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 1 Cherry St estimated to be worth?

Trulia's estimated value for 1 Cherry St in Windsor, VT is $319,400 .

What is the price history for 1 Cherry St?

1 Cherry St in Windsor, VT last sold for $5,643 in October 1998.

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 1 Cherry St?

The lot at 1 Cherry St in Windsor, VT is about 0.51 acres (22,215 sq ft).

OFF MARKET

1 Cherry St
Windsor, VT 05089

Studio

$319,400

Trulia Estimate

as of Aug 11, 2026

$319,400

Trulia Estimate

as of Aug 11, 2026

Studio

(on 0.51 acres)

Local Information

Map ViewExplore the area around 1 Cherry St.
Schools2 Preschool Schools2 Elementary Schools1 Middle School1 High School
Shop & Eat

-- mins to

Commute Destination

Home Highlights

Property Type

Single-Family Home

Lot Size

0.51 acres

About this House

This single-family home is located at 1 Cherry St, Windsor, VT. 1 Cherry St is in Windsor, VT and in ZIP code 05089. This property has a lot size of 0.51 acres.

1 Cherry St, Windsor, VT 05089 is a studio single-family home. It last sold for $5,643 on Oct 6, 1998. It is currently off market. The Trulia Estimate is $319,400, with a rent estimate of $3,041/month.

Home Details for 1 Cherry St

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

Lot Information
Lot Area: 0.51 acres

Price History for 1 Cherry St

Date	Price	Event	Source
10/06/1998	$5,643	Sold	N/A
Recording Date 10/06/1998 Contract Date 10/05/1998 County Transfer Tax N/A Total Transfer Tax $71
05/19/1994	$75,000	Sold	N/A
Recording Date 05/19/1994 Contract Date 05/19/1994 County Transfer Tax N/A Total Transfer Tax $375

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	$249,270

Home facts updated by county records

Comparable Sales for 1 Cherry St

Address	Distance	Property Type	Sold Price	Sold Date	Bed	Bath	Sqft
32 Clough Avenue, Windsor, VT	0.21	Single-Family Home	$292,500	08/28/25	3	1.5	1,606
3 Cherry Street, Windsor, VT	0.04	Single-Family Home	$259,000	05/01/26	3	1	1,176
19 1/2 Union St, Windsor, VT	0.37	Single-Family Home	$63,200	06/10/26		-	-
74 Union Street, Windsor, VT	0.21	Single-Family Home	$319,000	07/23/26	4	2	2,142
51 Central St, Windsor, VT	0.60	Single-Family Home	$33,500	04/30/26	3	2	1,550
26 Cherry St, Windsor, VT	0.18	Single-Family Home	$150,000	11/03/25		-	-
6 Bavier Avenue, Windsor, VT	0.30	Single-Family Home	$200,000	08/27/25	2	1	786
16 Day Street, Windsor, VT	0.29	Single-Family Home	$94,900	12/04/25	2	1	660
1 Dorrance Street, Windsor, VT	0.28	Single-Family Home	$315,000	11/21/25	2	1.5	1,649
21 Bavier Avenue, Windsor, VT	0.24	Single-Family Home	$256,500	11/14/25	3	1	1,232

Nearby homes

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

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SOLD
MAY 1, 2026
$259,000
3 bd
1 ba
1,176 sqft
3 Cherry Street,
Windsor, VT 05089
PrimeMLS, Closed
OFF MARKET
Est. $245,100
2 bd
2 ba
1,354 sqft
21 Cherry Street,
Windsor, VT 05089
PrimeMLS, Closed
OFF MARKET
Est. $290,100
4 bd
1.5 ba
1,400 sqft
4 Kiniry Street,
Windsor, VT 05089
PrimeMLS, Closed
OFF MARKET
Est. $287,900
3 bd
2 ba
1,264 sqft
42 Elm Street,
Windsor, VT 05089
PrimeMLS, Closed
SOLD
JUL 23, 2026
$319,000
4 bd
2 ba
2,142 sqft
74 Union Street,
Windsor, VT 05089
PrimeMLS, Closed
OFF MARKET
Est. $326,900
4 bd
1.5 ba
2,554 sqft
119 Ascutney Street,
Windsor, VT 05089
PrimeMLS, Closed
OFF MARKET
Est. $310,700
3 bd
1.5 ba
1,606 sqft
32 Clough 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. $283,100
3 bd
4 ba
2,052 sqft
4 Old Mill Pond Road #4,
Windsor, VT 05089
PrimeMLS, Closed
OFF MARKET
Est. $382,700
4 bd
3 ba
1,998 sqft
32 Ascutney Street,
Windsor, VT 05089
PrimeMLS, Closed
OFF MARKET
Est. $227,900
3 bd
2 ba
1,743 sqft
66 Union Street,
Windsor, VT 05089
PrimeMLS, Closed
OFF MARKET
Est. $261,100
2 bd
1.5 ba
945 sqft
1 Fitch Court,
Windsor, VT 05089
PrimeMLS, Closed

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Additional Cost

Assigned Schools

These are the assigned schools for 1 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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LGBTQ Local Legal Protections

Apartments for Rent

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$1,500 - $1,700/mo
1-2 bd
1 ba
360 Tecumseh Road West | 360 Tecumseh Rd W,
Windsor, VT 05089
$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
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
Contact for price
1-2 bd
1-2 ba
65 State St #f320a52c6,
Windsor, VT 05089
APPLY INSTANTLY
PET FRIENDLY
$2,500/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
APPLY INSTANTLY
PET FRIENDLY
$1,495/mo
1 bd
1 ba
51 River St #1,
Windsor, VT 05089
See more homes for rent in
Windsor
Take a look

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Homes for sale near 1 Cherry St

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0.48 ACRES
$500,000
6 bd
4 ba
4,933 sqft
2 Pine Street,
Windsor, VT 05089
PrimeMLS, Active
$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
$109,000
1 bd
1 ba
504 sqft
52 Jarvis Street,
Windsor, VT 05089
PrimeMLS, Active
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
2.51 ACRES
$279,000
2 bd
1 ba
783 sqft
15 Rt. 5 North,
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
See more homes for sale in
Windsor
Take a look

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Off Market Homes Near 1 Cherry St

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SOLD
AUG 7, 2026
$226,000
3 bd
1 ba
2,088 sqft
4 Bavier Avenue,
Windsor, VT 05089
PrimeMLS, Closed
SOLD
AUG 7, 2026
$273,000
3 bd
1 ba
1,008 sqft
61 Kennedy Drive,
Windsor, VT 05089
PrimeMLS, Closed
SOLD
JUL 24, 2026
$300,000
3 bd
3 ba
1,594 sqft
70 Mountains Edge Road #606,
Brownsville, VT 05037
PrimeMLS, Closed
SOLD
JUL 23, 2026
$319,000
4 bd
2 ba
2,142 sqft
74 Union Street,
Windsor, VT 05089
PrimeMLS, Closed
SOLD
JUL 14, 2026
$374,000
2 bd
2 ba
1,192 sqft
39 Parsonage Road,
Cornish, NH 03745
PrimeMLS, Closed
SOLD
JUL 13, 2026
$175,000
3 bd
2 ba
1,527 sqft
271 Tandy Brook Rd,
Cornish, NH 03745
SOLD
JUL 6, 2026
$260,000
00 Tandy Brook Road #12,
Cornish, NH 03745
PrimeMLS, Closed
SOLD
JUL 1, 2026
$222,030
1214 State St,
Windsor, VT 05089
SOLD
JUN 30, 2026
$200,000
245 Orchard Ln,
Windsor, VT 05089
SOLD
JUN 24, 2026
$290,000
3 bd
2.5 ba
1,614 sqft
127 Mountains Edge Road #211,
Brownsville, VT 05037
PrimeMLS, Closed
See more homes for sale in
Windsor
Take a look

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Frequently asked questions about 1 Cherry St

What is 1 Cherry St estimated to be worth?
Trulia's estimated value for 1 Cherry St in Windsor, VT is $319,400.
What is the price history for 1 Cherry St?
1 Cherry St in Windsor, VT last sold for $5,643 in October 1998.
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 1 Cherry St?
The lot at 1 Cherry St in Windsor, VT is about 0.51 acres (22,215 sq ft).

1 Cherry St
Windsor, VT 05089

$319,400

$319,400