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 58 Ascutney St estimated to be worth?

Trulia's estimated value for 58 Ascutney St in Windsor, VT is $340,600 .

What is the price history for 58 Ascutney St?

58 Ascutney St in Windsor, VT last sold for $182,500 in October 2016.

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 .

Does 58 Ascutney St have laundry facilities?

Yes, 58 Ascutney St in Windsor, VT has in-unit laundry.

How big is the lot at 58 Ascutney St?

The lot at 58 Ascutney St in Windsor, VT is about 0.50 acres (21,780 sq ft).

OFF MARKET

58 Ascutney St
Windsor, VT 05089

3 Beds
2 Baths
1,608 sqft (on 0.50 acres)

$340,600

Trulia Estimate

as of Aug 23, 2026

$340,600

Trulia Estimate

as of Aug 23, 2026

3 Beds

2 Baths

1,608 sqft

(on 0.50 acres)

Home Value

Trulia Estimate

$341K

Since last month

$11K (-3.1%)

Since last year

$4K (-1.1%)

Since last sale

$158K (+86.6%)

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 +78% in the last 10 years

Month	Estimated value
2026
August 2026	$341K
July 2026	$351K
June 2026	$354K
May 2026	$352K
April 2026	$340K
March 2026	$336K
February 2026	$327K
January 2026	$326K
2025
December 2025	$325K
November 2025	$331K
October 2025	$332K
September 2025	$338K
August 2025	$344K
July 2025	$355K
June 2025	$361K
May 2025	$345K
April 2025	$333K
March 2025	$324K
February 2025	$318K
January 2025	$315K
2024
December 2024	$316K
November 2024	$322K
October 2024	$336K
September 2024	$335K
August 2024	$332K
July 2024	$334K
June 2024	$340K
May 2024	$333K
April 2024	$325K
March 2024	$315K
February 2024	$306K
January 2024	$305K
2023
December 2023	$300K
November 2023	$312K
October 2023	$319K
September 2023	$319K
August 2023	$320K
July 2023	$320K
June 2023	$312K
May 2023	$301K
April 2023	$293K
March 2023	$287K
February 2023	$282K
January 2023	$279K
2022
December 2022	$284K
November 2022	$287K
October 2022	$289K
September 2022	$290K
August 2022	$292K
July 2022	$296K
June 2022	$297K
May 2022	$292K
April 2022	$281K
March 2022	$274K
February 2022	$264K
January 2022	$264K
2021
December 2021	$264K
November 2021	$263K
October 2021	$262K
September 2021	$259K
August 2021	$261K
July 2021	$260K
June 2021	$259K
May 2021	$208K
April 2021	$204K
March 2021	$199K
February 2021	$194K
January 2021	$193K
2020
December 2020	$193K
November 2020	$192K
October 2020	$193K
September 2020	$188K
August 2020	$192K
July 2020	$191K
June 2020	$189K
May 2020	$185K
April 2020	$182K
March 2020	$189K
February 2020	$187K
January 2020	$187K
2019
December 2019	$190K
November 2019	$194K
October 2019	$197K
September 2019	$196K
August 2019	$196K
July 2019	$194K
June 2019	$193K
May 2019	$195K
April 2019	$194K
March 2019	$183K
February 2019	$181K
January 2019	$184K
2018
December 2018	$192K
November 2018	$194K
October 2018	$195K
September 2018	$193K
August 2018	$194K
July 2018	$193K
June 2018	$193K
May 2018	$193K
April 2018	$192K
March 2018	$192K
February 2018	$192K
January 2018	$189K
2017
December 2017	$186K
November 2017	$187K
October 2017	$188K
September 2017	$188K
August 2017	$187K
July 2017	$186K
June 2017	$186K
May 2017	$185K
April 2017	$185K
March 2017	$184K
February 2017	$184K
January 2017	$184K
2016
December 2016	$183K
November 2016	$183K
October 2016	$183K
September 2016	$190K
August 2016	$191K

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
32 Clough Avenue, Windsor, VT	0.22	Single-Family Home	$292,500	08/28/25	3	1.5	1,606
74 Union Street, Windsor, VT	0.12	Single-Family Home	$319,000	07/23/26	4	2	2,142
66 Union Street, Windsor, VT	0.15	Single-Family Home	$219,000	09/02/25	3	2	1,743
31 Maple Street, Windsor, VT	0.37	Single-Family Home	$215,000	10/06/25	3	1.5	1,900
10 McKenzie Drive, Windsor, VT	0.22	Single-Family Home	$271,000	11/13/25	3	1.5	1,320
3 Cherry Street, Windsor, VT	0.12	Single-Family Home	$259,000	05/01/26	3	1	1,176
1 Dorrance Street, Windsor, VT	0.37	Single-Family Home	$315,000	11/21/25	2	1.5	1,649
51 Central St, Windsor, VT	0.57	Single-Family Home	$33,500	04/30/26	3	2	1,550
21 Bavier Avenue, Windsor, VT	0.34	Single-Family Home	$256,500	11/14/25	3	1	1,232
9 Main Street, Windsor, VT	0.83	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
3 Cherry Street, Windsor, VT 05089	0.12	$259,000	3	1	1,176	Recently Sold
74 Union Street, Windsor, VT 05089	0.12	$319,000	4	2	2,142	Recently Sold
32 Ascutney Street, Windsor, VT 05089	0.13	$381,500	4	3	1,998	Off Market
66 Union Street, Windsor, VT 05089	0.15	$226,800	3	2	1,743	Off Market
3 Fitch Court, Windsor, VT 05089	0.18	$238,500	2	2	1,665	Off Market
21 Cherry Street, Windsor, VT 05089	0.23	$245,300	2	2	1,354	Off Market
32 Clough Avenue, Windsor, VT 05089	0.22	$309,000	3	1.5	1,606	Off Market
17 Clough Avenue, Windsor, VT 05089	0.21	$284,800	4	2	3,266	Off Market
10 McKenzie Drive, Windsor, VT 05089	0.22	$271,000	3	1.5	1,320	Recently Sold
42 Elm Street, Windsor, VT 05089	0.26	$286,800	3	2	1,264	Off Market
4 Old Mill Pond Road #4, Windsor, VT 05089	0.26	$283,100	3	4	2,052	Off Market
4 Kiniry Street, Windsor, VT 05089	0.29	$288,100	4	1.5	1,400	Off Market

Local Information

Map ViewExplore the area around 58 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

1830

Lot Size

0.5 acres

Living Area

1,608 sqft

Price/Sqft

$212

Parking

Garage

About this House

This single-family home is located at 58 Ascutney St, Windsor, VT. 58 Ascutney St is in Windsor, VT and in ZIP code 05089. This property has 3 bedrooms, 2 bathrooms and approximately 1,608 sqft of floor space. This property has a lot size of 0.50 acres and was built in 1830.

58 Ascutney St, Windsor, VT 05089 is a 3 bedroom, 2 bathroom, 1,608 sqft single-family home built in 1830. It last sold for $182,500 on Oct 13, 2016. It is currently off market. The Trulia Estimate is $340,600, with a rent estimate of $2,996/month.

Home Details for 58 Ascutney St

Interior Features
Heating & Cooling Heating: OilHeating Fuel: Oil
Interior Details Types of Rooms: Dining Room
Appliances & Utilities DishwasherDryerRefrigeratorWasher

Exterior Features
Exterior Home Features Roof: AsphaltExterior: Vinyl
Parking & Garage GarageParking: Garage Detached

Property Information
Year Built Year Built: 1830
Property Type / Style Property Type: Single Family Home

Lot Information
Lot Area: 0.50 acres

Price and Tax history

Date	Event	Price
Oct 13, 2016 Source: PrimeMLS #4502639	Sold	$182,500
Sep 27, 2016 Source: Agent Provided	Pending	$196,000
Jul 7, 2016 Source: Agent Provided	Listed For Sale	$196,000
Aug 8, 2008 Source: Agent Provided	ListingRemoved	$189,000
Jun 20, 2008 Source: Agent Provided	Listed For Sale	$189,000
Jul 29, 2005 Source: N/A	Sold	$192,500

Year	Property tax	Tax assessment
2025	$6,782	$263,600

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 58 Ascutney St

What is 58 Ascutney St estimated to be worth?
Trulia's estimated value for 58 Ascutney St in Windsor, VT is $340,600.
What is the price history for 58 Ascutney St?
58 Ascutney St in Windsor, VT last sold for $182,500 in October 2016.
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.
Does 58 Ascutney St have laundry facilities?
Yes, 58 Ascutney St in Windsor, VT has in-unit laundry.
How big is the lot at 58 Ascutney St?
The lot at 58 Ascutney St in Windsor, VT is about 0.50 acres (21,780 sq ft).