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    1 home
      1 home available
      20 Rolling Drive, Glen Head, NY 11545
      Open Sun 12:00 PM-2:00 PMVirtual Tour
      20 Rolling Drive, Glen Head, NY 11545
      $3,099,000
      6beds
      6.5bath
      5,000sqft
      2.01acres
      House for Sale

      20 Rolling Drive, Glen Head, NY 11545

      Listing by: Compass Greater NY LLC
      1 - 1 of 1 results
      Copyright © 2025 OneKey® MLS LLC
      Display of MLS Data is usually deemed reliable but is NOT guaranteed accurate by the MLS. Buyers are responsible for verifying the accuracy of all information and should investigate the data themselves or retain appropriate professionals.
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      OneKey® MLS
      20 Rolling Drive, Glen Head, NY 11545
      20 Rolling Drive, Glen Head, NY 11545
      20 Rolling Drive, Glen Head, NY 11545
      20 Rolling Drive, Glen Head, NY 11545
      20 Rolling Drive, Glen Head, NY 11545
      20 Rolling Drive, Glen Head, NY 11545
      20 Rolling Drive, Glen Head, NY 11545
      20 Rolling Drive, Glen Head, NY 11545
      20 Rolling Drive, Glen Head, NY 11545
      20 Rolling Drive, Glen Head, NY 11545
      20 Rolling Drive, Glen Head, NY 11545
      20 Rolling Drive, Glen Head, NY 11545
      20 Rolling Drive, Glen Head, NY 11545
      20 Rolling Drive, Glen Head, NY 11545
      20 Rolling Drive, Glen Head, NY 11545
      20 Rolling Drive, Glen Head, NY 11545
      20 Rolling Drive, Glen Head, NY 11545
      20 Rolling Drive, Glen Head, NY 11545
      20 Rolling Drive, Glen Head, NY 11545
      20 Rolling Drive, Glen Head, NY 11545
      20 Rolling Drive, Glen Head, NY 11545
      20 Rolling Drive, Glen Head, NY 11545
      20 Rolling Drive, Glen Head, NY 11545
      20 Rolling Drive, Glen Head, NY 11545
      20 Rolling Drive, Glen Head, NY 11545
      20 Rolling Drive, Glen Head, NY 11545
      20 Rolling Drive, Glen Head, NY 11545
      20 Rolling Drive, Glen Head, NY 11545
      20 Rolling Drive, Glen Head, NY 11545
      20 Rolling Drive, Glen Head, NY 11545
      20 Rolling Drive, Glen Head, NY 11545
      20 Rolling Drive, Glen Head, NY 11545
      20 Rolling Drive, Glen Head, NY 11545
      20 Rolling Drive, Glen Head, NY 11545
      20 Rolling Drive, Glen Head, NY 11545
      20 Rolling Drive, Glen Head, NY 11545
      20 Rolling Drive, Glen Head, NY 11545
      20 Rolling Drive, Glen Head, NY 11545
      20 Rolling Drive, Glen Head, NY 11545
      20 Rolling Drive, Glen Head, NY 11545
      20 Rolling Drive, Glen Head, NY 11545
      20 Rolling Drive, Glen Head, NY 11545
      20 Rolling Drive, Glen Head, NY 11545
      20 Rolling Drive, Glen Head, NY 11545
      20 Rolling Drive, Glen Head, NY 11545
      20 Rolling Drive, Glen Head, NY 11545
      20 Rolling Drive, Glen Head, NY 11545
      20 Rolling Drive, Glen Head, NY 11545
      20 Rolling Drive, Glen Head, NY 11545
      20 Rolling Drive, Glen Head, NY 11545
      20 Rolling Drive, Glen Head, NY 11545
      Open Sun 12:00 PM-2:00 PM
      Virtual Tour
      $3,099,000 $100,000 
      6beds
      6full,1half bath
      5,000sqft
      2.01acres

      20 Rolling Drive, Glen Head, NY 11545

      City/Town:Glen Head   Post Office: Glen Head     

      House for Sale by Christopher GalluzzoCompass Greater NY LLC.

      Data checked -. Listing last updated 38 hours ago.
      1. Overview
      2. Details
      3. More 

      Welcome to 20 Rolling Drive, Glen Head, NY - Set on a pristine 2 acres of rolling lawn. 6 Bedrooms | 6.5 Bathrooms | 4,868 Sq Ft | Colonial Discover the perfect balance of space, style, and modern updates in this fully renovated 5000 sq ft Colonial, with a basement and garage included it is approximately a 7000 sq ft total structured home, ideally located in prestigious Brookville. With 6 bedrooms, 6.5 bathrooms, and expansive grounds, this home is designed for both elegant entertaining and everyday living. Inside, a sun-filled open floor plan highlights wide-plank hardwood floors, oversized windows, and seamless flow between living spaces. The chef’s kitchen features Viking appliances, quartz countertops, custom cabinetry, dual sinks, an oversized island, a wine fridge, and sliders opening directly to the backyard. A spacious family room with a stone, wood-burning fireplace and multiple dining and living areas creates versatile spaces for gatherings. There is even an elevator that takes you from the garage to the first floor and then to the primary bedroom. Upstairs, the luxurious primary suite includes a spa-inspired bath, while five additional bedrooms and updated bathrooms with LED mirrors and sleek finishes offer comfort and flexibility. The finished full basement adds even more living space, complete with a full bathroom, laundry room, and endless potential for a gym, media room, or guest suite. Outdoors, the property is a true retreat, featuring a sparkling in-ground pool, two large patios, and a sprawling grassy yard ideal for entertaining or recreation. A circle driveway and 3-car garage provide convenience and curb appeal. Peace of mind comes with major updates, 3 brand new CAC systems, Boiler 2017, and a new roof. Situated close to top-rated schools, golf, shopping, dining, and major highways, 20 Rolling Drive offers estate-style living with every modern convenience. Move-in ready, spacious, and built for today’s lifestyle, this Brookville gem has it all. 2 Acres, 3 Car Garage, Boiler 2017 - 5 zones, Natural Gas, Radiant floors in primary bathroom, Elevator, 400 AMP, New Roof, soffits and leaf guards, 25 X 50 gunite pool newly diamond dusted, 12 Zone Sprinkler System in the front and back, CAC.

      Internet Serviceability
      Details
        Property type
      Residential
        Year built
      1969
        Heating
      Baseboard, Natural Gas
        Cooling
      Central Air
        Total rooms
      13
        Garage
      Yes (3 space)
        City/Town
      Glen Head
        Post Office
      Glen Head
        Parking spots
      10
      912361
      MLS ID
      Active
      Status
      09/12/2025
      On Market Date
        Laundry features
      In Basement, Laundry Room
        Flooring
      Hardwood, Tile
        Fireplace
      Yes
        Pets allowed
        Architectural Style
      Colonial
        Basement
      Finished, Full, Walk-Out Access
        View
      Neighborhood
      Interior features
      First Floor Bedroom, First Floor Full Bath, Central Vacuum, Chefs Kitchen, Eat-in Kitchen, Elevator, ENERGY STAR Qualified Door(s), Entrance Foyer, Formal Dining, Kitchen Island, Open Kitchen, Primary Bathroom, Quartz/Quartzite Counters, Recessed Lighting, Storage, Walk-In Closet(s)
      Exterior features
      Garden, Lighting, Mailbox, Rain Gutters
      Lot features
      Back Yard, Cleared, Front Yard, Garden, Landscaped, Level, Near School, Near Shops, Sprinklers In Front, Sprinklers In Rear
      Appliances included
      Dishwasher, Dryer, Gas Range, Microwave, Refrigerator, Stainless Steel Appliance(s), Washer, Gas Water Heater
      Construction materials
      Cedar, Frame
      Monthly taxes
      $4,214
      Yearly taxes
      $50,566.78
      Community Features
      -
      School district
      Jericho
      Schools
      JEFFREY RATNER-ROBERT SEAMAN ELEMENTARY SCHOOL, Jericho Middle School, Jericho Senior High School
      Senior community
      No
      Common Charges
      -
      Maintenance
      -
      Additional Fees
      -
      Open Houses
      In-Person
      Sun, Dec 07
      12:00 PM - 02:00 PM
      Eastern Time
      All are welcome!
      Virtual
      No upcoming virtual open houses
      Contact Agent
      Listing By:
      Christopher Galluzzo
      Christopher Galluzzo
      Elena M. Galluzzo
      Elena M. Galluzzo
      Christopher Galluzzo
      Christopher Galluzzo
      Real Estate Salesperson, Compass Greater NY LLC
      Direct Number 
       
      Elena M. Galluzzo
      Elena M. Galluzzo
      Associate Real Estate Broker, Compass Greater NY LLC
      Direct Number 
       
      Location
      Cedar Swamp Rd to Wheatley Rd then right onto Rolling Drive.
      For Sale Nearby
      No nearby homes are For Sale Nearby.
      Recently Sold
      No nearby homes have been Recently Sold.
      20 Rolling Drive, Glen Head, NY 11545, is a 6 bedroom, 6 bathroom, 5000 sqft. Single Family Residence built in 1969. This property is currently available for sale and was listed on OneKey® MLS on 9-12-2025. The MLS# for this Single Family Residence is MLS# 912361.
      Display of MLS Data is usually deemed reliable but is NOT guaranteed accurate by the MLS. Buyers are responsible for verifying the accuracy of all information and should investigate the data themselves or retain appropriate professionals.
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