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Browse All Glen Head NY Above $1M Properties for Sale

$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

$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

$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

$3,950,000
5 Beds 8 Baths 1010610 MLS
Welcome to 8 High Meadow Ct, a stunning classic all brick Colonial spanning 6000sqft of luxury set on a magnificent serene Old Brookville cul de-sac. This 5 bedroom Gem is rich with architectural details, exquisite millwork and designer finishes. A Gracious two-story Foyer introduces expansive principle rooms including Living Room/Fireplace, Formal Dining room, Den/Fireplace and Library/Office /Fireplace for effortless grand entertaining or more intimate gatherings Custom Cabinetry surrounds the fabulous Chef's dream Kitchen for endless storage with separate spacious Breakfast room overlooking pool setting. The primary bedroom is a lavish retreat with sun-lit sitting room, fireplace, wardrobe dressing area and luxurious spa bath occupying the prime position of the 2nd floor . Two spacious bedrooms with shared bath and wrap around hallway leading to 4th en-suite bedroom complete the 2nd floor. Lower level is partially finished with playrooms, storage closets, large cedar closet and 1/2 bath. Step outside to brick-walled patio with built-in BBQ and multiple bluestone patios and walkways lined with vibrant gardens leading to the sparkling gunite heated pool with jacuzzi waterfall, Surrounded by lush landscaping, a covered patio with ceiling heaters opens to the very spacious Guest/Pool House with living room, full kitchen , full bath, laundry room and dressing room for a year round retreat. 3 car garage. 2 magnificent private acres, Locust Valley SD. By Appointment

8 High Meadow Court, Glen Head

$2,995,000
3 Beds 3 Baths 1003540 MLS
Built new in 2017 with the highest of standards on an ultra-private 1 acre property in Glen Head. This one level 3 bedroom ranch luxury home offers quality finishes, exceptional craftsmanship and a comfortable floor plan. The main living area is an open concept eat-in-kitchen to a great room with fireplace and formal dining. A separate den with beautiful paneled walls is to the front of the house. Custom millwork, high ceilings and wide plank hardwood floors throughout. Natural gas and full radiant heat. The custom kitchen is equipped with Wolf and Sub-Zero appliances, quality cabinetry, marble countertops, centre island and premium details. Spacious primary bedroom suite with lux primary bathroom. Lots of closets and storage. Full basement with outdoor entrance, complete with gym, office and recreational room, cedar closet and more. Outdoor living is equally impressive with a covered heated lanai, bluestone patio, heated gunite swimming pool, pavilion/pool house, outdoor shower, and lush professional mature landscaping creating a true private retreat. Additional highlights include James Hardie siding, real stone veneer, alarm and camera system, sprinkler system, epoxy-finished 2-car garage, and two hidden storage sheds. A rare North Shore offering combining privacy, luxury and resort-style living. North Shore School District, Glen Head Elementary and quick access to local towns and shops, golf and tennis clubs, beaches and more.

379 Frost Pond Road, Glen Head

$1,050,000
4 Beds 2 Baths 1006246 MLS
Welcome to this beautifully updated 4-bedroom, 2-full-bath Cape Cod located in the heart of Glen Head, one of Long Island’s most sought after North Shore communities. Situated within the acclaimed North Shore School District, this charming home offers the perfect blend of comfort, convenience, and location. The main level features a spacious first floor primary bedroom, a full bath, and inviting living spaces designed for everyday living and entertaining. Enjoy the luxury of radiant heated floors in the kitchen, dining room, and family room, while gas heat serves the remainder of the home. Central air conditioning provides year-round comfort. Upstairs, you’ll find three additional bedrooms and a second full bath, offering flexibility for family, guests, home offices, or hobbies. The partially finished full basement provides valuable bonus space for recreation, storage, a gym, or playroom. Step outside to a beautifully landscaped, fully fenced backyard featuring a patio ideal for outdoor dining, entertaining, or simply enjoying a quiet evening at home. A one-car garage and mature landscaping further enhance this property’s appeal. Beyond the home itself, enjoy all that Glen Head and the North Shore lifestyle have to offer. Conveniently located near parks, local shops, restaurants, and the Glen Head LIRR station, commuting to New York City and surrounding areas is effortless. Appreciate the area’s tree-lined streets, proximity to the Long Island Sound, recreational opportunities, traditional village, and strong sense of community that make the North Shore such a desirable place to call home. Move right in and enjoy the perfect combination of updated living, outdoor enjoyment, and an exceptional North Shore location

10 Radcliff Boulevard, Glen Head

$1,699,000
5 Beds 6 Baths 992632 MLS
Set in the heart of Glen Head, this exceptional expanded farm ranch at 30 Todd Drive is full of surprises — a home that truly goes on and on, offering far more space than you would ever imagine from the moment you arrive. Rebuilt and substantially enlarged in 2002, this meticulously maintained residence features 5 bedrooms with potential for a 6th bedroom, 4 full bathrooms, and 2 powder rooms across an expansive and thoughtfully designed layout, including an additional 1,535 square feet of finished lower-level space with egress access to the backyard. A welcoming foyer introduces beautifully scaled interiors highlighted by oversized rooms, rich hardwood flooring, and custom architectural details throughout. The spectacular eat-in kitchen serves as the heart of the home, featuring a large center island with seating, granite countertops, stainless steel appliances, extensive cabinetry, and generous dining space with sliding glass doors opening to the backyard. The formal dining room is perfectly positioned with oversized windows overlooking the private grounds, filling the space with natural light. The impressive family room showcases soaring vaulted ceilings and a dramatic stone wood-burning fireplace, creating a warm and inviting atmosphere with an additional set of sliding doors leading outdoors. The main-level primary suite offers a peaceful retreat complete with a spa-inspired bath and oversized walk-in closet. A second first-floor ensuite bedroom provides ideal accommodations for guests, extended family, or multigenerational living. Upstairs, an additional ensuite bedroom is complemented by two spacious bedrooms, a shared full bath, and a bonus den. The finished lower level provides exceptional additional living space with approximately 1,535 square feet, including laundry, abundant storage, and an expanded area with direct egress access to the rear property. Outside, the secluded backyard is surrounded by mature landscaping and designed for effortless outdoor enjoyment, featuring a patio, gas cooking hookup, basketball area, and exceptional privacy. An oversized two-car garage completes this outstanding offering. A rare North Shore opportunity combining expansive living space, thoughtful design, and timeless appeal, all conveniently located near shopping, dining, public transportation, and within the acclaimed North Shore School District.

30 Todd Drive E, Glen Head

$2,650,000
5 Beds 5 Baths 992824 MLS
Tucked away in the sought-after North Shore Acres neighborhood of Glen Head you will find this refined home combining contemporary flair with traditional details set on .53 acre. Reimagined within the last 10 years to include all new wood floors, moldings, stairs, kitchen and baths. This property checks all the boxes, a bespoke wood-mode kitchen w/calcutta marble counters, center island and premium appliances. A first floor guest suite includes a new full bath. Soaring ceilings with new skylights drenching the living spaces with natural light. The primary suite w/spa-like marble bath, soaking tub, steam shower and double vanities. Additional 3 bedrooms and new full bath all located on second floor. The full walk-out lower level features additional living spaces, additional bedroom and full bath. Sliders provide access to the outdoor oasis where you will find the in-ground saltwater pool with wading area, hot - tub, firepit, new pavers where you can enjoy it all in complete privacy. A CoverSafe Automtic Pool Cover offers peace of mind. You have a found a home that has been loved and renovated with the utmost quality including a new roof, gutters, skylights and exterior painting all done this year. Nothing to do but enjoy living in this beautiful home in an exclusive neighborhood that is also convenient to schools, LIRR, shopping and dining. Taxes have been successfully grieved for upcoming year. North Shore School District.

4 Cross Lane, Glen Head

$1,375,000
4 Beds 2 Baths 981017 MLS
As spring arrives, an exceptional opportunity awaits to own this beautifully updated original Stern Family home, thoughtfully reimagined and extensively renovated in 2024, ideally situated in Glen Head’s sought-after Hill Terrace and overlooking the prestigious Engineers Country Club golf course. This high-end center hall Colonial seamlessly blends classic Tudor-inspired design with modern luxury and offers a true turn-key lifestyle where every detail has been thoughtfully addressed. Newly refinished hardwood floors run throughout, complemented by a freshly painted interior, all new Pella windows, updated bathrooms featuring new toilets throughout, and a slate roof that has been professionally cleaned and well maintained. The fully renovated eat-in kitchen is a true showpiece, featuring a quartzite waterfall island, Wolf 6-burner gas range with pasta water spout, Sub-Zero refrigerator, beverage refrigerator, and radiant heated floors. The kitchen flows effortlessly into the dining area with direct access to the backyard. The living room offers a wood-burning fireplace and connects to a heated sunroom with access to the yard, providing additional living space. The second level features a sun-filled primary bedroom along with three additional bedrooms. The fully finished walk-out lower level adds approximately 650 square feet of living space and includes a recreation area and a new, modern laundry room. Step outside to your private outdoor oasis, complete with an in-ground saltwater pool with a new liner, heated spa with waterfall feature, and an outdoor kitchen equipped with a BBQ, sink, and refrigerator. The property is enhanced with mature plantings, in-ground sprinklers, and outdoor lighting. Additional features include a two-car detached garage, oversized driveway, and an electric vehicle charging station conveniently located by the garage. Conveniently located near shopping, dining, transportation, and major roadways, and located within the sought-after North Shore School District. Don’t miss this exceptional opportunity.

60 Roosevelt Avenue, Glen Head

$1,895,000
5 Beds 5 Baths 975020 MLS
A Rare 2-Acre North Shore Estate-Like Setting Offering Privacy, Presence, and Endless Potential Set on approximately 2 acres of private, park-like grounds, this timeless Colonial with vintage charm presents a truly rare opportunity in the heart of Glen Head. Privately set back and gently elevated from the road along a long, tree-lined approach, the property offers an exceptional sense of space and seclusion—an increasingly rare offering on the North Shore. Overlooking the surrounding area, the home enjoys beautiful natural light and the opportunity to take in stunning sunset views from its elevated setting. Inside, the home features a classic and functional layout with expansive living areas, a formal dining room, and a bright breakfast nook designed for both everyday living and effortless entertaining. A charming original butler’s pantry adds character and functionality, while central air provides year-round comfort. A standout feature is the detached 3-car garage with electric, offering exceptional flexibility for vehicles, storage, or a workshop. The true highlight remains the land—flat, usable, and rich with possibility—offering the perfect canvas to create a custom outdoor retreat, expand, or simply enjoy the tranquility of your own private setting. Recent updates include a roof and gutters less than one year old, a burner approximately 6 years old, and a hot water heater approximately 3 years old, adding additional value and peace of mind. Ideally located just moments from shopping, dining, and transportation, this property delivers the rare balance of privacy, scale, and convenience.

195 Cedar Swamp Road, Glen Head

$12,000,000
954864 MLS
Glen Head Commons is a rare, 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. 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 the immediate area and a truly exciting prospect not seen in over 40-50 years here.

Glen Head

$2,995,000
4 Beds 5 Baths 931034 MLS
Discover the perfect blend of elegance and modern comfort in this stunning new construction Modern Farmhouse Colonial situated on an exclusive street adjacent to Engineer’s Golf Course. Boasting breathtaking golf course views, this meticulously designed home offers 4 spacious bedrooms, each with its own en-suite bathroom, ensuring privacy and convenience for all. The luxurious primary suite features a spa-like retreat with a large walk-in shower, soaking tub, dual vanities, and large walk-in closets. Designed for effortless entertaining, the open-concept layout seamlessly connects the chef’s kitchen, breakfast area, and family room with a cozy fireplace. The kitchen is a culinary masterpiece, complete with a large island, top-of-the-line appliances, and cultured stone countertops. Additional main-level highlights include oak floors throughout, a formal dining room, butler’s pantry, living room, study, powder room and a two-car garage. Step outside to the on-grade rear patio, set within a professionally landscaped yard, perfect for outdoor gatherings. Upstairs, you’ll find a second-floor laundry room for added convenience. The home boasts 9-foot ceilings on the first floor and 8-foot ceilings on the second, enhancing the sense of space and light. The unfinished basement with 9-foot ceilings offers endless potential for customization. Experience luxury living at its finest in this exceptional new construction home with unrivaled views and a premier location. Existing taxes reflect land evaluation only.

732 Motts Cove Road N, Glen Head

$2,099,000
4 Beds 3 Baths 920526 MLS
Exceptional Custom-Built Colonial in the Heart of Glen Head Don’t miss this rare opportunity to own a truly one-of-a-kind custom-built home in the desirable Glen Head community. Thoughtfully designed and built with no expense spared, this residence is a masterpiece of quality craftsmanship, luxury finishes, and modern functionality — far beyond basic or “just to code.” Step into a grand center hall colonial featuring a dramatic entry foyer, stunning custom white oak flooring, and intricate moldings throughout. The expansive open-concept layout flows seamlessly into a gourmet chef’s eat-in kitchen, complete with a massive 2” quartz island, top-of-the-line GE Cafe appliances, LED lighting, and custom cabinetry — ideal for everyday living and entertaining. Unmatched Construction & Features: Radiant heat throughout all levels, including the basement, Superior 2"x6" framing and steel beam construction, 10' ceilings on lower level, 9' on main and 8' upstairs, One-foot-thick foundation for durability and insulation. All principal rooms are generously sized, filled with natural light, and designed for both comfort and elegance. Outside, enjoy your private backyard oasis with a beautiful in-ground pool featuring a smart filtration system and automated retractable cover, plus a sleek outdoor kitchenette area — perfect for relaxing and entertaining year-round. All perfectly situated on over a quarter-acre of manicured property in a prime location. This home is a rare gem offering the perfect blend of timeless design and cutting-edge construction.

9 Hill Drive, 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.

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