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Homes for Sale near North Shore Senior High School

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  • /22

    $2,800,000

    • 5 Beds
    • 6 Baths

    167 Glen Head Rd, Glen Head, NY 11545

    First Time On Market In 58 Years Turnkey Building. Building Consisting Of 2 Fully Leased Retail Stores And 3-1 Bedroom Apartments And 1-2 Bedroom Apartment. It Is In A General Business Zoned Area Which Gives Better Uses. All Systems Gas Heating And Electric Have Been Updated As Well As New Sidewalks And Brick Pointing Of Entire Building. Also Has Large 3 Car Garage That Is Rented. Gross Rents Are

    Agent Photo

    Joseph Lovaglio

    J D S NORTH SHORE REALTY INC

    (363) 200-3432

    167 Glen Head Rd, Glen Head, NY 11545
  • /4

    $889,999

    • 4 Beds
    • 2 Baths
    • 2,240 Sq Ft

    215 Sea Cliff Ave, Sea Cliff, NY 11579

    **Charming Victorian Fixer-Upper with Endless Potential** Discover the perfect canvas for your dream home in this stunning 4-bedroom, 2-full bath Victorian, fully gutted to the studs and ready for your personal touch. This home has been thoughtfully prepared for its next chapter,featuring brand new siding, windows, and a roof, ensuring the exterior is already in pristine condition.

    Agent Photo

    John Tiburzi

    Signature Premier Properties

    (363) 201-5493

    215 Sea Cliff Ave, Sea Cliff, NY 11579
  • /20

    $1,800,000

    • 4 Beds
    • 3.5 Baths
    • 36,624 Sq Ft

    1041 Glen Cove Ave, Roslyn, NY 11576

    Private center hall colonial on a flat one-acre property with golf course views in the North Shore School District. The main level offers a spacious chefs kitchen with breakfast area and a den with a wood burning fireplace overlooking the greens. The second floor features the ensuite primary with updated spa-inspired bath and large closet room. Three additional generously sized bedrooms and an

    Tara Fox Daniel Gale Sothebys Intl Rlty

    1041 Glen Cove Ave, Roslyn, NY 11576
  • /4

    $2,995,000

    • 4 Beds
    • 4.5 Baths
    • 4,365 Sq Ft

    734 Motts Cove Rd N, Roslyn, NY 11576

    Discover the perfect blend of elegance and modern comfort in this stunning new construction Modern Farmhouse Colonial situated on an exclusive street adjacent to Engineer’s Golf Course. Boasting breathtaking golf course views, this meticulously designed home offers 4 spacious bedrooms, each with its own en-suite bathroom, ensuring privacy and convenience for all. The luxurious primary suite

    Marc Underberg Marc B Underberg

    734 Motts Cove Rd N, Roslyn, NY 11576
  • /4

    $2,995,000

    • 4 Beds
    • 4.5 Baths
    • 4,433 Sq Ft

    732 Motts Cove Rd N, Roslyn, NY 11576

    Discover the perfect blend of elegance and modern comfort in this stunning new construction Modern Farmhouse Colonial situated on an exclusive street adjacent to Engineer’s Golf Course. Boasting breathtaking golf course views, this meticulously designed home offers 4 spacious bedrooms, each with its own en-suite bathroom, ensuring privacy and convenience for all. The luxurious primary suite

    Marc Underberg Marc B Underberg

    732 Motts Cove Rd N, Roslyn, NY 11576
  • /4

    $2,995,000

    • 4 Beds
    • 4.5 Baths
    • 4,365 Sq Ft

    730 Motts Cove Rd N, Roslyn, NY 11576

    Discover the perfect blend of elegance and modern comfort in this stunning new construction Modern Farmhouse Colonial situated on an exclusive street adjacent to Engineer’s Golf Course. Boasting breathtaking golf course views, this meticulously designed home offers 4 spacious bedrooms, each with its own en-suite bathroom, ensuring privacy and convenience for all. The luxurious primary suite

    Marc Underberg Marc B Underberg

    730 Motts Cove Rd N, Roslyn, NY 11576
  • /42

    $2,099,000

    • 4 Beds
    • 2.5 Baths
    • 3,200 Sq Ft

    9 Hill Dr, Glen Head, NY 11545

    Exceptional Custom-Built Colonial in the Heart of Glen HeadDon’t miss this rare opportunity to own a truly one-of-a-kind custom-built home in the desirable Glen Head community. Thoughtfully designed and built with no expense spared, this residence is a masterpiece of quality craftsmanship, luxury finishes, and modern functionality — far beyond basic or “just to code.”Step into a grand

    Brian Pryke Douglas Elliman Real Estate

    9 Hill Dr, Glen Head, NY 11545
  • /46

    $3,999,000

    • 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
  • /35

    $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
  • /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
  • /37

    $1,950,000 Pre-Foreclosure

    • 5 Beds
    • 4 Baths
    • 2,996 Sq Ft

    16 The Blvd, Sea Cliff, NY 11579

    Prime beachfront legal 2-family home in the Village of Sea Cliff. Miles-wide beach and water views of Long Island Sound and Connecticut. Live the Hamptons' dream in one of the largest and few beachfront properties in Sea Cliff. Recently renovated, New AC, 5 Bedrooms, 4 baths, 2 kitchens, 2 living rooms, 2 wood burning fireplaces. Spacious rooms. Rental income. Taxes never grieved. Spectacular

    Thomas Hennerty

    16 The Blvd, Sea Cliff, NY 11579
  • /18

    $769,000

    • 2 Beds
    • 1 Bath
    • 1,142 Sq Ft

    14 Maple St, Glenwood Landing, NY 11547

    Escape to your North Shore coastal sanctuary at 14 Maple St in Glenwood Landing. This beautifully renovated 2+ bedroom home with separate, updated standalone building is perfect for today’s lifestyle needs. This rare North Shore gem blends charm, comfort, and flexibility seamlessly. This home’s first floor boasts a spacious living area ideal for gatherings, a first-floor bedroom, and a large,

    Nicole Gleason Compass Greater NY LLC

    14 Maple St, Glenwood Landing, NY 11547
  • /47

    $5,699,999

    • 6 Beds
    • 7.5 Baths
    • 7,200 Sq Ft

    35 Chicken Valley Rd, Glen Head, NY 11545

    Welcome to 35 Chicken Valley Road, an extraordinary estate in the prestigious enclave of Old Brookville. This gated Brick Center Hall Colonial, masterfully built by the renowned Worrell Group, sits on 4.5 acres of impeccably manicured, estate-quality grounds and offers nearly 10,000 sq ft of finished living space across all levels. A circular drive leads to the stately entryway, accented by a

    Amar Jeet Chhibbar LAFFEY REAL ESTATE

    35 Chicken Valley Rd, Glen Head, NY 11545
  • /38

    $2,299,000

    • 5 Beds
    • 2,982 Sq Ft

    40 Park Way, Sea Cliff, NY 11579

    Circa 1863, on a shy 1/2 acre in Sea Cliff Village, sits this exquisitely renovated 5 BR, 3.5 BTH two-family residence offering seamless interior access and an income-producing unit. The renovation preserves a private separation from a bright 2 BR rental, or a primary residence with an extended family area. Gracious foyer with hardwood floors and 10-foot ceilings flows into an open main level.

    Howard Taub Daniel Gale Sothebys Intl Rlty

    40 Park Way, Sea Cliff, NY 11579
  • /30

    $1,650,000

    • 4 Beds
    • 3 Baths
    • 2,982 Sq Ft

    2 Coolidge Ave Unit T, Glen Head, NY 11545

    Beautifully maintained Center Hall Colonial in the heart of Glen Head. This home features very large rooms with high ceilings , eat-in kitchen with breakfast nook overlooking the garden. Den with fireplace, Large Living room and Dining room makes this home ideal for entertaining. The second floor has four large bedrooms and two baths. Wood floors throughout. Central vacuum is installed for all

    Penelope Lambrakis Douglas Elliman Real Estate

    2 Coolidge Ave Unit T, Glen Head, NY 11545
  • /28

    $928,000

    • 4 Beds
    • 1 Bath
    • 1,846 Sq Ft

    9 Hillside Ave, Glen Head, NY 11545

    This move in condition Colonial features an expanded layout, interior 1846 square feet, with low taxes and part of the Blue-ribbon North Shore School District.First floor: living room, dining room, expansive country kitchen with breakfast bar, full bath, family room. Second floor: Primary bedroom plus 3 additional bedrooms, full bath. Full basement, partially finished and private driveway

    Liu Hu B Square Realty

    9 Hillside Ave, Glen Head, NY 11545
  • /35

    $1,349,000

    • 3 Beds
    • 2.5 Baths
    • 1,500 Sq Ft

    90 17th Ave, Sea Cliff, NY 11579

    The Sea Cliff home you’ve been waiting for!This true turn-key 3-bedroom, 2.5-bath colonial was built just 11 years ago and offers impeccable style, thoughtful details, and unbeatable convenience—just minutes from town, schools, and local beaches. The main level features a bright, open-concept kitchen with high-end appliances and plenty of space to cook and entertain. It flows seamlessly into

    Leslie Yudell Beder Signature Premier Properties

    90 17th Ave, Sea Cliff, NY 11579
  • /47

    $1,250,000

    • 4 Beds
    • 2 Baths
    • 2,115 Sq Ft

    14 Harbor Ln, Glen Head, NY 11545

    Spacious 4-Bedroom Ranch with Pool and Entertainer’s BackyardThis inviting 4-bedroom, 2-bath ranch offers an ideal blend of comfort and style. Featuring a formal living room and dining room, an eat-in kitchen, and a cozy den, the home is designed with both everyday living and entertaining in mind. The full, part-finished basement provides extra living and storage space, perfect for a

    Deana Roper Daniel Gale Sothebys Intl Rlty

    14 Harbor Ln, Glen Head, NY 11545
  • /5

    $1,999,999

    • Land
    • 2.97 Acres
    • $673,400 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

    Jason Friedman Daniel Gale Sothebys Intl Rlty

    53 Simonson Rd, Glen Head, NY 11545
  • /7

    $545,000

    • 2 Beds
    • 1 Bath
    • 761 Sq Ft

    46 Brown St, Sea Cliff, NY 11579

    Adorable Sea Cliff cottage overlooking Roslyn Park. Lots of updates. Cute, private backyard with parking around the corner. Stroll to everything!

    Derek Greene Greene Realty Group

    46 Brown St, Sea Cliff, NY 11579
  • /24

    $899,000

    • 4 Beds
    • 2 Baths
    • 1,628 Sq Ft

    11 Glenwood Rd, Glen Head, NY 11545

    Discover the options with this home! Enjoy the traditional layout OR explore the options for extended families! Offering 4 bedrooms and 2 full baths, this home provides ample space and flexibility. On the main level, you will find an entry foyer, a living room with a fireplace, and an updated eat-in kitchen, 2 bedrooms, and a full bath, The sliders off the kitchen lead to a private backyard with

    Melinda Toner Compass Greater NY LLC

    11 Glenwood Rd, Glen Head, NY 11545
  • /41

    $899,000

    • 3 Beds
    • 2 Baths
    • 1,300 Sq Ft

    171 8th Ave, Sea Cliff, NY 11579

    Welcome to this beautifully maintained 3 Bedroom Colonial, cherished by the same owner for over 30 years. Perfectly situated near shopping, dining, schools, and beaches, and all that historic Sea Cliff has to offer, this home combines convenience with timeless charm. A welcoming rocking chair porch sets the tone, inviting you into a warm and comfortable interior. The home features a private

    Terry Sciubba Signature Premier Properties

    171 8th Ave, Sea Cliff, NY 11579
  • /28

    $775,000

    • 2 Beds
    • 2 Baths

    100 The Glen, Glen Head, NY 11545

    Welcome to the care free Life-Style at The Knolls. A beautifully maintained gated community of 106 residents located within The North Shore School District. This first floor corner 2 bedroom, 2 full bath co-op features a spacious living room with gas fireplace. The bright and sunny eat-in kitchen is ideal for casual dining. The spacious Primary bedroom includes lots of closet space and a newly

    Jean Marie Stalzer Daniel Gale Sothebys Intl Rlty

    100 The Glen, Glen Head, NY 11545
  • /31

    $1,168,000

    • 5 Beds
    • 2 Baths
    • 1,757 Sq Ft

    120 Glenwood Rd, Glenwood Landing, NY 11547

    Newly renovated 5-bedroom, 2-bath Hi-Ranch home in the North Shore School District. Features a modern kitchen with sleek finishes, stylishly updated bathrooms, and a thoughtfully designed layout with a finished basement ideal for additional storage, recreation, or a home office. Located closed to local beaches, parks, shops, and amenities, this move-in-ready home combines comfort, style, and

    Vivian Li Prospes Real Estate Corp

    120 Glenwood Rd, Glenwood Landing, NY 11547
  • /20

    $899,000

    • 2 Beds
    • 3.5 Baths
    • 2,500 Sq Ft

    40 Cedar Ln N, Glen Head, NY 11545

    Southern-facing, spacious, light-filled, and private townhouse featuring sleek black hardwood flooring throughout. The open entry foyer with cathedral ceilings leads to a sunlit living room with sliders to the back deck. Additional highlights include a formal dining room, an eat-in kitchen with quartz countertops and matching backsplash, a kitchen island with extra storage, a laundry area with

    Rhonda Schnissel Coldwell Banker American Homes

    40 Cedar Ln N, Glen Head, NY 11545
  • /26

    $849,888

    • 2 Beds
    • 1 Bath

    8 Dumond Place, Glen Head, NY 11545

    This charming home features two cozy bedrooms and a sunlit sunroom. The foyer is beautiful when the natural light that comes through the front door, The living room has a warm gas fireplace and elegant wood floors throughout. The home includes a newly renovated bathroom with radiant floor heating, ensuring comfort in every season. The eat-in kitchen is a chef’s dream with granite countertops. The

    Mary Stanco BERKSHIRE HATHAWAY

    8 Dumond Place, Glen Head, NY 11545
  • /24

    $999,000

    • 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
  • /11

    $2,500,000

    • Land
    • 4.09 Acres
    • $611,247 per Acre

    172 Hegemans Ln, Old Brookville, NY 11545

    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 lot has already been improved

    Neena Chowdhary Daniel Gale Sothebys Intl Rlty

    172 Hegemans Ln, Old Brookville, NY 11545
  • /12

    $2,400,000

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

    170 Hegemans Ln, Old Brookville, NY 11545

    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 lot has already been improved

    Neena Chowdhary Daniel Gale Sothebys Intl Rlty

    170 Hegemans Ln, Old Brookville, NY 11545
  • /12

    $2,325,000

    • Land
    • 3.39 Acres
    • $685,841 per Acre

    168 Hegemans Ln, Old Brookville, NY 11545

    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 lot has already been improved

    Neena Chowdhary Daniel Gale Sothebys Intl Rlty

    168 Hegemans Ln, Old Brookville, 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
  • /26

    $1,399,999

    • 3 Beds
    • 3 Baths
    • 2,700 Sq Ft

    8 Maple St, Glenwood Landing, NY 11547

    This beautifully expanded Colonial, updated in 2025, offers generous living space and a functional layout perfect for today’s lifestyle. Originally expanded in 2007, when you step inside you'll notice the home features large, light-filled rooms, including a spacious eat-in kitchen, a huge pantry, first-floor laundry, and first floor bath for for added convenience.Natural brand new hardwood

    Katherine Koniecko Signature Premier Properties

    8 Maple St, Glenwood Landing, NY 11547
  • /38

    $2,500,000

    • 4 Beds
    • 3.5 Baths
    • 5,500 Sq Ft

    112 Scudders Ln, Glenwood Landing, NY 11547

    The pinnacle of construction and design. Elegance personified in this rare gem that captivates the senses and stirs the soul, captivating every grandeur where you would never want to leave your home. This home embodies everything one can dream of. A show-stopper architectural custom built home with all steel that is revered by everybody and a visual paradox. Home was built with Steel, Limestone,

    Ken Deutsch Deutsch Realty Inc

    112 Scudders Ln, Glenwood Landing, NY 11547
  • /20

    $1,650,000

    • 4 Beds
    • 3.5 Baths
    • 3,000 Sq Ft

    9 1st St, Glenwood Landing, NY 11547

    New Construction in North Shore School District: Enjoy the perfect home with 4 bedrooms, 3.5 bathrooms, a mudroom, and a one car garage. Situated on a level 60’ x 100’ property, on a quiet cul-de-sac, this home provides a lovely primary suite with tray ceilings, two spacious closets and a primary bath featuring a double sink vanity and a soaker tub. The kitchen boasts quality finishes with

    Alissa Calo Evolution Realty of L I

    9 1st St, Glenwood Landing, NY 11547
  • /29

    $6,499,000

    • 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
  • /4

    $2,995,000

    • 4 Beds
    • 4.5 Baths
    • 4,233 Sq Ft

    738 Motts Cove Rd N, Roslyn, NY 11576

    Discover the perfect blend of elegance and modern comfort in this stunning new construction Modern Farmhouse Colonial situated on an exclusive street adjacent to Engineer’s Golf Course. Boasting breathtaking golf course views, this meticulously designed home offers 4 spacious bedrooms, each with its own en-suite bathroom, ensuring privacy and convenience for all. The luxurious primary suite

    Marc Underberg Marc B Underberg

    738 Motts Cove Rd N, Roslyn, NY 11576
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