Price Reduced 3.13%

$3,099,000 ($619.80 per sqft)

Est. Mortgage $14,864/mo *

Quick Pre-Approval

Price History

$3,199,000
9/12/2025

$3,099,000
10/29/2025


20 Rolling Drive, Glen Head, NY, 11545

20 Rolling Drive, Glen Head, NY, 11545

13 rooms

6 beds

6 Full / 1 Half baths

1969

Colonial

5,000 sqft

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.


Status:

Active

Type:

Single-family residential

Laundry Remarks:

In Basement, Laundry Room

Garage:

3-car

Heating:

Baseboard, Natural Gas

Cooling:

Central Air

Basement:

Finished, Full, Walk-Out Access

Parking:

10-car, Driveway, Garage

Acreage:

2.01

Est. Taxes:

$50,567

Construction

Cedar, Frame

Utilities

Electricity Connected, Natural Gas Connected, Trash Collection Public, Underground Utilities, Water Connected

Lot Description:

Back Yard, Cleared, Front Yard, Garden, Landscaped, Level, Near School, Near Shops, Sprinklers In Front, Sprinklers In Rear

View Description:

Neighborhood

Elementary School:

JEFFREY RATNER-ROBERT SEAMAN ELEMENTARY SCHOOL

Middle School:

Jericho Middle School

High School:

Jericho Senior High School

School District:

Jericho

Days on Market:

86

Appliances:

Dishwasher, Dryer, Gas Range, Microwave, Refrigerator, Stainless Steel Appliance(s), Washer, Gas Water Heater

Pool:

Fenced, In Ground, Outdoor Pool, Pool Cover

MLS #:

912361


Community Info

School Info

Walk Score

Mass Transit

Yelp



Listing courtesy of Compass Greater NY LLC 631-387-1772