Skip to content
Bean Group
← Back to search
Offered at $2,250,000Active
beds
4
baths
5
sq ft
3,034
Built
1988

165 High Meadow Road

Winhall, VT 05340

About this home

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.

Listing last checked: Listing updated:

Listed by David Powers · 42 North LP · MLS #5111781

Request property information

Select a document to start a request. You can add others in the form. Availability varies.

Details at a glance

Interior5 property facts
Rooms
8
Heating
Baseboard, Heat Pump, Hot Water, Oil, Solar
Cooling
Central Air
Flooring
Carpet, Hardwood, Tile
Basement
Yes · Finished, Walkout
Building5 property facts
Style
Single Family Residence
Year built
1988
Garage
2
Parking
2
Roof
Shingle
Land & utilities5 property facts
Lot size
1.08 acres
Water
Public
Sewer
Public Sewer
Pool
Yes · In-Ground Pool
Zoning
Residential
Financial2 property facts
Annual taxes
$15,259
Assessment year
2026

Location

Estimated monthly cost

Explore costs at the $2,250,000 asking price. Adjust the assumptions to your situation.

Known monthly costs$12,649 / monthAdjust
Principal & interest
$11,377
Property tax
$1,272
Insurance
Not entered
HOA
Not entered

Listing annual taxes: $15,259. Initial monthly tax is one twelfth of that amount. HOA amount was not supplied.

Partial estimate: add insurance, monthly HOA to include those costs. Blank amounts are unknown.

The initial 6.5% rate is illustrative, not a current rate or lender quote. Excludes utilities, maintenance, closing costs and mortgage insurance, which may apply with a down payment below 20%. Taxes and insurance can change.

More property insights

Photo-based condition insights

Overall presentation: above average

Explore more of Winhall

Continue your search in Winhall.

Need help making sense of this home?

About 165 High Meadow Road

Can I request a private showing?

Request a tour of 165 High Meadow Road and a Bean Group agent will help coordinate an available time with the listing side.

Can you help me evaluate this property?

Yes. We can discuss condition, comparable sales, offer strategy and the questions worth asking before you decide whether to proceed.

Are property documents available?

Availability varies by property and source. Request the documents you need and we will help obtain what is available.