Set among sun-dappled woodlands along a peaceful country road, this distinctive post-and-beam home captures the charm of a Vermont sugar shack with the warmth of a classic ski-country retreat. This furnished three bedroom, two bath home offers 1,416 sq ft of inviting living space, thoughtfully designed for both full-time living and memorable getaways. Inside, the vaulted Great Room immediately draws you in with soaring ceilings, warm wood floors, exposed beams, and a dramatic stone fireplace with hearth and wood-storage nook, the ideal gathering place after a day on the slopes or a summer hike. The open kitchen features a breakfast bar and custom stained-glass bar cabinet, creating an inviting space for entertaining. A slider opens to the expansive 400 sq ft deck, where tranquil pond views set the stage for morning coffee, summer dinners, or quiet evenings under the stars.The main level includes a screened porch, welcoming mudroom, bunk room, guest bedroom with deck access, full bath, and laundry closet. Upstairs, a windowed landing leads to a charming loft overlooking the Great Room, offering a cozy reading or relaxation area and generous storage. The vaulted primary suite is a private retreat with his-and-hers closets, sitting area, and en-suite with sauna.Custom wrought-iron fixtures and abundant woodwork enhance the home's warm, authentic character and complement the home's woodland setting. Offered furnished, this turnkey Vermont getaway is equally suited to full-time living, a second home, or a memorable vacation retreat.Enjoy breathtaking views of Stratton Mountain beyond nearby horse-farm paddocks, on your way to Stratton's four-season activities, Manchester's renowned shopping and dining, and Southern Vermont's many outdoor adventures and cultural offerings. Trails toward Gale Meadow Pond are just down Winhall Hollow Road. A unique Southern Vermont retreat ready to create memories for years to come.
| MLS # | 5105544 |
|---|---|
| Listing Type | For Sale |
| Style | House |
| Sub-Type | Resale |
| Status | (31) Under Contract - Active Under Contract |
| Year | 1978 |
| Days On Site | 50 |
| Listing Provided By | Four Seasons Sotheby's Int'l Realty | Diana Stugger |
| Bed(s) | 3 |
|---|---|
| Bath(s) | 2 Total |
| Basement | Y |
| Story(s) | 1 |
| Zoning | Rural Residential Agric. |
| Acreage | 1.78 |
| Rooms Total | 5 |
|---|---|
| Cooling | None |
| Heating | Forced Air |
| Interior Features | Cathedral Ceiling(s), Dining Area, Draperies, Fireplace Screens/Equip, Wood Fireplace, 1 Fireplace, Furnished, Hearth, Kitchen/Dining, Lead/Stain Glass, Living/Dining, Primary BR w/ BA, Natural Woodwork, Sauna, Skylight, Vaulted Ceiling(s), Window Treatment, 1st Floor Laundry |
| Appliances | Electric Cooktop, Dishwasher, Dryer, Refrigerator, Washer, Electric Stove, Domestic Water Heater |
| Exterior Features | Deck, Invisible Pet Fence, Natural Shade, Screened Porch, Shed, Window Screens |
|---|---|
| Roof | Asphalt Shingle |
| Construction Materials | Wood Frame, Wood Exterior, Wood Siding |
| Foundation Details | Insulated Concrete Forms |
| Lot Features | Country Setting, Landscaped, Level, Pond on Lot, Subdivided, Wooded, Near Skiing |
| Accessibility Features | 1st Floor Bedroom, 1st Floor Full Bathroom, Accessible Washer/Dryer, Bathroom w/Tub, Hard Surface Flooring, Low Pile Carpet, 1st Floor Laundry |
| Garage Yes / No | No |
|---|
| Utilities | Cable, Phone Connected, Phone |
|---|---|
| Electric | Circuit Breakers |
| Sewer | 1000 Gallon, Existing Leach Field |
| Tax Annual Amount | 7102.39 |
|---|---|
| Tax Rate | 2.51 |
| Tax Assessed Value | 557400 |
| Tax Block | 02 |
| Tax Lot | 77 |
| Tax Year | 2026 |
| State | VT |
|---|---|
| County | Bennington |
| City | Winhall |
| Zip Code | 05340 |
| Area | VT Bennington |
| Community Name | Vermont Ventures |
| School District | Winhall School District |
| Elementary School | Choice |
| High School | Choice |
| Listing VS Median (in Vermont Ventures) | |
Price: $595,000 low | high Med: $0 On site: 50 low | high Med: | |
| State | VT |
|---|---|
| County | Bennington |
| City | Winhall |
| Zip Code | 05340 |
| Area | VT Bennington |
| Community Name | Vermont Ventures |
| School District | Winhall School District |
| Elementary School | Choice |
| High School | Choice |
| Listing VS Median (in Vermont Ventures) | |
Price: $595,000 low | high Med: $0 On site: 50 low | high Med: | |