	$164K
June 2018	$166K
May 2018	$164K
April 2018	$163K
March 2018	$164K
February 2018	$162K
January 2018	$161K
2017
December 2017	$160K
November 2017	$157K
October 2017	$157K
September 2017	$160K
August 2017	$162K
July 2017	$163K
June 2017	$164K
May 2017	$160K
April 2017	$156K
March 2017	$156K
February 2017	$154K
January 2017	$150K
2016
December 2016	$149K
November 2016	$145K
October 2016	$148K
September 2016	$148K
August 2016	$144K

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
66 Union Street, Windsor, VT	0.29	Single-Family Home	$219,000	09/02/25	3	2	1,743
74 Union Street, Windsor, VT	0.27	Single-Family Home	$319,000	07/23/26	4	2	2,142
31 Maple Street, Windsor, VT	0.56	Single-Family Home	$215,000	10/06/25	3	1.5	1,900
10 McKenzie Drive, Windsor, VT	0.40	Single-Family Home	$271,000	11/13/25	3	1.5	1,320
3 Cherry Street, Windsor, VT	0.37	Single-Family Home	$259,000	05/01/26	3	1	1,176
1 Dorrance Street, Windsor, VT	0.55	Single-Family Home	$315,000	11/21/25	2	1.5	1,649
32 Clough Avenue, Windsor, VT	0.48	Single-Family Home	$292,500	08/28/25	3	1.5	1,606
4 Bavier Avenue, Windsor, VT	0.58	Single-Family Home	$226,000	08/07/26	3	1	2,088
21 Bavier Avenue, Windsor, VT	0.57	Single-Family Home	$256,500	11/14/25	3	1	1,232
9 Main Street, Windsor, VT	0.74	Single-Family Home	$200,001	08/28/25	4	1.5	2,310

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
17 Dewey Avenue, Windsor, VT 05089	0.06	$125,200	3	1	1,523	Off Market
153 State Street, Windsor, VT 05089	0.11	$265,600	4	1.5	1,600	Off Market
32 Ascutney Street, Windsor, VT 05089	0.20	$382,700	4	3	1,998	Off Market
2 Ascutney Street, Windsor, VT 05089	0.18	$314,300	3	1.5	1,364	Off Market
18 County Road, Windsor, VT 05089	0.18	$343,200	3	2	1,400	Off Market
74 Union Street, Windsor, VT 05089	0.27	$319,000	4	2	2,142	Recently Sold
3 Fitch Court, Windsor, VT 05089	0.28	$239,500	2	2	1,665	Off Market
66 Union Street, Windsor, VT 05089	0.29	$227,900	3	2	1,743	Off Market
102-104 State Street, Windsor, VT 05089	0.31	$292,900	7	4	3,894	Off Market
100 State Street, Windsor, VT 05089	0.32	$253,500	6	1.5	2,880	Off Market
3 Cherry Street, Windsor, VT 05089	0.37	$259,000	3	1	1,176	Recently Sold
42 Elm Street, Windsor, VT 05089	0.39	$287,900	3	2	1,264	Off Market

Local Information

Map ViewExplore the area around 24 Dewey Ave.
Schools2 Preschool Schools2 Elementary Schools1 Middle School1 High School
Shop & Eat

-- mins to

Commute Destination

Home Highlights

Property Type

Single-Family Home

Year Built

1950

Living Area

1,723 sqft

Price/Sqft

$169

About this House

Come see all Windsor has to offer, 2 ponds around the corner, school within walking distance, a beautiful historic downtown, and Paradise Park just steps away. This one could be a welcomed downsize for easy living on one level, or a great family home to get a start. 3 bedrooms, an expansive sun room, finish-able space in the basement, and just enough yard to play toss or have a barbecue. Showings begin Sunday, April 28th, 2019

24 Dewey Ave, Windsor, VT 05089 is a 3 bedroom, 2 bathroom, 1,723 sqft single-family home built in 1950. It last sold for $159,900 on Jul 10, 2019. It is currently off market. The Trulia Estimate is $291,700, with a rent estimate of $2,916/month.

Home Details for 24 Dewey Ave

Interior Features
Heating & Cooling Heating: Gas, OilHeating Fuel: Gas
Appliances & Utilities Refrigerator
Levels, Entrance, & Accessibility Floors: Tile, Carpet, Hardwood

Exterior Features
Exterior Home Features Roof: AsphaltExterior: Vinyl

Property Information
Year Built Year Built: 1950
Property Type / Style Property Type: Single Family Home

Lot Information
Lot Area: 8276 sqft

Price and Tax history

Date	Event	Price
Jul 10, 2019 Source: PrimeMLS #4747466	Sold	$159,900
May 5, 2019 Source: Agent Provided	Pending	$159,900
Apr 25, 2019 Source: Agent Provided	Listed For Sale	$159,900

Year	Property tax	Tax assessment
2024	Unavailable	$240,960

Additional Cost

Market trends in Windsor

Last updated July 2026

Avg. sale price

—

Sale-to-List Price

—

Price per sq ft

—

Available listings

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 24 Dewey Ave

What is 24 Dewey Ave estimated to be worth?
Trulia's estimated value for 24 Dewey Ave in Windsor, VT is $291,700.
What is the price history for 24 Dewey Ave?
24 Dewey Ave in Windsor, VT last sold for $159,900 in July 2019.
Is Windsor a buyer's or seller's market?
Windsor is currently a buyer's 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 24 Dewey Ave?
The lot at 24 Dewey Ave in Windsor, VT is about 0.19 acres (8,276 sq ft).