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

61 Herbert Hill Rd
Windsor, VT 05089

3 Beds
3 Baths
2,088 sqft (on 33 acres)

$611,800

Trulia Estimate

as of May 19, 2026

$611,800

Trulia Estimate

as of May 19, 2026

3 Beds

3 Baths

2,088 sqft

(on 33 acres)

Local Information

-- mins to

Commute Destination

Description

What a gem!This impeccably maintained home is a pleasure to see! Very light, bright and well laid out. Main living area includes a fantastic new kitchen, opening onto family/dining room, a large living room with fireplace overlooking an over-sized deck, with hardwood floors throughout. The upper level includes a spacious master suite overlooking Kimball Brook which borders the property and and a luxurious full bath. There are two more bedrooms with a private bath also on this level. The lower level is a walk-out and ready to finish. Wonderfully landscaped with the brook right here. Private, yet close to town. Come take a look.

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

Deck

A/C

Heating only

HOA

None

Price/Sqft

No Info

Listed

No Info

Home Details for 61 Herbert Hill Rd

Interior Features
Heating & Cooling Heating: Baseboard, OilHeating Fuel: Baseboard
Interior Details Additional StorageTypes of Rooms: Dining RoomStorageCeiling Fan
Appliances & Utilities DishwasherDryerRefrigeratorWasher
Levels, Entrance, & Accessibility Floors: Carpet, Hardwood, Linoleum Vinyl

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

Property Information
Year Built Year Built: 1989
Property Type / Style Property Type: Single Family HomeArchitecture: Colonial

Lot Information
Lot Area: 33.00 acres

Price History for 61 Herbert Hill Rd

Date	Price	Event	Source
03/02/2016	$276,500	Sold	N/A
Recording Date 03/02/2016 Contract Date 02/26/2016 County Transfer Tax N/A Total Transfer Tax $3
11/06/2015	$279,000	Listed For Sale	Agent Provided

06/07/2012	$260,000	Sold	N/A
Recording Date 06/07/2012 Contract Date 06/05/2012 County Transfer Tax N/A Total Transfer Tax N/A
04/18/2012	$279,000	Listed For Sale	Agent Provided

12/02/2005	$264,200	Sold	N/A
Recording Date 12/02/2005 Contract Date 11/29/2005 County Transfer Tax N/A Total Transfer Tax $2,553

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Property Tax and Assessment

Year	2024
Tax
Assessment	$411,430

Home facts updated by county records

Comparable Sales for 61 Herbert Hill Rd

Address	Distance	Property Type	Sold Price	Sold Date	Bed	Bath	Sqft
672 County Road, Windsor, VT	0.95	Single-Family Home	$340,000	09/05/25	3	2	1,500
42 Elm Street, Windsor, VT	0.89	Single-Family Home	$275,000	06/09/25	3	2	1,264
1471 County Road, Windsor, VT	1.12	Single-Family Home	$290,000	08/25/25	4	2.5	2,196
1 Dorrance Street, Windsor, VT	0.95	Single-Family Home	$315,000	11/21/25	2	1.5	1,649
66 Union Street, Windsor, VT	1.19	Single-Family Home	$219,000	09/02/25	3	2	1,743
32 Clough Avenue, Windsor, VT	1.30	Single-Family Home	$292,500	08/28/25	3	1.5	1,606
3 Cherry Street, Windsor, VT	1.05	Single-Family Home	$259,000	05/01/26	3	1	1,176
6 Kiniry St, Windsor, VT	0.99	Single-Family Home	$176,000	07/28/25	3	1	1,400
3 Fitch Court, Windsor, VT	1.20	Single-Family Home	$229,000	06/25/25	2	2	1,665
21 Bavier Avenue, Windsor, VT	1.07	Single-Family Home	$256,500	11/14/25	3	1	1,232

Assigned Schools

These are the assigned schools for 61 Herbert 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 61 Herbert 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

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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$1,400/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
NEW - 17 HRS AGO
PET FRIENDLY
$1,855/mo
3 bd
1 ba
108 Main St #2,
Windsor, VT 05089
$2,650/mo
3 bd
3 ba
295 Hotel Rd #13,
Brownsville, VT 05037
APPLY INSTANTLY
FURNISHED
$1,400/mo
2 bd
1 ba
307 Coon Club Rd #2,
Windsor, VT 05089
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Windsor
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Homes for sale near 61 Herbert 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
AUCTION
0.48 ACRES
$535,000
6 bd
4 ba
4,933 sqft
2 Pine 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
1.22 ACRES
$413,900
4 bd
2.5 ba
2,888 sqft
273 Route 5 North,
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
1.53 ACRES
$474,800
3 bd
2 ba
1,480 sqft
586 Ski Tow Road,
Brownsville, VT 05037
PrimeMLS, Active
$115,000
1 bd
1 ba
240 sqft
505 Back Mountain Road #14,
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. $419,500
2 bd
1 ba
1,435 sqft
205 Root Hill Rd,
Cornish, NH 03745
98 ACRES
$3,350,000
5 bd
4 ba
3,212 sqft
166 Jewett Road,
Brownsville, VT 05037
PrimeMLS, Active
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Windsor
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Additional Cost

Homes for rent near 61 Herbert Hill Rd

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$2,950/mo
3 bd
1 ba
69 Belknap Ln,
Windsor, VT 05089
See more homes for rent in
Windsor
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Off Market Homes Near 61 Herbert 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
APR 16, 2026
$650,000
3 bd
3 ba
3,018 sqft
528 Town House Rd,
Cornish, NH 03745
SOLD
APR 15, 2026
$650,000
3 bd
2.5 ba
3,816 sqft
528 Town House Road,
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 16, 2026
$399,100
37 Moeller Rd,
Windsor, VT 05089
SOLD
MAR 13, 2026
$380,000
2 bd
1.5 ba
1,156 sqft
1507 Rte 12A,
Plainfield, NH 03781
PrimeMLS, Closed
SOLD
JAN 27, 2026
$468,200
236 John Meyers Rd,
Brownsville, VT 05037
SOLD
JAN 23, 2026
$426,000
4 bd
2.5 ba
1,832 sqft
473 Taylor Drive,
Windsor, VT 05089
PrimeMLS, Closed
SOLD
JAN 9, 2026
$685,000
57 Martinsville Rd,
Hartland, VT 05048
See more homes for sale in
Windsor
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61 Herbert Hill Rd, Windsor, VT 05089 is a 3 bedroom, 3 bathroom, 2,088 sqft single-family home built in 1989. This property is not currently available for sale. 61 Herbert Hill Rd was last sold on Mar 2, 2016 for $276,500. The current Trulia Estimate for 61 Herbert Hill Rd is $611,800.

61 Herbert Hill Rd
Windsor, VT 05089

$611,800

$611,800

Local Information