$1,127,850Average Value$586Average Price per Sq Ft34Homes For Sale
A country club and quiet downtown near the North Shore
Although Glen Head is landlocked, its local businesses and highly rated public schools bear the names and selling points that define hamlets throughout the Town of Oyster Bay; this section of Long Island is rich with the amenities of the Gold Coast and North Shore. “You’re tucked away up on the North Shore. There’s no hustle and bustle. I raised my four kids here, and all four of them are back now raising my grandkids,” says John Langone, an associate broker with Daniel Gale Sotheby’s International Realty who has lived in Glen Head for nearly 40 years. “People used to call it Dead Head because it’s so quiet. We’ve got a small downtown area, and to the west is Hempstead Harbor. We’re still seeing bidding wars for houses. People want to be here.” North of state Route 25A, Long Island life moves a little slower. In Glen Head, spending an afternoon at the country club, shuttling kids to baseball games and day tripping at North Shore beaches doesn’t require fighting parkway traffic.
Glen Head residents are a short drive from Tappen Beach in Sea Cliff.
Drive the fairway at Glen Head Country Club.
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Single-family homes from across the 20th century in Glen Head
Architectural styles range from stately early 20th-century Federal designs to midcentury suburban staples like Cape Cods and ranch-style homes to modern New Traditionals blend on Glen Head’s residential streets, surrounded by the equally diverse landscaping breaking up tidy front lawns. Smaller homes, typically with three or fewer bedrooms, sell for $550,000 to $1 million. Larger homes with upward of four bedrooms sell for $800,000 to $1.8 million, with especially large estates on small acreages going for $2 million up to $4 million. While spacious lots are sought after, quarter-acre lots on suburban blocks or gently winding roads are much more common. Sidewalks are available on some gridded streets, but are lacking in the winding subdivisions.
Glen Head has a variety of house style for home buyers to choose from.
Multi-family homes are also available in Glen Head.
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Extracurriculars at highly rated North Shore schools
North Shore School District receives high ratings for its entire kindergarten through 12th-grade pipeline, with Glen Head Elementary School, North Shore Middle and North Shore High School all earning an A or higher from Niche. Small class sizes are one key to the district’s success; North Shore High School boasts a student-teacher ratio of 8-to-1, significantly better than the national average of 17-to-1. Extracurriculars help round out the high school’s International Baccalaureate World School education, allowing students to participate in a regional award-winning robotics team or contribute to the school’s newspaper, the Viking View.
The student teacher ratio at Glen Head Elementary School in Glen Head, NY is 11 to 1.
At Friends Academy, we achieve educational excellence.
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Golf, tennis and swimming at Glen Head Country Club
Members at the Glen Head Country Club tee off on an 18-hole golf course, spend time on the tennis courts and swim laps in the outdoor pool. Those wanting to explore membership at a different country club can find other clubhouses and golf courses in almost any direction, sprawling within a few miles of home in neighboring hamlets like Matinecock and Glenwood Landing. The Glen Head Racquet Club is a hub for indoor tennis and has become increasingly popular with pickleball players in the Gold Coast Pickleball Club in recent years. Behind the Glen Head Community Center and American Legion Post 336, Francis M. Gaynor Park provides a hidden-away playground and plenty of fields and parking spaces for Glenwood-Glen Head Junior Baseball games and practices. The waters of Hempstead Harbor are within 3 miles of boaters and beachgoers, meeting at Tappen Beach which welcomes Town of Oyster Bay residents to enjoy the sandy beach, playground and pool or apply to store kayaks on racks and larger boats at the marina.
Shopping and dining off Glen Head Road
A small-town shopping district branches from Glen Head Road, clumped together in old-fashioned strip malls and connected by wide sidewalks to standalone storefronts. Specialty businesses with names like Glen Head Hardware, Glen Head Spa and Glen Head Flower Shop stand down the street from restaurants serving global cuisines. Heirloom Tavern serves American dishes in a dimly lit dining room and shaded outdoor patio, while Kiraku Japanese Restaurant offers sushi and cocktails to diners in booths or at the sushi bar. Groceries and essentials are available at Gemelli's Gourmet Market North, Holiday Farms Supermarket and CVS. St. Hyacinth Catholic Church is the only house of worship within the hamlet, holding most masses in English and one Sunday morning mass in Polish.
Health-focused nutritious items are a focus of Gemelli Gourmet Market in Glen Head.
Honey's in Glen Head is fast-casual bistro serving a variety of soups, salads, and sandwiches.
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Glen Head LIRR Station and driving on the Long Island Expressway
As out of the way as Glen Head is, getting around the North Shore on Route 25A or coastal side roads isn’t a problem. “If the high school and middle school are letting out, I go down past the Harbor which puts me a mile out of the way. Other than that, there’s no traffic,” Langone says. Commuters are more likely to hit congestion on the Long Island Expressway on the roughly 30-mile drive to Manhattan. The Glen Head Long Island Rail Road Station starts riders on the roughly hourlong trip to Penn Station. Northwell Health’s Glen Cove Hospital is a few miles north, and LaGuardia Airport is about 20 miles west.
From GALS to classes at Gold Coast Public Library
While Glen Head doesn’t host many large events or festivals, classes ranging from chair yoga and painting to autumnal spooky story times are regularly held at the Gold Coast Public Library. The small community library was imagined by a Girl Scout and her classmates who formed a youth Get a Library Soon (GALS) committee, kickstarting adult and local government involvement and, eventually, the opening of the current library in 2005. A larger library has been under construction since 2023 and is expected to welcome the public to browse more shelves of books and attend community classes in 2025. Parents and players kick off the Glenwood-Glen Head Junior Baseball season with a parade ending in Glen Head each spring, followed by opening day ceremonies and a barbecue at Francis M. Gaynor Park.
Approximately 140 students attend Tiegerman Elementary in Glen Cove, NY.
Your source for resources and study space is the Gold Coast Public Library in Glen Head.
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Written By
Hannah Rainey
Photography Contributed By
J. Michael DeMeo
Video By
Jake Bell
Interested in learning more about homes in this area?
Reach out to
Joseph Lovaglio,
an experienced agent in this area.
GreatSchools:
The GreatSchools Rating helps parents compare schools within a state based on a variety of school quality indicators and provides a helpful picture of how effectively each school serves all of its students. Ratings are on a scale of 1 (below average) to 10 (above average) and can include test scores, college readiness, academic progress, advanced courses, equity, discipline and attendance data. We also advise parents to visit schools, consider other information on school performance and programs, and consider family needs as part of the school selection process.
View GreatSchools Rating Methodology
On average, homes in Glen Head, NY sell after 67 days on the market compared to the national average of 55 days. The median sale price for homes in Glen Head, NY over the last 12 months is $1,805,000, up 19% from the median home sale price over the previous 12 months.
Welcome home to this beautifully updated and expanded Cape nestled in the heart of Glen Head. This spacious residence offers 4 bedrooms and 2 full bathrooms, blending modern updates with classic charm. The home features a newly renovated eat-in kitchen with granite countertops, stainless steel appliances including a Frigidaire gas stove, KitchenAid dishwasher, and GE refrigerator. Enjoy a formal
Welcome to this impeccably maintained and beautifully updated 4-bedroom center hall colonial, where timeless elegance meets modern luxury. A grand two-story foyer creates a stunning first impression, setting the tone for the thoughtfully designed interior. The heart of the home is a state-of-the-art eat-in kitchen, perfectly equipped for both everyday living and entertaining. Featuring quartz
Located in one of Brookville’s most sought-after locations, this exceptional brick Colonial offers almost 7,000 square feet of timeless architecture, modern updates, and effortless elegance.Light-filled interiors and beautifully scaled rooms create a seamless flow ideal for both grand entertaining and comfortable everyday living. Classic design details blend beautifully with a fresh,
Nestled on a serene 3.2 acre parcel in prestigious Old Brookville, this striking contemporary residence offers 8,201 square feet of luxurious living space designed for modern comfort and grand scale entertaining. A private drive leads to the impressive home, showcasing clean architectural lines, expansive glass, and a commanding presence. Inside, the home features sun filled open spaces, soaring
Charming 3 bedroom, 2 bath ranch style home on a spacious corner lot in desirable Glen Cove. This well-maintained residence features an open concept living and dining area with hardwood floors throughout, a functional eat-in kitchen with ample cabinet space, and three sunlit, generously sized bedrooms. The large corner property offers a private driveway and great outdoor potential for gardening,
Welcome home to this beautifully updated and expanded Cape nestled in the heart of Glen Head. This spacious residence offers 4 bedrooms and 2 full bathrooms, blending modern updates with classic charm. The home features a newly renovated eat-in kitchen with granite countertops, stainless steel appliances including a Frigidaire gas stove, KitchenAid dishwasher, and GE refrigerator. Enjoy a formal
Set on nearly 10 private acres in the heart of Upper Brookville, Red Fox is a distinguished Gold Coast estate of exceptional character and scale. This 17-room French Tudor is marked by classic architectural details, including turrets, a slate roof, and striking 3-story bay windows that lend timeless elegance. Richly detailed interiors feature beautifully proportioned principal rooms, including a
Brookville | An immaculate modern colonial has made its debut in Brookville. Sitting on 2.57 acres and totaling over 8,600 sq.ft. of living space, welcome to 8 Dogwood Hill - a newly completed luxury residence located on a lengthy, picturesque street just off of Cedar Swamp Road. Beyond the stone pillar entrance at the end of the driveway are two courtyards with belgium block accents that lead to
Welcome to 1678 Cedar Swamp Road, Brookville! Set on a sprawling 2.01-acre property in Brookville and located within the Jericho School District, this beautifully maintained 4-bedroom, 3.5-bath Colonial offers exceptional space, comfort, and lifestyle amenities. The home features wood floors throughout, new moldings, and a freshly painted interior, creating a bright and inviting atmosphere from
Welcome to this impeccably maintained and beautifully updated 4-bedroom center hall colonial, where timeless elegance meets modern luxury. A grand two-story foyer creates a stunning first impression, setting the tone for the thoughtfully designed interior. The heart of the home is a state-of-the-art eat-in kitchen, perfectly equipped for both everyday living and entertaining. Featuring quartz
Exquisite 5-bedroom residence on a private cul-de-sac set within the highly-regarded Jericho School District. This home features approximately 3,959 sq ft of living space on a flat, pristine 2-acre parcel. Built in 1952 and lovingly maintained, the property offers timeless appeal with modern comforts — two fireplaces, central air-conditioning, and a fully finished lower level. Outdoors, enjoy a
Tucked at the end of a quiet cul-de-sac, this timeless contemporary sits on two perfectly level acres offering exceptional privacy and a deep, usable yard. The property features an in-ground heated pool with a waterfall and beautiful outdoor space ideal for gatherings or relaxation. Inside, the home provides plenty of opportunity with its dramatic ceilings and walls of glass that create a bright,
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
OLD BROOKVILLE Far from ordinary, this extraordinary custom built brick Mansion is designed for luxurious entertaining, Set on a private cul-de-sac, wrought iron gates open to the courtyard of this pristine 3acre estate surrounded by lush landscaping and colorful gardens. You'll greet your guests in the breathtaking Foyer where soaring domed ceiling sits 30' above a double bridal staircase.
Brookville | On the market for the first time in over a century, welcome to 2340 Cedar Swamp Road - a once-in-a-lifetime opportunity to own an estate in the heart of Long Island's Gold Coast. This property, totaling a near 52-acres of undeveloped land, was once home to the Joan of Arc Chapel - a small chapel imported by Gertrude Hill Gavin, daughter of railway director, James Jerome Hill. It was
Located in Glen Head, situated in a cul-de-sac block. The main floor showcases a gracious Living Room, a well-appointed Eat-In-Kitchen, a formal Dining Room, an elegant Wet-Bar, a Full Bath, and a conveniently situated Laundry Room. A standout feature of the residence is the inviting and expansive Den, complete with a fireplace, adorned with cathedral ceilings, skylights, and sliding doors that
Glen Head House For Rent, Hardwood Floors, Eat In Kitchen And Large Living Room. Full Unfinished Basement For Storage With Washer Dryer. House Has Generator And Central A/C. 1 Month Security. Tenant Pays Own Gas Electric And Water. Credit Check. Renters Insurance Required. Street Parking.
Glen Head – Beautifully updated 2-bedroom, 1-bath home in a convenient Glen Head location close to the LIRR, local shops, restaurants, and schools. This bright and inviting home features a spacious open floor plan that’s great for everyday living and entertaining. The modern kitchen is the centerpiece of the home, complete with a large island with seating, granite countertops, and stainless steel
Beautifully renovated 3-bedroom apartment in a two-family home, at the end of a quiet cul-de-sac. This second-floor unit allows for HIGH CEILINGS! New wood floors, new washer/dryer, and freshly painted interior. All bedroom closets have a closet system. Sliders off the kitchen lead to a walk-out balcony overlooking a beautiful backyard. (Tenant for this unit enjoys views, but not use of the yard)
Beautifully renovated 3-bedroom apartment in a two-family home, at the end of a quiet cul-de-sac. New wood floors, new washer/dryer, new refrigerator, and freshly painted interior. All bedroom closets have a closet system. Sliders off the kitchen lead to a spacious deck overlooking a beautiful fenced-in backyard with an in-ground pool. Enjoy the private driveway and plenty of street parking.
Great Space Hardwood Floors Just Refinished and Recent Kitchen. Large Living Room, Dining Room And 2 Full Baths. Part Finished Basment With Play Room And Lots Of Storage. 1 Month Security Tenant Pays Own Gas And Electric, Renters Insurance Required, Credit Check.
High Hat Lighting In Living Room, Hardwood Floors, Recent New Eat In Kitchen. Washer And Dryer, Use Of Yard. 1 Month Security Tenant Pays Own Electric, Gas And Water. Credit Check.
This charming three-bedroom, one bath ranch is perfectly situated on a beautiful street in the desirable Hill Terrace. Featuring an open-concept layout, the home offers a seamless flow between living spaces, ideal for everyday and entertaining.Enjoy additional living space in the large finished basement, perfect for a home office or recreational space. Step outside to a private back yard
Renovated and Ready!! Everything is NEW!! Custom Kitchen, Living Room with Hardwood Floors, 4 Bedrooms, Brand New Bathroom, Full Basement, Laundry, Covered Porch, Large Yard, Long Driveway.
Recently Renovated Charming Brick Colonial offers Large Living Room, Formal Dining Room, Gourmet Eat in kitchen with quartz countertops, white cabinets, panty and SS appliance, Heated Back Porch and Power Room, upstairs boasts 4 bedrooms and Full Bathroom, Walk up attic for storage. New Washer & Dryer Beautiful Fenced in Yard, private Parking in driveway. Close to all!!, Additional information:
Mishelle Berger CaloCompass Greater NY LLC
$15,000 per month
6 Beds
5 Baths
3,031 Sq Ft
Experience unparalleled privacy and space in this sprawling 3,000 sq. ft. expanded ranch, nestled on 3 acres of lush, manicured grounds within the prestigious Jericho School District. A long, private driveway leads you to a home designed for both grand entertaining and quiet relaxation.• The Main Level: Features a bright living room with a cozy wood-burning fireplace and an inviting open
Spacious second-floor apartment featuring 1 large bedroom and 1 full bathroom. The unit offers a generous family/TV room perfect for relaxing or entertaining, along with a versatile bonus room ideal for a home office or nursery. Enjoy plenty of closet space throughout, providing excellent storage. Additional amenities include driveway parking and an in-unit washer and dryer for added convenience
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