Is parking easy in Wardsboro, VT?

As of early 2026, 100% of users say parking is easy

Would people walk alone at night in Wardsboro, VT?

As of early 2026, 100% of users say people would walk alone at night

Is a car needed in Wardsboro, VT?

As of early 2026, 100% of users say car is needed

Does Wardsboro, VT show holiday spirit?

As of early 2026, 100% of users say there's holiday spirit

Is Wardsboro, VT quiet?

As of early 2026, 100% of users say it's quiet

Is there wildlife in Wardsboro, VT?

As of early 2026, 100% of users say there's wildlife

Do kids play outside in Wardsboro, VT?

As of early 2026, 100% of users say kids play outside

Is Wardsboro, VT dog-friendly?

As of early 2026, 75% of users say it's dog friendly

Are yards well-kept in Wardsboro, VT?

As of early 2026, 75% of users say yards are well-kept

Are neighbors friendly in Wardsboro, VT?

As of early 2026, 56% of users say neighbors are friendly

OFF MARKET

28 Upper Highlands Loop
West Dover, VT 05356

3 Beds
2 Baths
1,140 sqft (on 1 acre)

$403,900

Trulia Estimate

as of Jun 23, 2026

$403,900

Trulia Estimate

as of Jun 23, 2026

3 Beds

2 Baths

1,140 sqft

(on 1 acre)

Local Information

Map ViewExplore the area around 28 Upper Highlands Loop.
Schools1 Preschool School1 Elementary School1 Middle School1 High School
Shop & Eat

-- mins to

Commute Destination

Description

This single-family home is located at 28 Upper Highlands Loop, West Dover, VT. 28 Upper Highlands Loop is in West Dover, VT and in ZIP code 05356. This property has 3 bedrooms, 2 bathrooms and approximately 1,140 sqft of floor space. This property has a lot size of 1 acre and was built in 1980.

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

Less than a day ago

Home Details for 28 Upper Highlands Loop

Interior Features
Heating & Cooling Heating: Propane ButaneHeating Fuel: Propane Butane
Fireplace & Spa Fireplace
Levels, Entrance, & Accessibility Floors: Hardwood

Exterior Features
Exterior Home Features Roof: MetalExterior: Wood

Property Information
Year Built Year Built: 1980
Property Type / Style Property Type: Single Family Home

Rental Terms, Policies & Fees
Furnished

Lot Information
Lot Area: 1 acre

Building
Fitness & Sports Tennis Court

Price History for 28 Upper Highlands Loop

Date	Price	Event	Source
04/15/2024	$375,000	Sold	N/A
Recording Date 04/15/2024 Contract Date 04/11/2024 County Transfer Tax N/A Total Transfer Tax $54
04/27/2020	$190,500	Sold	N/A
Recording Date 04/27/2020 Contract Date 04/23/2020 County Transfer Tax N/A Total Transfer Tax $3
04/18/2020	$198,000	Pending	Agent Provided

01/21/2020	$198,000	Listed For Sale	Agent Provided

02/05/2013	$173,000	Sold	N/A
Recording Date 02/05/2013 Contract Date 02/01/2013 County Transfer Tax N/A Total Transfer Tax N/A
08/14/2008	$175,000	Sold	N/A
Recording Date 08/14/2008 Contract Date 08/14/2008 County Transfer Tax N/A Total Transfer Tax $1,438

Market trends in Wardsboro

Last updated May 2026

Avg. sale price

—

Sale-to-List Price

—

Price per sq ft

—

Available listings

3MoM

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Property Tax and Assessment

Year	2024
Tax
Assessment	$234,940

Home facts updated by county records

Comparable Sales for 28 Upper Highlands Loop

Address	Distance	Property Type	Sold Price	Sold Date	Bed	Bath	Sqft
275 Pam's Hill Road, Wardsboro, VT	0.15	Single-Family Home	$495,000	11/21/25	3	2	1,500
758 Sheldon Hill Rd, Wardsboro, VT	0.13	Single-Family Home	$357,500	08/25/25	4	2	1,250
424 Susan Lynn Lane, West Wardsboro, VT	0.46	Single-Family Home	$299,000	11/18/25	3	2	1,224
282 Pams Hill Road, Wardsboro, VT	0.20	Single-Family Home	$584,000	10/10/25	3	3	2,625
123 Oak Hill Road, West Wardsboro, VT	0.66	Single-Family Home	$290,000	11/21/25	3	2	1,188
96 Oak Hill Road, Wardsboro, VT	0.70	Single-Family Home	$309,000	02/13/26	3	2	1,388
459 Silver Lane, Wardsboro, VT	0.75	Single-Family Home	$387,000	06/12/26	3	2	2,120
1501 Sheldon Hill Road, Wardsboro, VT	0.65	Single-Family Home	$400,000	01/30/26	5	2	2,557
509 Silver Lane, Wardsboro, VT	0.76	Single-Family Home	$560,000	06/15/26	4	4	2,832
1375 Sheldon Hill Road, Wardsboro, VT	0.52	Single-Family Home	$610,000	03/02/26	6	4	3,592

Nearby homes

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

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OFF MARKET
Est. $365,700
3 bd
2 ba
1,140 sqft
61 Pams Hill Road,
Wardsboro, VT 05360
PrimeMLS, Closed
OFF MARKET
Est. $416,900
3 bd
2 ba
1,140 sqft
61 Pam's Hill Road,
Wardsboro, VT 05355
PrimeMLS, Closed
OFF MARKET
Est. $412,900
3 bd
2 ba
1,600 sqft
891 Sheldon Hill Road,
West Wardsboro, VT 05360
PrimeMLS, Closed
OFF MARKET
0 Pam's Hill Road #28,
Wardsboro, VT 05355
PrimeMLS, Closed
OFF MARKET
Est. $471,700
3 bd
2 ba
1,540 sqft
132 Debbie Higgins Lane,
West Wardsboro, VT 05360
PrimeMLS, Closed
OFF MARKET
Est. $350,900
3 bd
2 ba
1,053 sqft
180 Debbie Higgins Lane,
Wardsboro, VT 05355
PrimeMLS, Closed
OFF MARKET
Est. $530,200
4 bd
2.5 ba
1,650 sqft
150 Country Lane,
West Wardsboro, VT 05360
PrimeMLS, Closed
SOLD
NOV 21, 2025
$495,000
3 bd
2 ba
1,500 sqft
275 Pam's Hill Road,
Wardsboro, VT 05355
PrimeMLS, Closed
OFF MARKET
Est. $449,000
3 bd
2 ba
2,198 sqft
754 Sawmill Road SMF Lot A-08,
West Wardsboro, VT 05360
PrimeMLS, Closed
SOLD
OCT 10, 2025
$584,000
3 bd
3 ba
2,625 sqft
282 Pams Hill Road,
Wardsboro, VT 05355
PrimeMLS, Closed
OFF MARKET
Est. $541,400
4 bd
2.5 ba
2,650 sqft
50 Timber Lane,
West Wardsboro, VT 05360
PrimeMLS, Closed
FOR SALE
1 ACRE
$339,000
3 bd
2 ba
1,160 sqft
57 Timber Lane,
West Wardsboro, VT 05360
PrimeMLS, Active

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Additional Cost

Assigned Schools

These are the assigned schools for 28 Upper Highlands Loop.

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 Wardsboro

At least 1 Trulia users voted on each feature.

100 % Say parking is easy
100 % Say people would walk alone at night
100 % Say car is needed
100 % Say there's holiday spirit
100 % Say it's quiet
100 % Say there's wildlife
100 % Say kids play outside
75 % Say it's dog friendly
75 % Say yards are well-kept
56 % Say neighbors are friendly

Sourced by Trulia users. Learn more about our methodology.

Margaret DiLuglio
Resident
2mo ago
"Everyone has dogs and this homeowner is association. It’s a great place to own a dog go for long walks and through the woods and forest and valleys and mountains."
0
Flag
Stephane Charbonnier
Resident
1y ago
"Wonderful community to live in and raise a family. Very friendly and always keen to help It’s a great little town nestled between town mountains "
0
Flag
Stephane Charbonnier
Resident
1y ago
"They would like it as it’s dog friendly and there is a lot of nature . It’s also very open so it’s very dog friendly "
0
Flag

LGBTQ Local Legal Protections

Apartments for Rent

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Homes for sale near 28 Upper Highlands Loop

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1 ACRE
$339,000
3 bd
2 ba
1,160 sqft
57 Timber Lane,
West Wardsboro, VT 05360
PrimeMLS, Active
OPEN SUN, 11-2PM
1 ACRE
$395,000
3 bd
1.5 ba
1,296 sqft
638 Hemlock Hill Road,
Wardsboro, VT 05355
PrimeMLS, Active
1.8 ACRES
$550,000
4 bd
2 ba
2,580 sqft
1229 Sheldon Hill Road,
West Wardsboro, VT 05360
PrimeMLS, Active
1.1 ACRES
$609,000
4 bd
4 ba
3,354 sqft
556 Saw Mill Road,
Wardsboro, VT 05355
PrimeMLS, Active
1 ACRE
$575,000
5 bd
2 ba
2,892 sqft
238 Hemlock Hill Road,
Stratton, VT
PrimeMLS, Active
0.4 ACRES
$485,000
3 bd
2 ba
1,600 sqft
4027 Route 100 Highway,
West Wardsboro, VT 05360
PrimeMLS, Active
3 ACRES
$599,000
4 bd
3 ba
2,775 sqft
4448 Route 100,
Wardsboro, VT 05355
PrimeMLS, Active
0.4 ACRES
$380,000
4 bd
2 ba
1,830 sqft
4850 Route 100,
West Wardsboro, VT 05360
PrimeMLS, Active
0.3 ACRES
$235,000
2 bd
1 ba
970 sqft
3153 VT Route 100,
Wardsboro, VT 05355
PrimeMLS, Active
15 ACRES
$330,000
4 bd
3.5 ba
2,575 sqft
3730 Route 100,
Wardsboro, VT 05355
PrimeMLS, Active
See more homes for sale in
West Dover
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Off Market Homes Near 28 Upper Highlands Loop

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SOLD
JUN 15, 2026
$560,000
4 bd
4 ba
2,832 sqft
509 Silver Lane,
Wardsboro, VT 05355
PrimeMLS, Closed
SOLD
JUN 12, 2026
$387,000
3 bd
2 ba
2,120 sqft
459 Silver Lane,
Wardsboro, VT 05355
PrimeMLS, Closed
SOLD
JUN 1, 2026
$367,700
2 bd
2 ba
1,076 sqft
295 Stratton Arlington Road,
Stratton, VT 05360
PrimeMLS, Closed
SOLD
MAY 30, 2026
$488,000
3 bd
2 ba
2,000 sqft
16 Nutmeg Lane,
West Dover, VT 05356
PrimeMLS, Closed
SOLD
MAY 27, 2026
$573,500
3 bd
3.5 ba
2,250 sqft
883 Smead Road,
Wardsboro, VT 05355
PrimeMLS, Closed
SOLD
APR 16, 2026
$308,500
4 bd
2 ba
2,200 sqft
20 Newell Hill Rd,
West Wardsboro, VT 05360
SOLD
APR 16, 2026
$330,200
503 Tomlinson Rd,
Wardsboro, VT 05355
SOLD
APR 16, 2026
$360,000
3 bd
1.5 ba
2,208 sqft
440 Stratton Arlington Road,
Stratton, VT 05360
PrimeMLS, Closed
SOLD
APR 10, 2026
$308,500
4 bd
2 ba
2,202 sqft
20 Newell Hill,
Wardsboro, VT 05360
PrimeMLS, Closed
SOLD
MAR 31, 2026
$360,000
3 bd
2 ba
1,200 sqft
668 Fay Boyden Rd,
Wardsboro, VT 05355
See more homes for sale in
West Dover
Take a look

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28 Upper Highlands Loop, West Dover, VT 05356 is a 3 bedroom, 2 bathroom, 1,140 sqft single-family home built in 1980. This property is not currently available for sale. 28 Upper Highlands Loop was last sold on Apr 15, 2024 for $375,000. The current Trulia Estimate for 28 Upper Highlands Loop is $403,900.

28 Upper Highlands Loop
West Dover, VT 05356

$403,900

$403,900

Local Information