| MLS# | 1061123 |
| Details | 6 bed, 6 bath, 4 half bath, dishwasher, washer, dryer, garage, AC, Lot Size: 5 acres, Interior: 7639 ft2, 710m2 (DOM): 1 days |
| Construction Year | 1989 |
| Maintenance Fees | $1,500 |
| Taxes (per year) | $53,464 |
| Fuel Type | Electric |
| Heat type | Hot air |
| Air Conditioning | Central Air |
| Basement | Partial |
| Garage Type | Attached |
| LIRR | 2.4 miles: "Locust Valley" |
| 2.5 miles: "Oyster Bay" | |
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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.
This information is not verified for authenticity or accuracy and is not guaranteed and may not reflect all real estate activity in the market. © 2026 Daniel Gale Sothebys Intl Rlty. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.







