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Listed By:
David Powers with 42 North LP;
Address
180 High Meadow Road, Winhall, VT
Price
$ 1,500,000
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

Price
AVG $1.33M
$1.5M
Year Built
AVG 1989
1987

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