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 8 Cherry St estimated to be worth?

Trulia's estimated value for 8 Cherry St in Windsor, VT is $285,300 .

What is the price history for 8 Cherry St?

8 Cherry St in Windsor, VT last sold for $120,700 in August 2017.

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 8 Cherry St?

The lot at 8 Cherry St in Windsor, VT is about 0.20 acres (8,712 sq ft).

OFF MARKET

$285,300

Trulia Estimate

4 Beds
3 Baths
1,764 sqft

8 Cherry St, Windsor, VT 05089

Est. Refi. Payment $2,097/mo*

Refinance Your Home

Currently Off Market - Sold Aug 10, 2017 for $120,700

Home Value

Trulia Estimate

$285K

Since last month

$1K (+0.5%)

Since last year

$4K (+1.5%)

Since last sale

$165K (+137%)

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 +271% in the last 10 years

Month	Estimated value
2026
September 2026	$286K
August 2026	$285K
July 2026	$290K
June 2026	$298K
May 2026	$296K
April 2026	$284K
March 2026	$282K
February 2026	$271K
January 2026	$267K
2025
December 2025	$271K
November 2025	$271K
October 2025	$272K
September 2025	$282K
August 2025	$290K
July 2025	$294K
June 2025	$300K
May 2025	$293K
April 2025	$287K
March 2025	$277K
February 2025	$278K
January 2025	$273K
2024
December 2024	$280K
November 2024	$284K
October 2024	$296K
September 2024	$296K
August 2024	$301K
July 2024	$301K
June 2024	$298K
May 2024	$301K
April 2024	$290K
March 2024	$282K
February 2024	$267K
January 2024	$272K
2023
December 2023	$267K
November 2023	$276K
October 2023	$277K
September 2023	$278K
August 2023	$282K
July 2023	$294K
June 2023	$267K
May 2023	$274K
April 2023	$266K
March 2023	$257K
February 2023	$249K
January 2023	$243K
2022
December 2022	$244K
November 2022	$248K
October 2022	$249K
September 2022	$249K
August 2022	$248K
July 2022	$238K
June 2022	$217K
May 2022	$213K
April 2022	$205K
March 2022	$200K
February 2022	$195K
January 2022	$193K
2021
December 2021	$193K
November 2021	$193K
October 2021	$193K
September 2021	$190K
August 2021	$194K
July 2021	$196K
June 2021	$190K
May 2021	$178K
April 2021	$176K
March 2021	$161K
February 2021	$164K
January 2021	$161K
2020
December 2020	$170K
November 2020	$169K
October 2020	$174K
September 2020	$151K
August 2020	$147K
July 2020	$136K
June 2020	$152K
May 2020	$145K
April 2020	$144K
March 2020	$145K
February 2020	$145K
January 2020	$146K
2019
December 2019	$150K
November 2019	$147K
October 2019	$142K
September 2019	$146K
August 2019	$140K
July 2019	$138K
June 2019	$139K
May 2019	$140K
April 2019	$140K
March 2019	$137K
February 2019	$82K
January 2019	$85K
2018
December 2018	$91K
November 2018	$94K
October 2018	$90K
September 2018	$81K
August 2018	$81K
July 2018	$81K
June 2018	$77K
May 2018	$80K
April 2018	$75K
March 2018	$74K
February 2018	$83K
January 2018	$77K

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	0.25	Single-Family Home	$319,000	07/23/26	4	2	2,142
3 Cherry Street, Windsor, VT	0.04	Single-Family Home	$259,000	05/01/26	3	1	1,176
1 Dorrance Street, Windsor, VT	0.23	Single-Family Home	$315,000	11/21/25	2	1.5	1,649
31 Maple Street, Windsor, VT	0.48	Single-Family Home	$215,000	10/06/25	3	1.5	1,900
10 McKenzie Drive, Windsor, VT	0.35	Single-Family Home	$271,000	11/13/25	3	1.5	1,320
4 Bavier Avenue, Windsor, VT	0.25	Single-Family Home	$226,000	08/07/26	3	1	2,088
21 Bavier Avenue, Windsor, VT	0.22	Single-Family Home	$256,500	11/14/25	3	1	1,232
16 Day Street, Windsor, VT	0.22	Single-Family Home	$94,900	12/04/25	2	1	660
70-74 State Street, Windsor, VT	0.59	Single-Family Home	$115,000	12/10/25	5	3.5	4,011
5 Clough Avenue, Windsor, VT	0.32	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 Cherry Street, Windsor, VT 05089	0.04	$259,000	3	1	1,176	Recently Sold
21 Cherry Street, Windsor, VT 05089	0.09	$242,300	2	2	1,354	Off Market
42 Elm Street, Windsor, VT 05089	0.13	$286,700	3	2	1,264	Off Market
4 Kiniry Street, Windsor, VT 05089	0.16	$287,200	4	1.5	1,400	Off Market
119 Ascutney Street, Windsor, VT 05089	0.20	$323,600	4	1.5	2,554	Off Market
21 Bavier Avenue, Windsor, VT 05089	0.22	$243,300	3	1	1,232	Off Market
16 Day Street, Windsor, VT 05089	0.22	$94,900	2	1	660	Recently Sold
1 Dorrance Street, Windsor, VT 05089	0.23	$324,700	2	1.5	1,649	Off Market
3 Bavier Avenue, Windsor, VT 05089	0.24	$399,200	3	1.5	1,493	Off Market
4 Bavier Avenue, Windsor, VT 05089	0.25	$226,000	3	1	2,088	Recently Sold
6 Bavier Avenue, Windsor, VT 05089	0.26	$207,700	2	1	786	Off Market
74 Union Street, Windsor, VT 05089	0.26	$319,000	4	2	2,142	Recently Sold

Local Information

Map ViewExplore the area around 8 Cherry St.
Schools2 Preschool Schools2 Elementary Schools1 Middle School1 High School
Shop & Eat

-- mins to

Commute Destination

Home Highlights

Single-Family Home

Built in 1950

1,764 sqft

$162/sqft

About this House

3 unit rental

8 Cherry St, Windsor, VT 05089 is a 4 bedroom, 3 bathroom, 1,764 sqft single-family home built in 1950. It last sold for $120,700 on Aug 10, 2017. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $285,300, with a rent estimate of $3,181/month.

Home Details for 8 Cherry St

Property Information
Year Built Year Built: 1950Year Updated: 1990
Property Type / Style Property Type: Single Family Home

Lot Information
Lot Area: 8712 sqft

Price and Tax history

Date	Event	Price
Aug 10, 2017 Source: N/A	Sold	$120,700

Year	Property tax	Tax assessment
2025	$4,461	$173,960

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 8 Cherry St

What is 8 Cherry St estimated to be worth?
Trulia's estimated value for 8 Cherry St in Windsor, VT is $285,300.
What is the price history for 8 Cherry St?
8 Cherry St in Windsor, VT last sold for $120,700 in August 2017.
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 8 Cherry St?
The lot at 8 Cherry St in Windsor, VT is about 0.20 acres (8,712 sq ft).