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$10,750,000

  • For Sale
  • Active
  • Single Family
  • 6 Beds
  • 6 Full Baths
  • 4 Partial Baths
  • 10,109 Sq. Ft.
  • 4 Car Garage
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Maison Blanche: An Architectural Icon in Upper Brookville Experience 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.

Full Property Details for 31 Chestnut Hill Dr

General

  • Price: $10,750,000
  • HOA FEE: $125
  • Taxes: $46,351
  • Status: Active
  • Type: Single Family
  • Source: Long_Island
  • MLS ID: 970669
  • Updated: 3/14/2026
  • Added to Site: 28 day(s) ago

Interior

  • Number of Rooms: 26
  • Interior Features: 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
  • Fireplace: Yes
  • Number of Fireplaces: 2
  • Fireplace(s): Electric
  • Appliances: Dishwasher, Dryer, Microwave, Oven, Refrigerator, Washer
  • Flooring: Hardwood, Tile

Rooms

Bathrooms

  • Total Bathrooms: 10
  • Full Bathrooms: 6
  • Half Bathrooms: 4

Bedrooms

  • Total Bedrooms: 6

Additional Information

  • Pool: Yes
  • Private Pool: Yes
  • Pool Description: In-Ground, Salt Water
  • Security/Safety: Security Gate, Security Lights, Security System, Video Cameras

Exterior

  • Exterior Features: Lighting
  • Porch/Patio/Deck: Patio

Parking

  • Garage: Yes
  • Garage Spaces: 4
  • Parking Features: Driveway, Garage Door Opener, Private

Location

  • County: Nassau County
  • Driving Directions: GPS. Off of Chicken Valley Rd.

School Information

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

Community

  • Association: Yes

Heating & Cooling

  • Central air: Yes
  • Cooling Type: Central Air
  • Heating Type: Electric
  • Heating Zones: 5

Utilities

  • Sewer: Cesspool
  • Water: Public
  • Utility Description: Electricity Connected, Propane

Structural Information

  • Architectural Style: Contemporary, Modern
  • Detached/Attached: Detached
  • Construction: Frame
  • Basement: Yes
  • Basement Desc.: Finished, Full Basement, Walk-Out Access
  • Windows: Casement, Floor to Ceiling Windows, Skylight(s)
  • Building Size: 10109
  • Square Feet: 10,109
  • Sq. Ft. Source: Plans
  • Year Built: 1989

Additional Structures

  • Other Structures: Guest House

Lot Features

  • Lot Size (Acres): 5
  • Lot Size (Sq. Ft.): 217,800
  • Lot Features: Back Yard, Level, Near Golf Course, Private

Financial Considerations

  • Association Fee: Yes
  • Association Fee: $125
  • Tax Amount: $46,351.4

Disclosures and Reports

  • Special Conditions: None
  • Property ID: 2427-24-E-00-1046-0

Listed by Serhant East End LLC

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Listing agent

— 31 Chestnut Hill Dr —

  • Serhant East End LLC

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NMLS#: 1598647

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Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

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Schools serving 31 Chestnut Hill Dr

School District:Locust Valley Central School District
NameGradesDistance
Ann Macarthur Primary
100 Ryefield Road, Locust Valley, NY 11560
K-52.6 mi
Bayville Elementary School, Bayville, NY
50 Godfrey Avenue, Bayville, NY 11709
K-53.9 mi
Locust Valley Middle School
99 Horse Hollow Road, Locust Valley, NY 11560
6-83 mi
Locust Valley High School
99 Horse Hollow Road, Locust Valley, NY 11560
9-123 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 31 Chestnut Hill Dr Get Price Alerts and Save Property

Date
Details
Price
Change
Source
3/14/2026
Listed
$10,750,000
330%
MLS
7/05/2023
Sold
$2,500,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 31 Chestnut Hill Dr

Year
Property Taxes
Change
Tax Assessment
Change
2025
$45,767
565%
$2,473
—
2024
$6,880
-85%
$2,473
-6%
2023
$46,869
-1%
$2,621
—
2022
$47,458
-24%
$2,621
-16%
2021
$62,223
3%
$3,136
-47%
2020
$60,699
7%
$5,925
-13%
2018
$56,912
-6%
$6,800
15%
2019
$60,699
2%
$5,925
-13%
2016
$59,453
13%
$6,800
—
2016
$52,784
-3%
$6,800
-4%
2015
$54,390
5%
$7,094
—
2014
$51,778
—
$7,094
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Estimate the Cost for 31 Chestnut Hill Dr

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*These costs are estimates, and the interest rates assume exceptional credit standing.

Listed by Serhant East End LLC

31 Chestnut Hill Drive, Upper Brookville, NY 11771 (MLS# 970669) is a Single Family property with 6 bedrooms, 6 full bathrooms and 4 partial bathrooms. 31 Chestnut Hill Drive is currently listed for $10,750,000 and was received on March 14, 2026. Want to learn more about 31 Chestnut Hill Drive? Do you have questions about finding other Single Family real estate for sale in Upper Brookville? You can browse all Upper Brookville real estate or contact a Coldwell Banker agent to request more information.

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