40

Glen Head, NY Homes for Sale

Section Image Section Image
  • /49

    $3,800,000

    • 5 Beds
    • 5.5 Baths
    • 8,201 Sq Ft

    1 Private Ln, Glen Head, NY 11545

    Nestled on a serene 3.2 acre parcel in prestigious Old Brookville, this striking contemporary residence offers 8,201 square feet of luxurious living space designed for modern comfort and grand scale entertaining. A private drive leads to the impressive home, showcasing clean architectural lines, expansive glass, and a commanding presence. Inside, the home features sun filled open spaces, soaring

    Agent Photo

    Giuseppe Gregorio

    NY Space Finders Inc

    (363) 206-2259

    1 Private Ln, Glen Head, NY 11545
  • /16

    $795,000

    • 3 Beds
    • 2.5 Baths
    • 1,398 Sq Ft

    55 Nassau Ave, Glen Cove, NY 11542

    Charming 3 bedroom, 2 bath ranch style home on a spacious corner lot in desirable Glen Cove. This well-maintained residence features an open concept living and dining area with hardwood floors throughout, a functional eat-in kitchen with ample cabinet space, and three sunlit, generously sized bedrooms. The large corner property offers a private driveway and great outdoor potential for gardening,

    Agent Photo

    Giuseppe Gregorio

    NY Space Finders Inc

    (516) 202-4642

    55 Nassau Ave, Glen Cove, NY 11542
  • /17

    $949,000

    • 4 Beds
    • 2 Baths
    • 1,942 Sq Ft

    67 Kissam Ln, Glen Head, NY 11545

    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

    John Kim NEXTHOME PLATINUM PROPERTIES

    67 Kissam Ln, Glen Head, NY 11545
  • /50

    $7,999,999

    • 6 Beds
    • 8 Baths
    • 8,600 Sq Ft

    8 Dogwood Hill, Glen Head, NY 11545

    Brookville | An immaculate modern colonial has made its debut in Brookville. Sitting on 2.57 acres and totaling over 8,600 sq.ft. of living space, welcome to 8 Dogwood Hill - a newly completed luxury residence located on a lengthy, picturesque street just off of Cedar Swamp Road. Beyond the stone pillar entrance at the end of the driveway are two courtyards with belgium block accents that lead to

    Joe Scavo Douglas Elliman Real Estate

    8 Dogwood Hill, Glen Head, NY 11545
  • /50

    $5,300,000

    • 5 Beds
    • 7.5 Baths
    • 7,000 Sq Ft

    8 Vista Ln, Glen Head, NY 11545

    For the Discerning Client who seeks only the Finest....Welcome to 8 Vista Lane in Brookville--where Timeless Design and Bespoke Materials are blended to create this Sophisticated Modern Luxury. A Grand Courtyard leads to the Entrance of this Spectacular Private Estate. The Tone is set as Guests are greeted in the Breathtaking 30'high Domed Circular Reception Gallery adorned with Magnificent

    Ellen Zipes Compass Greater NY LLC

    8 Vista Ln, Glen Head, NY 11545
  • /34

    $9,000,000

    • 7 Beds
    • 11 Baths
    • 16,000 Sq Ft

    4 Valentine Farm Ct, Glen Head, NY 11545

    OLD BROOKVILLE Far from ordinary, this extraordinary custom built brick Mansion is designed for luxurious entertaining, Set on a private cul-de-sac, wrought iron gates open to the courtyard of this pristine 3acre estate surrounded by lush landscaping and colorful gardens. You'll greet your guests in the breathtaking Foyer where soaring domed ceiling sits 30' above a double bridal staircase.

    Ellen Zipes Compass Greater NY LLC

    4 Valentine Farm Ct, Glen Head, NY 11545
  • /22

    $3,500,000

    • 6 Beds
    • 9 Baths
    • 7,500 Sq Ft

    5 Carol Ln, Glen Head, NY 11545

    Elegance redefined in this stunning gem that blends an eclectic mix of mid-century modern design with a touch of contemporary sophistication, nestled on two lush, gated acres in Upper Brookville. From the moment you enter, the home captivates your imagination with its soaring 30-foot ceilings and dramatic windows and wood architectural elements. Clean lines, warm textures, and artful finishes

    Ken Deutsch Deutsch Realty Inc

    5 Carol Ln, Glen Head, NY 11545
  • /39

    $8,750,000

    • 6 Beds
    • 9 Baths
    • 8,000 Sq Ft

    30 Wood Acres Rd, Glen Head, NY 11545

    Introducing a newly constructed custom Brookville Colonial crowned with a stunning slate roof, offering an extraordinary blend of classic architecture and elevated designer finishes. Privately set behind an electric gate on over 2.53 fully landscaped acres, this exceptional estate, constructed in 2020, has been thoughtfully designed for both grand-scale entertaining and refined everyday living. A

    Jason Friedman Daniel Gale Sothebys Intl Rlty

    30 Wood Acres Rd, Glen Head, NY 11545
  • /34

    $5,699,000

    • 6 Beds
    • 6.5 Baths
    • 6,885 Sq Ft

    63 Fruitledge Rd, Glen Head, NY 11545

    Set on two private acres in the heart of Brookville and located within the Locust Valley School District, 63 Fruitledge Road offers refined luxury living on Long Island’s prestigious Gold Coast. This newly completed 6,880 Sq ft residence features a striking modern Colonial exterior with expansive windows and 10-foot ceilings throughout, creating an airy, light-filled atmosphere and large-scale

    Melanie Cogan Compass Greater NY LLC

    63 Fruitledge Rd, Glen Head, NY 11545
  • /35

    $3,299,888

    • 6 Beds
    • 5.5 Baths
    • 4,400 Sq Ft

    33 High Farms Rd, Glen Head, NY 11545

    Welcome to a rare opportunity to own a fully renovated and extended estate—rebuilt from the studs up and reimagined for modern luxury in the heart of one of Long Island’s most coveted neighborhoods. Set on a beautifully manicured 2 acre lot, this 6-bedroom, 5.5-bathroom smart residence combines sophisticated design, premium finishes, and cutting-edge amenities, offering a seamless blend of

    Katherine Koniecko Signature Premier Properties

    33 High Farms Rd, Glen Head, NY 11545
  • /46

    $3,788,000

    • 6 Beds
    • 9 Baths
    • 7,887 Sq Ft

    12 Ridge Ct, Glen Head, NY 11545

    Welcome to 12 Ridge Ct, located in the heart of Old Brookville in the Brookville Meadows. This is your window of opportunity to live in the Gold Coast on 3.4 acres of flat land. From the moment you turn on to the tree-lined street (White Gate Dr.) entering Brookville Meadows, you will feel the caliber of luxury you are about to enter. This home boasts over 7,800 sq feet, the open layout will give

    Richard Brazzano BERKSHIRE HATHAWAY

    12 Ridge Ct, Glen Head, NY 11545
  • /32

    $3,995,000

    • 7 Beds
    • 5.5 Baths

    285 Piping Rock Rd, Locust Valley, NY 11560

    Rosegate is a delightful one-of-a-kind residence that appears to have been magically plucked from the English countryside. Originally a Large Cottage on a former Estate, Rosegate has been thoughtfully expanded and updated throughout the years. The brick and clapboard home is now a 7 bedroom Colonial on 2.85 acres . Character and charm encompasses every inch of Rosegate. Hand painted murals cover

    Christina Porter Daniel Gale Sothebys Intl Rlty

    285 Piping Rock Rd, Locust Valley, NY 11560
  • /35

    $9,750,000

    • 7 Beds
    • 14 Baths
    • 11,926 Sq Ft

    4 Red Fox Ln, Glen Head, NY 11545

    Set on nearly 10 private acres in the heart of Upper Brookville, Red Fox is a distinguished Gold Coast estate of exceptional character and scale. This 17-room French Tudor is marked by classic architectural details, including turrets, a slate roof, and striking 3-story bay windows that lend timeless elegance. Richly detailed interiors feature beautifully proportioned principal rooms, including a

    Pierce Dellafera Daniel Gale Sothebys Intl Rlty

    4 Red Fox Ln, Glen Head, NY 11545
  • /49

    $2,498,000 Open Sat 2PM - 4PM

    • 4 Beds
    • 3.5 Baths
    • 2,176 Sq Ft

    1678 Cedar Swamp Rd, Glen Head, NY 11545

    Welcome to 1678 Cedar Swamp Road, Brookville! Set on a sprawling 2.01-acre property in Brookville and located within the Jericho School District, this beautifully maintained 4-bedroom, 3.5-bath Colonial offers exceptional space, comfort, and lifestyle amenities. The home features wood floors throughout, new moldings, and a freshly painted interior, creating a bright and inviting atmosphere from

    Hemant Shah LAFFEY REAL ESTATE

    1678 Cedar Swamp Rd, Glen Head, NY 11545
  • /25

    $2,480,000

    • 5 Beds
    • 3.5 Baths
    • 3,959 Sq Ft

    4 Norgate Rd, Glen Head, NY 11545

    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

    Mark Jia United Real Estate Fortune

    4 Norgate Rd, Glen Head, NY 11545
  • /19

    $2,799,000

    • 5 Beds
    • 3.5 Baths
    • 4,498 Sq Ft

    7 Pin Oak Ct, Glen Head, NY 11545

    Tucked at the end of a quiet cul-de-sac, this timeless contemporary sits on two perfectly level acres offering exceptional privacy and a deep, usable yard. The property features an in-ground heated pool with a waterfall and beautiful outdoor space ideal for gatherings or relaxation. Inside, the home provides plenty of opportunity with its dramatic ceilings and walls of glass that create a bright,

    Robert Schmertz Compass Greater NY LLC

    7 Pin Oak Ct, Glen Head, NY 11545
  • /12

    $15,000,000

    2340 Cedar Swamp Rd, Glen Head, NY 11545

    Brookville | On the market for the first time in over a century, welcome to 2340 Cedar Swamp Road - a once-in-a-lifetime opportunity to own an estate in the heart of Long Island's Gold Coast. This property, totaling a near 52-acres of undeveloped land, was once home to the Joan of Arc Chapel - a small chapel imported by Gertrude Hill Gavin, daughter of railway director, James Jerome Hill. It was

    Joe Scavo Douglas Elliman Real Estate

    2340 Cedar Swamp Rd, Glen Head, NY 11545
  • /10

    $6,450,000

    • Land
    • 8 Acres
    • $806,250 per Acre

    1622 Old Cedar Swamp Rd, Glen Head, NY 11545

    SUBDIVISON APPROVED!!!Introducing a truly incomparable, 8+ acre development opportunity in the affluent Gold Coast community of Brookville, New York. We are thrilled to present this remarkable property with approval to subdivide into 4 lots of exclusive luxury estates, nestled in its own private cul-de-sac. 1622 Old Cedar Swamp Road is one of the last prime development opportunities on the

    Deborah Kashanian Daniel Gale Sothebys Intl Rlty

    1622 Old Cedar Swamp Rd, Glen Head, NY 11545
  • /2

    $6,300,000

    • 7 Beds
    • 7.5 Baths
    • 7,500 Sq Ft

    1629 Cedar Swamp Rd, Glen Head, NY 11545

    Beautiful Flat 2 Acre Home in Jericho SD in Upper Brookville. Cabana with Gunite Pool, Elevator, Top Appliances, High Ceilings, Great Room w/ Linear Fire Place, Chefs Kitchen+Spice Kitchen, Top Appliances. Hide-A-Hose Central Vacuum. 5 Central Air Zones. Huge Backyard, Professionally designed landscaping. 10 ft first Floor, 10 ft basement, 12” 2nd floor in bedrooms. 4 Panel Slider in Basement!!

    Najla Erfan Property Professionals Realty

    1629 Cedar Swamp Rd, Glen Head, NY 11545
  • /42

    $2,099,000

    • 4 Beds
    • 2.5 Baths
    • 3,200 Sq Ft

    9 Hill Dr, Glen Head, NY 11545

    Exceptional Custom-Built Colonial in the Heart of Glen HeadDon’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

    Brian Pryke Douglas Elliman Real Estate

    9 Hill Dr, Glen Head, NY 11545
  • /34

    $1,325,000

    • 4 Beds
    • 2.5 Baths
    • 2,500 Sq Ft

    1 Pine Hill Terrace, Glen Head, NY 11545

    Spacious Colonial on 1 Acre in the North Shore School District. Welcome to this beautifully maintained 4-bedroom, 2.5-bath Colonial, ideally set on one acre of level property tucked away and set back from the road for added privacy, this home offers the perfect blend of space, comfort, and value all with low taxes.A gracious entry hall leads to the sun-filled Living Room and Formal Dining

    Janet Berookhim LAFFEY REAL ESTATE

    1 Pine Hill Terrace, Glen Head, NY 11545
  • /47

    $5,399,999

    • 6 Beds
    • 7.5 Baths
    • 7,200 Sq Ft

    35 Chicken Valley Rd, Glen Head, NY 11545

    Welcome to 35 Chicken Valley Road, an extraordinary, gated estate set far off the road and approached by an approximately 825-foot private driveway entrance, culminating in a prestigious circular drive that announces arrival with quiet grandeur. Nestled within the coveted enclave of Old Brookville, this Brick Center Hall Colonial—masterfully built by the renowned Worrell Group—rests on 4.5 acres

    Amar Jeet Chhibbar LAFFEY REAL ESTATE

    35 Chicken Valley Rd, Glen Head, NY 11545
  • /27

    $4,699,000

    • 6 Beds
    • 11 Baths
    • 6,662 Sq Ft

    8 Brookville Ln S, Glen Head, NY 11545

    Located in one of Brookville’s most sought-after locations, this exceptional brick Colonial offers almost 7,000 square feet of timeless architecture, modern updates, and effortless elegance.Light-filled interiors and beautifully scaled rooms create a seamless flow ideal for both grand entertaining and comfortable everyday living. Classic design details blend beautifully with a fresh,

    Karen Sharf Daniel Gale Sothebys Intl Rlty

    8 Brookville Ln S, Glen Head, NY 11545
  • /19

    $899,000 Open Sat 12:30PM - 2:30PM

    • 3 Beds
    • 2 Baths
    • 1,653 Sq Ft

    29 Glen Cove Dr, Glen Head, NY 11545

    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

    Eduardo Rodriguez Cosmo Group Realty

    29 Glen Cove Dr, Glen Head, NY 11545
  • /29

    $2,199,999

    • 6 Beds
    • 3.5 Baths
    • 5,103 Sq Ft

    9 Chicken Valley Rd, Glen Head, NY 11545

    Sprawling Brick Expanded Ranch in Prestigious Old Brookville! Welcome to this impressive custom-expanded ranch, rebuilt in 2001 and nestled on 2.2 flat acres in the heart of Old Brookville. Offering over 5,100 sq ft of living space, this 6-bedroom, 3.5-bath home combines generous scale with a versatile open floor plan—perfect for both everyday living and entertaining. Highlights include a large

    Katherine Koniecko Signature Premier Properties

    9 Chicken Valley Rd, Glen Head, NY 11545
  • /50

    $2,850,000

    • 6 Beds
    • 6.5 Baths
    • 5,972 Sq Ft

    20 Rolling Dr, Glen Head, NY 11545

    Nicely renovated Traditional Colonial Ready For Your Finishing Touches Perfectly Situated on 2 Acres with Southern Exposure Along A Tree-Lined Cul-de-sac. This Home Boasts 6 Bedrooms, 6.5 Baths in 7000 Square Feet of Living Space (which includes Finished Basement and Garage). The Open Chef’s Kitchen includes Viking Appliances, Quartz Countertops, Custom Cabinetry, Dual Sinks, Oversized Island

    Phyllis DiNardo Century 21 Crown Homes

    20 Rolling Dr, Glen Head, NY 11545
  • /23

    $2,750,000

    • 4 Beds
    • 6 Baths
    • 4,453 Sq Ft

    7 Locust Ln, Glen Head, NY 11545

    Beautiful Cape Style Cedar Shake Home, First Floor, Large Entry, Large Living Room W/Fireplace, Formal Dining Room, Large Open Eat In Kitchen With Great Room With Fireplace And Beautiful Wood Beams On Ceiling, Master Bedroom With Her And Him Closet, Primary Bathroom, Office Or Sitting Room Off Primary, Additional Bedroom With Full Bathroom, Landry Room. Second Floor Has Bedroom With Full

    Kim Flanagan Signature Premier Properties

    7 Locust Ln, Glen Head, NY 11545
  • /45

    $4,400,000

    • 7 Beds
    • 7.5 Baths
    • 7,392 Sq Ft

    1 Beech Tree Ln, Glen Head, NY 11545

    Broadhollow in Brookville! Jericho School District!! Enter the private driveway framed by elegant brick pillars and discover this expansive 9,500 sq ft colonial ( includes basement living space) set on over 2 acres of lush property in the highly sought-after Jericho School District.This impressive home offers 7 bedrooms and 7.5 bathrooms, including a luxurious main-level primary suite

    Mara Navaretta Homes By Mara

    1 Beech Tree Ln, Glen Head, NY 11545
  • /30

    $1,599,000

    • 4 Beds
    • 3 Baths
    • 2,982 Sq Ft

    2 T Coolidge Ave, Glen Head, NY 11545

    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

    Penelope Lambrakis Douglas Elliman Real Estate

    2 T Coolidge Ave, Glen Head, NY 11545
  • /26

    $6,499,000

    • 6 Beds
    • 5.5 Baths

    89 Pound Hollow Rd, Glen Head, NY 11545

    Where Drama Meets Design Welcome to nearly 8,000 square feet of pure fabulous in one of the North Shore’s most prestigious enclaves. This newly reimagined estate has been transformed from top to bottom in the last 24 months, creating a home that is equal parts glamorous, playful, and unforgettable.From the moment you step inside, you’re swept into a world of high style and high impact. The

    Karen Sharf Daniel Gale Sothebys Intl Rlty

    89 Pound Hollow Rd, Glen Head, NY 11545
  • /37

    $7,300,000

    • 9 Beds
    • 12 Baths
    • 17,587 Sq Ft

    60 Piping Rock Rd, Glen Head, NY 11545

    Welcome to GRAY HORSE FARM - Just Updated & Renovated for 2025 luxury living! Recently transformed with a gut-renovated Top of the line chef's kitchen with new cabinets, countertops, backsplash, floor, and high-end appliances. There are six new designer bathrooms, all-new recessed lighting throughout, upgraded 800-AMP electric and utility systems. This grand estate seamlessly blends timeless

    Aileen Murstein Compass Greater NY LLC

    60 Piping Rock Rd, Glen Head, NY 11545
  • /11

    $15,000,000

    • Land
    • 51.6 Acres
    • $290,698 per Acre

    2340 A Cedar Swamp Rd, Glen Head, NY 11545

    Brookville | On the market for the first time in over a century, welcome to 2340 Cedar Swamp Road - a once-in-a-lifetime opportunity to own a historical estate in the heart of Long Island's Gold Coast. This property, totaling a near 52-acres of undeveloped land, was once home to the Joan of Arc Chapel - a small chapel imported by Gertrude Hill Gavin, daughter of railway director, James Jerome

    Joe Scavo Douglas Elliman Real Estate

    2340 A Cedar Swamp Rd, Glen Head, NY 11545
  • /40

    $1,995,000

    • 4 Beds
    • 3.5 Baths
    • 3,235 Sq Ft

    14 Oaklawn Ave, Glen Head, NY 11545

    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

    Heidi Karagianis Daniel Gale Sothebys Intl Rlty

    14 Oaklawn Ave, Glen Head, NY 11545
  • /29

    $5,995,000 Open Sat 12PM - 1:30PM

    • 6 Beds
    • 6.5 Baths
    • 7,488 Sq Ft

    178 Brookville Rd, Glen Head, NY 11545

    Timeless Elegance in the Heart of Muttontown. Set along a long, gated private drive in coveted Muttontown, this distinguished six-bedroom Brick Colonial offers an extraordinary blend of classic architecture and modern sophistication. Every detail of this grand residence reflects masterful craftsmanship—custom millwork, rich hardwood floors, designer finishes and five fireplaces create an

    Elyse Gropper Daniel Gale Sothebys Intl Rlty

    178 Brookville Rd, Glen Head, NY 11545
  • /32

    $2,495,000

    • 5 Beds
    • 4 Baths
    • 3,811 Sq Ft

    11 Quaker Ridge Dr, Glen Head, NY 11545

    Pull into this Brookville gem, nestled on a quiet private cul-de-sac, and enjoy serenity on two flat acres of beautifully landscaped flat property. This renovated and expanded five-bedroom split-level home is ready for immediate occupancy and features a circular driveway with ample courtyard parking and a three-car attached garage. The scenic grounds offer complete privacy with a fabulous

    Michael Stanco Compass Greater NY LLC

    11 Quaker Ridge Dr, Glen Head, NY 11545
  • /15

    $1,080,000

    • 5 Beds
    • 2 Baths
    • 2,048 Sq Ft

    2 Elm St, Glen Head, NY 11545

    Elevate your lifestyle in the prestigious North Shore Central School District (Niche A+). This 2,050 sq. ft. home features 5 bedrooms, 2 bathrooms, and a private 8900 sq. ft. lot. Enjoy 10/10 rated schools and a serene, park-like setting. The versatile layout includes Mother-Daughter potential,high-ceiling atticand a high-ceiling basement with a separate entrance. Perfectly blending quiet

    Xun Lin New Group Realty Inc

    2 Elm St, Glen Head, NY 11545
  • /43

    $12,800,000

    • 10 Beds
    • 15 Baths
    • 20,000 Sq Ft

    53 Simonson Rd, Glen Head, NY 11545

    Situated behind two private gates, in one of Long Island’s most prestigious enclaves, this newly constructed 10 bedroom, 15 bathroom modern estate is a masterclass in elevated design and luxurious living. Set on an expansive, meticulously landscaped property, the residence pairs timeless architectural grandeur with sleek, contemporary finishes to create a rare and refined sanctuary.A

    Jason Friedman Daniel Gale Sothebys Intl Rlty

    53 Simonson Rd, Glen Head, NY 11545
  • /21

    $2,850,000

    • 5 Beds
    • 3.5 Baths
    • 4,421 Sq Ft

    10 Dorchester Dr, Glen Head, NY 11545

    Set on a distinguished two-acre property in the heart of Muttontown, New York, and nestled within a beautiful, sprawling neighborhood, this expansive ranch residence exudes privacy, scale, and timeless sophistication. Tucked well back from the road and surrounded by meticulously maintained landscaping, the home welcomes guests through a double-door entrance to an oversized foyer that immediately

    Jason Friedman Daniel Gale Sothebys Intl Rlty

    10 Dorchester Dr, Glen Head, NY 11545
  • /30

    $898,000

    • 4 Beds
    • 3 Baths
    • 2,129 Sq Ft

    16 Underhill Rd, Glen Head, NY 11545

    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

    Vivian Parisi Daniel Gale Sothebys Intl Rlty

    16 Underhill Rd, Glen Head, NY 11545
  • /46

    $799,000

    • 3 Beds
    • 2 Baths
    • 1,861 Sq Ft

    92 Valentine Ave, Glen Cove, NY 11542

    Charming 1863 Corner-Lot Home with Timeless Appeal. Tucked away on a quiet block, this 3 bedroom, 2 bath home is a welcoming, peaceful retreat. Step outside and you are surrounded by lush, thoughtfully maintained landscaping—vibrant flower beds, mature trees, and a welcoming curb appeal that instantly draws you in. The yard backs up to a sprawling, picturesque landscape, offering wide-open views

    Molly Deegan Branch Real Estate Group

    92 Valentine Ave, Glen Cove, NY 11542

Why Live in Glen Head

Glen Head, NY, is a quiet community located in the Town of Oyster Bay on Long Island's North Shore. Known for its peaceful atmosphere, Glen Head features a small downtown area and proximity to Hempstead Harbor. The community is characterized by single-family homes ranging from early 20th-century Federal designs to midcentury Cape Cods and ranch-style homes, as well as modern New Traditionals. The North Shore School District is highly rated, with Glen Head Elementary School, North Shore Middle, and North Shore High School all receiving high marks. The district boasts small class sizes and offers a variety of extracurricular activities, including a regional award-winning robotics team. Glen Head Country Club provides residents with golf, tennis, and swimming facilities, while Francis M. Gaynor Park offers playgrounds and fields for local baseball games. The Glen Head Racquet Club is popular for indoor tennis and pickleball. Shopping and dining options are centered around Glen Head Road, featuring local businesses like Glen Head Hardware and restaurants such as Heirloom Tavern and Kiraku Japanese Restaurant. The Glen Head LIRR Station facilitates commutes to Manhattan, and the Long Island Expressway is accessible for drivers. The Gold Coast Public Library hosts community classes and events, contributing to the area's educational and social activities. Glen Head is safer than the national average, making it a desirable place for families.

Frequently Asked Questions

What is the average home price in Glen Head, NY?
Homes for sale in Glen Head, NY have an average home price of $2,866,574.
How many homes have sold over the last 12 months in Glen Head, NY?
102 homes have sold in Glen Head, NY over the last 12 months.
What are the most popular zip codes in Glen Head, NY?
The most popular zip codes in Glen Head, NY include 11545, 11542, 11579, 11560 and 11771.
How much do you need to make to afford a house in Glen Head?
The median home price in Glen Head is $2,281,000. If you put a 20% down payment of $456,200 and had a 30-year fixed mortgage with an interest rate of 6.11%, your estimated principal and interest payment would be $11,070 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $474K a year to afford the median home price in Glen Head. Learn how much home you can afford with our Home Affordability Calculator.
How are the schools in Glen Head, NY?
Glen Head, NY has highly rated public and private schools. Some of the best schools in Glen Head based on Niche Grades are Friends Academy, Green Vale School and Long Island Lutheran Middle & High School. Browse all the schools in Glen Head, NY to learn more.

Home Trends in Glen Head, NY

Housing Trends

Median Sale Price
$1,805,000
Median Single Family Sale Price
$2,300,000
Median Townhouse Sale Price
$970,000
Median 2 Bedroom Sale Price
$775,000
Average Price Per Sq Ft
$582
Number of Homes for Sale
34
Last 12 months Home Sales
102
Months of Supply
4.00
Median List Price
$2,281,000
Median Change From 1st List Price
3%
Median Home Sale Price YoY Change
20%
How to Buy a Home How to Finance a Home How to Sell a Home