55 Rolling Hill Lane, Oyster Bay, NY, 11568
$2,599,000
$2,650,000
activeBedrooms
4
Bathrooms
3
Sq Ft
3,549
Lot Size
89,734 sqft
Year Built
1960
Garage
4 car
Type
Single Family
Estimate. Actual payment depends on credit, lender, taxes, and insurance.
Welcome to 55 Rolling Hill Road in Old Westbury, a truly distinctive ranch-style 4-bedroom, 2.5-bath residence tucked away on a quiet dead-end cul-de-sac backing the prestigious Glen Oaks Country Club. Inspired by Japanese-influenced landscape design and natural elements, this home offers a rare blend of architectural character, serenity, and timeless craftsmanship. Set among mature trees, curated plantings, and Japanese-inspired gardens, the property creates a peaceful sense of arrival from the moment you enter. From an aerial view, the home reveals its full estate-like presence, beautifully framed by layered landscaping, vibrant specimen plantings, winding garden beds, and lush green surroundings. Inside, natural woodwork, stone accents, expansive windows, and warm organic textures define the home’s character. The dramatic family room features soaring wood ceilings, built-in shelving, a fireplace, and walls of windows that frame picturesque greenery, creating a space that feels both grand and grounded. The main level offers an ideal layout with an entrance foyer, formal dining room, open eat-in kitchen with island, first-floor bedroom, full bath, and inviting living spaces designed for both everyday comfort and entertaining — all enhanced by the ease and convenience of ranch-style living. The kitchen blends function and style with generous prep space, open shelving, and views of the surrounding landscape. The home also features a spacious laundry room, full walk-out basement, and four-car garage with driveway parking. Outdoors, the in-ground gunite pool is tucked into the garden setting, creating a private retreat surrounded by natural beauty, color, and calm. A beautifully designed stone patio provides the perfect setting for outdoor dining, lounging, and entertaining amid tranquil landscaped grounds. Stone pathways, specimen trees, mature shrubs, and layered plantings continue the home’s seamless connection to nature and design. Located within the highly regarded Jericho School District, including Cantiague Elementary, Jericho Middle School, and Jericho Senior High School, this exceptional Old Westbury home offers privacy, beauty, scale, and a story unlike any other.
Listed by Barry J. Paley CBR, Keller Williams Points North
Listings courtesy of OneKey® MLS as distributed by MLS GRIDBased on information submitted to the MLS GRID as of Jun 20, 2026, 6:39 PM UTC (date and time MLS GRID Data was obtained). All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.
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