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 Sherwin Ave estimated to be worth?

Trulia's estimated value for 25 Sherwin Ave in Windsor, VT is $339,100 .

What is the price history for 25 Sherwin Ave?

25 Sherwin Ave in Windsor, VT last sold for $195,000 in September 2020.

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

Windsor is currently a seller'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 25 Sherwin Ave have laundry facilities?

Yes, 25 Sherwin Ave in Windsor, VT has in-unit laundry.

How big is the lot at 25 Sherwin Ave?

The lot at 25 Sherwin Ave in Windsor, VT is about 1.3 acres .

OFF MARKET

$339,100

Trulia Estimate

3 Beds
1.5 Baths
2,100 sqft (on 1.30 acres)

25 Sherwin Ave, Windsor, VT 05089

Est. Refi. Payment $2,491/mo*

Refinance Your Home

Currently Off Market - Sold Sep 28, 2020 for $195,000

Home Value

Trulia Estimate

$339K

Since last month

$2K (+0.6%)

Since last year

$23K (+7.4%)

Since last sale

$141K (+72.2%)

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 +94% in the last 10 years

Month	Estimated value
2026
October 2026	$336K
September 2026	$340K
August 2026	$334K
July 2026	$330K
June 2026	$335K
May 2026	$329K
April 2026	$317K
March 2026	$316K
February 2026	$307K
January 2026	$297K
2025
December 2025	$315K
November 2025	$316K
October 2025	$310K
September 2025	$313K
August 2025	$317K
July 2025	$331K
June 2025	$345K
May 2025	$323K
April 2025	$324K
March 2025	$317K
February 2025	$311K
January 2025	$314K
2024
December 2024	$314K
November 2024	$314K
October 2024	$338K
September 2024	$338K
August 2024	$337K
July 2024	$343K
June 2024	$346K
May 2024	$347K
April 2024	$339K
March 2024	$330K
February 2024	$322K
January 2024	$319K
2023
December 2023	$317K
November 2023	$332K
October 2023	$329K
September 2023	$335K
August 2023	$335K
July 2023	$333K
June 2023	$329K
May 2023	$323K
April 2023	$316K
March 2023	$307K
February 2023	$293K
January 2023	$284K
2022
December 2022	$286K
November 2022	$291K
October 2022	$292K
September 2022	$293K
August 2022	$295K
July 2022	$297K
June 2022	$294K
May 2022	$276K
April 2022	$258K
March 2022	$245K
February 2022	$237K
January 2022	$234K
2021
December 2021	$230K
November 2021	$229K
October 2021	$226K
September 2021	$221K
August 2021	$214K
July 2021	$214K
June 2021	$207K
May 2021	$206K
April 2021	$204K
March 2021	$202K
February 2021	$202K
January 2021	$201K
2020
December 2020	$199K
October 2020	$196K
September 2020	$188K
August 2020	$204K
July 2020	$209K
June 2020	$208K
May 2020	$204K
April 2020	$188K
March 2020	$185K
February 2020	$183K
January 2020	$183K
2019
December 2019	$184K
November 2019	$183K
October 2019	$182K
September 2019	$173K
August 2019	$171K
July 2019	$168K
June 2019	$170K
May 2019	$166K
April 2019	$167K
March 2019	$161K
February 2019	$158K
January 2019	$161K
2018
December 2018	$166K
November 2018	$169K
October 2018	$169K
September 2018	$171K
August 2018	$171K
July 2018	$171K
June 2018	$171K
May 2018	$171K
April 2018	$170K
March 2018	$168K
February 2018	$181K
January 2018	$174K
2017
December 2017	$177K
November 2017	$175K
October 2017	$176K
September 2017	$174K
August 2017	$175K
July 2017	$172K
June 2017	$173K
May 2017	$172K
April 2017	$175K
March 2017	$172K
February 2017	$173K
January 2017	$176K
2016
December 2016	$173K
November 2016	$180K
October 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
4 Bavier Avenue, Windsor, VT	0.07	Single-Family Home	$226,000	08/07/26	3	1	2,088
1 Dorrance Street, Windsor, VT	0.09	Single-Family Home	$315,000	11/21/25	2	1.5	1,649
21 Bavier Avenue, Windsor, VT	0.15	Single-Family Home	$256,500	11/14/25	3	1	1,232
24 Cherry Street, Windsor, VT	0.26	Single-Family Home	$235,000	09/30/26	3	1	1,095
143 Ascutney Street, Windsor, VT	0.05	Single-Family Home	$354,000	10/14/26	2	1.5	1,092
3 Cherry Street, Windsor, VT	0.33	Single-Family Home	$259,000	05/01/26	3	1	1,176
93 Belaski Road, Windsor, VT	0.57	Single-Family Home	$565,000	08/17/26	3	3	2,368
74 Union Street, Windsor, VT	0.56	Single-Family Home	$319,000	07/23/26	4	2	2,142
16 Day Street, Windsor, VT	0.12	Single-Family Home	$94,900	12/04/25	2	1	660
173 Orchard Lane, Windsor, VT	1.03	Single-Family Home	$312,000	09/14/26	3	1	2,388

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
138 Ascutney Street, Windsor, VT 05089	0.03	$41,100	2	1	434	Off Market
142 Ascutney St, Windsor, VT 05089	0.03	$171,300	Studio	-	-	Off Market
1 Day St, Windsor, VT 05089	0.03	$255,200	Studio	-	-	Off Market
146 Ascutney Street, Windsor, VT 05089	0.03	$242,300	2	2	1,439	Off Market
134 Ascutney St, Windsor, VT 05089	0.04	$244,200	2	1	864	Off Market
143 Ascutney Street, Windsor, VT 05089	0.05	$354,000	2	1.5	1,092	Recently Sold
141 Ascutney Street, Windsor, VT 05089	0.05	$245,600	2	1	696	Off Market
145 Ascutney St, Windsor, VT 05089	0.05	$211,700	Studio	-	-	Off Market
2 Bavier Ave, Windsor, VT 05089	0.06	$191,000	2	1	1,196	Off Market
132 Ascutney St, Windsor, VT 05089	0.06	$207,900	Studio	-	-	Off Market
3039 Route 44, Windsor, VT 05089	0.06	-	-	-	-	Off Market
30 Route 44, Windsor, VT 05089	0.06	$279,500	Studio	-	-	Off Market
5 Timson Ave, Windsor, VT 05089	0.06	$204,900	2	1	826	Off Market
147 Ascutney St, Windsor, VT 05089	0.07	$230,500	Studio	-	-	Off Market
6 Timson Ave, Windsor, VT 05089	0.07	$218,400	2	1	700	Off Market
2 Day St, Windsor, VT 05089	0.07	$223,600	2	1	1,300	Off Market
3 Day St, Windsor, VT 05089	0.07	-	-	-	-	Off Market
4 Bavier Avenue, Windsor, VT 05089	0.07	$226,000	3	1	2,088	Recently Sold
7 Timson Ave, Windsor, VT 05089	0.07	$222,000	Studio	-	-	Off Market
13 Fairview Ave, Windsor, VT 05089	0.07	$259,100	3	1	1,144	Off Market

Local Information

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

-- mins to

Commute Destination

Home Highlights

Single-Family Home

Built in 1910

1.3 acre lot

2,100 sqft

$161/sqft

Garage

About this House

Located on the corner lot of a dead end street sits this charming home.Tons of potential with spacious rooms and an apartment above the heated two car garage. Newer windows, standing seam roof, and Thermopride furnace. Natural wood throughout and the three season porch add to the home's charm. With both privacy and ideal proximity to village and recreation amenities, this home is sure to please. Bring your own ideas, and make this home your own.

25 Sherwin Ave, Windsor, VT 05089 is a 3 bedroom, 2 bathroom, 2,100 sqft single-family home built in 1910. It last sold for $195,000 on Sep 28, 2020. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $339,100, with a rent estimate of $2,690/month.

Home Details for 25 Sherwin Ave

Interior Features
Heating & Cooling Heating: Forced Air, Electric, OilHeating Fuel: Forced Air
Interior Details Types of Rooms: Dining Room
Appliances & Utilities DishwasherDryerRefrigeratorWasher

Exterior Features
Exterior Home Features Roof: AsphaltExterior: Vinyl
Parking & Garage GarageParking Spaces: 2Parking: Garage Detached

Property Information
Year Built Year Built: 1910
Property Type / Style Property Type: Single Family HomeArchitecture: Colonial

Lot Information
Lot Area: 1.30 acres

Price and Tax history

Date	Event	Price
Sep 30, 2020 Source: Agent Provided	ListingRemoved	$209,000
Sep 30, 2020 Source: Agent Provided	Pending	$209,000
Sep 28, 2020 Source: PrimeMLS #4802882	Sold	$195,000
Apr 29, 2020 Source: Agent Provided	Listed For Sale	$209,000

Year	Property tax	Tax assessment
2025	$7,582	$295,660

Additional Cost

Market trends in Windsor

Last updated September 2026

Avg. sale price

—

Sale-to-List Price

—

Price per sq ft

—

Available listings

2MoM

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

This October

Trick-or-Treat Score

Built from what locals say about this neighborhood.

64% say there's holiday spirit
64% say there are sidewalks
52% say neighbors are friendly

Trulia Trick or TreatStart Ghost Hunt

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 Sherwin Ave

What is 25 Sherwin Ave estimated to be worth?
Trulia's estimated value for 25 Sherwin Ave in Windsor, VT is $339,100.
What is the price history for 25 Sherwin Ave?
25 Sherwin Ave in Windsor, VT last sold for $195,000 in September 2020.
Is Windsor a buyer's or seller's market?
Windsor is currently a seller'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 25 Sherwin Ave have laundry facilities?
Yes, 25 Sherwin Ave in Windsor, VT has in-unit laundry.
How big is the lot at 25 Sherwin Ave?
The lot at 25 Sherwin Ave in Windsor, VT is about 1.3 acres.