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Old Brookville, NY Homes for Sale

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  • /48

    $4,295,000

    • 5 Beds
    • 6 Baths
    • 6,000 Sq Ft

    8 High Meadow Ct, Glen Head, NY 11545

    Welcome to this Magnificent Brick Masterpiece with Guest/Pool House on Two Impeccable Resort Style Acres. This Grand Residence sets High Standards for a lifestyle of luxury offering timeless elegance and luxurious modern amenities. Sophisticated designer finishes are blended with classic appointments throughout it's refined and thoughtfully designed Interior. A stunning marble reception foyer

    Ellen Zipes Compass Greater NY LLC

    8 High Meadow Ct, Glen Head, NY 11545
  • /50

    $5,850,000

    • 9 Beds
    • 7.5 Baths
    • 8,200 Sq Ft

    8 Stonegate Ln, Glen Head, NY 11545

    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 architect Mott B. Schmidt, who was highly regarded for his grand homes, and sought after by many high profile clients. A grand entrance welcomes guests, framed by stately arched trees that line the long, circular driveway. As

    Lisa Ann Heaney Daniel Gale Sothebys Intl Rlty

    8 Stonegate Ln, Glen Head, NY 11545
  • /32

    $4,500,000 Open Sun 2PM - 3:30PM

    • 6 Beds
    • 9 Baths
    • 8,098 Sq Ft

    3 Pin Oak Ct, Glen Head, NY 11545

    Magnificent Brick Colonial in Prestigious Old Brookville tucked away on a private cul-de-sac in one of Long Island’s most exclusive enclaves, this stately brick Colonial embodies timeless elegance and refined indoor-outdoor living. Designed with an eye for classic proportions and luxury detail, the 8,500-square-foot residence is crowned with a slate roof and surrounded by manicured, park-like

    Lois Kirschenbaum Daniel Gale Sothebys Intl Rlty

    3 Pin Oak Ct, Glen Head, NY 11545
  • /16

    $3,700,000

    • 6 Beds
    • 6 Baths
    • 5,100 Sq Ft

    8 Plaka Ct, Glen Head, NY 11545

    Situated on 2 acres, with an amazing layout including a tennis court, swimming pool, spa, and basketball court, this resort-style home has everything you could ever need. Located in the picturesque and highly sought-after town of Old Brookville, this home was built in 1978 and boasts a spacious and well-maintained living space of 5,100 square feet. Offering privacy and tranquility, this is the

    Mark Karten Karten Real Estate Svcs LLC

    8 Plaka Ct, Glen Head, NY 11545
  • /35

    $3,850,000

    • 6 Beds
    • 6.5 Baths
    • 4,787 Sq Ft

    35 Hoaglands Ln, Glen Head, NY 11545

    At the end of a long private driveway the exceedingly charming Georgian Colonial aptly styled “Twin Pines” awaits. Quiet luxury and classic architecture strikes a harmonious balance with resort-style amenities set amongst 2 lush acres, providing an exceptional lifestyle for the discerning buyer. Step inside the entrance to find a foyer with original palazzo tile and library with a wood-burning

    Jaime Hamm Daniel Gale Sothebys Intl Rlty

    35 Hoaglands Ln, Glen Head, NY 11545
  • /49

    $6,000,000

    • 5 Beds
    • 5.5 Baths
    • 6,500 Sq Ft

    25 Longridge Ln, Glen Head, NY 11545

    Old Brookville New Construction | Welcome to 25 Longridge Lane– a custom-built brick center hall colonial nestled on over 2 private acres at the end of a peaceful cul-de-sac. A grand entrance, framed by two stone pillars, leads to a long driveway with ample parking, offering two courtyards, and side access to a spacious 3-car garage. You’re immediately greeted by double iron doors that

    Joe Scavo Douglas Elliman Real Estate

    25 Longridge Ln, Glen Head, NY 11545
  • /32

    $4,195,000

    • 7 Beds
    • 5.5 Baths

    285 Piping Rock Rd, Locust Valley, NY 11560

    Rosegate is a delightful one-of-a-kind residence that appears to have been magically plucked from the English countryside. Originally a Large Cottage on a former Estate, Rosegate has been thoughtfully expanded and updated throughout the years. The brick and clapboard home is now a 7 bedroom Colonial on 2.85 acres . Character and charm encompasses every inch of Rosegate. Hand painted murals cover

    Christina Porter Daniel Gale Sothebys Intl Rlty

    285 Piping Rock Rd, Locust Valley, NY 11560
  • /37

    $5,480,000

    • 6 Beds
    • 8.5 Baths
    • 8,416 Sq Ft

    19 Ridge Ct, Glen Head, NY 11545

    Click the link for a full video tour: Welcome to 19 Ridge Court, a Gold Coast treasure in Brookville Meadows. Discover the pinnacle of luxury living at this bespoke estate, gracefully nestled on 3 pristine acres in an exclusive cul-de-sac. This 8,400+ sq ft residence combines timeless sophistication with modern amenities, offering the perfect blend of grandeur and comfort for those seeking an

    Ira Gross Daniel Gale Sothebys Intl Rlty

    19 Ridge Ct, Glen Head, NY 11545
  • /30

    $3,199,000 Open Sun 12PM - 1:30PM

    • 5 Beds
    • 4.5 Baths
    • 4,488 Sq Ft

    184 High Farms Rd, Glen Head, NY 11545

    Set down a long, elegant driveway in the prestigious Old Brookville estate area, 184 High Farms Road invites you into a world where timeless architecture meets modern luxury. This stately brick Colonial blends the grace of classic design with the ease of today’s comforts — from its beautifully renovated kitchen and spa inspired baths to its custom millwork, gleaming hardwood floors, and

    Karen Sharf Daniel Gale Sothebys Intl Rlty

    184 High Farms Rd, Glen Head, NY 11545
  • /50

    $3,699,000 Open Sat 11:30AM - 1:30PM

    • 6 Beds
    • 5 Baths
    • 5,500 Sq Ft

    13 Locust Ln, Glen Head, NY 11545

    La Isabella A Gracious 2 Acre Estate In Prestigious Upper Brookville Offering Timeless Colonial Architecture With Modern Luxury. Set Behind A Sweeping Drive And Surrounded By Mature Magnolia, Dogwood, And Maple Trees, This Home Is Crafted For Multigenerational Living With Privacy And Sophistication. Inside, A Dramatic Double-Height Foyer And Sweeping Staircase Welcome You To Spacious Sunlit Rooms

    Lisa Fasano Compass Greater NY LLC

    13 Locust Ln, Glen Head, NY 11545
  • /37

    $3,790,000

    • 6 Beds
    • 5.5 Baths
    • 6,018 Sq Ft

    8 Norgate Rd, Glen Head, NY 11545

    Welcome to your dream home in the prestigious Brookville area, within the top-rated Jericho School District. Situated on over 2 acres of beautifully landscaped grounds, this custom-built colonial blends luxury, comfort, and timeless elegance. Key Features Include: Grand open layout with custom crown molding throughout; Upscale gourmet kitchen with high-end appliances (Clive Christian) and natural

    Lei Liu Signature Premier Properties

    8 Norgate Rd, Glen Head, NY 11545
  • /8

    $1,999,000

    • Land
    • 2.02 Acres
    • $989,604 per Acre

    10 Stonegate Ln, Glen Head, NY 11545

    Rare Opportunity to build your Dream Home in the highly coveted Village of Old Brookville. This spectacular 2+ flat acre property is located at the end of a beautiful & quiet cul-de-sac ready to build. Easy access to 25A and the highways plus close to fine dining & shopping. Create your perfect home, located in the North Shore SD. One of a kind offering!

    Amy Cohen Daniel Gale Sothebys Intl Rlty

    10 Stonegate Ln, Glen Head, NY 11545
  • /30

    $2,350,000 Open Sun 1PM - 3PM

    • 7 Beds
    • 6 Baths
    • 5,494 Sq Ft

    14 Pheasant Hill Ln, Glen Head, NY 11545

    Tucked away on a quiet and private street in the village of Old Brookville, this modern Colonial sits on 2.61 flat acres and offers generous space, natural light, and a flexible layout suited to today’s lifestyle. The home features seven bedrooms, four full and two half bathrooms, with a grand two-story entry that opens to sun-drenched living areas, a first-floor primary suite, and large windows

    Damian Ross Daniel Gale Sothebys Intl Rlty

    14 Pheasant Hill Ln, Glen Head, NY 11545
  • /12

    $2,400,000

    • Land
    • 3.39 Acres
    • $707,965 per Acre

    170 Hegemans Ln, Old Brookville, NY 11545

    One-of-a-Kind Offering! Build your Dream Home in the only gated community within the Village of Old Brookville. Enter this newly developed 23+ acre community through impressive remote-controlled gates. Proceed on a secluded and lushly landscaped two-lane motor court to a quiet sanctuary and cul-de-sac featuring six buildable lots ranging from 3 to 4 acres each. Each lot has already been improved

    Neena Chowdhary Daniel Gale Sothebys Intl Rlty

    170 Hegemans Ln, Old Brookville, NY 11545
  • /12

    $2,325,000

    • Land
    • 3.39 Acres
    • $685,841 per Acre

    168 Hegemans Ln, Old Brookville, NY 11545

    One-of-a-Kind Offering! Build your Dream Home in the only gated community within the Village of Old Brookville. Enter this newly developed 23+ acre community through impressive remote-controlled gates. Proceed on a secluded and lushly landscaped two-lane motor court to a quiet sanctuary and cul-de-sac featuring six buildable lots ranging from 3 to 4 acres each. Each lot has already been improved

    Neena Chowdhary Daniel Gale Sothebys Intl Rlty

    168 Hegemans Ln, Old Brookville, NY 11545
  • /11

    $2,500,000

    • Land
    • 4.09 Acres
    • $611,247 per Acre

    172 Hegemans Ln, Old Brookville, NY 11545

    One-of-a-Kind Offering! Build your Dream Home in the only gated community within the Village of Old Brookville. Enter this newly developed 23+ acre community through impressive remote-controlled gates. Proceed on a secluded and lushly landscaped two-lane motor court to a quiet sanctuary and cul-de-sac featuring six buildable lots ranging from 3 to 4 acres each. Each lot has already been improved

    Neena Chowdhary Daniel Gale Sothebys Intl Rlty

    172 Hegemans Ln, Old Brookville, NY 11545
  • /15

    $2,999,999

    • 5 Beds
    • 3.5 Baths
    • 4,938 Sq Ft

    Unlisted Address

    Stunning Old Brookville Estate on 2 Acres with Pool & Outdoor Oasis Welcome to this exquisite 5-bedroom, 4-bathroom home nestled on 2 acres of beautifully landscaped property in the prestigious area of Old Brookville. This elegant residence offers the perfect blend of luxury, comfort, and privacy. Step inside to discover spacious living areas filled with natural light, including a grand living

    Colleen Chase Signature Premier Properties

    Unlisted Address
  • /45

    $2,900,000 Open Sun 11AM - 1PM

    • 7 Beds
    • 10 Baths
    • 8,162 Sq Ft

    80 Valentines Ln, Glen Head, NY 11545

    Old Brookville Contemporary Home | Stunning and serene property backing lush nature preserve - 80 Valentines Lane offers pure peace and privacy on Long Island's Gold Coast.A welcoming and bright foyer leads into an open, two-story formal living and dining area, offering high ceilings, one of two fireplaces, and an unobstructed view of the expansive backyard. The primary suite is tucked

    Joe Scavo Douglas Elliman Real Estate

    80 Valentines Ln, Glen Head, NY 11545
  • /11

    $2,850,000 Open Sun 12PM - 2PM

    • 5 Beds
    • 3.5 Baths
    • 4,975 Sq Ft

    6 Longridge Ln, Glen Head, NY 11545

    Welcome to this stately columned brick and shingle Colonial, nestled amidst lush landscaping that perfectly complements its timeless architectural elegance within the esteemed Village of Old Brookville. This home offers a harmonious blend of luxurious amenities, gracious living spaces, and thoughtful design elements, making it a true sanctuary for its next homeowner. As you approach

    Jason Friedman Daniel Gale Sothebys Intl Rlty

    6 Longridge Ln, Glen Head, NY 11545
  • /36

    $27,000,000

    • 13 Beds
    • 17 Baths
    • 12,892 Sq Ft

    0 Applewood Estate Unit ONE3578383, Upper Brookville, NY 11545

    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

    Jason Friedman Daniel Gale Sothebys Intl Rlty

    0 Applewood Estate Unit ONE3578383, Upper Brookville, NY 11545
  • /48

    $1,700,000 Open Sat 12PM - 2PM

    • 5 Beds
    • 4.5 Baths
    • 3,000 Sq Ft

    106 Woods Dr, Roslyn, NY 11576

    Beautiful split ranch brick home, located near Northern Blvd at Roslyn Harbor, NY. Situated in a 0.35-acre lot, the house features 5 bed, 4 full and one half bath, a living room with a fireplace, a formal dining, an eat-in kitchen, a family room with a fireplace, walk-in closets, a partially finished basement, a private driveway, and a garage. The master bathroom features a double vanity and a

    Sarwor Khan Exit Realty Prime

    106 Woods Dr, Roslyn, NY 11576
  • /23

    $2,750,000

    • 4 Beds
    • 6 Baths
    • 4,453 Sq Ft

    7 Locust Ln, Glen Head, NY 11545

    Beautiful Cape Style Cedar Shake Home, First Floor, Large Entry, Large Living Room W/Fireplace, Formal Dining Room, Large Open Eat In Kitchen With Great Room With Fireplace And Beautiful Wood Beams On Ceiling, Master Bedroom With Her And Him Closet, Primary Bathroom, Office Or Sitting Room Off Primary, Additional Bedroom With Full Bathroom, Landry Room. Second Floor Has Bedroom With Full

    Kim Flanagan Signature Premier Properties

    7 Locust Ln, Glen Head, NY 11545
  • /24

    $769,000

    • 3 Beds
    • 2 Baths
    • 930 Sq Ft

    30 Sheppard St, Glen Head, NY 11545

    Welcome Home to This All Updated Ranch in Glen Head, Hardwood Floors, Formal Living Room with Fireplace, Formal Dining Room or Bedroom, New Gas Heating System, New Hot Water Tank New Central AC System, New 200 Amp Electrical, New Kitchen, New Bathrooms, Large Finished Basement with Home Office/Gym, Recreational Room, Renowned North Shore School District, 1 Car Garage, Private Yard, Much, much

    Maryann Milovcic Douglas Elliman Real Estate

    30 Sheppard St, Glen Head, NY 11545
  • /39

    $2,550,000 Open Mon 6PM - 8PM

    • 6 Beds
    • 4.5 Baths
    • 5,871 Sq Ft

    21 Overbrook Ln, Glen Head, NY 11545

    Nestled in the prestigious enclave of Upper Brookville, this magnificent all-brick residence at 21 Overbrooke Lane exudes timeless sophistication and modern comfort. The home spans an impressive 8,346 square feet (gross) of meticulously designed interior space, offering 6 graciously appointed bedrooms and 4.5 luxurious baths. The property is situated on a sprawling 2-acre lot, providing

    Aleksandr Dzhurayev Skyline Residential & Comm Inc

    21 Overbrook Ln, Glen Head, NY 11545
  • /36

    $12,750,000

    • 7 Beds
    • 12 Baths
    • 14,000 Sq Ft

    11 Dupont Ct, Greenvale, NY 11548

    Nestled on a meticulously landscaped 6-acre+ property, 11 Dupont Court epitomizes architectural sophistication and resplendence. This stately Brookville Brick Colonial, constructed in 2005, spans over 15,000 Sq.Ft. and encompasses 7 Bedrooms and 12 Bathrooms. Its graceful design is distinguished by bespoke features such as elaborate woodwork, spiral staircases, marble flooring and soaring

    Jason Friedman Daniel Gale Sothebys Intl Rlty

    11 Dupont Ct, Greenvale, NY 11548
  • /2

    $799,000

    • 3 Beds
    • 1 Bath
    • 1,326 Sq Ft

    14 Post St, Glen Head, NY 11545

    Charming 3-bedroom home located in the heart of Glen Head, offering a spacious layout with sun-filled rooms and a beautifully landscaped yard. Nestled within the highly rated North Shore School District, this property is just minutes from shops, dining, and the LIRR.

    Zachary Baron 360 Realty Group

    14 Post St, Glen Head, NY 11545

Why Live in Old Brookville

Old Brookville, NY, is a village that exudes a rural and secluded charm, characterized by its tree-shaded streets, expansive fields, and horse pastures. The area is known for its luxurious homes and gated estates, often set back on large properties with meticulously maintained landscaping. This privacy is a significant draw for residents, offering a peaceful retreat from the hustle and bustle of city life. Despite its seclusion, Old Brookville is conveniently located near Northern Boulevard, providing easy access to nearby areas. Commuters can reach Glen Head Station in under 2 miles, with trains to New York City's Pennsylvania Station taking about an hour. The North Shore Central School District, highly rated and recognized among the top in New York, serves the village, adding to its appeal for families. Local features include horse stables, riding centers, and the Brookville Country Club, which offers an 18-hole golf course and swimming pool. The village's commercial area includes Holiday Farms Supermarket and Brookville Deli & Caterers, while dining options like Heirloom Tavern in nearby Glen Head are just a short drive away. Tappen Beach, located 3 miles from the village, provides a nearby escape for beachgoers. The combination of luxury, privacy, and convenient amenities makes Old Brookville a sought-after location for those seeking a tranquil yet accessible lifestyle.

Frequently Asked Questions

What are the most popular zip codes in Old Brookville, NY?
The most popular zip codes in Old Brookville, NY include 11545, 11050, 11542, 11568 and 11548.
How are the schools in Old Brookville, NY?
Old Brookville, NY has highly rated public and private schools. Some of the best schools in Old Brookville based on Niche Grades are Jericho Senior High School, North Shore Senior High School and Jericho Middle School. Browse all the schools in Old Brookville, NY to learn more.
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