31 Chestnut Hill Dr Upper Brookville, NY 11771
31 Chestnut Hill Dr Upper Brookville, NY 11771 | MLS 1061123 Photo 1
31 Chestnut Hill Dr Upper Brookville, NY 11771 | MLS 1061123 Photo 2
31 Chestnut Hill Dr Upper Brookville, NY 11771 | MLS 1061123 Photo 3
31 Chestnut Hill Dr Upper Brookville, NY 11771 | MLS 1061123 Photo 4
31 Chestnut Hill Dr Upper Brookville, NY 11771 | MLS 1061123 Photo 5
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
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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.
MLS # 1061123
Monthly Fees $125
On Site 8 Days
Last Updated 10/16/2026

Contact Agent

Ruth Garcia

Ruth Garcia

(914) 438-5975

Property Details

Community Information

Address 31 Chestnut Hill Dr, Upper Brookville, NY 11771
County Nassau
Zip Code 11771

School Information

School District Locust Valley
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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31 Chestnut Hill Dr Upper Brookville, NY 11771 | MLS 1061123
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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.
31 Chestnut Hill Dr Upper Brookville, NY 11771
  • $7,850,000
  • 6 beds
  • 6 full  4 half baths
  • 7,639 Sq. Ft.