55 Rolling Hill Lane

Old Westbury NY 11568

5647 sq. ft.

89734 sq. ft.

Single-Family

Last sold for $2,500,000

Barry Paley, last sold this property on 18 October 2026 after 395 days on market.

Overview

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.

Features

4 bedrooms

3 bathrooms

4 carspaces

4 garage spaces

5647 sq. ft. floor area

89734 sq. ft. lot size

Single-Family

Estimated Value

Based on this property and similar 4 bedroom single-family properties sold in Old Westbury over the last 12 months, the estimated median property value of 55 Rolling Hill Lane is $2.5m.

Median value

$2.5m

Estimated value range

$2.15m - $2.58m

Median days on market

Estimated value trend

22%

increase over the last 12 months

Average days on market is based on recent, comparable sales in Old Westbury. It is only an indication of the time a property is actively listed and should not be relied upon as an accurate representation of how soon a property will be sold.

Property history for 55 Rolling Hill Lane

2026

Sold

$2,500,000

18 Oct 2026 by Barry Paley, of Keller Williams Points North

2022

Sold

$1,799,000

08 Sep 2022 by Paul Mateyunas, of Douglas Elliman Real Estate

Happy sellers in Old Westbury

We have insufficient information to provide an overview of customer satisfaction for Old Westbury. Viewing the agent profiles, reviews and sales for Old Westbury can provide insights for this location.