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

369 Juniper Hill Rd
Windsor, VT 05089

1 Bed
1 Bath
1,354 sqft (on 2.90 acres)

$378,400

Trulia Estimate

as of May 15, 2026

Est. Refi. Payment $2,567/mo*

Refinance Your Home

$378,400

Trulia Estimate

as of May 15, 2026

Est. Refi. Payment $2,567/mo*

Refinance Your Home

1 Bed

1 Bath

1,354 sqft

(on 2.90 acres)

Local Information

-- mins to

Commute Destination

Description

Furnished spacious bedroom and shared bath and fully equipped shared kitchen. Beautiful view adjacent to Windsor town forest and close to all that the Upper Valley has to offer. All utilities and internet included. Must like the idea of community and have respect for others.

One year lease or month to month for slightly more.

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

A/C

Heating only

HOA

None

Price/Sqft

No Info

Listed

No Info

Home Details for 369 Juniper Hill Rd

Interior Features
Heating & Cooling Heating: Forced Air, GasHeating Fuel: Forced Air
Interior Details Types of Rooms: Dining Room
Appliances & Utilities DryerWasher
Levels, Entrance, & Accessibility Floors: Hardwood

Exterior Features
Exterior Home Features Roof: AsphaltExterior: WoodGarden
Parking & Garage Parking Space: 1Parking: Off Street

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

Rental Terms, Policies & Fees
Furnished

Lot Information
Lot Area: 2.90 acres

Price History for 369 Juniper Hill Rd

Date	Price	Event	Source
05/13/2022	$325,000	Sold	PrimeMLS #4907482
Recording Date 05/13/2022 County Transfer Tax N/A Total Transfer Tax N/A
05/04/2022	$260,000	Contingent	PrimeMLS #4907482

04/29/2022	$260,000	Listed For Sale	PrimeMLS #4907482

02/27/2021		ListingRemoved	N/A

04/07/2020	$650	ListingRemoved	N/A

03/08/2020	$650	Listed For Rent	N/A

09/25/2019	$157,000	Sold	PrimeMLS #4744324
Recording Date 09/25/2019 County Transfer Tax N/A Total Transfer Tax N/A
12/01/2016	$159,000	ListingRemoved	Agent Provided

10/04/2016	$159,000	PriceChange	Agent Provided
Price Change $16,000 (-9%)
06/29/2016	$175,000	PriceChange	Agent Provided
Price Change $4,900 (-3%)
05/04/2016	$179,900	Listed For Sale	Agent Provided

01/14/2016	$199,900	ListingRemoved	Agent Provided

07/14/2015	$199,900	Listed For Sale	Agent Provided

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Property Tax and Assessment

Year	2024
Tax
Assessment	$281,180

Home facts updated by county records

Comparable Sales for 369 Juniper Hill Rd

Address	Distance	Property Type	Sold Price	Sold Date	Bed	Bath	Sqft
58 Morningside Drive, Windsor, VT	0.28	Single-Family Home	$395,900	11/13/25	3	1.5	1,680
205 Channing Drive, Windsor, VT	0.48	Single-Family Home	$310,000	09/05/25	2	1.5	1,391
672 County Road, Windsor, VT	0.86	Single-Family Home	$340,000	09/05/25	3	2	1,500
255 Channing Drive, Windsor, VT	0.52	Single-Family Home	$350,000	08/29/25	3	2	1,196
473 Taylor Drive, Windsor, VT	0.60	Single-Family Home	$426,000	01/23/26	4	2.5	1,832
9 Main Street, Windsor, VT	0.53	Single-Family Home	$200,001	08/28/25	4	1.5	2,310
14 Central Street, Windsor, VT	0.96	Single-Family Home	$210,000	08/06/25	1	1.5	1,056
161 St Gaudens Road, Cornish, NH	1.17	Single-Family Home	$339,000	12/19/25	4	2	2,656
223 Taylor Drive, Windsor, VT	0.80	Single-Family Home	$530,000	04/03/26	4	2.5	2,468
3 Fitch Court, Windsor, VT	1.04	Single-Family Home	$229,000	06/25/25	2	2	1,665

Assigned Schools

These are the assigned schools for 369 Juniper Hill Rd.

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 369 Juniper Hill 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."
0
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LGBTQ Local Legal Protections

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
$1,400/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
APPLY INSTANTLY
$2,150/mo
1 bd
1 ba
Address Not Disclosed,
Hartland, VT 05048
APPLY INSTANTLY
FURNISHED
$1,700/mo
2 bd
1 ba
54 Westgate Rd #7,
Plainfield, NH 03781
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Windsor
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Homes for sale near 369 Juniper Hill Rd

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0.25 ACRES
$329,000
4 bd
2 ba
2,142 sqft
74 Union 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
5.3 ACRES
$699,000
3 bd
2 ba
1,706 sqft
53 Sunset Strip Road,
Cornish, NH 03745
PrimeMLS, Active
AUCTION
44.8 ACRES
Est. $410,400
2 bd
1 ba
1,435 sqft
205 Root Hill Rd,
Cornish, NH 03745
$115,000
1 bd
1 ba
240 sqft
505 Back Mountain Road #14,
Windsor, VT 05089
PrimeMLS, Active
15.12 ACRES
$659,000
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
1.53 ACRES
$474,800
3 bd
2 ba
1,480 sqft
586 Ski Tow Road,
Brownsville, VT 05037
PrimeMLS, Active
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Windsor
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Additional Cost

Homes for rent near 369 Juniper Hill Rd

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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 369 Juniper Hill Rd

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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
$387,000
3 bd
2 ba
1,932 sqft
5 Brownsville Road,
Hartland, VT 05048
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 8, 2026
$201,000
0 Town House Road #28,
Cornish, NH 03745
PrimeMLS, Closed
SOLD
APR 3, 2026
$530,000
4 bd
2.5 ba
2,468 sqft
223 Taylor Drive,
Windsor, VT 05089
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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369 Juniper Hill Rd, Windsor, VT 05089 is a 1 bedroom, 1 bathroom, 1,354 sqft single-family home built in 1850. This property is not currently available for sale. 369 Juniper Hill Rd was last sold on May 13, 2022 for $325,000. The current Trulia Estimate for 369 Juniper Hill Rd is $378,400.

369 Juniper Hill Rd
Windsor, VT 05089

$378,400

$378,400

Local Information