31 Chestnut Hill Dr
Upper Brookville, NY 11771
For more information on this listing, contact us at: (914) 438-5975
Active
$7,850,000
31 Chestnut Hill Dr Upper Brookville, NY 11771
Single Family Residence
Property Type
6
Beds
6 Full 4 Half
Baths
7,639
Sq. Ft.
1989
Year Built
Nassau
County
Introducing 31 Chestnut Hill Drive, an extraordinary contemporary estate situated on five private acres at the end of a prestigious cul-de-sac in Upper Brookville. Originally designed by renowned architect Gary Gallagher and comprehensively reimagined from 2023 to 2026 by award-winning architect Stuart Narofsky, this exceptional residence seamlessly blends striking modern architecture with sophisticated design, cutting-edge technology, and resort-style amenities.
Spanning over 10,000 square feet, the home features six bedrooms, six full and four half bathrooms, including a luxurious first-floor primary suite. Dramatic architectural details, including two custom floating staircases with glass railings, expansive walls of glass, porcelain flooring, and polished white oak floors, create a remarkable sense of openness and light. Thoughtfully designed living and entertaining spaces are complemented by a state-of-the-art chef's kitchen featuring custom cabinetry, integrated Thermador appliances, specialty quartz countertops, and an expansive center island.
The home's extensive accommodations include multiple home offices, a library, and beautifully appointed guest suites. The fully finished lower level offers an exceptional collection of recreational and wellness amenities, including a Dolby Atmos home theater, custom wine room and tasting area, wet bar, fitness room, Finnish sauna, and dedicated yoga and massage space.
Outdoors, the estate unfolds into a private resort-like setting, complete with a newly rebuilt heated saline pool and spa, expansive porcelain patios, and a fully renovated guest/pool house with its own kitchen. An outdoor kitchen and beautifully landscaped grounds provide an ideal setting for both intimate gatherings and large-scale entertaining.
Additional highlights include a heated four-car garage, five-zone energy-efficient climate control, whole-house generator, and comprehensive smart-home technology managing lighting, security, motorized shades, and numerous additional systems. Offering exceptional privacy, architectural distinction, and an extraordinary level of modern luxury, 31 Chestnut Hill Drive represents a rare opportunity to experience contemporary estate living on Long Island's Gold Coast.
Spanning over 10,000 square feet, the home features six bedrooms, six full and four half bathrooms, including a luxurious first-floor primary suite. Dramatic architectural details, including two custom floating staircases with glass railings, expansive walls of glass, porcelain flooring, and polished white oak floors, create a remarkable sense of openness and light. Thoughtfully designed living and entertaining spaces are complemented by a state-of-the-art chef's kitchen featuring custom cabinetry, integrated Thermador appliances, specialty quartz countertops, and an expansive center island.
The home's extensive accommodations include multiple home offices, a library, and beautifully appointed guest suites. The fully finished lower level offers an exceptional collection of recreational and wellness amenities, including a Dolby Atmos home theater, custom wine room and tasting area, wet bar, fitness room, Finnish sauna, and dedicated yoga and massage space.
Outdoors, the estate unfolds into a private resort-like setting, complete with a newly rebuilt heated saline pool and spa, expansive porcelain patios, and a fully renovated guest/pool house with its own kitchen. An outdoor kitchen and beautifully landscaped grounds provide an ideal setting for both intimate gatherings and large-scale entertaining.
Additional highlights include a heated four-car garage, five-zone energy-efficient climate control, whole-house generator, and comprehensive smart-home technology managing lighting, security, motorized shades, and numerous additional systems. Offering exceptional privacy, architectural distinction, and an extraordinary level of modern luxury, 31 Chestnut Hill Drive represents a rare opportunity to experience contemporary estate living on Long Island's Gold Coast.
MLS #
1061123
Monthly Fees
$125
On Site
8 Days
Last Updated
10/16/2026
Contact Agent
Ruth Garcia
(914) 438-5975Property Details
Community Information
Address
31 Chestnut Hill Dr, Upper Brookville, NY 11771
County
Nassau
City
Upper Brookville
Zip Code
11771
School Information
School District
Locust Valley
High School
Locust Valley High School
Middle School
Locust Valley Middle School
Elementary School
Ann Macarthur Primary School
Architecture
Bedrooms
6
Bathrooms
6 Full / 4 Half
Year Built
1989
Style
Contemporary,Modern
Construction Materials
Frame
Year Built Effective
2025
Basement
Partial, Walk-Out Access
Garage Spaces
4
Features / Amenities
Interior Features
1st fl Master Bedroom, First Floor Full Bath, Built-in Features, Central Vacuum, Chefs Kitchen, Double Vanity, Eat-in Kitchen, Entrance Foyer, Formal Dining, High Ceilings, High Speed Internet, His and Hers Closets, Kitchen Island, Open Floorplan, Primary Bathroom, Master Downstairs, Quartz/Quartzite Counters, Recessed Lighting, Sauna, Smart Thermostat, Soaking Tub, Walk-In Closet(s), Wet Bar
Appliances
Dishwasher, Dryer, Electric Cooktop, Electric Oven, Exhaust Fan, Microwave, Refrigerator, Washer
Equipment
Dehumidifier, Generator, Pool Equip/Cover
Fireplaces Total
2
Flooring
Hardwood
Laundry
Laundry Room
Exterior Features
Balcony, Gas Grill, Lighting, Mailbox
Patio And Porch
Patio
Pool
Fenced, Inground Pool, Pool Cover, Salt Water, Tile
Other Structures
Guest House, Outdoor Kitchen, Pool House
Window
Casement, Double Pane Windows, Floor to Ceiling Windows, New Windows, Oversized Windows
Security Features
Building Security, Fire Alarm, Security Gate, Security Lights, Security System, Smoke Detector(s), Video Cameras
Direction Faces
West
Parking Features
Attached, Driveway, Garage, Garage Door Opener, Heated Garage
Amenities
Walk Out Basement
Cooling
Central Air
Heating
Electric, Forced Air
Total Rooms
12
Property Features
Lot Size
217,800 Sq. Ft. / 5 Acres
Lot Features
Back Yard, Cul-De-Sac, Landscaped, Sprinklers In Front, Sprinklers In Rear
View
Trees/Woods
Property Attached
No
Utilities
Electricity Connected, Propane, Trash Collection Private
Sewer
Cesspool
Water
Public
Directions
Chicken Valley to Chestnut Hill Drive
Tax and Financial Info
Tax Year
2026
Tax Annual Amount
$53,464
Association Fee
$1,500 (paid Annually)
Association Fee Includes
Snow Removal
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Listing provided courtesy of Daniel Gale Sothebys Intl Rlty (516-626-7600).

Listings courtesy of Onekey MLS as distributed by MLS GRID.
Based on information submitted to the MLS GRID as of October 22, 2026 7:00 AM EST .
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.
Properties displayed may be listed or sold by various participants in the MLS,” as established by the applicable MLS Governing Documents.
Properties displayed may be listed or sold by various participants in the MLS,” as established by the applicable MLS Governing Documents.