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Newest Homes for Sale in Old Brookville, NY

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  • /50

    $2,995,000

    • 3 Beds
    • 2.5 Baths
    • 3,042 Sq Ft

    379 Frost Pond Rd, Glen Head, NY 11545

    Built new in 2017 with the highest of standards on an ultra-private 1 acre property in Glen Head. This one level 3 bedroom ranch luxury home offers quality finishes, exceptional craftsmanship and a comfortable floor plan. The main living area is an open concept eat-in-kitchen to a great room with fireplace and formal dining. A separate den with beautiful paneled walls is to the front of the

    Panagiotis Athanasopoulos Compass Greater NY LLC

    379 Frost Pond Rd, Glen Head, NY 11545
  • /50

    $4,199,999

    • 4 Beds
    • 4.5 Baths
    • 4,288 Sq Ft

    22 Eastview Ln, Glen Head, NY 11545

    Why escape to a luxury resort for the weekend when you can come home to one every single day?This extraordinary residence delivers the kind of lifestyle most people only experience on vacation—private, peaceful, and effortlessly elegant. A rare opportunity to own a home that feels like a permanent getaway. Welcome to "Casa De Luce" a French Chateau style palace, a truly exceptional luxury

    Agent Photo

    Giulio Ferrante

    Signature Premier Properties

    (363) 300-2958

    22 Eastview Ln, Glen Head, NY 11545
  • /32

    $800,000

    Open Sat 11AM - 1PM
    • 2 Beds
    • 2 Baths
    • 2,169 Sq Ft

    19 The Cir, Glen Head, NY 11545

    Nestled within the prestigious gated community of The Knolls and adjacent to the renowned Glen Head Country Club, this beautifully appointed residence at 19 The Circle offers a seamless blend of elegance, comfort, and effortless living. Bathed in natural light from an abundance of windows and multiple skylights, the home showcases gleaming hardwood floors, crown and base moldings, recessed

    Mustafa Uruk Exit Realty Island Elite

    19 The Cir, Glen Head, NY 11545
  • /50

    $5,499,000

    • 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. A grand entrance welcomes guests, framed by stately arched trees that line the long, circular driveway. Inside, the richly paneled foyer and wide pegged oak

    Lisa Ann Heaney Daniel Gale Sothebys Intl Rlty

    8 Stonegate Ln, Glen Head, NY 11545
  • /26

    $2,089,000

    Open Sat 12PM - 1:30PM
    • 5 Beds
    • 3.5 Baths
    • 3,520 Sq Ft

    14 Oak Ln, Glen Head, NY 11545

    Wonderful opportunity to own a home on two lush acres in the heart of Old Brookville. Situated on a quiet cul-de-sac, this five bedroom immaculate and well maintained Center Hall Colonial is detailed with hardwood floors and two fireplaces. It offers buyers the chance to reimagine and update a gracious residence with exceptional potential. The beautifully landscaped property features an in-ground

    Lois Kirschenbaum Daniel Gale Sothebys Intl Rlty

    14 Oak Ln, Glen Head, NY 11545
  • /43

    $2,399,000

    Open Sat 2PM - 3:30PM
    • 5 Beds
    • 4.5 Baths
    • 4,667 Sq Ft

    23 Wildwood Ln, Greenvale, NY 11548

    Welcome to 23 Wildwood Lane - an expansive modern contemporary located on a Old Brookville Street and set on .60 flat usable acres. This spacious home includes 5 oversized bedrooms and 5 well-appointed baths, including two primary ensuites with one located on the main level. Designed with flexibility in mind, this layout is ideal for multi-generational living. A dramatic entry foyer features

    Kristen Vlahopoulos Compass Greater NY LLC

    23 Wildwood Ln, Greenvale, NY 11548
  • /47

    $25,000,000

    • 13 Beds
    • 17 Baths
    • 22,429 Sq Ft

    1 Applewood Estate, Upper Brookville, NY 11545

    Experience Applewood Estate — a generational North Shore compound where timeless architecture, historic provenance, and resort-caliber living unfold across more than 35 secluded acres in the esteemed Village of Upper Brookville. Once an operating apple orchard in the early 1900s and later owned by renowned American artist Montague Flagg, this extraordinary estate carries a legacy as rich as the

    Agent Photo

    Ephraim Simon

    Serhant East End LLC

    (363) 999-3149

    1 Applewood Estate, Upper Brookville, NY 11545
  • /28

    $3,850,000

    • 7 Beds
    • 5.5 Baths
    • 5,073 Sq Ft

    285 Piping Rock Rd, Locust Valley, NY 11560

    Rosegate is an enchanting mini estate that harkens back to golden age of the North Shore of Long Island. This architectural gem has been thoughtfully expanded over the years into a stately 7-bedroom Colonial, set on 2.85 acres of lush, storybook grounds. Every inch of Rosegate exudes character and charm from its Ludowici style roof to its diamond trellis ivy covered walls. Step through the front

    Robert Hulse Compass Greater NY LLC

    285 Piping Rock Rd, Locust Valley, NY 11560
  • /45

    $4,799,000

    • 5 Beds
    • 8 Baths
    • 6,049 Sq Ft

    93 Hoaglands Ln, Glen Head, NY 11545

    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 Interiors + Design at the time of its transformation, the home reflects the visionary collaboration between its owners and the acclaimed firm Garcia/Maldonado, Inc.. The result is a masterwork where every line, material, and

    Lois Kirschenbaum Daniel Gale Sothebys Intl Rlty

    93 Hoaglands Ln, Glen Head, NY 11545
  • /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
  • /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
  • /43

    $2,750,000

    • 4 Beds
    • 2.5 Baths

    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
  • /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
  • /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

    $300K PRICE DROP
    • 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
  • /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
  • /28

    $1,708,000

    $72K PRICE DROP
    • 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
  • /5

    $1,700,000

    $699K PRICE DROP
    • 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
  • /46

    $3,650,000

    $349K PRICE DROP
    • 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
  • /26

    $5,999,999

    Open Sun 3PM - 4:30PM $1M PRICE DROP
    • 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
  • /50

    $10,300,000

    $5M PRICE DROP
    • 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

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, 11771, 11542, 11568 and 11560.
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 6.48%, your estimated principal and interest payment would be $27,000 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 Prices in Old Brookville, NY

Home Price 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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