Glen Head, NY Homes

• 

  

  

  /49

  $3,449,000 Pending

  • 6 Beds
  • 5 Baths
  • 5,500 Sq Ft

  13 Locust Ln, Glen Head, NY 11545

  La Isabella : A Gracious 2 Acre Estate In Prestigious Upper Brookville Offering Timeless Colonial Architecture With Modern Luxury. Set Behind A Sweeping Drive And Surrounded By Mature Magnolia, Dogwood, And Maple Trees, This Home Is Crafted For Multigenerational Living With Privacy And Sophistication. Inside, A Dramatic Double-Height Foyer And Sweeping Staircase Welcome You To Spacious Sunlit

  Lisa Fasano Compass Greater NY LLC

  13 Locust Ln, Glen Head, NY 11545
• Selling your home? Sell it faster and for more with a Homes.com Boost.

  Learn More
• 

  $720,000 Sold Aug 19, 2025

  29 The Glen Unit 29, Glen Head, NY 11545

  • 2 Beds
  • 2.5 Baths
  • 1,569 Sq Ft
  • Built 1987

  Last Sold Summary

  • 10% Below List Price
  • $459/SF
  • 64 Days On Market

  Last Listing Agent Lori Farber BERKSHIRE HATHAWAY

  29 The Glen Unit 29, Glen Head, NY 11545
• 

  Est $1,376,309 Not Listed For Sale

  233 Lawrence Ln, Glen Cove, NY 11542

  • 3 Beds
  • 2.5 Baths
  • 2,564 Sq Ft
  • Built 2006

  233 Lawrence Ln, Glen Cove, NY 11542

  Last Sold Summary

  • 23% Above List Price
  • $437/SF
  • 91 Days On Market

  Last Sold Price $1,120,000

  Last Listing Agent Jesse Geser Daniel Gale Sotheby's
• 

  

  

  /47

  $3,650,000 Pending

  • 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, expansive travertine marble patio, gardens, and separate all brick pool house cabana. The west-facing

  Michael Stanco Compass Greater NY LLC

  109 Wheatley Rd, Glen Head, NY 11545
• 

  $5,425,000 Sold Aug 28, 2025

  21 Old Wheatley Rd, Glen Head, NY 11545

  • 6 Beds
  • 6.5 Baths
  • 6,484 Sq Ft
  • Built 2002

  Last Sold Summary

  • 10% Below List Price
  • $837/SF
  • 55 Days On Market

  Current Estimated Value $5,563,168

  Last Listing Agent Kristin Purcell Compass Greater NY LLC

  21 Old Wheatley Rd, Glen Head, NY 11545
• 

  Est $731,826 Not Listed For Sale

  206 Lawrence Ln, Glen Cove, NY 11542

  • 3 Beds
  • 1 Bath
  • 1,126 Sq Ft
  • Built 1951

  206 Lawrence Ln, Glen Cove, NY 11542

  Last Sold Summary

  • 26% Above List Price
  • $515/SF
  • 29 Days On Market

  Last Sold Price $580,000

  Last Listing Agent Robert Bressingham Realty Connect USA LLC
• 

  

  /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
• 

  $855,000 Sold Oct 31, 2025

  1 Smith St, Glen Head, NY 11545

  • 4 Beds
  • 2 Baths
  • 1,523 Sq Ft
  • Built 1980

  Last Sold Summary

  • 32% Below List Price
  • $561/SF
  • 367 Days On Market

  Current Estimated Value $894,537

  Last Listing Agent Robert Scarito Douglas Elliman Real Estate

  1 Smith St, Glen Head, NY 11545
• 

  Est $975,115 Not Listed For Sale

  20 Robert Rd, Glen Cove, NY 11542

  • 4 Beds
  • 1 Bath
  • 1,190 Sq Ft
  • Built 1951

  20 Robert Rd, Glen Cove, NY 11542

  Last Sold Summary

  • 76% Above List Price
  • $466/SF
  • 47 Days On Market

  Last Sold Price $555,000

  Last Listing Agent Vivian Parisi Compass Greater NY LLC
• 

  

  /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
• 

  $2,350,000 Sold Jun 26, 2025

  30 Glenby Ln, Glen Head, NY 11545

  • 5 Beds
  • 4.5 Baths
  • 4,644 Sq Ft
  • Built 1979

  Last Sold Summary

  • 2% Below List Price
  • $506/SF
  • 178 Days On Market

  Current Estimated Value $2,468,351

  Last Listing Agent Shawn Elliott Nest Seekers LLC

  30 Glenby Ln, Glen Head, NY 11545
• 

  Est $979,171 Not Listed For Sale

  14 Robert Rd, Glen Cove, NY 11542

  • 4 Beds
  • 2 Baths
  • 1,746 Sq Ft
  • Built 1951

  14 Robert Rd, Glen Cove, NY 11542

  Last Sold Summary

  • 11% Above List Price
  • $504/SF
  • 17 Days On Market

  Last Sold Price $880,000

  Last Listing Agent Patrick Hall Branch Real Estate Group
• 

  

  /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
• 

  $2,700,000 Sold Feb 24, 2026

  183 Linden Ln, Glen Head, NY 11545

  • 3 Beds
  • 4 Baths
  • 3,602 Sq Ft
  • Built 2016

  Last Sold Summary

  • 19% Above List Price
  • $750/SF
  • 9 Days On Market

  Current Estimated Value $2,532,481

  Last Listing Agent Alexis Mcandrew Daniel Gale Sothebys Intl Rlty

  183 Linden Ln, Glen Head, NY 11545
• 

  Est $790,251 Not Listed For Sale

  1 Keith Place, Glen Cove, NY 11542

  • 4 Beds
  • 1.5 Baths
  • 1,620 Sq Ft
  • Built 1951

  1 Keith Place, Glen Cove, NY 11542

  Last Sold Summary

  • 37% Above List Price
  • $355/SF
  • 87 Days On Market

  Last Sold Price $575,000

  Last Listing Agent Thomas Knoell Douglas Elliman Real Estate
• 

  

  /21

  $2,850,000 Open Sun 1PM - 3PM

  • 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
• 

  $990,000 Sold Sep 09, 2025

  13 The Promenade, Glen Head, NY 11545

  • 3 Beds
  • 2 Baths
  • 1,769 Sq Ft
  • Built 1958

  Last Sold Summary

  • 14% Above List Price
  • $560/SF
  • 12 Days On Market

  Current Estimated Value $925,173

  Last Listing Agent Linda OConnor Luxian International Realty

  13 The Promenade, Glen Head, NY 11545
• 

  Est $671,780 Not Listed For Sale

  3 Sands Rd, Glen Cove, NY 11542

  • 3 Beds
  • 1 Bath
  • 946 Sq Ft
  • Built 1952

  3 Sands Rd, Glen Cove, NY 11542

  Last Sold Summary

  • 10% Above List Price
  • $645/SF
  • 19 Days On Market

  Last Sold Price $610,000

  Last Listing Agent Myla Borucke Daniel Gale Sotheby's
• 

  

  /11

  $899,000 Pending

  • Land
  • 1.8 Acres
  • $500,000 per Acre

  10 High Farms Rd, Glen Head, NY 11545

  A rare opportunity awaits in Glen Head! Build your dream home on 1.8 acres of prime land, perfectly positioned for development. This expansive property offers endless potential to create a custom residence tailored to your vision, whether you're planning your forever home or seeking a valuable addition to your portfolio. Enjoy a location that’s close to beaches, golf, and tennis. Don’t miss

  Malgorzata Useda Exit Realty First Choice

  10 High Farms Rd, Glen Head, NY 11545
• 

  $2,400,000 Sold Dec 19, 2025

  1 Coolidge Ave, Glen Head, NY 11545

  • 5 Beds
  • 4.5 Baths
  • 4,382 Sq Ft
  • Built 2007

  Last Sold Summary

  • 2% Above List Price
  • $548/SF
  • 13 Days On Market

  Current Estimated Value $2,298,765

  Last Listing Agent Vivian Parisi Daniel Gale Sothebys Intl Rlty

  1 Coolidge Ave, Glen Head, NY 11545
• 

  Est $784,033 Not Listed For Sale

  74 East Ave, Glen Cove, NY 11542

  • 3 Beds
  • 1 Bath
  • 986 Sq Ft
  • Built 1951

  74 East Ave, Glen Cove, NY 11542

  Last Sold Summary

  • 5% Above List Price
  • $760/SF
  • 110 Days On Market

  Last Sold Price $749,000

  Last Listing Agent Eileen Heimer Daniel Gale Sotheby's
• 

  

  /50

  $7,999,999 Open Sun 1:30PM - 3PM

  • 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
• 

  $744,500 Sold Mar 24, 2025

  1 The Cir Unit 1, Glen Head, NY 11545

  • 2 Beds
  • 2 Baths
  • 1,400 Sq Ft
  • Built 1986

  Last Sold Summary

  • 1% Below List Price
  • $532/SF
  • 40 Days On Market

  Last Listing Agent Lowell Ackerman Daniel Gale Sothebys Intl Rlty

  1 The Cir Unit 1, Glen Head, NY 11545
• 

  Est $2,810,157 Not Listed For Sale

  30 Stirrup Dr, Glen Head, NY 11545

  • 5 Beds
  • 4.5 Baths
  • 5,826 Sq Ft
  • Built 1995

  30 Stirrup Dr, Glen Head, NY 11545

  Last Sold Summary

  • 17% Above List Price
  • $412/SF
  • 38 Days On Market

  Last Sold Price $2,400,000

  Last Listing Agent Michael Stanco Compass Greater NY LLC
• 

  

  /33

  $998,000

  • 4 Beds
  • 3 Baths
  • 1,809 Sq Ft

  66 Smith St, Glen Cove, NY 11542

  Located on a quiet residential street in the heart of Glen Cove, this charming home offers an excellent opportunity for homeowners. Set on a 7000 sqft lot, with large private backyard space, and double garage driveway parking. The interior open layout with abundant natural light, ready for customization or updates to suit your personal style. Situated near local shops, schools, parks, and Glen

  Aggie Cheng Landmark Manhattan Rlty Corp

  66 Smith St, Glen Cove, NY 11542
• 

  $900,000 Sold Apr 17, 2025

  23 Post St, Glen Head, NY 11545

  • 3 Beds
  • 3 Baths
  • 1,470 Sq Ft
  • Built 1937

  Last Sold Summary

  • $612/SF
  • 42 Days On Market

  Current Estimated Value $1,013,614

  Last Listing Agent Vivian Li Prospes Real Estate Corp

  23 Post St, Glen Head, NY 11545
• 

  Est $3,156,262 Not Listed For Sale

  16 Overbrook Ln, Glen Head, NY 11545

  • 4 Beds
  • 4.5 Baths
  • 3,942 Sq Ft
  • Built 1984

  16 Overbrook Ln, Glen Head, NY 11545

  Last Sold Summary

  • 7% Above List Price
  • $748/SF
  • 42 Days On Market

  Last Sold Price $2,950,000

  Last Listing Agent Lisa Fasano Compass Greater NY LLC
• 

  

  /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
• 

  $2,050,000 Sold Sep 30, 2025

  31 Wenwood Dr, Glen Head, NY 11545

  • 5 Beds
  • 4.5 Baths
  • 3,900 Sq Ft
  • Built 1960

  Last Sold Summary

  • 7% Below List Price
  • $526/SF
  • 56 Days On Market

  Current Estimated Value $2,182,830

  Last Listing Agent Maria Babaev Douglas Elliman Real Estate

  31 Wenwood Dr, Glen Head, NY 11545
• 

  Est $2,744,975 Not Listed For Sale

  20 Overbrook Ln, Glen Head, NY 11545

  • 6 Beds
  • 5.5 Baths
  • 4,849 Sq Ft
  • Built 1984

  20 Overbrook Ln, Glen Head, NY 11545

  Last Sold Summary

  • 39% Above List Price
  • $407/SF
  • 23 Days On Market

  Last Sold Price $1,975,000

  Last Listing Agent Janet Berookhim LAFFEY REAL ESTATE
• 

  

  /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
• 

  $999,000 Sold Jun 23, 2025

  65 The Cir Unit 65, Glen Head, NY 11545

  • 3 Beds
  • 3.5 Baths
  • Built 1988

  Last Sold Summary

  • 13 Days On Market

  Last Listing Agent Sandi Lefkowitz Daniel Gale Sothebys Intl Rlty

  65 The Cir Unit 65, Glen Head, NY 11545
• 

  Est $3,402,031 Not Listed For Sale

  9 Locust Ln, Glen Head, NY 11545

  • 5 Beds
  • 4 Baths
  • 2,243 Sq Ft
  • Built 1962

  9 Locust Ln, Glen Head, NY 11545

  Last Sold Summary

  • 11% Above List Price
  • $1,371/SF
  • 175 Days On Market

  Last Sold Price $3,075,000

  Last Listing Agent Lowell Ackerman Daniel Gale Sotheby's
• 

  

  /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
• 

  $1,825,000 Sold Oct 30, 2025

  18 Roosevelt Ave, Glen Head, NY 11545

  • 5 Beds
  • 3 Baths
  • 2,800 Sq Ft
  • Built 2023

  Last Sold Summary

  • 3% Above List Price
  • $652/SF
  • 38 Days On Market

  Current Estimated Value $1,747,220

  Last Listing Agent Jordan Caruso Compass Greater NY LLC

  18 Roosevelt Ave, Glen Head, NY 11545
• 

  Est $3,533,832 Not Listed For Sale

  4 Filasky Ct, Glen Head, NY 11545

  • 6 Beds
  • 5.5 Baths
  • 5,501 Sq Ft
  • Built 1999

  4 Filasky Ct, Glen Head, NY 11545

  Last Sold Summary

  • 10% Above List Price
  • $582/SF
  • 70 Days On Market

  Last Sold Price $3,200,000

  Last Listing Agent Maria Babaev Douglas Elliman Real Estate
• 

  

  /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
• 

  $3,660,000 Sold Mar 17, 2025

  1 Hickory Dr, Glen Head, NY 11545

  • 5 Beds
  • 5.5 Baths
  • 6,156 Sq Ft
  • Built 2000

  Last Sold Summary

  • 5% Above List Price
  • $595/SF
  • 14 Days On Market

  Current Estimated Value $3,834,722

  Last Listing Agent Rita Pecora Daniel Gale Sothebys Intl Rlty

  1 Hickory Dr, Glen Head, NY 11545
• 

  Est $1,740,551 Not Listed For Sale

  169 Linden Ln, Glen Head, NY 11545

  • 5 Beds
  • 3 Baths
  • 2,717 Sq Ft
  • Built 1954

  169 Linden Ln, Glen Head, NY 11545

  Last Sold Summary

  • 20% Above List Price
  • $534/SF
  • 86 Days On Market

  Last Sold Price $1,450,000

  Last Listing Agent Kathryn Maxwell Pournaras Daniel Gale Sotheby's
• 

  

  /39

  $2,250,000 Pending

  • 6 Beds
  • 4.5 Baths
  • 5,900 Sq Ft

  21 Overbrook Ln, Glen Head, NY 11545

  Welcome to 21 Overbrooke Lane, Upper Brookville, a magnificent custom residence nestled on a private road with breathtaking views of a serene pond. This elegant estate offers over 5900 square feet of refined living space set on 1.24 acres of picturesque grounds. As you enter, you’re greeted by a grand custom staircase, intricate millwork, and a hand-painted dome ceiling that reflect true artistry

  Dalia Elison Douglas Elliman Real Estate

  21 Overbrook Ln, Glen Head, NY 11545

Showing Results 41 - 80, Page 2 of 18