Glen Head New York homes for sale starting at Fifty Thousand Dollars

$2,999,999 - Glen Head, NY

5 Plaka Court Glen Head, NY - 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 room with a cozy fireplace, a formal dining room, and a gourmet kitchen. The primary suite is a private retreat, complete with a spa-like en-suite bathroom. The fully finished basement is an entertainer’s dream, featuring a custom bar and ample space for gatherings. Outdoors, enjoy a serene backyard paradise with an in-ground pool, a charming gazebo, and a spacious patio—perfect for relaxing or entertaining. This exceptional property offers a rare opportunity to own a piece of paradise in one of Long Island’s most desirable locations. Don’t miss out on this remarkable home!

$2,750,000 - Glen Head, NY

7 Locust Lane Glen Head, NY - Beautiful Cape Style Cedar Shake Home, First Floor, Large Entry, Large Living Room W/Fireplace, Formal Dining Room, Large Open Eat In Kitchen With Great Room With Fireplace And Beautiful Wood Beams On Ceiling, Master Bedroom With Her And Him Closet, Primary Bathroom, Office Or Sitting Room Off Primary, Additional Bedroom With Full Bathroom, Landry Room. Second Floor Has Bedroom With Full Bathroom, Additional Bedroom With Full Bathroom, Common Area For Office Or TV Room. Full Basement, Two Car Garage Attached To House, Second Structure Is Three Car Garage. Front Porch And Back Porch Attached.

$1,699,999 - Glen Head, NY

30 Knoll Lane Glen Head, NY - Beautiful center hall brick colonial in a desirable neighborhood of Glen Head on the North Shore of Long Island. This home features four bedrooms and three bathrooms. The primary suite includes two walk-in closets, linen closet and en suite. Spacious eat in kitchen, formal dining room, formal living room, family room with custom built-ins and wood burning fireplace, laundry room, full basement, and a two car garage. Quality oak hardwood floors, Hunter Douglas window treatments, and crown moldings throughout. This home features an inviting heated saltwater inground pool, three zone central air conditioning, natural gas heating and a central vacuum system. Zoned for the award winning North Shore School District this home is within walking distance to the schools, shops, restaurants and the LIRR train station. Close proximity to beaches, parks and the library. This easy to maintain property is summer ready with and incredible backyard and is perfect for indoor and outdoor entertaining. Too much to list, this is a must see!

$1,595,000 - Glen Head, NY

21 Chestnut Avenue Glen Head, NY - 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 approximately 2,700 square feet, inclusive of the first and second floor plus there is a a big basement bonus recreational space with high ceilings. Large living room full of natural light opens into a separate formal dining room - relax or entertain with ease. Quality hardwood floors. The eat-in-kitchen is complete with walls of windows surrounding the breakfast table, the perfect place to congregate, centrally located in the house with adjacent den with gas fireplace and sliding doors to the rear trex deck and backyard. Mudroom and laundry on the first floor. The home features a primary suite with huge closet, double vanity bathroom and new shower plus three additional bedrooms on the second floor serviced by a brand new hall bathroom. Natural gas heat, central air. Easy property to maintain with high hedges for privacy. Sprinklers in front and back. This property’s proximity to the Glen Head Elementary School and the North Shore Middle School and High School, plus local shops, and dining establishments make it a very appealing location. Convenient to the Glen Head LIRR train station that has access to both Grand Central Station and Penn Station. The Gold Coast Library, numerous parks and beaches enhance the the lifestyle here. Affectionately known locally as The Arbor streets. Be the next owner and and enjoy the North Shore of Long Island and all that Glen Head has to offer, nearby to Sea Cliff, Roslyn Harbor and Old Brookville too.

$1,588,000 - Glen Head, NY

30 Knoll Lane Glen Head, NY - Welcome to 30 Knoll Lane, a beautifully maintained 4-bedroom, 3.5-bathroom Colonial nestled in one of Glen Head’s most sought-after neighborhoods. Step inside to find a spacious layout filled with natural light, featuring a formal living room, a cozy family room, and an elegant dining area perfect for gatherings. The updated kitchen offers ample cabinet space and flows seamlessly to the backyard—your private retreat. Upstairs, you’ll find four well-appointed bedrooms, including a serene primary suite with a private full bath and his/her closets. Enjoy summer days in your heated in-ground pool and built-in gas grill. Surrounded by lush landscaping and a generous patio area designed for outdoor dining and relaxation. Located close to top-rated North Shore schools, charming local shops, parks, and the Long Island Rail Road, this home offers both lifestyle and location. Don't miss this opportunity to make 30 Knoll Lane your next home.

$1,450,000 - Glen Head, NY

6 Glen Avenue Glen Head, NY - Welcome to this beautifully updated colonial in the heart of Glen Head, perfectly set on just under half an acre. This home blends timeless character with modern updates, offering charm in every corner. Inside, you'll find gorgeous hardwood floors, a wood-burning fireplace, and a sun-drenched bonus room currently used as a combo mudroom and office—super versatile and full of light. The spacious completely renovated primary suite features a newly added walk-in closet and a stunning en-suite bath with a soaking tub and beautiful shower. The second-floor full bath has also been thoughtfully renovated with a clean, classic style. The third floor is a total bonus—an oversized space perfect for a den, guest area, playroom, or whatever else you dream up. Outside, the property is beautifully landscaped and offers a large two-car garage, an extra-long driveway, and a backyard with plenty of room for a pool. You'll also enjoy beach access, perfect for summer living. The home features a brand-new roof, updated flooring, and tasteful decor throughout. With gorgeous curb appeal and beach access, this is the one you've been waiting for! Come see what makes this home so special.

$1,199,999 - Glen Head, NY

2 Tennis Court Glen Head, NY - Welcome to this beautiful 4 bedroom 2.5 bath home in the heart of Glen Head. Award winning North Shore schools (Glenwood Landing Elementary). House is located on cul-de-sac, close to restaurants and schools. Beautifully refinished floors. Living room, Dining room and family room offers lots of space for entertaining. Crown moldings throughout first floor and master bedroom. Vaulted ceilings in 2 upstairs bedrooms. Spacious eat in kitchen with nook. 4 Total Bedrooms with huge closets. Master bedroom with ensuite bathroom and 4 closets. Fully finished open space basement with separate laundry room. Brand new Bryant Central A/C (Installed 2024). Fully paid off solar panels (Installed 2017) Hikvision camera system throughout and outside (Installed 2024). Security system installed. Central vacuum. Nest thermostats. Video doorbell. Beautiful retractable awning in the back. 4 zone sprinkler system. Italian Cypress and fruit trees along with lilac bushes. Natural gas heating. Beautiful gas fireplace. Fully screened windows throughout.

$1,100,000 - Glen Head, NY

1 Exeter Place Glen Head, NY - Welcome to your forever home—a meticulously maintained ranch-style sanctuary sited on a quiet street within the North Shore School District. Step inside and be immediately embraced by the warmth of authentic hardwood floors flowing seamlessly throughout this open-concept layout. The heart of this home beats in its stunning family room, where soaring vaulted ceilings and expansive windows create a cathedral of natural light. Here, the boundaries between indoors and outdoors dissolve as you gaze upon the professionally landscaped grounds through wall-to-wall windows—each season offering its own breathtaking display. Cozy winter evenings find their perfect complement in the living room's wood-burning fireplace, where crackling flames cast a golden glow across the space. The adjacent kitchen flows naturally from the family room, creating an entertainer's dream where conversations and culinary creativity flourish simultaneously. Three bedrooms are on the main living level, with a primary hosting its own private bath. A remodeled hall bath with radiant heat services the adjacent two bedrooms. The finished basement awaits with a generously sized recreation area/play room, and a fourth bedroom or private office suite complete with its own private entrance is ideal for home-based professionals. Outside, a welcoming deck invites al fresco dining and sunset cocktails overlooking your private landscape. Year-round comfort is ensured with central air conditioning and efficient natural gas utilities. This exceptional property offers the rare combination of tranquil seclusion and community connection, with coveted access to top-rated schools and low property taxes.

$869,000 - Glen Head, NY

13 The Promenade Glen Head, NY - Welcome Home to 13 The Promenade Cape Cod Style home nestled along a quiet, tree lined street in Glen Head offering 3 bedrooms, 2 full bathrooms, over sized family room leading to a private, fenced in backyard! Wonderful quiet mid-block location and located within the award-winning North Shore School District. Proximate to shopping, dining, beaches, libraries, and the Long Island Railroad, Feel Free to reach out to the listing agent directly Linda O'Connor 516.849.4049

$769,000 - Glen Head, NY

30 Sheppard Street Glen Head, NY - Welcome Home to This All Updated Ranch in Glen Head, Hardwood Floors, Formal Living Room with Fireplace, Formal Dining Room or Bedroom, New Gas Heating System, New Hot Water Tank New Central AC System, New 200 Amp Electrical, New Kitchen, New Bathrooms, Large Finished Basement with Home Office/Gym, Recreational Room, Renowned North Shore School District, 1 Car Garage, Private Yard, Much, much More, Too much to list!

Glen Head, New York listings for sale

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