Perched above the Village of Tannersville with sweeping southern views across Cortina Valley, 19 & 25 Van Drive is the kind of Catskills property that rarely comes together in one offering, a private multi residence compound with room to gather, entertain, invest, and grow, all just minutes from Hunter Mountain and the heart of town. Set across 1.9 acres, the property unfolds with a sense of scale and flexibility that immediately sets it apart. The main residence offers a spacious and adaptable layout, currently configured as a 3 bedroom, 2 bath upper home paired with a connected 2 bedroom accessory apartment below complete with its own kitchen and full bath. Whether envisioned as one expansive mountain retreat, a multi generational escape, or an income producing setup, the home effortlessly adapts to the lifestyle of its next owner. Inside, the spaces are filled with personality. Rich jewel toned interiors, nautical inspired details, and playful design moments create a home that feels creative, vibrant, and anything but cookie cutter. Large living spaces, multiple entertaining areas, and oversized windows frame the surrounding mountain landscape while allowing natural light to pour throughout the home. Beneath the style is a property with strong bones and a layout designed for both comfort and functionality. Step outside and the experience becomes something entirely its own. A fully enclosed inground pool retreat with privacy walls and a built in gazebo bar creates a true resort style setting, equally suited for quiet summer afternoons or unforgettable weekends with friends and family. The grounds offer a blend of open lawn, wooded privacy, and mountain backdrop that feels distinctly Catskills. Adding to the versatility is a separate 2 bedroom, 1 bath guest house, ideal as an independent rental, guest accommodations, caretaker's quarters, or additional living space for extended family and visitors. Beyond that, a lower field on the property opens the door to even more future potential, whether recreational, agricultural, or possibly another build site. Located moments from skiing, hiking, waterfalls, restaurants, and the growing energy surrounding Tannersville and Hunter, this is more than just a home, it's a compound built for lifestyle, flexibility, and long term opportunity in one of the Catskills' most sought after mountain destinations.