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

5 Main St
Windsor, VT 05089

Studio

$234,500

Trulia Estimate

as of Jul 13, 2026

$234,500

Trulia Estimate

as of Jul 13, 2026

Studio

(on 0.25 acres)

Local Information

Map ViewExplore the area around 5 Main St.
Schools2 Preschool Schools2 Elementary Schools1 Middle School1 High School
Shop & Eat

-- mins to

Commute Destination

Description

This single-family home is located at 5 Main St, Windsor, VT. 5 Main St is in Windsor, VT and in ZIP code 05089. This property has a lot size of 10890 sqft.

5 Main St, Windsor, VT 05089 is a studio single-family home. It is currently off market. The Trulia Estimate is $234,500, with a rent estimate of $3,210/month.

Home Highlights

Parking

No Info

Outdoor

No Info

HOA

None

Price/Sqft

No Info

Listed

Less than a day ago

Home Details for 5 Main St

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

Lot Information
Lot Area: 10890 sqft

Market trends in Windsor

Last updated June 2026

Avg. sale price

—

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	$177,970

Home facts updated by county records

Comparable Sales for 5 Main St

Address	Distance	Property Type	Sold Price	Sold Date	Bed	Bath	Sqft
9 Main Street, Windsor, VT	0.03	Single-Family Home	$200,001	08/28/25	4	1.5	2,310
70-74 State Street, Windsor, VT	0.40	Single-Family Home	$115,000	12/10/25	5	3.5	4,011
14 Central Street, Windsor, VT	0.46	Single-Family Home	$210,000	08/06/25	1	1.5	1,056
33 Central St, Windsor, VT	0.55	Single-Family Home	$35,000	09/08/25	3	2	1,436
31 Maple Street, Windsor, VT	0.71	Single-Family Home	$215,000	10/06/25	3	1.5	1,900
51 Central St, Windsor, VT	0.64	Single-Family Home	$33,500	04/30/26	3	2	1,550
38 Jarvis Street, Windsor, VT	0.54	Single-Family Home	$139,000	06/10/26	1	1	768
6870 Jarvis St, Windsor, VT	0.50	Single-Family Home	$165,000	01/29/26		-	-
30 Jarvis St, Windsor, VT	0.53	Single-Family Home	$41,900	12/15/25		-	-
10 McKenzie Drive, Windsor, VT	0.71	Single-Family Home	$271,000	11/13/25	3	1.5	1,320

Nearby homes

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

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OFF MARKET
Est. $315,200
4 bd
1.5 ba
2,310 sqft
9 Main Street,
Windsor, VT 05089
PrimeMLS, Closed
OFF MARKET
Est. $222,200
3 bd
1 ba
1,248 sqft
19 Coolidge Court,
Windsor, VT 05089
PrimeMLS, Closed
OFF MARKET
Est. $452,400
4 bd
2 ba
3,146 sqft
25 Main Street,
Windsor, VT 05089
PrimeMLS, Closed
OFF MARKET
Est. $540,100
4 bd
3 ba
3,024 sqft
29 Main Street,
Windsor, VT 05089
PrimeMLS, Closed
OFF MARKET
Est. $897,500
9 bd
8.5 ba
6,232 sqft
26 Main Street,
Windsor, VT 05089
PrimeMLS, Closed
OFF MARKET
Est. $342,900
3 bd
1.5 ba
1,700 sqft
25 Hemlock Drive,
Windsor, VT 05089
PrimeMLS, Closed
AUCTION
0.48 ACRES
$510,000
6 bd
4 ba
4,933 sqft
2 Pine Street,
Windsor, VT 05089
PrimeMLS, Active
OFF MARKET
Est. $409,000
3 bd
1.5 ba
2,273 sqft
18 Pine Street,
Windsor, VT 05089
PrimeMLS, Closed
OFF MARKET
Est. $401,700
6 bd
5 ba
3,176 sqft
40 Village Green,
Windsor, VT 05089
PrimeMLS, Closed
OFF MARKET
Est. $234,600
5 bd
2 ba
2,304 sqft
2460 Route 5N,
Windsor, VT 05089
PrimeMLS, Closed
SOLD
MAY 5, 2026
$425,000
3,700 sqft
64 State Street,
Windsor, VT 05089
PrimeMLS, Closed
OFF MARKET
Est. $326,700
4 bd
2 ba
2,289 sqft
2446 US Route 5 North,
Windsor, VT 05089
PrimeMLS, Closed

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Additional Cost

Assigned Schools

These are the assigned schools for 5 Main 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
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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LGBTQ Local Legal Protections

Apartments for Rent

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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
Take a look

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Homes for sale near 5 Main St

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AUCTION
0.48 ACRES
$510,000
6 bd
4 ba
4,933 sqft
2 Pine Street,
Windsor, VT 05089
PrimeMLS, Active
$225,000
3 bd
1 ba
1,095 sqft
24 Cherry 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
4.96 ACRES
$1,399,000
4 bd
3.5 ba
4,000 sqft
145 The Plateau,
Windsor, VT 05089
PrimeMLS, Active
1.2 ACRES
$239,900
1 bd
1 ba
570 sqft
23 CHASE HILL Road,
Cornish, NH 03745
PrimeMLS, Active
1.22 ACRES
$413,900
4 bd
2.5 ba
2,888 sqft
273 Route 5 North,
Windsor, VT 05089
PrimeMLS, Active
5.25 ACRES
$725,000
3 bd
2 ba
2,618 sqft
21 Squag City Road,
Cornish, NH 03745
PrimeMLS, Active
6.8 ACRES
$299,000
2 bd
1 ba
1,152 sqft
466 Estey Lane,
Windsor, VT 05089
PrimeMLS, Active
$110,000
1 bd
1 ba
240 sqft
505 Back Mountain Road #14,
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
See more homes for sale in
Windsor
Take a look