Recently Listed Open House 5/30 11:30am - 1:30pm
55 Rolling Hill Lane
Old Westbury, NY, 11568 $ 2,650,000
Bedrooms4 Baths2.1 Sq 3,549 Monthly Estimate*
$ 16,317
for $2,650,000 with 4 bedrooms and 2 full baths, 1 half bath. This 3,549 square foot home was built in 1960 on a lot size of 2.06.
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.
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Open House
5/30/2026 11:30 AM - 1:30 PM
55 Rolling Hill Lane Old Westbury, NY
* Some states or local ordinances may prohibit Open Houses at this time, please confirm with your Weichert agent or local rep to confirm
FeaturesInteriorInterior Amenities First Floor Bedroom First Floor Full Bath Eat-in Kitchen Entrance Foyer Formal Dining Kitchen Island Natural Woodwork Open Floorplan Open Kitchen
Basement Full Walk-Out Access
Flooring Hardwood
Fireplace Features Family Room
Basement Features Full Walk-Out Access
Basement (Y/N) Y
Fireplace Y/N Y
Half Baths 1
Total Bedrooms 4
Total Baths 3
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GeneralSewer Cesspool
Heating Forced Air Oil
Cooling Central Air
Utilities Trash Collection Private
Appliances Dishwasher Electric Cooktop Oven Refrigerator Oil Water Heater
Garage Spaces 4
Patio/Porch Features Patio
Architectural Style Ranch
Pool Features In Ground Pool Cover Tile
Construction Materials Brick Stone
Year Built 1960
Property Subtype Single Family Residence
Tax Year 2026
Parcel Number 2431-17-012-00-0072-0
County Nassau County
Property Type Residential
HOA N
Garage Y/N Y
Total Rooms 10
Full Baths 2
Directions Google Maps
High School Jericho Senior High School
City Oyster Bay
Senior Community Y/N N
High School District Jericho
Carport Y/N N
Elementary School Cantiague Elementary School
Property Attached Y/N N
Tax Annual Amount 47309
Middle/Junior High School Jericho Middle School
Building Area Units Square Feet
Standard Status Active
Middle/Junior School District Jericho
Elementary School District Jericho
Virtual Tour https://vimeo.com/1195454081
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ExteriorFencing Back Yard Chain Link Fenced Other
Parking Features Driveway Garage Driveway Garage
Water Source Public
Building Area Total 5647
Waterfront Y/N N
Other Equipment Pool Equip/Cover
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* Excluded FeaturesList ByBarry J. Paley CBRListing Agent
Keller Williams Points NorthBroker
Affordability Calculator
- Monthly Principal & Interest
- $16,317
- Monthly Property Taxes
- $3,942
- Monthly Home Insurance
- --
Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
Learn more about how to save NearbySingle family listings in Old Westbury, NY
Average List Price $5,502,453
Percent of Sale Price 108%
About Old Westbury, NY 4,608 Population
12% Since 2002
$ 182,520 Median Income
25.19 Median Age
35% Households with Children
Trends Information provided by ATTOM Data Solutions.
4099265 Elementary School
4101292 Middle School
Jericho Senior High School High School
Pricing History| Date | Price | Price Change | Description |
|---|
| 5/26/2026 | $2,650,000 | | Listed Price |