Steeped in history and rich in architectural significance, The James D. Keith House is one of Poughkeepsie's most recognizable residences. Gracefully positioned within the coveted Academy Street Historic District, this extraordinary c.1900 Colonial Revival masterpiece-designed by acclaimed local architect Percival M. Lloyd, this home beautifully blends timeless Colonial elegance with Victorian-inspired details. Offering almost 3,400 finished SQFT, 4 bedrooms, 2 full and 1 half baths, three fireplaces, and an additional unfinished third floor and expansive basement, this is a rare opportunity to own one of the Hudson Valley's architectural treasures. From the moment you step through the crystal-lined vestibule, you're welcomed by breathtaking period craftsmanship. A dramatic central foyer showcases a sweeping grand staircase illuminated by an impressive cathedral-height stained-glass window, while original woodwork, intricate moldings, soaring ceilings, hardwood floors, built-in cabinetry, oversized pocket doors, and elegant fireplaces highlight the home's remarkable character throughout. The main level was designed for both grand entertaining and comfortable everyday living. Multiple formal gathering spaces include an elegant living room with a wood-burning stove insert, a gracious formal parlor tucked into the home's iconic rounded tower, an expansive formal dining room, and an inviting wraparound covered porch that seamlessly extends the living space outdoors. The spacious eat-in kitchen, complete with adjoining butler's pantry and separate laundry room, overlooks the peaceful backyard beneath the canopy of a magnificent copper beech tree, providing the perfect opportunity to create a dream chef's kitchen while honoring the home's historic integrity. The second floor offers four generously sized bedrooms, two full bathrooms, and a flexible den or sitting room ideal for a home office, library, or nursery. The primary suite is warmed by a recently relined Rumford fireplace, while the spectacular tower bedroom captures sweeping western views and unforgettable Hudson River sunsets beneath its distinctive domed ceiling and beautifully arched architectural detailing. Above it all, the unfinished third floor presents approximately 1,500 square feet of untapped potential. Featuring soaring cathedral ceilings, abundant natural light, and charming architectural details, this incredible space is ready to become a luxurious primary retreat, artist's loft, guest quarters, home office, or creative studio. The expansive full basement offers an additional level of opportunity with room for workshops, storage, recreation, or future finished space. Outside, the stately wraparound porch, Juliet balconies, mature landscaping, and classic Colonial Revival facade create unforgettable curb appeal while honoring the home's historic pedigree. Situated on a quarter-acre lot in one of Poughkeepsie's most distinguished neighborhoods, the property is just moments from Vassar Brothers Medical Center, the vibrant downtown waterfront, restaurants, shops, Metro-North, and all that the Hudson Valley has to offer from hiking at Mohonk Preserve to weekend escapes in the Catskills. Whether you're an architectural enthusiast, preservationist, or visionary homeowner, 151 Academy Street offers a once-in-a-generation opportunity to restore, personalize, and preserve one of Poughkeepsie's most celebrated historic homes. Offered AS-IS, this remarkable residence is ready for its next chapter, to be restored and for someone who appreciates the craftsmanship, scale, and timeless beauty that simply cannot be replicated. Municipal water, sewer and natural gas! Excellent location, minutes to Route 9, Downtown Poughkeepsie, Walkway over the Hudson, Culinary Institute of America, Marist University, schools, all things shopping and more! Come be a part of History and see all that the Hudson Valley has to offer! *SOME INTERIOR PHOTOS HAVE BEEN VIRTUALLY STAGED WITH FURNITURE*