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

SOLD

NOV 3, 2025

26 Cherry St
Windsor, VT 05089

Studio

$150,000

Last Sold: Nov 3, 2025

Est. Refi. Payment $1,101/mo*

Refinance Your Home

$150,000

Last Sold: Nov 3, 2025

Est. Refi. Payment $1,101/mo*

Refinance Your Home

Studio

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

Property Type

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. It is currently off market. The Trulia Estimate is $154,200, with a rent estimate of $2,631/month.

Home Details for 26 Cherry St

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

Lot Information
Lot Area: 6098 sqft

Price History for 26 Cherry St

Date	Price	Event	Source
11/03/2025	$150,000	Sold	N/A
Recording Date 11/03/2025 Contract Date 10/23/2025 County Transfer Tax N/A Total Transfer Tax $8

Market trends in Windsor

Last updated June 2026

Avg. sale price

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Sale-to-List Price

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Price per sq ft

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Available listings

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Property Tax and Assessment

Year	2024
Tax
Assessment	$171,790

Home facts updated by county records

Comparable Sales for 26 Cherry St

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
6 Bavier Avenue, Windsor, VT	0.21	Single-Family Home	$200,000	08/27/25	2	1	786
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
66 Union Street, Windsor, VT	0.38	Single-Family Home	$219,000	09/02/25	3	2	1,743
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

Nearby homes

Get a sense of prices in the area by checking nearby homes.

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OFF MARKET
Est. $245,100
2 bd
2 ba
1,354 sqft
21 Cherry Street,
Windsor, VT 05089
PrimeMLS, Closed
OFF MARKET
Est. $286,900
3 bd
2 ba
1,264 sqft
42 Elm Street,
Windsor, VT 05089
PrimeMLS, Closed
OFF MARKET
Est. $287,400
4 bd
1.5 ba
1,400 sqft
4 Kiniry Street,
Windsor, VT 05089
PrimeMLS, Closed
SOLD
MAY 1, 2026
$259,000
3 bd
1 ba
1,176 sqft
3 Cherry Street,
Windsor, VT 05089
PrimeMLS, Closed
SOLD
DEC 4, 2025
$94,900
2 bd
1 ba
660 sqft
16 Day Street,
Windsor, VT 05089
PrimeMLS, Closed
OFF MARKET
Est. $324,000
4 bd
1.5 ba
2,554 sqft
119 Ascutney Street,
Windsor, VT 05089
PrimeMLS, Closed
SOLD
NOV 21, 2025
$315,000
2 bd
1.5 ba
1,649 sqft
1 Dorrance Street,
Windsor, VT 05089
PrimeMLS, Closed
OFF MARKET
Est. $383,200
3 bd
1.5 ba
1,493 sqft
3 Bavier Avenue,
Windsor, VT 05089
PrimeMLS, Closed
SOLD
NOV 14, 2025
$256,500
3 bd
1 ba
1,232 sqft
21 Bavier Avenue,
Windsor, VT 05089
PrimeMLS, Closed
OFF MARKET
Est. $207,500
2 bd
1 ba
786 sqft
6 Bavier Avenue,
Windsor, VT 05089
PrimeMLS, Closed
OFF MARKET
Est. $244,700
2 bd
1 ba
696 sqft
141 Ascutney Street,
Windsor, VT 05089
PrimeMLS, Closed
FOR SALE
NEW
OPEN SAT, 11-1PM
$350,000
2 bd
1.5 ba
1,092 sqft
143 Ascutney Street,
Windsor, VT 05089
PrimeMLS, Active

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Additional Cost

Assigned Schools

These are the assigned schools for 26 Cherry St.

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."
0
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Apartments for Rent

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$1,325/mo
1 bd
1 ba
9 State Street | 9 State St,
Windsor, VT 05089
$1,325 - $1,350/mo
1 bd
1 ba
24 State Street | 24 State St,
Windsor, VT 05089
$1,425/mo
1 bd
1 ba
112-114 State St #114A,
Windsor, VT 05089
$1,895/mo
3 bd
1 ba
8 Union St #4,
Windsor, VT 05089
$1,500 - $1,700/mo
1-2 bd
1 ba
360 Tecumseh Road West | 360 Tecumseh Rd W,
Windsor, VT 05089
Contact for price
1-2 bd
1-2 ba
65 State St #f320a52c6,
Windsor, VT 05089
Contact for price
1-2 bd
1-2 ba
92 Cedar Hill Dr #f320a52c6,
Windsor, VT 05089
Contact for price
1-2 bd
1-2 ba
289 County Rd #f320a52c6,
Windsor, VT 05089
$1,500/mo
2 bd
1 ba
4-10 Central St,
Windsor, VT 05089
APPLY INSTANTLY
PET FRIENDLY
$2,400/mo
3 bd
2.5 ba
178 Pierce Hill Rd #2,
Brownsville, VT 05037
PET FRIENDLY
$2,700/mo
4 bd
2.5 ba
178 Pierce Hill Rd #1,
Brownsville, VT 05037
See more homes for rent in
Windsor
Take a look

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Homes for sale near 26 Cherry St

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NEW
OPEN SAT, 11-1PM
$350,000
2 bd
1.5 ba
1,092 sqft
143 Ascutney Street,
Windsor, VT 05089
PrimeMLS, Active
4.96 ACRES
$1,399,000
4 bd
3.5 ba
4,000 sqft
145 The Plateau,
Windsor, VT 05089
PrimeMLS, Active
AUCTION
0.48 ACRES
$510,000
6 bd
4 ba
4,933 sqft
2 Pine Street,
Windsor, VT 05089
PrimeMLS, Active
$109,000
1 bd
1 ba
504 sqft
52 Jarvis Street,
Windsor, VT 05089
PrimeMLS, Active
OPEN SUN, 11-1PM
11 ACRES
$575,000
4 bd
3 ba
2,229 sqft
511 Route 12A,
Cornish, NH 03745
PrimeMLS, Active
$99,000
1 bd
1 ba
240 sqft
505 Back Mountain Road #14,
Windsor, VT 05089
PrimeMLS, Active
3.2 ACRES
$574,900
4 bd
3 ba
3,200 sqft
84 Old Barn Lane,
West Windsor, VT 05089
PrimeMLS, Active
5.51 ACRES
$1,295,000
7 bd
5 ba
5,774 sqft
310 Pierce Hill Road,
Windsor, VT 05089
PrimeMLS, Active
NEW
OPEN SAT, 10-12PM
2.51 ACRES
$279,000
2 bd
1 ba
783 sqft
15 Rt. 5 North,
Windsor, VT 05089
PrimeMLS, Active
See more homes for sale in
Windsor
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