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11 Cherry Street, 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

11 University Place, 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

14 Waverly Street, 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

23 Hill House Lane, Glen Head
$1,995,000
4 Beds ⋅ 3 Baths ⋅ 1057516 MLS
'RARE AND REMARKABLE' RANCH . . . . with Understated, Unassuming Elegance. At first glance one may not view this ranch-styled home as anything particularly extraordinary in terms of its size or its form but it has a certain allure that is rather irresistible. You will undoubtedly find time spent within it to be completely restorative. Nature surrounds you here- it envelopes you and it provides a peaceful, serene environment that calms the mind and body. You can consider this property your very own oasis, your home of refuge- private and secluded- a wonderful place to raise your family. Older relatives or guests will be able to comfortably navigate this home since all of its rooms are on one level - just one step up from the street grade. There are a few apple trees to enjoy in the backyard, a small greenhouse, and plenty of room for a vegetable garden and even domesticated livestock! - live off of your own land! When and if you outgrow its ample space, you can add onto it- no need to move! All of these items are what typically render a house that may be initially viewed as ordinary into a home that captivates you - heart and soul- and becomes quite extraordinary. Over time, you will fill it with fond memories of many special family gatherings and occasions- exactly like its original (for 5 years) and current owners (for 42 years) have. . . its unavoidable. The use and thorough enjoyment of this home and property render its value ABSOLUTELY PRICELESS! PERFECTLY POSITIONED in the south-west corner of the Village of Old Brookville, it is not far from the surviving mansions of the bye-gone era responsible for the reference to Nassau County’s northern shore as its ‘gold coast’. The town planners were apparently intent on preserving the nature of the area when they required each residential lot to consist of a minimum of 2 acres. They encouraged owners to continue agriculture, dairying, the keeping of poultry, livestock & horses (with limits), dogs, game and birds for personal use. Owners are also encouraged to pursue their own horticulture interests utilizing the existing greenhouse. Home occupation for various professional uses (there is a separate side entrance) is also possible albeit with some restrictions, or pursue your artistic interests (the tool shed or the attached double garage would make an excellent art or music studio). Ideally located within close proximity to the Greenvale Station on the Oyster Bay line of the LIRR, the North Shore Central School District (K-12), and the LIU-CW Post and NY Institute of Technology campuses. Shopping abounds at the Wheatly Shopping Plaza, which now includes Uncle Giuseppi’s, the Miracle mile, the Roosevelt Mall and all the various shopping centers along Old Country Road in Westbury. Whole Foods and Trader Joes are also nearby. There is a vast number of country clubs and golf courses to choose from surrounding this property in addition to several tennis clubs and the Red Barn and Brookville Farms Equestrian centers. Notable Places of Interest nearby: Theordore Roosevelt Memorial Park; Young's Farm; The Planting Fields Aboretum; Old Westbury Gardens; Nassau County Museum of Art; Sands Point Preserve; Bayville Adventure Park; Rottkamp Brothers Farm; Muttontown Preserve; Christopher Morley Park; Holocaust Center; Sagamore Hill National Historic Site; Raynham Hall Museum; Oyster Bay Waterfront Center; Jericho Cider Mill; Garvies Pt Museum and Preserve

23 Hill House Lane, Glen Head

6 Quail Path, 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

30 Waverly Street, 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

40 Cedar Lane N Unit #40, 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

22 Evans Drive, Glen Head
$4,190,000
7 Beds ⋅ 7 Baths ⋅ 1043149 MLS
Welcome to 22 Evans Drive, an exceptional residence set on over two acres in the prestigious Village of Brookville. Offering approximately 6,750 square feet of living space, this impressive home combines grand proportions, timeless elegance, and exceptional privacy. Designed for both sophisticated entertaining and comfortable everyday living, the home features expansive living areas, abundant natural light, generously sized bedrooms, and a seamless flow throughout. The beautifully landscaped property provides a peaceful, private setting with plenty of space for outdoor entertaining and relaxation. Located within the highly regarded Jericho School District and surrounded by some of Long Island’s most distinguished estates, this remarkable Brookville property offers a rare combination of space, privacy, and convenience—just minutes from shopping, dining, major roadways, and the LIRR. A truly special opportunity to own an impressive estate in one of Long Island’s most desirable communities.

22 Evans Drive, Glen Head

738 Motts Cove Road N, Glen Head
$2,995,000
4 Beds ⋅ 5 Baths ⋅ 1023631 MLS
Just Completed to Perfection. Stunning new construction on a charming tree-lined cul-de-sac shared by only six homes, this exceptional 4-bedroom, 4.5-bath Hamptons-inspired residence offers the perfect blend of luxury, craftsmanship, and location. Filled with natural light, the home features exquisite millwork, designer finishes, and an open floor plan ideal for today's lifestyle. The chef's kitchen boasts an oversized center island, quartz countertops, Sub-Zero and Wolf appliances, a breakfast area, and opens to the spacious great room with a fireplace and French doors leading to a beautiful patio for seamless indoor/outdoor entertaining. The main level also includes a formal dining room with coffered ceiling, butler's pantry, living room, office/den, powder room, and attached two-car garage. Upstairs, the luxurious primary suite offers tray ceilings, walk-in closets, and a spa-inspired bath with Carrara marble, soaking tub, walk-in shower, and dual vanities. Three additional en-suite bedrooms and a second-floor laundry room complete the upper level. A full basement with 9-foot ceilings offers exceptional potential to create additional living space tailored to your needs. Additional features include Pella windows, 4-inch wide-plank oak floors, premium fixtures, multi-zone HVAC, energy-efficient construction, hardie plank,and professionally landscaped grounds, all within the award-winning North Shore School District. *Current property taxes reflect land value only.*

738 Motts Cove Road N, Glen Head

734 Motts Cove Road N, Glen Head
$2,995,000
4 Beds ⋅ 5 Baths ⋅ 1023543 MLS
Nearing Completion – See 738 Motts Cove N for Finished Home. Stunning new construction on a charming tree-lined cul-de-sac shared by only six homes, this exceptional 4-bedroom, 4.5-bath Hamptons-inspired residence offers the perfect blend of luxury, craftsmanship, and location. Filled with natural light, the home features exquisite millwork, designer finishes, and an open floor plan ideal for today's lifestyle. The chef's kitchen boasts an oversized center island, quartz countertops, Sub-Zero and Wolf appliances, a breakfast area, and opens to the spacious great room with a fireplace and French doors leading to a beautiful patio for seamless indoor/outdoor entertaining. The main level also includes a formal dining room with coffered ceiling, butler's pantry, living room, office/den, powder room, and attached two-car garage. Upstairs, the luxurious primary suite offer tray ceilings, walk-in closets, and a spa-inspired bath with Carrara marble, soaking tub, walk-in shower, and dual vanities. Three additional en-suite bedrooms and a second-floor laundry room complete the upper level. A full basement with 9-foot ceilings offers exceptional potential to create additional living space tailored to your needs. Additional features include Pella windows, 4-inch wide-plank oak floors, premium fixtures, multi-zone HVAC, energy-efficient construction, and professionally landscaped grounds, all within the award-winning North Shore School District.*Current property taxes reflect land value only.*

734 Motts Cove Road N, Glen Head

730 Motts Cove Road N, Glen Head
$2,995,000
4 Beds ⋅ 5 Baths ⋅ 1023531 MLS
Nearing Completion – See 738 Motts Cove N for Finished Home. Stunning new construction on a charming tree-lined cul-de-sac shared by only six homes, this exceptional 4-bedroom, 4.5-bath Hamptons-inspired residence offers the perfect blend of luxury, craftsmanship, and location. Filled with natural light, the home features exquisite millwork, designer finishes, and an open floor plan ideal for today's lifestyle. The chef's kitchen boasts an oversized center island, quartz countertops, Sub-Zero and Wolf appliances, a breakfast area, and opens to the spacious great room with a fireplace and French doors leading to a beautiful patio for seamless indoor/outdoor entertaining. The main level also includes a formal dining room with coffered ceiling, butler's pantry, living room, office/den, powder room, and attached two-car garage. Upstairs, the luxurious primary suite offer stray ceilings, walk-in closets, and a spa-inspired bath with Carrara marble, soaking tub, walk-in shower, and dual vanities. Three additional en-suite bedrooms and a second-floor laundry room complete the upper level. A full basement with 9-foot ceilings offers exceptional potential to create additional living space tailored to your needs. Additional features include Pella windows, 4-inch wide-plank oak floors, premium fixtures, multi-zone HVAC, energy-efficient construction, and professionally landscaped grounds, all within the award-winning North Shore School District.*Current property taxes reflect land value only.*

730 Motts Cove Road N, Glen Head

7 Locust Street, Glen Head
$1,088,000
4 Beds ⋅ 2 Baths ⋅ 1024196 MLS
Located in the highly coveted, award-winning North Shore School District.Welcome home to this move-in-ready, newly renovated Colonial perfectly situated at the beginning of a charming, quiet cul-de-sac. This 4-bedroom, 2-full-bath home beautifully balances classic warmth with modern upgrades and an open space concept. The expanded 2,300 sq. ft. layout (1,561 sq. ft. livable) begins on the first floor with an inviting living room, a beautifully updated open-concept kitchen/dining room, a full bathroom, and an attached garage. Upstairs, find 4 spacious, sun-drenched bedrooms and a second full bath. Full finished basement provides incredible additional space for a home gym, media room, or play area. Enjoy seamless everyday living with unbeatable convenience—just minutes to the LIRR for an easy commute, plus nearby supermarkets, fine dining, and premier shopping. All information is deemed reliable but not guaranteed. Don't miss this Blue-ribbon North Shore gem!

7 Locust Street, Glen Head

112 The Glen Unit #112, Glen Head
$850,000
3 Beds ⋅ 3 Baths ⋅ 1019592 MLS
Welcome to The Knolls, a beautifully landscaped and meticulously maintained gated condominium community offering effortless, low maintenance living in a prime location. This exceptional 1944 square foot residence features 3 bedrooms and 3 full baths, thoughtfully designed with spacious living areas, abundant natural light, and a highly functional floor plan. The sun-filled gourmet eat-in kitchen offers generous cabinetry, ample workspace, and room for casual dining. The elegant living room is anchored by a wood burning fireplace and open to a private wood deck, creating the perfect setting for indoor-outdoor entertaining and relaxation. The spacious primary suite is a true retreat, featuring deck access, abundant closet space, and the convenience of an upstairs laundry area. A second laundry room on the lower level provides added flexibility and convenience. The expansive lower level offers exceptional additional living space with outside access, making it ideal for a family room, home office, gym, guest quarters, or recreation area. Ample storage throughout the home ensures space for all of your belongings. Additional features include two outdoor parking spaces conveniently located on the first level near the front door, making everyday living easy and accessible. Residents of The Knolls enjoy a host of amenities and services, including a gated entrance with entry code access, weekend attendant, beautifully maintained grounds, roof decks, and exterior windows and doors maintained by the condo association. The community is known for its pristine appearance, mature landscaping, and welcoming atmosphere. The monthly HOA fee is $1,780.26 per month which includes the taxes, assessment for $233.22 which lasts for 18 months. Also included in the monthly fee is snow removal, landscaping, exterior maintenance, and community upkeep, allowing residents to enjoy a carefree lifestyle. No board approval is required. Offering the perfect combination of space, comfort, convenience, and a maintenance-free living, the exceptional home presents a rare opportunity to enjoy one of the area's most desirable condominium communities.

112 The Glen Unit #112, Glen Head

12 The Glen Lane Unit #12, Glen Head
$1,550,000
4 Beds ⋅ 5 Baths ⋅ 1016195 MLS
Welcome to The Knolls, a Prestigious Gated Community located in the North Shore Coveted Gold Coast. This Sun-Drenched, Spacious Residence Set in a Prime Location, features a Secluded Backyard. A True Sanctuary that Offers a Combination of Tranquility, Privacy, and Beauty. This Elegant Multi-Level Home has a flowing Open Floor Plan, New oak wood Floors throughout the house, and an abundance of Natural Light. This home offers you two master bedrooms with full bathroom with lots of closet space. one on the first floor with jacuzzi, stand up shower, sky lights, second master bedroom on the 2nd floor with full bathroom lots of closet space, wood oak floors, new Recessed Lighting, sliding doors to the deck to enjoy nature. Many updates have been done throughout the house, new oak wood floors, new Recessed Lighting, the interior of the house is freshly painted. walking-in garage attached to the house. THIS CO-OP IS RUN AS A CONDO – WITH NO BOARD APPROVAL REQUIRED. TAXES AND MAINTENANCE ARE CONVENIENTLY INCLUDED IN THE TAX PORTION

12 The Glen Lane Unit #12, Glen Head

19 The Circle Unit #19, Glen Head
$760,000
2 Beds ⋅ 2 Baths ⋅ 1003795 MLS
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 lighting, and timeless craftsmanship throughout. The well-appointed kitchen is designed for both function and style, featuring granite countertops, tile backsplashes, stainless steel appliances, gas cooking, generous cabinetry, and a sun-drenched dining area illuminated by skylights. A brand-new central heating and air-conditioning system was just installed, providing added comfort and peace of mind. Its open-concept layout flows seamlessly into the main living space, creating the perfect environment for everyday living and entertaining alike. The dramatic living room boasts soaring vaulted ceilings, additional skylights, a cozy fireplace, and oversized sliding glass doors that open to a private deck spanning the full length of the unit. The spacious primary suite serves as a private retreat, complete with a walk-in closet, direct deck access through sliding glass doors, and an abundance of natural light. The recently updated luxurious primary en-suite bath features a double vanity, soaking tub, and separate shower, creating a spa-like experience at home. A generously sized second bedroom, full guest bath, and dedicated laundry closet with washer and dryer provide comfort and convenience. Additional highlights include a four-year-young hot water heater (installed in Nov 2022) covered assigned garage parking, a private storage area, and exclusivity of gated community living. Ideally located near transportation, shopping, dining, and recreation, this exceptional residence presents a rare opportunity to enjoy one of Glen Head's most sought-after communities.

19 The Circle Unit #19, Glen Head

Glen Head
$12,000,000
954864 MLS
Glen Head Commons is a fully approved shovel-ready new residential development opportunity in the heart of Glen Head, NY within the Town of Oyster Bay, one of Long Island's most desirable North Shore communities in Nassau County. Situated on 7.7 acres, the completely flat site is ideally located close to town amenities and nearby to the Glen Head Long Island Railroad Station. The subject property falls within the North Shore School District, including Glen Head Elementary, and has very close proximity to the North Shore Middle School and North Shore High School, plus numerous private school options nearby. The property is fully approved for total 53 residential units, thoughtfully designed to blend seamlessly into the surrounding neighborhood. The approved site plan consists of 15 single family residences and 38 townhomes. Highly desirable new construction homes to be built with in a healthy high demand market. Glen Head offers a classic North Shore of Long Island lifestyle characterized by strong community identity, tree-lined streets, and proximity to beaches, marinas, parks, town shops, a variety of food options and village centers. The location provides outstanding regional connectivity, offering exceptional transit-oriented appeal just 26 miles from Manhattan and LIRR train access to both Penn Station and Grand Central in about an hour to New York City plus easy access to major roads and multiple international airports. With all approvals in place and utilities accessible, including sewers available, Glen Head Commons represents an exceptional opportunity to deliver high-quality for-sale housing in a supply-constrained, North Shore market. Buyers to verify all information and process to further develop this land parcel including physical improvements such as new road and utilities. The most ready to go new residential development in Nassau County and a truly exciting residential development not seen in over 40-50 years here.

Glen Head

3 Station Plaza, Glen Head
$199,999
835991 MLS
Are you ready to be your own boss and take the reins of a successful convenience store business? This is your chance to own a well-established store with impressive financial performance and exciting growth opportunities! Don't miss out on the opportunity to take this thriving convenience store business to the next level! With yearly gross sales of $441,360 and an owner yearly net of $96,000, this business is a solid investment. The new owner will benefit from a new 10-year lease at $2,500 a month, providing stability and room for growth. By adding lotto, extending operating hours, and introducing grab-and-go foods, the potential for increased revenue is substantial. This thriving business is ready for new energy and ideas to maximize its potential.

3 Station Plaza, Glen Head

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.