Refine Search
Map
Sort by
$3,700,000
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
$2,650,000
5 Beds ⋅ 5 Baths ⋅ 992824 MLS
Tucked away in the sought-after North Shore Acres neighborhood of Glen Head you will find this refined home combining contemporary flair with traditional details set on .53 acre. Reimagined within the last 10 years to include all new wood floors, moldings, stairs, kitchen and baths. This property checks all the boxes, a bespoke wood-mode kitchen w/calcutta marble counters, center island and premium appliances. A first floor guest suite includes a new full bath. Soaring ceilings with new skylights drenching the living spaces with natural light. The primary suite w/spa-like marble bath, soaking tub, steam shower and double vanities. Additional 3 bedrooms and new full bath all located on second floor. The full walk-out lower level features additional living spaces, additional bedroom and full bath. Sliders provide access to the outdoor oasis where you will find the in-ground saltwater pool with wading area, hot - tub, firepit, new pavers where you can enjoy it all in complete privacy. A CoverSafe Automtic Pool Cover offers peace of mind. You have a found a home that has been loved and renovated with the utmost quality including a new roof, gutters, skylights and exterior painting all done this year. Nothing to do but enjoy living in this beautiful home in an exclusive neighborhood that is also convenient to schools, LIRR, shopping and dining. Taxes have been successfully grieved for upcoming year. North Shore School District.

4 Cross Lane, Glen Head
$2,100,000
5 Beds ⋅ 4 Baths ⋅ 937836 MLS
Exquisite 5-bedroom residence on a private cul-de-sac set within the highly-regarded Jericho School District. This home features approximately 3,959 sq ft of living space on a flat, pristine 2-acre parcel. Built in 1952 and lovingly maintained, the property offers timeless appeal with modern comforts — two fireplaces, central air-conditioning, and a fully finished lower level. Outdoors, enjoy a resort-style in-ground gunite pool, adjacent pool-house and bocce court, all tucked away among lush landscaping for ideal entertaining or tranquil everyday living. A rare opportunity to reside in one of the North Shore’s most exclusive enclaves — schedule your private tour today.

4 Norgate Road, Glen Head
$2,055,000
4 Beds ⋅ 4 Baths ⋅ 962370 MLS
Better than new! Recently constructed in 2023, this incredible 4-bedroom 3.5 bath home with integrated smart home technology has been extensively enhanced by the current owners and truly checks every box. Soaring ceilings and abundant natural light, the main living space features stunning millwork, gas fireplace, custom window treatments throughout and seamlessly flow to the open-concept chef’s kitchen with generous cabinetry, premium finishes and new custom bench breakfast seating. Just off the formal dining room, newly installed French doors create a flexible, private space ideal for a home office, den, or playroom. The first floor also includes a laundry room, chic powder room, panty and access to the attached garage. Upstairs, all four bedrooms are thoughtfully situated including a fantastic primary suite with ample closets and luxurious spa bath. The fully finished lower level offers a beautifully renovated rec room with built to fit cabinetry and a marble sink, as well as a private office area with custom built-ins and a bespoke infrared light and hybrid sauna. A separate entrance provides convenient access directly to the backyard and pool area. The fenced, landscaped rear yard is a true retreat. Newly installed in-ground pool with expansive Italian marble patio and kitchen is an incredible oasis and with plenty of room to play. Located near train and town, this turn key designer showcase is your perfect next home.

14 Oaklawn Avenue, Glen Head
$1,910,000
4 Beds ⋅ 3 Baths ⋅ 973310 MLS
Welcome to this impeccably maintained and beautifully updated 4-bedroom center hall colonial, where timeless elegance meets modern luxury. A grand two-story foyer creates a stunning first impression, setting the tone for the thoughtfully designed interior. The heart of the home is a state-of-the-art eat-in kitchen, perfectly equipped for both everyday living and entertaining. Featuring quartz countertops, a professional-grade 6-burner gas range, double ovens, two dishwashers, and a built-in wine cooler. This space is as functional as it is stylish. There is laundry on the first floor. Comfort is elevated throughout with radiant heated floors in the front hall, kitchen, and bathrooms. The spacious layout offers generous living areas, ideal for gatherings large or small. Enter outside to your own private entertainer’s paradise—an exceptional backyard designed for relaxation and hosting unforgettable events. This space has two gazebos, one of which includes an outdoor tv and a beverage bar. The backyard also features an outdoor kitchen with granite countertops, built-in natural gas BBQ, double stove top burner, full-size sink and under counter refrigerator. The primary suite features two walk-in closets and a luxurious 11' x 16' spa bathroom (2021). Additional highlights include a new roof (October 2025) and a heated two-car garage, adding convenience and year-round comfort. This home truly has it all—luxury, functionality, and impeccable care—ready for you to move right in.

2 Knoll Lane, Glen Head
$1,860,000
5 Beds ⋅ 5 Baths ⋅ 975020 MLS
A Rare 2-Acre North Shore Estate-Like Setting Offering Privacy, Presence, and Endless Potential Set on approximately 2 acres of private, park-like grounds, this timeless Colonial with vintage charm presents a truly rare opportunity in the heart of Glen Head. Privately set back and gently elevated from the road along a long, tree-lined approach, the property offers an exceptional sense of space and seclusion—an increasingly rare offering on the North Shore. Overlooking the surrounding area, the home enjoys beautiful natural light and the opportunity to take in stunning sunset views from its elevated setting. Inside, the home features a classic and functional layout with expansive living areas, a formal dining room, and a bright breakfast nook designed for both everyday living and effortless entertaining. A charming original butler’s pantry adds character and functionality, while central air provides year-round comfort. A standout feature is the detached 3-car garage with electric, offering exceptional flexibility for vehicles, storage, or a workshop. The true highlight remains the land—flat, usable, and rich with possibility—offering the perfect canvas to create a custom outdoor retreat, expand, or simply enjoy the tranquility of your own private setting. Recent updates include a roof and gutters less than one year old, a burner approximately 6 years old, and a hot water heater approximately 3 years old, adding additional value and peace of mind. Ideally located just moments from shopping, dining, and transportation, this property delivers the rare balance of privacy, scale, and convenience.

195 Cedar Swamp Road, Glen Head
$1,725,000
5 Beds ⋅ 6 Baths ⋅ 992632 MLS
Set in the heart of Glen Head, this exceptional expanded farm ranch at 30 Todd Drive is full of surprises — a home that truly goes on and on, offering far more space than you would ever imagine from the moment you arrive. Rebuilt and substantially enlarged in 2002, this meticulously maintained residence features 5 bedrooms with potential for a 6th bedroom, 4 full bathrooms, and 2 powder rooms across an expansive and thoughtfully designed layout, including an additional 1,535 square feet of finished lower-level space with egress access to the backyard. A welcoming foyer introduces beautifully scaled interiors highlighted by oversized rooms, rich hardwood flooring, and custom architectural details throughout. The spectacular eat-in kitchen serves as the heart of the home, featuring a large center island with seating, granite countertops, stainless steel appliances, extensive cabinetry, and generous dining space with sliding glass doors opening to the backyard. The formal dining room is perfectly positioned with oversized windows overlooking the private grounds, filling the space with natural light. The impressive family room showcases soaring vaulted ceilings and a dramatic stone wood-burning fireplace, creating a warm and inviting atmosphere with an additional set of sliding doors leading outdoors. The main-level primary suite offers a peaceful retreat complete with a spa-inspired bath and oversized walk-in closet. A second first-floor ensuite bedroom provides ideal accommodations for guests, extended family, or multigenerational living. Upstairs, an additional ensuite bedroom is complemented by two spacious bedrooms, a shared full bath, and a bonus den. The finished lower level provides exceptional additional living space with approximately 1,535 square feet, including laundry, abundant storage, and an expanded area with direct egress access to the rear property. Outside, the secluded backyard is surrounded by mature landscaping and designed for effortless outdoor enjoyment, featuring a patio, gas cooking hookup, basketball area, and exceptional privacy. An oversized two-car garage completes this outstanding offering. A rare North Shore opportunity combining expansive living space, thoughtful design, and timeless appeal, all conveniently located near shopping, dining, public transportation, and within the acclaimed North Shore School District.

30 Todd Drive E, Glen Head
$1,640,000
4 Beds ⋅ 4 Baths ⋅ 990212 MLS
Glen Head --- Opportunity Knocks in the BEAUTIFUL hamlet of Glen Head on the North Shore of Long Island. Restore this traditional colonial to its original Elegance --- 9 room Colonial --- foyer leads to open living room and formal dining room, fabulous size kitchen with breakfast room, half bath, gracious den perfect for entertaining. 2nd floor features 4 bedrooms, 2 full baths. The backyard is huge featuring an inground pool. Great situation for handyman, contractor or builder. Buyer must verify all information.

167 Brookville Lane, Glen Head
$1,565,000
4 Beds ⋅ 3 Baths ⋅ 975410 MLS
Nestled on a picturesque street with serene neighborhood views overlooking the Engineers Golf Course, this immaculate four-bedroom expanded Cape Cod residence offers timeless charm and modern comfort. Its striking curb appeal features classic brick and blue siding, complemented by a storybook front porch that warmly welcomes you home. Bathed in natural light, the interior showcases a formal dining room with gleaming hardwood floors and an inviting living room centered around a wood-burning stove fireplace. The space flows seamlessly into a beautifully appointed eat-in kitchen, complete with a center island, rich painted wood cabinetry, and stainless steel appliances - ideal for both everyday living and entertaining. A spacious den and dining area combination offers versatility and comfort, with sliding doors that open to an exceptional outdoor entertaining space. A thoughtfully designed mudroom features custom built-ins, cubbies, and radiant heated floors, with convenient access to the attached garage. The main level also includes a full bath and a generously sized bedroom, perfect for guests or flexible living arrangements. Upstairs, you’ll find three additional bedrooms, two full baths, and a charming office alcove/ bonus landing space. The primary suite offers multiple closets and a private en-suite bath with a large glass enclosed shower. All bathrooms throughout the home have been tastefully renovated and feature radiant heated floors for added luxury. The fully finished basement provides additional living space with a recreation room, laundry room and utilities (new water-heater). Step outside to a beautifully landscaped backyard oasis, complete with an above-ground saltwater pool, expansive sun deck, power awning, koi pond, and a paver patio with covered overhang and mounted TV - perfect for effortless outdoor entertaining. Mature plantings offer exceptional privacy, while an oversized double-wide driveway adds convenience. Located within the highly regarded North Shore Central School District, this home presents a rare opportunity to enjoy refined living in a truly idyllic setting.

58 Roosevelt Avenue, Glen Head
$1,450,000
4 Beds ⋅ 3 Baths ⋅ 935371 MLS
Beautifully maintained Center Hall Colonial in the heart of Glen Head. This home features very large rooms with high ceilings, eat-in kitchen with breakfast nook overlooking the garden. Den with fireplace, Large Living room and Dining room makes this home ideal for entertaining. The second floor has four large bedrooms and two baths. Wood floors throughout. Central vacuum is installed for all floor usage. The lower level is a finished guest suite with separate entrance. Located in a serene residential neighborhood, the backyard features a multi-level wood deck and mature plantings. Taxes have not been contested. North Shore public schools.

2T Coolidge Avenue, Glen Head
$1,420,000
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
$1,365,000
2 Beds ⋅ 2 Baths ⋅ 985540 MLS
Impeccably redesigned and tastefully upgraded, this sun-drenched Glen Head brick and stone ranch offers refined luxury living, filled with natural light, peekaboo golf course views, and stunning sunset exposures. This spacious 2/3 bedroom, 2 full bath residence, located within the sought-after Hill Terrace neighborhood, features a seamless, gracious layout, highlighted by an expansive living and dining area anchored by a striking marble gas fireplace. Rich hardwood floors run throughout, complemented by new solid wood interior doors, a steel front entry door, and thick-cut custom designer moldings that elevate every room. The thoughtfully updated eat-in-kitchen showcases stainless steel appliances, granite countertops, and solid wood cabinetry. Both the kitchen and the modern first-floor full bath are enhanced with radiant heat, providing year-round comfort. Elevated conveniences include newly installed recessed lighting, automatic shades, a Lutron lighting system, Sonos sound throughout, and hardwired security cameras. A whole-house water filtration system ensures exceptional quality of living, while refined finishes -such as Venetian plaster accents and screwless switch plates - add a high-end, bespoke touch. The finished lower level offers outstanding versatility, featuring a spacious den with built-ins, dedicated laundry room, a private bedroom with an egress window and a sizable full bath - ideal for guests or extended living. The exterior is equally impressive, with a newly paved driveway with bluestone skirt, a beautifully crafted retaining wall with integrated lighting, and a flat, .25 acre manicured lawn. Designed for effortless outdoor entertaining, the property is equipped with lighting, speakers, and pre-installed gas and electric. Enjoy outdoor living on the covered patio or the expansive WeatherTech deck - perfect for grilling, relaxing by a fire pit, or hosting gatherings. Additional highlights include a young roof (approximately 10 years old), a one-car garage with Tesla/electric vehicle charger, front and rear irrigation systems, and a large walk-up attic offering exceptional potential for future expansion. Ideally located within the highly coveted North Shore School District and just moments from Roslyn Harbor, Greenvale / Glen Head shopping and dining, and the North Shore’s renowned beaches, this move-in-ready home offers a perfect blend of luxury, comfort, and convenience in an exceptional setting.

50 Washington Avenue, Glen Head
$1,350,000
4 Beds ⋅ 2 Baths ⋅ 981017 MLS
As spring arrives, an exceptional opportunity awaits to own this beautifully updated original Stern Family home, thoughtfully reimagined and extensively renovated in 2024, ideally situated in Glen Head’s sought-after Hill Terrace and overlooking the prestigious Engineers Country Club golf course. This high-end center hall Colonial seamlessly blends classic Tudor-inspired design with modern luxury and offers a true turn-key lifestyle where every detail has been thoughtfully addressed. Newly refinished hardwood floors run throughout, complemented by a freshly painted interior, all new Pella windows, updated bathrooms featuring new toilets throughout, and a slate roof that has been professionally cleaned and well maintained. The fully renovated eat-in kitchen is a true showpiece, featuring a quartzite waterfall island, Wolf 6-burner gas range with pasta water spout, Sub-Zero refrigerator, beverage refrigerator, and radiant heated floors. The kitchen flows effortlessly into the dining area with direct access to the backyard. The living room offers a wood-burning fireplace and connects to a heated sunroom with access to the yard, providing additional living space. The second level features a sun-filled primary bedroom along with three additional bedrooms. The fully finished walk-out lower level adds approximately 650 square feet of living space and includes a recreation area and a new, modern laundry room. Step outside to your private outdoor oasis, complete with an in-ground saltwater pool with a new liner, heated spa with waterfall feature, and an outdoor kitchen equipped with a BBQ, sink, and refrigerator. The property is enhanced with mature plantings, in-ground sprinklers, and outdoor lighting. Additional features include a two-car detached garage, oversized driveway, and an electric vehicle charging station conveniently located by the garage. Conveniently located near shopping, dining, transportation, and major roadways, and located within the sought-after North Shore School District. Don’t miss this exceptional opportunity.

60 Roosevelt Avenue, Glen Head
$1,350,000
3 Beds ⋅ 2 Baths ⋅ 949194 MLS
This well-maintained 3-bedroom, 2-bath high ranch offers comfort, space, and excellent indoor-outdoor living. Large living room & formal dining room. The bright kitchen features granite countertops and stainless steel appliances. The primary bedroom includes a private full bath with shower. The lower level features a cozy fireplace with a wood-burning stove and sliding glass doors that lead directly to the backyard, filling the space with natural light and creating easy access for indoor-outdoor enjoyment. An oversized, attached 2-car garage offers ample room for vehicles and storage. Outside, enjoy a fully fenced yard designed for relaxation and recreation, complete with a patio, above-ground pool, pond, and hot tub—your own private backyard oasis.

2 Terry Court, Glen Head
$1,250,000
3 Beds ⋅ 3 Baths ⋅ 990258 MLS
Perched above a storybook, tree-lined street in one of Glen Head’s most coveted pockets, this 3-bedroom, 2.5-bath home feels like your own private treehouse—peaceful, elevated, and surrounded by natural beauty. Tucked into a quiet, picture-perfect neighborhood, it offers that rare blend of charm, privacy, and everyday livability buyers are searching for right now. Inside, the home strikes a warm, inviting tone with two fireplaces and a layout that flows effortlessly for both daily life and relaxed entertaining. Sunlight pours in, drawing you toward sliding doors that open to a deck overlooking the fenced property—an ideal setting for morning coffee, outdoor dining, or unwinding at the end of the day. Upstairs, the primary suite is a true retreat, complete with a walk-in closet and a beautifully renovated, spa-like bath that feels both elevated and serene. A finished walk-out basement adds flexible living space—perfect for a den, home office, or guest area—while the attached garage adds convenience. What truly sets this home apart is the confidence it offers: a brand-new cooling system, new boiler, upgraded 200-amp electrical panel, and whole-house generator mean the hard work is already done. Located within the highly sought-after North Shore School District, this is more than a home—it’s a lifestyle defined by tranquility, comfort, and enduring Gold Coast appeal.

17 Hillcrest Drive Unit #A, Glen Head
$1,250,000
3 Beds ⋅ 3 Baths ⋅ 952582 MLS
Step into a perfect blend of historic charm and contemporary living with this quintessential 3 Br 2.5 Bth 1893 Colonial Revival set on .34 acre offering privacy and peacefulness. Radiating curb appeal with its sunny yellow facade, classic symmetrical design, and very spacious rooms, this home welcomes you with a sprawling covered front porch—the ideal spot for morning coffee or evening relaxation. Inside, the home preserves its architectural heritage while offering the spaciousness today’s buyers crave. The light-filled main level features a stately bay window, perfect as a sun-drenched reading nook, a Kitchen that any cook would love to have with its oversized center island and lots of counter space, high ceilings, original crown moldings and hardwood floors that flow throughout the house creating an atmosphere of refined comfort. Whether you are hosting a summer BBQ in the backyard, sitting on the Front Porch enjoying a quiet evening or cozying up to the Fireplace on a chilly snowy winter night, this home is designed for making memories. Nestled in the fabulous North Shore School District you are just minutes away from Tappen Beach, a TOB swimming pool, basketball and hockey courts, SUNSETS that will blow your mind, LIRR, Fine Dining, Shopping and Major Highways.

13 Walnut Street, Glen Head
$1,200,000
5 Beds ⋅ 2 Baths ⋅ 988576 MLS
Welcome home to this charming expanded cape nestled on a quiet street in desirable Glenwood Landing. This 5-bedroom, 2-bath residence is just a short distance from local schools and golf course. The main level features an inviting open-concept layout, highlighted by a warm and welcoming living room with a cozy wood-burning fireplace. The dining area is ideal for entertaining, while the kitchen boasts a peninsula with seating—perfect for casual meals or gathering with guests. A versatile bonus room with sliding glass doors opens to the backyard, creating seamless indoor-outdoor living. Two bedrooms and a full bath with double sinks and a walk-in shower complete this level. Upstairs, you’ll find three additional bedrooms and another full bath. One standout bedroom features vaulted ceilings and sliding glass doors leading to a private deck—an ideal spot to unwind and enjoy sunset views. The full basement offers a separate entrance, generous storage space, and a washer and dryer. Step outside to a beautiful backyard featuring both a deck and patio—perfect for entertaining or relaxing—along with a detached two-car garage. Don’t miss this opportunity to own a beautiful home in a highly sought-after location.

11 Edgewood Avenue, Glen Head
$1,175,000
3 Beds ⋅ 2 Baths ⋅ 988963 MLS
Welcome to this beautifully renovated Colonial nestled in the highly desirable Hill Terrace area, offering the perfect blend of classic charm and modern updates. A welcoming entry foyer sets the tone, leading into a sun-filled living room featuring a cozy fireplace—ideal for relaxing or entertaining. The formal dining room provides a space for gatherings, while the updated eat-in kitchen boasts granite countertops, stainless steel appliances, and sliders that open to the deck overlooking the yard. This home offers three well-appointed bedrooms and two full baths, including a convenient full bath on the main level. The full, unfinished basement provides excellent potential and includes a laundry area, ample storage, and walk-out access through the garage. Step outside to a wonderful, private yard complete with a deck, patio and shed—perfect for outdoor entertaining, gardening, or simply enjoying your own peaceful retreat. Located within the North Shore School District. Just minutes from Tappen Beach, shopping and dining. Move in ready for you to make this home your own.

61 Cleveland Avenue, Glen Head
$1,127,000
4 Beds ⋅ 2 Baths ⋅ 927117 MLS
Spacious 4-Bedroom Ranch with Pool and Entertainer’s Backyard This inviting 4-bedroom, 2-bath ranch offers an ideal blend of comfort and style. Featuring a formal living room and dining room, an eat-in kitchen, and a cozy den, the home is designed with both everyday living and entertaining in mind. The full, part-finished basement provides extra living and storage space, perfect for a playroom, home office, or gym. Step outside to a large deck overlooking the beautifully landscaped property and sparkling inground pool—an entertainer’s dream. With plenty of space both indoors and out, this home is ready to welcome its next chapter.

14 Harbor Lane, Glen Head
$1,100,000
3 Beds ⋅ 2 Baths ⋅ 999596 MLS
Welcome to 2 Ashley Place, a charming 3 bedroom, 2 bath home nestled in the heart of Glen Head. Brimming with curb appeal, this inviting residence offers timeless character and warm, inviting living spaces. The first floor has hard wood floors throughout the dining room and living room.The spacious living room has a beautiful beamed ceiling and is centered around a classic wood burning fireplace, with a new liner, creating the perfect setting for cozy evenings and entertaining guests. The den has access to the backyard for easy flow. The kitchen has stainless steel appliances and a large pantry. A bonus room off the kitchen and a powder room complete the first floor. The second floor has 3 generously sized bedrooms and a beautiful new full bath, not to be missed. You have access to the backyard from both the kitchen and the den. A bluestone patio with a retractable awning is perfect for entertaining. Lovely gardens with two water features offer a tranquil space to relax. The property has an 8 zone sprinkler system. The home has a new burner, 4 zone heat, 2 zone central air and freshly painted exterior. Close to town, North Shore Schools,& Public Tansportation. This home is not to be missed.

2 Ashley Place, Glen Head
$1,060,000
4 Beds ⋅ 2 Baths ⋅ 968684 MLS
Welcome home to this beautifully updated and expanded Cape nestled in the heart of Glen Head. This spacious residence offers 4 bedrooms and 2 full bathrooms, blending modern updates with classic charm. The home features a newly renovated eat-in kitchen with granite countertops, stainless steel appliances including a Frigidaire gas stove, KitchenAid dishwasher, and GE refrigerator. Enjoy a formal living room with a cozy fireplace, a comfortable family room perfect for entertaining, and a convenient bedroom on the main floor. Hardwood floors run throughout the home, adding warmth and elegance. Additional highlights include a Navien on-demand heating and hot water system, newer roof, and updated siding. The exterior offers a beautiful park-like setting, providing a serene and private outdoor space ideal for relaxing or entertaining. A wonderful opportunity to own a move-in ready home in a desirable Glen Head location close to local amenities overlooking the North Shore Golf Country Club.

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

10 Radcliff Boulevard, Glen Head
$975,000
3 Beds ⋅ 2 Baths ⋅ 990103 MLS
Welcome to this charming Ranch in Glen Knolls, offering 3 bedrooms and 2 beautifully renovated bathrooms. Sunlight pours through skylights, filling the home with an easy, uplifting feel, while multiple fireplaces bring comfort and charm through every season. A cozy den creates the perfect spot to unwind, gather, or simply enjoy a quiet moment. Set on a nicely sized property, the home extends effortlessly outdoors with a large deck, spacious yard, and sprinkler system—ideal for relaxing, entertaining, or play. Ideally located near the LIRR and within the North Shore School District, this home offers everyday convenience with a special bonus for train lovers: the gentle, passing sound of the train can be enjoyed right from your backyard, adding a uniquely nostalgic touch to this special setting.

53 Plymouth Drive S, Glen Head
$972,000
4 Beds ⋅ 3 Baths ⋅ 956952 MLS
Move-in-ready and full of value for the 2026 housing season! This home offers 4 bedrooms, 3 full baths, a small office, and open-concept living, dining, and kitchen spaces. A lower-level bedroom with full bath is ideal for guests, nanny quarters, or multi-generational living. The kitchen is the heart of the home, featuring a large center island, modern cabinetry, and updated lighting. Enjoy a private backyard with sloping hillside, wraparound yard space, and a patio off the den with fireplace. Convenient to shopping, dining, railroad, and major roadways. Located in the well-regarded North Shore School District with access to a local beach, pool, picnic area, and boat docking.

16 Underhill Road, Glen Head
$970,000
4 Beds ⋅ 2 Baths ⋅ 1002600 MLS
Nestled in the highly desirable Glen Knolls neighborhood of Glen Head, this beautifully maintained 4-bedroom, 1.5-bath Cape Cod blends timeless charm with everyday comfort. Rich in character, the home showcases original mill work, stained glass, and a stunning wood-burning fireplace that creates a warm, inviting ambiance. Featuring gleaming hardwood floors and an open floor plan, this home offers many updates, gas heating and cooking, ductless air conditioning, a full unfinished basement with laundry, and an attached one-car garage with electric vehicle charging station. Step through glass doors to a spacious deck overlooking private lush property, where vibrant perennial gardens create a serene outdoor oasis surrounding the blue stone patio, perfect for relaxing or entertaining. Conveniently located with bus to Glenwood Landing Elementary and proximity to North Shore Middle and High Schools. Enjoy all the benefits of living in the Town of Oyster Bay, including access to TOBAY beaches, parks, and recreation and new Gold Coast Library. Low taxes: $12,444.26!

5 Salem Way, Glen Head
$950,000
3 Beds ⋅ 1 Baths ⋅ 991105 MLS
Welcome to this beautifully maintained 3-bedroom, 1-bath home located in the desirable Glen Knolls section of Glen Head. Offering a blend of comfort and thoughtful design, this home features hardwood floors throughout and a layout that maximizes both function and charm. The primary bedroom includes a spacious walk-in closet, while the additional bedrooms showcase custom built-in closets, shelving, and dressers for seamless organization. The kitchen is highlighted by stainless steel appliances and a stylish accent wall, adding a modern touch to the space. Architectural details shine throughout with crown molding and custom wainscoting, bringing warmth and character to every room. The home also features a wood-burning fireplace, perfect for cozy evenings. Additional highlights include a partially finished basement, ideal for additional living space, with a separate unfinished area housing the washer and dryer. Major updates include central air updated in 2025, a cesspool replaced in 2020, a French drain system, 150-amp electric, and gas heating. A wonderful opportunity to own in a sought-after neighborhood with timeless details and thoughtful upgrades throughout.

16 Glen Lane, Glen Head
$950,000
3 Beds ⋅ 2 Baths ⋅ 971961 MLS
Welcome to this charming home located in the heart of Glen Head! This well-maintained property features 3 spacious bedrooms and 2 full bathrooms. The bright eat-in kitchen offers beautiful granite countertops and a skylight ceiling that fills the space with natural light. An additional versatile 10'2"x20' room provides the perfect opportunity for a potential 4th bedroom, home office, or guest space. Step outside to enjoy the well-maintained 24x12 covered Trex deck, ideal for entertaining or relaxing. The home also includes a Generac Generator for added convenience and peace of mind. A wonderful opportunity to own a comfortable and inviting home in a prime location close to shops, dining, and transportation.

29 Glen Cove Drive, Glen Head
$931,000
6 Beds ⋅ 3 Baths ⋅ 994281 MLS
Public online Auction: Bidding opens 5/26/26 @ 1 pm & Ends 5/28/26 1 pm (approx). The price of property exclusively represents the suggested opening bid & not the price of the property. Sold "as-is". Great opportunity for a buyer who does their homework & is looking to purchase a 2 family fixer-upper in Glen Head. Please read all information-your due diligence is necessary. Registration deadline 5/27/26 4 pm

2 Huron Street, Glen Head
$920,000
4 Beds ⋅ 1 Baths ⋅ 935284 MLS
This move in condition Colonial features an expanded layout, interior 1846 square feet, with low taxes and part of the Blue-ribbon North Shore School District. First floor: living room, dining room, expansive country kitchen with breakfast bar, full bath, family room. Second floor: Primary bedroom plus 3 additional bedrooms, full bath. Full basement, partially finished and private driveway with 1-car garage. CAC, impressive SOLAR PANELS, and Gas heating system. Close to banks, supermarkets, fine dining and shopping. Close to LIRR.

9 Hillside Avenue, Glen Head
$905,000
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

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.