183 Bear Hill Rd

Dummerston, VT 05301

$380,000
Price
3
Beds
2,433 Sq. Ft.
$156 / Sq. Ft.
2,433
Sq. Ft.
$156
per Sq. Ft.
Open: 1/4 12:00PM - 02:00PM
Open: 1/4 12:00PM - 02:00PM

Description

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...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.
  1. Listed by Kate Barry • EXP Realty • Phone: 603-547-0852

Property Details for 183 Bear Hill Road

Zoning
Res

Open Houses

Sunday, Jan 4th

12:00 PM - 2:00 PM

Public

LISTING UPDATED: 12/11/2025 05:45 PM

Property Details for 183 Bear Hill Road

StatusActive
MLS #5044114
Days on Market204
Taxes-
HOA Fees-
Condo/Co-op Fees-
Compass TypeSingle Family
MLS TypeResidential / Single Family
Year Built2006
Lot Size5.01 AC / 218,235 SF
CountyWindham County

Location

Listing Courtesy of EXP Realty
Add your commute

Building Information for 183 Bear Hill Road

Stories1Year Built2006Building Size-Lot Size5.01 AC / 218,235 SF

Payment Calculator

$2,258 per month

30 year fixed, 6.28% Interest

Principal and Interest

$1,878

Property Taxes

$380

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

Property Information for 183 Bear Hill Road

Summary
Location and General Information
  • City: Dummerston
  • County: VT-Windham
  • 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
  • Latitude: 42.908519000001000
  • Longitude: -72.619365999999999
  • Mount Location: Ground
  • Road Frontage: Yes
  • Seasonal: No
  • State: VT
  • Street Designation: Road
  • Zip Code: 05301
Taxes and HOA Information
  • SPAN Number: 18605911221
  • Tax Year: 0
  • Taxes TBD: Yes
Parking
  • Garage: Yes
  • Garage Capacity: 2.00
  • Driveway: Dirt
Property
Lot Information
  • Lot Features: Country Setting, Hilly, Sloping, Stream, Wooded
  • Lot Size Acres: 5.01
  • Road Frontage Length: 440.0
Property and Assessments
  • Assessment Amount: $220,300
  • Assessment Year: 2023
  • Property Class: Residential
  • Property Type: Single Family
  • Construction Status: Existing
  • Flood Zone: No
  • Power Production Ownership: Seller Owned
  • Power Production Type: Photovoltaics
  • PreConstruction: No
  • Surveyed: Unknown
  • Year Built: 2006
Utilities
  • Fuel Company: suburban
  • Electric: Other, Energy Storage Device
  • Sewer: Other
  • Water Source: Drilled Well, On-Site Well Exists
  • Utilities: Telephone Available
  • Internet: High Speed Intrnt Avail
Interior and Exterior Features
Exterior Features
  • Construction Materials: Wood Siding
  • Roof: Metal, Shingle
Interior Features
  • Appliances: Dryer, Freezer, Refrigerator, Washer, Gas Stove
  • Basement: No
  • Rooms: Level 1: Level 1: Bedroom
  • Rooms: Level 2: Level 2: Bedroom
  • Flooring: Hardwood
  • Heating: Propane, Wood Stove
  • Cooling: None
  • Total Stories: 1.5
Room Information
Room 1
  • Room Level: 2
  • Room Type: Bedroom
Room 2
  • Room Level: 2
  • Room Type: Bedroom
Room 3
  • Room Level: 1
  • Room Type: Bedroom

Property History for 183 Bear Hill Road

DateEvent & SourcePriceAppreciation
Jun 2, 2025

Listed (Active)

New England Real Estate Network #5044114

$415,000—
DateEvent & SourcePrice
06/02/2025

Listed (Active)

New England Real Estate Network #5044114

$415,000

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Public Records for 183 Bear Hill Road

Taxable ValueLand$69,200Additions$151,100Total$220,300
Tax Record2024$4,554 ($380 / month)
Home Facts
Beds2Total Finished SqFt2,433 SqFtAbove Grade Finished SqFt2,433 SqFtStories1Lot Size218,236 SqFtStyleSingle Family ResidenceYear Built2006CountyWINDHAMAPN(059) 000589-1

Schools near 183 Bear Hill Road

This home is within Windham Southeast Unified Union School District #96.
Rating
School
Type
Grades
Distance
Dummerston Schools
Public - PK to 8
Brattleboro Senior Uhsd #6
Public - 9 to 12
Academy School
Public - PK to 6
Green Street School
Public - PK to 6
Rating
School
Distance
Dummerston Schools
PublicPK to 8

Brattleboro Senior Uhsd #6
Public9 to 12

Academy School
PublicPK to 6

Green Street School
PublicPK to 6

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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More information about 183 Bear Hill Road, Dummerston, VT 05301

183 Bear Hill Road is a single family home for sale in Dummerston, VT 05301. This property was listed for sale on June 2, 2025 by EXP Realty, it's currently listed at $380,000. This listing's school district is Windham Southeast Unified Union School District #96. Nearby schools include Dummerston Schools, Brattleboro Senior Uhsd #6 and Academy School. 183 Bear Hill Road is a 3-bed, 2-bath, 2,433 sqft single family home built in 2006.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity.

Listing Courtesy of EXP Realty

Copyright 2025 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this Site comes in part from the IDX Program of PrimeMLS. The information being provided is for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated 12/24/2025 05:34 AM