Mark Bojbasa

1 Applewood Estate

Upper Brookville, NY
$ 25,000,000 Beds 13 Baths 14 Sq 22,429
Monthly Estimate* How much can I afford?

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 space. Constructed in 2005 with slate, brick, and stone, the home showcases extraordinary craftsmanship through onyx marble accents, oversized parquet flooring, handcrafted iron fireplaces, detailed millwork, and dramatic entertaining spaces throughout. A grand foyer anchored by a sweeping staircase introduces interiors defined by warmth and scale, including a soaring ballroom with 23-foot coffered ceilings, an elegant library loft, meditation room, billiards lounge with wet bar, and a sun-filled eat-in kitchen with breakfast room overlooking the estate grounds. Designed as a true multi-structure compound, Applewood Estate includes several additional residences and guest accommodations, including a beautifully renovated barn residence with attached two-bedroom cottage, an additional two-bedroom cottage, a two-bedroom pool house, a one-bedroom studio, and a meticulously reconstructed circa-1914 stone barn now transformed into a luxurious retreat. Outdoor living is equally exceptional. The estate features a heated swimming pool and spa pavilion, built-in outdoor kitchen, resurfaced tennis court, separate sports court, expansive paddocks, and formal equestrian facilities complete with horse stables and a training ring. Additional highlights include a six-car detached garage, maintenance barn, commercial-grade 150kW generator, and secure gated entry, all thoughtfully integrated into the estate’s serene natural surroundings. Rarely does a property offer this level of acreage, architectural integrity, historical significance, and lifestyle versatility within one of the North Shore’s most coveted enclaves. Applewood Estate is not simply a home — it is a private world crafted for legacy living, grand entertaining, and timeless retreat.

Single Family

  • Price
  • $ 25,000,000
  • City
  • Upper Brookville
  • Bedrooms
  • 13
  • Full Bathrooms
  • 11
  • County
  • NASSAU
  • Half Bathrooms
  • 6
  • Area
  • Lot Size
  • 35.47 Acres
  • Zip
  • 11545
  • Sqr Footage
  • 22,429
  • Year Built
  • 2005
  • Taxes
  • $ 202181
  • Style
  • Estate
  • MLS#
  • 1001064
Listed By: Serhant East End LLC
Data Source: Listings courtesy of OneKey® MLS as distributed by MLS GRID

Features

General

Sewer Cesspool
Heating Forced Air,Natural Gas,Radiant
Cooling Central Air
Utilities Electricity Connected,Natural Gas Connected,Water Connected
Appliances Other
Garage Spaces 8
Patio/Porch Features Patio,Porch
Architectural Style Estate
Construction Materials Brick,Stone
Year Built 2005
View Open,Panoramic
Property Subtype Single Family Residence
Tax Year 2026
Parcel Number 2427-22-J-00-1141-0
County Nassau County
Property Type Residential
HOA No
Garage Y/N Yes
Other Structures Arena,Barn(s),Stable(s)
Total Rooms 36
Full Baths 11
High School Locust Valley High School
City Oyster Bay
Senior Community Y/N No
High School District Locust Valley
Carport Y/N No
Elementary School Ann Macarthur Primary School
Property Attached Y/N No
Tax Annual Amount 202181
Middle/Junior High School Locust Valley Middle School
Building Area Units Square Feet
Standard Status Active
Middle/Junior School District Locust Valley
Elementary School District Locust Valley
Tax Assessed Value 9123
PostalCity Upper Brookville
Balcony Y/N Yes
Listing Appliances Other

Interior Features

Interior Amenities First Floor Bedroom,Cathedral Ceiling(s),Chandelier,Eat-in Kitchen,Entrance Foyer,Formal Dining,Granite Counters,Marble Counters,Pantry,Primary Bathroom,Master Downstairs,Sauna,Walk-In Closet(s),Wet
Basement Finished,Full
Flooring Hardwood
Total Fireplaces 3
Formal Dining Yes
Basement Features Finished, Full
Basement (Y/N) Yes
Fireplace Y/N Yes
Half Baths 6
Total Bedrooms 13
Eat-in Kitchen Yes
Total Baths 17
General Features First Floor Bedroom,Cathedral Ceiling(s),Chandelier,Eat-in Kitchen,Entrance Foyer,Formal Dining,Granite Counters,Marble Counters,Pantry,Primary Bathroom,Master Downstairs,Sauna,Walk-In Closet(s)
Walk-In Closet Yes
Entrance Foyer Yes

Exterior Features

Exterior Amenities Balcony,Basketball Court,Garden,Lighting,Tennis Court(s)
Fencing Partial
Parking Features Driveway,Garage,Oversized,Private
Water Source Public
Parking Features Driveway, Garage, Oversized, Private
Spa Yes
Building Area Total 24830
Waterfront Y/N No
Horse Y/N Yes
General Features Ext. Balcony,Basketball Court,Garden,Lighting,Tennis Court(s)

Amenities

  • Foreclosure
  • Views
  • Short Sale
  • New Construction
  • Adult 55+
  • Lease To Own
  • No HOA Fees
  • Furnished
  • Primary On Main
  • Air Conditioning
  • Seller Finance
  • Green
  • Fixer Upper
  • Horse
  • Golf
  • Fireplace
  • Deck
  • Garage
  • Basement
  • Pool

Affordability Calculator

$3,786

Per Month

Based on the average sale price from the Flushing, NY office

  • Monthly Principal & interest $2,658
  • Monthly Property Taxes $1,062
  • Monthly Home Insurance $67
Adjust Payment Options
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Let's determine your purchasing power. Working with my mortgage partner, you'll have the information you need to shop for a home with confidence.

Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA, or jumbo loans.

Mortgage calculator provided courtesy of Inside Real Estate.

Schools

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

Price History

5/26/2026 Listed $25,000,000

Property vs Zip Code Average in 11545

Price
AVG $4.77M
$25M
Taxes
AVG $49,295
$202,181
Year Built
AVG 1977
2005
Visits
AVG 141
156
Data Provided by Inside Real Estate®

Areas That We Cover

1 Applewood Estate Upper Brookville, NY is a Single Family Home for sale at $25000000 with 22429 sqft and a lot size of 35.47 Acres Acre(s). 1 Applewood Estate Upper Brookville has 13 bedrooms, 11 baths and was built in 2005. The property's zip code is 11545 which is in Upper Brookville, NY

*Information deemed reliable but not guaranteed.

Financial calculator disclaimer: Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.

Mortgage calculator provided courtesy of Inside Real Estate.

All information deemed reliable, but not guaranteed, and should be independently verified. The real estate information and related content displayed on this site is provided for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Mark Bojbasa

Mark Bojbasa

Licensed Real Estate Salesperson

917-753-6922

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