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 244 Brook Rd estimated to be worth?

Trulia's estimated value for 244 Brook Rd in Windsor, VT is $314,500 .

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 .

What are the closest schools to 244 Brook Rd?

The closest schools to 244 Brook Rd in Windsor, VT are Albert Bridge School (West Windsor) (Pre-K/Elementary), Windsor School (K-12, rated 4/10).

How big is the lot at 244 Brook Rd?

The lot at 244 Brook Rd in Windsor, VT is about 3 acres .

OFF MARKET

244 Brook Rd
Windsor, VT 05089

Studio

$314,500

Trulia Estimate

as of Aug 9, 2026

$314,500

Trulia Estimate

as of Aug 9, 2026

Studio

(on 3 acres)

Local Information

Map ViewExplore the area around 244 Brook Rd.
Schools2 Preschool Schools2 Elementary Schools1 Middle School1 High School
Shop & Eat

-- mins to

Commute Destination

Home Highlights

Property Type

Single-Family Home

Lot Size

3 acres

About this House

This single-family home is located at 244 Brook Rd, Windsor, VT. 244 Brook Rd is in Windsor, VT and in ZIP code 05089. This property has a lot size of 3.00 acres.

244 Brook Rd, Windsor, VT 05089 is a studio single-family home. It is currently off market. The Trulia Estimate is $314,500, with a rent estimate of $3,036/month.

Home Details for 244 Brook Rd

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

Lot Information
Lot Area: 3.00 acres

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	$289,030

Home facts updated by county records

Comparable Sales for 244 Brook Rd

Address	Distance	Property Type	Sold Price	Sold Date	Bed	Bath	Sqft
96 Dairy Lane, Windsor, VT	0.17	Single-Family Home	$400,000	12/19/25	4	2.5	2,272
245 Orchard Ln, Windsor, VT	0.83	Single-Family Home	$200,000	06/30/26		-	-
2085 US Route 5 South, Windsor, VT	1.08	Single-Family Home	$327,000	09/26/25	3	1	1,560
1118 NH Route 12A, Cornish, NH	1.32	Single-Family Home	$600,000	12/02/25	3	4	4,186
6 Bavier Avenue, Windsor, VT	1.22	Single-Family Home	$200,000	08/27/25	2	1	786
21 Bavier Avenue, Windsor, VT	1.26	Single-Family Home	$256,500	11/14/25	3	1	1,232
1 Dorrance Street, Windsor, VT	1.28	Single-Family Home	$315,000	11/21/25	2	1.5	1,649
16 Day Street, Windsor, VT	1.31	Single-Family Home	$94,900	12/04/25	2	1	660
16 Ascutney St, Windsor, VT	1.78	Single-Family Home	$227,940	05/04/26		-	-
26 Cherry St, Windsor, VT	1.43	Single-Family Home	$150,000	11/03/25		-	-

Nearby homes

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

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OFF MARKET
Est. $374,400
2 bd
1.5 ba
1,296 sqft
39 Dairy Lane,
Windsor, VT 05089
PrimeMLS, Closed
OFF MARKET
Est. $332,100
4 bd
1.5 ba
1,008 sqft
333 Brook Road,
Windsor, VT 05089
PrimeMLS, Closed
SOLD
DEC 19, 2025
$400,000
4 bd
2.5 ba
2,272 sqft
96 Dairy Lane,
Windsor, VT 05089
PrimeMLS, Closed
OFF MARKET
Est. $343,700
2 bd
2 ba
1,500 sqft
1804 Rte 44,
Windsor, VT 05089
PrimeMLS, Closed
OFF MARKET
Est. $187,700
3 bd
1.5 ba
1,182 sqft
1807 Route 44,
Windsor, VT 05089
PrimeMLS, Closed
SOLD
MAY 14, 2026
$98,995
3 bd
2 ba
880 sqft
84 Cubb Court,
Windsor, VT 05089
PrimeMLS, Closed
FOR SALE
NEW CONSTRUCTION
$96,232
2 bd
2 ba
777 sqft
108 Cubb Court,
Windsor, VT 05089
PrimeMLS, Active
FOR SALE
NEW CONSTRUCTION
$87,826
1 bd
1 ba
643 sqft
23 Cubb Court,
Windsor, VT 05089
PrimeMLS, Active
FOR SALE
$99,000
1 bd
1 ba
240 sqft
505 Back Mountain Road #14,
Windsor, VT 05089
PrimeMLS, Active
FOR SALE
NEW CONSTRUCTION
$96,232
2 bd
2 ba
777 sqft
11 Cubb Court,
Windsor, VT 05089
PrimeMLS, Active
SOLD
AUG 5, 2026
$96,232
2 bd
2 ba
777 sqft
517 Back Mountain Road,
Windsor, VT 05089
PrimeMLS, Closed
OFF MARKET
Est. $219,200
3 bd
1.5 ba
1,352 sqft
28 Bishops Loop,
Windsor, VT 05089
PrimeMLS, Closed

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Additional Cost

Assigned Schools

These are the assigned schools for 244 Brook Rd.

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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$1,325/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
65 State St #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
92 Cedar Hill Dr #f320a52c6,
Windsor, VT 05089
$1,500/mo
2 bd
1 ba
4-10 Central St,
Windsor, VT 05089
APPLY INSTANTLY
PET FRIENDLY
$2,500/mo
3 bd
2.5 ba
178 Pierce Hill Rd #2,
Brownsville, VT 05037
APPLY INSTANTLY
FURNISHED
$1,850/mo
2 bd
1.5 ba
174 Deer Run Rd #A1,
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 244 Brook Rd

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$99,000
1 bd
1 ba
240 sqft
505 Back Mountain Road #14,
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
NEW - 2 DAYS AGO
$350,000
2 bd
1.5 ba
1,092 sqft
143 Ascutney Street,
Windsor, VT 05089
PrimeMLS, Active
0.48 ACRES
$500,000
6 bd
4 ba
4,933 sqft
2 Pine Street,
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
$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
5.51 ACRES
$1,295,000
7 bd
5 ba
5,774 sqft
310 Pierce Hill Road,
Windsor, VT 05089
PrimeMLS, Active
5.01 ACRES
$749,500
4 bd
3 ba
2,112 sqft
515 Shattuck Hill Road,
Reading, VT 05062
PrimeMLS, Active
5.15 ACRES
$599,500
1 bd
1.5 ba
1,611 sqft
513 Shattuck 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 244 Brook Rd

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SOLD
AUG 7, 2026
$365,000
3 bd
1 ba
1,012 sqft
56 Jenness Road,
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 13, 2026
$175,000
3 bd
2 ba
1,527 sqft
271 Tandy Brook Rd,
Cornish, NH 03745
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 26, 2026
$290,000
A6-05037 A6,
Brownsville, VT 05037
SOLD
JUN 24, 2026
$290,000
3 bd
2.5 ba
1,614 sqft
127 Mountains Edge Road #211,
Brownsville, VT 05037
PrimeMLS, Closed
SOLD
JUN 22, 2026
$260,000
95 Mountains Edge Rd #102,
Brownsville, VT 05037
SOLD
JUN 17, 2026
$365,000
17 Riley Dr,
Windsor, VT 05089
See more homes for sale in
Windsor
Take a look

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Frequently asked questions about 244 Brook Rd

What is 244 Brook Rd estimated to be worth?
Trulia's estimated value for 244 Brook Rd in Windsor, VT is $314,500.
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.
What are the closest schools to 244 Brook Rd?
The closest schools to 244 Brook Rd in Windsor, VT are Albert Bridge School (West Windsor) (Pre-K/Elementary), Windsor School (K-12, rated 4/10).
How big is the lot at 244 Brook Rd?
The lot at 244 Brook Rd in Windsor, VT is about 3 acres.

244 Brook Rd
Windsor, VT 05089

$314,500

$314,500