39 Chestnut Hill Drive, Upper Brookville, NY 11771

Upper Brookville
Local realty services provided by:ERA Top Service Realty
39 Chestnut Hill Drive,Upper Brookville, NY 11771
$12,750,000
  • 8 Beds
  • 10 Baths
  • 12,708 sq. ft.
  • Single family
  • Active
Listed by: jason p. friedman, sarah r. friedman
Office: daniel gale sothebys intl rlty
MLS#:1056809
Source:OneKey MLS

Price summary

  • Price:$12,750,000
  • Price per sq. ft.:$936.12

About this home

Built in 2001 and privately set on five pristine acres, this extraordinary estate is a residence of rare character and enduring elegance, blending old-world craftsmanship, architectural drama, and gracious modern living. From richly detailed formal rooms to expansive spaces designed for entertaining, every level reveals another layer of thoughtful design. The home makes an immediate impression with a distinguished foyer featuring classic checkered flooring, where graceful archways establish a sense of symmetry and sophistication. Beyond, the formal living room is beautifully appointed with intricate hardwood floors, a marble fireplace and mantel, and French doors opening directly to the terrace, creating an effortless connection between the interiors and gardens. A formal office boasts distinguished rich hardwood paneling, an intricately finished plaster ceiling, and its own wood-burning fireplace. The formal dining room is equally refined, framed by substantial moldings and...

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Home facts

  • Year built:2001
  • Listing ID #:1056809
  • Added:1 day(s) ago
  • Updated:October 01, 2026 at 01:28 PM

Rooms and interior

  • Bedrooms:8
  • Total bathrooms:10
  • Full bathrooms:8
  • Half bathrooms:2
  • Rooms Total:13
  • Dining Description:Eat-In Kitchen, Formal Dining
  • Bathrooms Description:Double Vanity
  • Kitchen Description:Chefs Kitchen, Cooktop, Dishwasher, Eat-in Kitchen, Freezer, Kitchen Island, Microwave, Oven, Pantry, Range, Refrigerator, Stainless Steel Appliance(s)
  • Basement:Yes
  • Basement Description:Finished, Full
  • Living area:12,708 sq. ft.

Heating and cooling

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

Structure and exterior

  • Year built:2001
  • Building area:12,708 sq. ft.
  • Lot area:5 Acres
  • Architectural Style:Estate
  • Construction Materials:Brick

Schools

  • High school:Locust Valley High School
  • Middle school:Locust Valley Middle School
  • Elementary school:Bayville Elementary School

Utilities

  • Water:Public
  • Sewer:Cesspool

Finances and disclosures

  • Price:$12,750,000
  • Price per sq. ft.:$936.12
  • Tax amount:$68,805 (2026)

Features and amenities

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

Parking

  • Parking description:Attached
  • Garage:Yes
  • Garage spaces:3
  • Carport spaces:1
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