This extraordinary Stratton Mountain Retreat, just minutes to the slopes, offers glorious long range views and a very private setting. This impressive home was masterfully constructed in 2009 and includes a separate barn, 11.55 acres of land, 2 covered porches, a built in barbecue and an outdoor fireplace, hot tub and fire pit. The main level of the home features a Gourmet Kitchen, grand Great Room with stone fireplace, Dining area, Library, walk in refrigerated Wine Pantry for over 900 bottles, walk in Pantry, Laundry Room, large Mudroom , and a large Primary Suite with a fireplace, private porch, and walk in closet. The Lower Level has a impressive Family/Game Room with fireplace, a Pool Table Room, walk in Game Closet, Guest Room and Bath and two additional Bunk rooms en suite. The second Floor of the Main Section of the house has two en suite - Bedrooms. Above the over-sized heated garage is another Guest Suite with its own private staircase. Exterior of the home has cedar shake siding, standing seam and wood shake roofing, beautiful stonework and mahogany doors. This Vermont property is an exceptional mountain home!
Closed
Listed by:
Sara Buckley,
Josiah Allen Real Estate, Inc. 802-867-5555
Bought with: Josiah Allen Real Estate, Inc.
$2,250,000
69 Upper Taylor Hill Road #D, Winhall, VT 05340
8beds
6,471sqft
Single Family Residence
Built in 2009
11.55 Acres Lot
$2,310,100 Zestimate®
$348/sqft
$-- Estimated rent
Home value
$2,310,100
Estimated sales range
Not available
Not available
Zestimate® history
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Zillow last checked: 7 hours ago
Listing updated: September 26, 2025 at 11:14am
Listed by:
Sara Buckley,
Josiah Allen Real Estate, Inc. 802-867-5555
Bought with:
David Shehadi
Josiah Allen Real Estate, Inc.
Source: PrimeMLS,MLS#: 5042856
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 8
- Bathrooms: 9
- Full bathrooms: 2
- 3/4 bathrooms: 6
- 1/2 bathrooms: 1
Heating
- Propane, Baseboard, Radiant
Cooling
- Central Air, Mini Split
Appliances
- Included: Gas Cooktop, Dishwasher, Dryer, Range Hood, Freezer, Microwave, Mini Fridge, Double Oven, Wall Oven, Refrigerator, Washer, Warming Drawer, Water Heater
- Laundry: 1st Floor Laundry, In Basement
Features
- Cathedral Ceiling(s), Ceiling Fan(s), Dining Area, Kitchen Island, Kitchen/Living, Living/Dining, Primary BR w/ BA, Natural Light, Natural Woodwork, Wired for Sound, Walk-In Closet(s), Walk-in Pantry
- Flooring: Carpet, Hardwood, Slate/Stone, Softwood, Tile
- Windows: Drapes, Window Treatments
- Basement: Climate Controlled,Concrete,Concrete Floor,Finished,Full,Insulated,Storage Space,Walkout,Interior Access,Exterior Entry,Basement Stairs,Walk-Out Access
- Has fireplace: Yes
- Fireplace features: Gas, Wood Burning, 3+ Fireplaces
- Furnished: Yes
Interior area
- Total structure area: 6,956
- Total interior livable area: 6,471 sqft
- Finished area above ground: 4,075
- Finished area below ground: 2,396
Property
Parking
- Total spaces: 3
- Parking features: Circular Driveway, Gravel, Right-Of-Way (ROW), Auto Open, Direct Entry, Heated Garage, Driveway, Garage, On Site, Parking Spaces 1 - 10, Unpaved, Attached
- Garage spaces: 3
- Has uncovered spaces: Yes
Accessibility
- Accessibility features: 1st Floor 1/2 Bathroom, 1st Floor Bedroom, 1st Floor Full Bathroom, 1st Floor Hrd Surfce Flr, 1st Floor Laundry
Features
- Levels: 3,Multi-Level,Walkout Lower Level
- Stories: 3
- Patio & porch: Porch, Enclosed Porch
- Exterior features: Garden, Built in Gas Grill
- Has spa: Yes
- Spa features: Heated, Bath
- Has view: Yes
- View description: Mountain(s)
Lot
- Size: 11.55 Acres
- Features: Country Setting, Landscaped, Ski Area, Views, Near Golf Course, Near Skiing
Details
- Additional structures: Barn(s), Outbuilding
- Zoning description: Residential
- Other equipment: Standby Generator
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Adirondack
- Property subtype: Single Family Residence
Materials
- Shingle Siding, Stone Exterior, Wood Siding
- Foundation: Poured Concrete
- Roof: Wood Shingle,Standing Seam
Condition
- New construction: No
- Year built: 2009
Utilities & green energy
- Electric: 200+ Amp Service
- Sewer: Septic Tank
- Utilities for property: Cable, Cable at Site, Propane, Underground Utilities
Community & neighborhood
Security
- Security features: Security, Carbon Monoxide Detector(s), Security System, Smoke Detector(s)
Location
- Region: Bondville
Other
Other facts
- Road surface type: Paved
Price history
| Date | Event | Price |
|---|---|---|
| 9/25/2025 | Sold | $2,250,000-19.6%$348/sqft |
Source:  PrimeMLS #5042856 Report a problem | ||
| 7/31/2025 | Price change | $2,800,000-5.1%$433/sqft |
Source: PrimeMLS #5042856 Report a problem | ||
| 5/25/2025 | Listed for sale | $2,950,000$456/sqft |
Source: PrimeMLS #5042856 Report a problem | ||
Public tax history
Tax history is unavailable.
Neighborhood: 05340
Nearby schools
GreatSchools rating
- NAJamaica Village SchoolGrades: PK-5Distance: 5.5 mi
- 6/10Flood Brook Usd #20Grades: PK-8Distance: 7.7 mi
- NABurr & Burton AcademyGrades: 9-12Distance: 10.1 mi
Schools provided by the listing agent
- District: Bennington/Rutland
Source: PrimeMLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
- Vermont
- Bennington County
- Winhall
- 05340
- 69 Upper Taylor Hill Road Unit D