237 Underhill Rd

Perched high among the trees with sweeping, unobstructed views of the NYC skyline, this five-bedroom, three full and two half bath home is a rare and breathtaking retreat. With a quiet, castle-like presence, it feels both timeless and deeply connected to its natural surroundings, offering a level of privacy and tranquility that is truly exceptional. Thoughtfully transformed into a picture perfect creative sanctuary, the home is filled with expansive, yet well-proportioned rooms designed for both everyday living and memorable gatherings. Four floors of living in this architectural gem, with massive bedrooms and a flexible lower level that provides space for work, play, and hosting with ease. The true magic unfolds outdoors. The grounds have been lovingly curated into a botanical garden, where winding paths, mature plantings, and seasonal blooms create a sense of discovery at every turn. A charming patio sets the stage for al fresco dining under twinkle lights, while multiple gathering areas invite connection, play and relaxation. Tucked above it all, a private deck offers a spectacular vantage point, an unforgettable setting for morning coffee or evening wine as the city glows in the distance. From sunrise to twilight, the ever-changing skyline view is nothing short of mesmerizing. Whether entertaining or enjoying a quiet moment, this home offers a rare blend of beauty, privacy, and inspiration, just moments from vibrant downtown South Orange, and the energy of New York City.