BEDS6
BATHS6 full 4 partial
SQUARE FEET7,639
MLS#1061123
STATUSActive
PROPERTY TYPEResidential - Single Family
SCHOOLLocust Valley
Property Description
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.
Property Features
Property Type: Residential - Single Family
Basement: Yes
Basement: Partial, Walk-Out Access
Cooling: Central Air
Fenced: Yes
Fireplaces: 2
Garage: 4
Heating: Electric, Forced Air
Home Style: Contemporary, Modern
Lot Size: 5.00 Acres
Taxes: $53,464
Year Built: 1989
Amenities
First Floor 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
Balcony
Gas Grill
Lighting
Mailbox
Feature Descriptions
Appliances: Dishwasher, Dryer, Electric Cooktop, Electric Oven, Exhaust Fan, Microwave, Refrigerator, Washer
Association Fee: $1500/Annually
Association Fee Includes: Snow Removal
Building Area Total: 10109
Exclusions: Ask listing agent
Exterior: Frame
Fireplace Y/N: Yes
Flooring: Hardwood, Other
Formal Dining: Yes
GarageY/N: Yes
Heating Zones: 5
House Faces: West
Laundry: Laundry Room
Lot Features: Back Yard, Cul-De-Sac, Landscaped, Sprinklers In Front, Sprinklers In Rear
Number Of Kitchens: 2
On Market Date: 2026-10-15
Other Structures: Guest House, Outdoor Kitchen, Pool House
Parking Features: Attached, Driveway, Garage, Garage Door Opener, Heated Garage
Patio And Porch: Patio
Pool Features: Fenced, In Ground, Pool Cover, Salt Water, Tile
Rental Term: Monthly
Rooms Total: 12
Sauna: Yes
Security: yes
Security Features: Building Security, Fire Alarm, Security Gate, Security Lights, Security System, Smoke Detector(s), Video Cameras
Sewer: Cesspool
Spa Y/N: Yes
Special View Info: Trees/Woods
Swimming Pool: Yes
Utilities: Electricity Connected, Propane, Trash Collection Private
Water: Public
Window Features: Casement, Double Pane Windows, Floor to Ceiling Windows, New Windows, Oversized Windows
Local Schools
High School: Locust Valley High School
Middle School: Locust Valley Middle School
Elementary School: Ann Macarthur Primary School
School District: Locust Valley
Listed By / Shown By
Listing By
Agency Name: Daniel Gale Sothebys Intl Rlty
Agency Contact: 516-626-7600
Shown By
Agency Title: Coldwell Banker Choice Properties
Agency Phone: 833-88-CHOICE (2-4642)
Estimate Your Payment
Estimated Payment
$ 24,215.61 per month $17,470.70 Principal & Interest $4,455.33 Property Tax $2,289.58 Homeowner's InsuranceChange Payment Information
Broker Headquarters, 621 Columbia St. Suite 800, Cohoes, NY 12047
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31 Chestnut Hill Drive | MLS# 1061123
This single family home located at 31 Chestnut Hill Drive, Upper Brookville, NY 11771 is currently listed for sale with an asking price of $7,850,000. This property was built in 1989 and has 6 bedrooms and 6 full and 4 partial baths with 7639 sq. ft. Chestnut Hill Drive is located within the Locust Valley school district. Search Upper Brookville real estate on www.coldwellbankerchoice.com today.