Welcome to 155 Tuckers Corners Rd – a charming 1928 Colonial nestled on 3.37 private acres in Highland. This spacious home offers 5 bedrooms and 1.5 bathrooms in the main residence, along with a walk-out basement featuring a full in-law suite complete with its own kitchen, living room, bedroom, and full bath. Please note: the square footage does not include the finished lower-level apartment. Step onto the inviting enclosed front porch—an all-season haven where you can sip iced tea on warm summer evenings or curl up with a novel while fall leaves drift past the windows. Inside, hardwood floors run throughout. A welcoming wood-burning fireplace greets you in the foyer and sets a cozy tone that flows easily into the living room, dining room, and kitchen. On the main level, you'll find a spacious bedroom featuring a large walk-in closet, with a full bathroom located nearby for added convenience. An adjacent flex room is ideal for a home office, play space, or creative studio. Upstairs, you’ll find four additional bedrooms and a half bath—plus enough square footage to reconfigure or expand if a future primary suite is on your wish list. The walk-out lower level hosts a full in-law suite—with its own kitchen, bathroom, living/dining area, and bedroom—accessible internally and ideal for guests, extended family, rental use, or anyone seeking separate living space. Outside, a detached two-car garage and ample parking on both sides of the driveway support family gatherings, hobby projects, RV storage, or future expansion. The expansive yard invites outdoor fun—perfect for gardening, pets, play, or installing a pool to craft your private oasis. With plenty of land, there’s even potential to start your own mini apple orchard and embrace the local farming culture. Highland sits in Ulster County’s storied “Apple Valley,” where generations-old orchards stripe the rolling hills. Just minutes away, you’ll find local favorites like Wilklow Orchards, DuBois Farms, and Dressel Farms, offering apple picking, cider donuts, seasonal events, and farm-to-table experiences all year long. When adventure calls, you're only about 20 minutes from world-class hiking, climbing, and lakeside trails at Minnewaska State Park Preserve and the iconic Mohonk Mountain House. And for cycling and nature lovers, Highland connects directly to the Walkway Over the Hudson, linking Dutchess and Ulster Counties with a scenic bike trail that leads all the way through the Hudson Valley Rail Trail system—perfect for biking, jogging, and soaking in those breathtaking river views. Whether you're heading to nearby trails or enjoying the area's renowned foliage, outdoor lovers will feel right at home. Commuters and weekenders alike benefit from convenient access to I-87 Exit 18, Route 299, the Mid-Hudson Bridge, and Metro-North rail service in Poughkeepsie. The vibrant village of New Paltz is just eight miles away, filled with shops, dining, and local charm. SUNY New Paltz, Marist College, and Vassar College are all within a 30-minute drive, enriching the area with cultural events and academic energy. Whether you’re seeking a full-time residence, a multi-generational retreat, or an income-producing investment, 155 Tuckers Corners Rd combines classic character, flexible living space, and an unbeatable Hudson Valley location. Come see the possibilities and start planning your next chapter in Highland.