This historic hideaway in Pine Bush, NY close to Wallkill village is one of those 'high cool factor' homes where everyone who visits has a good time. An 1820 former one-room schoolhouse, expanded to 3 bedrooms over the years, tells a tale as old as the area itself. With every creak of its beautiful wood floors and the comforting crackle of the wood-burning fireplace, you can begin to feel the history—the lessons learned within these walls and the laughter that once echoed during the Roaring Twenties, when this humble home served as a rumored speakeasy. Today, this charming property, lovingly cared for by the same family for over 50 years, invites you to write the next chapter of its storied life. Step inside, and you'll immediately be struck by the warmth and character that permeates this home. From the quaint, well-proportioned rooms, to the spacious living room with fireplace, you can't help but feel at home here. The living areas are modest yet inviting, offering a perfect blend of historical charm and modern comfort. The living room, anchored by the wood-burning fireplace, beckons you to unwind with a good book or gather with friends for a cozy evening in. The home features three unique bedrooms, each with its own personality, offering comfort and style. There's also a versatile flex room with a private entrance, currently used by the owner, that could serve as a home office, guest suite, or creative studio. Enjoy the charming kitchen with breakfast sunroom and formal dining room for both intimate and casual meals. But the true hidden gem lies below—venture into the finished basement, and you'll discover the remnants of the home's secret past. Once rumored to be a lively speakeasy bar during the Prohibition era, this space now boasts a fully equipped bar and pool table, making it an ideal spot for entertaining. Imagine hosting friends and family here, surrounded by the echoes of clandestine revelry, in a space that was designed for fun and camaraderie. Outside, the property continues to charm with its pastoral setting. The well manicured flat yard flanked by large shade trees, is perfect for outdoor activities. The 16' x 32' in-ground pool, complete with a wet bar and cabana, offers a refreshing retreat on hot summer days. The pool house area, with space for dining and entertaining, is a rare find in this price range, making this home an affordable and irresistible weekend getaway. A nearby fire pit invites you to gather under the stars, creating memories that will last a lifetime. Located about 90 min from Manhattan, this property is ideally situated for those seeking a peaceful and easy escape from the city. It's close to local farms, breweries, and the popular Angry Orchard cider house, and minutes away from the natural beauty of Sam's Point, Mohonk Preserve, and Minnewaska State Park. Located on the Shawangunk Wine trail with over a dozen wineries, plus easy access to the charming towns of Wallkill, Gardiner, and New Paltz, and within striking distance of Middletown and Newburgh, this home offers the perfect balance of seclusion and convenience. The property has done well on airbnb so the ability to earn a little something on the downtime is very appealing. As you walk through this lovingly maintained home, it's easy to imagine the stories these walls could tell. Rarely does such a special property come to market—one that offers not only a glimpse into the past but also a promising future. Whether you're looking for a full-time residence or a vacation retreat, this is the country home you've been waiting for. You upstate oasis that feels like home. Don't miss your chance to become part of its enduring story.