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

OFF MARKET

355 Back Mountain Rd
Windsor, VT 05089

4 Beds
2 Baths
1,700 sqft (on 0.42 acres)

$287,000

Trulia Estimate

as of Jul 12, 2026

$287,000

Trulia Estimate

as of Jul 12, 2026

4 Beds

2 Baths

1,700 sqft

(on 0.42 acres)

Local Information

Map ViewExplore the area around 355 Back Mountain Rd.
Schools2 Preschool Schools2 Elementary Schools1 Middle School1 High School
Shop & Eat

-- mins to

Commute Destination

Description

Adorable 4 bedroom home in a country setting, with plenty of yard for a family and gardens. The house features a new roof, eat-in kitchen, an office or family room and a first floor bedroom with bath. The yard has beautiful perennial gardens, blueberry and raspberry plants and a private deck. Enjoy this tranquil setting within a short distance to the village.

355 Back Mountain Rd, Windsor, VT 05089 is a 4 bedroom, 2 bathroom, 1,700 sqft single-family home built in 1940. It is currently off market. The Trulia Estimate is $287,000, with a rent estimate of $3,013/month.

Home Highlights

Parking

No Info

Outdoor

No Info

HOA

None

Price/Sqft

No Info

Listed

Less than a day ago

Home Details for 355 Back Mountain Rd

Property Information
Year Built Year Built: 1940
Property Type / Style Property Type: Single Family Home

Lot Information
Lot Area: 0.42 acres

Price History for 355 Back Mountain Rd

Date	Price	Event	Source
05/01/2011	$164,000	ListingRemoved	Agent Provided

04/29/2011	$164,000	Listed For Sale	Agent Provided

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	$231,830

Home facts updated by county records

Comparable Sales for 355 Back Mountain Rd

Address	Distance	Property Type	Sold Price	Sold Date	Bed	Bath	Sqft
96 Dairy Lane, Windsor, VT	0.32	Single-Family Home	$400,000	12/19/25	4	2.5	2,272
2787 Route 44, Windsor, VT	0.81	Single-Family Home	$278,000	07/21/25	3	1.5	1,936
2085 US Route 5 South, Windsor, VT	1.29	Single-Family Home	$327,000	09/26/25	3	1	1,560
32 Clough Avenue, Windsor, VT	1.83	Single-Family Home	$292,500	08/28/25	3	1.5	1,606
1 Dorrance Street, Windsor, VT	1.50	Single-Family Home	$315,000	11/21/25	2	1.5	1,649
338 US Route 5 South, Windsor, VT	1.65	Single-Family Home	$240,000	07/21/25	6	2	2,504
6 Kiniry St, Windsor, VT	1.57	Single-Family Home	$176,000	07/28/25	3	1	1,400
21 Bavier Avenue, Windsor, VT	1.50	Single-Family Home	$256,500	11/14/25	3	1	1,232
51 Central St, Windsor, VT	2.16	Single-Family Home	$33,500	04/30/26	3	2	1,550
6 Bavier Avenue, Windsor, VT	1.46	Single-Family Home	$200,000	08/27/25	2	1	786

Nearby homes

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

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FOR SALE
NEW CONSTRUCTION
$96,232
2 bd
2 ba
777 sqft
108 Cubb Court,
Windsor, VT 05089
PrimeMLS, Active
OFF MARKET
Est. $185,700
3 bd
1.5 ba
1,182 sqft
1807 Route 44,
Windsor, VT 05089
PrimeMLS, Closed
FOR SALE
NEW CONSTRUCTION
$87,826
1 bd
1 ba
643 sqft
23 Cubb Court,
Windsor, VT 05089
PrimeMLS, Active
OFF MARKET
Est. $318,300
2 bd
2 ba
1,500 sqft
1804 Rte 44,
Windsor, VT 05089
PrimeMLS, Closed
FOR SALE
$110,000
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
MAY 14, 2026
$98,995
3 bd
2 ba
880 sqft
84 Cubb Court,
Windsor, VT 05089
PrimeMLS, Closed
OFF MARKET
Est. $333,600
4 bd
1.5 ba
1,008 sqft
333 Brook Road,
Windsor, VT 05089
PrimeMLS, Closed
OFF MARKET
Est. $216,800
3 bd
1.5 ba
1,352 sqft
28 Bishops Loop,
Windsor, VT 05089
PrimeMLS, Closed
OFF MARKET
Est. $375,500
2 bd
1.5 ba
1,296 sqft
39 Dairy Lane,
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. $295,300
2 bd
2 ba
1,154 sqft
159 Estey Lane,
Windsor, VT 05089
PrimeMLS, Closed

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Additional Cost

Assigned Schools

These are the assigned schools for 355 Back Mountain 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
5y 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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$1,500 - $1,700/mo
1-2 bd
1 ba
360 Tecumseh Road West | Tecumseh Rd W,
Windsor, VT 05089
NEW - 2 DAYS AGO
$1,325/mo
1 bd
1 ba
9 State St #3C,
Windsor, VT 05089
$1,350/mo
1 bd
1 ba
24 State St #1,
Windsor, VT 05089
$1,300/mo
1 bd
1 ba
2326 US Route 5 N #1A,
Windsor, VT 05089
$1,950/mo
3 bd
1 ba
8 Union St #4,
Windsor, VT 05089
$1,450/mo
2 bd
1 ba
55 River St #B,
Windsor, VT 05089
$1,136/mo
Studio
1 ba
18 Union St #C,
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
$1,500/mo
2 bd
1 ba
4-10 Central St,
Windsor, VT 05089
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
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Homes for sale near 355 Back Mountain Rd

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$110,000
1 bd
1 ba
240 sqft
505 Back Mountain Road #14,
Windsor, VT 05089
PrimeMLS, Active
6.8 ACRES
$299,000
2 bd
1 ba
1,152 sqft
466 Estey Lane,
Windsor, VT 05089
PrimeMLS, Active
$225,000
3 bd
1 ba
1,095 sqft
24 Cherry 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
1.53 ACRES
$474,800
3 bd
2 ba
1,480 sqft
586 Ski Tow Road,
Brownsville, VT 05037
PrimeMLS, Active
AUCTION
0.48 ACRES
$510,000
6 bd
4 ba
4,933 sqft
2 Pine Street,
Windsor, VT 05089
PrimeMLS, Active
3.2 ACRES
$599,000
4 bd
3 ba
3,200 sqft
84 Old Barn Lane,
West Windsor, VT 05089
PrimeMLS, Active
11 ACRES
$575,000
4 bd
3 ba
2,229 sqft
511 Route 12A,
Cornish, NH 03745
PrimeMLS, Active
5.51 ACRES
$1,345,000
7 bd
5 ba
5,774 sqft
310 Pierce Hill Road,
Windsor, VT 05089
PrimeMLS, Active
10.27 ACRES
$645,000
4 bd
2.5 ba
2,515 sqft
221 Dunkel Road,
West Windsor, VT 05089
PrimeMLS, Active
See more homes for sale in
Windsor
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