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Upper Brookville Real Estate

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    • Behold Applewood Estate, an expansive 35+ acre serene property nestled within the prestigious Village of Upper Brookville. This unmatched North Shore architectural masterpiece with 6+ dwellings, offers both grandeur and elegance. The unrivaled property was meticulously designed with professional landscaping, decorated with mature privacy hedges, formal gardens with water features and rolling green lawn space. Rooted in history, this magnificent estate was once an Apple Orchard Farm back in the early 1900’s and was also formerly owned by the celebrated 19th-century American Artist Montague Flagg. The bespoke Main Residence encompasses an impressive 13, 000 Sq.Ft. of living space, was custom built with Slate, Brick and Stone in 2005 and is a testament to high-end design and luxury living. Designer details include Onyx Marble installations, spacious primary rooms, oversized parquet wood floors, handmade iron fireplaces, thick-cut millwork and more. A grand Foyer with a winding staircase, a Great Room with intricate coffered 23 foot ceilings and a magnificent Library loft and a handcrafted Meditation Room, a Billiards/Game room with a Wet-Bar and a Eat-In-Kitchen with a Breakfast Room overlooking the peaceful backyard are just a few of the interior highlights that make this home truly special. Additionally, this unrivaled estate features several detached houses including a 2 Bedroom Colonial Residence and a meticulously reconstructed circa 1914 Stone Barn, now serving as a guest retreat. This distinguished horse-property includes a newly resurfaced tennis court, a separate sports court, a 6-door detached garage, a commercial-grade 150kW generator, a long tree-lined driveway and a secure gated entrance, ensuring peace, beauty and privacy. Equestrian enthusiasts will appreciate the formal horse stables complete with a training ring. The property further boasts a heated in-ground pool pavilion with a jetted jacuzzi spa and a built-in outdoor kitchen, as well as a 1 bedroom Pool House and numerous other refined amenities, making it a Gold Coast sanctuary of relaxation and sophistication. 36
      Applewood Estate Upper Brookville, NY 11545
      $38,500,000
      13 Bedrooms 11 Full Baths 6 Half Baths Sq. Ft. 12892.00:# Square Feet
      Single Family For Sale ML# 3578383
      Behold Applewood Estate, an expansive 35+ acre serene property nestled within the prestigious Village of Upper Brookville. This unmatched North Shore architectural masterpiece with 6+ dwellings, offers both grandeur and elegance. The unrivaled property was meticulously designed with professional landscaping, decorated with mature privacy hedges, formal gardens with water features and rolling green lawn space. Rooted in history, this magnificent estate was once an Apple Orchard Farm back in the early 1900’s and was also formerly owned by the celebrated 19th-century American Artist Montague Flagg. The bespoke Main Residence encompasses an impressive 13, 000 Sq.Ft. of living space, was custom built with Slate, Brick and Stone in 2005 and is a testament to high-end design and luxury living. Designer details include Onyx Marble installations, spacious primary rooms, oversized parquet wood floors, handmade iron fireplaces, thick-cut millwork and more. A grand Foyer with a winding staircase, a Great Room with intricate coffered 23 foot ceilings and a magnificent Library loft and a handcrafted Meditation Room, a Billiards/Game room with a Wet-Bar and a Eat-In-Kitchen with a Breakfast Room overlooking the peaceful backyard are just a few of the interior highlights that make this home truly special. Additionally, this unrivaled estate features several detached houses including a 2 Bedroom Colonial Residence and a meticulously reconstructed circa 1914 Stone Barn, now serving as a guest retreat. This distinguished horse-property includes a newly resurfaced tennis court, a separate sports court, a 6-door detached garage, a commercial-grade 150kW generator, a long tree-lined driveway and a secure gated entrance, ensuring peace, beauty and privacy. Equestrian enthusiasts will appreciate the formal horse stables complete with a training ring. The property further boasts a heated in-ground pool pavilion with a jetted jacuzzi spa and a built-in outdoor kitchen, as well as a 1 bedroom Pool House and numerous other refined amenities, making it a Gold Coast sanctuary of relaxation and sophistication.
      Presented By: Daniel Gale Sothebys Intl Rlty  516-466-4036
      Call Today: or  Email: Daniel Gale Assoc Inc
    • Chateau de L’ Amour is an immaculate 10, 500 Sq.Ft. estate located within the heart of Upper Brookville, New York. Fully redesigned in 2023, this bespoke Gold Coast showpiece boasts unmatched interior customizations including thick-cut millwork, unique parquet floors, stained glass windows, round-top doors, coffered ceilings and hand-carved staircases. At 7 Bedrooms and 7.55 Bathrooms, this residence features multiple formal entertaining rooms, beautiful stone gas fireplaces, a finished walk-out basement and a sunlit eat-in-kitchen with marble countertops, Butler’s Pantry, Viking and True Kitchen Appliances and a round, sunlit Breakfast nook. The spacious Primary Wing has tall ceilings, a sizable walk-in closet and a luxurious ’His & Hers’ marble en-suite bathroom with a freestanding tub. An exceptional piece of North Shore architecture, the exterior of the home was masterfully constructed with brick, stone, slate and cedar shake. The 5+ acre property features a private electric gate, Porte Cochere, 4 Car Attached Garage, professionally landscaped gardens, a heated Salt Water Pool & Spa, a built-in firepit and a detached poolside cabana with a brand new center-island kitchen. Located close to esteemed Golf/Country Clubs, the vibrant village of Locust Valley and the LIRR. 35
      35 Chestnut Hill Drive Upper Brookville, NY 11771
      $5,980,000
      7 Bedrooms 7 Full Baths 2 Half Baths Sq. Ft. 10500.00:# Square Feet
      Single Family For Sale ML# 3561364
      Chateau de L’ Amour is an immaculate 10, 500 Sq.Ft. estate located within the heart of Upper Brookville, New York. Fully redesigned in 2023, this bespoke Gold Coast showpiece boasts unmatched interior customizations including thick-cut millwork, unique parquet floors, stained glass windows, round-top doors, coffered ceilings and hand-carved staircases. At 7 Bedrooms and 7.55 Bathrooms, this residence features multiple formal entertaining rooms, beautiful stone gas fireplaces, a finished walk-out basement and a sunlit eat-in-kitchen with marble countertops, Butler’s Pantry, Viking and True Kitchen Appliances and a round, sunlit Breakfast nook. The spacious Primary Wing has tall ceilings, a sizable walk-in closet and a luxurious ’His & Hers’ marble en-suite bathroom with a freestanding tub. An exceptional piece of North Shore architecture, the exterior of the home was masterfully constructed with brick, stone, slate and cedar shake. The 5+ acre property features a private electric gate, Porte Cochere, 4 Car Attached Garage, professionally landscaped gardens, a heated Salt Water Pool & Spa, a built-in firepit and a detached poolside cabana with a brand new center-island kitchen. Located close to esteemed Golf/Country Clubs, the vibrant village of Locust Valley and the LIRR.
      Presented By: Daniel Gale Sothebys Intl Rlty  516-466-4036
      Call Today: or  Email: Daniel Gale Assoc Inc
    • Brookhaven selected as a Masterpiece Collection Property is situated on 2.0 prime acres located on a quiet lane in the coveted Locust Valley area. This stately colonial feature 7, 200 sq.ft. of sophisticated decor, impeccable craftsmanship, state-of-the-art infrastructure and security systems, convenient to schools, nature preserves, shops, dining, and waterfront creating an enviable country lifestyle. The luxurious main floor flows from the gracious double height entry hall with handsome millwork to the elegant living room with fireplace and formal dining room to the richly paneled library with fireplace then onto the spacious family room with fireplace. The sun-filled gourmet kitchen is equipped with top-of-the-line appliances and informal dining overlooking the sweeping lawn, glorious gardens, and shimmering new heated 20x50 gunite pool designed by Gibbons. The graceful spiral center stairway leads to the luxurious primary suite and boasting three spacious bedrooms/baths with a second staircase. The lower level where every detail has been considered for your enjoyment: Guest bedroom and bath; Theatre Room; Recreation Room; Storage. A magical setting to enjoy a true haven and to create memories! Enjoy the spectacular attached video. 33
      12 Locust Lane Upper Brookville, NY 11545
      $3,998,500
      5 Bedrooms 4 Full Baths 1 Half Bath Sq. Ft. 7200.00:# Square Feet
      Single Family For Sale ML# 3534999
      Brookhaven selected as a Masterpiece Collection Property is situated on 2.0 prime acres located on a quiet lane in the coveted Locust Valley area. This stately colonial feature 7, 200 sq.ft. of sophisticated decor, impeccable craftsmanship, state-of-the-art infrastructure and security systems, convenient to schools, nature preserves, shops, dining, and waterfront creating an enviable country lifestyle. The luxurious main floor flows from the gracious double height entry hall with handsome millwork to the elegant living room with fireplace and formal dining room to the richly paneled library with fireplace then onto the spacious family room with fireplace. The sun-filled gourmet kitchen is equipped with top-of-the-line appliances and informal dining overlooking the sweeping lawn, glorious gardens, and shimmering new heated 20x50 gunite pool designed by Gibbons. The graceful spiral center stairway leads to the luxurious primary suite and boasting three spacious bedrooms/baths with a second staircase. The lower level where every detail has been considered for your enjoyment: Guest bedroom and bath; Theatre Room; Recreation Room; Storage. A magical setting to enjoy a true haven and to create memories! Enjoy the spectacular attached video.
      Presented By: Daniel Gale Sothebys Intl Rlty  516-759-4800
      Call Today: or  Email: Daniel Gale Assoc Inc
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