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

17 Main St
Windsor, VT 05089

6 Beds
2 Baths
4,344 sqft (on 0.66 acres)

$316,300

Trulia Estimate

as of Jul 13, 2026

$316,300

Trulia Estimate

as of Jul 13, 2026

6 Beds

2 Baths

4,344 sqft

(on 0.66 acres)

Local Information

Map ViewExplore the area around 17 Main St.
Schools2 Preschool Schools2 Elementary Schools1 Middle School1 High School
Shop & Eat

-- mins to

Commute Destination

Description

Circa 1805 Brick Federal. A real diamond in the rough. 4 fireplaces, spiral staircase, over 4000 sq. ft. plus a 40x30 2-story barn. In addition to rooms mentioned a 4-room apartment. "As Is" condition.

17 Main St, Windsor, VT 05089 is a 6 bedroom, 2 bathroom, 4,344 sqft single-family home built in 1805. It is currently off market. The Trulia Estimate is $316,300, with a rent estimate of $3,950/month.

Home Highlights

Parking

No Info

Outdoor

No Info

HOA

None

Price/Sqft

No Info

Listed

Less than a day ago

Home Details for 17 Main St

Property Information
Year Built Year Built: 1805
Property Type / Style Property Type: Single Family Home

Lot Information
Lot Area: 0.66 acres

Price History for 17 Main St

Date	Price	Event	Source
11/02/2011	$114,900	ListingRemoved	Agent Provided

05/01/2011	$114,900	PriceChange	Agent Provided
Price Change $35,000 (-23%)
10/08/2010	$149,900	PriceChange	Agent Provided
Price Change $15,100 (-9%)
08/14/2010	$165,000	PriceChange	Agent Provided
Price Change $14,500 (-8%)
06/13/2010	$179,500	PriceChange	Agent Provided
Price Change $9,500 (-5%)
01/09/2010	$189,000	PriceChange	Agent Provided
Price Change $20,900 (-10%)
10/31/2009	$209,900	PriceChange	Agent Provided
Price Change $25,100 (-11%)
06/06/2009	$235,000	PriceChange	Agent Provided
Price Change $20,000 (-8%)
03/24/2009	$255,000	PriceChange	Agent Provided
Price Change $20,000 (-7%)
01/26/2009	$275,000	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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Comparable Sales for 17 Main St

Address	Distance	Property Type	Sold Price	Sold Date	Bed	Bath	Sqft
9 Main Street, Windsor, VT	0.04	Single-Family Home	$200,001	08/28/25	4	1.5	2,310
70-74 State Street, Windsor, VT	0.36	Single-Family Home	$115,000	12/10/25	5	3.5	4,011
51 Central St, Windsor, VT	0.58	Single-Family Home	$33,500	04/30/26	3	2	1,550
338 US Route 5 South, Windsor, VT	1.08	Single-Family Home	$240,000	07/21/25	6	2	2,504
58 Morningside Drive, Windsor, VT	0.72	Single-Family Home	$395,900	11/13/25	3	1.5	1,680
33 Central St, Windsor, VT	0.48	Single-Family Home	$35,000	09/08/25	3	2	1,436
31 Maple Street, Windsor, VT	0.66	Single-Family Home	$215,000	10/06/25	3	1.5	1,900
32 Clough Avenue, Windsor, VT	0.80	Single-Family Home	$292,500	08/28/25	3	1.5	1,606
14 Central Street, Windsor, VT	0.40	Single-Family Home	$210,000	08/06/25	1	1.5	1,056
10 McKenzie Drive, Windsor, VT	0.66	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. $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. $222,200
3 bd
1 ba
1,248 sqft
19 Coolidge Court,
Windsor, VT 05089
PrimeMLS, Closed
OFF MARKET
Est. $315,200
4 bd
1.5 ba
2,310 sqft
9 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
AUCTION
0.48 ACRES
$510,000
6 bd
4 ba
4,933 sqft
2 Pine Street,
Windsor, VT 05089
PrimeMLS, Active
OFF MARKET
Est. $342,900
3 bd
1.5 ba
1,700 sqft
25 Hemlock Drive,
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. $409,000
3 bd
1.5 ba
2,273 sqft
18 Pine Street,
Windsor, VT 05089
PrimeMLS, Closed
SOLD
MAY 5, 2026
$425,000
3,700 sqft
64 State Street,
Windsor, VT 05089
PrimeMLS, Closed
SOLD
DEC 10, 2025
$115,000
5 bd
3.5 ba
4,011 sqft
70-74 State Street,
Windsor, VT 05089
PrimeMLS, Closed
OFF MARKET
Est. $283,200
4 bd
1.5 ba
2,116 sqft
43 River Street,
Windsor, VT 05089
PrimeMLS, Closed

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Additional Cost

Assigned Schools

These are the assigned schools for 17 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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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
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Homes for sale near 17 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
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
$225,000
3 bd
1 ba
1,095 sqft
24 Cherry Street,
Windsor, VT 05089
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
1.2 ACRES
$239,900
1 bd
1 ba
570 sqft
23 CHASE HILL 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
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