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Old Brookville, Brookville & Upper Brookville Homes and Condos for Sale
Nestled within the picturesque Town of Oyster Bay in Nassau County, Long Island, New York, lie three charming villages collectively known as "The Brookvilles": Brookville, Upper Brookville, and Old Brookville. This trio forms a unique inverted triangle, its northern base embracing a rich tapestry of history, nature, and luxury living.
Steeped in history, The Brookvilles trace their roots back to English and Quaker settlers who, in the 17th and 18th centuries, were attracted to the area's serene landscape, graced by several brooks and springs. Dutch settlers soon followed suit, acquiring expansive properties. By the 1900s, The Brookvilles had evolved into a playground for New York's elite, with renowned families such as the Posts, Vanderbilts, and DuPonts crafting magnificent estates. Today, remnants of this golden era blend seamlessly with modern developments, creating a captivating fusion of old-world charm and contemporary luxury.
Brookville, spanning 4 square miles with a population of 3,465, offers an idyllic retreat characterized by meticulously maintained golf courses and verdant countryside. Its neighboring villages, Old Brookville and Upper Brookville, boast similarly enchanting landscapes and a rich equestrian heritage, with bridle paths winding past horse farms and nature preserves. The legacy of legendary sportswoman Hope Goddard Iselan lives on, as Upper Brookville proudly bears her name, reflecting its elevated status within the community.
One of The Brookvilles' most esteemed features is its exceptional educational system, ranked among the nation's finest. Families are drawn to the area not only for its stunning homes but also for the unparalleled opportunities it affords their children.
Despite their affluent reputation, The Brookvilles exude a welcoming ambiance, fostering a sense of community akin to a cherished preserve. Residential offerings range from contemporary masterpieces on sprawling two-acre plots to grand estates spanning up to 100 acres, catering to diverse tastes and preferences. Currently, homes on the market span from $1,350,000 for a charming 4-bedroom, 3-bathroom abode to $9,995,000 for an opulent 8-bedroom, 11-bathroom mansion, with the average listing price hovering around $3,400,000.
Beyond its lavish residences, The Brookvilles offer an array of amenities to suit every lifestyle. From upscale boutiques and gourmet restaurants to tranquil parks and cultural attractions, there's no shortage of delights to explore. Whether you're savoring a leisurely afternoon on the polo fields or embarking on a scenic stroll through lush gardens, each moment in The Brookvilles is infused with a sense of tranquility and refinement.
If you're ready to discover the unparalleled beauty and luxury of The Brookvilles, we invite you to explore our curated selection of homes for sale. With their timeless elegance and modern comforts, these residences promise a lifestyle beyond compare. Contact us today to embark on your journey to find the perfect home in this coveted enclave of Long Island.
Latest Old Brookville,Brookville & Upper Brookville Homes and Condos for Sale
Experience Applewood Estate — a generational North Shore compound where timeless architecture, historic provenance, and resort-caliber living unfold across more than 35 s...
- 13 Beds
- 17 Baths
- 1001064 MLS
‘Haut Bois’ is a refined brick-and-stucco French chateau nestled in the heart of Brookville, New York. Inspired by the Louis XIV hunting lodge that later became the Palac...
- 7 Beds
- 9 Baths
- 1004738 MLS
Steeped in the grandeur of Long Island's celebrated Gold Coast, this extraordinary 15+ acre equestrian estate formally named 'Westward' presents a rare opportunity to acq...
- 10 Beds
- 10 Baths
- 1034316 MLS
A long driveway opens to a large courtyard with a classic fountain, revealing a magnificent Château-style Mansion on 2.03 acres of verdant property on a private cul-de-sa...
- 5 Beds
- 12 Baths
- 1031340 MLS
OFFERS OF $7,000,000 OR GREATER RECEIVED ON OR BEFORE SEPTEMBER 21, 2026 TO BE CONSIDERED. ENTIRE PROPERTY WAS COMPLETELY RENOVATED FROM 2023 T0 2026. Maison Blanche: An...
- 6 Beds
- 10 Baths
- 970669 MLS
Set on 2 private, beautifully landscaped acres at the end of a cul-de-sac in the coveted Broad Hollow section of Brookville, this brand new construction delivers approxim...
- 7 Beds
- 10 Baths
- 983498 MLS
Set behind the gates of an exclusive community in the Village of Old Brookville, this exceptional modern residence offers more than 7,000 square feet of luxurious living ...
- 6 Beds
- 8 Baths
- 1048329 MLS
Set on more than 17 pristine and level acres in the heart of prestigious Old Brookville, this exceptional farm property presents a rare opportunity to own a significant p...
- 1034323 MLS
Old Brookville | Welcome to 3 Valentine Farm Court, where timeless architecture, exceptional craftsmanship, and an unmatched collection of luxury amenities define one of ...
- 7 Beds
- 9 Baths
- 1021590 MLS
Set On A Secluded 2-Acre Estate, This 8,000+ Square Foot Contemporary Masterpiece Has Been Completely Transformed. It Is Now A Breathtaking, Modern Sanctuary That Perfect...
- 6 Beds
- 8 Baths
- 1038793 MLS
Set behind private gates in the prestigious Estates at Greenfield, this stately brick Georgian Colonial is perfectly positioned on three + magnificently landscaped acres,...
- 7 Beds
- 10 Baths
- 991638 MLS
Brookville | Bring your dream home to life. 14 Wenwood Drive offers an opportunity like no other - a chance to add the final touches to a gorgeous 7,200 sq.ft. new home i...
- 6 Beds
- 8 Baths
- 989641 MLS
Beautiful Flat 2 Acre Home in Jericho SD in Upper Brookville. Cabana with Gunite Pool, Elevator, Top Appliances, High Ceilings, Great Room w/ Linear Fire Place, Chefs Kit...
- 7 Beds
- 8 Baths
- 857170 MLS
Brookville New Construction | Welcome home to 12 Quaker Ridge Drive — a pristine brick, center-hall colonial set on 2 acres at the end of a quiet cul-de-sac. This modern ...
- 6 Beds
- 9 Baths
- 901446 MLS
Welcome to GRAY HORSE FARM - Just Updated & Renovated for 2025 luxury living! Recently transformed with a gut-renovated Top of the line chef's kitchen with new cabinets, ...
- 9 Beds
- 12 Baths
- 885874 MLS
EXCEPTIONAL NEW CONSTRUCTION! Luxury Living at it's finest! Welcome to 20 Knollwood Road, Muttontown in the Jericho School District. Experience the pinnacle of luxury liv...
- 6 Beds
- 8 Baths
- 986988 MLS
Set on 3.32 meticulously landscaped acres, this sophisticated and elegant Gold Coast jewel is a true luxury retreat. The home was designed by esteemed early 20th-century ...
- 9 Beds
- 8 Baths
- 1005247 MLS
Nestled on approximately 5 landscaped acres in Old Brookville, this distinguished estate offers exceptional space, privacy, and classic Gold Coast character. The property...
- 7 Beds
- 8 Baths
- 1009813 MLS
Where Drama Meets Design Welcome to nearly 8,000 square feet of pure fabulous in one of the North Shore’s most prestigious enclaves. This newly reimagined estate has been...
- 6 Beds
- 6 Baths
- 845880 MLS
Welcome to an extraordinary estates of timeless elegance located at 27 Victorian Lane, Brookville NY. — a distinguished estate that embodies architectural grace in one of...
- 6 Beds
- 8 Baths
- 953450 MLS
Set on two private acres in the heart of Brookville and located within the Locust Valley School District, 63 Fruitledge Road offers refined luxury living on Long Island’s...
- 6 Beds
- 7 Baths
- 1044684 MLS
Imagine an exclusive lifestyle redefined within a private HOA gated community, where absolute security meets unparalleled luxury on a flat, beautifully landscaped 2.53-ac...
- 6 Beds
- 9 Baths
- 1021182 MLS
Beyond a long, tree-lined driveway, an exceptional brick Center Hall Colonial awaits on four private acres in prestigious Old Brookville. Defined by timeless architecture...
- 6 Beds
- 10 Baths
- 1031994 MLS
An exceptional private brick estate compound set on approximately 7 meticulously manicured acres in Upper Brookville. This impressive residence offers grand scale, timel...
- 6 Beds
- 8 Baths
- 985121 MLS
A Private Oasis in Upper Brookville. Timeless elegance prevails in this custom-built, majestic brick 6-bedroom, 6.5-bath manor home in Upper Brookville. Masterfully set a...
- 6 Beds
- 7 Baths
- 1010689 MLS
A truly extraordinary opportunity to create one of Brookville's most distinguished private estates. Nestled on an expansive 15-acre parcel in the prestigious Village of O...
- 11 Beds
- 14 Baths
- 1016829 MLS
A truly extraordinary opportunity to create one of Brookville's most distinguished private estates. Nestled on an expansive 15-acre parcel in the prestigious Village of O...
- 1016857 MLS
Set on 2.5 private, beautifully landscaped acres in Brookville, this dramatic 9,485-square-foot contemporary offers exceptional scale, architectural interest and resort-s...
- 6 Beds
- 8 Baths
- 1029380 MLS
Set within the rarefied landscape of Old Brookville, this striking Mid-Century Modern residence is a study in architectural drama and refined design. Celebrated in Luxe I...
- 5 Beds
- 8 Baths
- 987442 MLS
BROOKVILLE. Perfectly nestled on two private acres at the end of a quiet cul-de-sac in the heart of Brookville, this exceptional residence offers a harmonious blend of ti...
- 5 Beds
- 6 Baths
- 1028751 MLS
Welcome to 10 Laurel Woods Drive, an expansive 8,000+ square-foot residence privately situated on 5.45 park-like acres in Upper Brookville. Set behind wrought iron gates ...
- 6 Beds
- 8 Baths
- 1043804 MLS
Elegance redefined. This fully gated extraordinary Upper Brookville estate seamlessly blends mid-century modern design with contemporary sophistication, set on two lush, ...
- 6 Beds
- 9 Baths
- 1045340 MLS
Welcome to this commanding five-bedroom contemporary residence, a spectacular home where soaring architecture, abundant natural light, and resort-style amenities combine ...
- 5 Beds
- 7 Baths
- 1017067 MLS
Nestled in the heart of Old Brookville, this private oasis offers the perfect blend of luxury, tranquility, and modern living. Set on a sprawling, flat 3.2 -acre lot with...
- 6 Beds
- 5 Baths
- 957864 MLS
Lovely 7.09 Acres of Residential Land a Great Builders Opportunity! This is not all flat land, it has beautiful hills. Located in Village of Old Brookville, The Address c...
- 974655 MLS
Set on two flat, beautifully landscaped acres along a low-traffic street in Brookville, yet just minutes from major highways and shopping, this classic Colonial built in ...
- 5 Beds
- 5 Baths
- 1027379 MLS
Framed by sweeping pond views and surrounded by over 2 private acres of beautifully landscaped grounds, this beautifully renovated brick estate offers a rare blend of lux...
- 6 Beds
- 6 Baths
- 996646 MLS
Move right into this stunning four-bedroom ranch residence set on 5.5 beautifully landscaped acres. Thoughtfully updated and impeccably maintained, this light-filled home...
- 4 Beds
- 4 Baths
- 955669 MLS
Welcome to 14 Norgate Road, a magnificent estate nestled in the prestigious Brookville, offering timeless elegance, exceptional craftsmanship, and luxurious living throug...
- 5 Beds
- 5 Baths
- 1009371 MLS
Set on two level acres surrounded by mature trees in the sought-after Village of Old Brookville, this distinctive three-bedroom, three-bath residence offers a peaceful se...
- 3 Beds
- 3 Baths
- 1031287 MLS
Dream homes do exist. Perfectly situated on 2+ private, meticulously landscaped acres on a winding country lane, this charming 5-bedroom residence offers an unparalleled ...
- 5 Beds
- 5 Baths
- 1018330 MLS
Welcome to this exceptional Colonial-style residence situated on 2 private acres in the highly sought-after Village of Brookville, within the award-winning Jericho School...
- 6 Beds
- 5 Baths
- 1017003 MLS
Welcome to 12 Ridge Ct, located in the heart of Old Brookville in the Brookville Meadows. This is your window of opportunity to live in the Gold Coast on 3.4 acres of fla...
- 6 Beds
- 9 Baths
- 921399 MLS
Welcome to this exceptional 2.29-acre park-like estate, located at the end of a private cul-de-sac in the Jericho School District. This extraordinary contemporary residen...
- 5 Beds
- 5 Baths
- 1045154 MLS
Step away from the everyday and into this gracious, light-filled ranch, where every room feels like an invitation to relax. Sun-drenched and spacious, the interconnected ...
- 6 Beds
- 5 Baths
- 1033074 MLS
Welcome to a rare opportunity to own a fully renovated and extended estate—rebuilt from the studs up and reimagined for modern luxury in the heart of one of Long Island’s...
- 6 Beds
- 6 Baths
- 977675 MLS
5 Woodfield Lane! Set on beautiful landscaped grounds, this impressive residence offers a wonderful blend of space, comfort, and privacy. Totally renovated in 2019! A gr...
- 5 Beds
- 6 Baths
- 1044302 MLS
UPPER BROOKVILLE. Privately set behind sweeping lawns on over two acres in the Village of Upper Brookville, this elegant North Shore residence offers the privacy, scale, ...
- 4 Beds
- 5 Baths
- 967360 MLS
Tucked at the end of a quiet cul-de-sac, this timeless contemporary sits on two perfectly level acres offering exceptional privacy and a deep, usable yard. The property f...
- 5 Beds
- 4 Baths
- 938081 MLS
BROOKVILLE. Perfectly nestled on two beautifully landscaped acres in the heart of the Village of Brookville, this exceptional shingle and stone farmhouse estate seamlessl...
- 7 Beds
- 7 Baths
- 1029584 MLS
Experience pristine living in this exquisite diamond Brookville home, offering unsurpassed value in a highly coveted location. The prestigious approach features a long ci...
- 7 Beds
- 5 Baths
- 1023664 MLS
An exceptional piece of North Shore history, “Lily Pond Hollow” is nestled in the heart of Brookville. This gentleman’s farmhouse was seamlessly and thoughtfully expanded...
- 4 Beds
- 4 Baths
- 998655 MLS
ALL SHOWINGS BY APPOINTMENT ONLY....ARCHITECTURAL MILLWORK... COFFERED CEILING... RAISED MOLDINGS....DESIGNER BATHS... CUSTOM KITCHEN WITH 10 FT ISLAND .... STAINLESS AP...
- 4 Beds
- 4 Baths
- 906140 MLS
This extraordinary Old Brookville estate at 19 Pheasant Hill Lane, featured in Architectural Digest, is a rare Georgian inspired residence that embodies timeless architec...
- 5 Beds
- 4 Baths
- 1019434 MLS
Amazingly LOW Taxes & TWO (2) meticulously landscaped acres with salt water POOL, this exceptional Brookville residence showcases refined design, expansive living spaces,...
- 4 Beds
- 4 Baths
- 1016868 MLS
Upper Brookville. Brand New Construction on 5 Serene Acres. Move Right In to this Warm & Comfortable Sun Drenched Home! State of the Art Chef's Kitchen w Top of the Line ...
- 3 Beds
- 3 Baths
- 949536 MLS
Listings courtesy of OneKey® MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of . All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.