$1,173,561Average Value$622Average Price per Sq Ft47Homes 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.
1/2
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.
1/2
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.
1/2
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.
1/2
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.
1/2
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 79 days on the market compared to the national average of 58 days. The median sale price for homes in Glen Head, NY over the last 12 months is $1,785,000, up 2% from the median home sale price over the previous 12 months.
Welcome to this exceptional home located in Brookville Village, within Jericho School District. Perfectly situated in a peaceful and quiet neighborhood, this property offers both comfort and convenience. Close to schools, making daily routines effortless; Easy access to major highways for a smooth commute; Minutes from shopping, dining, and everyday essentials; New attic insulation for improved
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
Beautiful Colonial-style home with North shore school and located in a desirable tree-lined community, totally renovated in 2023, modern amenities include 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, new laundry room with custom cabinetry, window, washer and dryer,
Framed by sweeping pond views and surrounded by over 2 private acres of beautifully landscaped grounds, this beautifully renovated brick estate offers a rare blend of luxury, privacy, and serene waterfront living. Tucked away on a quiet cul-de-sac, the home is perfectly positioned to capture the beauty of the pond from both the interior living spaces and the resort-style outdoor setting.A
Why escape to a luxury resort for the weekend when you can come home to one every single day?This extraordinary residence delivers the kind of lifestyle most people only experience on vacation—private, peaceful, and effortlessly elegant. A rare opportunity to own a home that feels like a permanent getaway. Welcome to "Casa De Luce" a French Chateau style palace, a truly exceptional luxury
Steeped in the grandeur of Long Island's celebrated Gold Coast, this extraordinary 33+ acre equestrian estate formally named 'Westward' presents a rare opportunity to acquire a significant piece of North Shore history. Privately nestled amid rolling pastures, mature woodlands, and formal gardens, the estate seamlessly blends timeless architectural elegance with an unparalleled country lifestyle
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 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
Welcome to luxury living in Upper Brookville's most desirable location. This stunning furnished residence features 6 bedrooms, 5 bathrooms, an office, and a luxurious master suite with a steam shower, jacuzzi tub and a huge walk-in closet. Spread across beautifully landscaped grounds, enjoy amenities such as a Har-Tru tennis court, a heated Olympic-size pool with a spa, and a sun filled deck with
Nestled in the highly sought-after hamlet of Glen Head and located within the acclaimed North Shore School District, this beautifully updated Center Hall Colonial offers the perfect blend of timeless charm and modern luxury.This exceptional home features 4+spacious bedrooms and 2.5 updated bathrooms. The primary suite is true retreat, complete with an adjoining private den, a full ensuite
‘Haut Bois’ is a refined brick-and-stucco French chateau nestled in the heart of Brookville, New York. Inspired by the Louis XIV hunting lodge that later became the Palace of Versailles, this extraordinary 18-room estate is steeped in history, elegance, and timeless beauty. Originally built in 1916 by renowned architect Ogden Codman Jr. and meticulously restored in the late 20th century, this
FULLY AVAILABLE! 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
Welcome to this beautifully renovated Colonial nestled in the highly desirable Hill Terrace area, offering the perfect blend of classic charm and modern updates. A welcoming entry foyer sets the tone, leading into a sun-filled living room featuring a cozy fireplace—ideal for relaxing or entertaining. The formal dining room provides a space for gatherings, while the updated eat-in kitchen boasts
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
Nestled within the prestigious gated community of The Knolls and adjacent to the renowned Glen Head Country Club, this beautifully appointed residence at 19 The Circle offers a seamless blend of elegance, comfort, and effortless living. Bathed in natural light from an abundance of windows and multiple skylights, the home showcases gleaming hardwood floors, crown and base moldings, recessed
Hardwood Floors, Large Living Room. Deck, Near All Colleges Off Street Parking, Heat Included In Rent, 1 Month Security Tenant Pays Own Electric And Cooking Gas.
Glen Head House For Rent, Near All Colleges, 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.
Nice Apartment On Quiet Block. Hardwood Floors With Use Of Yard And Washer And Dryer.1 Month Security,Tenant Pays Own Gas And Electric. Available for showings May 1
Welcome to an Extraordinary Rental opportunity where Privacy, Space, and Luxury converge. Set on approximately 2.5 acres of Lush Manicured Grounds, this stunning 3,000+ sqft Expanded Ranch offers an Unmatched Living Experience within the Prestigious Jericho School District. From the moment you turn down the long, Private Driveway, you know this home is something special. Featuring 6 Spacious
Welcome to 87 Piping Rock Road, Glen Head — a beautifully appointed 2-bedroom, 1-bath rental tucked within a gated, secluded estate. Surrounded by nature and drenched in natural light, this unique residence offers the privacy and tranquility of estate living with modern comforts. The home features a full chef’s kitchen equipped with a baker’s oven, perfect for culinary enthusiasts, and a formal
Nestled on a quiet cul-de-sac in the prestigious village of Old Brookville, this stunning Mediterranean style estate offers the ultimate in luxury rental living. Set on 2 beautifully landscaped acres, this private, resort like retreat combines elegance, space, and exceptional amenities. With over 5,100 square feet of living space, this home features a large foyer that opens into a sophisticated
Set on a beautiful flat oversized property this exceptional home offers blend of comfort and space and location. Close to shopping beaches and schools. Great for entertaining, relax poolside with your guests in the backyard oasis.
Kim GioiaDouglas Elliman Real Estate
$20,000 per month
3 Beds
3 Baths
Welcome to Barn Owl, a timeless summer retreat set on beautifully landscaped grounds with peaceful garden views on the North Shore of Long Island. This inviting three-bedroom, three-bath cottage offers a rare blend of tranquility, character, and understated elegance for the summer season. Inside, a dramatic great room with soaring ceilings and exposed rustic beams creates a warm and striking
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.
Brand-new, fully renovated first-floor 2-bedroom residence offering bright, effortless modern living. The open-concept kitchen features gas cooking, sleek finishes, and a seamless flow into the living area, creating a comfortable layout for everyday living and entertaining. Additional conveniences include an in-unit washer and dryer, a beautifully updated bathroom, and energy-efficient ductless
Welcome to this beautifully updated second-floor apartment offering a bright and open layout perfect for comfortable living. The unit features 2 bedrooms plus a bonus room, ideal for a home office or creative space. The spacious kitchen flows seamlessly into the living room, creating an open-concept feel that’s great for today's living. Gleaming hardwood floors add warmth and character throughout
Local Logic measures the walkability, access to public transit and bikeability of any address. CAP Index provides objective, accurate, and consistent data to help measure, compare, and mitigate crime risks.
Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. Our sources include: Accuweather, Public Records and Neustar. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.