Glen Head, NY Homes

• 

  $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

  Last Listing Agent Jordan Caruso Compass Greater NY LLC

  18 Roosevelt Ave, Glen Head, NY 11545
• 

  Est $2,577,556 Not Listed For Sale

  • 5 Beds
  • 4.5 Baths
  • 3,718 Sq Ft

  4 Revere Ct, Glen Head, NY 11545

  4 Revere Ct, Glen Head, NY 11545
• 

  

  

  /26

  $849,888

  • 2 Beds
  • 1 Bath

  8 Dumond Place, Glen Head, NY 11545

  This charming home features two cozy bedrooms and a sunlit sunroom. The foyer is beautiful when the natural light that comes through the front door, The living room has a warm gas fireplace and elegant wood floors throughout. The home includes a newly renovated bathroom with radiant floor heating, ensuring comfort in every season. The eat-in kitchen is a chef’s dream with granite countertops. The

  Mary Stanco BERKSHIRE HATHAWAY

  8 Dumond Place, 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 $3,843,145

  Last Listing Agent Rita Pecora Daniel Gale Sothebys Intl Rlty

  1 Hickory Dr, Glen Head, NY 11545
• 

  Est $3,656,664 Not Listed For Sale

  • 5 Beds
  • 6.5 Baths
  • 3,900 Sq Ft

  4 Canterbury Rd, Glen Head, NY 11545

  4 Canterbury Rd, Glen Head, NY 11545
• 

  

  /23

  $1,350,000 Pending

  • 4 Beds
  • 3 Baths
  • 2,200 Sq Ft

  20 Michaels Ln, Glen Head, NY 11545

  Brookville ranch 4 bedrooms 3 baths on 1 acre. Living room, dining room, den with wood burning fireplace. Primary king bedroom suite with bath and large closet, 2nd king bedroom, 3 full size bedroom and hall bath with double sink. Guest twin bedroom and bath, laundry area. Full unfinished basement with 2022 oil burner and water tank. 200 AMP electric panel. 2 Car garage, in ground sprinklers,

  Charles Maione Douglas Elliman Real Estate

  20 Michaels Ln, Glen Head, NY 11545
• 

  $2,500,000 Sold Nov 21, 2025

  14 Chelmsford Dr, Glen Head, NY 11545

  • 5 Beds
  • 3.5 Baths
  • 5,349 Sq Ft
  • Built 1974

  Last Sold Summary

  • $467/SF
  • 20 Days On Market

  Last Listing Agent Therese DiRenzo Compass Greater NY LLC

  14 Chelmsford Dr, Glen Head, NY 11545
• 

  Est $3,024,554 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 3,070 Sq Ft

  343 Chicken Valley Rd, Glen Head, NY 11545

  343 Chicken Valley Rd, 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
• 

  $985,000 Sold Aug 22, 2025

  43 Scudders Ln, Glen Head, NY 11545

  • 3 Beds
  • 2 Baths
  • 1,793 Sq Ft
  • Built 1956

  Last Sold Summary

  • 4% Above List Price
  • $549/SF
  • 14 Days On Market

  Current Estimated Value $964,404

  Last Listing Agent Molly Deegan Branch Real Estate Group

  43 Scudders Ln, Glen Head, NY 11545
• 

  Est $2,553,179 Not Listed For Sale

  • 5 Beds
  • 5.5 Baths
  • 5,000 Sq Ft

  22 Pheasant Hill Ln, Glen Head, NY 11545

  22 Pheasant Hill Ln, 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
• 

  $790,000 Sold Jul 15, 2025

  4 Hillcrest Dr, Glen Head, NY 11545

  • 3 Beds
  • 1 Bath
  • 1,660 Sq Ft
  • Built 1920

  Last Sold Summary

  • 9% Above List Price
  • $476/SF
  • 29 Days On Market

  Current Estimated Value $805,054

  Last Listing Agent Amy Tansill Daniel Gale Sothebys Intl Rlty

  4 Hillcrest Dr, Glen Head, NY 11545
• 

  Est $5,612,000 Not Listed For Sale

  • 6 Beds
  • 8 Baths
  • 1,150 Sq Ft

  873 Cedar Swamp Rd, Glen Head, NY 11545

  873 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
• 

  $2,801,000 Sold Jul 09, 2025

  4 Paddock Ct, Glen Head, NY 11545

  • 6 Beds
  • 7.5 Baths
  • 5,732 Sq Ft
  • Built 1984

  Last Sold Summary

  • 3% Below List Price
  • $489/SF
  • 45 Days On Market

  Current Estimated Value $2,822,444

  Last Listing Agent Michelle Zhao ZI Realty LLC

  4 Paddock Ct, Glen Head, NY 11545
• 

  Est $3,075,452 Not Listed For Sale

  • 4 Beds
  • 6 Baths
  • 3,354 Sq Ft

  18 Pheasant Hill Ln, Glen Head, NY 11545

  18 Pheasant Hill Ln, Glen Head, NY 11545
• 

  /2

  $2,900,000 Pending

  • 7 Beds
  • 10 Baths
  • 8,162 Sq Ft

  80 Valentines Ln, Glen Head, NY 11545

  Old Brookville Contemporary Home | Stunning and serene property backing lush nature preserve - 80 Valentines Lane offers pure peace and privacy on Long Island's Gold Coast.

  Joe Scavo Douglas Elliman Real Estate

  80 Valentines Ln, Glen Head, NY 11545
• 

  $820,000 Sold Jan 16, 2026

  16 Wagon Ln, Glen Head, NY 11545

  • 3 Beds
  • 1.5 Baths
  • 1,300 Sq Ft
  • Built 1973

  Last Sold Summary

  • 6% Below List Price
  • $631/SF
  • 37 Days On Market

  Last Listing Agent Lynda Torel Daniel Gale Sothebys Intl Rlty

  16 Wagon Ln, Glen Head, NY 11545
• 

  Est $3,181,801 Not Listed For Sale

  • 4 Beds
  • 4.5 Baths
  • 3,172 Sq Ft

  101 Brookville Ln, Glen Head, NY 11545

  101 Brookville Ln, Glen Head, NY 11545
• 

  

  /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
• 

  $630,000 Sold Feb 18, 2025

  41 The Promenade, Glen Head, NY 11545

  • 3 Beds
  • 2 Baths
  • 1,466 Sq Ft
  • Built 1932

  Last Sold Summary

  • 1% Below List Price
  • $430/SF
  • 174 Days On Market

  Current Estimated Value $798,531

  Last Listing Agent Stephen Portelli Stephen Joseph Properties

  41 The Promenade, Glen Head, NY 11545
• 

  Est $3,077,931 Not Listed For Sale

  • 6 Beds
  • 4.5 Baths
  • 4,892 Sq Ft

  167 High Farms Rd, Glen Head, NY 11545

  167 High Farms Rd, Glen Head, NY 11545
• 

  /2

  $5,900,000 Pending

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

  25 Longridge Ln, Glen Head, NY 11545

  Old Brookville New Construction | Welcome to 25 Longridge Lane– a custom-built brick center hall colonial nestled on over 2 private acres at the end of a peaceful cul-de-sac.

  Joe Scavo Douglas Elliman Real Estate

  25 Longridge Ln, Glen Head, NY 11545
• 

  $1,357,000 Sold Oct 03, 2025

  46 Garfield Ave, Glen Head, NY 11545

  • 4 Beds
  • 2 Baths
  • 2,524 Sq Ft
  • Built 1951

  Last Sold Summary

  • 9% Above List Price
  • $538/SF
  • 20 Days On Market

  Current Estimated Value $1,255,577

  Last Listing Agent Myla Borucke Daniel Gale Sothebys Intl Rlty

  46 Garfield Ave, Glen Head, NY 11545
• 

  Est $2,873,308 Not Listed For Sale

  • 7 Beds
  • 4.5 Baths
  • 4,269 Sq Ft

  163 High Farms Rd, Glen Head, NY 11545

  163 High Farms Rd, Glen Head, NY 11545
• 

  

  /42

  $1,599,000 Pending

  • 5 Beds
  • 3.5 Baths
  • 2,957 Sq Ft

  18 Knoll Ln, Glen Head, NY 11545

  Welcome to luxury living in Glen Head. This meticulously maintained colonial spans nearly 3,000 sq ft and blends modern comfort with timeless style. Featuring 4 spacious bedrooms, 3.5 baths, and an option for a 5th bedroom. The chef’s kitchen offers radiant heated floors, Sub-Zero refrigerator, Thermador oven, and opens to a bright breakfast area. The den features a wood-burning fireplace, custom

  Raquel Knoell Douglas Elliman Real Estate

  18 Knoll Ln, Glen Head, NY 11545
• 

  $3,359,999 Sold Jun 27, 2025

  77 Linden Ln, Glen Head, NY 11545

  • 6 Beds
  • 5.5 Baths
  • Built 1964

  Last Sold Summary

  • 4% Below List Price
  • 45 Days On Market

  Current Estimated Value $3,425,441

  Last Listing Agent Debra Quinn Petkanas Daniel Gale Sothebys Intl Rlty

  77 Linden Ln, Glen Head, NY 11545
• 

  Est $1,980,031 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,846 Sq Ft

  7 Hamilton Ct, Glen Head, NY 11545

  7 Hamilton Ct, Glen Head, NY 11545
• 

  

  /44

  $1,348,000 Pending

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

  33 Scudders Ln, Glen Head, NY 11545

  Fully renovated in 2019, this stylish 3-bedroom, 2.5-bath home offers a true open layout with hardwood floors, a cozy gas fireplace, and built-in Sonos surround sound—perfect for movie nights and entertaining. Modern smart-home features include app-controlled garage access (MyQ), an alarm system, and individual room thermostats for zoned central air, giving you next-level comfort and convenience.

  Ellen Kim BERKSHIRE HATHAWAY

  33 Scudders Ln, Glen Head, NY 11545
• 

  $2,500,000 Sold Jul 15, 2025

  12 Shelter Ln, Glen Head, NY 11545

  • 5 Beds
  • 4.5 Baths
  • 5,470 Sq Ft
  • Built 1981

  Last Sold Summary

  • $457/SF
  • 11 Days On Market

  Current Estimated Value $2,494,452

  Last Listing Agent Melanie Cogan Compass Greater NY LLC

  12 Shelter Ln, Glen Head, NY 11545
• 

  Est $2,067,081 Not Listed For Sale

  • 5 Beds
  • 3.5 Baths
  • 3,356 Sq Ft

  17 Wedgewood Ct, Glen Head, NY 11545

  17 Wedgewood Ct, Glen Head, NY 11545
• 

  

  /42

  $3,499,000 Pending

  • 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
• 

  $890,000 Sold Aug 08, 2025

  82 The Glen Unit 82, Glen Head, NY 11545

  • 3 Beds
  • 2.5 Baths
  • 2 Sq Ft
  • Built 1988

  Last Sold Summary

  • 6% Below List Price
  • $445,000/SF
  • 172 Days On Market

  Last Listing Agent Sandi Lefkowitz Daniel Gale Sothebys Intl Rlty

  82 The Glen Unit 82, Glen Head, NY 11545
• 

  Est $1,347,599 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,425 Sq Ft

  21 Wedgewood Ct, Glen Head, NY 11545

  21 Wedgewood Ct, Glen Head, NY 11545
• 

  

  /20

  $835,000 Pending

  • 4 Beds
  • 2 Baths
  • 2,036 Sq Ft

  1 William St, Glen Head, NY 11545

  Single-family “Cape” style home. The property contains 2,036+square spread over 3 levels, including a finished basement with interior and exterior access. The home is frame/brick construction with asphalt shingle roof, cedar shingles siding and double hung aluminum windows. The home consists of bedrooms, two full bathrooms, a kitchen with original appliances and a living room with an arched entry

  Kerry Ann Fyne Citizens International Realty

  1 William St, Glen Head, NY 11545
• 

  $3,196,000 Sold Nov 12, 2025

  184 High Farms Rd, Glen Head, NY 11545

  • 5 Beds
  • 5.5 Baths
  • 4,488 Sq Ft
  • Built 1999

  Last Sold Summary

  • $712/SF
  • 15 Days On Market

  Last Listing Agent Karen Sharf Daniel Gale Sothebys Intl Rlty

  184 High Farms Rd, Glen Head, NY 11545
• 

  Est $1,300,012 Not Listed For Sale

  181 High Farms Rd, Glen Head, NY 11545

  181 High Farms Rd, Glen Head, NY 11545
• 

  

  /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
• 

  $930,000 Sold Sep 30, 2025

  44 Glenwood Rd, Glen Head, NY 11545

  • 5 Beds
  • 2.5 Baths
  • 2,453 Sq Ft
  • Built 1956

  Last Sold Summary

  • 11% Below List Price
  • $379/SF
  • 51 Days On Market

  Last Listing Agent John Langone Daniel Gale Sothebys Intl Rlty

  44 Glenwood Rd, Glen Head, NY 11545

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