Last Sold Price
3 beds2,433 sqft$158/sqft
183 Bear Hill Rd, Dummerston, VT 05301

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.
LISTING CLOSED: 06/02/2026 12:00 AM

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

Sold By Flex Realty

Property Details for 183 Bear Hill Road

Status
MLS #
5044114
Days on Market
315
Taxes
-
HOA Fees
-
Condo/Co-op Fees
-
Property Type
MLS Type
Residential / Single Family
Year Built
2006
Lot Size
5.01 AC / 218,235 SF
Zoning
Res

Location

Add your commute

Building Information for 183 Bear Hill Road

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

Payment Calculator

$2,337 per month

30 year fixed, 6.55% Interest

Principal and Interest

$1,957

Property Taxes

$380

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

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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
  • Total Finished Area: 2433.0
  • Above Grade Finished Area: 2433.0
  • Above Grade Finished Area Source: Other
  • Above Grade Unfinished Area: 0.0
  • AboveGradeUnfinishedAreaSource: Estimated
  • Below Grade Finished Area: 0.0
  • Below Grade Finished Area Source: Public Records
  • Below Grade Unfinished Area: 0.0
  • BelowGradeUnfinishedAreaSource: Public Records
  • Lot Size Square Feet: 218236.0
  • Total Area: 2433.0
Property and Assessments
  • Assessment Amount: $220,300
  • Assessment Year: 2023
  • Property Class: Residential
  • Property Type: Single Family
  • 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
  • Rooms Total: 5
  • Bathrooms Full: 1
  • Bathrooms Half: 1
  • Bathrooms One Quarter: 0
  • Bathrooms Three Quarter: 0
  • Bedrooms Total: 3
  • Bathrooms Total: 2
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, 2026

Sold

New England Real Estate Network #5044114

$385,000
Jun 2, 2026

Pending

New England Real Estate Network #5044114

Apr 13, 2026

Active Under Contract

New England Real Estate Network #5044114

DateEvent & SourcePrice
06/02/2026

Sold

New England Real Estate Network #5044114

$385,000
06/02/2026

Pending

New England Real Estate Network #5044114

04/13/2026

Active Under Contract

New England Real Estate Network #5044114

For completeness, we 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
Public - PK to 8
Public - 9 to 12
Public - PK to 6
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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No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of any information, descriptions or measurements (including square footage measurements and property condition), such should be independently verified through appropriate means, including, but not limited to, in person inspection and public records, and Compass International Holdings, its subsidiaries, affiliates and independently owned and operated franchisees, and their affiliated agents and associated third parties expressly disclaim 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 seller's discretion. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties make no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Listing Courtesy of EXP Realty

Copyright 2026 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 08/16/2026 08:37 AM