165 High Meadow Road,Winhall, VT 05340
Winhall, VT 05340
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 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.
Details
| MLS # | 5111781 |
|---|---|
| Listing Type | For Sale |
| Style | House |
| Sub-Type | Resale |
| Status | (10) Active - Active |
| Year | 1988 |
| Days On Site | 8 |
| Listing Provided By | 42 North LP | David Powers |
Features
| Bed(s) | 4 |
|---|---|
| Bath(s) | 5 Total |
| Garage | 2 |
| Basement | Y |
| Pool | Yes |
| Story(s) | 2 |
| Zoning | Residential |
| Acreage | 1.08 |
Interior
| Rooms Total | 8 |
|---|---|
| Cooling | Central Air |
| Heating | Oil, Solar, Baseboard, Heat Pump, Hot Water |
| Interior Features | Wood Fireplace, 1 Fireplace, Furnished, Hot Tub, Kitchen/Dining, Primary BR w/ BA, Sauna, Wet Bar |
| Appliances | Dishwasher, Dryer, Microwave, Refrigerator, Washer |
Exterior
| Exterior Features | Deck, Hot Tub, Patio, In-Ground Pool, Sauna |
|---|---|
| Roof | Asphalt Shingle |
| Construction Materials | Wood Frame, Wood Siding |
| Foundation Details | Poured Concrete |
| Lot Features | Mountain View, Ski Area, Wooded, Near Golf Course, Near Skiing |
Parking
| Garage Yes / No | Yes |
|---|---|
| Parking Features | Driveway, Garage |
Utilities
| Utilities | Other |
|---|---|
| Electric | Circuit Breakers |
| Sewer | Public |
Taxes
| Tax Annual Amount | 15258.81 |
|---|---|
| Tax Assessed Value | 993800 |
| Tax Lot | E-12R |
| Tax Year | 2026 |
Area Information
| State | VT |
|---|---|
| County | Bennington |
| City | Winhall |
| Zip Code | 05340 |
| Area | VT Bennington |
| Community Name | High Meadows |
| School District | Winhall School District |
| Listing VS Median (in High Meadows) | |
Price: $2,250,000 low | high Med: $0 On site: 8 low | high Med: | |
Market Activity 05340
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Learn More About This Property
| State | VT |
|---|---|
| County | Bennington |
| City | Winhall |
| Zip Code | 05340 |
| Area | VT Bennington |
| Community Name | High Meadows |
| School District | Winhall School District |
| Listing VS Median (in High Meadows) | |
Price: $2,250,000 low | high Med: $0 On site: 8 low | high Med: | |
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