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Old Brookville, NY Homes for Sale with Private Pool

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  • /42

    $5,350,000 Open Sat 12PM - 2PM

    • 7 Beds
    • 8.5 Baths
    • 6,009 Sq Ft

    12 Eastview Ln, Old Brookville, NY 11545

    Nestled on one pristine acre of professionally landscaped grounds in the Village of Old Brookville, this exquisite Colonial residence showcases a striking stone-and-shingle façade and offers the pinnacle of luxury living. Custom-built in 2023, the home exemplifies impeccable craftsmanship, high-end finishes, and timeless design. At the heart of the expansive backyard oasis is a sparkling

    Jason Friedman Daniel Gale Sothebys Intl Rlty

    12 Eastview Ln, Old Brookville, 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

    • 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
  • /50

    $4,325,000

    • 5 Beds
    • 8 Baths
    • 7,245 Sq Ft

    15 Pound Hollow Rd, Glen Head, NY 11545

    Upon entering the lush estate of Willow Bank, one feels as though they have arrived in another time — a time of grandeur and prestige. The Estate stands as an exemplar of the Gold Coast and the Golden Age of America. One can imagine the many distinguished guests who have arrived in the granite cobblestone-lined drive court since its inception. The house was built in 1920 in the Colonial Revival

    Eileen Krach Daniel Gale Sothebys Intl Rlty

    15 Pound Hollow Rd, Glen Head, NY 11545
  • /35

    $3,995,000

    • 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
  • /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
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    $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
  • /47

    $2,695,000

    • 7 Beds
    • 6 Baths
    • 5,497 Sq Ft

    78 McCouns Ln, Glen Head, NY 11545

    Timeless Brick Colonial in Prestigious Old BrookvilleNestled within the exclusive village of Old Brookville, this stately 1926 brick Colonial offers an exceptional combination of privacy, elegance, and timeless craftsmanship. Situated on 2.5 acres of lush, secluded grounds, this expansive 5,500 sq ft residence features 7 bedrooms, 6 full bathrooms, and a wealth of architectural charm throughout.A

    Michael Pesce BERKSHIRE HATHAWAY

    78 McCouns Ln, Glen Head, NY 11545
  • /48

    $2,799,000

    • 5 Beds
    • 9 Baths
    • 7,938 Sq Ft

    8 Chicken Valley Rd, Glen Head, NY 11545

    Step into a world of timeless elegance and storied grandeur at this Gatsby-esque estate, nestled along the fabled Gold Coast of Long Island. Evoking the glamour of The Industrial Revolution and the Roaring Twenties, this remarkable residence offers an extraordinary blend of historic charm and modern refinement.Behind its gated entrance, a tree-lined drive leads to a stately manor positioned on

    Dana Forbes Compass Greater NY LLC

    8 Chicken Valley Rd, Glen Head, 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
  • /46

    $3,500,000

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

    80 Valentines Ln, Glen Head, NY 11545

    Old Brookville | Stunning and serene contemporary home 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 away on the right

    Joe Scavo Douglas Elliman Real Estate

    80 Valentines Ln, 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
  • /49

    $6,000,000

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

    25 Longridge Ln, Glen Head, NY 11545

    Old Brookville | 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 lead to a two-story foyer

    Joe Scavo Douglas Elliman Real Estate

    25 Longridge Ln, Glen Head, NY 11545
  • /11

    $3,100,000

    • 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 the

    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
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    $3,790,000 Open Sun 12PM - 2PM

    • 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

Home Trends in Old Brookville, NY

Housing Trends

Median Sale Price
$2,875,000
Median Single Family Sale Price
$3,100,000
Average Price Per Sq Ft
$701
Number of Homes for Sale
5
Last 12 months Home Sales
3
Months of Supply
20.00
Median List Price
$3,319,500
Median Change From 1st List Price
9%
Median Home Sale Price YoY Change
40%
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