Views - Golf Course
Listed By:
David Powers with 42 North LP;
Address
165 High Meadow Road, Winhall, VT
Price
$ 2,250,000
Property Attributes
  • ID#5111781
  • TypeSingle Family
  • Listing Status Active
  • CountyBENNINGTON
  • CityWinhall
  • AreaBennington
  • NeighborhoodHigh Meadows
  • Zip05340
  • StyleContemporary,Walkout Lower Level
  • Year Built1988
  • Price$ 2,250,000
  • Bedrooms4
  • Full Bathrooms4
  • Half Bathrooms1
  • Sqr Footage3034
  • Lot Size1.08 Acres
Data Source:
PrimeMLS
Property Description

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.

Price History
9/28/2026 Listed $2,250,000

General Features

Road Frontage TBD
Sewer Public
Heating Oil,Solar,Baseboard,Heat Pump,Hot Water
Cooling Central AC
Utilities Other
Possession At Closing
Roof Asphalt Shingle
Appliances Dishwasher,Dryer,Microwave,Refrigerator,Washer
Easements Yes
Pets Allowed Yes
Garage Yes
Flood Zone Unknown
Zoning Residential
Full Baths 4
Half Baths 1
Bathrooms 5
Year Built 1988
Electric Circuit Breaker(s)
Subdivision High Meadows
Style Contemporary,Walkout Lower Level
Stories Count 2
Type Single Family
Documents Available Covenants,Deed,Plat/Grid Map,Property Disclosure,Survey
Property Condition Existing
Assessment Amount 993800
Tax Year 2026
Covenants Yes
Construction Materials Wood Frame,Wood Siding
Directions Route 30 to Stratton Mountain Road,then to High Meadow Road; number 165.
City Winhall
Property Class Residential
School District Winhall School District
Seasonal No
Price Per Sq Ft Total AG 1066.35
Last Updated 09/28/2026 16:32:17

Interior Features

Basement Description Finished,Walkout
Interior Amenities Wood Fireplace,1 Fireplace,Furnished,Hot Tub,Kitchen/Dining,Primary BR w/ BA,Sauna,Wet Bar
Basement Yes
Flooring Carpet,Hardwood,Tile
Beds 4
Total Rooms 8
Total Number of Units 1
Internet High Speed Intrnt at Site
Total Finished Area 3034
Basement Access Type Walkout

Exterior Features

Lot Features Mountain View,Ski Area,Wooded,Near Golf Course,Near Skiing
Exterior Amenities Deck,Hot Tub,Patio,In-Ground Pool,Sauna
Driveway Common/Shared,Gravel
Lot Size Area 1.08
Water Source Public
Parking Features Driveway,Garage
Garage Capacity 2
Foundation Poured Concrete
Lot E-12R
Road Frontage Type Paved,Privately Maintained
Surveyed Yes
Lot Size Square Feet 47045

Amenities

  • Foreclosure
  • Views
  • Short Sale
  • New Construction
  • Adult 55+
  • Lease To Own
  • No HOA Fees
  • Furnished
  • Primary On Main
  • Air Conditioning
  • Seller Finance
  • Green
  • Fixer Upper
  • Horse
  • Golf
  • Fireplace
  • Deck
  • Garage
  • Basement
  • Pool

Property vs Single Family Average in 05340

Statistics provided by Inside Real Estate

Price
AVG $1.33M
$2.25M
Year Built
AVG 1989
1988

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