Glen Head, NY Homes

• 

  

  

  /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

  

  Joseph Lovaglio

  J D S NORTH SHORE REALTY INC

  (363) 200-3432

  167 Glen Head Rd, Glen Head, NY 11545
• Explore Glen Head

• 

  

  

  /18

  $4,400 per month

  • 4 Beds
  • 2 Baths
  • House for Rent

  20 Union Ave, Glen Head, NY 11545

  Glen Head House For Rent, Hardwood Floors, Eat In Kitchen And Large Living Room. Full Unfinished Basement For Storage With Washer Dryer. House Has Generator And Central A/C. 1 Month Security. Tenant Pays Own Gas Electric And Water. Credit Check. Renters Insurance Required. Street Parking.

  

  Joseph Lovaglio

  J D S NORTH SHORE REALTY INC

  (516) 963-5039

  20 Union Ave, Glen Head, NY 11545
• 

  $2,800,000 Sold Dec 04, 2025

  • 4,164 Sq Ft
  • $672/SF
  • 113 Days On Market

  • 5 Beds
  • 5.5 Baths
  • Built 1920

  60 Reid Ave, Port Washington, NY 11050

  Stunning circa 1920 Colonial completely redone with an eye for its vintage yet with a distinct emphasis on the comforts of modern living. From the kitchen's Royal Delft tiles, ancient limestone floor (heated), LaClanche range, SubZero, Viking and Miele appliances, to the handsome Waterworks tiled bathrooms and reclaimed river pine flooring and mahogany doors and window casings throughout, this

  Maggie Keats Douglas Elliman Real Estate

  60 Reid Ave, Port Washington, NY 11050
• 

  Est $4,114,000 Not Listed For Sale

  • 6 Beds
  • 6.5 Baths
  • 7,230 Sq Ft

  68 Wheatley Rd, Glen Head, NY 11545

  68 Wheatley Rd, Glen Head, NY 11545
• 

  

  

  /47

  $3,650,000

  • 6 Beds
  • 5.5 Baths
  • 5,642 Sq Ft

  109 Wheatley Rd, Glen Head, NY 11545

  New to the market in one of Brookville's most prestigious corridors and locations within the Jericho School District, 109 Wheatley Road offers timeless elegance on 2 flat, beautifully manicured acres. Featuring an unmatched resort-style backyard, the property includes a salt-water swimming pool, hot tub spa, expansive travertine marble patio, professional bocce ball court with seating, vegetable

  Michael Stanco Compass Greater NY LLC

  109 Wheatley Rd, Glen Head, NY 11545
• 

  

  /26

  $4,500 per month

  • 2 Beds
  • 2 Baths
  • 1,356 Sq Ft
  • House for Rent

  2 Elm Place, Glen Head, NY 11545

  Located in Glen Head, situated in a cul-de-sac block. The main floor showcases a gracious Living Room, a well-appointed Eat-In-Kitchen, a formal Dining Room, an elegant Wet-Bar, a Full Bath, and a conveniently situated Laundry Room. A standout feature of the residence is the inviting and expansive Den, complete with a fireplace, adorned with cathedral ceilings, skylights, and sliding doors that

  

  Celia Santos

  LAFFEY REAL ESTATE

  (363) 200-3120

  2 Elm Place, Glen Head, NY 11545
• 

  $2,350,000 Sold Nov 24, 2025

  • 3,530 Sq Ft
  • $666/SF
  • 34 Days On Market

  • 5 Beds
  • 3.5 Baths
  • Built 1968

  8 Rolling Dr, Glen Head, NY 11545

  Welcome to your dream home in the prestigious Brookville neighborhood, located within the highly sought-after Jericho School District. This beautifully maintained, spacious colonial sits on a breathtaking 2-acre flat lot featuring a luxurious inground heated swimming pool, perfect for relaxing or entertaining. Inside, you'll find hardwood floors throughout, natural gas cooking and heating, and a

  Lei Liu Signature Premier Properties

  8 Rolling Dr, Glen Head, NY 11545
• 

  Not Listed For Sale

  • 4 Beds
  • 3.5 Baths

  62 The Glen Unit 62, Glen Head, NY 11545

  62 The Glen Unit 62, Glen Head, NY 11545
• 

  

  /19

  $2,799,000 Open Sun 1:30PM - 3PM

  • 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

  $2,500 per month

  • 1 Bed
  • 1 Bath
  • Apartment for Rent

  45 Glen Head Rd, Glen Head, NY 11545

  Just Renovated With New Hardwood Floors And Kitchen. Great Space Near Train And Village With Off Street Parking. 1 Month Security Deposit Tenant Pays Own Gas And Electric. Renters Insurance Required. No Pets, Credit Check.

  

  Joseph Lovaglio

  J D S NORTH SHORE REALTY INC

  (363) 203-5107

  45 Glen Head Rd, Glen Head, NY 11545
• 

  $2,500,000 Sold Nov 21, 2025

  • 5,349 Sq Ft
  • $467/SF
  • 20 Days On Market

  • 5 Beds
  • 3.5 Baths
  • Built 1974

  14 Chelmsford Dr, Glen Head, NY 11545

  Welcome to the distinguished residence at 14 Chelmsford Drive, nestled in the serene enclave of Muttontown, NY. This meticulously crafted single-family home, built in 1974, offers a harmonious blend of timeless elegance and modern amenities. Spanning an impressive 5,349 square feet, this home is set on an expansive 2.24-acre lot, providing the perfect canvas for privacy and tranquility. This home

  Therese DiRenzo Compass Greater NY LLC

  14 Chelmsford Dr, Glen Head, NY 11545
• 

  Not Listed For Sale

  • 3 Beds
  • 4 Baths

  76 The Glen Unit 76, Glen Head, NY 11545

  76 The Glen Unit 76, Glen Head, NY 11545
• 

  

  /25

  $2,480,000

  • 5 Beds
  • 4 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
• 

  

  /26

  $8,500 per month

  • 5 Beds
  • 3 Baths
  • 2,679 Sq Ft
  • House for Rent

  110 Hegemans Ln, Glen Head, NY 11545

  Amazing views from this 4/5 Bedroom home with 3 Full Baths. Sunny Living Room with fireplace, comfy Family Room plus Kitchen and Dining Room. First floor offers 2 large Bedrooms with updated Bath, as well as, 3rd Office/BR with full Bath. Upstairs offers 2 Bedrooms with Bath. Lower Level Laundry and Rec Room. Fenced In ground pool heated by solar power. Lots of closets and storage. Grounds

  Madeleine Ganis Daniel Gale Sothebys Intl Rlty

  110 Hegemans Ln, Glen Head, NY 11545
• 

  $700,000 Sold Nov 20, 2025

  • 1,595 Sq Ft
  • $439/SF
  • 120 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1951

  23 Collins Rd, Glen Cove, NY 11542

  Welcome to 23 Collins Road, a charming 4-bedroom, 2-bath Expanded Cape nestled in the heart of Glen Cove in the North Shore school district. This delightful home offers an open-concept main floor, perfect for today’s lifestyle, featuring a spacious eat-in kitchen, a cozy den, a dedicated dining area, and an inviting office nook—ideal for working or learning from home. A long private driveway

  Gina DeMaio BERKSHIRE HATHAWAY

  23 Collins Rd, Glen Cove, NY 11542
• 

  Not Listed For Sale

  • 3 Beds
  • 2.5 Baths

  66 The Glen Unit 66, Glen Head, NY 11545

  66 The Glen Unit 66, Glen Head, NY 11545
• 

  

  /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
• 

  

  /31

  $38,000 per month

  • 6 Beds
  • 8 Baths
  • 10,000 Sq Ft
  • House for Rent

  16 Evergreen Way, Glen Head, NY 11545

  Nestled in the prestigious Greenfield Estates of Old Brookville, this 10,000 sq ft brick colonial estate is a masterpiece of luxury and privacy on 6 acres. It boasts both indoor and outdoor swimming pools, an outdoor kitchen perfect for entertaining, and a spacious three-car garage. The entrance welcomes you with a grand double bridal staircase and elegant marble floors, leading to a

  Huailing Deng Daniel Gale Sothebys Intl Rlty

  16 Evergreen Way, Glen Head, NY 11545
• 

  $1,833,000 Sold Nov 18, 2025

  • 3,280 Sq Ft
  • $559/SF
  • 55 Days On Market

  • 5 Beds
  • 3.5 Baths
  • Built 2025

  30 Roslyn Dr, Glen Head, NY 11545

  Welcome to 30 Roslyn Drive in Glen Head. Nestled in a quiet neighborhood on a quarter-acre, with award winning North Shore schools! This fully reconstructed and expanded ranch boasts living space bathed in natural light, with high ceilings throughout. Your new home is finished with the highest quality materials. The exterior is cladded in Hardie siding, stone, and Azek trim and details that will

  Derek Greene Greene Realty Group

  30 Roslyn Dr, Glen Head, NY 11545
• 

  Est $854,228 Not Listed For Sale

  • 5 Beds
  • 3 Baths
  • 2,845 Sq Ft

  669 Cedar Swamp Rd, Glen Head, NY 11545

  669 Cedar Swamp 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
• 

  

  /12

  $3,800 per month

  • 3 Beds
  • 1 Bath
  • 1,475 Sq Ft
  • Apartment for Rent

  3 Brookwood St, Glen Head, NY 11545

  Welcome to this bright and freshly painted first-floor apartment in the heart of Glen Head. This spacious 3-bedroom, 1-bath home offers an inviting entry foyer, central air conditioning, and carpeting throughout. Enjoy access to a large yard, great for relaxing or entertaining, plus one spot in the driveway for convenient parking. Tenants also have beach rights, putting you just moments from the

  Raquel Knoell Douglas Elliman Real Estate

  3 Brookwood St, Glen Head, NY 11545
• 

  $4,100,000 Sold Nov 14, 2025

  • 8,098 Sq Ft
  • $506/SF
  • 123 Days On Market

  • 6 Beds
  • 7 Baths
  • Built 1987

  3 Pin Oak Ct, Glen Head, NY 11545

  Magnificent Brick Colonial in Prestigious Old Brookville tucked away on a private cul-de-sac in one of Long Island’s most exclusive enclaves, this stately brick Colonial embodies timeless elegance and refined indoor-outdoor living. Designed with an eye for classic proportions and luxury detail, the 8,500-square-foot residence is crowned with a slate roof and surrounded by manicured, park-like

  Lois Kirschenbaum Daniel Gale Sothebys Intl Rlty

  3 Pin Oak Ct, Glen Head, NY 11545
• 

  Est $1,141,739 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,594 Sq Ft

  11 Willow Place, Glen Head, NY 11545

  11 Willow Place, Glen Head, NY 11545
• 

  

  /42

  $3,499,000

  • 6 Beds
  • 5.5 Baths
  • 6,200 Sq Ft

  1 Norgate Rd, Glen Head, NY 11545

  Welcome to 1 Norgate Rd.Discover elevated living in this gated Brookville estate, offering approximately 6,200 sq ft of refined design and smart home innovation. Set on a manicured lot, this 6-bedroom, 5.5-bath home features a grand foyer with a dramatic round staircase, custom woodwork, and herringbone floors. Each bedroom includes its own en-suite bath and walk-in closet for ultimate

  David Agaev Blue Skyline Realty Brkrg LLC

  1 Norgate Rd, Glen Head, NY 11545
• 

  

  /28

  $6,000 per month

  • 4 Beds
  • 3 Baths
  • 1,500 Sq Ft
  • House for Rent

  5 Prospect St, Glen Head, NY 11545

  Charming And Renovated Expanded Cape With Lush Large Flat Property Fully Fenced, 4 Bedrooms and 3 Brand New Full baths, Main Floor Offers Updated Kitchen with Stainless Steel Appliances, French Doors To Brick Patio And Huge Backyard, Living room With Wood Burning Fireplace, Formal Dining Room, Hardwood Floors and Led Hi-Hats Throughout, 1 Bedroom And Full Bath, 2nd Floor Offers 3 Bedrooms And 1

  Sarika Gera Charles Rutenberg Realty Inc

  5 Prospect St, Glen Head, NY 11545
• 

  $3,196,000 Sold Nov 12, 2025

  • 4,488 Sq Ft
  • $712/SF
  • 15 Days On Market

  • 5 Beds
  • 5.5 Baths
  • Built 1999

  184 High Farms Rd, Glen Head, NY 11545

  Set down a long, elegant driveway in the prestigious Old Brookville estate area, 184 High Farms Road invites you into a world where timeless architecture meets modern luxury. This stately brick Colonial blends the grace of classic design with the ease of today’s comforts — from its beautifully renovated kitchen and spa inspired baths to its custom millwork, gleaming hardwood floors, and

  Karen Sharf Daniel Gale Sothebys Intl Rlty

  184 High Farms Rd, Glen Head, NY 11545
• 

  Est $825,751 Not Listed For Sale

  • 2 Beds
  • 2.5 Baths
  • 2,000 Sq Ft

  20 Cedar Ln N, Glen Head, NY 11545

  20 Cedar Ln N, Glen Head, NY 11545
• 

  

  /46

  $3,999,000

  • 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
• 

  

  /14

  $2,500 per month

  • 1 Bed
  • 1 Bath
  • 500 Sq Ft
  • Apartment for Rent

  49 Glen Head Rd Unit 2nd Floor, Glen Head, NY 11545

  Welcome to this bright, spacious & freshly painted one bedroom apartment with central air. Situated just one block from the Glen Head LIRR train station, this home features an open floorplan, an updated kitchen with stainless steel appliances, granite countertops, large island for seating & storage plus gas cooking. Additional highlights include off-street parking, close proximity to the

  Eileen Heimer Daniel Gale Sothebys Intl Rlty

  49 Glen Head Rd Unit 2nd Floor, Glen Head, NY 11545
• 

  $795,000 Sold Nov 11, 2025

  • 930 Sq Ft
  • $855/SF
  • 217 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1944

  30 Sheppard St, Glen Head, NY 11545

  Welcome Home to This All Updated Ranch in Glen Head, Hardwood Floors, Formal Living Room with Fireplace, Formal Dining Room or Bedroom, New Gas Heating System, New Hot Water Tank New Central AC System, New 200 Amp Electrical, New Kitchen, New Bathrooms, Large Finished Basement with Home Office/Gym, Recreational Room, Renowned North Shore School District, 1 Car Garage, Private Yard, Much, much

  Maryann Milovcic Douglas Elliman Real Estate

  30 Sheppard St, Glen Head, NY 11545
• 

  Est $1,208,527 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,395 Sq Ft

  15 Hillcrest Dr, Glen Head, NY 11545

  15 Hillcrest Dr, Glen Head, NY 11545
• 

  

  /50

  $3,099,000 Open Sun 12PM - 2PM

  • 6 Beds
  • 6.5 Baths
  • 5,000 Sq Ft

  20 Rolling Dr, Glen Head, NY 11545

  Welcome to 20 Rolling Drive, Glen Head, NY - Set on a pristine 2 acres of rolling lawn. 6 Bedrooms | 6.5 Bathrooms | 4,868 Sq Ft | Colonial Discover the perfect balance of space, style, and modern updates in this fully renovated 5000 sq ft Colonial, with a basement and garage included it is approximately a 7000 sq ft total structured home, ideally located in prestigious Brookville. With 6

  Christopher Galluzzo Compass Greater NY LLC

  20 Rolling Dr, Glen Head, NY 11545
• 

  

  /10

  $3,100 per month

  • 2 Beds
  • 1 Bath
  • 1,000 Sq Ft
  • Apartment for Rent

  72 Cedar Swamp Rd Unit 3, Glen Cove, NY 11542

  Spacious second-floor 2-bedroom, 1-bath apartment at 72-74 Cedar Swamp Road, Glen Cove. This bright and comfortable unit features tile flooring throughout and oversized windows that bring in abundant natural light. The full kitchen includes a separate dining area, and there’s a convenient laundry room with a built-in folding counter. The spacious living room boasts a huge storage closet, while

  Nicholas Evangelista NY Space Finders Inc

  72 Cedar Swamp Rd Unit 3, Glen Cove, NY 11542
• 

  $900,000 Sold Nov 06, 2025

  • 1,210 Sq Ft
  • $744/SF
  • 22 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1925

  34 Glen Cove Dr, Glen Head, NY 11545

  Welcome to this charming expanded Cape Cod nestled in the heart of Glen Head. Set on a flat, beautifully landscaped property with specimen plantings, this home invites you in with its stunning bluestone-adorned front porch—the perfect place to relax and take in the serene surroundings. Inside, the home offers a formal living room and formal dining room, along with an updated eat-in kitchen that

  Irene Nictas Daniel Gale Sothebys Intl Rlty

  34 Glen Cove Dr, Glen Head, NY 11545
• 

  Est $1,214,584 Not Listed For Sale

  • 5 Beds
  • 2.5 Baths
  • 2,756 Sq Ft

  9 Rini Ct, Glen Head, NY 11545

  9 Rini Ct, 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
• 

  

  /26

  $4,600 per month

  • 4 Beds
  • 1.5 Baths
  • 2,000 Sq Ft
  • House for Rent

  1030 Glen Cove Ave, Glen Head, NY 11545

  Recently Renovated Charming Brick Colonial offers Large Living Room, Formal Dining Room, Gourmet Eat in kitchen with quartz countertops, white cabinets, panty and SS appliance, Heated Back Porch and Power Room, upstairs boasts 4 bedrooms and Full Bathroom, Walk up attic for storage. Beautiful Fenced in Yard, private Parking in driveway. Close to all!!, Additional information:

  Mishelle Berger Calo Compass Greater NY LLC

  1030 Glen Cove Ave, Glen Head, NY 11545
• 

  $855,000 Sold Oct 31, 2025

  • 1,523 Sq Ft
  • $561/SF
  • 367 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1980

  1 Smith St, Glen Head, NY 11545

  , Additional information: Appearance:Excellent,Separate Hotwater Heater:Yes

  Robert Scarito Douglas Elliman Real Estate

  1 Smith St, Glen Head, NY 11545
• 

  Est $1,151,282 Not Listed For Sale

  • 5 Beds
  • 2.5 Baths
  • 2,753 Sq Ft

  311 Frost Pond Rd, Glen Head, NY 11545

  311 Frost Pond Rd, Glen Head, NY 11545

Showing Results 1 - 40, Page 1 of 18