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

66 State St
Windsor, VT 05089

4 Beds
2.5 Baths
3,052 sqft

$380,100

Trulia Estimate

as of Jul 3, 2026

Est. Refi. Payment $2,618/mo*

Refinance Your Home

$380,100

Trulia Estimate

as of Jul 3, 2026

Est. Refi. Payment $2,618/mo*

Refinance Your Home

4 Beds

2.5 Baths

3,052 sqft

Local Information

Map ViewExplore the area around 66 State St.
Schools2 Preschool Schools2 Elementary Schools1 Middle School1 High School
Shop & Eat

-- mins to

Commute Destination

Description

This single-family home is located at 66 State St, Windsor, VT. 66 State St is in Windsor, VT and in ZIP code 05089. This property has 4 bedrooms, 3 bathrooms and approximately 3,052 sqft of floor space. This property has a lot size of 6970 sqft and was built in 1850.

66 State St, Windsor, VT 05089 is a 4 bedroom, 3 bathroom, 3,052 sqft single-family home built in 1850. It last sold for $260,000 on Sep 18, 2020. It is currently off market. The Trulia Estimate is $380,100, with a rent estimate of $3,432/month.

Home Highlights

Parking

No Info

Outdoor

Porch

A/C

Heating only

HOA

None

Price/Sqft

No Info

Listed

Less than a day ago

Home Details for 66 State St

Interior Features
Heating & Cooling Heating: Baseboard, Electric, OilHeating Fuel: Baseboard
Interior Details Types of Rooms: Dining Room, Mud Room, Office, Sun Room
Appliances & Utilities Cable ReadyDishwasherDryerRefrigeratorWasher
Fireplace & Spa Fireplace
Levels, Entrance, & Accessibility Floors: Tile, Hardwood

Exterior Features
Exterior Home Features Roof: AsphaltPorch
Parking & Garage Parking Space: 1

Property Information
Year Built Year Built: 1850
Property Type / Style Property Type: Single Family Home

Lot Information
Lot Area: 6969 sqft

Price History for 66 State St

Date	Price	Event	Source
09/18/2020	$260,000	Sold	PrimeMLS #4819922
Recording Date 09/18/2020 County Transfer Tax N/A Total Transfer Tax N/A
07/31/2020	$250,000	Listed For Sale	Agent Provided

09/27/2011	$217,000	ListingRemoved	Agent Provided

08/06/2011	$217,000	PriceChange	Agent Provided
Price Change $2,000 (-1%)
05/06/2011	$219,000	Listed For Sale	Agent Provided

09/17/2001	$75,000	Sold	N/A
Recording Date 09/17/2001 Contract Date 09/15/2001 County Transfer Tax N/A Total Transfer Tax $375

Market trends in Windsor

Last updated May 2026

Avg. sale price

—

Sale-to-List Price

—

Price per sq ft

—

Available listings

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Property Tax and Assessment

Year	2024
Tax
Assessment	$309,060

Home facts updated by county records

Comparable Sales for 66 State St

Address	Distance	Property Type	Sold Price	Sold Date	Bed	Bath	Sqft
70-74 State Street, Windsor, VT	0.01	Single-Family Home	$115,000	12/10/25	5	3.5	4,011
10 McKenzie Drive, Windsor, VT	0.32	Single-Family Home	$271,000	11/13/25	3	1.5	1,320
31 Maple Street, Windsor, VT	0.37	Single-Family Home	$215,000	10/06/25	3	1.5	1,900
9 Main Street, Windsor, VT	0.37	Single-Family Home	$200,001	08/28/25	4	1.5	2,310
66 Union Street, Windsor, VT	0.32	Single-Family Home	$219,000	09/02/25	3	2	1,743
14 Central Street, Windsor, VT	0.26	Single-Family Home	$210,000	08/06/25	1	1.5	1,056
32 Clough Avenue, Windsor, VT	0.46	Single-Family Home	$292,500	08/28/25	3	1.5	1,606
33 Central St, Windsor, VT	0.34	Single-Family Home	$35,000	09/08/25	3	2	1,436
3 Cherry Street, Windsor, VT	0.58	Single-Family Home	$259,000	05/01/26	3	1	1,176
68 Jarvis Street, Windsor, VT	0.47	Single-Family Home	$165,000	01/23/26	3	1	1,602

Nearby homes

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

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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. $409,000
3 bd
1.5 ba
2,273 sqft
18 Pine Street,
Windsor, VT 05089
PrimeMLS, Closed
OFF MARKET
Est. $398,300
6 bd
5 ba
3,176 sqft
40 Village Green,
Windsor, VT 05089
PrimeMLS, Closed
OFF MARKET
Est. $253,200
6 bd
1.5 ba
2,880 sqft
100 State Street,
Windsor, VT 05089
PrimeMLS, Closed
AUCTION
0.48 ACRES
$515,000
6 bd
4 ba
4,933 sqft
2 Pine Street,
Windsor, VT 05089
PrimeMLS, Active
SOLD
OCT 2, 2025
$250,000
7 bd
4 ba
3,894 sqft
102-104 State Street,
Windsor, VT 05089
PrimeMLS, Closed
OFF MARKET
Est. $347,400
5 bd
4 ba
4,096 sqft
108 Main Street,
Windsor, VT 05089
PrimeMLS, Closed
OFF MARKET
Est. $875,800
9 bd
8.5 ba
6,232 sqft
26 Main Street,
Windsor, VT 05089
PrimeMLS, Closed
OFF MARKET
Est. $216,500
1 bd
1.5 ba
1,056 sqft
14 Central Street,
Windsor, VT 05089
PrimeMLS, Closed
OFF MARKET
Est. $316,900
3 bd
1.5 ba
1,364 sqft
2 Ascutney Street,
Windsor, VT 05089
PrimeMLS, Closed
OFF MARKET
Est. $262,500
2 bd
2.5 ba
2,009 sqft
149 Main Street,
Windsor, VT 05089
PrimeMLS, Closed

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Additional Cost

Assigned Schools

These are the assigned schools for 66 State 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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Apartments for Rent

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$1,350/mo
1 bd
1 ba
24 State St #1,
Windsor, VT 05089
NEW - 19 HRS AGO
$1,300/mo
1 bd
1 ba
2326 US Route 5 N #1A,
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
$1,950/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
$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
$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
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Homes for sale near 66 State St

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AUCTION
0.48 ACRES
$515,000
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
1.22 ACRES
$413,900
4 bd
2.5 ba
2,888 sqft
273 Route 5 North,
Windsor, VT 05089
PrimeMLS, Active
6.8 ACRES
$299,000
2 bd
1 ba
1,152 sqft
466 Estey Lane,
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
15.12 ACRES
$625,000
5 bd
3 ba
3,510 sqft
330 Parsonage Road,
Cornish, NH 03745
PrimeMLS, Active
3.2 ACRES
$599,000
4 bd
3 ba
3,200 sqft
84 Old Barn Lane,
West Windsor, VT 05089
PrimeMLS, Active
$110,000
1 bd
1 ba
240 sqft
505 Back Mountain Road #14,
Windsor, VT 05089
PrimeMLS, Active
See more homes for sale in
Windsor
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