180 High Meadow Road Winhall, VT $ 1,500,000
180 High Meadow Road
$ 1,500,000
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180 High Meadow Road

Winhall, VT, 05340
$ 1,500,000
Bedrooms5 Baths4.0 Sq 4,173

Monthly Estimate*

$ 9,471

Listed by David Powers, 42 North LP, 802-214-2714, david@42n.homes
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Single Family Home for sale in Winhall, VT

for $1,500,000 with 5 bedrooms and 4 full baths. This 4,173 square foot home was built in 1987 on a lot size of 1.

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.

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Single Family Active

Price

$ 1,500,000

Bedrooms

5

Full Bath

4

Property Type

Single Family

Taxes

$ 0

Style

Contemporary

Lot Size

1

Year Built

1987

Town/City

Winhall

County/Region

Bennington

MLS | Web ID

5111779

Features
Interior
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
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General
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
Pets Allowed Yes
Garage Yes
Flood Zone Unknown
Zoning Residential
3/4 Baths 0
Full Baths 4
Half Baths 0
Bathrooms 4
Year Built 1987
Electric Circuit Breaker(s)
Subdivision High Meadows
Style Contemporary
Stories Count 2
Type Single Family
Property Condition Existing
Assessment Amount 1051100
Tax Year 2026
Status Detail 0
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
School District Winhall School District
Seasonal No
DOM 0
Price Per Sq Ft Total AG 411.97
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Exterior
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
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* Excluded Features
List By
David Powers

Listing Agent

42 North Lp

Broker

(802) 214-2714

Phone

david@42n.homes

Email

Affordability Calculator

$9,471
Per Month
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Monthly Principal & Interest
$9,471
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Monthly Home Insurance
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Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
5572120 Elementary School
5554171 Middle School
Unknown High School High School
Pricing History
DatePricePrice ChangeDescription
9/28/2026$1,500,000 Listed Price

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180 High Meadow Road, Winhall, VT, 05340 is a Single Family Home for sale at $1,500,000 with 4,173 sqft and a lot size of 1. 180 High Meadow Road has 5 bedrooms, 4.0 baths, and was built in 1987. The property's zip code is 05340 which is in Winhall, VT