Glen Head NY Real Estate & Homes for Sale

A gated driveway and charming front porch welcomes you into this impeccable residence to enjoy the luxury of moving into a home that looks and feels brand new. Owners completed renovations in 2023, using only expert Craftsman & superior quality appointments. The versatile layout of this sprawling Ranch home is sited on over 2 vibrant Acres, with 6030 Square Feet of Living Space, ideally designed for comfort with sleek contemporary finishes. Experience the allure of open-concept living with generous sun-drenched rooms. MAIN LEVEL: Spacious Entry Foyer w/builtins, Living Rm, Double Sided Stone & Slate Gas Fp, Floor to Ceiling Windows, Stunning Custom Designed 15 Ft Bar with Hi-tech Finish & Wine Cooler. Formal Dining Rm, High End Eat-in-Kitchen, Beamed Vaulted Ceiling, Skylights, Professional Thermador Appliances, Glass Subway Tiles Backsplash, Pot Filler Faucet, Double Farmhouse Sink, Under Counter Beverage Fridge, Microwave and thoughtfully designed Breakfast Area. Adjoining Family Rm, Double Sided Stone & Slate Gas Fp, opens to expansive Mahogany Deck spanning 50 Ft. and Awning, overlooking your own secluded private Oasis. Lavish Primary Ensuite, Custom Built Walk-in Closet/Dressing Rm with Island and Laundry. Additional 2 Bedrooms, Full Bath, Powder Rm and NEW HW Fls, completes main level. LOWER LEVEL WALKOUT: Features the ultimate Great Rm, Wood Burning Fp with stone facing, King Size Bedroom for guests, or family members, Billiard Rm, Gym, Home Office, Playroom, Full Bath and Laundry. NEW HW Floors & Radiant Heat throughout. Floor to Ceiling windows with Glass Doors, lead to a large Slate Patio for entertaining, Gas access for cooking and Hot Outdoor Shower. NEW Cambridge ArmorTec Pavers, beautiful Mature Japanese Maple Trees and Deep Lush Flat Property embrace the inviting Heated Pool. All NEW Custom Window Treatments compliment every room with designer Fabrics and Shades. NEW Fencing surrounds Property. High efficiency Gas Heating System CAC and Wired for Generator. Room for Pickleball/Tennis Court. Beyond compare, this special home offers endless possibilities. Effortlessly chic and move-in ready, this meticulously crafted home awaits your arrival. Revered Award Winning Jericho School District.

A gated driveway and charming front porch welcomes you into this impeccable residence to enjoy the luxury of moving into a home that looks and feels brand new. Owners completed renovations in 2023, using only expert Craftsman & superior quality appointments. The versatile layout of this sprawling Ranch home is sited on over 2 vibrant Acres, with 6030 Square Feet of Living Space, ideally designed for comfort with sleek contemporary finishes. Experience the allure of open-concept living with generous sun-drenched rooms. MAIN LEVEL: Spacious Entry Foyer w/builtins, Living Rm, Double Sided Stone & Slate Gas Fp, Floor to Ceiling Windows, Stunning Custom Designed 15 Ft Bar with Hi-tech Finish & Wine Cooler. Formal Dining Rm, High End Eat-in-Kitchen, Beamed Vaulted Ceiling, Skylights, Professional Thermador Appliances, Glass Subway Tiles Backsplash, Pot Filler Faucet, Double Farmhouse Sink, Under Counter Beverage Fridge, Microwave and thoughtfully designed Breakfast Area. Adjoining Family Rm, Double Sided Stone & Slate Gas Fp, opens to expansive Mahogany Deck spanning 50 Ft. and Awning, overlooking your own secluded private Oasis. Lavish Primary Ensuite, Custom Built Walk-in Closet/Dressing Rm with Island and Laundry. Additional 2 Bedrooms, Full Bath, Powder Rm and NEW HW Fls, completes main level. LOWER LEVEL WALKOUT: Features the ultimate Great Rm, Wood Burning Fp with stone facing, King Size Bedroom for guests, or family members, Billiard Rm, Gym, Home Office, Playroom, Full Bath and Laundry. NEW HW Floors & Radiant Heat throughout. Floor to Ceiling windows with Glass Doors, lead to a large Slate Patio for entertaining, Gas access for cooking and Hot Outdoor Shower. NEW Cambridge ArmorTec Pavers, beautiful Mature Japanese Maple Trees and Deep Lush Flat Property embrace the inviting Heated Pool. All NEW Custom Window Treatments compliment every room with designer Fabrics and Shades. NEW Fencing surrounds Property. High efficiency Gas Heating System CAC and Wired for Generator. Room for Pickleball/Tennis Court. Beyond compare, this special home offers endless possibilities. Effortlessly chic and move-in ready, this meticulously crafted home awaits your arrival. Revered Award Winning Jericho School District.

Welcome to your sanctuary on two acres of lush grounds! Step into this magnificent colonial residence, a true testament to timeless elegance and modern luxury. Built in 1989, this home boasts an awe-inspiring two-floor portico that sets the stage for the grandeur within. Upon entering the first-floor grand foyer, prepare to be enchanted by the masterful decorative paintings adorning the walls, meticulously crafted by renowned artist Sean Crosby. This 8-bedroom, 7-full bath, and one-half bath masterpiece offers unparalleled sophistication at every turn. The heart of the home lies in the gourmet kitchen, featuring an expansive island, granite countertops, and top-of-the-line appliances. Adjacent is the cozy breakfast area, complete with sliding doors that open onto the sprawling deck and expansive backyard, ideal for al fresco dining and entertaining. Entertain in style in the formal dining room, capable of accommodating over 20 guests, or unwind in the family room and great living room, each exuding warmth and charm. The east wing beckons with a spacious great room and powder room, while the west wing leads to steps descending to a captivating inground pool and hot tub, offering year-round relaxation and enjoyment. Ascend the staircase to the second floor, where the primary ensuite awaits, along with six additional family rooms, each boasting its own luxurious bathroom, ensuring comfort and privacy for all. For ultimate entertainment, venture to the fully-finished basement, where a theater room, dance floor, bar, pool table, and playroom await, providing endless opportunities for recreation and relaxation. Experience unparalleled luxury and endless possibilities in this stately colonial retreat, where every detail has been thoughtfully curated for the most discerning

Welcome to your sanctuary on two acres of lush grounds! Step into this magnificent colonial residence, a true testament to timeless elegance and modern luxury. Built in 1989, this home boasts an awe-inspiring two-floor portico that sets the stage for the grandeur within. Upon entering the first-floor grand foyer, prepare to be enchanted by the masterful decorative paintings adorning the walls, meticulously crafted by renowned artist Sean Crosby. This 8-bedroom, 7-full bath, and one-half bath masterpiece offers unparalleled sophistication at every turn. The heart of the home lies in the gourmet kitchen, featuring an expansive island, granite countertops, and top-of-the-line appliances. Adjacent is the cozy breakfast area, complete with sliding doors that open onto the sprawling deck and expansive backyard, ideal for al fresco dining and entertaining. Entertain in style in the formal dining room, capable of accommodating over 20 guests, or unwind in the family room and great living room, each exuding warmth and charm. The east wing beckons with a spacious great room and powder room, while the west wing leads to steps descending to a captivating inground pool and hot tub, offering year-round relaxation and enjoyment. Ascend the staircase to the second floor, where the primary ensuite awaits, along with six additional family rooms, each boasting its own luxurious bathroom, ensuring comfort and privacy for all. For ultimate entertainment, venture to the fully-finished basement, where a theater room, dance floor, bar, pool table, and playroom await, providing endless opportunities for recreation and relaxation. Experience unparalleled luxury and endless possibilities in this stately colonial retreat, where every detail has been thoughtfully curated for the most discerning

True elegance designed for gracious living. This home boasts a retreat lifestyle and welcomes you to a beautiful courtyard leading to the grand atrium, formal living room, formal dining room with butler pantry, study, gourmet chef's kitchen, breakfast room surrounded by a wall of windows, great room with gas fireplace, luxurious primary bedroom wing with breathtaking spa bath. The home features vaulted ceilings, custom millwork with detailed finishes. This spectacular resort style property with heated pool, waterfall, hot tub with expansive patio on 2 acres of manicured lawn resides in a very private cul-de-sac. The lower level is an entertainer's delight with family room, exercise room and home office.

True elegance designed for gracious living. This home boasts a retreat lifestyle and welcomes you to a beautiful courtyard leading to the grand atrium, formal living room, formal dining room with butler pantry, study, gourmet chef's kitchen, breakfast room surrounded by a wall of windows, great room with gas fireplace, luxurious primary bedroom wing with breathtaking spa bath. The home features vaulted ceilings, custom millwork with detailed finishes. This spectacular resort style property with heated pool, waterfall, hot tub with expansive patio on 2 acres of manicured lawn resides in a very private cul-de-sac. The lower level is an entertainer's delight with family room, exercise room and home office.

Spectacular architecturally exciting Sprawling cedar/stone 2 story contemporary with tremendous sense of elegance & style. Amazing open floor plan with high cathedral ceilings, natural light floor to ceiling windows overlook heated in-ground pool & bucolic 2.48 acres.Living room, banquet size DR, gourmet kitchen, top of the line appliances, spacious en-suite Master Bedroom on main floor with majestic Japanese garden, overlooking landscaped property that will take your breath away! New Lennox AC and Air Handlers, Tesla Charger, Alkaline Water system.

Spectacular architecturally exciting Sprawling cedar/stone 2 story contemporary with tremendous sense of elegance & style. Amazing open floor plan with high cathedral ceilings, natural light floor to ceiling windows overlook heated in-ground pool & bucolic 2.48 acres.Living room, banquet size DR, gourmet kitchen, top of the line appliances, spacious en-suite Master Bedroom on main floor with majestic Japanese garden, overlooking landscaped property that will take your breath away! New Lennox AC and Air Handlers, Tesla Charger, Alkaline Water system.

Nestled at the end of a tranquil cul-de-sac, this exquisite 4 bedroom, 3.5 bathroom colonial home is a true gem. Boasting a full finished basement and luxurious amenities throughout, this property offers the perfect blend of comfort and elegance. Upon entering, you're greeted by the foyer that leads to the spacious living areas, including a formal living room, sitting room and a sunlit dining room, perfect for entertaining guests. The heart of the home is the gourmet kitchen, featuring radiant heated floors, granite countertops, stainless steel appliances, and a wrap-around counter for culinary adventures. Upstairs, the primary suite is a private sanctuary with a spa-like in-suite bathroom featuring radiant heated floors, a soaking tub, and a separate shower. Three additional bedrooms and 1 full bathroom provide ample space for everyone. The lower level is a haven for relaxation and recreation, offering a fully finished basement with a media room, gym area, and plenty of storage space. Outside is your own private paradise, complete with a heated inground pool, surrounded a paver patio with an outdoor kitchen area and lush landscaping for outdoor dining and lounging. Enjoy summer days swimming, hosting poolside gatherings, or simply enjoying your backyard retreat. Additional features include a 1 car garage, central air conditioning, a security system, central vacuum, radiant heat, and a convenient location near schools, parks, shopping, and dining options.

Nestled at the end of a tranquil cul-de-sac, this exquisite 4 bedroom, 3.5 bathroom colonial home is a true gem. Boasting a full finished basement and luxurious amenities throughout, this property offers the perfect blend of comfort and elegance. Upon entering, you're greeted by the foyer that leads to the spacious living areas, including a formal living room, sitting room and a sunlit dining room, perfect for entertaining guests. The heart of the home is the gourmet kitchen, featuring radiant heated floors, granite countertops, stainless steel appliances, and a wrap-around counter for culinary adventures. Upstairs, the primary suite is a private sanctuary with a spa-like in-suite bathroom featuring radiant heated floors, a soaking tub, and a separate shower. Three additional bedrooms and 1 full bathroom provide ample space for everyone. The lower level is a haven for relaxation and recreation, offering a fully finished basement with a media room, gym area, and plenty of storage space. Outside is your own private paradise, complete with a heated inground pool, surrounded a paver patio with an outdoor kitchen area and lush landscaping for outdoor dining and lounging. Enjoy summer days swimming, hosting poolside gatherings, or simply enjoying your backyard retreat. Additional features include a 1 car garage, central air conditioning, a security system, central vacuum, radiant heat, and a convenient location near schools, parks, shopping, and dining options.

Welcome to the epitome of luxury living in "The Knolls" gated community in Glen Head. This stunning 3/4 bedroom, 2.5 bath townhouse exudes elegance and comfort at every turn. Step into the spacious open-plan living area, adorned with gleaming hardwood floors that lead you seamlessly into the gourmet kitchen, boasting sleek countertops and stainless-steel appliances. Dual decks beckon you outside to enjoy the serene surroundings. Upstairs, the expansive primary bedroom awaits, complete with a luxurious en-suite bath featuring a soaking tub and separate shower, as well as a generous walk-in closet. Two additional bedrooms offer versatility for any lifestyle need. Situated in the North Shore School District, this townhouse promises not just a home, but a lifestyle of convenience and prestige. Don't miss out on the opportunity to call this gem yours-schedule your private tour today!

Welcome to the epitome of luxury living in "The Knolls" gated community in Glen Head. This stunning 3/4 bedroom, 2.5 bath townhouse exudes elegance and comfort at every turn. Step into the spacious open-plan living area, adorned with gleaming hardwood floors that lead you seamlessly into the gourmet kitchen, boasting sleek countertops and stainless-steel appliances. Dual decks beckon you outside to enjoy the serene surroundings. Upstairs, the expansive primary bedroom awaits, complete with a luxurious en-suite bath featuring a soaking tub and separate shower, as well as a generous walk-in closet. Two additional bedrooms offer versatility for any lifestyle need. Situated in the North Shore School District, this townhouse promises not just a home, but a lifestyle of convenience and prestige. Don't miss out on the opportunity to call this gem yours-schedule your private tour today!

9 Canterbury Road is a timeless colonial located on a quiet cul-de-sac in desirable Old Brookville. This quaint home boats 5 bedrooms, 3.1 baths, and a classic floorplan with distinct rooms. Upon entering into the foyer, you're greeted with a sitting room & great room to your left, and a formal dining room that connects to the kitchen to your right. The great room features high ceilings, a stunning marble fireplace & wet bar. You can take in the views of the expansive yard from large picture windows that allow a great amount of natural light throughout the year. Off of the sitting room is a full in-home gym also facing the yard with large picture windows & full mirrored wall. Upstairs, you'll find the primary suite with en-suite full bath and large walk-in closet, 2 well-sized bedrooms, a full bath, and 'in-law' suite with separate stairs leading from mudroom & designated full bath. The main highlight of this property is the well-kept backyard featuring a 45'x20' infinity-edge, heated, saltwater, Gunite swimming pool, paired with a matching in-ground hot tub. The large yard also features a wooden cabana, equipped with a bathroom, outdoor shower, and dressing rooms. You'll be able to entertain guests all summer via the granite bar that opens from the pool house, under a detailed pergola, with surround-sound speakers, and plenty of storage. 9 Canterbury Road also features a large, finished basement with designated laundry room and work bench, & 2-car garage.

9 Canterbury Road is a timeless colonial located on a quiet cul-de-sac in desirable Old Brookville. This quaint home boats 5 bedrooms, 3.1 baths, and a classic floorplan with distinct rooms. Upon entering into the foyer, you're greeted with a sitting room & great room to your left, and a formal dining room that connects to the kitchen to your right. The great room features high ceilings, a stunning marble fireplace & wet bar. You can take in the views of the expansive yard from large picture windows that allow a great amount of natural light throughout the year. Off of the sitting room is a full in-home gym also facing the yard with large picture windows & full mirrored wall. Upstairs, you'll find the primary suite with en-suite full bath and large walk-in closet, 2 well-sized bedrooms, a full bath, and 'in-law' suite with separate stairs leading from mudroom & designated full bath. The main highlight of this property is the well-kept backyard featuring a 45'x20' infinity-edge, heated, saltwater, Gunite swimming pool, paired with a matching in-ground hot tub. The large yard also features a wooden cabana, equipped with a bathroom, outdoor shower, and dressing rooms. You'll be able to entertain guests all summer via the granite bar that opens from the pool house, under a detailed pergola, with surround-sound speakers, and plenty of storage. 9 Canterbury Road also features a large, finished basement with designated laundry room and work bench, & 2-car garage.

Welcome to 7 Dogwood lane! A traditional colonial with everything you could hope for! Located in the Harbor View neighborhood of Glen Head, this home hits all the marks! 4 bedrooms and 2.5 bathrooms with laundry located on the second floor! The first floor walks into your formal living space, flowing into your dining area and then into your kitchen. This completely renovated EIK kitchen boasts granite countertops with waterfall edges, brand new appliances and cabinets and provides access to your backyard patio to make hosting indoor and outdoor entertainment seamless and easy! Make your way into the cozy yet spacious den that boasts a brick fireplace and back sliding door that also goes to the patio! You also have a 2 car attached garage. Lastly, Make your way to the fully finished walkout basement that has endless possibilities!

Welcome to 7 Dogwood lane! A traditional colonial with everything you could hope for! Located in the Harbor View neighborhood of Glen Head, this home hits all the marks! 4 bedrooms and 2.5 bathrooms with laundry located on the second floor! The first floor walks into your formal living space, flowing into your dining area and then into your kitchen. This completely renovated EIK kitchen boasts granite countertops with waterfall edges, brand new appliances and cabinets and provides access to your backyard patio to make hosting indoor and outdoor entertainment seamless and easy! Make your way into the cozy yet spacious den that boasts a brick fireplace and back sliding door that also goes to the patio! You also have a 2 car attached garage. Lastly, Make your way to the fully finished walkout basement that has endless possibilities!

Discover the pinnacle of everyday living where sophistication meets serenity in Old Brookville. Nestled away on its own private and unique compound, this expansive and meticulous ranch boasts 4 bedrooms, 5.5 baths, finished walkout basement. Spacious living areas perfect for entertaining, custom eat-in chef's kitchen boasting top-of-the-line appliances with two islands, granite counter tops, custom cabinetry & storage. Gunite heated pool with new patio and tennis court set amidst 2.4 acres. The 2 story pool house retreat with full kitchen, 2.5 baths & loft. Charming private guest cottage with 2 beds, 1 bath and kitchen, provides an additional space perfect for visitors or extended family. Award-winning North Shore schools, conveniently located to shopping, fine dining, country clubs and prestigious golf courses. This 1-of-a-kind residence offers a lifestyle of unparalleled opportunity, convenience & sophistication. Must see!

Welcome to 104 Pound Hollow Road, a distinguished property in Old Brookville. This brick center-hall colonial situated on a picturesque two acres features six bedrooms, five full bathrooms and two half bathrooms. The residence showcases abundant natural light throughout. Its expansive interior with generously sized rooms adorned with wood floors, blends elegance with modern comforts. Key highlights include an open eat-in kitchen with a butler's pantry, den with soaring ceilings and fireplace, first floor bedroom and a private home office. Primary suite offers a seating area, walk-in closets, and an en-suite bathroom. The home also includes two additional en-suite bedrooms and two bedrooms with a shared bathroom. The expansive layout, with its beautiful wood flooring throughout, provides an ideal setting for both relaxation and entertainment. Outdoors, discover meticulously landscaped verdant grounds, a spacious brick patio, and a heated salt-water gunite pool. The three-car garage provides convenient parking and storage. 104 Pound Hollow Road seamlessly combines classic design elements, generous room sizes and an abundance of natural light, offering an unparalleled living experience in Old Brookville.

Welcome to 104 Pound Hollow Road, a distinguished property in Old Brookville. This brick center-hall colonial situated on a picturesque two acres features six bedrooms, five full bathrooms and two half bathrooms. The residence showcases abundant natural light throughout. Its expansive interior with generously sized rooms adorned with wood floors, blends elegance with modern comforts. Key highlights include an open eat-in kitchen with a butler's pantry, den with soaring ceilings and fireplace, first floor bedroom and a private home office. Primary suite offers a seating area, walk-in closets, and an en-suite bathroom. The home also includes two additional en-suite bedrooms and two bedrooms with a shared bathroom. The expansive layout, with its beautiful wood flooring throughout, provides an ideal setting for both relaxation and entertainment. Outdoors, discover meticulously landscaped verdant grounds, a spacious brick patio, and a heated salt-water gunite pool. The three-car garage provides convenient parking and storage. 104 Pound Hollow Road seamlessly combines classic design elements, generous room sizes and an abundance of natural light, offering an unparalleled living experience in Old Brookville.

Open floor plan with an abundance of natural light is waiting for you at 11 Oak Valley Drive. A charming home with chic modern vibe on 104x178 lot. Large updated kitchen with gas cooking, center island, prep sink and sliders to rear yard. Great flow for entertaining. First floor bedroom and new full bath. Second floor offers primary bedroom with sitting area, new bath with double sinks, shower and tub. Laundry located on second floor. Convenient location near transportation, school, library, shopping and dining. Taxes have been grieved. Glen Head elementary.North Shore SD .

Open floor plan with an abundance of natural light is waiting for you at 11 Oak Valley Drive. A charming home with chic modern vibe on 104x178 lot. Large updated kitchen with gas cooking, center island, prep sink and sliders to rear yard. Great flow for entertaining. First floor bedroom and new full bath. Second floor offers primary bedroom with sitting area, new bath with double sinks, shower and tub. Laundry located on second floor. Convenient location near transportation, school, library, shopping and dining. Taxes have been grieved. Glen Head elementary.North Shore SD .

Gated entry setback renovated expanded ranch with soaring 12 ft entry foyer ceilings. Exceptional quality craftsmanship & attention to detail throughout. Spacious open floor plan with wall of windows. Gourmet kitchen/high end appliances. Vaulted ceiling, custom millwork throughout. Large family room with fireplace and custom built ins, large principle rooms. Separate nanny or in law en suite. Serene outdoor space with covered patio overlooking heated salt water pool. Flat 2 acres on Private set back location. Specimen plantings. location close to all.

Gated entry setback renovated expanded ranch with soaring 12 ft entry foyer ceilings. Exceptional quality craftsmanship & attention to detail throughout. Spacious open floor plan with wall of windows. Gourmet kitchen/high end appliances. Vaulted ceiling, custom millwork throughout. Large family room with fireplace and custom built ins, large principle rooms. Separate nanny or in law en suite. Serene outdoor space with covered patio overlooking heated salt water pool. Flat 2 acres on Private set back location. Specimen plantings. location close to all.

Nestled on the beautiful Overbrook Lane in Glen Head, this full brick estate sits on 1.24 acres of land with a view of a pond. This masterpiece offers the ultimate luxury living experience with over 7,300 sq. ft. boasting 5 bedrooms and 5 baths. Custom designed millwork, and hand painted ceilings throughout. From the moment you step inside, you are astonished with immaculate craftsmanship and modern elegance. Every detail has been flawlessly thought out with the highest quality finishes. The kitchen features a large center island that is open to the spacious family and breakfast room, making it perfect for entertaining and family gatherings. The primary suite features a luxurious bath, and 3 walk-in closets. Four Additional bedrooms, with ample space. Second floor has a separate spa/sauna for ultimate relaxation. The full finished basement is the perfect space for recreational activities with high ceilings and lots of potential. The backyard is an oasis, featuring a pond and clear beautiful grounds for lots of potential. The solar panels offer an extra convenience of lower electricity cost. The round driveway leads to a 3-car garage. Large MUST SEE!

Nestled on the beautiful Overbrook Lane in Glen Head, this full brick estate sits on 1.24 acres of land with a view of a pond. This masterpiece offers the ultimate luxury living experience with over 7,300 sq. ft. boasting 5 bedrooms and 5 baths. Custom designed millwork, and hand painted ceilings throughout. From the moment you step inside, you are astonished with immaculate craftsmanship and modern elegance. Every detail has been flawlessly thought out with the highest quality finishes. The kitchen features a large center island that is open to the spacious family and breakfast room, making it perfect for entertaining and family gatherings. The primary suite features a luxurious bath, and 3 walk-in closets. Four Additional bedrooms, with ample space. Second floor has a separate spa/sauna for ultimate relaxation. The full finished basement is the perfect space for recreational activities with high ceilings and lots of potential. The backyard is an oasis, featuring a pond and clear beautiful grounds for lots of potential. The solar panels offer an extra convenience of lower electricity cost. The round driveway leads to a 3-car garage. Large MUST SEE!