1 Applewood Estate, Upper Brookville, NY 11545

Upper Brookville
Local realty services provided by:Better Homes and Gardens Real Estate Green Team
1 Applewood Estate,Upper Brookville, NY 11545
$25,000,000
  • 13 Beds
  • 17 Baths
  • 22,429 sq. ft.
  • Single family
  • Active
Listed by: ephraim j. simon
Office: serhant east end llc.
MLS#:1001064
Source:OneKey MLS

Price summary

  • Price:$25,000,000
  • Price per sq. ft.:$1,006.85

About this home

Experience Applewood Estate — a generational North Shore compound where timeless architecture, historic provenance, and resort-caliber living unfold across more than 35 secluded acres in the esteemed Village of Upper Brookville. Once an operating apple orchard in the early 1900s and later owned by renowned American artist Montague Flagg, this extraordinary estate carries a legacy as rich as the land itself. Hidden behind a gated, tree-lined approach, the property reveals a breathtaking landscape of rolling lawns, mature specimen trees, formal gardens, peaceful water features, and open meadows designed to evoke the grandeur of Long Island’s historic Gold Coast estates. Inspired by Tudor Cotswold architecture, the compound is a masterclass in cohesive design, blending old-world craftsmanship with modern luxury across multiple residences and lifestyle amenities. The centerpiece is a magnificent custom-built Manor residence encompassing approximately 13,000 square feet of refined living...

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Home facts

  • Year built:2005
  • Listing ID #:1001064
  • Added:47 day(s) ago
  • Updated:July 11, 2026 at 03:28 PM

Rooms and interior

  • Bedrooms:13
  • Total bathrooms:17
  • Full bathrooms:11
  • Half bathrooms:6
  • Rooms Total:36
  • Flooring:Hardwood
  • Dining Description:Eat-In Kitchen, Formal Dining
  • Kitchen Description:Eat-in Kitchen, Pantry
  • Bedroom Description:First Floor Bedroom, Master Downstairs
  • Basement:Yes
  • Basement Description:Finished, Full
  • Living area:22,429 sq. ft.

Heating and cooling

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

Structure and exterior

  • Year built:2005
  • Building area:22,429 sq. ft.
  • Lot area:35.47 Acres
  • Lot Features:Cleared, Near Public Transit, Secluded
  • Architectural Style:Estate
  • Construction Materials:Brick, Stone
  • Exterior Features:Balcony, Basketball Court, Tennis Court(s)

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:$25,000,000
  • Price per sq. ft.:$1,006.85
  • Tax amount:$202,181 (2026)

Features and amenities

  • Amenities:Cathedral Ceiling(s), Entrance Foyer, Granite Counters, Marble Counters, Walk-In Closet(s), Wet Bar

Parking

  • Parking description:Driveway, Garage, Private
  • Garage:Yes
  • Garage spaces:8
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