SOLD JUN 2, 2026

Listed by Kate Barry • EXP Realty (Phone: 603-547-0852). Bought with Flex Realty.

Sold on Jun 2026

$385,000

•

2,433

sq ft

183 Bear Hill Rd, Dummerston, VT 05301

Track this home’s value and nearby sales activity

About this home

Discover a hidden gem nestled deep in the woods—a rustic retreat that’s entirely off-grid and 100% solar powered. Perfect for nature lovers, creative spirits, or anyone seeking serenity and self-sufficiency. This one-of-a-kind property features a charming main house with a two-bedroom loft attached, currently used for short-term rentals. The main cabin exudes classic Adirondack charm with weathered wood siding, hardwood floors, and a metal gable roof with skylights that flood the space with natural light. Inside, the open layout invites you to relax and unwind, with a warm, bohemian-rustic aesthetic, wood stove, and large windows framing the lush forest views. In addition, the property offers three tiny cabins on site—each thoughtfully designed for short-term rental use, providing cozy accommodations for guests or a flexible setup for work or creative endeavors. All structures utilize composting toilets, though the property could easily be brought online with some effort if the buyer prefers. Stone pathways wind through ferns and towering trees, connecting each cabin to the main house, all set on raised post-and-pier foundations that blend seamlessly into the natural landscape. Whether you’re enjoying a quiet evening by the fire, relaxing on the porch, or exploring nearby trails, this is your chance to live simply, sustainably, and surrounded by nature.

Single-familyProperty Type

2006Year Built

5.01 acresLot Size

$158Price/Sq.Ft.

2 car garageParking

Listed by Kate Barry • EXP Realty

Contact: Phone: 603-547-0852

Bought with Grayson VanHendrick • Flex Realty

Redfin checked: a minute ago

•Source:PrimeMLS #5044114

Redfin Estimate

$458,590

$74K since sold in June 2026$3,000 since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 15.1% higher than the average sale price ($398K) of 6 comparable homes.

SOLD SEP 4, 2026
$500,000
A
3 beds2 baths1,902 sq ft
108 Hutchins Rd, West Chesterfield, NH 03466
SOLD JUL 24, 2026
$389,000
B
3 beds2 baths1,377 sq ft
366 Hague Rd, Dummerston, VT 05301
SOLD AUG 12, 2026
$317,000
C
3 beds1 bath1,522 sq ft
69 Carriage Hill Rd, Brattleboro, VT 05301
SOLD JUN 22, 2026
$520,000
D
3 beds2 baths2,788 sq ft
71 Woods Rd, East Dummerston, VT 05346
SOLD MAY 22, 2026
$344,500
E
3 beds1.5 baths1,326 sq ft
103 Sherwood Cir, Brattleboro, VT 05301
SOLD JUL 31, 2026
$320,000
F
3 beds2 baths1,703 sq ft
1089 Marlboro Rd, Brattleboro, VT 05301

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Market trends in 05301, VT

Last updated August 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-List Price

99.1%

0.5% MoM

Median sale price

$382K

$3K MoM

Avg. days on market

62d

2 days MoM

Recently sold homes

5 MoM

New listings for sale

OPEN SUN, 11AM TO 1PM
$270,000
2 beds1 bath1,061 sq ft
41 Organ St, Brattleboro, VT 05301
$319,000
2 beds2 baths1,883 sq ft
59 Highland St, Brattleboro, VT 05301
$299,000
3 beds1 bath1,104 sq ft
48 Wilsons Woods Rd, Brattleboro, VT 05301
$289,000
3 beds1 bath1,056 sq ft
145 Belmont Ave, Brattleboro, VT 05301
$830,000
5 beds5.5 baths5,064 sq ft
253 Sugar House Hl, Guilford, VT 05301
$149,900
3 beds2 baths1,232 sq ft
14 Deepwood Park, Brattleboro, VT 05301
$395,000
2 beds2 baths1,400 sq ft
215 Gilbert Rd, Marlboro, VT 05344
See all

Provided by Redfin

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Rental estimate

Est. $2,387 per month, based on comparable rentals

Sale and tax history for 183 Bear Hill Rd

Sale History
Tax History

Public record

Public record
Zoning

Beds

—

Baths

—

Stories

—

Lot width

—

Lot depth

—

Lot size

—

Year renovated

—

Sq. Ft.

—

Year built

—

Style

Single Family Residential

County

Windham County

APN

18605911221

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jun 2, 2025.

RUR

Rural District

Rural lands are areas containing farms, forests and low-density development, and are generally located at a distance from facilities and services. Appropriate primary uses include agricultural and forestry activities, together with certain recreational and public or semi-public and institutional uses which may require a spacious site and which are compatible with the natural and rural surroundings. Concentrations of residential development such as large-scale subdivisions which will interrupt rural qualities sought to be preserved and significantly increase the demand for services and transportation facilities should be discouraged. Clustering of detached dwelling units as a means for leaving land undeveloped, and protecting habitats and natural resources should be encouraged.

Permitted uses

Include but are not limited to:

Agriculture
Housing-Single unit
Housing-Multiple units
Housing-Senior
Cemetery

Property details

Parking

Parking & Garage
Garage Capacity: 2

Interior

Virtual Tour

Bathroom Information
# of Baths (full): 1
# of Baths (1/2): 1

Other Interior Features
# of Rooms: 5
Flooring: Hardwood

Equipment & Appliance Information
Dryer, Freezer, Refrigerator, Washer, Stove - Gas

Room 1 Information
Bedroom
Bedroom
Level: 2

Room 2 Information
Bedroom
Level: 2

Room 3 Information
Bedroom
Level: 1

Exterior

Building Information
Architectural Style: Cabin, Cottage/Camp
Construction Status: Existing
Construction Materials: Wood Siding
Approximate Sq. Ft. Total Finished: 2433
Approximate Sq. Ft. Total: 2433
Roof: Metal, Shingle
Mount Location: Ground
Power Production Type: Photovoltaics

Driveway
Dirt

Lot, Zoning, & Easement Information
Lot Features: Country Setting, Hilly, Sloping, Stream, Wooded

Survey Information
Surveyed: Unknown

Other Property & Lot Information
Year Built: 2006

Financial

Assessment Information
Assessment Amount: 220300
Assessment Year: 2023

Tax Information
Tax Year: 0
SPAN Number: 18605911221
Taxes TBD: Yes

Other Tax Information
Page Deed: 347-348

Utilities

Heating & Cooling Information
Heat: Propane, Stove - Wood

Sewer Information
Other

Electric Information
Energy Storage Device, Other

Water Information
Water Source: Drilled Well, On-Site Well Exists

Power Production Information
Power Production Ownership: Seller Owned

Other Utilities Information
Internet: High Speed Intrnt -Avail
Fuel Company: suburban
Phone Company: consolidated comms
Telephone Available

Location

Road Information
Road Frontage Type: Dirt, Public
Road Frontage: Yes
Road Frontage Length: 440

Other Location Information
Directions: From Route 30 Take Stickney Brook Road, head straight and bear right onto Bear Hill Road. GPS may try to take you around to a non driveable location. Follow signs for 183

Public facts

Beds: —
Baths: —
Sq. Ft.: —
Stories: —
Lot Size: —
Style: Single Family Residential
Year Built: —
Year Renovated: —
County: Windham County
APN: 18605911221

Home facts updated by county records on Jun 2, 2025

Around this home

Schools

Some nearby schools may not be within this home's attendance zone. Please check the Windham Southeast Unified Union School District #96 website to verify.

Academy School

Public PreK-6 • 4.1mi

6/10

Dummerston Schools

Public PreK-8 • 4.5mi

7/10

Newbrook Elementary School

Public PreK-5 • 3.9mi

5/10

Provided by GreatSchools

Historical weather

Dummerston, VT • 05301

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

18/ 100

Low sunlight

Sunscore

There appears to be significant shading by surrounding buildings, terrain, and vegetation.

3 hrs

0.3 hr

JuneDecember

Provided by Shadowmap

Estimated sale price

$436,000 – $528,000

Sell confidently with a local market expert in Dummerston.

Nearby similar homes

$289,000

3 beds1 bath1,056 sq ft

145 Belmont Ave, Brattleboro, VT 05301

$285,000

3 beds1 bath1,050 sq ft

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$1,125,000

3 beds2.5 baths4,048 sq ft

3 Apple Hl, Chesterfield, NH 03443

$495,000

3 beds2.5 baths1,784 sq ft

56 Park Laughton Rd, East Dummerston, VT 05346

$340,000

4 beds2 baths2,745 sq ft

120 Western Ave, Brattleboro, VT 05301

$375,000

4 beds2.5 baths2,066 sq ft

313 Dover Rd, Newfane, VT 05345

New listings for sale in 05301

OPEN SUN, 11AM TO 1PM

$270,000

2 beds1 bath1,061 sq ft

41 Organ St, Brattleboro, VT 05301

$319,000

2 beds2 baths1,883 sq ft

59 Highland St, Brattleboro, VT 05301

$299,000

3 beds1 bath1,104 sq ft

48 Wilsons Woods Rd, Brattleboro, VT 05301

$289,000

3 beds1 bath1,056 sq ft

145 Belmont Ave, Brattleboro, VT 05301

$830,000

5 beds5.5 baths5,064 sq ft

253 Sugar House Hl, Guilford, VT 05301

$149,900

3 beds2 baths1,232 sq ft

14 Deepwood Park, Brattleboro, VT 05301

$395,000

2 beds2 baths1,400 sq ft

215 Gilbert Rd, Marlboro, VT 05344

Home values near 183 Bear Hill Rd

Data from public records.

Address	Redfin Estimate
1530 Wickopee Hill Rd, Dummerston, VT 3 Beds \| 2 Baths \| 1690 Sq. Ft.	$445,363
365 Stickney Brook Rd, Dummerston, VT 3 Beds \| 2 Baths \| 1374 Sq. Ft.	$385,410

Address	Redfin Estimate
472 Stickney Brook Rd, Dummerston, VT 1 Beds \| 2 Baths \| 3188 Sq. Ft.	$1,176,430
526 Stickney Brook Rd, Dummerston, VT 2 Beds \| 2 Baths \| 1228 Sq. Ft.	$436,538

Address	Redfin Estimate
71 Woodys Dr, Dummerston, VT 3 Beds \| 1 Baths \| 2610 Sq. Ft.	$465,917
647 Stickney Brook Rd, Dummerston, VT 2 Beds \| 2 Baths \| 1600 Sq. Ft.	$351,695

Property information provided by PrimeMLS when last listed in 2025. This data may not match . Learn more.

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