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 25 Ascutney St estimated to be worth?

Trulia's estimated value for 25 Ascutney St in Windsor, VT is $338,900 .

What is the price history for 25 Ascutney St?

25 Ascutney St in Windsor, VT last sold for $185,000 in October 2010.

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 25 Ascutney St?

The lot at 25 Ascutney St in Windsor, VT is about 0.75 acres (32,670 sq ft).

OFF MARKET

$338,900

Trulia Estimate

4 Beds
2 Baths
1,616 sqft (on 0.75 acres)

25 Ascutney St, Windsor, VT 05089

Est. Refi. Payment $2,358/mo*

Refinance Your Home

Currently Off Market - Sold Oct 12, 2010 for $185,000

Home Value

Trulia Estimate

$339K

Since last month

$100 (0%)

Since last year

$0 (0%)

Since last sale

$153K (+82.8%)

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
August 2026	$338K
July 2026	$338K
June 2026	$351K
May 2026	$347K
April 2026	$329K
March 2026	$326K
February 2026	$312K
January 2026	$316K
2025
December 2025	$317K
November 2025	$320K
October 2025	$318K
September 2025	$327K
August 2025	$338K
July 2025	$351K
June 2025	$347K
May 2025	$328K
April 2025	$308K
March 2025	$303K
February 2025	$302K
January 2025	$300K
2024
December 2024	$303K
November 2024	$307K
October 2024	$327K
September 2024	$326K
August 2024	$325K
July 2024	$327K
June 2024	$326K
May 2024	$331K
April 2024	$320K
March 2024	$312K
February 2024	$302K
January 2024	$302K
2023
December 2023	$298K
November 2023	$310K
October 2023	$317K
September 2023	$319K
August 2023	$322K
July 2023	$315K
June 2023	$314K
May 2023	$306K
April 2023	$298K
March 2023	$290K
February 2023	$283K
January 2023	$279K
2022
December 2022	$282K
November 2022	$285K
October 2022	$288K
September 2022	$289K
August 2022	$292K
July 2022	$295K
June 2022	$295K
May 2022	$289K
April 2022	$278K
March 2022	$269K
February 2022	$259K
January 2022	$257K
2021
December 2021	$259K
November 2021	$259K
October 2021	$259K
September 2021	$256K
August 2021	$256K
July 2021	$255K
June 2021	$243K
May 2021	$220K
April 2021	$220K
March 2021	$215K
February 2021	$220K
January 2021	$221K
2020
December 2020	$212K
November 2020	$206K
October 2020	$194K
September 2020	$200K
August 2020	$196K
July 2020	$201K
June 2020	$200K
May 2020	$186K
April 2020	$175K
March 2020	$197K
February 2020	$196K
January 2020	$198K
2019
December 2019	$195K
November 2019	$192K
October 2019	$191K
September 2019	$184K
August 2019	$186K
July 2019	$185K
June 2019	$182K
May 2019	$182K
April 2019	$180K
March 2019	$171K
February 2019	$180K
January 2019	$180K
2018
December 2018	$186K
November 2018	$190K
October 2018	$189K
September 2018	$190K
August 2018	$190K
July 2018	$191K
June 2018	$185K
May 2018	$185K
April 2018	$185K
March 2018	$186K
February 2018	$189K
January 2018	$185K
2017
December 2017	$186K
November 2017	$184K
October 2017	$186K
September 2017	$188K
August 2017	$188K
July 2017	$184K
June 2017	$179K
May 2017	$181K
April 2017	$180K
March 2017	$177K
February 2017	$172K
January 2017	$174K
2016
December 2016	$176K
November 2016	$175K
October 2016	$173K
September 2016	$172K
August 2016	$177K

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	0.09	Single-Family Home	$319,000	07/23/26	4	2	2,142
66 Union Street, Windsor, VT	0.09	Single-Family Home	$219,000	09/02/25	3	2	1,743
31 Maple Street, Windsor, VT	0.34	Single-Family Home	$215,000	10/06/25	3	1.5	1,900
10 McKenzie Drive, Windsor, VT	0.18	Single-Family Home	$271,000	11/13/25	3	1.5	1,320
51 Central St, Windsor, VT	0.49	Single-Family Home	$33,500	04/30/26	3	2	1,550
3 Cherry Street, Windsor, VT	0.32	Single-Family Home	$259,000	05/01/26	3	1	1,176
70-74 State Street, Windsor, VT	0.26	Single-Family Home	$115,000	12/10/25	5	3.5	4,011
93 Belaski Road, Windsor, VT	0.37	Single-Family Home	$565,000	08/17/26	3	3	2,368
1 Dorrance Street, Windsor, VT	0.56	Single-Family Home	$315,000	11/21/25	2	1.5	1,649
5 Clough Avenue, Windsor, VT	0.19	Single-Family Home	$60,000	12/18/25	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
3 Fitch Court, Windsor, VT 05089	0.05	$238,400	2	2	1,665	Off Market
66 Union Street, Windsor, VT 05089	0.09	$226,600	3	2	1,743	Off Market
74 Union Street, Windsor, VT 05089	0.09	$319,000	4	2	2,142	Recently Sold
32 Ascutney Street, Windsor, VT 05089	0.08	$381,400	4	3	1,998	Off Market
2 Ascutney Street, Windsor, VT 05089	0.12	$314,300	3	1.5	1,364	Off Market
10 McKenzie Drive, Windsor, VT 05089	0.18	$271,000	3	1.5	1,320	Recently Sold
102-104 State Street, Windsor, VT 05089	0.18	$294,300	7	4	3,894	Off Market
17 Dewey Avenue, Windsor, VT 05089	0.18	$125,200	3	1	1,523	Off Market
100 State Street, Windsor, VT 05089	0.18	$246,500	6	1.5	2,880	Off Market
17 Clough Avenue, Windsor, VT 05089	0.23	$279,800	4	2	3,266	Off Market
25.5 Union Street, Windsor, VT 05089	0.26	$183,500	2	1	1,115	Off Market
153 State Street, Windsor, VT 05089	0.22	$262,500	4	1.5	1,600	Off Market

Local Information

Map ViewExplore the area around 25 Ascutney St.
Schools2 Preschool Schools2 Elementary Schools1 Middle School1 High School
Shop & Eat

-- mins to

Commute Destination

Home Highlights

Property Type

Single-Family Home

Year Built

1917

Lot Size

0.75 acres

Living Area

1,616 sqft

Price/Sqft

$210

About this House

-Elegant Victorian home in friendly neighborhood with easy access to the wooded trails of Paradise Park and Lake Runnemede and swimming and canoeing/kayaking at Kennedy's Pond. Formal dining room with French doors, spacious living room with sunny bay windows, and recently renovated kitchen. Expand your living space by finishing the full walkup attic with a grand view of the town and the hills of Cornish. Large, beautifully landscaped property includes mature double French lilacs, blueberry bushes, and asparagus bed, and plenty of space for a garden. Three-bay, heated garage offers another attic and a workshop. Easy commute to DHMC and Hanover. Lots of space, lots to love in this village gem! Seller offering $2,000 toward closing costs!!

25 Ascutney St, Windsor, VT 05089 is a 4 bedroom, 2 bathroom, 1,616 sqft single-family home built in 1917. It last sold for $185,000 on Oct 12, 2010. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $338,900, with a rent estimate of $2,959/month.

Home Details for 25 Ascutney St

Property Information
Year Built Year Built: 1917
Property Type / Style Property Type: Single Family Home

Lot Information
Lot Area: 0.75 acres

Price and Tax history

Date	Event	Price
Oct 12, 2010 Source: N/A	Sold	$185,000
Jul 13, 2010 Source: Agent Provided	ListingRemoved	$199,000
May 2, 2010 Source: Agent Provided	PriceChange	$199,000 Price decreased by 5%
Mar 25, 2010 Source: Agent Provided	Listed For Sale	$210,000
Jun 19, 2001 Source: N/A	Sold	$126,500
Jul 2, 1996 Source: N/A	Sold	$97,000

Year	Property tax	Tax assessment
2025	$6,815	$264,870

Additional Cost

Market trends in Windsor

Last updated July 2026

Avg. sale price

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Sale-to-List Price

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Price per sq ft

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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 25 Ascutney St

What is 25 Ascutney St estimated to be worth?
Trulia's estimated value for 25 Ascutney St in Windsor, VT is $338,900.
What is the price history for 25 Ascutney St?
25 Ascutney St in Windsor, VT last sold for $185,000 in October 2010.
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 25 Ascutney St?
The lot at 25 Ascutney St in Windsor, VT is about 0.75 acres (32,670 sq ft).