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 23 Cherry St estimated to be worth?

Trulia's estimated value for 23 Cherry St in Windsor, VT is $276,900 .

What is the price history for 23 Cherry St?

23 Cherry St in Windsor, VT last sold for $147,000 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 .

Does 23 Cherry St have laundry facilities?

Yes, 23 Cherry St in Windsor, VT has in-unit laundry.

How big is the lot at 23 Cherry St?

The lot at 23 Cherry St in Windsor, VT is about 0.33 acres (14,375 sq ft).

OFF MARKET

$276,900

Trulia Estimate

3 Beds
2 Baths
1,410 sqft (on 0.33 acres)

23 Cherry St, Windsor, VT 05089

Est. Refi. Payment $2,037/mo*

Refinance Your Home

Currently Off Market - Sold Aug 15, 2017 for $147,000

Home Value

Trulia Estimate

$277K

Since last month

$100 (0%)

Since last year

$5K (+1.8%)

Since last sale

$131K (+88.8%)

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 +81% in the last 10 years

Month	Estimated value
2026
September 2026	$278K
August 2026	$278K
July 2026	$281K
June 2026	$287K
May 2026	$285K
April 2026	$271K
March 2026	$270K
February 2026	$259K
January 2026	$258K
2025
December 2025	$260K
November 2025	$266K
October 2025	$265K
September 2025	$273K
August 2025	$277K
July 2025	$282K
June 2025	$286K
May 2025	$277K
April 2025	$270K
March 2025	$262K
February 2025	$260K
January 2025	$257K
2024
December 2024	$260K
November 2024	$264K
October 2024	$276K
September 2024	$275K
August 2024	$280K
July 2024	$280K
June 2024	$282K
May 2024	$278K
April 2024	$269K
March 2024	$260K
February 2024	$248K
January 2024	$249K
2023
December 2023	$247K
November 2023	$259K
October 2023	$262K
September 2023	$263K
August 2023	$264K
July 2023	$258K
June 2023	$255K
May 2023	$246K
April 2023	$240K
March 2023	$234K
February 2023	$232K
January 2023	$233K
2022
December 2022	$235K
November 2022	$237K
October 2022	$238K
September 2022	$239K
August 2022	$241K
July 2022	$243K
June 2022	$243K
May 2022	$239K
April 2022	$231K
March 2022	$225K
February 2022	$216K
January 2022	$218K
2021
December 2021	$220K
November 2021	$218K
October 2021	$217K
September 2021	$215K
August 2021	$216K
July 2021	$214K
June 2021	$208K
May 2021	$195K
April 2021	$192K
March 2021	$177K
February 2021	$177K
January 2021	$177K
2020
December 2020	$178K
November 2020	$179K
October 2020	$178K
September 2020	$167K
August 2020	$168K
July 2020	$166K
June 2020	$163K
May 2020	$159K
April 2020	$158K
March 2020	$159K
February 2020	$158K
January 2020	$159K
2019
December 2019	$158K
November 2019	$157K
October 2019	$157K
September 2019	$156K
August 2019	$156K
July 2019	$155K
June 2019	$154K
May 2019	$154K
April 2019	$153K
March 2019	$144K
February 2019	$143K
January 2019	$147K
2018
December 2018	$152K
November 2018	$153K
October 2018	$154K
September 2018	$152K
August 2018	$152K
July 2018	$151K
June 2018	$151K
May 2018	$151K
April 2018	$151K
March 2018	$151K
February 2018	$150K
January 2018	$149K
2017
December 2017	$148K
November 2017	$148K
October 2017	$148K
September 2017	$148K
August 2017	$147K
July 2017	$141K
June 2017	$141K
May 2017	$142K
April 2017	$143K
March 2017	$156K
February 2017	$152K
January 2017	$149K
2016
December 2016	$147K
November 2016	$148K
October 2016	$151K
September 2016	$153K

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
1 Dorrance Street, Windsor, VT	0.13	Single-Family Home	$315,000	11/21/25	2	1.5	1,649
3 Cherry Street, Windsor, VT	0.14	Single-Family Home	$259,000	05/01/26	3	1	1,176
21 Bavier Avenue, Windsor, VT	0.17	Single-Family Home	$256,500	11/14/25	3	1	1,232
74 Union Street, Windsor, VT	0.37	Single-Family Home	$319,000	07/23/26	4	2	2,142
4 Bavier Avenue, Windsor, VT	0.16	Single-Family Home	$226,000	08/07/26	3	1	2,088
10 McKenzie Drive, Windsor, VT	0.46	Single-Family Home	$271,000	11/13/25	3	1.5	1,320
31 Maple Street, Windsor, VT	0.58	Single-Family Home	$215,000	10/06/25	3	1.5	1,900
16 Day Street, Windsor, VT	0.11	Single-Family Home	$94,900	12/04/25	2	1	660
51 Central St, Windsor, VT	0.79	Single-Family Home	$33,500	04/30/26	3	2	1,550
5 Clough Avenue, Windsor, VT	0.43	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	0.02	$242,300	2	2	1,354	Off Market
2 Hall St, Windsor, VT 05089	0.02	$70,100	Studio	-	-	Off Market
25 Cherry St, Windsor, VT 05089	0.03	$248,800	Studio	-	-	Off Market
26 Cherry St, Windsor, VT 05089	0.03	$154,900	Studio	-	-	Off Market
18 Dorrance St, Windsor, VT 05089	0.04	$207,900	Studio	-	-	Off Market
1 Hall St, Windsor, VT 05089	0.04	$252,400	3	2	1,062	Off Market
6 Hall St, Windsor, VT 05089	0.04	$253,500	3	1	1,600	Off Market
22 Cherry St, Windsor, VT 05089	0.04	$271,600	Studio	-	-	Off Market
25 Elm St, Windsor, VT 05089	0.05	$348,400	3	2.5	2,100	Off Market
23 Elm St, Windsor, VT 05089	0.05	$241,800	Studio	-	-	Off Market
8 Kiniry St, Windsor, VT 05089	0.05	$399,500	3	2	2,300	Off Market
21 Elm St, Windsor, VT 05089	0.05	$297,400	3	1.5	1,248	Off Market
8 Broad St, Windsor, VT 05089	0.06	$260,700	Studio	-	-	Off Market
4 Broad St, Windsor, VT 05089	0.06	$259,400	Studio	-	-	Off Market
5 Hall St, Windsor, VT 05089	0.06	$172,400	Studio	-	-	Off Market
19 Dorrance St, Windsor, VT 05089	0.06	$221,500	Studio	-	-	Off Market
18 Cherry St, Windsor, VT 05089	0.06	$221,900	3	1	925	Off Market
42 Elm Street, Windsor, VT 05089	0.06	$286,700	3	2	1,264	Off Market
17 Dorrance St, Windsor, VT 05089	0.06	$181,600	Studio	-	-	Off Market
11 Cherry St, Windsor, VT 05089	0.07	$365,600	8	4	2,600	Off Market

Local Information

Map ViewExplore the area around 23 Cherry St.
Schools2 Preschool Schools2 Elementary Schools1 Middle School1 High School
Shop & Eat

-- mins to

Commute Destination

Home Highlights

Single-Family Home

Built in 1930

0.33 acre lot

1,410 sqft

$196/sqft

Garage

About this House

This single-family home is located at 23 Cherry St, Windsor, VT. 23 Cherry St is in Windsor, VT and in ZIP code 05089. This property has 3 bedrooms, 2 bathrooms and approximately 1,410 sqft of floor space. This property has a lot size of 0.33 acres and was built in 1930.

23 Cherry St, Windsor, VT 05089 is a 3 bedroom, 2 bathroom, 1,410 sqft single-family home built in 1930. It last sold for $147,000 on Aug 15, 2017. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $276,900, with a rent estimate of $2,755/month.

Home Details for 23 Cherry St

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

Exterior Features
Exterior Home Features Roof: Metal
Parking & Garage GarageParking: Garage Attached

Property Information
Year Built Year Built: 1930
Property Type / Style Property Type: Single Family Home

Lot Information
Lot Area: 0.33 acres

Price and Tax history

Date	Event	Price
Aug 15, 2017 Source: PrimeMLS #4626785	Sold	$147,000
Jun 13, 2017 Source: Agent Provided	Pending	$148,900
Apr 12, 2017 Source: Agent Provided	Listed For Sale	$148,900
Jun 5, 2014 Source: Agent Provided	ListingRemoved	$154,000
Apr 12, 2014 Source: Agent Provided	Listed For Sale	$154,000
Mar 31, 2012 Source: Agent Provided	ListingRemoved	$154,000
Mar 10, 2012 Source: Agent Provided	Listed For Sale	$154,000
Dec 30, 2004 Source: N/A	Sold	$127,500

Year	Property tax	Tax assessment
2025	$5,032	$195,590

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 23 Cherry St

What is 23 Cherry St estimated to be worth?
Trulia's estimated value for 23 Cherry St in Windsor, VT is $276,900.
What is the price history for 23 Cherry St?
23 Cherry St in Windsor, VT last sold for $147,000 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.
Does 23 Cherry St have laundry facilities?
Yes, 23 Cherry St in Windsor, VT has in-unit laundry.
How big is the lot at 23 Cherry St?
The lot at 23 Cherry St in Windsor, VT is about 0.33 acres (14,375 sq ft).