4,763

Glen Head, NY Homes

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  • 48 The Glen Unit 48, Glen Head, NY 11545

    $830,000 Sold Aug 21, 2025

    • 2,800 Sq Ft
    • $296/SF
    • 10 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1988

    48 The Glen Unit 48, Glen Head, NY 11545

    Welcome to The Knolls, a Prestigious Gated Community Situated in the North Shore Coveted Gold Coast. This Sun-Drenched, Spacious Residence Set in a Prime Location, Features a Secluded Backyard that Directly Overlooks the Lush, Manicured Grounds of the Renowned Glen Head Country Club. A True Sanctuary that Offers a Rare Combination of Tranquility, Privacy, and Scenic Beauty.This Elegant

    Stephen Brown Voro LLC

    48 The Glen Unit 48, Glen Head, NY 11545
  • /32

    $1,075,000 Open Sat 11AM - 1:30PM

    • 5 Beds
    • 2.5 Baths
    • 3,166 Sq Ft

    15 Shepherd St, Rockville Centre, NY 11570

    Totally renovated, using the finest materials, bright and sunny Colonial in Rockville Centre! This large home boasts new siding, new roof, HVAC (heat and hot water), pavered driveway, two car garage, inground pool plus 5 good sized bedrooms, an eat in kitchen, formal dining room, office/den, 2 and 1/2 baths, a full finished basement, and so much more! The Master bedroom has an ensuite and large

    Donovan Neita LAFFEY REAL ESTATE

    15 Shepherd St, Rockville Centre, NY 11570
  • 22 Wenwood Dr, Glen Head, NY 11545

    $1,600,000 Sold Aug 21, 2025

    • 2,584 Sq Ft
    • $619/SF
    • 42 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1960

    22 Wenwood Dr, Glen Head, NY 11545

    This spacious ranch-style home is set on a generous 2.1 acre lot. Inside, you'll find four large bedrooms, including a master suite with a sizable ensuite bathroom.The den features a fireplace, perfect for cozy winter evenings, while the inground swimming pool offers a refreshing escape during the summer months. Your children will be educated in the nations award winning Jericho school

    Isaac Melton Exit Realty All City

    22 Wenwood Dr, Glen Head, NY 11545
  • /37

    $7,488,000

    • 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
  • 29 The Glen Unit 29, Glen Head, NY 11545

    $720,000 Sold Aug 19, 2025

    • 1,569 Sq Ft
    • $459/SF
    • 64 Days On Market
    • 2 Beds
    • 2.5 Baths
    • Built 1987

    29 The Glen Unit 29, Glen Head, NY 11545

    Welcome to The Knolls, a beautifully maintained gated community of 106 residences located in the heart of Glen Head. This desirable Juniper model townhouse is privately set back from the road, offering a private and peaceful setting surrounded by landscaped grounds. The main level features a sun-filled, open layout with a living room, gas fireplace, and an updated powder room. Off the dining

    Lori Farber BERKSHIRE HATHAWAY

    29 The Glen Unit 29, Glen Head, NY 11545
  • /37

    $5,950,000

    • 6 Beds
    • 6.5 Baths
    • 6,885 Sq Ft

    63 Fruitledge Rd, Glen Head, NY 11545

    Brookville New Construction | 63 Fruitledge Road offers an unparalleled lifestyle of luxury on Long Island's Gold Coast. This newly completed home features a sleek, modern colonial exterior, with countless, black-encased windows allowing natural light to flood the entire interior. Upon entering, the soaring foyer welcomes you with open space and two convenient coat closets and beautiful powder

    Joe Scavo Douglas Elliman Real Estate

    63 Fruitledge Rd, Glen Head, NY 11545
  • 21 Chestnut Ave, Glen Head, NY 11545

    $1,398,000 Sold Aug 19, 2025

    • 2,699 Sq Ft
    • $518/SF
    • 59 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1981

    21 Chestnut Ave, Glen Head, NY 11545

    Spacious updated four bedroom colonial, ready for occupancy this Summer. Located in Glen Head, NY one of the nicest areas to live in all of Long Island. North Shore School District and Glen Head Elementary. Situated in a beautiful neighborhood setting, this house has so much to offer. A welcoming front foyer and nicely redone staircase leads you to generously sized rooms. The house is

    Michael Stanco Compass Greater NY LLC

    21 Chestnut Ave, Glen Head, NY 11545
  • /28

    $2,150,000

    • 5 Beds
    • 3.5 Baths
    • 2,577 Sq Ft

    19 Glenwood Rd, Glen Head, NY 11545

    This new open floor plan, a year old home, sits on a deep professional designed lot with patio. Fabulous 5-bedroom 3.5-bath Colonial features every amenity for today's lifestyle. Enter two-story entry to spacious bright rooms throughout with 9' ceilings, and oak floors. Gourmet kitchen with top-of-the-line appliances and large quartz center island, adjacent to family room with gas fireplace

    Anna Carlucci Daniel Gale Sothebys Intl Rlty

    19 Glenwood Rd, Glen Head, NY 11545
  • 969 Ripley Ln, Glen Head, NY 11545

    $1,525,000 Sold Aug 18, 2025

    • 3,400 Sq Ft
    • $449/SF
    • 73 Days On Market
    • 5 Beds
    • 3.5 Baths
    • Built 1964

    969 Ripley Ln, Glen Head, NY 11545

    Have you been dreaming of owning your own home in the sought-after Village of Upper Brookville? 969 Ripley Lane embodies all that this charming Village offers - a large, attractive colonial set above the country roads, on 2 park-like acres with an in-ground pool, 5 bedrooms and 3.5 bathrooms. As you come up the driveway and approach the house, 969 Ripley embraces you with mature trees and

    Maria Corigliano Douglas Elliman Real Estate

    969 Ripley Ln, Glen Head, NY 11545
  • /24

    $999,000 Open Sun 12:30PM - 2:30PM

    • 4 Beds
    • 2 Baths
    • 1,561 Sq Ft

    20 Robert Rd, Glen Cove, NY 11542

    Welcome to this beautiful tree - lined neighborhood. This home was totally renovated in 2023 classic home where traditional meets modern comfort. This home offers character and curb appeal, when entering you will find a thoughtfully designed layout that maximizes space and lots of natural sunlight, 4 Bedrooms 2 Full Baths with radiant heated floors, large laundry room on second floor with custom

    Carolina Boucos Daniel Gale Sothebys Intl Rlty

    20 Robert Rd, Glen Cove, NY 11542
  • 10 Brookville Ln S, Glen Head, NY 11545

    $1,785,000 Sold Aug 15, 2025

    • 3,388 Sq Ft
    • $527/SF
    • 51 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1960

    10 Brookville Ln S, Glen Head, NY 11545

    Stunning Home Located in Village of Brookville Prestigious Jericho School District – A Rare Opportunity! Discover the perfect blend of luxury and nature with this exceptional home in a high-end neighborhood within the sought-after Jericho School District. Situated on a sprawling 2-acre lot, this property offers unparalleled privacy while providing easy access to major highways, premier shopping

    Lei Liu Signature Premier Properties

    10 Brookville Ln S, 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
  • 18 Todd Dr, Glen Head, NY 11545

    $1,270,000 Sold Aug 14, 2025

    • 2,354 Sq Ft
    • $540/SF
    • 22 Days On Market
    • 5 Beds
    • 2 Baths
    • Built 1952

    18 Todd Dr, Glen Head, NY 11545

    Welcome to this sun-drenched, beautifully maintained 5-bedroom, 2-bathroom residence nestled in the sought-after Todd Estates neighborhood of Glen Head. Located within the award-winning North Shore Central School District, this spacious 2,352 sq. ft. home perfectly combines comfort, style, and natural beauty. Step inside to a welcoming foyer that leads to an open and airy floor plan. This level

    Dale Irwin Brown Harris Stevens FH

    18 Todd Dr, Glen Head, NY 11545
  • /27

    $2,099,000

    • 6 Beds
    • 5 Baths
    • 3,818 Sq Ft

    22 Brookville Rd, Glen Head, NY 11545

    Price Improvement! Once a stately Carriage House, this reimagined main residence seamlessly blends historic character with modern comfort. Featuring an open floorplan with 3 spacious bedrooms and 2.5 baths, the home is bathed in natural light from a dramatic wall of windows that opens to a serene, graveled French garden—perfect for entertaining or quiet moments alike. Adjacent to the main house

    Parasto Tehrani Blackstone Realty

    22 Brookville Rd, Glen Head, NY 11545
  • 5 The Promenade, Glen Head, NY 11545

    $715,000 Sold Aug 13, 2025

    • 814 Sq Ft
    • $878/SF
    • 17 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1926

    5 The Promenade, Glen Head, NY 11545

    Introducing an Exceptional Opportunity in the Highly Desirable Glen Head Community! Set on an Impressive Over Half-Acre Lot (Dimensions: 71x400) this property offers endless potential. This Sun Drenched Home features an Inviting Enclosed Front Porch, 3 Bedrooms, 1 Full Bathroom, Kitchen with Side Entrance, Spacious Living and Dining Room, New Water Main, and Natural Gas already fueling the

    George Gatt Stephen Joseph Properties

    5 The Promenade, Glen Head, NY 11545
  • /33

    $8,975,000

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

    30 Evans Dr, Glen Head, NY 11545

    Set on 2 private and beautifully landscaped acres at the end of a cul-de-sac in the coveted Broad Hollow development of Brookville, this newly built estate offers over 11,400 square feet of total living space—including a 3,600 SF walk-out lower level and a fully outfitted pool cabana—within the top-rated Jericho School District. Designed with a perfect balance of form and function, this luxurious

    Zach Elliott Nest Seekers LLC

    30 Evans Dr, Glen Head, NY 11545
  • 1132 Cedar Swamp Rd, Glen Head, NY 11545

    $4,000,000 Sold Aug 12, 2025

    • 5,858 Sq Ft
    • $683/SF
    • 64 Days On Market
    • 5 Beds
    • 5.5 Baths
    • Built 2024

    1132 Cedar Swamp Rd, Glen Head, NY 11545

    Welcome to 1132 Cedar Swamp Road, a stunning hilltop colonial masterpiece, newly built in 2024, set on over 2.5 acres in the heart of the prestigious Village of Old Brookville, New York. This 5,800+ square foot designer residence seamlessly blends opulence with comfort, offering 6 luxurious bedrooms and 5.5 exquisitely designed bathrooms.Inside, the home is a vision of modern yet warm

    Jason Friedman Daniel Gale Sothebys Intl Rlty

    1132 Cedar Swamp Rd, Glen Head, NY 11545
  • /2

    $6,300,000

    • 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
  • 82 The Glen Unit 82, Glen Head, NY 11545

    $890,000 Sold Aug 08, 2025

    • 2 Sq Ft
    • $445,000/SF
    • 172 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1988

    82 The Glen Unit 82, Glen Head, NY 11545

    Glen Head. Welcome to this stunning, sun-kissed unit, perfectly designed with an open floor plan that offers a seamless flow from room to room. Every space in this home is generously sized, with a contemporary flair that creates a modern yet welcoming atmosphere. Located in the highly sought-after Knolls gated community, this unit provides both privacy and luxury which includes a beautiful eat in

    Sandi Lefkowitz Daniel Gale Sothebys Intl Rlty

    82 The Glen Unit 82, Glen Head, NY 11545
  • /50

    $5,998,000

    • 5 Beds
    • 7.5 Baths
    • 8,800 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
  • 3 Woodhollow Ln, Glen Head, NY 11545

    $6,201,000 Sold Aug 04, 2025

    • 10,100 Sq Ft
    • $614/SF
    • 26 Days On Market
    • 7 Beds
    • 9 Baths
    • Built 2025

    3 Woodhollow Ln, Glen Head, NY 11545

    New Construction! Where Timeless Design Meets Modern Luxury! At the end of a quiet cul-de-sac, hidden within 2 private acres of North Shore serenity, lies a true masterpiece of luxury living. This custom-built, 7,000 sq ft estate, with an additional 3,000 sq ft of finished lower-level space, is the perfect harmony of elegance, comfort, and cutting-edge design crafted by one of the area’s most

    Janet Berookhim LAFFEY REAL ESTATE

    3 Woodhollow Ln, Glen Head, NY 11545
  • /31

    $5,200,000

    • 5 Beds
    • 6.5 Baths
    • 5,377 Sq Ft

    167 Brookville Rd, Glen Head, NY 11545

    This grand, gated estate blends timeless elegance with modern convenience, showcasing meticulous European craftsmanship throughout. Spanning over 8,000 square feet, this expanded custom ranch features soaring 10–12-foot ceilings and a sun-filled layout that ensures unmatched privacy and presence. A heated, air-conditioned 7-car garage serves as an automotive gallery, while the lower level

    Aileen Murstein Compass Greater NY LLC

    167 Brookville Rd, Glen Head, NY 11545
  • 2 Salem Way, Glen Head, NY 11545

    $970,000 Sold Aug 01, 2025

    • 1,607 Sq Ft
    • $604/SF
    • 27 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1942

    2 Salem Way, Glen Head, NY 11545

    New to Market! Make this sun-drenched and meticulously maintained home your own! Located in desirable Glen Knolls, providing a bus to Glenwood Landing Elementary, this charming stone & brick Cape Cod is impressively sited on quarter-acre property with inviting front porch and private rear patio. This residence features hardwood floors throughout, including an inlay border, fieldstone wood-burning

    Dee Dee Brix Compass Greater NY LLC

    2 Salem Way, Glen Head, NY 11545
  • /10

    $6,450,000

    • Land
    • 8 Acres
    • $806,250 per Acre

    1622 Old Cedar Swamp Rd, Glen Head, NY 11545

    SUBDIVISON APPROVED!!!Introducing a truly incomparable, 8+ acre development opportunity in the affluent Gold Coast community of Brookville, New York. We are thrilled to present this remarkable property with approval to subdivide into 4 lots of exclusive luxury estates, nestled in its own private cul-de-sac. 1622 Old Cedar Swamp Road is one of the last prime development opportunities on the

    Deborah Kashanian Daniel Gale Sothebys Intl Rlty

    1622 Old Cedar Swamp Rd, Glen Head, NY 11545
  • 8 Chicken Valley Rd, Glen Head, NY 11545

    $2,600,000 Sold Jul 31, 2025

    • 7,938 Sq Ft
    • $328/SF
    • 14 Days On Market
    • 5 Beds
    • 9 Baths
    • Built 1900

    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

    Dana Forbes Compass Greater NY LLC

    8 Chicken Valley Rd, Glen Head, NY 11545
  • /41

    $5,995,999

    • 6 Beds
    • 7.5 Baths
    • 7,314 Sq Ft

    20 Knollwood Rd, Glen Head, NY 11545

    Muttontown Brand New Brick Center Hall Colonial | Set on over two private acres on a quiet cul-de-sac, 20 Knollwood Road is an exceptional new construction estate that blends timeless architecture with elevated, modern finishes. With six en-suite bedrooms, soaring 10-foot ceilings on every level, and thoughtfully designed indoor and outdoor spaces, this home is perfectly suited for refined living

    Joe Scavo Douglas Elliman Real Estate

    20 Knollwood Rd, Glen Head, NY 11545
  • 10 Post St, Glen Head, NY 11545

    $905,000 Sold Jul 30, 2025

    • 1,334 Sq Ft
    • $678/SF
    • 12 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1937

    10 Post St, Glen Head, NY 11545

    Welcome Home to this Sweet 3 Bedroom, 2 Bathroom Colonial in Glen Head. This turn key, well maintain home offers wood floors throughout, living room/dining area, beautiful updated kitchen with granite countertops with s.s. appliances, Office with custom built-ins, and updated full bath. Second floor offers primary bedroom +2 bedrooms and full bath with walk-in closet. Home sits perfectly mid

    Lori Sheehan Douglas Elliman Real Estate

    10 Post St, Glen Head, NY 11545

Showing Results 121 - 160, Page 4 of 18

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