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575 MADISON AVENUE, NEW YORK, NY 10022. 212.891.7000 © 2025 DOUGLAS ELLIMAN REAL ESTATE. EQUAL EMPLOYMENT OPPORTUNITY PROVIDER. ALL MATERIAL PRESENTED HEREIN IS INTENDED FOR INFORMATION PURPOSES ONLY. WHILE THIS INFORMATION IS BELIEVED TO BE CORRECT, IT IS REPRESENTED SUBJECT TO ERRORS, OMISSIONS, CHANGES, OR WITHDRAWAL WITHOUT NOTICE. ALL PROPERTY INFORMATION, INCLUDING, BUT NOT LIMITED TO SQUARE FOOTAGE, ROOM COUNT, NUMBER OF BEDROOMS, AND THE SCHOOL DISTRICT IN PROPERTY LISTINGS SHOULD BE VERIFIED BY YOUR OWN ATTORNEY, ARCHITECT, OR ZONING EXPERT. EQUAL HOUSING OPPORTUNITY.LISTING DATA REFRESHED ON OCT 27 2025 AT 11:51 AM.

DOUGLAS ELLIMAN IS A LICENSED REAL ESTATE BROKER IN CALIFORNIA WITH LICENSE # 01947727, COLORADO WITH LICENSE # EC100053892, CONNECTICUT WITH LICENSE # REB.0314827, THE DISTRICT OF COLUMBIA WITH LICENSE # REO40000160, FLORIDA WITH LICENSE # CQ1020232, MARYLAND WITH LICENSE # 645270, MASSACHUSETTS WITH LICENSE # 422764, NEVADA WITH LICENSE # 1454643, NEW JERSEY WITH LICENSE # 0572105, NEW YORK WITH LICENSE # 10991211812, TEXAS WITH LICENSE # 9008706, AND VIRGINIA WITH LICENSE # 0226035659.

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20 Rolling Dr

glen head, NY 11545

$3,199,000

  • 6 BR
    6 BA, 1 HALF BA
    APPROX. 5,000 SF

INTERESTED? LET'S CONNECT

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.

Details

5,000 Sq Ft

2.01 Private Acres Lot Size

Single Family Home

$40,644 Annual Tax

Built in 1969

MLS/Listing ID 912361

Amenities & Features

Garden

Lighting

Rain Gutters

Backyard

Family Room Fireplace

Wood Burning Fireplace

Accessible Elevator Installed

Dishwasher

Dryer

Gas Range

Microwave

Hardwood

Tile

Concrete Perimeter

Heating - Baseboard

Heating - Natural Gas

Central Vacuum

Eat-in Kitchen

Elevator

Entrance Foyer

Kitchen Island

Open kitchen

Chef's Kitchen

Pool - Outdoor

Pool - Cover

Neighborhood View

Aluminum Frames

Casement Windows

New Windows

Cooling - Central Air

Construction - Frame

Construction - Cedar

Style - Colonial

Gas Water Heater

Washer

Stainless Steel Appliance(s)

Refrigerator

Pool - Inground

Pool - Fenced

Patio

Parking - Garage

Parking - Driveway

Lot - Sprinklers in Rear

Lot - Sprinklers in Front

Lot - Near School

Lot - Level

Lot - Landscaped

Lot - Garden

Lot - Front Yard

Recessed Lighting

Storage

Walk-in Closets

In Basement

Laundry Room

Lot - Back Yard

Lot - Cleared

ONEKEY

Source of Data: ONEKEY MLS

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TOTAL MONTHLY COST

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