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$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

$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

$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

$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

$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

$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

$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

$2,099,000
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

$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.