Upper Brookville Homes for Sale

    Upper Brookville has long been a popular location for leaders of industry and finance to build their grand estates. Its beautiful, wooded countryside is dotted with gorgeous properties. Its residents enjoy an ideal location convenient to boating, golf, equestrian facilities, universities, quaint village shopping, museums, casual dining and the Long Island Railroad, putting them within approximately a 40-minute commute to Manhattan.

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    Showing 1 - 10 of 13 results| view:  results per page« 1|2 »
    • 1275 Wolver Hollow Rd Upper Brookville, NY 11771
      $10,250,000
      7 Bedrooms 8 Full Baths 2 Half Baths
      Single Family For Sale ML# 3525555
      1275 Wolver Hollow Road, Upper Brookville, Tree Tops, is a true entertainer’s paradise, a striking statement of design, and a dream fulfilled for the connoisseur of fine living. Brand-NEW colonial that redefines modern luxury, set on 5.14 acres of landscaped splendor, only accessible through a gated private entrance. Each of the 7 bedrooms resonates with the finest craftsmanship, while the 8 full and 2 half baths mirror the home’s bold aesthetic. This home boasts state-of-the-art appliances and an extravagant lower entertainment level complete with a full bar, wine room, gym, and an elevator that provides access to all three levels. It features a heated saltwater swimming pool, and a movie/golf simulator room. Additionally, there’s a detached pool house that includes a summer kitchen and a bathroom, offering even more luxurious amenities for your enjoyment. Tree Tops Retreat: Where Dreams Take Root.
      Presented By: The Agency Northshore NY  631-870-0753
      Call Today: (516) 287-7716, or  Email: Maria Babaev
    • 353 Juniper Drive Upper Brookville, NY 11771
      $7,450,000
      6 Bedrooms 7 Full Baths 2 Half Baths Sq. Ft. 11200.00:# Square Feet
      Single Family For Sale ML# 3489197
      A 11, 200 Sq.Ft. Mansion, Constructed in 2013, located on 1.99 pristine acres in Upper Brookville, NY. Interior details include 10ft Ceilings, a spacious Chef’s Kitchen with Viking Appliances, Herringbone Wood Floors throughout, a solid Stucco and Wrought-Iron facade and 3 marble fireplaces. At 6 Bedrooms and 7.55 Bathrooms total, this home features a whole-house generator, a theater, 2-story wine cellar, wet-bar, fitness area and game-room. The beautiful property boasts a large gunite in-ground pool and jacuzzi, an outdoor kitchen, commercial-grade playground, a vegetable garden with irrigation and a detached Cabana with a full-kitchen. Located within the Oyster Bay-East Norwich Central School District.
      Presented By: Daniel Gale Sothebys Intl Rlty  516-466-4036
      Call Today: (516) 287-7716, or  Email: Maria Babaev
    • N Chestnut Hill Drive Upper Brookville, NY 11771
      $6,998,000
      7 Bedrooms 7 Full Baths 2 Half Baths
      Single Family For Sale ML# 3485647
      UPPER BROOKVILE. Tucked away on five magnificent acres in Upper Brookville, a romantic and magical estate welcomes you through new electronic iron gates, up a winding driveway, to a circular brick courtyard where two wings of a six-bedroom, 9-bath, brick-and-shingle, modern French Tudor appear to welcome you with open arms. Unique in its melding of several different styles into a singular masterpiece of architectural design, the home was built in 1997 by the highly rated architectural firm of Ike Kligerman Barlkey. Recently, it has been updated with the finest materials and artistry to provide the best in luxury and style for Twenty First Century “Gold Coast” living. This ultimate retreat and entertainer’s paradise includes ample parking, an attached four-car garage, and multiple expansive brick patios, estate-fenced oversized pool, and a delightful pool house. One of the wealthiest communities in the United States, Upper Brookville has long been popular for national luminaries to build their grand estates. Its beautiful, wooded countryside, dotted with gorgeous properties, offers easy access to boating, golf, equestrian facilities, quaint village and high-end shopping, museums, and railway or highways putting you within about a 40-minute commute to Manhattan. Off a quiet cul-de-sac drive, the estate features gorgeous new landscaping throughout its five acres, with emerald lawns enfolding towering pines and oaks and accented by a myriad of flowering shrubs and flowerbeds. A seemingly fairyland forest. A brand-new gray-slate gabled roof with copper gutters, along with copper carriage lights and new inlaid bluestone patio, enhance the new entry foyer as do double-doors, sidelights, and copper roof - creating an inviting and impressive new entrance to the home. It gives a more intimate feel like a romantic Normandy chateau. Intersecting the West wing beneath a striking gable, a porta cochere, flanked by brick buttresses, provides easy passage to the spacious service courtyard accessing a four-car attached garage. From here, guests can go directly to a delightful outdoor entertainment area. Also accessed from the family room, its brick patio with fire pit flows through gates down to an oversized, inground, heated, Gunite pool with sunken spa and immense brick surround with ample accommodations for huge summer soirées. At the far end, an enchanting cottage-like pool house, echoing the main house design, offers a party room, kitchen, one-full and one-half bath, a guest dressing room, laundry room, and a full basement. To the rear of the house, a wide brick patio extending the width of the house boasts ample space for an outdoor kitchen, dining area, and space for relaxing and enjoying the magical vistas that seem to go on forever. The interior of this majestic getaway is equally enthralling with gorgeous inlaid hardwood floors, exquisite moldings, and built-ins and new upgrades at every turn. The unique dining room was designed to accommodate a good-sized dinner party or a multi-table banquet thanks, to strategic placement of columns that both divide or combine spaces depending on your preference. Walls of French doors flood the room with sunlight from both sides. Just steps away, a charming living room creates a warm and inviting ambiance with a cozy fireplace set in a sparkling, room-wide hearth and mantel, plus a huge box-bay window. Completely remodeled, the bright and beautiful chef’s kitchen boasts the latest and finest appliances, ample floor-to-ceiling custom cabinetry, new marble on countertops and on the full wall behind the huge gas range, plus a pot filler, farm and prep sinks, and a large center island. New porcelain floors flow into a well-equipped butler’s pantry and into a spectacular breakfast room illuminated by three walls of French doors and windows beneath a soaring, fielded-panel ceiling with fanlight. What a perfect place to enjoy breakfast or a mid-morning cup of coffee. From the new foyer, gleaming hardwood floors flow into the original foyer with an eclectic blend of a charming arched entry door with fanciful glass floral inset and a huge alcove, with basketweave-paneled walls, accommodating a very wide staircase that gradually narrows as it ascends from landing to landing. Also off the old foyer are a powder room and entry into a cheerful and bright library featuring two walls of custom built-ins with wet-bar, a huge front bay window, and an impressive Tudor-style fireplace. A spacious and yet cozy den off the kitchen is perfect retreat with inviting corner fireplace, built-in cabinetry with media center, and French doors to the rear property and patio. A second powder room provides convenience for this end of the home, and a second set of stairs, unique but equally stunning as the first, ascends inside a remarkable turret to the second-floor of the south wing. Here, three exquisite bedroom suites with private baths are off their own foyer that connects through a long sunroom to the north wing’s 5-star guest suite, with bath, and the palatial master suite boasting a regal bedroom with fireplace, arched window with window seat, vaulted tray ceiling, Palladian-style window and doors to a large private porch, and a huge four-season closet/dressing room and lavish new marble master bath with twin console vanities, steam shower, two water closets, and a new, large, claw-and-ball tub. The full, finished basement offers ample room for recreation, workshops, laundry, and storage. It includes an inviting media/game room, two bathrooms, a mirrored gym, wine room, two mechanical rooms, ample storage, laundry room, and access to the outside entertainment area. Come experience this magical estate with the size and variety of venues and appointments to satisfy your every need and whim.
      Presented By: Douglas Elliman Real Estate  516-629-2242
      Call Today: (516) 287-7716, or  Email: Maria Babaev
    • A Chestnut Hill Drive Upper Brookville, NY 11771
      $6,998,000
      7 Bedrooms 7 Full Baths 2 Half Baths Sq. Ft. 10500.00:# Square Feet
      Single Family For Sale ML# 3485634
      SIGNIFICANT $800, 000.00 PRICE REDUCTION! MOTIVATED SELLER! Exquisite Chateau de L’ Amour is a stunning interpretation of the original creativity of renowned architects, Ike Kligerman Barkley, known for enhancing Life through Design. With a talented eye for design, the owners of this magnificent property succeeded in completely transforming this exquisite Gold Coast Estate and created a Masterpiece that defines Living a Life of Luxury. Spanning over 10, 000 sqft w 7 bedrooms & 7.55 Baths, the Interior boasts a balance of modern & traditional design elements with a harmonious blend of artisan woods, soft palettes & bespoke materials. The privacy & relaxed seclusion of this property creates entertaining ease with an indoor/outdoor flow for social engagement, whether grand scale or more intimate gatherings. Additional Interior features include Lower Level Playroom, MediaRm, Salon, MassageRm, WineRm & Gym. This Magnificent Gem is set on 5 acres w Landscape Lighting, Gated Courtyard Entrance, Porte Cochere passage to Service Courtyard & Heated Four-Car Garage, Enchanting Vistas, Formal Gardens, Multiple Patios, Expansive Pool Patio, IG Salt Water Pool/Jacuzzi, Fire Pit, & Fully Renovated Pool House with expansive Kitchen/Entertainment Rm/2 Full Baths/ Private Changing Room
      Presented By: Compass Greater NY LLC  516-817-7300
      Call Today: (516) 287-7716, or  Email: Maria Babaev
    • 1 Victor Court Upper Brookville, NY 11771
      $5,995,000
      6 Bedrooms 8 Full Baths 1 Half Bath Sq. Ft. 11000.00:# Square Feet
      Single Family For Sale ML# 3488297
      Welcome to this exquisite ultra luxury home located in the prestigious Upper Brookville neighborhood of Long Island. Situated on a tranquil 2.2-acre plot, this custom-built brick colonial with imported stone accents on the facade presents an unparalleled level of craftsmanship and opulence. Meticulous attention to detail is evident throughout the property, from the stunning soffit molding and copper gutters to the use of the highest quality exterior materials available. Approaching the home, you’ll be captivated by the professionally landscaped grounds, showcasing mature foliage carefully selected to enhance the property’s beauty. As you step through the heavy steel front door, perfectly befitting this grand residence, you’ll be greeted by a double-height entry foyer. The sweeping staircase and magnificent chandelier set the tone for the elegance and sophistication that awaits. No expense has been spared in the interior design of this home. Custom crown molding, coffered ceilings, and exquisite wainscot millwork adorn every room. The windows are adorned with handcrafted, custom window treatments made from the finest materials, adding a touch of luxury to every living space. The living room features a stunning mantle and a grand piano, creating an ideal space for entertaining guests. The sunroom boasts floor-to-ceiling windows and elegant French doors that open up to the expansive back patio. Its abundance of natural light and lighter color scheme create a unique ambiance, while a double-sided fireplace connects it to the neighboring family room. The family room exudes warmth and traditional charm, with its rich mahogany and cream-colored coffered Venetian plaster ceilings. The kitchen is a chef’s dream, featuring high-end appliances, a generous center island, double sink, and double oven. Adjacent to the kitchen, a butler’s pantry with an additional sink leads into the spacious dining room, perfect for hosting lavish dinner parties. The home office, crafted entirely in mahogany, offers a regal space for work or relaxation. French doors lead out to a private patio, providing a serene retreat. On the main level, you’ll discover a guest bedroom suite complete with a full bathroom, ensuring comfort and privacy for visitors. The temperature-controlled three-car garage, equipped with a car lift, is a car enthusiast’s dream, offering ample space for working on vehicles and motorcycles. Ascending to the second floor, the grand master suite awaits, encompassing multiple rooms. This expansive sanctuary features a sitting room, separate his and her walk-in closets, an oversized master bathroom with a standalone tub, an exercise room, and a balcony overlooking the sprawling yard. Additionally, four bedrooms with en suite bathrooms and walk-in closets provide luxurious accommodations for family members or guests. The convenience of a second-floor laundry room adds to the home’s functionality. The basement is an entertainment haven, boasting a custom-made theater, game room, recreation room with a wet bar, gym area, full bathroom, and a wine cellar, providing endless opportunities for leisure and relaxation. Outside, the backyard oasis beckons with a stunning bluestone patio featuring a fully equipped outdoor kitchen, pizza oven, and a cozy fire pit. Adjacent to the heated gunite pool, complete with a sun deck, jacuzzi, waterfalls, and seating, a gazebo lounge awaits, offering two televisions, a wood fire pit, and ample space for relaxation and enjoyment. Ascending the stairs towards the pool house, you’ll discover a second fully equipped outdoor kitchen, while the raised patio area boasts another gas fire pit. The pool house exudes a rustic charm reminiscent of Vail, Colorado, with exposed beams, a kitchenette, a lounge area, and a full bathroom. Completing the outdoor amenities is a professional bocce ball court, providing a perfect setting for friendly competition and leisure activities. This home truly has it all, reflecting the owner’s unwavering commitment to luxury and attention to detail. Nestled within the highly sought-after Locust Valley school district and in close proximity to the exclusive shopping and entertainment of the Gold Coast, this property presents a once-in-a-lifetime opportunity to experience the epitome of luxurious living.
      Presented By: BERKSHIRE HATHAWAY  516-224-4600
      Call Today: (516) 287-7716, or  Email: Maria Babaev
    • 60 Piping Rock Rd Upper Brookville, NY 11545
      $5,995,000
      10 Bedrooms 7 Full Baths 3 Half Baths Sq. Ft. 13324.00:# Square Feet
      Single Family For Sale ML# 3477761
      Just Reduced, Ready to Sell! Introducing GRAY HORSE FARM: This magnificent iconic estate on desirable Piping Rock Road is situated on 9 flat acres and offers 13, 324 square feet of luxe living plus beautiful apartments, exquisite pool and pool house, stable, paddocks, barn, tennis and sports court. The impressive scale of the home is enhanced by vintage millwork, antique hand-painted wallpaper, and priceless Samuel Yellin front gates from the JP Morgan estate. Built in 1924 and designed by architect James W. O’Connor and landscape architect Robert Ludlow Fowler, this classic brick Georgian Colonial resonates with old-world charm and grace. Original architectural details combine beautifully with a modern lifestyle for exceptional entertaining. With amazing property and amenities, make this home your own spectacular residence! Part of Locust Valley School District, convenient to private schools, fine dining, Americana shopping, 27 miles to Manhattan. Equestrian’s delight! keep your favorite horses near you!
      Presented By: Compass Greater NY LLC  516-551-5241
      Call Today: (516) 287-7716, or  Email: Maria Babaev
    • 3 Donna Drive Upper Brookville, NY 11771
      $5,875,000
      7 Bedrooms 7 Full Baths 2 Half Baths Sq. Ft. 7000.00:# Square Feet
      Single Family For Sale ML# 3468763
      NEW CONSTRUCTION, currently under construction by one of North Shore’s premium builders and to be completed 4th QTR 2024. The time to customize is now! Architectural plans available for review. Make this luxury residence your dream home, with 6 bedrooms, in-ground heated salt-water pool and outdoor cabana on 2 beautiful acres in Upper Brookville.
      Presented By: Douglas Elliman Real Estate  516-759-0400
      Call Today: (516) 287-7716, or  Email: Maria Babaev
    • 12 Locust Lane Upper Brookville, NY 11545
      $4,495,000
      5 Bedrooms 4 Full Baths 1 Half Bath Sq. Ft. 7200.00:# Square Feet
      Single Family For Sale ML# 3534999
      A truly rare find, Brookhaven is situated on 2.0 prime acres located on a quiet lane in coveted Upper Brookville. This stately Colonial features 7, 200 sq.ft. of sophisticated decor, impeccable craftsmanship, state-of-the-art infrastructure, and convenient to schools, nature preserves, shops, dining, and waterfront creating an enviable country lifestyle. The 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 chef’s 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 create memories! A Masterpiece Collection Listing.
      Presented By: Daniel Gale Sothebys Intl Rlty  516-759-4800
      Call Today: (516) 287-7716, or  Email: Maria Babaev
    • 23 Overbrook Lane Upper Brookville, NY 11545
      $3,895,000
      6 Bedrooms 4 Full Baths 1 Half Bath Sq. Ft. 5911.00:# Square Feet
      Single Family For Sale ML# 3534852
      Beautiful 6-bedroom, 4.5 bath brick colonial sitting on over 2 acres of flat land with a scenic pond view. The house was completely renovated in 2019 featuring an open and airy floor plan with a 18 feet high ceiling foyer. First floor primary suite, spacious custom-built gourmet kitchen, full, finished basement, hardwood floors and terra cotta tiles (where seen), bidets in almost every bathroom, 3 car attached garage, stone patios with outdoor kitchen, pond access and views, and much more!
      Presented By: Keller Williams Rty Gold Coast  516-482-0200
      Call Today: (516) 287-7716, or  Email: Maria Babaev
    • 343 Chicken Valley Rd Upper Brookville, NY 11545
      $3,100,000
      4 Bedrooms 3 Full Baths
      Single Family For Sale ML# 3536849
      Move right into this Fabulous Four Bedroom residence perfectly set on 5.5 landscaped acres. Beautifully updated, this Ranch style residence has an open and light-filled floor plan for today’s luxurious lifestyle. Built on one level, the home features floor-to-ceiling windows and doors with garden views that invite natural light into the interiors. Living and dining areas surround an attractive stone double sided fireplace that adds architectural interest and warm ambience to the spaces. A sophisticated bar room with wine and refreshment refrigeration and sleek black cabinetry graces the cozy den. The expansive kitchen/family room is impressive. It boasts a soaring double height vaulted ceiling and a loft. Well-appointed with attractive white cabinetry, honed Absolute Black granite countertops, top-of-the-line appliances and comfortable radiant heat throughout, the kitchen flows easily into an informal dining area and family room with a raised-hearth stone fireplace.
      Presented By: Daniel Gale Sothebys Intl Rlty  516-759-4800
      Call Today: (516) 287-7716, or  Email: Maria Babaev
    Showing 1 - 10 of 13 results| view:  results per page« 1|2 »
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