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Newest Homes for Sale in Glen Head, NY

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    $6,399,999

    New Construction
    • 6 Beds
    • 8 Baths
    • 7,200 Sq Ft

    14 Wenwood Dr, Glen Head, NY 11545

    Brookville | Bring your dream home to life. 14 Wenwood Drive offers an opportunity like no other - a chance to add the final touches to a gorgeous 7,200 sq.ft. new home in the heart of Brookville. Featuring 6 bedrooms, 6 full baths, and one powder, with intricate attention to details throughout. Take advantage of the ability to curate finishes to your own taste. In addition to the open floor plan

    Joe Scavo Douglas Elliman Real Estate

    14 Wenwood Dr, Glen Head, NY 11545
  • /35

    $688,000

    Open Sat 1PM - 2PM $50K PRICE DROP
    • 3 Beds
    • 1.5 Baths
    • 960 Sq Ft

    6 Littleworth Ln, Sea Cliff, NY 11579

    Welcome to this warm and recently updated home in the heart of Sea Cliff, offering the perfect blend of charm, comfort, and convenience. Featuring 3 well-proportioned bedrooms and 1.5 bathrooms, this inviting residence is highlighted by a classic front porch—an ideal space to unwind and enjoy the peaceful surroundings.This home seamlessly integrates modern updates with a cozy, welcoming

    lily zhang ZI Realty LLC

    6 Littleworth Ln, Sea Cliff, NY 11579
  • /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
  • /35

    $927,900

    $50K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 1,650 Sq Ft

    11 Glenwood Rd, Glen Head, NY 11545

    Welcome to 11 Glenwood Road, a beautifully renovated expanded Cape nestled in the heart of Glen Head. This charming home offers a perfect blend of modern updates and functional living space. The main level features a welcoming entry foyer, two well-appointed bedrooms, a full bath, an eat-in kitchen, a bright living room, and a versatile bonus room ideal for a home office or additional storage.

    Richard Brazzano BERKSHIRE HATHAWAY

    11 Glenwood Rd, Glen Head, NY 11545
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    $8,750,000

    New Construction
    • 7 Beds
    • 10 Baths
    • 11,400 Sq Ft

    30 Evans Dr, Glen Head, NY 11545

    Set on 2 private, beautifully landscaped acres at the end of a cul-de-sac in the coveted Broad Hollow section of Brookville, this brand new construction delivers approximately 11,400 square feet of total living space — including a 3,600 SF walk-out lower level and fully appointed pool cabana. Seven en-suite bedrooms and 10 baths are spread across a floor plan that balances grand scale with

    Zach Elliott Nest Seekers LLC

    30 Evans Dr, Glen Head, NY 11545
  • /42

    $2,449,000

    Open Sun 12:45PM - 2:30PM $50K PRICE DROP
    • 6 Beds
    • 5 Baths
    • 3,818 Sq Ft

    22 Brookville Rd, Glen Head, NY 11545

    Welcome to this beautifully transformed Carriage House, where historic charm meets modern living! This impressive main residence offers a spacious open floorplan, featuring three generous bedrooms and 2.5 bathrooms. The heart of the home is illuminated by a stunning wall of windows, flooding the space with natural light and providing gorgeous views of your serene graveled French garden—perfect

    Maria Mejia Blackstone Realty

    22 Brookville Rd, Glen Head, NY 11545
  • /35

    $5,488,888

    $406K PRICE DROP
    • 6 Beds
    • 7.5 Baths
    • 7,000 Sq Ft

    27 Victorian Ln, Glen Head, NY 11545

    Welcome to an extraordinary estates of timeless elegance located at 27 Victorian Lane, Brookville NY. — a distinguished estate that embodies architectural grace in one of the most prestigious residential setting. Set across approximately 2 acres of professionally landscaped grounds, this exceptional residence spans roughly 7,000 square feet of thoughtfully designed interior space, offering a rare

    Katherine Koniecko Signature Premier Properties

    27 Victorian Ln, Glen Head, NY 11545
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    $3,299,888

    • 6 Beds
    • 5.5 Baths
    • 4,400 Sq Ft

    33 High Farms Rd, Glen Head, NY 11545

    Welcome to a rare opportunity to own a fully renovated and extended estate—rebuilt from the studs up and reimagined for modern luxury in the heart of one of Long Island’s most coveted neighborhoods. Set on a beautifully manicured 2 acre lot, this 6-bedroom, 5.5-bathroom smart residence combines sophisticated design, premium finishes, and cutting-edge amenities, offering a seamless blend of

    Katherine Koniecko Signature Premier Properties

    33 High Farms Rd, 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
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    $7,950,000

    $800K PRICE DROP
    • 6 Beds
    • 9 Baths
    • 8,000 Sq Ft

    30 Wood Acres Rd, Glen Head, NY 11545

    Introducing a newly constructed custom Brookville Colonial crowned with a stunning slate roof, offering an extraordinary blend of classic architecture and elevated designer finishes. Privately set behind an electric gate on over 2.53 fully landscaped acres, this exceptional estate, constructed in 2020, has been thoughtfully designed for both grand-scale entertaining and refined everyday living. A

    Jason Friedman Daniel Gale Sothebys Intl Rlty

    30 Wood Acres Rd, Glen Head, NY 11545
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    $5,495,000

    New Construction Open Sat 3PM - 4PM $204K PRICE DROP
    • 6 Beds
    • 6.5 Baths
    • 6,885 Sq Ft

    63 Fruitledge Rd, Glen Head, NY 11545

    Set on two private acres in the heart of Brookville and located within the Locust Valley School District, 63 Fruitledge Road offers refined luxury living on Long Island’s prestigious Gold Coast. This newly completed 6,880 Sq ft residence features a striking modern Colonial exterior with expansive windows and 10-foot ceilings throughout, creating an airy, light-filled atmosphere and large-scale

    Melanie Cogan Compass Greater NY LLC

    63 Fruitledge Rd, Glen Head, 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

    $3,499,000

    $500K 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
  • /22

    $3,500,000

    • 6 Beds
    • 9 Baths
    • 7,500 Sq Ft

    5 Carol Ln, Glen Head, NY 11545

    Elegance redefined in this stunning gem that blends an eclectic mix of mid-century modern design with a touch of contemporary sophistication, nestled on two lush, gated acres in Upper Brookville. From the moment you enter, the home captivates your imagination with its soaring 30-foot ceilings and dramatic windows and wood architectural elements. Clean lines, warm textures, and artful finishes

    Ken Deutsch Deutsch Realty Inc

    5 Carol Ln, Glen Head, NY 11545
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    $5,999,000

    New Construction Open Sun 1PM - 3PM $800K PRICE DROP
    • 6 Beds
    • 8.5 Baths

    12 Quaker Ridge Dr, Glen Head, NY 11545

    Brookville New Construction | Welcome home to 12 Quaker Ridge Drive — a pristine brick, center-hall colonial set on 2 acres at the end of a quiet cul-de-sac. This modern estate features six bedrooms — including a first-floor suite — formal living and dining areas, an open-concept kitchen, 3-car garage, and more. Behind a set of iron doors, you're welcomed by an open foyer and curved oak staircase

    Joe Scavo Douglas Elliman Real Estate

    12 Quaker Ridge Dr, Glen Head, NY 11545
  • /36

    $6,498,000

    Open Sun 3PM - 4:30PM $2M PRICE DROP
    • 9 Beds
    • 12 Baths
    • 17,587 Sq Ft

    60 Piping Rock Rd, Glen Head, NY 11545

    Welcome to GRAY HORSE FARM - Just Updated & Renovated for 2025 luxury living! Recently transformed with a gut-renovated Top of the line chef's kitchen with new cabinets, countertops, backsplash, floor, and high-end appliances. There are six new designer bathrooms, all-new recessed lighting throughout, upgraded 800-AMP electric and utility systems. This grand estate seamlessly blends timeless

    Aileen Murstein Compass Greater NY LLC

    60 Piping Rock Rd, Glen Head, NY 11545
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    $6,300,000

    New Construction
    • 7 Beds
    • 7.5 Baths
    • 7,500 Sq Ft

    1629 Cedar Swamp Rd, Glen Head, NY 11545

    Beautiful Flat 2 Acre Home in Jericho SD in Upper Brookville. Cabana with Gunite Pool, Elevator, Top Appliances, High Ceilings, Great Room w/ Linear Fire Place, Chefs Kitchen+Spice Kitchen, Top Appliances. Hide-A-Hose Central Vacuum. 5 Central Air Zones. Huge Backyard, Professionally designed landscaping. 10 ft first Floor, 10 ft basement, 12” 2nd floor in bedrooms. 4 Panel Slider in Basement!!

    Najla Erfan Property Professionals Realty

    1629 Cedar Swamp Rd, Glen Head, NY 11545
  • /50

    $5,300,000

    $2M PRICE DROP
    • 5 Beds
    • 7.5 Baths
    • 7,000 Sq Ft

    8 Vista Ln, Glen Head, NY 11545

    For the Discerning Client who seeks only the Finest....Welcome to 8 Vista Lane in Brookville--where Timeless Design and Bespoke Materials are blended to create this Sophisticated Modern Luxury. A Grand Courtyard leads to the Entrance of this Spectacular Private Estate. The Tone is set as Guests are greeted in the Breathtaking 30'high Domed Circular Reception Gallery adorned with Magnificent

    Ellen Zipes Compass Greater NY LLC

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

    $5,999,999

    $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

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