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

153 Main St
Windsor, VT 05089

7 Beds
3 Baths
2,500 sqft

7 Beds

3 Baths

2,500 sqft

Local Information

Map ViewExplore the area around 153 Main St.
Schools2 Preschool Schools2 Elementary Schools1 Middle School1 High School
Shop & Eat

-- mins to

Commute Destination

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

Less than a day ago

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

Market trends in Windsor

Last updated May 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	$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
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
232 North Street, Claremont, NH	6.99	Multi-Family Home	$375,000	01/09/26		4	3,082

Nearby homes

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

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OFF MARKET
Est. $242,600
3 bd
1 ba
1,331 sqft
159 Marcy Court,
Windsor, VT 05089
PrimeMLS, Closed
OFF MARKET
Est. $261,500
2 bd
2.5 ba
2,009 sqft
149 Main Street,
Windsor, VT 05089
PrimeMLS, Closed
OFF MARKET
Est. $221,700
3,500 sqft
9 Durkee Street,
Windsor, VT 05089
PrimeMLS, Closed
OFF MARKET
Est. $215,200
1 bd
1.5 ba
1,056 sqft
14 Central Street,
Windsor, VT 05089
PrimeMLS, Closed
OFF MARKET
Est. $352,100
5 bd
4 ba
4,096 sqft
108 Main Street,
Windsor, VT 05089
PrimeMLS, Closed
FOR SALE
$229,000
2 bd
1 ba
1,008 sqft
29 National Street,
Windsor, VT 05089
PrimeMLS, Active
FOR SALE
$229,000
2 bd
1 ba
1,008 sqft
15 National Street,
Windsor, VT 05089
PrimeMLS, Active
SOLD
JAN 23, 2026
$165,000
3 bd
1 ba
1,602 sqft
68 Jarvis Street,
Windsor, VT 05089
PrimeMLS, Closed
OFF MARKET
Est. $360,400
4 bd
4.5 ba
3,990 sqft
30 Union Street,
Windsor, VT 05089
PrimeMLS, Closed
OFF MARKET
Est. $241,200
2 ba
2,662 sqft
3-5 Foster Avenue,
Windsor, VT 05089
PrimeMLS, Closed
SOLD
JUN 10, 2026
$139,000
1 bd
1 ba
768 sqft
38 Jarvis Street,
Windsor, VT 05089
PrimeMLS, Closed
SOLD
OCT 6, 2025
$215,000
3 bd
1.5 ba
1,900 sqft
31 Maple Street,
Windsor, VT 05089
PrimeMLS, Closed

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Additional Cost

Assigned Schools

These are the assigned schools for 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 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."
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LGBTQ Local Legal Protections

Apartments for Rent

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$1,350/mo
1 bd
1 ba
24 State St #1,
Windsor, VT 05089
$1,575/mo
2 bd
1 ba
45-47 Ascutney Blvd #4,
Windsor, VT 05089
$1,650/mo
2 bd
1 ba
75 Union St #3,
Windsor, VT 05089
$1,136/mo
Studio
1 ba
18 Union St #C,
Windsor, VT 05089
$1,450/mo
2 bd
1 ba
55 River St #B,
Windsor, VT 05089
$1,950/mo
3 bd
1 ba
8 Union St #4,
Windsor, VT 05089
$1,795/mo
2 bd
1 ba
16-20 State St #B,
Windsor, VT 05089
$1,500/mo
2 bd
1 ba
24 Durkee St #B,
Windsor, VT 05089
$1,750/mo
2 bd
1 ba
77 Union St #2,
Windsor, VT 05089
$2,250/mo
3 bd
1 ba
21-23 Maple St,
Windsor, VT 05089
$1,500/mo
2 bd
1 ba
4-10 Central St,
Windsor, VT 05089
See more homes for rent in
Windsor
Take a look

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Explore by feature - Washer/dryer

$2,250/mo
3 bd
1 ba
21-23 Maple St,
Windsor, VT 05089
$1,675/mo
1 bd
1 ba
68 Ascutney St,
Windsor, VT 05089
$2,900/mo
3 bd
1 ba
69 Belknap Ln,
Windsor, VT 05089
$1,795/mo
2 bd
1 ba
16-20 State St #B,
Windsor, VT 05089
$1,750/mo
2 bd
1 ba
77 Union St #2,
Windsor, VT 05089

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
1 ACRE
$452,600
3 ba
2,915 sqft
282 Skunk Hollow Road,
Hartland, VT 05048
PrimeMLS, Active
NEW
COMING SOON 6/29
0.36 ACRES
$295,000
2,440 sqft
89 Belding Street,
Claremont, NH 03743
PrimeMLS, Coming Soon
See more homes for sale in
Windsor
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Off Market Homes Near 153 Main St

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SOLD
JUN 15, 2026
$28,000
2 bd
1 ba
720 sqft
15 Spruce Park Drive,
Plainfield, NH 03781
PrimeMLS, Closed
SOLD
JUN 10, 2026
$139,000
1 bd
1 ba
768 sqft
38 Jarvis Street,
Windsor, VT 05089
PrimeMLS, Closed
SOLD
JUN 1, 2026
$105,130
86 Trails End,
Windsor, VT 05089
SOLD
MAY 21, 2026
$195,000
Hotel Rd,
Brownsville, VT 05037
SOLD
MAY 20, 2026
$99,800
26 Greenleaf Ave,
Windsor, VT 05089
SOLD
MAY 15, 2026
$459,000
4 bd
1.5 ba
2,349 sqft
579 Town House Road,
Cornish, NH 03745
PrimeMLS, Closed
SOLD
MAY 15, 2026
$195,000
3 bd
1,604 sqft
295 Hotel Road #10/10A,
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
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
See more homes for sale in
Windsor
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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

Local Information