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  • Listed by: 42 North LP • David Powers
    $2,250,000

    165 High Meadow Road, Winhall, VT 05340

    4beds
    3,034sqft
    : 
    $17,762/mo
    Get pre-qualified
    Single Family Residence
    Built in 1988
    1.08 Acres Lot
    $2,171,600 Zestimate®
    $742/sqft
    $-- HOA

    What's special

    Stone wood-burning fireplaceRooftop solarBarrel saunaHeated in-ground poolIndoor swingHot tubOpen great room
    Wandering Moose: a rare heated-pool ski house on High Meadow, on the Stratton winter shuttle route. Rebuilt top to bottom in 2024 with a designer interior, then finished with a heated in-ground pool (2025), hot tub, barrel sauna, Level 2 EV charger and rooftop solar. Open great room with stone wood-burning fireplace and indoor swing, open kitchen and dining, walkout lower level with wet bar and arcade, 4 bedrooms and 4.5 baths. One of the only private heated-pool rentals near Stratton, and it earns like it: $155,716 gross in 2025 and $216,999 trailing 12 months; about $102,000 in confirmed future bookings on the books (9 stays). GOLF-COURSE ESTATE OPPORTUNITY: the seller also owns the adjoining Indian Paint Brush building lots (Lots E-13R & E-14R, 2.48± ac), which abut the Stratton golf course and are listed separately at $500,000. Buy both: live in or rent the Moose while you build your estate next door. Featured on the Destination Channel's Staycation TV program. PORTFOLIO FOR SALE: This property is one of five 42 North properties in Winhall offered individually or together (four turnkey short-term rentals + the Indian Paint Brush building lot; ~$560K combined trailing-12-month gross rental revenue). Ask about package pricing. Listing broker David Powers is a principal and beneficial owner of the selling entity. Potential tax advantages for STR buyers (non-passive treatment, cost segregation, bonus depreciation) - consult your tax advisor. Revenue figures are gross rental revenue excluding taxes, before expenses; unaudited; past results do not guarantee future results.
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    Zillow last checked:

    Listing updated:

    Listed by:

    David Powers,

    42 North LP 802-214-2714

    Source: PrimeMLS,MLS#: 5111781MLS Logo

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 4
      • Bathrooms: 5
      • Full bathrooms: 4
      • 1/2 bathrooms: 1
      Heating
      • Oil, Solar, Baseboard, Heat Pump, Hot Water
      Cooling
      • Central Air
      Appliances
      • Included: Dishwasher, Dryer, Microwave, Refrigerator, Washer
      Features
      • Kitchen/Dining, Primary BR w/ BA, Sauna, Wet Bar
      • Flooring: Carpet, Hardwood, Tile
      • Basement: Finished,Walkout,Walk-Out Access
      • Number of fireplaces: 1
      • Fireplace features: Wood Burning, 1 Fireplace
      • Furnished: Yes
      Interior area
      • Total structure area: 3,034
      • Total interior livable area: 3,034 sqft
      • Finished area above ground: 2,110
      • Finished area below ground: 924

      Property

      Parking
      • Total spaces: 2
      • Parking features: Shared Driveway, Gravel, Driveway, Garage
      • Garage spaces: 2
      • Has uncovered spaces: Yes
      Features
      • Levels: Two,Walkout Lower Level
      • Stories: 2
      • Patio & porch: Patio
      • Exterior features: Deck, Sauna
      • Has private pool: Yes
      • Pool features: In Ground
      • Has spa: Yes
      • Spa features: Heated
      • Has view: Yes
      • View description: Mountain(s)
      Lot
      • Size: 1.08 Acres
      • Features: Ski Area, Wooded, Near Golf Course, Near Skiing
      Details
      • Parcel number: 77124511373
      • Zoning description: Residential
      • Special conditions: Standard

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Contemporary
      • Property subtype: Single Family Residence
      Materials
      • Wood Frame, Wood Siding
      • Foundation: Poured Concrete
      • Roof: Asphalt Shingle
      Condition
      • New construction: No
      • Year built: 1988

      Utilities & green energy

      • Electric: Circuit Breakers
      • Sewer: Public Sewer
      • Utilities for property: Other

      Community & HOA

      Community
      • Subdivision: High Meadows
      Location
      • Region: Bondville

      Financial & listing details

      • Price per square foot: $742/sqft
      • Tax assessed value: $993,800
      • Annual tax amount: $15,258
      • Date on market: 9/28/2026
      • Road surface type: Paved

        Estimated market value

        $2,171,600

        $2.06M - $2.28M

        $7,385/mo

        Price history

        DateEventPrice
        9/28/2026Listed for sale$2,250,000+348.2%$742/sqft
        Source: PrimeMLS #5111781 Report a problem
        9/4/2020Sold$502,000$165/sqft
        Source: PrimeMLS #4732265 Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$11,567 $418,600
        2024-- $418,600
        2023-- $418,600
        2022-- $418,600
        2021-- $418,600
        2020-- $418,600
        2019-- $418,600
        2018-- $418,600
        2017-- $418,600
        2016-- $418,600 +9900%
        2015-- $4,186
        2014-- $4,186
        2013-- $4,186
        2012-- $4,186
        2011-- $4,186
        2010-- $4,186 -0.3%
        2009-- $4,200
        2008-- $4,200
        2007-- $4,200
        Find assessor info on the county website

        Monthly payment

        Est. payment

        Payment breakdown

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        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.
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        Climate risks

        Neighborhood: 05340

        Getting around

        0 / 100
        Car-Dependent
        5 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating
        Schools provided by the listing agent
        • District: Winhall School District

        Source: PrimeMLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.

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