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Leighton G. Ashley
Licensed RE Associate Broker
REALTOR®, RSPS - Resort & Second Home Property Specialist; SRS - Seller Representative Specialist
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31 Chestnut Hill Drive, Upper Brookville, NY 11771

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Property Description

Maison Blanche: An Architectural Icon in Upper BrookvilleExperience the pinnacle of ultra-modern luxury at 31 Chestnut Hill Drive. Set on five flat, private acres at the crest of a premier cul-de-sac, this architectural sanctuary was originally designed by the renowned architect Gary Gallagher and redesigned by award-winning FAIA architect Stuart Narofsky, leading to an extensively renovated (2023-2026) masterpiece.The residence features six bedrooms with en-suite bathrooms, four additional half-baths, to include an expansive first-floor primary suite. Architectural highlights include two custom floating staircases with glass railings, porcelain and white oak floors, and frameless full-bodied Belldinni doors. The chef's kitchens in the main and guest houses are equipped with Wi-Fi-controlled Thermador appliances and specialty quartz islands.Uniquely designed for wellness and entertainment, the second-floor features 3 bedrooms and a private gym and Finnish sauna, while the lower level boasts a Dolby-Atmos theater, wine tasting room, a yoga/massage spa, and a wet bar. Outside, a heated saline pool and spa are framed by a porcelain patio and an unobstructing glass railing, and an outdoor wet kitchen.App-controlled for the modern age, the estate features smart management of the custom steel entry gate, five-zone HVAC, motorized shades, security, and a whole-house generator. This is the new standard of Gold Coast living.

31 Chestnut Hill Drive | MLS# 970669

This single family home located at 31 Chestnut Hill Drive, Upper Brookville, NY 11771 is currently listed for sale with an asking price of $10,750,000. This property was built in 1989 and has 6 bedrooms and 6 full and 4 partial baths with 10109 sq. ft. Chestnut Hill Drive is located within the Locust Valley school district. Search Upper Brookville real estate on leighton-ashley.timberlandproperties.com today.

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Property Features

Property Type: Residential - Single Family
Basement: Finished, Full, Walk-Out Access
Basement: Yes
Cooling: Central Air
Fireplaces: 2
Garage: 4
Heating: Electric
Home Style: Contemporary, Modern
Lot Size: 5.00 Acres
Taxes: $46,351
Year Built: 1989

Amenities

First Floor Bedroom
First Floor Full Bath
Chandelier
Chefs Kitchen
Eat-in Kitchen
Entrance Foyer
Formal Dining
High Ceilings
Kitchen Island
Primary Bathroom
Master Downstairs
Quartz/Quartzite Counters
Smart Thermostat
Walk-In Closet(s)
Wet Bar
Lighting

Feature Descriptions

Appliances: Dishwasher, Dryer, Microwave, Oven, Refrigerator, Washer
Association Fee: $125
Building Area Total: 10109
Days on Site: 6
Exterior: Frame
Fireplace Features: Electric
Fireplace Y/N: Yes
Flooring: Hardwood, Tile
Formal Dining: Yes
GarageY/N: Yes
Heating Zones: 5
Lot Features: Back Yard, Level, Near Golf Course, Private
Number Of Kitchens: 2
On Market Date: 2026-03-14
Other Structures: Guest House
Parcel Number: 2427-24-E-00-1046-0
Parking Features: Driveway, Garage Door Opener, Private
Patio And Porch: Patio
Pool Features: In Ground, Salt Water
Rental Term: Monthly
Rooms Total: 26
Security: yes
Security Features: Security Gate, Security Lights, Security System, Video Cameras
Sewer: Cesspool
Skylight: Y
Swimming Pool: Yes
Utilities: Electricity Connected, Propane
Water: Public
Window Features: Casement, Floor to Ceiling Windows, Skylight(s)

Local Schools

High School: Locust Valley High School
Middle School: Locust Valley Middle School
Elementary School: Ann Macarthur Primary School
School District: Locust Valley

Estimate Your Payment

Estimated Payment

$ 30,922.84 per month $23,924.84 Principal & Interest $3,862.58 Property Tax $3,135.42 Homeowner's Insurance

Change Payment Information

%
years/fixed
yearly
yearly (est.)
(Payments are an estimate and may vary by lender)

Demographics

Listed By / Shown By

Listing By

Agency Name: Serhant East End LLC
Agency Phone: 646-480-7665

Shown By

Agent Name: Leighton G. Ashley
Agent Phone: Cell: (917) 796-3351
Agency Title: Timberland Properties

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