165 High Meadow RD, Winhall, VT 05340
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165 High Meadow RD, Winhall, VT 05340
165 High Meadow RD, Winhall, VT 05340
165 High Meadow RD, Winhall, VT 05340
165 High Meadow RD, Winhall, VT 05340
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Vermont Real Estate Company

Vermont Real Estate Company

+1(802) 540-8300
Listed by David Powers • 42 North LP
$ 2,250,000
Est. payment /mo
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165 High Meadow RD Winhall, VT 05340

4 Beds

5 Baths

3,034 SqFt

UPDATED:

Key Details

Property Type Single Family Home

Sub Type Single Family

Listing Status Active

Purchase Type For Sale

Square Footage 3,034 sqft

Price per Sqft $741

Subdivision High Meadows

MLS Listing ID 5111781

Style Contemporary,Walkout Lower Level

Bedrooms 4

Full Baths 4

Half Baths 1

Construction Status Existing

Year Built 1988

Annual Tax Amount $15,258

Tax Year 2026

Lot Size 1.080 Acres

Acres 1.08

Property Sub-Type Single Family

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.

Location

State VT

County Vt-bennington

Area Vt-Bennington

Zoning Residential

Rooms

Basement Entrance Walkout

Basement Finished, Walkout

Interior

Heating Oil, Solar, Baseboard, Heat Pump, Hot Water

Cooling Central AC

Flooring Carpet, Hardwood, Tile

Inclusions Furnishings

Exterior

Parking Features Yes

Garage Spaces 2.0

Utilities Available Other

Roof Type Asphalt Shingle

Building

Lot Description Mountain View, Ski Area, Wooded, Near Golf Course, Near Skiing

Story 2

Sewer Public

Water Public

Architectural Style Contemporary, Walkout Lower Level

Construction Status Existing

Schools

School District Winhall School District

Others

Special Listing Condition None

PrimeMLS

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165 High Meadow RD

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Vermont Real Estate Company
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