Glen Head Real Estate

Welcome to Glen Head, a charming hamlet nestled in the heart of Nassau County, New York. This picturesque community is part of the North Shore of Long Island, offering a delightful blend of suburban tranquility and vibrant local culture. With its tree-lined streets, historic architecture, and welcoming atmosphere, Glen Head is a hidden gem that attracts families, professionals, and retirees alike.

Glen Head boasts a rich history, characterized by its quaint neighborhoods and a strong sense of community. Residents enjoy access to top-rated schools, making it an ideal location for families seeking quality education for their children. The local parks, including the popular Glen Head Park, provide ample opportunities for outdoor recreation, from leisurely strolls to active sports.

One of the standout features of Glen Head is its convenient location. Situated just a short drive from the bustling city of New York, residents can easily enjoy the cultural, culinary, and entertainment offerings of the metropolis while returning home to the serene charm of their hamlet. The Long Island Rail Road offers a quick commute to Manhattan, making Glen Head a desirable choice for city professionals.

Additionally, Glen Head is home to a variety of local shops, cafes, and restaurants, fostering a vibrant community spirit. Whether you’re looking to explore unique boutiques or savor a delicious meal at a local eatery, you’ll find plenty of options right at your doorstep.

In Glen Head, you’ll discover a perfect blend of suburban comfort and urban convenience, making it a wonderful place to call home. Come experience the warmth and charm that this lovely hamlet has to offer!

Newest Listings in Glen Head

$1,298,000

4 Beds ⋅ 3 Baths ⋅ 1065308 MLS

Welcome to this beautiful 4-bedroom, 3-full-bath Cape Cod, offering the perfect blend of charm, comfort, and exceptional entertaining space! Step inside to discover a warm and inviting living room with a wood-burning fireplace, a formal dining room, and a spacious kitchen featuring granite countertops and stainless steel appliances. The kitchen flows seamlessly into a sun-drenched great room with a cozy wood-burning stove, creating the perfect space for everyday living and gatherings. With a full bathroom on each level and a part finished basement with glass doors to yard offering additional versatile living space, this home has room for everyone! Step outside to your own backyard retreat, featuring a deck and in-ground pool, perfect for summer fun, outdoor entertaining, or simply relaxing. From cozy fireside evenings to unforgettable poolside gatherings, this home offers the best of indoor and outdoor living. Don’t miss the opportunity to make this wonderful home your own!

5 Edgewood Avenue, Glen Head

$1,175,000

4 Beds ⋅ 2 Baths ⋅ 1064363 MLS

Classic charm meets everyday convenience in this 4-bedroom, 1.5-bath Colonial, set on a parklike double lot of approximately .22 acres (60 x 160) in Glen Head. Offering approximately 1,900 square feet of living space, the home welcomes you with an entry foyer featuring two closets, a living room with a wood-burning fireplace, and a formal dining room with built-ins. The eat-in kitchen features quartz countertops, stainless steel appliances, a gas range/oven, dishwasher, and a separate exterior entrance. The family room opens to the spacious backyard with a patio and small shed—an inviting setting for outdoor dining, entertaining, and relaxing. A mudroom, laundry room, and half bath complete the main level. Upstairs, four bedrooms and a separate office provide a versatile layout. The primary bedroom offers direct access to the full bathroom, featuring double sinks and infrared heat lamps. An unfinished basement houses utilities and storage, with additional storage accessible by pull-down attic stairs. A distinctive garage with front and rear doors allows convenient drive-through access from the driveway to the backyard.

15 Ruth Place, Glen Head

$799,999

3 Beds ⋅ 2 Baths ⋅ 1063412 MLS

Classic Colonial charm meets everyday versatility at 5 Dogwood Lane in the Harbor View section of Glen Head. This move-in-ready home is located on a picturesque street framed by mature trees and an inviting front lawn. This beautiful home sits on a generously sized property for the area and welcomes you into a spacious living room featuring a wood-burning fireplace and crown molding, with beautiful oak floors extending throughout the home. A separate first-floor room with floor-to-ceiling windows offers the flexibility of a bedroom, home office, or den. The formal dining room, accented by plantation shutters and chair rail detailing, provides a welcoming setting for gatherings, while the updated kitchen features white cabinetry, granite countertops, stainless steel appliances, and gas cooking. Upstairs, two bedrooms are complemented by a full bathroom featuring a soaking tub and separate glass-enclosed shower. A full attic with pull-down stairs provides ample storage space. The fully finished basement, with a certificate of occupancy, offers additional space for recreation and relaxation, along with a full bathroom and laundry area. Outside, a backyard deck overlooks the expansive lawn—an inviting setting for outdoor dining or unwinding. Central air conditioning, gas heating, 200-amp electrical service, and a full alarm system add comfort and convenience, while approved plans for renovation and expansion offer possibilities for the future.

5 Dogwood Lane, Glen Head

$1,200,000

3 Beds ⋅ 2 Baths ⋅ 1063911 MLS

Welcome to 10 University Place in Glen Head! This beautifully maintained Expanded Cape offers over 1,581 square feet of comfortable and versatile living space in a highly desirable neighborhood. Featuring three bedrooms, two full bathrooms, a spacious living room, formal dining room, and updated kitchen and baths, this home combines comfort, charm, and functionality. Relax in the inviting den with a wood-burning fireplace, perfect for cozy winter evenings. Situated on a generous 6,200-square-foot lot, the property boasts a private backyard oasis featuring a beautifully maintained in-ground swimming pool—ideal for summer entertaining, family gatherings, or simply unwinding. Additional highlights include an attached garage offering convenient parking and storage. Enjoy the added benefit of nearby Greely Square Park, with access just around the corner. For commuters, the Greenvale LIRR train station is just 0.8 miles away, providing convenient rail access to New York City and beyond. Located within the highly regarded North Shore School District, this home offers an exceptional opportunity to enjoy the best of Glen Head living. A wonderful home, a fantastic location, and a backyard made for making memories!

10 University Place, Glen Head

$7,500,000

6 Beds ⋅ 7 Baths ⋅ 1064180 MLS

Nestled On A Highly Private Street Within A Serene Wooded Setting, This Magnificent Custom-Built Estate Offers Approximately 7,000 Square Feet Of Unparalleled Luxury On A Secluded Flat Two-Acre Lot. Designed For Both Lavish Entertaining And Intimate Everyday Living, This Modern Architectural Masterpiece Combines Striking Interior Volumes With World-Class Outdoor Amenities. Step Through The Entry Into A Breathtaking Grand Foyer Featuring A Sweeping Curved Staircase, Elegant Wainscoting, And A Private In-Home Elevator. The Main Level Is Defined By Soaring Ceilings, A Towering Elegant Fireplace, And Retractable Glass Walls That Seamlessly Blur The Line Between Indoor And Outdoor Living. A Dramatic Architectural Highlight Is The Custom-Enclosed Breezeway, Functioning As A Spectacular Transitional Room And Sweeping Two-Story Ceilings. The Gourmet Chef’s Kitchen Is A True Showstopper, Complete With Custom Cabinetry, Striking Gold Hardware, Dual Statement Chandeliers, And A Massive Central Seating Island That Flows Directly Into The Formal Dining Spaces. The Fully Finished Walk Out Lower Level Significantly Expands The Home's Footprint, Offering A Sprawling, Versatile Space For Recreation, And Optional Home Theater, Private Gym, Or Wellness Center. On The Upper Level, The Primary Suite Serves As A Tranquil Private Retreat Featuring A Cozy Fireplace And Expansive Windows. Its Opulent, Spa-Inspired En-Suite Bathroom Boasts Extensive Marble Flooring, Dual Glass-Enclosed Showers, A Freestanding Soaking Tub, And Custom Vanities. Outside, The Property Transforms Into A Private Five-Star Resort. The Meticulously Manicured Exterior Centers Around A Spectacular Geometric Pool With An Integrated Spa And Cascading Water Features. The Outdoor Living Space Is Masterfully Built For Entertaining, Boasting A Custom Sunken Lounge Area With Built-In Seating, A Fully Equipped Outdoor Kitchen And Bar Situated Under A Pergola, And A Optional Luxurious Poolside Cabana. Early Buyers Will Have A Limited Opportunity To Personalize Select Finishes And Shape The Final Expression Of This Exceptional Brookville Estate.

Undisclosed, Glen Head

$1,118,000

3 Beds ⋅ 3 Baths ⋅ 1058934 MLS

A perfect Colonial, thoughtfully updated for today’s lifestyle, this exceptional Glen Head home seamlessly blends timeless character with modern luxury. At the heart of the home is the chef’s kitchen, featuring a Wolf range, Sub-Zero refrigerator, and oversized center island that opens effortlessly to the living room—creating an ideal space for everyday living and entertaining with sound system inside and out. The formal dining room offers an elegant setting for special occasions, while multiple entrances provide easy access to the expansive outdoor deck, perfect for seasonal dining and gatherings. The meticulously maintained grounds offer a true outdoor retreat, complete with a covered patio that conveniently leads to the heated garage and a lush, level yard with irrigation in the front and back for gardening. Inside, 9-foot ceilings on the main level enhance the sense of space and light, while the vaulted primary suite upstairs provides a private sanctuary, complete with a spa-like bath. Located within the highly regarded North Shore School District, consistently recognized as one of New York State’s top school districts, this home is ideally situated in the charming community of Glen Head. Tree-lined streets, suburban charm, and proximity to Hempstead Harbor and Tappan Beach offer an exceptional lifestyle with plenty of opportunities to enjoy the outdoors. For commuters, the Glen Head train station is just 0.3 miles away, while easy access to the Long Island Expressway makes travel throughout the region convenient. Come see for yourself what makes 11 Cherry Street such a wonderful place to call home—offering the space, amenities, location, and flexibility to accommodate a wide range of lifestyles.

11 Cherry Street, Glen Head

$1,125,000

5 Beds ⋅ 3 Baths ⋅ 1062070 MLS

Wonderful opportunity to own this beautiful 4- to 5-bedroom Colonial with garage, perfectly situated on a lovely block within the North Shore School District! Offering a wonderful flow throughout, featuring a spacious living room with a wood-burning fireplace, dining room, kitchen, FIRST FlOOR bedroom and full bath, plus a den that can easily serve as an additional bedroom or home office. The choice is yours! Upstairs, you'll find three additional bedrooms and two full baths, including a lovely primary suite with its own private bath and steam shower. Step outside to a beautiful, flat backyard with plenty of room for a pool, entertaining, or simply enjoying the outdoors. Full finished basement and shed add to the many conveniences of this home. Conveniently located close to schools, shopping, restaurants, parks, and all that the North Shore has to offer. Pictures coming soon!

11 University Place, Glen Head

$959,000

4 Beds ⋅ 3 Baths ⋅ 1057431 MLS

Welcome to 14 Waverly Street, a solid, well-built single-family home perfectly situated in the highly sought-after community of Glen Head. Boasting four spacious bedrooms and three full bathrooms, this residence offers over 1,900 sq ft of versatile living space. The bright, welcoming layout centers on a cozy living area with a fireplace. Set on a generous 0.27-acre lot, the property truly shines in the backyard, your own private oasis complete with a beautifully maintained in-ground pool, perfectly primed for entertaining or relaxing outdoors. An attached garage adds everyday convenience and additional storage. Located within the prestigious North Shore School District, this is a rare opportunity to invest in a great neighborhood.

14 Waverly Street, Glen Head

$3,390,000

6 Beds ⋅ 6 Baths ⋅ 1056792 MLS

Luxurious estate in a private gated neighborhood in the Village of Upper Brookville! This exceptional estate offers a rare combination of expansive acreage, generous living space, and resort-style amenities. Set on more than two acres, the 5,063-square-foot residence features six bedrooms, five full and one-half baths, and an inviting layout designed for both refined everyday living and effortless entertaining. Soaring ceilings, expansive windows, and an open-concept design create a light-filled sense of volume throughout the home. The majority of the living spaces are thoughtfully arranged on the main level, while generously proportioned rooms provide flexibility for both intimate gatherings and larger-scale entertaining. Walls of windows frame serene views of the beautifully landscaped grounds and bring the surrounding setting into the home. Beyond the interiors, the property unfolds as a private outdoor retreat. A sparkling in-ground pool and full tennis court provide an exceptional setting for recreation, relaxation, and summer entertaining, while the expansive grounds offer both privacy and room to enjoy the estate to its fullest. A three-car garage and distinguished circular drive enhance the property's impressive arrival and everyday convenience. A distinctive opportunity to enjoy privacy, scale, and an exceptional collection of amenities in one of Long Island's most sought-after North Shore settings

6 Quail Path, Glen Head

$1,390,000

4 Beds ⋅ 3 Baths ⋅ 1049860 MLS

Welcome to 9 The Promenade! Quiet interior location on oversized lot-4 Bed / 3 Bath - Primary En-Suite + 3 additional bedrooms.-Hi-Ranch-2318sq ft. -2023 updates inside & out-Open floor plan-White Chef’s Kitchen w/ Center Island-Huge Dining Room w/ sliders to fenced yard & patio-Laundry off kitchen-Ground-level guest bedroom room/mother-daughter w/proper permits required-Garage + oversized driveway for parking-

9 The Promenade, Glen Head

$1,299,000

4 Beds ⋅ 3 Baths ⋅ 1051579 MLS

This well-maintained Colonial offers four bedrooms and three full baths in a prime Glen Head location within the North Shore School District. A charming white picket-fenced backyard and welcoming fireplace add to its inviting appeal. The oversized kitchen opens to the dining room and backyard, creating an ideal setting for everyday living and entertaining. A spacious living room, convenient mudroom, and first-floor bedroom with full bath provide comfort and flexibility. Upstairs, the primary suite features an en suite bath and large walk-in closet, while two additional sun-filled bedrooms and a full hall bath complete the second level. Recent updates include a two-year-old roof and new washer, dryer, and refrigerator, each with an extended warranty. Numerous improvements reflect the home’s careful maintenance and pride of ownership. Conveniently located near the LIRR, shopping, dining, parks, beaches, Glenwood Landing Elementary School, and all that Glen Head has to offer.

30 Waverly Street, Glen Head

$949,000

2 Beds ⋅ 4 Baths ⋅ 1048063 MLS

Welcome to this sun-drenched and stylish Glen Head fully-updated townhouse in the Fairway View development, perfectly positioned with ideal southern exposure that bathes the home in natural light all day long. Step into a dramatic entry foyer with soaring cathedral ceilings that flow seamlessly into an open-concept living area. Sleek black hardwood floors anchor the residence, creating a sophisticated backdrop for both daily living and effortless entertaining. The gourmet eat-in kitchen features timeless quartz countertops, a matching backsplash, an expansive island with abundant storage, and a dedicated laundry area with pantry space. Step through sliders from the main living space onto your private back deck—an idyllic setting for outdoor dining or peaceful morning coffee. Upstairs, the primary suite serves as a true sanctuary, complete with a generous closet system and a tranquil, Zen-inspired en-suite bathroom. A spacious second bedroom, an additional full bath, and a versatile den/office space with its own private upper-deck access offer endless flexibility for work or guests. The fully finished basement adds exceptional living space, featuring an open layout, a third full bathroom, and an egress window. Situated in the prestigious, award-winning North Shore School District, this home offers the ultimate blend of privacy and convenience—just minutes from top-rated schools, local dining, community amenities, Tappen Beach, and the Glen Head LIRR for a effortless commute.

40 Cedar Lane N Unit #40, Glen Head

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Listings courtesy of OneKey® MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of . All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

Glen Head Real Estate

Newest Listings in Glen Head

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