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, 90% 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, 78% of users say it's walkable to restaurants

Is parking easy in Windsor, VT?

As of early 2026, 67% of users say parking is easy

Would people walk alone at night in Windsor, VT?

As of early 2026, 67% of users say people would walk alone at night

Are the streets well-lit in Windsor, VT?

As of early 2026, 64% of users say streets are well-lit

Is Windsor, VT quiet?

As of early 2026, 64% of users say it's quiet

Does Windsor, VT have sidewalks?

As of early 2026, 64% of users say there are sidewalks

Do kids play outside in Windsor, VT?

As of early 2026, 64% of users say kids play outside

Does Windsor, VT show holiday spirit?

As of early 2026, 60% of users say there's holiday spirit

Is there wildlife in Windsor, VT?

As of early 2026, 60% of users say there's wildlife

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

153 Main St
Windsor, VT 05089

7 Beds
3 Baths
2,500 sqft

7 Beds

3 Baths

2,500 sqft

Homes for sale near 153 Main St

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5.83 ACRES
$1,576,000
9,455 sqft
14/16 Summarsell Drive,
Hartland, VT 05048
PrimeMLS, Active
$275,000
4 bd
2 ba
1,845 sqft
126 Lafayette Street,
Claremont, NH 03743
PrimeMLS, Active
1 ACRE
$452,600
3 ba
2,915 sqft
282 Skunk Hollow Road,
Hartland, VT 05048
PrimeMLS, Active
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Windsor
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Apartments for Rent

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$1,795 - $1,800/mo
2 bd
1 ba
77 Union St,
Windsor, VT 05089
NEW - 1 DAY AGO
$1,650/mo
2 bd
1 ba
75 Union St #3,
Windsor, VT 05089
NEW - 2 DAYS AGO
$1,136/mo
Studio
1 ba
18 Union St #C,
Windsor, VT 05089
$1,050/mo
Studio
1 ba
55 River St #D,
Windsor, VT 05089
$1,500/mo
2 bd
1 ba
24 Durkee St #B,
Windsor, VT 05089
$1,950/mo
2 bd
1 ba
16-20 State St #B,
Windsor, VT 05089
$1,950/mo
3 bd
1 ba
8 Union St #4,
Windsor, VT 05089
$1,150/mo
1 bd
1 ba
18 Central St #3,
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
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Local Information

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Description

This multi-family home is located at 153 Main St, Windsor, VT. 153 Main St is in Windsor, VT and in ZIP code 05089. This property has 7 bedrooms, 3 bathrooms and approximately 2,500 sqft of floor space. This property has a lot size of 6098 sqft and was built in 1872.

This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources.

Home Highlights

Parking

No Info

Outdoor

No Info

HOA

None

Price/Sqft

No Info

Listed

No Info

Home Details for 153 Main St

Property Information
Year Built Year Built: 1872
Property Type / Style Property Type: Multi Family

Lot Information
Lot Area: 6098 sqft

Price History for 153 Main St

Date	Price	Event	Source
04/02/2025	$67,166	Sold	N/A
Recording Date 04/02/2025 Contract Date 03/31/2025 County Transfer Tax N/A Total Transfer Tax $10
11/10/2021	$33,640	Sold	N/A
Recording Date 11/10/2021 Contract Date 03/13/2020 County Transfer Tax N/A Total Transfer Tax N/A
04/01/2020	$0	ListingRemoved	Agent Provided

01/22/2020	$0	Listed For Sale	Agent Provided

05/22/2006	$155,000	Sold	N/A
Recording Date 05/22/2006 Contract Date 05/22/2006 County Transfer Tax N/A Total Transfer Tax $1,938
01/13/2005	$112,000	Sold	N/A
Recording Date 01/13/2005 Contract Date 01/11/2005 County Transfer Tax N/A Total Transfer Tax $1,400

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Property Tax and Assessment

Year	2024
Tax
Assessment	$227,360

Home facts updated by county records

Comparable Sales for 153 Main St

Address	Distance	Property Type	Sold Price	Sold Date	Bed	Bath	Sqft
102-104 State Street, Windsor, VT	0.39	Multi-Family Home	$250,000	10/02/25	7	4	3,894
3-5 Foster Avenue, Windsor, VT	0.21	Multi-Family Home	$235,000	07/11/25		2	2,662
64 State Street, Windsor, VT	0.29	Multi-Family Home	$425,000	05/05/26		-	3,700
77 Taylor Drive, Windsor, VT	1.91	Multi-Family Home	$335,000	06/02/25	8	4	5,088
7 and 7A Brownsville Road, Hartland, VT	5.11	Multi-Family Home	$560,000	10/20/25		-	2,525
444 Winter St, Claremont, NH	5.82	Multi-Family Home	$137,400	10/16/25	4	2	988
236 North St, Claremont, NH	6.96	Multi-Family Home	$400,000	03/30/26	7	4	2,609
248 Main Street, Claremont, NH	7.14	Multi-Family Home	$175,000	01/15/26	3	2	1,405
4 Freedom Street, Claremont, NH	7.19	Multi-Family Home	$120,000	03/04/26		-	1,840
211 north Street, Claremont, NH	7.01	Multi-Family Home	$327,500	04/21/26		3	3,072

Assigned Schools

These are the assigned schools for 153 Main St.

Windsor School
PK-12
Public
580 Students
Mount Ascutney School District #86
4/10
GreatSchools Rating
Parent Rating Average
No reviews available for this school.
Check out schools near 153 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 9 Trulia users voted on each feature.

100 % Say it's dog friendly
92 % Say yards are well-kept
90 % Say it's walkable to grocery stores
83 % Say car is needed
78 % Say it's walkable to restaurants
67 % Say parking is easy
67 % Say people would walk alone at night
64 % Say streets are well-lit
64 % Say it's quiet
64 % Say there are sidewalks
64 % Say kids play outside
60 % Say there's holiday spirit
60 % Say there's wildlife
52 % Say neighbors are friendly
36 % Say they plan to stay for at least 5 years
20 % Say there are community events

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."
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Additional Cost

Homes for rent near 153 Main St

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Off Market Homes Near 153 Main St

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SOLD
MAY 5, 2026
$425,000
3,700 sqft
64 State 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
APR 30, 2026
$142,500
3 bd
2 ba
1,549 sqft
66 Country Skyline Boulevard,
Windsor, VT 05089
PrimeMLS, Closed
SOLD
APR 30, 2026
$230,000
3 bd
2 ba
1,434 sqft
19 SPRUCE PARK Drive #19,
Plainfield, NH 03781
PrimeMLS, Closed
SOLD
APR 22, 2026
$295,000
3 bd
3 ba
1,594 sqft
72 Mountains Edge Road #508,
Brownsville, VT 05037
PrimeMLS, Closed
SOLD
APR 17, 2026
$185,000
2 bd
1.5 ba
850 sqft
295 Hotel Road #15,
Windsor, VT 05089
PrimeMLS, Closed
SOLD
APR 16, 2026
$650,000
3 bd
3 ba
3,018 sqft
528 Town House Rd,
Cornish, NH 03745
SOLD
APR 15, 2026
$650,000
3 bd
2.5 ba
3,816 sqft
528 Town House Road,
Cornish, NH 03745
PrimeMLS, Closed
SOLD
APR 10, 2026
$590,000
4 bd
3 ba
2,720 sqft
1106 Route 12A,
Plainfield, NH 03781
PrimeMLS, Closed
SOLD
APR 8, 2026
$201,000
0 Town House Road #28,
Cornish, NH 03745
PrimeMLS, Closed
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153 Main St, Windsor, VT 05089 is a 7 bedroom, 3 bathroom, 2,500 sqft multi-family built in 1872. This property is not currently available for sale. 153 Main St was last sold on Apr 2, 2025 for $67,166.

153 Main St
Windsor, VT 05089

Homes for sale near 153 Main St

Apartments for Rent

Local Information