5855 Windham Hill Road

Listed By Sotheby's International Realty

Active

$499,000

Est: $3,166/moGet pre-approved

2 beds2 baths

5855 Windham Hill Rd, Windham, VT 05359

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.

Listing Agent

Keith Nowak
Listing Agent
Sotheby’s International Realty
P: (802) 464-1200
M: (201) 248-1499
Call Text

59 days on Market

Last updated: 09/06/2026 04:38 PM • Source: New England Real Estate Network, MLS#: 5104617

Location

Homepage
VT
Windham County
Windham
05359
5855 Windham Hill Rd

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$3,166 per month

30 year fixed, 7.03% Interest

Principal and Interest

$2,664

Property Taxes

$502

HOA Dues

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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

Date	Event & Source	Price	Appreciation
Aug 12, 2026	Listed (Active) New England Real Estate Network #5104617	$499,000	—

Date	Event & Source	Price
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

5855 Windham Hill Road

Beds

Baths

Total Finished SqFt

1,660 SqFt

Above Grade Finished SqFt

1,660 SqFt

Unfinished Basement SqFt

952 SqFt

Stories

Schools near 5855 Windham Hill Road

This home is within Windham School District.


Rating	School	Type	Grades	Distance
NR	Windham Elementary School	Public - Serves this home	PK to 6	0.1 mi
3/10	Leland & Gray Uhsd #34	Public - Serves this home	6 to 12	8.6 mi


Rating	School	Distance
NR	Windham Elementary School PublicPK to 6 Serves this home	0.1 mi
3/10	Leland & Gray Uhsd #34 Public6 to 12 Serves this home	8.6 mi

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 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 Sotheby’s International 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.

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 10/11/2026 05:54 AM