5855 Windham Hill Road

Gallery Image 1
Gallery Image 2
Gallery Image 3
Gallery Image 4
Gallery Image 5
Gallery Image 6
Gallery Image 7
Gallery Image 8
Gallery Image 9
Gallery Image 10
Gallery Image 11
Gallery Image 12
Gallery Image 13
Gallery Image 14
Gallery Image 15
Gallery Image 16
Gallery Image 17
Gallery Image 18
Gallery Image 19
Gallery Image 20
Gallery Image 21
Gallery Image 22
Gallery Image 23
Gallery Image 24
Gallery Image 25
Gallery Image 26
Gallery Image 27
Gallery Image 28
Gallery Image 29
Gallery Image 30
Gallery Image 31
Gallery Image 32
Gallery Image 33
Active
$499,000
2 beds
5855 Windham Hill Rd, Windham, VT 05359
Est: $3,038/moGet pre-approved
Single FamilyProperty Type
33.34 acresLot Size
2006Year Built

Description

Bring your vision to life on 33.34 acres in the scenic hills of Windham, Vermont. This partially completed home offers a rare opportunity to finish a thoughtfully designed residence surrounded by open meadows, established trails, and an idyllic rural setting. Designed with a 4 bedroom septic system, the home is ready for the next owner to complete the interior and exterior finishes. The clapboard siding remains unfinished, and the lower level walk out basement is plumbed for a third full bathroom,...Bring your vision to life on 33.34 acres in the scenic hills of Windham, Vermont. This partially completed home offers a rare opportunity to finish a thoughtfully designed residence surrounded by open meadows, established trails, and an idyllic rural setting. Designed with a 4 bedroom septic system, the home is ready for the next owner to complete the interior and exterior finishes. The clapboard siding remains unfinished, and the lower level walk out basement is plumbed for a third full bathroom, offering additional flexibility for finished living space. A substantial 24' x 48' completed foundation is in place for the planned garage. It will accommodate a 24' x 24' two car garage plus an additional 24' x 24' area of approximately 552 square feet, ready to be finished and purposed according to your needs, ideal for a workshop, studio, storage, recreation space, or other use. The land is equally appealing, with expansive meadows featuring tillable soils formerly used to grow organic fruits and vegetables, established trails, mature woods, and high quality gravel on the property. Adding to the sense of privacy and protected open space, the property abuts a National Wildlife Refuge along its western and northern boundaries. Enjoy gardening, exploring the trails, working on projects, or simply taking in the peaceful Vermont landscape. Conveniently located within reach of Stratton, Magic, and Bromley Mountains and the villages of Londonderry, Chester, and Grafton. An exceptional opportunity to complete a substantial Vermont property and create something truly your own.
18 days on Market
  • Listed by: Keith Nowak • Four Seasons Sotheby's Int'l Realty
Last updated: 08/18/2026 06:29 PM • Source: New England Real Estate Network, MLS#: 5104617

Location

Listing Courtesy of Four Seasons Sotheby's Int'l Realty
Add your commute

Payment Calculator

Get preapproved with Rocket Mortgage1

$3,038 per month

30 year fixed, 6.55% Interest

Principal and Interest

$2,536

Property Taxes

$502

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

Know your buying power with a preapproval and custom rate in minutes

Rocket Mortgage1

Property Information for 5855 Windham Hill Road

Property Details
  • Taxes: $6,019 / year
  • MLS Type: Residential / Single Family
  • County: Windham County
  • Zoning: Rural Residential
Building Information
  • Stories: 1
  • Year Built: 2006
  • Lot Size: 33.34 AC / 1,452,290 SF
Summary
Location and General Information
  • City: Windham
  • County: VT-Windham
  • Directions: Follow GPS
  • Latitude: 43.164098000001005
  • Longitude: -72.725667000000001
  • Road Frontage: Yes
  • Seasonal: No
  • State: VT
  • Street Designation: Road
  • Zip Code: 05359
Taxes and HOA Information
  • SPAN Number: 76524310509
  • Tax Year: 2024
  • Taxes TBD: No
Parking
  • Garage: No
  • Driveway: Dirt
Property
Lot Information
  • Lot Features: Country Setting, Open, Recreational, Secluded, View, Walking Trails, Wooded, Rural, Private
  • Lot Size Acres: 33.34
  • Road Frontage Length: 1300.0
  • Total Finished Area: 0.0
  • Above Grade Finished Area: 0.0
  • Above Grade Unfinished Area: 1660.0
  • AboveGradeUnfinishedAreaSource: Public Records
  • Below Grade Finished Area: 0.0
  • Below Grade Unfinished Area: 1660.0
  • BelowGradeUnfinishedAreaSource: Public Records
  • Lot Size Square Feet: 1452290.0
  • Total Area: 3320.0
Property and Assessments
  • Assessment Amount: $388,000
  • Assessment Year: 2025
  • Property Class: Residential
  • Property Type: Single Family
  • Property Condition: New Construction
  • Flood Zone: Land Only
  • PreConstruction: No
  • Surveyed: Unknown
  • Year Built: 2006
Utilities
  • Electric: 200+ Amp Service
  • Sewer: 1000 Gallon, On-Site Septic Exists
  • Water Source: Drilled Well
  • Utilities: Cable
  • Internet: High Speed Intrnt Avail
Interior and Exterior Features
Exterior Features
  • Construction Materials: Wood Frame
  • Roof: Shingle
Interior Features
  • Basement: Yes
  • Basement Access Type: Interior
  • Basement Description: Concrete, Concrete Floor, Walkout, Basement Stairs
  • Heating: Wood, Baseboard, Hot Water, Wood Boiler, Mini Split
  • Cooling: Mini Split
  • Total Stories: 1
  • Rooms Total: 5
  • Bathrooms Full: 1
  • Bathrooms Half: 0
  • Bathrooms One Quarter: 0
  • Bathrooms Three Quarter: 1
  • Bedrooms Total: 2
  • Bathrooms Total: 2

Property History for 5855 Windham Hill Road

DateEvent & SourcePriceAppreciation
Aug 12, 2026

Listed (Active)

New England Real Estate Network #5104617

$499,000—
DateEvent & SourcePrice
08/12/2026

Listed (Active)

New England Real Estate Network #5104617

$499,000

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

Public Records for 5855 Windham Hill Road

Taxable ValueLand$115,900Additions$272,100Total$388,000
Tax Record2025$4,737 ($395 / month)
Home Facts
Beds2Baths1Total Finished SqFt1,660 SqFtAbove Grade Finished SqFt1,660 SqFtUnfinished Basement SqFt952 SqFtStories2Lot Size1,524,600 SqFtStyleSingle Family ResidenceYear Built2006Year Renovated2006CountyWINDHAMAPN(243) 070141

Schools near 5855 Windham Hill Road

This home is within Windham School District.
Rating
School
Type
Grades
Distance
Windham Elementary School
Public - PK to 6
Leland & Gray Uhsd #34
Public - 6 to 12
Rating
School
Distance
Windham Elementary School
PublicPK to 6

Leland & Gray Uhsd #34
Public6 to 12

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.

Similar Homes

New listings in 05359

$250,000 | 1614 Burbee Pond Road, Windham, VT 05359
1/18
Active Under Contract

$250,000

5
Bedrooms
1,504
Square Feet
2.6
Acres

1614 Burbee Pond Road, Windham, VT 05359

$549,000 | 794 White Road, Windham, VT 05359
1/60

$549,000

2
Bedrooms
850
Square Feet
15.86
Acres

794 White Road, Windham, VT 05359

$253,000 | 51 Golding Road, Windham, VT 05359
1/31

$253,000

2
Bedrooms
864
Square Feet
4
Acres

51 Golding Road, Windham, VT 05359

$799,000 | 1035 Highway 121, Windham, VT 05359
1/51
Virtual Tour

$799,000

4
Bedrooms
3,992
Square Feet
17.1
Acres

1035 Highway 121, Windham, VT 05359

$375,000 | 715 Chase Road, Windham, VT 05359
1/31

$375,000

4
Bedrooms
3,502
Square Feet
1.3
Acres

715 Chase Road, Windham, VT 05359

$399,000 | 254 Lawrence Drive, Townshend, VT 05359
1/26
Active Under Contract

$399,000

2
Bedrooms
1,304
Square Feet
1.12
Acres

254 Lawrence Drive, Townshend, VT 05359

$815,000 | 2148 Abbott Road, Windham, VT 05359
1/38
Active Under Contract

$815,000

4
Bedrooms
2,880
Square Feet
53
Acres

2148 Abbott Road, Windham, VT 05359

Explore Nearby Homes

More information about 5855 Windham Hill Road, Windham, VT 05359

5855 Windham Hill Road is a single family home for sale in Windham, VT 05359. This property was listed for sale on August 12, 2026 by Four Seasons Sotheby's Int'l Realty, it's currently listed at $499,000. This listing's school districts are West River Valley Modified Union Education District #72b, Windham School District. Nearby schools include Windham Elementary School and Leland & Gray Uhsd #34. 5855 Windham Hill Road is a 2-bed, 2-bath single family home built in 2006.

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.

Listing Courtesy of Four Seasons Sotheby's Int'l 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 08/31/2026 10:57 AM