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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  • 9 Bel Air Ct Upper Brookville, NY 11771
    6 Bedrooms 7 Full Baths 2 Half Baths
    Single Family For Sale ML# 3164039
    Paying homage to the grand estates of Long Island’s glorious “Golden Age,” this majestic brick, six-bedroom, seven-bath, two-powder room Georgian manor commands over five exquisitely landscaped acres of serenity and seclusion. Entered through massive iron gates off a quiet cul-de-sac, this exquisitely appointed, pristine estate shares a street with six equally magnificent properties in the “Gold Coast” village of Upper Brookville. Long a popular location for the elite to build their grand residences, its beautiful wooded countryside is dotted with gorgeous two to five-plus acre properties. Its approximate 1,700 residents enjoy a great location convenient to boating, golf, equestrian facilities, quaint village shopping, museums, and Long Island Railroad putting them within approximately a 40-minute commute to Manhattan. As if welcoming you home with open arms, two wings radiate out from a central entrance tower featuring a large portico and soaring arched clerestory. An expansive front courtyard and a side service area, accessing two oversized two-car garages, provide ample parking for guests. A Grand Manor shangle roof, towering chimneys, and dentil detailing beneath the soffits may remind you of a stately English country gentleman’s house, as does the home’s interior. Encircled by a grove of mature trees, the estate’s sweeping lawns enfold three spacious stone patios, all connected by stepping-stone pathways, which also lead to a delightful inground pool and spa. Estate fencing, a huge stone surround, and a charming pool house, featuring a vaulted center room with double sliders, kitchenette, full bath, changing room, and outdoor shower, provide an inviting venue for summer entertaining. Enter through arched double entry doors and be enthralled by the three-story entrance foyer where sunlight dances across French limestone floors with black slate inserts, and a graceful bridal staircase with American walnut piano finished handrail carries your eye upward past massive crown molding to a ceiling with hand-painted circular floral mural. From this grand entry, a unique floor plan fans out into the principal rooms like the digits on your hand. To the left, three steps descend into the country-club-like great room with towering coffered cathedral ceiling and gleaming random-plank walnut floors. Five sets of French doors with transom lights open to a spacious stone patio and formal garden. A huge custom walnut bar, with extensive built-ins, a granite-countertop, and brass foot rail, invites you to sit and enjoy a drink while watching the game on TV or your friends playing a game on the pool table behind you. The centerpiece of the room is a breathtaking Tudor-arched grand fireplace with ornate walnut mantel ascending to the ceiling. Iron-filigree gates flanking the hearth, open to an equally congenial gathering place, the solarium, boasting wrap around glass windows, tongue-and-groove cathedral ceiling, and blue stone floors, allowing you to enjoy the beauty of the grounds year-round. Just to the right of the great room, a short hallway, accessing an onyx and Sherle Wagner powder room, leads into the spacious and inviting living room that opens to the rear patio. Exquisitely crafted maple fielded paneling enfolds the room showcasing a stunning fireplace with matching maple mantel. An alcove flanked by lower level stairs and coat closet, leads you through double doors into the library/study that also opens to the rear patio. Oversized herringbone Jatoba floors and rich mahogany wood in the moldings, built-ins, and majestic custom handmade carved fireplace creates a retreat you won’t want to leave. Regal in size and appointments, the opulent formal dining room sets the stage for magnificent banquets. With its corbel and acanthus-leaf crown moldings, its boiserie-adorned fielded paneling and fireplace, and its herringbone Teak hardwood floors, it delights the eye at every turn. Leaded-glass French doors open to the foyer next to an alcove leading to the family room. This generous space is illuminated by a huge bay window with custom built-in banquette. An inviting fireplace, flanked by built-in bookcases and entertainment center, invites you to sit and relax for a while. Entered from the dining room and foyer, the sunny and spacious butler’s pantry with extensive custom cabinetry and farm sink, flows into and coordinates with, the immense country kitchen. Although designed for entertaining on a grand scale, this chef’s delight offers a warm and cozy ambiance. Its custom maple cabinetry with Delft blue tile backsplash makes everyone feel at home, and its high-end appliances make meal prep a breeze. These include side-by-side, full-size Sub-Zero refrigerator and freezer, two Miele integrated dishwashers, a microwave, and a Viking professional-grade six-burner gas range with grill, griddle, and two large ovens. Travertine Scabos floors flow into a sunny breakfast area, with huge bay window, and into a service hallway with access to the laundry room (with two washers, dryers, and sink), walk-in pantry, lovely powder room, side entrance mudroom porch, and the two garages; an oversized 2 car garage with attic on one side of the hallway and the second oversized 2 car garage on the other side of the hallway. The kitchen also accesses the family room and back staircase leading to the upper level and another staircase leading to the lower level. From the upstairs balcony overlooking the foyer, double doors open to the palatial French Empire Master Suite where custom built-ins wrap around a semicircular wall in the bedroom. A lavish onyx master bath with large shower, Jacuzzi tub and makeup vanity that is flanked by twin vanities, plus a room-sized, four-season closet stand ready to spoil you. A wide hallway with wainscot and massive moldings leads to five additional five-star bedrooms with designer baths en suite, linen and utility closets, stairs to the kitchen, and stairs to the semi-finished third floor. A full lower level with high ceilings, a gym, a walk-in cedar closet, a wine cellar, an expansive open floor plan, and accessed by three staircases, provides endless opportunities for entertaining space. With all the grace and charm of a “Great Gatsby” estate in the fabled early Twentieth Century “Gold Coast,” this twenty-year-young estate is in pristine condition and offers many luxury amenities of today in an ideal location close to everything the North Shore has to offer. Come experience the quintessence of a luxury “Gold Coast” living.
    Call Today: (516) 287-7716, or  Email: Maria Babaev
  • 35 Chestnut Hill Dr Upper Brookville, NY 11771
    5 Bedrooms 7 Full Baths 2 Half Baths Sq. Ft. 8000.00:# SqFt
    Single Family For Sale ML# 3091175
    Tucked away on five magnificent acres in the North Shore village of Upper Brookville, a mystical and, perhaps, even magical estate welcomes all with a warm and charming presence. Built at the end of the Twentieth Century but looking like it was built at the beginning of that century, it presents a conundrum. What is its architectural style? Its rustic character evokes a love of nature. Is it patterned after an Adirondack “grand camp”? How about a Handsel and Gretel house in the middle of its own enchanted wooded playground? Was it found in the pages of J.R. R. Tolkein book? No. The answer is in the name of the architectural firm that designed and custom built it. Ike Kligerman Barlkey are well known for their amazing ability to combine pieces of varying architectural styles into stunning eclectic masterpieces. Such is this amazing home. It is exquisitely crafted and designed with the finest of materials and craftmanship to provide luxury and a casual elegance ideal for “Gold Coast” living. Featured in the May, 2000, issue of “Architectural Digest”, one of its creators described it as a marriage of American Shingle style and English Arts and Crafts. Its floor plan encompasses a unique and open feeling with public rooms in the west wing and service and leisure rooms in the east wing. Each wing has its own spectacular staircase; the east accesses all three floors; the west accesses only the second floor that houses five generous bedroom-bath suites. The ultimate retreat and entertainer’s delight, the property includes ample parking, an attached four-car garage, and an oversized pool with expansive brick patios and a delightful pool house. LOCATION: 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. Approximately 1700 residents enjoy an ideal location convenient to boating, golf, equestrian facilities, quaint village shopping, museums, and the Long Island Railroad putting them within approximately a 40-minute commute to Manhattan. PROPERTY: Off a quiet cul-de-sac drive, a long winding circular driveway leads past neatly-manicured lawns that wrap around an abundance of towering pines and oaks - like a carpeted forest. As you enter the charming circular courtyard, brick and shingle wings of the manor reach out like a friend extending arms to welcome you. A steep, slightly curved, gabled roof with painstakingly-crafted, undulating drunken-shingle rows matching the red brick-and-shingle walls, makes the size of the mansion seem intimate and appealing like a high-class cottage. Off the West wing, an arched entry in a wall concealing a formal garden, leads you along a fish-scale-shingled veranda with a barrel ceiling, to the home’s delightful custom stained-glass entry. In the east wing, a porta cochere flanked by brick buttresses provides easy passage to the service courtyard and a four-car attached garage. From here, guests can go directly to a delightful outdoor entertainment area. Off the family room, a brick fire pit offers a perfect spot for evening conversation. From here, semicircular steps descend to an oversized inground, heated, Gunite pool with expansive brick surround. At the far end, an enchanting cottage-like pool house resembling the main house offers a party room, kitchen, one full and one half bath, and a guest dressing room, a laundry room, and a full basement. FIRST FLOOR: Welcoming guests through an arched door with delicate floral stained-glass inset, the entrance foyer is a work of art from its inlaid two-tone floor radiating from a center medallion to the unique and impressive staircase with basket-weave fielded-panel walls and wide stairs diminishing in width as they ascend from landing to landing. To the front, next to a guest closet and powder room, the warm and inviting library/billiard room features fielded paneling, custom cabinetry, a stunning fireplace, coffered ceiling, and huge bay window. Ideal for entertaining from large to intimate parties, an open floor plan features blond herringbone hardwood floors flowing throughout a generous dining room and gallery leading to the service wing and separated only by a row of honey-stained pillars supporting a see-through basket-weave frieze. This allows for expanding entertainment space when needed and flooding both areas with sunlight through front and rear walls of French doors. Across a second gallery leading to an expansive rear patio, ideal for al fresco dining, steps lead down into the delightful living room accented by a striking marble and mosaic tile fireplace, herringbone hardwood floors, and a large box-bay window. Terra cotta floors flow throughout the service area, which includes a spectacular three-story oak spiral staircase, closets, mudroom, powder room, butler’s pantry, and eat-in kitchen. This remarkable cook’s haven features custom natural oak cabinetry, Kirkstone countertop, farm sink, and large center island with seating area and a second farm sink. High-end appliances include a professional-grade Viking gas six-burner range with two ovens, a Viking wall double oven, microwave, dishwasher, and an integrated, full-size refrigerator with matching freezer. Above the sink, Arts-and-Craft stained-glass pocket windows slide open to reveal views through the family room’s French doors to the pool area. Accessed from kitchen and service hall, this comfortable and spacious getaway offers both a unique corner fireplace with decorative tiles and a custom-built-in cabinet for a large panel television. Open to the kitchen, the breakfast room provides a perfect place to start your day, enjoying sunny views of the property through three walls of windows and doors opening to the rear patio. At the top of the main staircase, a foyer with sitting area separates the west wing master suite and den/guest suite (with beautifully concealed Murphy bed and charming fireplace) with the east wing accessed through a long, windowed hallway with built-in bookcases and upholstered window seats. Past the second staircase in the east wing are the remaining three generous bedrooms, each with bath en suite and walk-in closet. With an abundance of charm and comfort, the master suite boasts a breathtaking and romantic English bedroom with tray ceiling, window seat, decorative-tile fireplace, built-in glass-and-mirror display niches, and soaring Palladian-style window and French doors opening to a private porch. The charming English theme continues in the bright and cheery bath featuring an oval tub, two marble-topped vanities and cabinetry in the main area, and two water closets flanking separate entrances to a waterfall shower. This area leads to an immense dressing room with exquisite built-in cabinets, dressers, cubbies, and closets. The full, finished basement offers ample room for recreation, workshops, laundry, and storage. It includes an inviting media/game room, two full baths, a mirrored gym, wine room, two mechanical rooms and ample storage.
    Call Today: (516) 287-7716, or  Email: Maria Babaev
  • 6 Chestnut Hill Dr Upper Brookville, NY 11771
    6 Bedrooms 8 Full Baths 1 Half Bath
    Single Family For Sale ML# 3166867
    Upper Brookville-Chestnut Hill Luxurious Estate with Magnificent Entry Foyer. Master Suite on Main Floor with French Doors that Open to 5 Private Acres of Beautiful Landscapes, Inground Pool, Tennis Court, Outdoor Kitchen. 5 Large Ensuite Bedrooms, Gourmet Kitchen with Fireplace, Butler Pantry to Formal Dining Room. Library with Built in Mahogany Bookcase. Great Room, Formal Living Room, Soaring Ceilings, Floor to Ceiling Windows, Hardwood Floors Throughout & Much More!
    Call Today: (516) 287-7716, or  Email: Maria Babaev
  • 31 Chestnut Hill Dr Upper Brookville, NY 11771
    5 Bedrooms 5 Full Baths 2 Half Baths Sq. Ft. 7316.00:#
    Single Family For Sale OPEN HOUSE ML# 3143409
    As original owners of this striking Modern home built in 1989, these sellers were ahead of their time w/ large white marble tiled flooring, floor-to-ceiling granite fpl, custom metal front door & floating circular staircase.Designed by renowned architect Gary Gallagher with an expansive open layout, soaring ceilings, balcony walk-way on 2nd floor & 1st floor Master Ste w/ large bath & loft. 5 private acres w/ pool & sep 1, 000+ sq ft Guest House, LR, Kit, BR, Bath
    Call Today: (516) 287-7716, or  Email: Maria Babaev
    Upcoming Open House
    02/23/2020 - 02/23/2020 1:30pm-3:30pm
    View Location
  • 8 Covey Ct Upper Brookville, NY 11545
    6 Bedrooms 5 Full Baths 1 Half Bath Sq. Ft. 8500.00:#
    Single Family For Sale ML# 3076267
    Exclusive Gated Section of Beverly Hills In The North Shore. Located In A Private Cul-De-Sac Over 2 Acres Of Similarly Gorgeous Homes, This Residence Is Loaded With Over 8500 Sf Of Exceptional Dramatic Entrance & Beautiful Features. Generous Rooms Sizes & High Ceilings. Magnificant 1st Floor Mstr Ste W/Custom Wics, Ig Pool, 4 Fireplaces , Generator, Movie Theatre, Huge Basement. 3 Car Garage.
    Call Today: (516) 287-7716, or  Email: Maria Babaev
  • 1076 Wolver Hollow Rd Upper Brookville, NY 11771
    4 Bedrooms 5 Full Baths 1 Half Bath Sq. Ft. 7000.00:#
    Single Family For Sale ML# 3128847
    Nestled away in the lap of luxury with ultimate privacy, you'll find this Custom Built Super-Modern Home With Walls Of Windows Situated On Over 6 Acres Of Sprawling Private Property In The Prestigious Town Of Upper Brookville. This house provides an opportunity to own something that they just don't build anymore. The Property Features Pool House with an Additional 2 Bedrooms and 2 Full Baths In The Same Style As The Main Home.
    Call Today: (516) 287-7716, or  Email: Maria Babaev
  • 10 Laurel Woods Dr Upper Brookville, NY 11771
    6 Bedrooms 6 Full Baths 1 Half Bath
    Single Family For Sale ML# 3172175
    Carved out of an emerald sea comprising hundreds of acres of pristine ancient woodland, this arboreal paradise, just shy of five-and-a-half-acres, is surprisingly isolated from Long Island’s bustling population… and will remain so. Bordered by the Hope Goddard Iselin Preserve, now owned by the North Shore Land Alliance, and the 400-acre Planting Fields Arboretum State Park woods, its manicured lawns form scattered clearings for its sunny, sprawling six-bedroom, six-and-a-half-bath ranch, its estate-fenced inground Gunite pool, hidden tennis court with observation patio, and bath/pool house, with two verandas, two dressing rooms, two full baths, and a rear built-in chess board. All are secluded and separated by woods that seem to go on forever – magnificent, mature woods that beg to be explored and enjoyed. Sharing a shady cul-de-sac with a few other estates, the neighbors you might occasionally see will be, most likely, of the fowl or fauna variety. However, this seemingly remote retreat is easy for guests to find and only two miles from golf courses, the Northern Boulevard business corridor, and is less than three miles from Oyster Bay Village’s beach, marina, train station, delightful shops and restaurants. The Locust Valley area is just a little farther with all its recreational destinations that make living here feel like a year-round vacation. If you are a horse enthusiast, this property has the added advantage of being zoned for horses and stables. Perennial gardens plus flowering shrubs and trees add ever-changing panoply of color around the brick-accented front courtyard, its iron entry gates, the expansive rear bluestone and brick patio, the pool area, and other hidden spots on the estate. A huge parking area off a separate driveway provides ample parking by the attached four-car garage and service area. Guests are welcomed into a sunny entrance foyer with sky-lit vaulted ceiling and inlaid marble floors that flow into hallways leading into east and west wings of the house. To the rear, folding doors reveal the elegant and gracious living room, which opens to the rear patio through French doors framed by French windows. A high tray ceiling presides over herringbone hardwood floors and a charming granite and carved wood fireplace. A glass-and-mirror walk-through wet bar, with ice maker, leads into the generous, warm, and inviting study. Featuring similar floors, tray ceiling, fireplace, and French patio access as the living room, it also boasts faux-painted marble wainscoting and stunning upholstered walls. Also, off the living room, the sun-drenched dining room is illuminated by French doors to the patio and a sky-lit vaulted ceiling. Terra cotta floors flow into the expansive eat-in kitchen’s breakfast area that opens to the patio. Extensive floor-to-ceiling cabinetry runs nearly the entire length of this chef’s dream kitchen and provides plenty of elbow room for two cooks to work thanks to two separate work areas. One comprises a large peninsula with Jennair electric cooktop, sink, and seating area. The other includes a double sink beneath a front window, wraparound cabinetry, an integrated Sub-Zero refrigerator, and stainless-steel Viking four-burner gas range, Kitchen Aid dishwasher, a trash compacter, and a wine cooler. Granite countertop and backsplash run throughout. Open to the kitchen and the dining room, a cozy family room, with hardwood herringbone floors, provides a perfect spot to relax. It could also swap places with the dining room if desired. A service area off the kitchen includes a mudroom, maid’s room, full bath, back stairs, and side entrance. Off the hall in the west wing, the romantic master suite encompasses: a charming sitting room with closet and built-in cabinetry; a regal bedroom with French doors to the patio; two walk-in closets; attic access; and a sky-lit Roman-spa-like master bath with twin sinks, Americh Airbath tub, glass-enclosed shower, bidet, commode, and built-in cabinetry. Also, in the west wing are stairs to the basement, a coat closet, and a spacious bedroom with two closets and full bath. The east wing begins with a lovely Sherle Wagner powder room with faux-painted marble walls. Next, a bedroom, presently used as a study, has two closets and a full bath. The partial second floor, accessed from the service area, features two additional bedrooms sharing a Jack-and-Jill bath with twin vanity. The expansive finished basement is the place to be for fun and entertainment. It provides great carpeted spaces with high ceilings, built-in entertainment center, bar, and plenty of room for billiards, media center, home theater, gym, lounge or whatever you may desire. It also includes a laundry room, storage area, and garage access. Whether you want to escape the “madding crowd,” enjoy nature to the fullest, entertain large parties no matter the season, or all of the above, this magnificent estate and its impeccable, expansive eleven-room home are ready for you to move in and enjoy.
    Call Today: (516) 287-7716, or  Email: Maria Babaev
  • 2 Colonial Dr Upper Brookville, NY 11545
    7 Bedrooms 6 Full Baths 1 Half Bath Sq. Ft. 8000.00:#
    Single Family For Sale OPEN HOUSE ML# 3197197
    Back On The Market... Motivated Seller... Will Listen To All Offers. Gorgeous, Custom Built All Brick Colonial With Full Walk Out Lower Level. Approx. 8000 Sq/Ft On Three Levels. Second Gourmet Kitchen In Lower Level W/ Entertainment Area, Gym, Fireplace, Full Bath And Guest Suite. Meticulously Landscaped W/ Gunite Heated Pool, Tennis Court And Expansive Lawn. This Home Is Too Incredible To Pass Up.
    Call Today: (516) 287-7716, or  Email: Maria Babaev
    Upcoming Open House
    02/22/2020 - 02/22/2020 1:00pm-2:30pm
    02/23/2020 - 02/23/2020 1:00pm-2:30pm
    View Location
  • 9 Woodhill Ln Upper Brookville, NY 11545
    5 Bedrooms 3 Full Baths 1 Half Bath Sq. Ft. 5100.00:#
    Single Family For Sale ML# 3069004
    Gracious 5 Bedroom, 3.5 Bathroom Brick Colonial Set On 2 Perfect Upper Brookville Acres In The Heart Of Linden Mews. Enjoy Your Own Lovely Backyard With Ig Pool, Jacuzzi And Tennis Court.
    Call Today: (516) 287-7716, or  Email: Maria Babaev
  • 110 Wolver Hollow Rd Upper Brookville, NY 11545
    6 Bedrooms 7 Full Baths 1 Half Bath Sq. Ft. 7286.00:#
    Single Family For Sale ML# 3136650
    Renovated Vintage Gated Compound Featuring Chef's Gourmet Kitchen With Custom Azul Bahia Granite Island, Hearth/Fpl In Great Room, Formal LR/Fpl , Den W/Fpl , LL Home Theater, Double Roman Design 20X44 IG Heated Salt Water Pool , Carriage House W/3 Car Garage And Caretakers Apt, Converted Stable W/ Home Theater, Game & Music Room, Bath, Bar & Fpl, 1 Legal Income Producing Cottage 2 Br/2Bth W/ 2nd Gated Driveway , Lush Botanical Acreage A Legacy From Former Owner , Renowned Topiary Horticulturist
    Call Today: (516) 287-7716, or  Email: Maria Babaev
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