30 Upper Woods and Water Road Winhall, VT $ 575,000
30 Upper Woods and Water Road
$ 575,000
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30 Upper Woods and Water Road

Winhall, VT, 05340
$ 575,000
Bedrooms4 Baths3.0 Sq 2,400

Monthly Estimate*

$ 3,540

Listed by Carrie Mathews, Winhall Real Estate, 802-236-8458, carrie@winhallrealestate.com
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Single Family Home for sale in Winhall, VT

for $575,000 with 4 bedrooms and 3 full baths. This 2,400 square foot home was built in 1965 on a lot size of 4.48.

Perched to capture breathtaking long-range views, this striking ski home offers an unforgettable vantage point of Magic Mountain and Stratton, with Bromley visible to the northwest—a daily reminder that some of Southern Vermont’s best skiing and outdoor adventure are just minutes away. With its cool, modern vibe and classic alpine character, the home perfectly blends style, comfort, and mountain living. The main living area is designed to showcase the spectacular scenery, with large windows that frame the surrounding mountains and fill the space with natural light. A wood-burning fireplace anchors the living room, creating the perfect spot to gather after a day on the slopes. Clean architectural lines, warm materials, and thoughtful updates give the home a contemporary yet welcoming feel throughout. Several upgrades and renovations provide comfort and efficiency for years to come. The property also includes a carport, providing convenient covered parking so you won’t have to clear snow off your car after a Vermont snowfall, along with space for skis and all the gear that comes with an active mountain lifestyle. Perfectly located just minutes from Bromley Mountain and a short drive to Stratton Resort, this home is ideally positioned for year-round recreation—from skiing and snowboarding in winter to hiking, biking, and golf in the warmer months. An added benefit of this property, if you opt to join, is that a Bromley Bond is available, providing driveway plowing, and garbage pickup services. Whether you are seeking a full-time residence or a retreat, this unique mountain home offers style, views, and an unbeatable Southern Vermont location. Closing to occur on or after June 15. The buyer may elect to close earlier and allow the seller to rent the property back until June 15. This property will transfer unfurnished.

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Single Family Contingent

Price

$ 575,000

Bedrooms

4

Full Bath

3

Property Type

Single Family

Taxes

$ 0

Style

Chalet

Lot Size

4.48

Year Built

1965

Town/City

Winhall

County/Region

Bennington

MLS | Web ID

5078937

Features
Interior
Basement Description Full Interior Stairs
Interior Amenities Cathedral Ceiling Dining Area Wood Fireplace 1 Fireplace Hearth Kitchen/Dining Living/Dining Primary BR w/ BA Natural Light
Basement Yes
Flooring Bamboo Laminate Tile
Beds 4
Total Rooms 10
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General
Road Frontage Yes
Sewer Septic
Heating Propane Baseboard Multi Zone
Cooling Mini Split
Utilities Cable
Roof Shingle
Appliances Dishwasher Dryer Electric Range Refrigerator Washer
Garage Yes
Flood Zone No
Zoning Residential
3/4 Baths 2
Full Baths 1
Half Baths 0
Bathrooms 3
Year Built 1965
Electric Circuit Breaker(s)
Style Chalet
Stories Count 2
Construction Status Existing
Type Single Family
Auction No
Tax Year 2025
Status Detail 1
Covenants Unknown
Construction Materials Stucco Exterior Wood Exterior
Directions From Route 11 enter the Bromley Mountain Parking Lot entrance. Stay to your right. At the Y on Woods and Water Road bear right. Take the second driveway on your right.
High School Choice
City Winhall
Other Equipment Smoke Detector
School District Bennington/Rutland
Seasonal No
Elementary School Choice
Middle School Choice
DOM 6
Price Per Sq Ft Total AG 239.58
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Exterior
Lot Features Country Setting Mountain View Ski Area Wooded Adjoins St/Nat'l Forest Near Skiing
Exterior Amenities Deck
Driveway Dirt Gravel
Lot Size Area 4.48
Water Source Drilled Well Private
Parking Features Carport
Garage Capacity 1
Foundation Concrete
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* Excluded Features
List By
Carrie Mathews

Listing Agent

Winhall Real Estate

Broker

(802) 236-8458

Phone

carrie@winhallrealestate.com

Email

Affordability Calculator

$3,540
Per Month
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Monthly Principal & Interest
$3,540
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Default based on a 30-year fixed rate of 6.25% 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
1782109 Elementary School
449854 Middle School
Choice High School High School
Pricing History
DatePricePrice ChangeDescription
3/11/2026$575,000 Listed Price

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30 Upper Woods and Water Road, Winhall, VT, 05340 is a Single Family Home for sale at $575,000 with 2,400 sqft and a lot size of 4.48. 30 Upper Woods and Water Road has 4 bedrooms, 3.0 baths, and was built in 1965. The property's zip code is 05340 which is in Winhall, VT