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Old Brookville, NY Homes for Sale

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  • /41

    $3,795,000

    • 6 Beds
    • 5.5 Baths
    • 5,911 Sq Ft

    23 Overbrook Ln, Glen Head, NY 11545

    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 luxury, privacy, and serene waterfront living. Tucked away on a quiet cul-de-sac, the home is perfectly positioned to capture the beauty of the pond from both the interior living spaces and the resort-style outdoor setting.A

    Agent Photo

    Jagmeet Bedi

    Compass Greater NY LLC

    (363) 999-0271

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

    $3,899,000

    • 6 Beds
    • 4.5 Baths
    • 5,254 Sq Ft

    91 Hoaglands Ln, Glen Head, NY 11545

    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 within the prestigious North Shore School District, this property feels like your own year-round retreat.As you approach via the picturesque private driveway, you're greeted by lush, mature landscaping that ensures complete

    Allison Hollander Compass Greater NY LLC

    91 Hoaglands Ln, Glen Head, NY 11545
  • /26

    $5,999,999

    • 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
  • /42

    $6,850,000

    • 7 Beds
    • 11 Baths
    • 7,485 Sq Ft

    6 Evergreen Way, Glen Head, NY 11545

    Set behind private gates in the prestigious Estates at Greenfield, this stately brick Georgian Colonial is perfectly positioned on three + magnificently landscaped acres, offering an exceptional blend of timeless architecture and resort-style living. A gracious approach leads to a generous courtyard, creating a striking first impression and a true sense of arrival. Inside, a dramatic two-story

    Lois Kirschenbaum Daniel Gale Sothebys Intl Rlty

    6 Evergreen Way, Glen Head, NY 11545
  • /46

    $3,650,000

    • 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
  • /29

    $1,475,000

    • 4 Beds
    • 2 Baths
    • 2,401 Sq Ft

    25 Jaegger Dr, Glen Head, NY 11545

    Welcome to this lovely ranch home nestled near the end of a serene private cul-de-sac in the Village of Old Brookville. Set far back from the road, this wonderful residence sits on over one acre of beautifully landscaped grounds, providing exceptional privacy and tranquility. The bright and spacious interior features oversized wall-to-wall picture windows and French sliding doors that fill the

    Bart Bleiweiss Integrity Core Realty

    25 Jaegger Dr, Glen Head, NY 11545
  • /43

    $2,750,000

    • 4 Beds
    • 2.5 Baths
    • 2,718 Sq Ft

    26 Dolly Cam Ln, Glen Head, NY 11545

    Extraordinary expanded ranch home at the end of a quiet cul-de-sac on 2.1 private acres in the Village of Old Brookville. Low taxes! Turn-key residence offering a bright, open layout with generously scaled principal rooms that flow with warmth and style upon entering the front door. Designer finishes with all work done in the last few years. Newly run natural gas line, the only house on the block

    Michael Stanco Compass Greater NY LLC

    26 Dolly Cam Ln, Glen Head, NY 11545
  • /15

    $2,750,000

    • 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
  • /2

    $3,800,000

    • Land
    • 7.09 Acres
    • $535,966 per Acre

    559 Cedar Swamp Rd, Glen Head, NY 11545

    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 can be Brookville or Glen Head according to Village of Old Brookville same postal zip code. There is 2 acres zoning for this property, so 3 Beautiful Homes can be built on this property. All approvals would go to Village of Old

    Donna Greiner- Fisher Signature Premier Properties

    559 Cedar Swamp Rd, Glen Head, NY 11545
  • /7

    $2,485,000

    • Land
    • 3 Acres
    • $828,333 per Acre

    166 Hegemans Ln, Old Brookville, NY 11545

    New gated community in the Village of Old Brookville. Ready to be built on 3.00 acres all flat on a newly developed cul-de-sac. Wide and deepdimensions, this is the ideal land parcel to construct a dream home on. Scenic vistas with a variety of opportunities to design and build newconstruction. Can build 7,000 sqft to 8,000+ sqft or smaller. Excellent location off a private road access

    Michael Stanco Compass Greater NY LLC

    166 Hegemans Ln, Old Brookville, NY 11545
  • /29

    $2,199,999

    • 6 Beds
    • 3.5 Baths
    • 5,103 Sq Ft

    9 Chicken Valley Rd, Glen Head, NY 11545

    Sprawling Brick Expanded Ranch in Prestigious Old Brookville! Welcome to this impressive custom-expanded ranch, rebuilt in 2001 and nestled on 2.2 flat acres in the heart of Old Brookville. Offering over 5,100 sq ft of living space, this 6-bedroom, 3.5-bath home combines generous scale with a versatile open floor plan—perfect for both everyday living and entertaining. Highlights include a large

    Katherine Koniecko Signature Premier Properties

    9 Chicken Valley Rd, Glen Head, NY 11545
  • /5

    $1,700,000

    • Land
    • 2.97 Acres
    • $572,391 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 striking

    Jason Friedman Daniel Gale Sothebys Intl Rlty

    53 Simonson Rd, Glen Head, NY 11545
  • /10

    $2,400,000

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

    170 Hegemans Ln, Old Brookville, NY 11545

    Only one building lot left! 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

    Neena Chowdhary Daniel Gale Sothebys Intl Rlty

    170 Hegemans Ln, Old Brookville, NY 11545
  • /31

    $898,000

    • 3 Beds
    • 1.5 Baths
    • 1,476 Sq Ft

    1106 Glen Cove Ave, Glen Head, NY 11545

    Welcome to this charming split-level home offering a perfect blend of comfort, functionality, and outdoor beauty. Featuring 3 bedrooms and 1.5 baths, this well-maintained residence provides a versatile layout ideal for everyday living and entertaining. Step outside to a true gardener’s paradise—lush, thoughtfully landscaped grounds filled with vibrant plantings, mature greenery, and peaceful

    John Langone Daniel Gale Sothebys Intl Rlty

    1106 Glen Cove Ave, 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
  • /28

    $1,708,000

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

    106 Woods Dr, Roslyn, NY 11576

    Stunning Hi-Ranch in East Hills, Roslyn! Set on .35 acres, this beautifully maintained home offers 5 spacious bedrooms and 4.5 baths. The main level welcomes you with an inviting entry foyer featuring a coat closet and powder room. Just ahead, a sun-filled family room boasts soaring ceilings, a skylight, fireplace, and sliding doors that open directly to the backyard, along with stairs leading to

    Anthoane Peralta A Class Realty

    106 Woods Dr, Roslyn, NY 11576
  • /44

    $1,149,000

    • 3 Beds
    • 2.5 Baths
    • 1,965 Sq Ft

    17 Hillcrest Dr Unit A, Glen Head, NY 11545

    Perched above a storybook, tree-lined street in one of Glen Head’s most coveted pockets, this 3-bedroom, 2.5-bath home feels like your own private treehouse—peaceful, elevated, and surrounded by natural beauty. Tucked into a quiet, picture-perfect neighborhood, it offers that rare blend of charm, privacy, and everyday livability buyers are searching for right now. Inside, the home strikes a warm,

    Katharine O'Neill Branch Real Estate Group

    17 Hillcrest Dr Unit A, 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 6.37%, your estimated principal and interest payment would be $26,690 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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