New Listing

165 high meadow road, Winhall, VT 05340

$2,250,000

4 BEDS 5 BATHS
3,034 SQFT1.08 AC LOT
Residential
New Listing
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Bedrooms 4
Total Baths 5
Full Baths 4
Square Feet 3034
Acreage 1.08
Status Active
MLS # 5111781
County VT-Bennington
More Info
Category Residential
Status Active
Square Feet 3034
Acreage 1.08
MLS # 5111781
County VT-Bennington
Listed By: Listing Agent David Powers
42 North LP
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 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.

Exterior Features

  • Style Contemporary, Walkout Lower Level
  • Construction Single Family
  • Siding Wood Frame, Wood Siding
  • Exterior Deck, Hot Tub, Patio, In-Ground Pool, Sauna
  • Roof Asphalt Shingle
  • Garage Yes
  • Garage Description Driveway, Garage
  • Water Public
  • Sewer Public
  • Lot Description Mountain View, Ski Area, Wooded, Near Golf Course, Near Skiing

Interior Features

  • Appliances Dishwasher, Dryer, Microwave, Refrigerator, Washer
  • Heating Oil, Solar, Baseboard, Heat Pump, Hot Water
  • Cooling Central Air
  • Basement Finished, Walk-Out Access
  • Living Area 3,034 SQFT
  • Year Built 1988
  • Stories Two

Neighborhood & Schools

  • Subdivision High Meadows
  • School Disrict Winhall School District

Financial Information

  • Zoning Residential

Listing Information

Listing Provided Courtesy of 42 North LP
Copyright 2026 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this display 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 10/01/2026.
Listing data is current as of 10/01/2026.

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