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 49 Ascutney St estimated to be worth?

Trulia's estimated value for 49 Ascutney St in Windsor, VT is $305,900 .

What is the price history for 49 Ascutney St?

49 Ascutney St in Windsor, VT last sold for $204,000 in August 2021.

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 49 Ascutney St have laundry facilities?

Yes, 49 Ascutney St in Windsor, VT has in-unit laundry.

How big is the lot at 49 Ascutney St?

The lot at 49 Ascutney St in Windsor, VT is about 0.42 acres (18,295 sq ft).

OFF MARKET

$305,900

Trulia Estimate

5 Beds
2 Baths
2,200 sqft (on 0.42 acres)

49 Ascutney St, Windsor, VT 05089

Est. Refi. Payment $2,136/mo*

Refinance Your Home

Currently Off Market - Sold Aug 2, 2021 for $204,000

Home Value

Trulia Estimate

$306K

Since last month

$24K (-7.4%)

Since last year

$27K (-8%)

Since last sale

$101K (+49.5%)

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 +76% in the last 10 years

Month	Estimated value
2026
August 2026	$305K
July 2026	$329K
June 2026	$336K
May 2026	$335K
April 2026	$322K
March 2026	$317K
February 2026	$312K
January 2026	$308K
2025
December 2025	$314K
November 2025	$318K
October 2025	$312K
September 2025	$323K
August 2025	$332K
July 2025	$343K
June 2025	$345K
May 2025	$332K
April 2025	$310K
March 2025	$308K
February 2025	$291K
January 2025	$302K
2024
December 2024	$279K
November 2024	$304K
October 2024	$300K
September 2024	$297K
August 2024	$293K
July 2024	$320K
June 2024	$325K
May 2024	$320K
April 2024	$320K
March 2024	$309K
February 2024	$290K
January 2024	$292K
2023
December 2023	$269K
November 2023	$299K
October 2023	$289K
September 2023	$288K
August 2023	$315K
July 2023	$321K
June 2023	$310K
May 2023	$271K
April 2023	$265K
March 2023	$263K
February 2023	$259K
January 2023	$256K
2022
December 2022	$258K
November 2022	$261K
October 2022	$262K
September 2022	$262K
August 2022	$264K
July 2022	$257K
June 2022	$250K
May 2022	$247K
April 2022	$237K
March 2022	$232K
February 2022	$222K
January 2022	$225K
2021
December 2021	$229K
November 2021	$230K
October 2021	$230K
September 2021	$224K
August 2021	$225K
July 2021	$227K
June 2021	$216K
May 2021	$206K
April 2021	$196K
March 2021	$191K
February 2021	$192K
January 2021	$189K
2020
December 2020	$184K
November 2020	$192K
October 2020	$189K
September 2020	$188K
August 2020	$197K
July 2020	$190K
June 2020	$189K
May 2020	$191K
April 2020	$188K
March 2020	$186K
February 2020	$185K
January 2020	$186K
2019
December 2019	$186K
November 2019	$184K
October 2019	$185K
September 2019	$184K
August 2019	$183K
July 2019	$181K
June 2019	$178K
May 2019	$178K
April 2019	$176K
March 2019	$171K
February 2019	$171K
January 2019	$170K
2018
December 2018	$173K
November 2018	$176K
October 2018	$178K
September 2018	$176K
August 2018	$177K
July 2018	$176K
June 2018	$176K
May 2018	$176K
April 2018	$176K
March 2018	$176K
February 2018	$174K
January 2018	$170K
2017
December 2017	$170K
November 2017	$171K
October 2017	$170K
September 2017	$172K
August 2017	$172K
July 2017	$170K
June 2017	$170K
May 2017	$170K
April 2017	$173K
March 2017	$173K
February 2017	$171K
January 2017	$171K
2016
December 2016	$169K
November 2016	$172K
October 2016	$170K
September 2016	$169K
August 2016	$173K

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	0.07	Single-Family Home	$319,000	07/23/26	4	2	2,142
31 Maple Street, Windsor, VT	0.33	Single-Family Home	$215,000	10/06/25	3	1.5	1,900
66 Union Street, Windsor, VT	0.09	Single-Family Home	$219,000	09/02/25	3	2	1,743
10 McKenzie Drive, Windsor, VT	0.17	Single-Family Home	$271,000	11/13/25	3	1.5	1,320
70-74 State Street, Windsor, VT	0.40	Single-Family Home	$115,000	12/10/25	5	3.5	4,011
3 Cherry Street, Windsor, VT	0.17	Single-Family Home	$259,000	05/01/26	3	1	1,176
1 Dorrance Street, Windsor, VT	0.42	Single-Family Home	$315,000	11/21/25	2	1.5	1,649
4 Bavier Avenue, Windsor, VT	0.43	Single-Family Home	$226,000	08/07/26	3	1	2,088
51 Central St, Windsor, VT	0.52	Single-Family Home	$33,500	04/30/26	3	2	1,550
93 Belaski Road, Windsor, VT	0.28	Single-Family Home	$565,000	08/17/26	3	3	2,368

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
74 Union Street, Windsor, VT 05089	0.07	$319,000	4	2	2,142	Recently Sold
66 Union Street, Windsor, VT 05089	0.09	$226,600	3	2	1,743	Off Market
32 Ascutney Street, Windsor, VT 05089	0.10	$381,400	4	3	1,998	Off Market
3 Cherry Street, Windsor, VT 05089	0.17	$259,000	3	1	1,176	Recently Sold
3 Fitch Court, Windsor, VT 05089	0.13	$238,400	2	2	1,665	Off Market
17 Clough Avenue, Windsor, VT 05089	0.17	$279,800	4	2	3,266	Off Market
32 Clough Avenue, Windsor, VT 05089	0.20	$305,400	3	1.5	1,606	Off Market
10 McKenzie Drive, Windsor, VT 05089	0.17	$271,000	3	1.5	1,320	Recently Sold
4 Old Mill Pond Road #4, Windsor, VT 05089	0.25	$282,400	3	4	2,052	Off Market
8 Old Mill Pond Road, Windsor, VT 05089	0.28	$315,900	3	5	1,754	Off Market
25.5 Union Street, Windsor, VT 05089	0.26	$183,500	2	1	1,115	Off Market
21 Cherry Street, Windsor, VT 05089	0.28	$243,900	2	2	1,354	Off Market

Local Information

Map ViewExplore the area around 49 Ascutney St.
Schools2 Preschool Schools2 Elementary Schools1 Middle School1 High School
Shop & Eat

-- mins to

Commute Destination

Home Highlights

Property Type

Single-Family Home

Lot Size

0.42 acres

Living Area

2,200 sqft

Price/Sqft

$139

About this House

This single-family home is located at 49 Ascutney St, Windsor, VT. 49 Ascutney St is in Windsor, VT and in ZIP code 05089. This property has 5 bedrooms, 1 bathroom and approximately 2,200 sqft of floor space. This property has a lot size of 0.42 acres.

49 Ascutney St, Windsor, VT 05089 is a 5 bedroom, 1 bathroom, 2,200 sqft single-family home. It last sold for $204,000 on Aug 2, 2021. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $305,900, with a rent estimate of $2,884/month.

Home Details for 49 Ascutney St

Interior Features
Interior Details BasementTypes of Rooms: Dining Room, Laundry Room, Mud RoomCeiling Fan
Heating & Cooling Heating: OilHeating Fuel: Oil
Appliances & Utilities DishwasherDryerMicrowaveRefrigeratorWasher
Levels, Entrance, & Accessibility Floors: Carpet, Hardwood, Laminate, Linoleum Vinyl

Exterior Features
Exterior Home Features Roof: Shake ShingleExterior: VinylLawnPorch
Parking & Garage Parking Spaces: 2Parking: Off Street

Property Information
Property Type / Style Property Type: Single Family Home

Lot Information
Lot Area: 0.42 acres

Price and Tax history

Date	Event	Price
Aug 2, 2021 Source: N/A	Sold	$204,000

Year	Property tax	Tax assessment
2025	$6,583	$255,860

Additional Cost

Market trends in Windsor

Last updated July 2026

Avg. sale price

—

Sale-to-List Price

—

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 49 Ascutney St

What is 49 Ascutney St estimated to be worth?
Trulia's estimated value for 49 Ascutney St in Windsor, VT is $305,900.
What is the price history for 49 Ascutney St?
49 Ascutney St in Windsor, VT last sold for $204,000 in August 2021.
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 49 Ascutney St have laundry facilities?
Yes, 49 Ascutney St in Windsor, VT has in-unit laundry.
How big is the lot at 49 Ascutney St?
The lot at 49 Ascutney St in Windsor, VT is about 0.42 acres (18,295 sq ft).