Welcome to 100 Alpine Drive: a spacious five-bedroom retreat set back from the road in the serene hamlet of Round Top. Backing up to the natural beauty of nearby Blackhead Mountain, the setting embodies peaceful comfortable living while offering effortless access to nearby slopes, hiking, dining, and shopping. As you approach the entry, you'll appreciate the large front porch with trex decking, the perfect setting in which to relax with morning coffee in the warmer months. Inside, a light-filled interior showcases new custom wide plank solid oak flooring and recessed lighting throughout, an open-concept living, dining, and kitchen layout designed for both entertaining and relaxed everyday living. The living room is anchored by the wood burning fireplace which provides a cozy place to warm up in the winter months. The amply sized chefs kitchen has been tastefully updated with interior design finishes including new stone countertops, tile backsplash, and stainless-steel appliances. The center island offers a large breakfast bar and more room to spread out, perfect for preparing your favorite dishes. There's plenty of space for dining adjacent to the kitchen. The hallway leads to the laundry room, basement and spacious two car garage below. Opposite the living room is the den or media room, which offers a separate space to unwind, conveniently positioned near the ground floor bedrooms, a fully renovated bathroom, and access to the second floor. The generously sized ground-floor primary bedroom with ensuite full bathroom features a double sink with stone countertop, custom tiled oversized steam shower with marble seating + shelving, and ample closet space with custom storage. Upstairs you'll find two additional bedrooms that share a fully renovated custom bathroom - perfect for a multi-generational household or for separate work from home spaces. The backyard, accessed near the dining area, offers privacy and seasonal mountain views - complete with a fire pit and a 6-person hot tub. Enjoy the sounds of your own stream bordering the rear of the property! Favorite local spots like Julia's Local and the Glen Falls House are just around the corner, with the conveniences of Cairo only minutes away. Windham, Hunter, Hudson, Catskill, and Woodstock are all within easy reach--just over two hours from the GWB and an easy Amtrak to Penn Station. This turnkey Catskills home combines space, comfort, and location--ready for ski season, summer escapes, and everything in between.