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Old Brookville, NY Homes for Sale

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  • /9

    $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
  • /19

    $2,799,000

    • 5 Beds
    • 3.5 Baths
    • 4,498 Sq Ft

    7 Pin Oak Ct, Glen Head, NY 11545

    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 features an in-ground heated pool with a waterfall and beautiful outdoor space ideal for gatherings or relaxation. Inside, the home provides plenty of opportunity with its dramatic ceilings and walls of glass that create a bright,

    Robert Schmertz Compass Greater NY LLC

    7 Pin Oak Ct, Glen Head, NY 11545
  • /2

    $9,000,000

    • 7 Beds
    • 11 Baths
    • 16,000 Sq Ft

    4 Valentine Farm Ct, Glen Head, NY 11545

    OLD BROOKVILLE Far from ordinary, this extraordinary custom built brick Mansion is designed for luxurious entertaining, Set on a private cul-de-sac, wrought iron gates open to the courtyard of this pristine 3acre estate surrounded by lush landscaping and colorful gardens. You'll greet your guests in the breathtaking Foyer where soaring domed ceiling sits 30' above a double bridal staircase.

    Ellen Zipes Compass Greater NY LLC

    4 Valentine Farm Ct, Glen Head, NY 11545
  • /49

    $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
  • /47

    $5,699,999

    • 6 Beds
    • 7.5 Baths
    • 7,200 Sq Ft

    35 Chicken Valley Rd, Glen Head, NY 11545

    Welcome to 35 Chicken Valley Road, an extraordinary estate in the prestigious enclave of Old Brookville. This gated Brick Center Hall Colonial, masterfully built by the renowned Worrell Group, sits on 4.5 acres of impeccably manicured, estate-quality grounds and offers nearly 10,000 sq ft of finished living space across all levels. A circular drive leads to the stately entryway, accented by a

    Amar Jeet Chhibbar LAFFEY REAL ESTATE

    35 Chicken Valley Rd, Glen Head, NY 11545
  • /32

    $3,995,000

    • 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
  • /10

    $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
  • /28

    $6,499,000

    • 6 Beds
    • 5.5 Baths

    89 Pound Hollow Rd, Glen Head, NY 11545

    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 transformed from top to bottom in the last 24 months, creating a home that is equal parts glamorous, playful, and unforgettable.From the moment you step inside, you’re swept into a world of high style and high impact. The

    Karen Sharf Daniel Gale Sothebys Intl Rlty

    89 Pound Hollow Rd, Glen Head, NY 11545
  • /5

    $1,999,999

    • Land
    • 2.97 Acres
    • $673,400 per Acre

    12 Hickory Dr, Brookville, NY 11545

    Last Remaining Parcel in Old Brookville Gated Community! Almost 3-acres of land located on cul-de-sac, ready for you to bring your dream home to life. Secure and serene location, with easy access to Northern Boulevard and other main roads. Add your mark on the North Shore, surrounded by beautiful brick-center hall colonial residences and well-maintained landscaping. With natural gas already

    Joe Scavo Douglas Elliman Real Estate

    12 Hickory Dr, Brookville, NY 11545
  • /43

    $12,800,000

    • 10 Beds
    • 15 Baths
    • 20,000 Sq Ft

    53 Simonson Rd, Glen Head, NY 11545

    Situated behind two private gates, in one of Long Island’s most prestigious enclaves, this newly constructed 10 bedroom, 15 bathroom modern estate is a masterclass in elevated design and luxurious living. Set on an expansive, meticulously landscaped property, the residence pairs timeless architectural grandeur with sleek, contemporary finishes to create a rare and refined sanctuary.A

    Jason Friedman Daniel Gale Sothebys Intl Rlty

    53 Simonson Rd, Glen Head, NY 11545
  • /46

    $3,788,000

    • 6 Beds
    • 9 Baths
    • 7,887 Sq Ft

    12 Ridge Ct, Glen Head, NY 11545

    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 flat land. From the moment you turn on to the tree-lined street (White Gate Dr.) entering Brookville Meadows, you will feel the caliber of luxury you are about to enter. This home boasts over 7,800 sq feet, the open layout will give

    Richard Brazzano BERKSHIRE HATHAWAY

    12 Ridge Ct, Glen Head, NY 11545
  • /10

    $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
  • /25

    $2,480,000

    • 5 Beds
    • 3.5 Baths
    • 3,959 Sq Ft

    4 Norgate Rd, Glen Head, NY 11545

    Exquisite 5-bedroom residence on a private cul-de-sac set within the highly-regarded Jericho School District. This home features approximately 3,959 sq ft of living space on a flat, pristine 2-acre parcel. Built in 1952 and lovingly maintained, the property offers timeless appeal with modern comforts — two fireplaces, central air-conditioning, and a fully finished lower level. Outdoors, enjoy a

    Mark Jia United Real Estate Fortune

    4 Norgate Rd, Glen Head, NY 11545
  • /48

    $1,700,000

    • 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
  • /39

    $2,250,000

    • 6 Beds
    • 4.5 Baths
    • 5,900 Sq Ft

    21 Overbrook Ln, Glen Head, NY 11545

    Welcome to 21 Overbrooke Lane, Upper Brookville, a magnificent custom residence nestled on a private road with breathtaking views of a serene pond. This elegant estate offers over 5900 square feet of refined living space set on 1.24 acres of picturesque grounds. As you enter, you’re greeted by a grand custom staircase, intricate millwork, and a hand-painted dome ceiling that reflect true artistry

    Dalia Elison Douglas Elliman Real Estate

    21 Overbrook Ln, Glen Head, NY 11545
  • /50

    $10,300,000

    • 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 2007, 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
  • /47

    $1,250,000

    • 4 Beds
    • 2 Baths
    • 2,115 Sq Ft

    14 Harbor Ln, Glen Head, NY 11545

    Spacious 4-Bedroom Ranch with Pool and Entertainer’s BackyardThis inviting 4-bedroom, 2-bath ranch offers an ideal blend of comfort and style. Featuring a formal living room and dining room, an eat-in kitchen, and a cozy den, the home is designed with both everyday living and entertaining in mind. The full, part-finished basement provides extra living and storage space, perfect for a

    Deana Roper Daniel Gale Sothebys Intl Rlty

    14 Harbor Ln, Glen Head, NY 11545
  • /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
  • /28

    $928,000

    • 4 Beds
    • 1 Bath
    • 1,846 Sq Ft

    9 Hillside Ave, Glen Head, NY 11545

    This move in condition Colonial features an expanded layout, interior 1846 square feet, with low taxes and part of the Blue-ribbon North Shore School District.First floor: living room, dining room, expansive country kitchen with breakfast bar, full bath, family room. Second floor: Primary bedroom plus 3 additional bedrooms, full bath. Full basement, partially finished and private driveway

    Liu Hu B Square Realty

    9 Hillside Ave, 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 is the average home price in Old Brookville, NY?
Homes for sale in Old Brookville, NY have an average home price of $5,350,000.
How many homes have sold over the last 12 months in Old Brookville, NY?
1 home has sold in Old Brookville, NY over the last 12 months.
What are the most popular zip codes in Old Brookville, NY?
The most popular zip codes in Old Brookville, NY include 11545, 11542, 11548, 11568 and 11771.
How much do you need to make to afford a house in Old Brookville?
The median home price in Old Brookville is $5,350,000. If you put a 20% down payment of $1,070,000 and had a 30-year fixed mortgage with an interest rate of 6.21%, your estimated principal and interest payment would be $26,240 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $1M a year to afford the median home price in Old Brookville. Learn how much home you can afford with our Home Affordability Calculator.
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 Friends Academy, Green Vale School and Long Island Lutheran Middle & High School. Browse all the schools in Old Brookville, NY to learn more.

Home Trends in Old Brookville, NY

Housing Trends

Median Sale Price
$5,020,000
Median Single Family Sale Price
$5,020,000
Average Price Per Sq Ft
$835
Number of Homes for Sale
0
Last 12 months Home Sales
1
Months of Supply
0.00
Median List Price
$5,350,000
Median Change From 1st List Price
6%
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