We know, we know—you’re probably still wearing flip-flops, soaking up the summer sun, and nowhere near ready to trade iced coffee for hot cocoa. But in the world of Catskills real estate, smart mountain lovers know that the absolute best time to secure your dream winter retreat is right now while everyone else is still focused on the beach! Whether you’re dreaming of warming up by a dramatic stone fireplace after a day on the trails or stepping out your front door straight onto the slopes of Hunter Mountain, planning ahead is the secret to winning winter. Below, explore two exceptional properties featured for ski season that offer the ultimate gateway to year-round Catskills living, outdoor adventure, and unforgettable après-ski moments.
Featured Ski Season Listings
260 Pines Drive 8-8, Roxbury, NY 12474
An Affordable Catskills Getaway with Endless Potential
Nestled in the peaceful lower section of Roxbury Run, this spacious 3-bedroom, 2-bath townhouse (1,752 sq. ft.) delivers incredible value and breathtaking year-round mountain views. Perfect for outdoor enthusiasts, it features:
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A dramatic floor-to-ceiling stone fireplace to gather around after hitting the slopes.
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Generous storage space, including an oversized upstairs closet with abundant room for skis, golf clubs, hiking gear, and seasonal belongings.
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Prime proximity to top ski destinations, located just minutes from Belleayre Mountain and Plattekill Mountain, with Hunter Mountain and Windham Mountain Club nearby.
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Roxbury Run Pool & Tennis Club membership, complete with a swimming pool, tennis courts, clubhouse, and beautifully maintained grounds.
Carefully maintained as a blank canvas, this home lets you personalize every detail without paying for someone else's renovations—all while enjoying the relaxed, four-season Catskills lifestyle. Beyond winter, enjoy nearby golf, hiking, fishing, kayaking, and the charming local boutiques, coffee shops, and gourmet markets of nearby Roxbury and Margaretville.
260 Pines Drive 8-8
Roxbury, NY 12474
3 bedroom | 3 bath | 1752sf | Acres .055
MLS 20263903
Offered at $235,000
See the full listing here.
56 Highlands Drive F1, Hunter, NY 12442
Prime Ski-In/Ski-Out Luxury Right at Hunter Mountain
Positioned as a sunlit end unit with windows on three sides, this move-in-ready 3-bedroom (plus sleeping loft & storage attic) condo redefines mountain convenience:
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Direct ski-in/ski-out access adjacent to the ski slope of world-renowned Hunter Mountain (part of the Epic Pass network).
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Sunlight from three directions with a welcoming main-level front porch and rear deck overlooking the mountain setting.
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An efficient wood-burning stove with rustic wood accents creating the ultimate après-ski atmosphere.
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Versatile ownership opportunities, ideal as a primary home, personal retreat, or monthly rental property to help offset expenses.
Lightly used and beautifully maintained, this property puts you right in the heart of the action. When you're off the slopes, explore world-class hiking and fishing, or dine at beloved local spots like Deer Mountain Inn and Scribner's.
56 Highlands Drive F1
Hunter, NY 12442
3 bedroom | 3 bath | 1,368 sf | Acres .02
MLS 20263573
Offered at $450,000
See the full listing here.
Make the Right Move! Search here.
Posted by Lisa Halter on
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