Rare offering featuring 3,458 square feet of living space along with a buildable side lot. Steeped in history and architectural charm, this enchanting 1921 residence is a true standout in the heart of Poughkeepsie. Thoughtfully designed with romantic architectural influences, rich craftsmanship, and timeless character, this eclectic home evokes the warmth and artistry of another era, and over a century later, it continues to do exactly that. Wrapped in classic stucco and once crowned with its iconic red tile roof, this whimsical home has been lovingly maintained and thoughtfully updated over the years, including a new roof and beautifully renovated bathrooms, while preserving the timeless character that makes homes of this era so extraordinary. Step through the true tiled vestibule and into a world of warmth, texture, and craftsmanship. The formal living room welcomes you with a stunning tiled fireplace framed by rich natural woodwork and gracious proportions, while the adjoining formal dining room showcases original windows that beautifully frame the artistry and soul of this home. Mirroring the formal living space is a cozy media room, offering additional flexibility for relaxing or entertaining, alongside a full first floor bathroom complete with tub. Toward the rear of the home, discover an expansive kitchen, charming library with exposed brick fireplace, and an authentic butler’s pantry, spaces that feel both practical and storybook in nature. An additional full bathroom on the main level creates wonderful flexibility for guests, extended stays, or multi generational living. Upstairs, retreat to a true ensuite primary bedroom, accompanied by two additional bedrooms, a dedicated office, and a beautifully tiled full bathroom. Throughout the home, exquisite original woodwork, graceful arched doorways, and architectural details rarely seen in modern construction add to the undeniable charm and feel good energy this home radiates. Exclusively offered with a buildable side parcel affectionately known as “The Garden” by the current owners, this lovely lot located just across the driveway opens the door to endless opportunity. Whether your vision includes expansion, gardening, recreation, or future development, the possibilities here are truly special. Homes like this are more than houses, they are experiences. Rich with character, warmth, and whimsy, this one simply must be experienced to fully appreciate the beauty, history, and unmistakable feeling of home it offers. (Acreage and Taxes are combined and based on both properties. Properties are not available for individual sale.) (Properties can be found on the Dutchess County Parcel Viewer. 96 Hooker Ave: 266693 | Land on Hooker Ave: 271685)