20 Rolling Drive, Glen Head, NY

$3,199,000

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6

Beds

7

Baths

5,000

Square feet

2.01

Acres

About 20 Rolling Drive

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.

Features of 20 Rolling Drive

MLS® # 912361
Price $3,199,000
Bedrooms 6
Bathrooms 7.00
Full Baths 6
Half Baths 1
Internal Footage 5,000
Square Footage 87556
Acres 2.01
Year Built 1969
Type Residential
Sub-Type Single Family Residence
Style Colonial
Status Active

Community Information

Address 20 Rolling Drive
City Glen Head
County Nassau County
State NY
Zip Code 11545

Amenities

Utilities Electricity Connected, Natural Gas Connected, Trash Collection Public, Underground Utilities, Water Connected
Parking Spaces 10
Parking Driveway, Garage
# of Garages 3
View Neighborhood
Is Waterfront No
Has Pool Yes
Pool Fenced, In Ground, Outdoor Pool, Pool Cover

Interior

Interior Hardwood, Tile
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)
Appliances Dishwasher, Dryer, Gas Range, Microwave, Refrigerator, Stainless Steel Appliance(s), Washer, Gas Water Heater
Heating Baseboard, Natural Gas
Cooling Central Air
Fireplace Yes
# of Fireplaces 1
Fireplaces Family Room, Wood Burning
Has Basement Yes
Basement Finished, Full, Walk-Out Access

Exterior

Exterior Features Garden, Lighting, Mailbox, Rain Gutters
Lot Description Back Yard, Cleared, Front Yard, Garden, Landscaped, Level, Near School, Near Shops, Sprinklers In Front, Sprinklers In Rear
Windows Aluminum Frames, Casement, Floor to Ceiling Windows, New Windows
Construction Cedar, Frame

School Information

District Jericho
Elementary JEFFREY RATNER-ROBERT SEAMAN ELEMENTARY SCHOOL
Middle Jericho Middle School
High Jericho Senior High School

Additional Information

Date Listed September 12th, 2025
Days on Market 30
Short Sale No
RE / Bank Owned No

Listing Details

Listing Provided Courtesy ofCompass Greater NY LLC
Contact Info631-387-1772

Listing Map

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