Property Details
Basic Information
- Property Type: Single Family
- Property Style: Contemporary
- MLS Number: 5111779
- Mls Status: Active
- List Price: $1,500,000
- Lot Description: Country Setting, Mountain View, Ski Area, Wooded, Near Golf Course, Near Skiing
- Date Listed: 09/28/2026
- Description: First Chair Lair: a proven, turnkey Stratton rental on High Meadow, on the complimentary winter-weekend Stratton shuttle route and about 5 minutes to the base. Two-story great room with brick wood-burning fireplace and cathedral pine ceilings, renovated 2024-25 kitchen and baths, dining for 12, private hot-tub deck, and a lower-level game room (pool table, arcade, darts, foosball). Five bedrooms including a king suite with soaking tub, a fireplace queen, and a bunk room; 4 full baths; 2-car garage; town water and sewer. INCOME: $158,731 gross in 2025; $147,057 trailing 12 months; about $115,000 in confirmed future bookings on the books (11 stays, including long winter stays). Currently marketed for 8 guests; capacity can increase to 12 with a fire-alarm system upgrade (quote on file). Sold fully furnished with bookings, website presence and optional continued professional management by 42 North. 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.
Building
- Acreage: 1
- Square Feet: 4,173
- Year Built: 1987
- Zoning: Residential
- Stories: 2
- Roof: Asphalt Shingle
- Building Construction: Wood Frame, Cedar Exterior
- Foundation: Poured Concrete
Location
- County: Bennington
- Subdivision: High Meadows
- Town: Winhall
Finance
- Taxes: $16,138
Interior Features
Bedrooms
- Bedrooms: 5
Bathrooms
- Bathrooms: 4
- Full Baths: 4
Basement
- Basement: Partially Finished
Utilities and Appliances
Utilities and Appliances
- Utilities: Other
- Appliances Included: Dishwasher, Dryer, Microwave, Refrigerator, Washer
- Appliances: Dishwasher, Dryer, Microwave, Refrigerator, Washer
Community
Amenities
- Other Amenities: Basement, Fireplace
Other Details
Water
- Water: Public