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.

Property Details of 237 Underhill Road

Property Details

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Listed by Keller Williams Realty / Vanessa Pollock (973-544-8484)

 Based on information submitted to GSMLS as of June 13, 2026 5:22 PM UTC . All data is deemed reliable but is not guaranteed accurate by the MLS. All information should be independently reviewed and verified for accuracy. IDX information is provided exclusively for consumers’ personal, noncommercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

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