Views - Primary on Main
Address
1 Applewood Estate, Upper Brookville, NY
Price
$ 25,000,000
Property Attributes
- MLS#1001064
- TypeSingle Family
- Listing Status Active
- CountyNASSAU
- CityUpper Brookville
- Zip11545
- StyleEstate
- Year Built2005
- Taxes$ 202181
- Price$ 25,000,000
- Bedrooms13
- Full Bathrooms11
- Half Bathrooms6
- Sqr Footage22429
- Lot Size35.47 Acres
Data Source:
Listings courtesy of OneKey® MLS as distributed by MLS GRID
Property Description
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.
| Elementary School | Middle School | High School |
|---|---|---|
| Ann Macarthur Primary School Elementary School | Locust Valley Middle School | Locust Valley High School |
| Price History | |
|---|---|
| 5/26/2026 | Listed $25,000,000 |
General Features
| 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
Property vs Single Family Average in 11545
Price
Taxes
Year Built
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