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 26 Cherry St estimated to be worth?

Trulia's estimated value for 26 Cherry St in Windsor, VT is $154,400 .

What is the price history for 26 Cherry St?

26 Cherry St in Windsor, VT last sold for $150,000 in November 2025.

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 26 Cherry St?

The lot at 26 Cherry St in Windsor, VT is about 0.14 acres (6,098 sq ft).

OFF MARKET

$154,400

Trulia Estimate

Studio

26 Cherry St, Windsor, VT 05089

Est. Refi. Payment $1,157/mo*

Refinance Your Home

Currently Off Market - Sold Nov 3, 2025 for $150,000

Home Value

Trulia Estimate

$154K

Since last month

$600 (+0.4%)

Since last year

$33K (-17.4%)

Since last sale

$5K (+3.3%)

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 +36% in the last 10 years

Month	Estimated value
2026
September 2026	$155K
August 2026	$154K
July 2026	$154K
June 2026	$153K
May 2026	$153K
April 2026	$153K
March 2026	$153K
February 2026	$154K
January 2026	$152K
2025
December 2025	$152K
November 2025	$151K
October 2025	$180K
September 2025	$188K
August 2025	$191K
July 2025	$200K
June 2025	$196K
May 2025	$173K
April 2025	$185K
March 2025	$147K
February 2025	$173K
January 2025	$163K
2024
December 2024	$174K
November 2024	$157K
October 2024	$184K
September 2024	$183K
August 2024	$158K
July 2024	$209K
June 2024	$205K
May 2024	$181K
April 2024	$182K
March 2024	$187K
February 2024	$159K
January 2024	$165K
2023
December 2023	$166K
November 2023	$177K
October 2023	$177K
September 2023	$180K
August 2023	$177K
July 2023	$191K
June 2023	$177K
May 2023	$144K
April 2023	$141K
March 2023	$138K
February 2023	$135K
January 2023	$135K
2022
December 2022	$134K
November 2022	$135K
October 2022	$136K
September 2022	$137K
August 2022	$138K
July 2022	$140K
June 2022	$141K
May 2022	$139K
April 2022	$134K
March 2022	$130K
February 2022	$127K
January 2022	$128K
2021
December 2021	$129K
November 2021	$129K
October 2021	$129K
September 2021	$128K
August 2021	$133K
July 2021	$137K
June 2021	$130K
May 2021	$112K
April 2021	$109K
March 2021	$109K
February 2021	$107K
January 2021	$110K
2020
December 2020	$129K
November 2020	$130K
October 2020	$117K
September 2020	$125K
August 2020	$115K
July 2020	$107K
June 2020	$92K
May 2020	$80K
March 2020	$100K
February 2020	$99K
January 2020	$100K
2019
December 2019	$101K
November 2019	$97K
October 2019	$97K
September 2019	$95K
August 2019	$95K
July 2019	$93K
June 2019	$91K
May 2019	$88K
April 2019	$92K
March 2019	$87K
February 2019	$88K
January 2019	$89K
2018
December 2018	$93K
November 2018	$93K
October 2018	$94K
September 2018	$93K
August 2018	$92K
July 2018	$92K
June 2018	$93K
May 2018	$93K
April 2018	$92K
March 2018	$89K
February 2018	$93K
January 2018	$90K
2017
December 2017	$100K
November 2017	$101K
October 2017	$104K
September 2017	$98K
August 2017	$102K
July 2017	$110K
June 2017	$112K
May 2017	$112K
April 2017	$109K
March 2017	$108K
February 2017	$106K
January 2017	$108K
2016
December 2016	$104K
November 2016	$100K
October 2016	$110K
September 2016	$114K

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
16 Day Street, Windsor, VT	0.13	Single-Family Home	$94,900	12/04/25	2	1	660
3 Cherry Street, Windsor, VT	0.14	Single-Family Home	$259,000	05/01/26	3	1	1,176
21 Bavier Avenue, Windsor, VT	0.20	Single-Family Home	$256,500	11/14/25	3	1	1,232
4 Bavier Avenue, Windsor, VT	0.19	Single-Family Home	$226,000	08/07/26	3	1	2,088
1 Dorrance Street, Windsor, VT	0.15	Single-Family Home	$315,000	11/21/25	2	1.5	1,649
10 McKenzie Drive, Windsor, VT	0.45	Single-Family Home	$271,000	11/13/25	3	1.5	1,320
74 Union Street, Windsor, VT	0.35	Single-Family Home	$319,000	07/23/26	4	2	2,142
31 Maple Street, Windsor, VT	0.58	Single-Family Home	$215,000	10/06/25	3	1.5	1,900
5 Clough Avenue, Windsor, VT	0.42	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
21 Cherry Street, Windsor, VT 05089	0.03	$240,600	2	2	1,354	Off Market
42 Elm Street, Windsor, VT 05089	0.04	$286,700	3	2	1,264	Off Market
4 Kiniry Street, Windsor, VT 05089	0.11	$288,100	4	1.5	1,400	Off Market
3 Cherry Street, Windsor, VT 05089	0.14	$259,000	3	1	1,176	Recently Sold
16 Day Street, Windsor, VT 05089	0.13	$94,900	2	1	660	Recently Sold
119 Ascutney Street, Windsor, VT 05089	0.15	$322,200	4	1.5	2,554	Off Market
1 Dorrance Street, Windsor, VT 05089	0.15	$324,700	2	1.5	1,649	Off Market
3 Bavier Avenue, Windsor, VT 05089	0.18	$399,300	3	1.5	1,493	Off Market
4 Bavier Avenue, Windsor, VT 05089	0.19	$226,000	3	1	2,088	Recently Sold
21 Bavier Avenue, Windsor, VT 05089	0.20	$247,100	3	1	1,232	Off Market
6 Bavier Avenue, Windsor, VT 05089	0.21	$207,000	2	1	786	Off Market
141 Ascutney Street, Windsor, VT 05089	0.22	$246,300	2	1	696	Off Market

Local Information

Map ViewExplore the area around 26 Cherry St.
Schools2 Preschool Schools2 Elementary Schools1 Middle School1 High School
Shop & Eat

-- mins to

Commute Destination

Home Highlights

Single-Family Home

About this House

This single-family home is located at 26 Cherry St, Windsor, VT. 26 Cherry St is in Windsor, VT and in ZIP code 05089. This property has a lot size of 6098 sqft.

26 Cherry St, Windsor, VT 05089 is a studio single-family home. It last sold for $150,000 on Nov 3, 2025. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $154,400, with a rent estimate of $2,565/month.

Home Details for 26 Cherry St

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

Lot Information
Lot Area: 6098 sqft

Price and Tax history

Date	Event	Price
Nov 3, 2025 Source: N/A	Sold	$150,000

Year	Property tax	Tax assessment
2025	$4,405	$171,790

Additional Cost

Market trends in Windsor

Last updated August 2026

Avg. sale price

—

Sale-to-List Price

—

Price per sq ft

—

Available listings

3MoM

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 26 Cherry St

What is 26 Cherry St estimated to be worth?
Trulia's estimated value for 26 Cherry St in Windsor, VT is $154,400.
What is the price history for 26 Cherry St?
26 Cherry St in Windsor, VT last sold for $150,000 in November 2025.
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 26 Cherry St?
The lot at 26 Cherry St in Windsor, VT is about 0.14 acres (6,098 sq ft).