31 Chestnut Hill Drive, Upper Brookville, NY 11771
Local realty services provided by:ERA Top Service Realty
31 Chestnut Hill Drive,Upper Brookville, NY 11771
$7,850,000
- 6 Beds
- 10 Baths
- 7,639 sq. ft.
- Single family
- Active
Listed by: jason p. friedman, theodoros kritikos
Office: daniel gale sothebys intl rlty
MLS#:1061123
Source:OneKey MLS
Price summary
- Price:$7,850,000
- Price per sq. ft.:$776.54
About this home
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....
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Home facts
- Year built:1989
- Listing ID #:1061123
- Added:3 day(s) ago
- Updated:October 19, 2026 at 11:41 AM
Rooms and interior
- Bedrooms:6
- Total bathrooms:10
- Full bathrooms:6
- Half bathrooms:4
- Rooms Total:12
- Flooring:Hardwood
- Dining Description:Eat-In Kitchen, Formal Dining
- Bathrooms Description:Double Vanity, Soaking Tub
- Kitchen Description:Chefs Kitchen, Dishwasher, Eat-in Kitchen, Kitchen Island, Microwave, Refrigerator
- Bedroom Description:First Floor Bedroom, Master Downstairs
- Basement:Yes
- Basement Description:Partial, Walk-Out Access
- Living area:7,639 sq. ft.
Heating and cooling
- Cooling:Central Air
- Heating:Electric, Forced Air
- Central air:Yes
Structure and exterior
- Year built:1989
- Building area:7,639 sq. ft.
- Lot area:5 Acres
- Architectural Style:Contemporary, Modern
- Construction Materials:Frame
- Exterior Features:Balcony
Schools
- High school:Locust Valley High School
- Middle school:Locust Valley Middle School
- Elementary school:Ann Macarthur Primary School
Utilities
- Water:Public
- Sewer:Cesspool
Finances and disclosures
- Price:$7,850,000
- Price per sq. ft.:$776.54
- Tax amount:$53,464 (2026)
Features and amenities
- Appliances:Dishwasher, Dryer, Microwave, Refrigerator, Washer
- Laundry features:Dryer, Washer
- Amenities:Double Vanity, Entrance Foyer, High Ceilings, High Speed Internet, Open Floorplan, Smart Thermostat, Walk-In Closet(s), Wet Bar
- Pool features:In Ground
- Smart home:Yes
Parking
- Parking description:Attached, Driveway, Garage, Heated Garage
- Garage:Yes
- Garage spaces:4
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