Views - Golf Course
Address
165 High Meadow Road, Winhall, VT
Price
$ 2,250,000
Property Attributes
- MLS#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
Year Built
Massachusetts MLS Property Info Network (MLSPIN) - The property listing data and information set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information are for the personal, non commercial use of consumers having a good faith interest in purchasing or leasing listed properties of the type displayed to them and
Copyright 2026 PrimeMLS. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on
this Site comes in part from the IDX Program of PrimeMLS. The information
being provided is for consumers' personal, non-commercial use and may
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
