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.
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Listing Snapshot
Price
$3,199,000
Days On Site
36 Days
Bedrooms
6
Inside Area (SqFt)
5,000 sqft
Total Baths
7
Full Baths
6
Partial Baths
1
Lot Size
2.01 Acres
Year Built
1969
MLS® Number
912361
Status
Active
Property Tax
$40,644
HOA/Condo/Coop Fees
N/A
Sq Ft Source
N/A
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Recent Activity
a month ago
Status changed to Active
a month ago
Listing updated with changes from the MLS®
a month ago
Listing first seen on site
General Features
Acres
2.01
Cross Street
Wheatley Road
Disclosures
Seller Property Disclosure
Garage
Yes
Garage Spaces
3
Levels
Three Or More
Parking
DrivewayGarage
Parking Spaces
10
Property Condition
Updated/Remodeled
Property Sub Type
Single Family Residence
Sewer
Cesspool
SqFt Total
6000
Style
Colonial
Utilities
Natural Gas AvailableElectricity ConnectedNatural Gas ConnectedUnderground UtilitiesWater Connected
Water Source
Public
Interior Features
Appliances
DishwasherDryerGas RangeMicrowaveRefrigeratorStainless Steel Appliance(s)WasherGas Water Heater
Basement
Level - LowerDescription - Gigantic basement with space for everything you desire including an outside entrance.
Cooling
Central Air
Fireplace
Yes
Fireplace Features
Family RoomWood Burning
Fireplaces
1
Flooring
HardwoodTile
Heating
BaseboardNatural Gas
Interior
Central VacuumEat-in KitchenElevatorEntrance FoyerKitchen IslandRecessed LightingStorageWalk-In Closet(s)
Laundry Features
In BasementLaundry Room
Window Features
Aluminum Frames
Bedroom 1
Level - FirstDescription - Guest bedroom on first floor with access to full bath.
Dining Room
Level - FirstDescription - Formal Dining Room with picture window and porcelain tile.
Family Room
Level - FirstDescription - Family room with woodburning fireplace is open to the kitchen for easy entertaining.
Kitchen
Level - FirstDescription - Sunroom with walls of glass is perfect for table and casual seating with beautiful view of the yard.
Living Room
Level - FirstDescription - Large Living Room with picture window and hardwood floors.
Primary Bathroom
Level - SecondDescription - Primary bathroom has all of the bells and whistles including radiant heated flooring.
Primary Bedroom
Level - SecondDescription - True primary bedroom has great space and nice natural lighting with a massive walk-in-closet.
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Exterior Features
Construction Details
CedarFrame
Exterior
GardenLightingRain Gutters
Fencing
FencedBack Yard
Lot Features
Back YardClearedFront YardGardenLandscapedLevelSprinklers In FrontSprinklers In Rear
Patio And Porch
Patio
Pool Features
FencedIn GroundOutdoor PoolPool CoverPrivate
Private Pool
Yes
View
Neighborhood
Waterview
Neighborhood
Windows/Doors
Aluminum Frames
Community Features
Accessibility Features
Accessible Elevator Installed
Horse Allowed
Yes
School District
Jericho
Schools
School District
Jericho
Elementary School
JEFFREY RATNER-ROBERT SEAMAN ELEMENTARY SCHOOL
Middle School
Jericho Middle School
High School
Jericho Senior High School
Listing courtesy of Compass Greater NY LLC christo.galluzzo@compass.com
Based on information submitted to the MLS GRID as of 2025-10-18 01:47 PM EDT.
All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied
Open House Information is subject to change without notice. All information should be independently reviewed
and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.
Neighborhood & Commute
Source: Walkscore
Disclosure: Community information and market data powered by Constellation Data Labs. Information is deemed reliable but not guaranteed.
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