164 Vassar Road

Steeped in history and transformed with impeccable taste, The 1799 House is where 18th-century craftsmanship meets modern elegance. Built in 1799 and thoughtfully restored, this historic gem in Dutchess County now pairs its historic soul with refined, design-forward living. Set on 1.7 private acres in the Town of Poughkeepsie with easy access to Metro-North, Amtrak, and a 90-minute drive to NYC, the home unfolds with the quiet confidence of a property where every choice is intentional. Just three miles from Vassar College — with its nationally recognized arboretum, historic architecture, and year-round cultural programming — it offers a rare blend of natural beauty and intellectual vibrancy. Its current stewards have layered in rich Farrow & Ball hues, curated lighting from Roll & Hill, Flos, and Fritz Hansen, and a harmonious palette of textures and materials that elevates every room. Original wide-plank floors, tall ceilings, and period fireplaces anchor the home in its heritage, while the flowing layout and bespoke finishes speak to modern sensibilities. The light-filled kitchen, with stainless steel appliances and a gas range, blends seamlessly with the home's character while offering modern function. The beautifully appointed dining and living rooms — each with newly refurbished gas fireplaces — are connected by a gracious center hall. Off the living room, a private office provides a quiet spot for working from home. Upstairs, the three bedrooms include a primary suite with ensuite bath and a private workout room that could also serve as a second home office. One bedroom is currently appointed as an inviting media room, anchored by a luxe RH sectional sofa paired with mid-century leather chairs. Outside, the grounds have been transformed into a private oasis. A saltwater, heated pool is framed by bluestone walls and a herringbone brick surround, with stone steps leading from the back patio — also in herringbone brick. The fully fenced backyard is bordered by abundant hydrangea, lily, and iris blooms, creating a lush seasonal backdrop. A terraced waterfall trickles down to a small pool stocked with goldfish, adding a tranquil note to the landscape. The property's story reaches back to the home's construction in 1799, when it stood as part of a larger rural holding in what would later become part of Poughkeepsie. By the mid-19th century, that land was acquired by John Roach, a pioneering shipbuilder and industrialist who rose from humble beginnings in Ireland to become the largest shipbuilder in the United States. His legacy — and his connection to this land — endure as part of the home's rich narrative. Today, Poughkeepsie is writing an exciting new chapter. It offers a rare mix of college-town vitality, peaceful neighborhoods, and proximity to New York City. The Urban Trail Project links parks, landmarks, and the Walkway Over the Hudson, the world's longest elevated pedestrian bridge. Nearby, Eastdale Village brings together dining, shopping, and community events in a walkable, thoughtfully planned setting, with restaurants, cafes, specialty shops, and gathering spots for markets and festivals. Developments such as the Hudson Heritage project and the new boutique Heartwood at Vassar hotel are further shaping the city's future. With ten million dollars in Downtown Revitalization Initiative funding fueling growth, Poughkeepsie is in the midst of a dynamic revival — making The 1799 House not only a beautiful place to live, but part of a thriving and evolving community. With updated systems, meticulous restoration, and a style that is both timeless and fresh, The 1799 House is equally suited as a full-time residence or weekend escape. Here, history is not only preserved, it is revitalized — much like the town it calls home. For those seeking a true turnkey property, the home can be offered with its curated furnishings and decor for an additional consideration.