Skip main navigation
For sale by owner
  • Price cut: $49K (6/21)
    $549,999

    2766 Windham Hill Rd, Windham, VT 05359

    3beds
    2,400sqft
    : 
    Loading
    Get pre-qualified
    SingleFamily
    Built in 1800
    20 Acres Lot
    $-- Zestimate®
    $229/sqft
    $-- HOA

    What's special

    Sweeping rural viewsMature flower gardensPerennial food gardenPastures for homesteadingAbundant lawnNew hot water heaterFruit trees and bushes
    Historic Southern Vermont Homestead. Post & Beam 3 BR/3BA plus loft Farmhouse with 2 car post & beam garage/barn, and versatile detached barn. Easily converted to have an 1.5BR/1BA rental or in law suite. Two beautifully updated full baths and new hot water heater. Northern walls insulated. In addition to the 4 zone furnace, there are 2 wood stoves plus a propane stove that looks like a "wood" stove", but runs without electricity if needed, to lower seasonal heating footprint. Upgraded electrical wiring in key areas. There is a newer 16x34 foot barn with water access and electric. Spread across almost 20 private acres, the property delivers sweeping rural views, pastures for homesteading, and is located on desirable Windham Hill Road with abundant lawn, mature flower gardens, fruit trees and bushes, perennial food garden, and three fields separated by mixed wood, and thousands of linear feet of centuries old stone walls and paths. Buyer Agents Welcome.
    What the owner loves about this home
    The Windham Hill Community is a vibrant and engaged one, with weekly on-going gatherings at the Country Store and summer farmers market. Home is central to the wonderful outdoor activities that Vermont has to offer: skiing, hiking, swimming, or just relaxing by the fire pit. In addition to the three zone heating system, the home has two wood burning stoves, and the rental/in-law suite has a propane stove to insure heat and ambiance. There is also an artesian well in addition to the drilled well that supplies water to the home, so during a power outage heat and water are available. The kitchen has exposed post & beam with lighting by world renowned local glass blower Robert DuGrenier. There is a heated sun room that doubles as an office/laundry room. The main house bath has a walk in shower and a deep soaking tub. Wood floors throughout, some original.
    40 days
    |
    1,346
    |
    95
    |
    Listed by:

    Property Owner (732) 216-5850

    This property is for sale by owner and Zillow, Inc. is displaying it at the owner's request. It is not subject to a listing agreement with Zillow, Inc. or its affiliates.

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 3
      • Bathrooms: 3
      • Full bathrooms: 2
      • 3/4 bathrooms: 1
      Heating
      • Baseboard, Other, Stove, Oil, Propane / Butane, Wood / Pellet
      Appliances
      • Included: Dishwasher, Dryer, Freezer, Microwave, Range / Oven, Refrigerator, Washer
      Features
      • Flooring: Softwood, Other, Hardwood, Laminate
      • Basement: Unfinished
      Interior area
      • Total interior livable area: 2,400 sqft

      Property

      Parking
      • Total spaces: 4
      • Parking features: Garage - Attached, Off-street
      Features
      • Exterior features: Stone, Wood, Metal
      • Has view: Yes
      • View description: Mountain
      Lot
      • Size: 20 Acres
      Details
      • Parcel number: 32410110515

      Construction

      Type & style
      • Home type: SingleFamily
      Materials
      • Roof: Metal
      Condition
      • New construction: No
      • Year built: 1800

      Community & HOA

      Location
      • Region: Windham

      Financial & listing details

      • Price per square foot: $229/sqft
      • Tax assessed value: $342,500
      • Date on market: 5/26/2026

        Estimated market value

        Not available

        Estimated sales range

        Not available

        $3,293/mo

        Price history

        DateEventPrice
        6/21/2026Price change$549,999-8.2%$229/sqft
        Source: Owner Report a problem
        6/15/2026Price change$599,000-7.7%$250/sqft
        Source: Owner Report a problem
        6/3/2026Price change$649,000-7.2%$270/sqft
        Source: Owner Report a problem
        5/26/2026Listed for sale$699,000-12.5%$291/sqft
        Source: Owner Report a problem
        8/11/2025Listing removed--
        Source: Owner Report a problem
        6/11/2025Price change$799,000-5.9%$333/sqft
        Source: Owner Report a problem
        6/2/2025Listed for sale$849,000+253.8%$354/sqft
        Source: Owner Report a problem
        8/17/2016Sold$240,000+289%$100/sqft
        Source: PrimeMLS #4499310 Report a problem
        5/17/2008Listing removed$61,690$26/sqft
        Source: Coldwell Banker** #2712219 Report a problem
        4/4/2008Listed for sale$61,690$26/sqft
        Source: Coldwell Banker** #2712219 Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2024-- $342,500 +6.8%
        2023-- $320,600
        2022-- $320,600 +40.1%
        2021-- $228,900
        2020-- $228,900
        2019-- $228,900
        2018-- $228,900 -10%
        2017-- $254,400 -23.6%
        2016-- $332,800 +9900%
        2015-- $3,328
        2014-- $3,328
        2013-- $3,328
        2012-- $3,328
        2011-- $3,328
        2010-- $3,328
        2009-- $3,328
        2008-- $3,328 +115.3%
        2007-- $1,546
        2006-- $1,546 +6.4%
        2003$1,730 $1,453

        Find assessor info on the county website

        Monthly payment

        Est. payment

        Payment breakdown

        Explore the cost of this home by adjusting the details. Changes won't be saved.
        All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
        HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
        Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
        See how much you could borrow to make a competitive offer.

        Climate risks

        Neighborhood: 05359

        Getting around

        3 / 100
        Car-Dependent
        17 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating

        A local agent can set up tours, give advice and negotiate with sellers.

        Browse local experts

        Similar homes

        Skip to the end of the carouselSkip to the beginning of the carousel