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

3442 County Rd
Windsor, VT 05089

3 Beds
4 Baths
4,300 sqft

$2,131,000

Trulia Estimate

as of May 11, 2026

$2,131,000

Trulia Estimate

as of May 11, 2026

3 Beds

4 Baths

4,300 sqft

Homes for sale near 3442 County Rd

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1.22 ACRES
$413,900
4 bd
2.5 ba
2,888 sqft
273 Route 5 North,
Windsor, VT 05089
PrimeMLS, Active
0.25 ACRES
$329,000
4 bd
2 ba
2,142 sqft
74 Union Street,
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
26.72 ACRES
$1,325,000
4 bd
2 ba
2,554 sqft
325 Cemetery Road,
Windsor, VT 05089
PrimeMLS, Active
10.07 ACRES
$2,150,000
4 bd
3.5 ba
5,173 sqft
1779 Bible Hill Road,
Brownsville, VT 05037
PrimeMLS, Active
16.87 ACRES
$1,342,500
4 bd
4 ba
4,144 sqft
846 Route 12A,
Plainfield, NH 03781
PrimeMLS, Active
98 ACRES
$3,350,000
5 bd
4 ba
3,212 sqft
166 Jewett Road,
Brownsville, VT 05037
PrimeMLS, Active
1.53 ACRES
$474,800
3 bd
2 ba
1,480 sqft
586 Ski Tow Road,
Brownsville, VT 05037
PrimeMLS, Active
3.03 ACRES
$849,900
3 bd
3 ba
3,392 sqft
117 Horseshoe Drive,
Brownsville, VT 05037
PrimeMLS, Active
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Apartments for Rent

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$1,500 - $1,700/mo
1-2 bd
1 ba
360 Tecumseh Road West | 360 Tecumseh Rd W #11400877,
Windsor, VT 05089
$1,795 - $1,800/mo
2 bd
1 ba
77 Union St,
Windsor, VT 05089
$1,275/mo
1 bd
1 ba
2 Quechee Rd #2,
Hartland, VT 05048
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
APPLY INSTANTLY
$1,600/mo
Total price
1 bd
1 ba
14 James Foster Rd #A,
Hartland, VT 05048
APPLY INSTANTLY
$2,150/mo
1 bd
1 ba
Address Not Disclosed,
Hartland, VT 05048
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Local Information

-- mins to

Commute Destination

Description

600 acres of pristine VT country encompassing an abundance of rural treasures including views, pastures, 4 ponds, a wildlife preserve, forests and Bashon Brook. An equestrian dream property boasting an exceptional 2 story barn with 4 stalls, 3 paddocks and extensive trails that adjoin the GMHA and VAST systems. A fully renovated, enlarged farmhouse offering exceptional charm and warmth for entertaining, serenity, and family gatherings. Includes 3 car garage, equipment sheds, gardens, and large lawn.

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 3442 County Rd

Property Information
Year Built Year Built: 1945
Property Type / Style Property Type: Single Family Home

Lot Information
Lot Area: 605 sqft

Price History for 3442 County Rd

Date	Price	Event	Source
12/20/2011	$1,000,100	Sold	N/A
Recording Date 12/20/2011 Contract Date 12/02/2011 County Transfer Tax N/A Total Transfer Tax N/A
08/10/2011	$1,399,000	ListingRemoved	Agent Provided

06/29/2011	$1,399,000	PriceChange	Agent Provided
Price Change $100,000 (-7%)
02/26/2011	$1,499,000	PriceChange	Agent Provided
Price Change $91,000 (-6%)
07/11/2010	$1,590,000	Listed For Sale	Agent Provided

04/24/2000	$140,000	Sold	N/A
Recording Date 04/24/2000 Contract Date 04/20/2000 County Transfer Tax N/A Total Transfer Tax $1,000

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Property Tax and Assessment

Year	2024
Tax
Assessment	$1,513,340

Home facts updated by county records

Comparable Sales for 3442 County Rd

Address	Distance	Property Type	Sold Price	Sold Date	Bed	Bath	Sqft
3361 County Road, Windsor, VT	0.51	Single-Family Home	$500,000	12/19/25	3	2.5	1,452
2 Walker Cemetery Trail, Hartland, VT	1.22	Single-Family Home	$579,000	06/19/25	3	4	3,006
2545 County Road, Windsor, VT	0.79	Single-Family Home	$230,000	11/24/25	3	2	2,289
2505 County Road, Windsor, VT	0.87	Single-Family Home	$299,000	09/30/25	2	1	1,332
1471 County Road, Windsor, VT	1.41	Single-Family Home	$290,000	08/25/25	4	2.5	2,196
112 NH Route 12A, Cornish, NH	1.84	Single-Family Home	$1,460,000	05/23/25	5	4	5,518
223 Taylor Drive, Windsor, VT	1.81	Single-Family Home	$530,000	04/03/26	4	2.5	2,468
1643 Hammond Hill Road, West Windsor, VT	1.94	Single-Family Home	$573,000	12/05/25	3	3	2,680
10 Bischoff Lane, Hartland, VT	2.07	Single-Family Home	$1,475,000	12/30/25	4	5.5	3,680
17 Route 12, Hartland, VT	2.00	Single-Family Home	$475,000	11/04/25	3	2.5	2,152

Assigned Schools

These are the assigned schools for 3442 County Rd.

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 3442 County Rd

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PET FRIENDLY
$3,000/mo
3 bd
2 ba
1,524 sqft
82 Route 12,
Hartland, VT 05048
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Off Market Homes Near 3442 County Rd

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SOLD
JAN 30, 2026
$1,425,000
5 bd
4 ba
4,556 sqft
1168 Stage Rd,
Plainfield, NH 03781
SOLD
JAN 6, 2026
$1,475,000
10 Bishoff Ln,
Hartland, VT 05048
SOLD
DEC 30, 2025
$1,475,000
4 bd
5.5 ba
3,680 sqft
10 Bischoff Lane,
Hartland, VT 05048
PrimeMLS, Closed
SOLD
NOV 21, 2025
$1,200,000
4 bd
3 ba
2,252 sqft
853 Silver Hill Road,
West Windsor, VT 05089
PrimeMLS, Closed
OFF MARKET
5 bd
4 ba
5,518 sqft
112 NH Route 12A,
Cornish, NH 03745
PrimeMLS, Closed
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Windsor
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3442 County Rd, Windsor, VT 05089 is a 3 bedroom, 4 bathroom, 4,300 sqft single-family home built in 1945. This property is not currently available for sale. 3442 County Rd was last sold on Dec 20, 2011 for $1,000,100. The current Trulia Estimate for 3442 County Rd is $2,131,000.

3442 County Rd
Windsor, VT 05089

$2,131,000

$2,131,000

Homes for sale near 3442 County Rd

Apartments for Rent

Local Information