238 WINTERSET DRIVE
About This Property
Perfectly positioned, this home boasts the shortest walk to Timberline's Twister slope, thanks to the newly built access ramp adjacent to the ski team building-just 450 feet to the snow. Even better, enjoy easy year-round access with a flat circular driveway and no steep mountain roads, a true luxury in the valley.
Inside, an open and spacious floor plan showcases wall-to-wall real hardwood floors, a huge chef's kitchen, and a dramatic two-story great room with vaulted ceilings, stone chimney, and fireplace. A second living area features a natural gas fireplace, creating multiple inviting spaces to gather and relax. Large windows throughout flood the home with natural light and offer peaceful views of the backyard, expansive deck, and hot tub.
The main-level primary suite includes a private bath, while the second floor offers a generous recreation room/loft overlooking the great room-perfect for entertaining or additional lounge space. Thoughtful touches include an oversized mudroom, dedicated laundry area, and ceramic tile in high-traffic spaces. Step outside to a huge rear deck with hot tub, ideal for apres-ski evenings or summer nights under the stars.
Located minutes from Timberline Mountain, White Grass Nordic Center, Canaan Valley State Park, Blackwater Falls State Park, Dolly Sods, Roaring Plains, and Otter Creek Wilderness, with easy access to the vibrant towns of Davis and Thomas for dining, live music, festivals, and shopping. Ski, hike, bike, paddle, fish, hunt, golf-this location truly has it all.
Opportunities like this are rare. Whether you're seeking a personal mountain escape or a high-demand investment property, this exceptional chalet delivers location, comfort, and lifestyle in one unforgettable package.
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What does this mean?
Based on our analysis, the cap rate of this property is 1.25%. A negative cap rate indicates that the property might not be feasible as an income-producing asset. The median cap rate for a near zip code 11238 is 4.23%.
How much can I actually make?
Actual monthly rental income may vary between $4,760 and $7,140 depending on unit-specific characteristics. You can change the amount using the slider to further explore.
How is cap rate calculated?
Cap Rate = Net Operating Income (NOI) / Property Asset Value.
When calculating the cap rate, we assume 100% occupancy. Leverage (mortgage) is not considered.
Cap Rate provided by RealtyHop and RentHop, learn more about cap rate here.
Price History
| Date / Event | Date | Event | Price |
|---|---|---|---|
| Mar 20, 2026 | Sold | ||
| Sold | |||
| Feb 27, 2026 | In contract | - | |
| In contract | |||
| Jan 28, 2026 | Listed by Samson Properties | $699,999 | |
| Listed by Samson Properties | |||
| Sep 24, 2025 | Price Decreased |
$715,000
↓ $10K
(1.4%) | |
| Price Decreased | |||
| Oct 2, 2024 | Listed | $725,000 | |
| Listed | |||
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Huge Price Drop! Get in now for ski season! AMAZING opportunity to own a piece of heaven in Canaan Valley WV. Enjoy ALL 4 seasons in your new mountainside home. Did you know that Summer is an amazing time to escape to the mountains? TURNKEY fully furnished quality custom built chalet. SHORTEST WALK TO TWISTER NOW THAT TIMBERLINE MOUNTAIN HAS BUILT NEW ACCESS RAMP ADJACENT TO THE SKI TEAM BUILDING. 450' walk to the snow! EASY access with flat circle drive way. NO STEEP MOUNTAIN ROADS! Open spacious floor plan. Wall to wall REAL hardwood floors. HUGE kitchen. Two story great room with vaulted ceilings, stone chimney and fireplace. LARGE living room with natural gas fireplace. Large windows in all rooms allowing plenty of natural light and great views of the back yard, deck and hot tub. 1st floor primary bedroom with private bath. 2nd floor recreation room/loft overlooking the two story great room. Awesome mudroom and laundry areas with ceramic tile. HUGE rear deck with hot tub.
Area attractions include Timberline Ski resort, White Grass Nordic Center, Canaan Valley State Park, Black Water Falls State Park, Canaan Valley Wild Life Refuge, Dolly Sods Wilderness Area, Roaring Plains Wilderness Area, Otter Creek Wilderness Area, Black Water Falls State Park. The two sister towns of Thomas and Davis. Shop, eat, drink, live music. Festivals. Mountain Bike, Hike, Run, Ski, Paddle, Fish, Hunt, Golf.
Opportunities like this do not come along often.
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Phone: 425-283-2930
Address: 335 Madison Avenue, New York, NY 10017