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

41 Main St
Windsor, VT 05089

4 Beds
2 Baths
2,789 sqft (on 0.30 acres)

$334,600

Trulia Estimate

as of May 15, 2026

Est. Refi. Payment $1,771/mo*

Refinance Your Home

$334,600

Trulia Estimate

as of May 15, 2026

Est. Refi. Payment $1,771/mo*

Refinance Your Home

4 Beds

2 Baths

2,789 sqft

(on 0.30 acres)

Local Information

-- mins to

Commute Destination

Description

Circa 1860"s Victorian 4br's 2 baths attached garage/barn.The home has been completely renovated including new bathrooms and kitchen plus updated plumbing, electrical and brand new boiler in 2012.. There are two runford fireplaces and a Woodstock soapstone wood stove.Formaldining room and parlor w/ pocket doors. You will find a mix of hw and wide board floors and detailed moldings. Nice corner lot in walking distance to everything in the village. Ideal for in-home office. A great value at $168,900.

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

Garage

Outdoor

No Info

A/C

Heating only

HOA

None

Price/Sqft

No Info

Listed

No Info

Home Details for 41 Main St

Interior Features
Heating & Cooling Heating: Other, OilHeating Fuel: Other
Interior Details Number of Rooms: 8Types of Rooms: Dining Room
Appliances & Utilities Cable ReadyMicrowaveRefrigerator
Fireplace & Spa Fireplace

Exterior Features
Exterior Home Features Roof: AsphaltExterior: Wood
Parking & Garage GarageParking: Garage Attached

Property Information
Year Built Year Built: 1869
Property Type / Style Property Type: Single Family HomeArchitecture: Queen Anne / Victorian

Lot Information
Lot Area: 0.30 acres

Price History for 41 Main St

Date	Price	Event	Source
02/25/2016	$154,000	Sold	N/A
Recording Date 02/25/2016 Contract Date 02/12/2016 County Transfer Tax N/A Total Transfer Tax $1
12/15/2015	$157,500	Pending	Agent Provided

11/05/2015	$157,500	PriceChange	Agent Provided
Price Change $2,000 (-1%)
10/31/2015	$159,500	PendingToActive	Agent Provided

10/10/2015	$159,500	Pending	Agent Provided

06/08/2015	$159,500	PriceChange	Agent Provided
Price Change $4,400 (-3%)
04/22/2015	$163,900	PriceChange	Agent Provided
Price Change $5,000 (-3%)
12/16/2014	$168,900	Listed For Sale	Agent Provided

09/27/2014	$178,900	ListingRemoved	Agent Provided

09/26/2014	$178,900	PriceChange	Agent Provided
Price Change $100 (-0%)
09/11/2013	$179,000	Listed For Sale	Agent Provided

06/13/2013	$199,000	ListingRemoved	Agent Provided

11/29/2012	$199,000	Listed For Sale	Agent Provided

10/02/2012	$199,000	ListingRemoved	Agent Provided

05/05/2012	$199,000	PriceChange	Agent Provided
Price Change $20,000 (-9%)
03/10/2012	$219,000	Listed For Sale	Agent Provided

01/14/1994	$235,000	Sold	N/A
Recording Date 01/14/1994 Contract Date 01/12/1994 County Transfer Tax N/A Total Transfer Tax $2,938

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Property Tax and Assessment

Year	2024
Tax
Assessment	$279,810

Home facts updated by county records

Comparable Sales for 41 Main St

Address	Distance	Property Type	Sold Price	Sold Date	Bed	Bath	Sqft
9 Main Street, Windsor, VT	0.17	Single-Family Home	$200,001	08/28/25	4	1.5	2,310
70-74 State Street, Windsor, VT	0.28	Single-Family Home	$115,000	12/10/25	5	3.5	4,011
31 Maple Street, Windsor, VT	0.54	Single-Family Home	$215,000	10/06/25	3	1.5	1,900
30 Union Street, Windsor, VT	0.47	Single-Family Home	$350,000	05/30/25	4	4.5	3,990
3 Fitch Court, Windsor, VT	0.55	Single-Family Home	$229,000	06/25/25	2	2	1,665
14 Central Street, Windsor, VT	0.27	Single-Family Home	$210,000	08/06/25	1	1.5	1,056
32 Clough Avenue, Windsor, VT	0.69	Single-Family Home	$292,500	08/28/25	3	1.5	1,606
33 Central St, Windsor, VT	0.35	Single-Family Home	$35,000	09/08/25	3	2	1,436
68 Jarvis Street, Windsor, VT	0.43	Single-Family Home	$165,000	01/23/26	3	1	1,602
66 Union Street, Windsor, VT	0.58	Single-Family Home	$219,000	09/02/25	3	2	1,743

Assigned Schools

These are the assigned schools for 41 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 41 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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Apartments for Rent

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$1,400/mo
1 bd
1 ba
2326 US Route 5 North | 2326 US Route 5 N #C,
Windsor, VT 05089
$1,050 - $1,375/mo
Studio-2 bd
1 ba
55 River St,
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
$1,500/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
$1,800/mo
2 bd
1 ba
77 Union St #2,
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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Windsor
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Homes for sale near 41 Main St

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0.25 ACRES
$329,000
4 bd
2 ba
2,142 sqft
74 Union Street,
Windsor, VT 05089
PrimeMLS, Active
5.3 ACRES
$699,000
3 bd
2 ba
1,706 sqft
53 Sunset Strip 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
AUCTION
44.8 ACRES
Est. $410,400
2 bd
1 ba
1,435 sqft
205 Root Hill Rd,
Cornish, NH 03745
15.12 ACRES
$659,000
5 bd
3 ba
3,510 sqft
330 Parsonage Road,
Cornish, NH 03745
PrimeMLS, Active
$115,000
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
1.53 ACRES
$474,800
3 bd
2 ba
1,480 sqft
586 Ski Tow Road,
Brownsville, VT 05037
PrimeMLS, Active
26.72 ACRES
$1,325,000
4 bd
2 ba
2,554 sqft
325 Cemetery Road,
Windsor, VT 05089
PrimeMLS, Active
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Windsor
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Additional Cost

Homes for rent near 41 Main St

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NEW - 2 DAYS AGO
$2,950/mo
3 bd
1 ba
69 Belknap Ln,
Windsor, VT 05089
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Windsor
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Off Market Homes Near 41 Main St

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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 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
$230,000
3 bd
2 ba
1,434 sqft
19 SPRUCE PARK Drive #19,
Plainfield, NH 03781
PrimeMLS, Closed
SOLD
APR 23, 2026
$185,000
295 Hotel Rd,
Brownsville, VT 05037
SOLD
APR 17, 2026
$185,000
2 bd
1.5 ba
850 sqft
295 Hotel Road #15,
Windsor, VT 05089
PrimeMLS, Closed
SOLD
APR 8, 2026
$201,000
0 Town House Road #28,
Cornish, NH 03745
PrimeMLS, Closed
SOLD
MAR 20, 2026
$239,000
2 bd
1.5 ba
1,140 sqft
104 Deer Run #13,
Brownsville, VT 05037
PrimeMLS, Closed
SOLD
MAR 13, 2026
$380,000
2 bd
1.5 ba
1,156 sqft
1507 Rte 12A,
Plainfield, NH 03781
PrimeMLS, Closed
SOLD
JAN 29, 2026
$425,000
3 bd
1.5 ba
1,920 sqft
466 Parsonage Road,
Cornish, NH 03745
PrimeMLS, Closed
See more homes for sale in
Windsor
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41 Main St, Windsor, VT 05089 is a 4 bedroom, 2 bathroom, 2,789 sqft single-family home built in 1869. This property is not currently available for sale. 41 Main St was last sold on Feb 25, 2016 for $154,000. The current Trulia Estimate for 41 Main St is $334,600.

41 Main St
Windsor, VT 05089

$334,600

$334,600

Local Information