18 Chestnut Hill Drive, Upper Brookville, NY 11771

Local realty services provided by:Better Homes and Gardens Real Estate Realty Connect
18 Chestnut Hill Drive,Upper Brookville, NY 11771
$4,980,000
  • 7 Beds
  • 9 Baths
  • 8,925 sq. ft.
  • Single family
  • Active
Listed by: jason p. friedman, sarah r. friedman
Office: daniel gale sothebys intl rlty
MLS#:1061600
Source:OneKey MLS

Price summary

  • Price:$4,980,000
  • Price per sq. ft.:$557.98

About this home

Set on five magnificent acres of sprawling, level grounds along one of Long Island’s most coveted residential streets, this extraordinary contemporary estate, designed by acclaimed architectural firm Mojo Stumer, represents a sophisticated expression of modern luxury, architectural innovation, and resort-inspired living. Distinguished by dramatic proportions, soaring ceilings, expansive walls of glass, and a seamless connection between indoor and outdoor spaces, the residence offers an exceptional combination of architectural significance, privacy, and grand-scale entertaining. A grand entrance foyer introduces interiors defined by remarkable volume and natural light, leading to a breathtaking double-height great room anchored by a striking marble fireplace. Expansive windows frame picturesque views of the surrounding landscape, enhancing the home's connection to its private, park-like setting. The thoughtfully designed main level features an elegant formal dining room, spacious...

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Home facts

  • Year built:1992
  • Listing ID #:1061600
  • Added:1 day(s) ago
  • Updated:October 14, 2026 at 11:18 AM

Rooms and interior

  • Bedrooms:7
  • Total bathrooms:9
  • Full bathrooms:8
  • Half bathrooms:1
  • Rooms Total:13
  • Dining Description:Eat-In Kitchen, Formal Dining
  • Kitchen Description:Chefs Kitchen, Cooktop, Dishwasher, Eat-in Kitchen, Freezer, Kitchen Island, Microwave, Oven, Pantry, Range, Refrigerator, Stainless Steel Appliance(s)
  • Bedroom Description:First Floor Bedroom, Master Downstairs
  • Basement:Yes
  • Basement Description:Finished, Full
  • Living area:8,925 sq. ft.

Heating and cooling

  • Cooling:Central Air
  • Heating:Forced Air
  • Central air:Yes

Structure and exterior

  • Year built:1992
  • Building area:8,925 sq. ft.
  • Lot area:5 Acres
  • Architectural Style:Contemporary
  • Construction Materials:Wood Siding

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:$4,980,000
  • Price per sq. ft.:$557.98
  • Tax amount:$52,121 (2025)

Features and amenities

  • Appliances:Cooktop, Dishwasher, Dryer, Freezer, Microwave, Oven, Refrigerator, Stainless Steel Appliance(s), Washer
  • Laundry features:Dryer, Washer
  • Amenities:Cathedral Ceiling(s), Entrance Foyer, Granite Counters, High Ceilings, Marble Counters, Open Floorplan, Storage, Walk-In Closet(s), Wet Bar

Parking

  • Parking description:Attached, Garage
  • Garage:Yes
  • Garage spaces:4
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