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Glen Head, NY Homes for Sale with Garage

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  • /22

    $2,800,000

    • 5 Beds
    • 6 Baths

    167 Glen Head Rd, Glen Head, NY 11545

    First Time On Market In 58 Years Turnkey Building. Building Consisting Of 2 Fully Leased Retail Stores And 3-1 Bedroom Apartments And 1-2 Bedroom Apartment. It Is In A General Business Zoned Area Which Gives Better Uses. All Systems Gas Heating And Electric Have Been Updated As Well As New Sidewalks And Brick Pointing Of Entire Building. Also Has Large 3 Car Garage That Is Rented. Gross Rents Are

    Agent Photo

    Joseph Lovaglio

    J D S NORTH SHORE REALTY INC

    (363) 200-3432

    167 Glen Head Rd, Glen Head, NY 11545
  • /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
  • /41

    $5,995,999

    • 6 Beds
    • 7.5 Baths
    • 7,314 Sq Ft

    20 Knollwood Rd, Glen Head, NY 11545

    Muttontown Brand New Brick Center Hall Colonial | Set on over two private acres on a quiet cul-de-sac, 20 Knollwood Road is an exceptional new construction estate that blends timeless architecture with elevated, modern finishes. With six en-suite bedrooms, soaring 10-foot ceilings on every level, and thoughtfully designed indoor and outdoor spaces, this home is perfectly suited for refined living

    Joe Scavo Douglas Elliman Real Estate

    20 Knollwood Rd, Glen Head, NY 11545
  • /48

    $7,999,999 Open Sun 12PM - 2PM

    • 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
  • /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
  • /50

    $5,998,000

    • 5 Beds
    • 7.5 Baths
    • 8,800 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
  • /47

    $5,698,000

    • 6 Beds
    • 9 Baths
    • 6,921 Sq Ft

    5 Farmwoods Ln, Glen Head, NY 11545

    This gorgeous Brick Colonial, located in Upper Brookville, is a beautiful and elegant estate that sits on 2.53 acres. Built in 2007, this residence offers an impressive 6 bedrooms and 7 bathrooms within its expansive 6,921 square feet of living space. Step inside to find a home designed for both grand entertaining and comfortable living. The first floor features a formal living room, a formal

    Batul Morbi Compass Greater NY LLC

    5 Farmwoods Ln, Glen Head, NY 11545
  • /27

    $3,699,000

    • 5 Beds
    • 4.5 Baths

    5 Peacock Ln, Glen Head, NY 11545

    Rare Opportunity on Private Gated Upper Brookville Lane. Only 11 Homes Built & Seldom Offered For Sale. Pride of Ownership throughout This Turn Key Brick Colonial on Quiet Interior 2A+ Site. Attention to Detail, Functional Floor Plan for Contemporary Living & Entertaining Indoors and Outdoors. Magnificent Landscaped Grounds Complete with Outdoor Kitchen, Oversized Patio, Gunite Pool with

    Peggy Carillo Douglas Elliman Real Estate

    5 Peacock 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
  • /16

    $6,000,000

    • 4 Beds
    • 3.5 Baths
    • 4,285 Sq Ft

    156 Brookville Rd, Glen Head, NY 11545

    Imagine the most incredible, private setting you can think of... well here it is. Three gorgeous acres set far off the main road. Koi ponds, beautiful landscaping, green grass and trees as far as the eye can see. All of this surrounded by 300 acres of town preserve land. This contemporary home has 4 bedrooms, incredible high ceilings, spacious rooms and tons of natural light. One of a kind

    Melissa Kaminsky Julia B Fee Sothebys Int. Rlty

    156 Brookville Rd, Glen Head, NY 11545
  • /31

    $5,200,000

    • 5 Beds
    • 6.5 Baths
    • 5,377 Sq Ft

    167 Brookville Rd, Glen Head, NY 11545

    This grand, gated estate blends timeless elegance with modern convenience, showcasing meticulous European craftsmanship throughout. Spanning over 8,000 square feet, this expanded custom ranch features soaring 10–12-foot ceilings and a sun-filled layout that ensures unmatched privacy and presence. A heated, air-conditioned 7-car garage serves as an automotive gallery, while the lower level

    Aileen Murstein Compass Greater NY LLC

    167 Brookville Rd, 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
  • /38

    $3,288,888 Open Sun 12PM - 2PM

    • 6 Beds
    • 6.5 Baths
    • 4,787 Sq Ft

    35 Hoaglands Ln, Glen Head, NY 11545

    At the end of a long private driveway the exceedingly charming Georgian Colonial aptly styled “Twin Pines” awaits. Quiet luxury and classic architecture strikes a harmonious balance with resort-style amenities set amongst 2 lush acres, providing an exceptional lifestyle for the discerning buyer. Step inside the entrance to find a foyer with original palazzo tile and library with a wood-burning

    Jaime Hamm Daniel Gale Sothebys Intl Rlty

    35 Hoaglands Ln, Glen Head, NY 11545
  • /33

    $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
  • /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
  • /24

    $670,000 Open Sat 12PM - 2PM

    • 2 Beds
    • 2 Baths
    • 1,220 Sq Ft

    20 Collins Rd, Glen Cove, NY 11542

    Charming ranch within the North Shore School District. This sun-filled 2-bedroom, 2-bath home offers easy one-level living with hardwood floors throughout. The primary suite features a jacuzzi bathtub with walk-in shower. Eat-in kitchen with granite countertops and stainless steel appliances. Additional highlights include a second full bath, washer/dryer, newly installed oil tank, large yard, and

    Stephanie Valerio Vintage American Realty LLC

    20 Collins Rd, Glen Cove, NY 11542
  • /47

    $5,699,999

    • 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 estate in the prestigious enclave of Old Brookville. This gated Brick Center Hall Colonial, masterfully built by the renowned Worrell Group, sits on 4.5 acres of impeccably manicured, estate-quality grounds and offers nearly 10,000 sq ft of finished living space across all levels. A circular drive leads to the stately entryway, accented by a

    Amar Jeet Chhibbar LAFFEY REAL ESTATE

    35 Chicken Valley Rd, Glen Head, NY 11545
  • /28

    $4,250,000

    • 6 Beds
    • 6.5 Baths

    11 Victorian Ln, Glen Head, NY 11545

    Perfectly situated on over two acres in the heart of Brookville, this stately stone residence combines classic European architecture with modern comfort. Built in 2008 with meticulous attention to detail, the home showcases a full stone exterior with limestone accents and refined finishes throughout. Inside, double entry doors open to a grand interior with soaring ceilings—9 feet on the main

    Zach Elliott Nest Seekers LLC

    11 Victorian Ln, Glen Head, NY 11545
  • /32

    $1,500,000 Open Sun 12PM - 1:30PM

    • 4 Beds
    • 2.5 Baths
    • 3,051 Sq Ft

    22 Knott Dr, Glen Cove, NY 11542

    Welcome home to this warm and inviting 4 bedroom, 2 1/2 bath post modern residence, beautifully nestled in cul de sac location within the North Shore School District. A dramatic 2 story entrance sets the tone, offering an immediate sense of space and comfort. The heart of the home is the chef's kitchen featuring stainless steel appliances, generous counter space and a layout that flows seamlessly

    Brian Fagen Compass Greater NY LLC

    22 Knott Dr, Glen Cove, NY 11542
  • /32

    $1,075,000 Open Sat 12PM - 2PM

    • 5 Beds
    • 2.5 Baths
    • 3,166 Sq Ft

    15 Shepherd St, Rockville Centre, NY 11570

    Totally renovated, using the finest materials, bright and sunny Colonial in Rockville Centre! This large home boasts new siding, new roof, HVAC (heat and hot water), pavered driveway, two car garage, inground pool plus 5 good sized bedrooms, an eat in kitchen, formal dining room, office/den, 2 and 1/2 baths, a full finished basement, and so much more! The Master bedroom has an ensuite and large

    Donovan Neita LAFFEY REAL ESTATE

    15 Shepherd St, Rockville Centre, NY 11570
  • /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

    $1,650,000 Open Sat 1PM - 3PM

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

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

    $6,499,000 Open Sun 2PM - 3:30PM

    • 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

    $7,488,000 Open Sun 12:30PM - 2PM

    • 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
  • /24

    $999,000 Open Sat 12PM - 2PM

    • 4 Beds
    • 2 Baths
    • 1,561 Sq Ft

    20 Robert Rd, Glen Cove, NY 11542

    Welcome to this beautiful tree - lined neighborhood. This home was totally renovated in 2023 classic home where traditional meets modern comfort. This home offers character and curb appeal, when entering you will find a thoughtfully designed layout that maximizes space and lots of natural sunlight, 4 Bedrooms 2 Full Baths with radiant heated floors, large laundry room on second floor with custom

    Carolina Boucos Daniel Gale Sothebys Intl Rlty

    20 Robert Rd, Glen Cove, NY 11542
  • /36

    $6,299,999

    • 6 Beds
    • 8.5 Baths

    12 Quaker Ridge Dr, Glen Head, NY 11545

    Brookville New Construction | Welcome home to 12 Quaker Ridge Drive — a pristine brick, center-hall colonial set on 2 acres at the end of a quiet cul-de-sac. This modern estate features six bedrooms — including a first-floor suite — formal living and dining areas, an open-concept kitchen, 3-car garage, and more. Behind a set of iron doors, you're welcomed by an open foyer and curved oak staircase

    Joe Scavo Douglas Elliman Real Estate

    12 Quaker Ridge Dr, Glen Head, NY 11545
  • /35

    $3,299,888 Open Sat 2:30PM - 4PM

    • 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
  • /18

    $1,999,000

    • 5 Beds
    • 4 Baths
    • 3,009 Sq Ft

    2177 Cedar Swamp Rd, Glen Head, NY 11545

    Discover this private 2-acre estate nestled in the prestigious Brookville Village, located within the top-rated Jericho School District. Enjoy low property taxes and a peaceful, secluded setting just minutes away from major highways and the train station—perfect for easy commuting and convenient living. This classic-style home features an inground swimming pool, expansive grounds, and endless

    Lei Liu Signature Premier Properties

    2177 Cedar Swamp Rd, 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
  • /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
  • /28

    $928,000 Open Sun 1PM - 3PM

    • 4 Beds
    • 1 Bath
    • 1,846 Sq Ft

    9 Hillside Ave, Glen Head, NY 11545

    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

    Liu Hu B Square Realty

    9 Hillside Ave, 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
  • /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
  • /37

    $1,250,000

    • 6 Beds
    • 3 Baths
    • 2,415 Sq Ft

    35 East Ave, Glen Cove, NY 11542

    Welcome to 35 East Avenue, Glen Cove—a fully renovated legal 2-family home offering exceptional value and flexibility. Renovated in 2005, this turnkey triplex features central HVAC with two zones and gleaming hardwood floors throughout. The first-floor unit offers two bedrooms, one full bath, an eat-in kitchen with a private balcony leading to the backyard, in-unit washer/dryer, spacious living

    Nicholas Evangelista NY Space Finders Inc

    35 East Ave, Glen Cove, NY 11542

Home Trends in Glen Head, NY

Housing Trends

Median Sale Price
$1,725,000
Median Single Family Sale Price
$2,150,000
Median 2 Bedroom Sale Price
$759,750
Average Price Per Sq Ft
$595
Number of Homes for Sale
32
Last 12 months Home Sales
110
Months of Supply
3.50
Median List Price
$2,237,000
Median Change From 1st List Price
3%
Median Home Sale Price YoY Change
17%
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