Property Attributes
- MLS#5111779
- TypeSingle Family
- Listing Status Active
- CountyBENNINGTON
- CityWinhall
- AreaBennington
- NeighborhoodHigh Meadows
- Zip05340
- StyleContemporary
- Year Built1987
- Price$ 1,500,000
- Bedrooms5
- Full Bathrooms4
- Half Bathrooms0
- Sqr Footage4173
- Lot Size1 Acres
Data Source:
PrimeMLS
Property 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.
| Price History | |
|---|---|
| 9/28/2026 | Listed $1,500,000 |
General Features
| Road Frontage | TBD |
|---|---|
| Sewer | Public |
| Heating | Oil,Wood,Baseboard,Hot Water,Mini Split |
| Cooling | Mini Split,Ductless |
| Utilities | Other |
| Possession | At Closing |
| Roof | Asphalt Shingle |
| Appliances | Dishwasher,Dryer,Microwave,Refrigerator,Washer |
| Easements | Unknown |
| Pets Allowed | Yes |
| Garage | Yes |
| Flood Zone | Unknown |
| Zoning | Residential |
| Full Baths | 4 |
| Bathrooms | 4 |
| Year Built | 1987 |
| Electric | Circuit Breaker(s) |
| Subdivision | High Meadows |
| Style | Contemporary |
| Stories Count | 2 |
| Type | Single Family |
| Documents Available | Covenants,Deed,Plot Plan,Property Disclosure,Tax Map |
| Property Condition | Existing |
| Assessment Amount | 1051100 |
| Tax Year | 2026 |
| Covenants | Yes |
| Construction Materials | Wood Frame,Cedar Exterior |
| Directions | Route 30 to Stratton Mountain Road,then to High Meadow Road; #180 on High Meadow. |
| City | Winhall |
| Property Class | Residential |
| School District | Winhall School District |
| Seasonal | No |
| Price Per Sq Ft Total AG | 411.97 |
| Last Updated | 09/28/2026 16:35:13 |
Interior Features
| Basement Description | Partially Finished |
|---|---|
| Interior Amenities | Cathedral Ceiling,Wood Fireplace,2 Fireplaces,Furnished,Hot Tub,Kitchen/Dining,Primary BR w/ BA,Walk-in Closet,1st Floor Laundry |
| Basement | Yes |
| Flooring | Carpet,Hardwood,Tile |
| Beds | 5 |
| Total Rooms | 9 |
| Total Number of Units | 1 |
| Internet | High Speed Intrnt at Site |
| Total Finished Area | 4173 |
| Basement Access Type | Interior |
Exterior Features
| Lot Features | Country Setting,Mountain View,Ski Area,Wooded,Near Golf Course,Near Skiing |
|---|---|
| Exterior Amenities | Deck,Hot Tub,Porch |
| Driveway | Gravel |
| Lot Size Area | 1 |
| Water Source | Public |
| Parking Features | Driveway,Garage |
| Garage Capacity | 2 |
| Foundation | Poured Concrete |
| Road Frontage Type | Paved,Privately Maintained |
| Surveyed | Unknown |
| Lot Size Square Feet | 43560 |
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
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not be used for any purpose other than to identify prospective properties
consumers may be interested in purchasing. Data last updated September 28, 2026 12:52 PM UTC