• Property photo 1
    Winhall, VT $2,250,000
  • Property photo 2
    Winhall, VT $2,250,000
  • Property photo 3
    Winhall, VT $2,250,000
  • Property photo 4
    Winhall, VT $2,250,000
  • Property photo 5
    Winhall, VT $2,250,000
  • Property photo 6
    Winhall, VT $2,250,000
  • Property photo 7
    Winhall, VT $2,250,000
  • Property photo 8
    Winhall, VT $2,250,000
  • Property photo 9
    Winhall, VT $2,250,000
  • Property photo 10
    Winhall, VT $2,250,000
  • Property photo 11
    Winhall, VT $2,250,000
  • Property photo 12
    Winhall, VT $2,250,000
  • Property photo 13
    Winhall, VT $2,250,000
  • Property photo 14
    Winhall, VT $2,250,000
  • Property photo 15
    Winhall, VT $2,250,000
  • Property photo 16
    Winhall, VT $2,250,000
  • Property photo 17
    Winhall, VT $2,250,000
  • Property photo 18
    Winhall, VT $2,250,000
  • Property photo 19
    Winhall, VT $2,250,000
  • Property photo 20
    Winhall, VT $2,250,000
  • Property photo 21
    Winhall, VT $2,250,000
  • Property photo 22
    Winhall, VT $2,250,000
  • Property photo 23
    Winhall, VT $2,250,000
  • Property photo 24
    Winhall, VT $2,250,000
  • Property photo 25
    Winhall, VT $2,250,000
  • Property photo 26
    Winhall, VT $2,250,000
  • Property photo 27
    Winhall, VT $2,250,000
  • Property photo 28
    Winhall, VT $2,250,000
  • Property photo 29
    Winhall, VT $2,250,000
  • Property photo 30
    Winhall, VT $2,250,000
  • Property photo 31
    Winhall, VT $2,250,000
  • Property photo 32
    Winhall, VT $2,250,000
  • Property photo 33
    Winhall, VT $2,250,000
  • Property photo 34
    Winhall, VT $2,250,000
  • Property photo 35
    Winhall, VT $2,250,000
  • Property photo 36
    Winhall, VT $2,250,000
  • Property photo 37
    Winhall, VT $2,250,000
  • Property photo 38
    Winhall, VT $2,250,000
  • Property photo 39
    Winhall, VT $2,250,000
  • Property photo 40
    Winhall, VT $2,250,000

165 High Meadow Road

Winhall, VT 05340

MLS # 5111781 Residential Active
David Powers ·
0
Bedrooms
0
Bathrooms
0
Acres
0
Square Feet

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. 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.

Property Status: Active
Price: $2250000.00
Assessed: N/A
Assessed Year: N/A
County: VT-Bennington
Acres: 1.08
Property Type: Single Family Residence
Year Built: 1988
Agency/Brokerage: Agent: David Powers
Office: 42 North LP
Cooperation Fee: N/A
Bedrooms: 4
Total Baths: 5.00
Sq. Ft. (Total): 3034
Tax Year: 2026
Taxes: $15258.81
Association Fees: N/A
# Of Stories: N/A
Sq. Ft. (Total): 3034
Sq. Ft. (Above Ground): N/A
Sq. Ft. (Below Ground): N/A
Sq. Ft. Unfinished: N/A
Rooms: N/A
Bedrooms: 4
Baths: 5.00
Interior Desc: N/A
Appliances Included: N/A
Flooring: N/A
Heating Cooling Fuel: N/A
Water Heater: N/A
Basement Desc: N/A
Style of Residence: Contemporary, Walkout Lower Level
House Color: N/A
Time Share: N/A
Resort: N/A
Exterior Desc: N/A
Exterior Details: N/A
Amenities/Services: N/A
Land Desc.: N/A
Suitable Land Usage: N/A
Roof Desc.: N/A
Driveway Desc.: N/A
Foundation Desc.: N/A
Sewer Desc.: N/A
Garage/Parking: N/A
Garage Spaces: N/A
Road Frontage: N/A

What's Nearby

Finding what's nearby…

No schools found for this town.

Mortgage Calculator

20%
Monthly Principal & Interest $0
Monthly Property Tax $0
Monthly Insurance $0
Total Monthly Payment $0
Loan Amount $0
Total Interest Paid $0
Total Cost $0

Paul Geary

Your Agent

8027603123

Paul Geary