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Pending
  • $2,599,000

    55 Rolling Hill Lane, Old Westbury, NY 11568

    4beds
    3,549sqft
    Loading
    Single Family Residence, Residential
    Built in 1960
    2.06 Acres Lot
    $-- Zestimate®
    $732/sqft
    $-- HOA

    What's special

    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.
    16 days
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    91
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    2
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    Zillow last checked:

    Listing updated:

    Listed by:

    Keller Williams Points North 516-865-1800,

    Barry J. Paley CBR 516-503-4242,

    Lucas Paley 516-476-1188,

    Keller Williams Points North

    Source: OneKey® MLS as distributed by MLS GRID,MLS#: 993811MLS Logo

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 4
      • Bathrooms: 3
      • Full bathrooms: 2
      • 1/2 bathrooms: 1
      Primary bedroom
      • Description: Primary Bedroom
      • Level: First
      Bedroom 2
      • Description: Bedroom
      • Level: First
      Bedroom 3
      • Description: Bedroom
      • Level: First
      Bedroom 4
      • Description: Bedroom
      • Level: First
      Bathroom 1
      • Description: Half Bath
      • Level: First
      Bathroom 2
      • Description: Full Bath
      • Level: First
      Bathroom 3
      • Description: Full Bath
      • Level: First
      Basement
      • Description: Full, Walk-out Access
      • Level: Basement
      Dining room
      • Description: Formal Dining Room
      • Level: First
      Family room
      • Description: Family Room
      • Level: First
      Kitchen
      • Description: Eat-in Kitchen
      • Level: First
      Living room
      • Description: Living Room
      • Level: First
      Heating
      • Forced Air, Oil
      Cooling
      • Central Air
      Appliances
      • Included: Dishwasher, Electric Cooktop, Oven, Refrigerator, Oil Water Heater
      • Laundry: Laundry Room
      Features
      • First Floor Bedroom, First Floor Full Bath, Eat-in Kitchen, Entrance Foyer, Formal Dining, Kitchen Island, Natural Woodwork, Open Floorplan, Open Kitchen
      • Flooring: Hardwood
      • Basement: Full,Walk-Out Access
      • Attic: Partial
      • Has fireplace: Yes
      • Fireplace features: Family Room
      Interior area
      • Total structure area: 5,647
      • Total interior livable area: 3,549 sqft
      Video & virtual tour

      Property

      Parking
      • Total spaces: 4
      • Parking features: Driveway, Garage
      • Garage spaces: 4
      • Has uncovered spaces: Yes
      Features
      • Patio & porch: Patio
      • Has private pool: Yes
      • Pool features: In Ground, Pool Cover, Tile
      • Fencing: Back Yard,Chain Link,Fenced,Other
      Lot
      • Size: 2.06 Acres
      • Features: Cul-De-Sac
      Details
      • Parcel number: 2431170120000720
      • Special conditions: None
      • Other equipment: Pool Equip/Cover

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Ranch
      • Property subtype: Single Family Residence, Residential
      Materials
      • Brick, Stone
      Condition
      • Year built: 1960

      Utilities & green energy

      • Sewer: Cesspool
      • Water: Public
      • Utilities for property: Trash Collection Private

      Community & HOA

      HOA
      • Has HOA: No
      Location
      • Region: Old Westbury

      Financial & listing details

      • Price per square foot: $732/sqft
      • Tax assessed value: $1,607,000
      • Annual tax amount: $47,309
      • Date on market: 5/26/2026
      • Cumulative days on market: 72 days
      • Listing agreement: Exclusive Right To Sell

        Estimated market value

        Not available

        Estimated sales range

        Not available

        Not available

        Price history

        DateEventPrice
        8/5/2026Pending sale$2,599,000$732/sqft
        Source: OneKey® MLS as distributed by MLS GRID #993811 Report a problem
        7/21/2026Listing removed$2,599,000$732/sqft
        Source: OneKey® MLS as distributed by MLS GRID #993811 Report a problem
        6/15/2026Price change$2,599,000-1.9%$732/sqft
        Source: OneKey® MLS as distributed by MLS GRID #993811 Report a problem
        5/26/2026Listed for sale$2,650,000-1.8%$747/sqft
        Source: OneKey® MLS as distributed by MLS GRID #993811 Report a problem
        3/23/2026Listing removed$2,699,000$760/sqft
        Source: OneKey® MLS as distributed by MLS GRID #911936 Report a problem
        11/18/2025Price change$2,699,000-3.6%$760/sqft
        Source: OneKey® MLS as distributed by MLS GRID #911936 Report a problem
        9/18/2025Listed for sale$2,799,000+55.6%$789/sqft
        Source: OneKey® MLS as distributed by MLS GRID #911936 Report a problem
        9/8/2022Sold$1,799,000$507/sqft
        Source: OneKey® MLS as distributed by MLS GRID #L3407626 Report a problem
        7/8/2022Pending sale$1,799,000$507/sqft
        Source: OneKey® MLS as distributed by MLS GRID #3407626 Report a problem
        6/13/2022Listed for sale$1,799,000$507/sqft
        Source: OneKey® MLS as distributed by MLS GRID #3407626 Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2024-- $1,607
        2023-- $1,607
        2022-- $1,607
        2021$42,340 -3.8%--
        2020$43,996 +11.1%$3,465
        2019$39,585 $3,465
        2018$39,585 +4.5%$3,465
        2017$37,898 +7.3%$3,465
        2016$35,313 +631.3%$3,465
        2015$4,829 +6.6%$3,465
        2013$4,528 +6.8%$3,465
        2012$4,240 -82.9%$3,465 -12.5%
        2011$24,759 -4.2%$3,960 -11.2%
        2010$25,851 $4,460 -16.4%
        2009-- $5,335 +5.7%
        2008-- $5,048 +6%
        2006-- $4,763 -20.1%
        2005-- $5,958 -50%
        2004-- $11,917 -6.9%
        2003-- $12,801 -47.4%
        2002-- $24,350
        2001-- $24,350
        2000-- $24,350
        Find assessor info on the county website

        Monthly payment

        Estimated monthly payment$1,822
        All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
        HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
        See how much you could borrow to make a competitive offer.

        Climate risks

        Neighborhood: 11568

        Getting around

        1 / 100
        Car-Dependent
        17 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating
        Schools provided by the listing agent
        • Elementary: Cantiague Elementary School
        • Middle: Jericho Middle School
        • High: Jericho Senior High School

        Source: OneKey® MLS as distributed by MLS GRID. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.

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