Glen Head NY Real Estate, Homes, Condos for Sale

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

$4,390,000

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

$799,999

3 Beds ⋅ 2 Baths ⋅ 1041833 MLS

THE "ULTIMATE" GLEN HEAD OPPORTUNITY — HARBOR VIEW, IN-GROUND POOL & TREMENDOUS POTENTIAL — OFFERED AT JUST $799,000 Located in the desirable Harbor View section of Glen Head, within the Hamlet of Oyster Bay, this expanded Cape offers an exceptional opportunity for buyers looking to renovate, customize, and create a home that reflects their own vision. Situated on an approximately 7,035-square-foot lot, the property offers a compelling combination of location, outdoor living, privacy, and future potential. The interior is ready for updating and renovation, providing the perfect canvas for a buyer to re imagine the space and make it their own. The backyard is a true highlight and is designed for entertaining, featuring a fenced-in backyard featuring an in-ground swimming pool with a Salt water conversion system , expansive patio areas, an enclosed/covered porch overlooking the pool, and a separate gazebo ideal for outdoor dining, entertainment, relaxing, and enjoying the warmer months. Conveniently located near the LIRR, shopping, restaurants, and everyday amenities, and situated within the highly regarded North Shore School District. North Shore Senior High School was recently ranked No. 2 among Nassau County’s Top 10 High Schools in the ranking provided. With its sought-after Harbor View location, generous lot size, impressive outdoor amenities, and substantial renovation potential, this property presents an exciting opportunity to create something truly special in Glen Head. Pool -Property -Potential & Location Offered at just $799,000. Come see the possibilities this Harbor View home has to offer. The home is being sold as-is and offers an excellent opportunity for updating, expansion, customization. The kitchen ,Baths and interior finishes are dated and ready for renovation,while the property offers tremendous potential to create a home that suits your style and needs. Whether you’re an end user, investor, or contractor, this is a unique opportunity to unlock the full potential of the home and property. BRING YOUR VISION and make 2 Ruth Place your own.

2 RUTH Place, Glen Head

$789,000

5 Beds ⋅ 2 Baths ⋅ 1040374 MLS

This double dormered Cape Cod features a living room, formal dining room, a kitchen, a den, two bedrooms and a full bath on the main floor and three bedrooms including the primary bedroom ( full with primary bedroom is huge and could easily be divided into two separate bedrooms ) and a bath on the second floor. There is a full basement, a one car garage that is not in good shape, an in-ground pool that needs to be repaired or replaced, hardwood floors, tile floors, a newer main roof, all gas cooking and Heating and a very quiet location that is walk to most things. This house needs a lot of work but is a diamond in the rough.

1 Glen Cove Drive, Glen Head

$929,000

4 Beds ⋅ 2 Baths ⋅ 1039687 MLS

A Builder’s Dream in Hill Terrace! Bring your vision and your contractor—this well-located home offers an exciting opportunity for buyers looking to renovate, customize, and create their dream home. Nestled in the desirable Hill Terrace neighborhood of Glen Head, this property is surrounded by beautiful homes and offers incredible potential. Enjoy a top-rated school district and a prime location close to everything—charming village shops and dining, beautiful beaches, schools, and the railroad for an easy commute. Whether you're looking to build, renovate, or invest in a sought-after community, this is an opportunity not to be missed. Builders and savvy buyers—come now! The possibilities are endless.

35 Washington Avenue, Glen Head

$1,099,998

3 Beds ⋅ 2 Baths ⋅ 1038251 MLS

Welcome to this charming three-bedroom, two-bathroom home in the heart of Glen Head, offering comfortable living spaces, thoughtful updates, and wonderful outdoor amenities. The formal living room features a beautiful fireplace, creating a warm and inviting setting for relaxing or entertaining, while the adjacent dining room provides an ideal space for family meals and gatherings. The updated kitchen offers modern convenience and functionality, and the spacious family room provides plenty of room for everyday living, movie nights, or entertaining guests. The primary bedroom is a private retreat with its own balcony, while two additional bedrooms provide comfortable spaces for children, guests, or a home office. With ample storage throughout and a full unfinished basement, there is plenty of space for organization, hobbies, recreation, or future expansion. Outside, enjoy a fully fenced backyard designed for both relaxation and entertaining. A covered patio provides a comfortable outdoor living area, while a separate fire pit area creates the perfect spot for gathering with family and friends. Ideally located in Glen Head, this home offers convenient access to the Long Island Rail Road, Tappan beach, nearby parks and recreational areas, and the highly sought-after North Shore community and school district. A wonderful opportunity to enjoy the space, charm, and convenience of Glen Head living.

40 Plymouth Drive S, Glen Head

$4,500,000

1037268 MLS

Two distinctive residential building lots offered individually or together. Lot A consists of approximately 2.26 acres and Lot B approximately 2.12 acres, each with rights and ownership interest in the dedicated private road serving the two properties. The private road area is separate from and additional to the stated building-lot acreage, providing a private and distinctive approach to both homesites. Purchase one lot ($2,250,000/each) or acquire both for a combined private estate opportunity. See subdivision plan and title documents for boundaries and ownership details.

6 Hidden Pond, Glen Head

$1,299,000

4 Beds ⋅ 4 Baths ⋅ 1035793 MLS

Welcome to this DIAMOND, beautifully renovated Colonial offering approx. 2400 sq ft of stylish living space in the sought after North Shore Acres neighborhood. With exceptional curb appeal and extensive renovations completed in 2023, this move in ready home perfectly blends modern updates with timeless charm. The spacious interior features four generously sized bedrooms and three and half baths, including a primary suite with a stunning en-suite marble bathroom with radiant heated floors. Designed for both everyday living and entertaining, the home offers a bright living room with an additional sitting area, dining room,versatile playroom or home office, updated eat in kitchen with stainless steel appliances, spacious attic, and a large outdoor storage shed. Included in the renovation is a new roof, siding, windows, boiler, & A/C. Situated on over 1/3 of an acre, the property offers a beautiful patio for outdoor entertaing and a large, flat, beautiful piece of property. Easy access to NYC, Covenient to all, North Shore Schools. Must See!

53 Beechwood Drive, Glen Head

$888,000

3 Beds ⋅ 1 Baths ⋅ 1027250 MLS

Charming Corner Property "The Promenade" – Glen Head Tucked into one of Glen Head's most walkable and welcoming pockets, this Charming 3-bedroom, 1-bath ranch sits proudly on a coveted corner lot along The Promenade — offering both character and convenience in equal measure. Step inside and be greeted by warm, original wood floors that flow throughout the home, adding timeless charm to every room. The cozy fireplace serves as a natural gathering point, perfect for quiet evenings in or entertaining friends and family on a crisp fall night. Sun-filled rooms and a comfortable layout make this home as practical as it is inviting. Outdoor living is just as special here. Start your mornings on the classic front porch with a cup of coffee, or unwind in the evening on the spacious back deck — both finished with durable, low-maintenance Trex decking designed to look beautiful for years to come. Whether you're hosting a summer barbecue or simply enjoying some fresh air, these outdoor spaces extend your living area beautifully. Practicality meets opportunity with the attached 1-car garage, offering easy parking and extra storage, while the unfinished basement is a blank canvas — ideal for a home gym, workshop, media room, or simply valuable extra storage space. Perhaps best of all is the unbeatable location. Situated within the highly regarded North Shore School District, this home is just moments from the elementary school, making morning drop-offs a breeze. Commuters will love the close proximity to the train station, while everyday errands are simplified with a grocery store and local shops just around the corner, and the Long Island Sound down the road. Here, small-town charm meets everyday convenience — a rare combination that's hard to find. This is more than just a house — it's a place to put down roots, build memories, and enjoy the very best of Glen Head living. 3 Bedrooms | 1 Bathroom | 1-Car Garage | Unfinished Basement | North Shore Schools Schedule your private showing today — homes like this in The Promenade don't come along often!

38 Hill Drive, Glen Head

$1,199,000

4 Beds ⋅ 3 Baths ⋅ 1030036 MLS

Pride of ownership is evident in this charming 4 bedroom Colonial that beautifully blends timeless character with thoughtful updates. Lovingly expanded and meticulously maintained by its current owners, this warm and inviting home is ready for its next chapter. Inside you'll find comfortable living spaces filled with charm and character, making this a home that has been cherished over the years Nestled in the highly coveted Harbor View Community, and set on a private, level property, the outdoor space is ideal for entertaining and everyday enjoyment, featuring a spacious patio, buit-in BBQ area, grass yard, storage shed and access to the garage. . Opportunities to own a home in this sought-after neighborhood are few and far between. This property is a true gem and will not last long!

10 Polly Lane, Glen Head

$2,775,000

4 Beds ⋅ 4 Baths ⋅ 1025463 MLS

Nestled on two private acres, this stunning 4-bedroom, 3.5-bath ranch combines timeless comfort with resort-style living, featuring over 3,100 square feet, an in-ground pool, and beautifully designed indoor-outdoor spaces, all within the acclaimed North Shore School District.

153 Brookville Lane, Glen Head

$999,999

3 Beds ⋅ 2 Baths ⋅ 1025046 MLS

Beautifully remodeled home offering a bright, open layout with soaring vaulted ceilings, gleaming hardwood floors, and timeless finishes throughout. The inviting living room is anchored by a stunning fireplace, creating the perfect space to relax or entertain. The updated interior seamlessly blends style and comfort, while large windows fill the home with natural light. Step outside to a private patio, ideal for outdoor dining, entertaining, or simply enjoying the peaceful surroundings. Located in the highly desirable North Shore School District, this move-in-ready home is a wonderful opportunity to enjoy modern living in the heart of Glen Head.

56 Glen Cove Drive, 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

$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

$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

$899,000

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

$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, Hardwood Floors, 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, new paint. 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

$649,000

3 Beds ⋅ 2 Baths ⋅ 1016764 MLS

AUCTION/OCCUPIED. 3- bedroom, 2 bath 1,499 square feet home sitting on 6,200 square foot lot in Glenwood Landing. Home is a short distance from Glen Head LIRR station, 3 different golf courses and Sea Cliff Beach. Property is sold “as is” with NO property disclosures, NO inspection reports, NO interior photos, NO lease in place, NO access- The seller does not represent or guarantee occupancy status. NO VIEWINGS of this property. Please DO NOT DISTURB the occupant. Buyer is responsible for obtaining possession of the property upon closing.

31 Glenwood Road, 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

$765,000

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. 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

$999,000

3 Beds ⋅ 3 Baths ⋅ 1007334 MLS

Lovingly updated, this warm and inviting home in the Promenade section of prime Glen Head offers a versatile multi-level layout with 3 bedrooms and 2.5 bathrooms, including a spacious primary ensuite. Featuring multiple living and entertaining spaces across different levels, including a lower-level den/playroom and a generous backyard with multi-level decking. This home blends comfort and functionality with ease. Centrally located, near the Glen Head train station, local shops and restaurants at the four corners, and within the sought-after North Shore School District.

7 Cedar Lane, Glen Head

$1,688,000

5 Beds ⋅ 4 Baths ⋅ 989458 MLS

Room for everyone in this expanded and updated Glen Head center hall colonial offering 5 bedrooms and inviting living spaces. The impressive entrance highlights the custom stairs and millwork. An open floor plan is convenient for today's lifestyle. The spacious living room features a fireplace and opens to the gracious formal dining room with double doors leading to the private rear patio complete with outdoor kitchen. An expansive kitchen offers Wolf gas cooking, double ovens and lots of counter space making cooking and entertaining a breeze. The second floor highlights the sun drenched primary bedroom with soaring 11 ft ceilings and french doors to bath featuring radiant heated floors. The additional 4 bedrooms are all spacious with generous storage spaces. Two additional full baths are located on the second floor. A lower level introduces ample recreation areas, laundry room and full bath. This home does not disappoint. Conveniently located within steps to the North Shore Middle/High Schools, close to LIRR, shopping, dining and Tappen Beach.

1 Kissam Lane, Glen Head

$2,699,000

5 Beds ⋅ 4 Baths ⋅ 989507 MLS

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 energy efficiency; Brand new roof for long-term peace of mind; Newly installed 22 kW whole-house generator; Chimney recently repointed with new lining; Recently redone gunite pool – perfect for relaxation and entertaining; Spacious outdoor area ideal for gatherings and activities; This home combines modern upgrades with a tranquil setting, offering a rare opportunity to own this move-in ready gem!

14 Ormond Park Road, Glen Head

$898,000

3 Beds ⋅ 2 Baths ⋅ 986756 MLS

Welcome to this charming split-level home offering a perfect blend of comfort, functionality, and outdoor beauty. Featuring 3 bedrooms and 1.5 baths, this well-maintained residence provides a versatile layout ideal for everyday living and entertaining. Step outside to a true gardener’s paradise—lush, thoughtfully landscaped grounds filled with vibrant plantings, mature greenery, and peaceful garden spaces. A charming patio provides the perfect setting for outdoor dining, morning coffee, or simply enjoying the serene surroundings. This home is a wonderful opportunity for those seeking both indoor comfort and exceptional outdoor living.

1106 Glen Cove Avenue, Glen Head

$2,699,900

5 Beds ⋅ 4 Baths ⋅ 974758 MLS

Stunning Old Brookville Estate on 2 Acres with Pool & Outdoor Oasis Welcome to this exquisite 5-bedroom, 4-bathroom home nestled on 2 acres of beautifully landscaped property in the prestigious area of Old Brookville. This elegant residence offers the perfect blend of luxury, comfort, and privacy. Step inside to discover spacious living areas filled with natural light, including a grand living room with a cozy fireplace, a formal dining room, and a gourmet kitchen. The primary suite is a private retreat, complete with a spa-like en-suite bathroom. The fully finished basement is an entertainer’s dream, featuring a custom bar and ample space for gatherings. Outdoors, enjoy a serene backyard paradise with an in-ground pool, a charming gazebo, and a spacious patio—perfect for relaxing or entertaining. This exceptional property offers a rare opportunity to own a piece of paradise in one of Long Island’s most desirable locations. Don’t miss out on this remarkable home!

Glen Head

$825,000

3 Beds ⋅ 2 Baths ⋅ 957740 MLS

Opportunity knocks! This charming three-bedroom, one-and-a-half-bath ranch is in desirable Glen Head with North Shore Schools. Convenient to the train, highways, and shops. A blank canvas ready to make your own, with endless possibilities and easy expansion potential!

856 Glen Cove Avenue, 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

$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

$928,000

3 Beds ⋅ 3 Baths ⋅ 930046 MLS

Rare Opportunity set within desirable gated community of the Knolls in Glen Head, diamond condition renovated in 2022 and beautifully maintained, offering the perfect balance of privacy and convenience, this spacious private townhouse with no one above and no one below, The entrance foyer has an open concept, the residence offers a spacious open floor plan, the perfect balance of an effortless lifestyle, powder room & laundry room, dining room area with hardwood floors, living room with hardwood floors, custom crown & base moldings, recessed lighting, plus a cozy fireplace, sliding doors to a large deck great for entertaining, eat in kitchen with porcelain wood floors, custom white cabinetry, quartz counter tops, stainless steel appliances and sliding doors out to the large deck for alfresco dinning, custom base and crown moldings throughout, the primary bedroom exceptionally large and large primary bath, 2 additional spacious bedrooms and a full bath, The Lower level recreation room with gym very spacious, plus lots of storage. driveway private, 2 car garage in the front with entry to the main floor, room for more parking for cars in the driveway, Enjoy the serenity of lush, landscaped grounds, amenities include 24-hour gated community, landscaping and snow removal, the monthly fee $2108 .21maintenance and taxes included, assessment $276.18 currently included in the total of $2108.21 a month. maintenance and taxes will go back to $1789, there is a transfer tax to the buyer $5000. This Coop with Condo rules and no board approval. Ideally located near shopping and transportation so much more. North Shore School District.

31 The Glen Unit #31, 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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