Glen Head, NY Homes

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  /2

  $649,000

  $114K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,499 Sq Ft

  31 Glenwood Rd, Glen Head, NY 11545

  AUCTION/OCCUPIED. 3- bedroom, 2 bath 1,499 square feet home sitting on 6,200 square foot lot inGlenwood Landing. Home is a short distance from Glen Head LIRR station, 3 different golf courses and SeaCliff Beach. Property is sold “as is” with NO property disclosures, NO inspection reports, NO interiorphotos, NO lease in place, NO access- The seller does not represent or guarantee

  Neven Spralja REALHome Services & Solutions

  31 Glenwood Rd, Glen Head, NY 11545
• 

  $1,200,000

  Sold Aug 20, 2026

  11 Edgewood Ave, Glen Head, NY 11545

  • 5 Beds
  • 2 Baths
  • 2,119 Sq Ft
  • Built 1951

  Last Sold Summary

  • 9% Above List Price
  • $566/SF
  • 7 Days On Market

  Current Estimated Value $1,091,269

  Last Listing Agent Konrad Wojciechowski OverSouth LLC

  11 Edgewood Ave, Glen Head, NY 11545
• 

  Est $1,006,000

  Not Listed For Sale

  1 Orion Place Unit A, Glen Head, NY 11545

  • 3 Beds
  • 2.5 Baths
  • 1,596 Sq Ft
  • Built 1938

  1 Orion Place Unit A, Glen Head, NY 11545

  Last Sold Summary

  • 26 Days On Market

  Last Listing Agent Donna Crescenzo LAFFEY REAL ESTATE
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  /50

  $5,799,999

  New Construction $999K PRICE DROP

  • 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

  Joe Scavo Douglas Elliman Real Estate

  12 Quaker Ridge Dr, Glen Head, NY 11545
• 

  $775,000

  Sold Feb 25, 2026

  100 The Glen, Glen Head, NY 11545

  • 2 Beds
  • 2 Baths
  • Built 1986

  Last Sold Summary

  • 98 Days On Market

  Last Listing Agent Jean Marie Stalzer Daniel Gale Sothebys Intl Rlty

  100 The Glen, Glen Head, NY 11545
• 

  Est $1,435,253

  Not Listed For Sale

  2 Sycamore Ave, Glen Head, NY 11545

  • 3 Beds
  • 3 Baths
  • 3,099 Sq Ft
  • Built 1954

  2 Sycamore Ave, Glen Head, NY 11545

  Last Sold Summary

  • 19 Days On Market

  Last Listing Agent Jean Marie Stalzer Daniel Gale Sothebys Intl Rlty
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  /42

  $6,450,000

  $400K PRICE DROP

  • 7 Beds
  • 10 Baths
  • 7,485 Sq Ft

  6 Evergreen Way, Glen Head, NY 11545

  Set behind private gates in the prestigious Estates at Greenfield, this stately brick Georgian Colonial is perfectly positioned on three + magnificently landscaped acres, offering an exceptional blend of timeless architecture and resort-style living. A gracious approach leads to a generous courtyard, creating a striking first impression and a true sense of arrival. Inside, a dramatic two-story

  Lois Kirschenbaum Daniel Gale Sothebys Intl Rlty

  6 Evergreen Way, Glen Head, NY 11545
• 

  $1,127,000

  Sold Apr 10, 2026

  14 Harbor Ln, Glen Head, NY 11545

  • 4 Beds
  • 2 Baths
  • 2,115 Sq Ft
  • Built 1958

  Last Sold Summary

  • 10% Below List Price
  • $533/SF
  • 72 Days On Market

  Current Estimated Value $1,189,388

  Last Listing Agent Deana Roper Daniel Gale Sothebys Intl Rlty

  14 Harbor Ln, Glen Head, NY 11545
• 

  Est $988,069

  Not Listed For Sale

  9 Huron St, Glen Head, NY 11545

  • 3 Beds
  • 2.5 Baths
  • 1,274 Sq Ft
  • Built 1956

  9 Huron St, Glen Head, NY 11545

  Last Sold Summary

  • 19 Days On Market

  Last Listing Agent Nancy Cuite BERKSHIRE HATHAWAY
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  /23

  $888,000

  Pending

  • 3 Beds
  • 1 Bath
  • 1,050 Sq Ft

  38 Hill Dr, Glen Head, NY 11545

  Charming Corner Property "The Promenade" – Glen HeadTucked into one of Glen Head's most walkable and welcoming pockets, this Charming 3-bedroom, 1-bath ranch sits proudly on a coveted corner lot along The Promenade — offering both character and convenience in equal measure.Step inside and be greeted by warm, original wood floors that flow throughout the home, adding timeless charm

  Michelle Rich Branch Real Estate Group

  38 Hill Dr, Glen Head, NY 11545
• 

  $2,500,000

  Sold Aug 31, 2026

  1 Glenby Ln, Glen Head, NY 11545

  • 5 Beds
  • 3.5 Baths
  • 4,100 Sq Ft
  • Built 1957

  Last Sold Summary

  • 7% Below List Price
  • $610/SF
  • 31 Days On Market

  Current Estimated Value $2,651,718

  Last Listing Agent Katherine Koniecko Signature Premier Properties

  1 Glenby Ln, Glen Head, NY 11545
• 

  Est $1,167,283

  Not Listed For Sale

  1 Depot Place, Glen Head, NY 11545

  • 4 Beds
  • 2 Baths
  • 2,051 Sq Ft
  • Built 1950

  1 Depot Place, Glen Head, NY 11545

  Last Sold Summary

  • 19 Days On Market

  Last Listing Agent Elizabeth Markovic Compass Greater NY LLC
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  /37

  $5,250,000

  • 6 Beds
  • 10 Baths
  • 7,532 Sq Ft

  33 Chicken Valley Rd, Glen Head, NY 11545

  Beyond a long, tree-lined driveway, an exceptional brick Center Hall Colonial awaits on four private acres in prestigious Old Brookville. Defined by timeless architecture, grand proportions, and resort-caliber amenities, this extraordinary estate embodies the elegance, privacy, and refined lifestyle synonymous with Long Island’s Gold Coast. A dramatic two-story foyer with a sweeping staircase

  Lois Kirschenbaum Daniel Gale Sothebys Intl Rlty

  33 Chicken Valley Rd, Glen Head, NY 11545
• 

  $1,725,000

  Sold Aug 11, 2026

  30 Todd Dr E, Glen Head, NY 11545

  • 5 Beds
  • 6 Baths
  • 3,318 Sq Ft
  • Built 1954

  Last Sold Summary

  • 2% Above List Price
  • $520/SF
  • 13 Days On Market

  Current Estimated Value $1,536,026

  Last Listing Agent Lori Farber BERKSHIRE HATHAWAY

  30 Todd Dr E, Glen Head, NY 11545
• 

  Est $1,347,735

  Not Listed For Sale

  13 Cedar Ln, Glen Head, NY 11545

  • 4 Beds
  • 2.5 Baths
  • 2,476 Sq Ft
  • Built 1984

  13 Cedar Ln, Glen Head, NY 11545

  Last Sold Summary

  • 39 Days On Market

  Last Listing Agent Mary Patestas Douglas Elliman Real Estate
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  /43

  $12,800,000

  Pending

  • 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 striking

  Jason Friedman Daniel Gale Sothebys Intl Rlty

  53 Simonson Rd, Glen Head, NY 11545
• 

  $2,500,000

  Sold Jan 06, 2026

  6 Longridge Ln, Glen Head, NY 11545

  • 5 Beds
  • 3.5 Baths
  • 4,975 Sq Ft
  • Built 1970

  Last Sold Summary

  • 28% Below List Price
  • $503/SF
  • 162 Days On Market

  Current Estimated Value $2,597,056

  Last Listing Agent Jason Friedman Daniel Gale Sothebys Intl Rlty

  6 Longridge Ln, Glen Head, NY 11545
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  Est $932,036

  Not Listed For Sale

  12 Cedar Ln N, Glen Head, NY 11545

  • 2 Beds
  • 2.5 Baths
  • 2,000 Sq Ft
  • Built 1977

  12 Cedar Ln N, Glen Head, NY 11545

  Last Sold Summary

  • 14 Days On Market

  Last Listing Agent Robert Pudlowski Keller Williams Realty Greater
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  /46

  $3,499,000

  $500K PRICE DROP

  • 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
• 

  $4,700,000

  Sold Jan 05, 2026

  19 Ridge Ct, Glen Head, NY 11545

  • 6 Beds
  • 8.5 Baths
  • 8,416 Sq Ft
  • Built 1994

  Last Sold Summary

  • 21% Below List Price
  • $558/SF
  • 307 Days On Market

  Current Estimated Value $4,410,336

  Last Listing Agent Ira Gross Daniel Gale Sothebys Intl Rlty

  19 Ridge Ct, Glen Head, NY 11545
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  Est $977,679

  Not Listed For Sale

  30 Cedar Ln N, Glen Head, NY 11545

  • 3 Beds
  • 3.5 Baths
  • 2,000 Sq Ft
  • Built 1977

  30 Cedar Ln N, Glen Head, NY 11545

  Last Sold Summary

  • 53 Days On Market

  Last Listing Agent Michelle Labarbera Nest Seekers LLC
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  /40

  $4,200,000

  Pending

  • 5 Beds
  • 5.5 Baths
  • 5,662 Sq Ft

  209 Brookville Rd, Glen Head, NY 11545

  This exceptional two acre Brookville estate offers the perfect blend of luxury, privacy, and resort-style living. Surrounded by pristine, professionally landscaped grounds, the property is a true outdoor oasis designed for both relaxation and entertaining. Filled with an abundance of natural light, the residence showcases hardwood floors throughout and beautifully appointed living spaces designed

  Lois Kirschenbaum Daniel Gale Sothebys Intl Rlty

  209 Brookville Rd, Glen Head, NY 11545
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  $1,050,000

  Sold Jul 01, 2026

  15 Shepherd St, Rockville Centre, NY 11570

  • 5 Beds
  • 2.5 Baths
  • 3,166 Sq Ft
  • Built 1921

  Last Sold Summary

  • 9% Below List Price
  • $332/SF
  • 239 Days On Market

  Current Estimated Value $1,387,344

  Last Listing Agent Donovan Neita LAFFEY REAL ESTATE

  15 Shepherd St, Rockville Centre, NY 11570
• 

  Est $970,435

  Not Listed For Sale

  34 Cedar Ln N, Glen Head, NY 11545

  • 2 Beds
  • 2.5 Baths
  • 2,000 Sq Ft
  • Built 1977

  34 Cedar Ln N, Glen Head, NY 11545

  Last Sold Summary

  • 27 Days On Market

  Last Listing Agent Connie Liappas Compass Greater NY LLC
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  /50

  $2,995,000

  Pending

  • 3 Beds
  • 2.5 Baths
  • 3,042 Sq Ft

  379 Frost Pond Rd, Glen Head, NY 11545

  Built new in 2017 with the highest of standards on an ultra-private 1 acre property in Glen Head. This one level 3 bedroom ranch luxury home offers quality finishes, exceptional craftsmanship and a comfortable floor plan. The main living area is an open concept eat-in-kitchen to a great room with fireplace and formal dining. A separate den with beautiful paneled walls is to the front of the

  Panagiotis Athanasopoulos Compass Greater NY LLC

  379 Frost Pond Rd, Glen Head, NY 11545
• 

  $2,700,000

  Sold May 15, 2026

  20 Rolling Dr, Glen Head, NY 11545

  • 6 Beds
  • 6.5 Baths
  • 5,972 Sq Ft
  • Built 1969

  Last Sold Summary

  • 10% Below List Price
  • $452/SF
  • 65 Days On Market

  Current Estimated Value $2,824,850

  Last Listing Agent Phyllis DiNardo Century 21 Crown Homes

  20 Rolling Dr, Glen Head, NY 11545
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  Est $739,449

  Not Listed For Sale

  5 The Promenade, Glen Head, NY 11545

  • 3 Beds
  • 1 Bath
  • 814 Sq Ft
  • Built 1926

  5 The Promenade, Glen Head, NY 11545

  Last Sold Summary

  • 17 Days On Market

  Last Listing Agent George Gatt Stephen Joseph Properties
• 

  

  /37

  $1,688,000

  Pending

  • 5 Beds
  • 3.5 Baths
  • 2,881 Sq Ft

  1 Kissam Ln, Glen Head, NY 11545

  Room for everyone in this expanded and updated Glen Head center hall colonial offering 5 bedrooms and inviting living spaces. The impressive entrance highlights the custom stairs and millwork. An open floor plan is convenient for today's lifestyle. The spacious living room features a fireplace and opens to the gracious formal dining room with double doors leading to the private rear patio

  Laura Algios Daniel Gale Sothebys Intl Rlty

  1 Kissam Ln, Glen Head, NY 11545
• 

  $882,000

  Sold Jul 15, 2026

  7 Cherry St, Glen Head, NY 11545

  • 3 Beds
  • 2 Baths
  • 1,332 Sq Ft
  • Built 1931

  Last Sold Summary

  • 8% Below List Price
  • $662/SF
  • 22 Days On Market

  Current Estimated Value $956,966

  Last Listing Agent Kathy Wallach Daniel Gale Sothebys Intl Rlty

  7 Cherry St, Glen Head, NY 11545
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  Est $829,348

  Not Listed For Sale

  95 Glen Cove Dr, Glen Head, NY 11545

  • 2 Beds
  • 1.5 Baths
  • 1,064 Sq Ft
  • Built 1924

  95 Glen Cove Dr, Glen Head, NY 11545

  Last Sold Summary

  • 84 Days On Market

  Last Listing Agent Giulio Ferrante Signature Premier Properties
• 

  

  /5

  $6,399,999

  New Construction

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

  14 Wenwood Dr, Glen Head, NY 11545

  Brookville | Bring your dream home to life. 14 Wenwood Drive offers an opportunity like no other - a chance to add the final touches to a gorgeous 7,200 sq.ft. new home in the heart of Brookville. Featuring 6 bedrooms, 6 full baths, and one powder, with intricate attention to details throughout. Take advantage of the ability to curate finishes to your own taste. In addition to the open floor plan

  Joe Scavo Douglas Elliman Real Estate

  14 Wenwood Dr, Glen Head, NY 11545
• 

  $1,450,000

  Sold Jun 12, 2026

  2 T Coolidge Ave, Glen Head, NY 11545

  • 4 Beds
  • 3 Baths
  • 2,982 Sq Ft
  • Built 1984

  Last Sold Summary

  • 23% Below List Price
  • $486/SF
  • 147 Days On Market

  Current Estimated Value $1,639,000

  Last Listing Agent Penelope Lambrakis Douglas Elliman Real Estate

  2 T Coolidge Ave, Glen Head, NY 11545
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  Est $857,999

  Not Listed For Sale

  9 Wagon Ln, Glen Head, NY 11545

  • 3 Beds
  • 2 Baths
  • 1,279 Sq Ft
  • Built 1973

  9 Wagon Ln, Glen Head, NY 11545

  Last Sold Summary

  • 27 Days On Market

  Last Listing Agent Molly Deegan Branch Real Estate Group
• 

  

  /27

  $1,088,000

  $100K PRICE DROP

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

  7 Locust St, Glen Head, NY 11545

  Located in the highly coveted, award-winning North Shore School District.Welcome home to this move-in-ready, newly renovated Colonial perfectly situated at the beginning of a charming, quiet cul-de-sac. This 4-bedroom, 2-full-bath home beautifully balances classic warmth with modern upgrades and an open space concept. The expanded 2,300 sq. ft. layout (1,561 sq. ft. livable) begins on the first

  Roger Liu Century Homes Realty Group LLC

  7 Locust St, Glen Head, NY 11545
• 

  $3,000,000

  Sold Nov 17, 2025

  3 Tappentown Ln, Glen Head, NY 11545

  • 5 Beds
  • 5.5 Baths
  • 5,300 Sq Ft
  • Built 1957

  Last Sold Summary

  • $566/SF
  • 29 Days On Market

  Current Estimated Value $3,216,692

  Last Listing Agent Jacqueline Pollack Coldwell Banker American Homes

  3 Tappentown Ln, Glen Head, NY 11545
• 

  Est $937,778

  Not Listed For Sale

  14 Maple St, Glen Head, NY 11545

  • 4 Beds
  • 2 Baths
  • 1,720 Sq Ft
  • Built 1922

  14 Maple St, Glen Head, NY 11545

  Last Sold Summary

  • 12 Days On Market

  Last Listing Agent Mara Navaretta Homes By Mara
• 

  

  /35

  $999,000

  $150K PRICE DROP Pending

  • 3 Beds
  • 2.5 Baths
  • 1,885 Sq Ft

  7 Cedar Ln, Glen Head, NY 11545

  Lovingly updated, this warm and inviting home in the Promenade section of prime Glen Head offers a versatile multi-level layout with 3 bedrooms and 2.5 bathrooms, including a spacious primary ensuite. Featuring multiple living and entertaining spaces across different levels, including a lower-level den/playroom and a generous backyard with multi-level decking. This home blends comfort and

  Vivian Parisi Daniel Gale Sothebys Intl Rlty

  7 Cedar Ln, Glen Head, NY 11545
• 

  $970,000

  Sold Mar 06, 2026

  32 The Glen, Glen Head, NY 11545

  • 3 Beds
  • 3.5 Baths
  • 3,100 Sq Ft
  • Built 1987

  Last Sold Summary

  • 12% Below List Price
  • $313/SF
  • 65 Days On Market

  Last Listing Agent Lisa Lauricella Signature Premier Properties

  32 The Glen, Glen Head, NY 11545
• 

  Est $819,262

  Not Listed For Sale

  46 Glen Cove Dr, Glen Head, NY 11545

  • 2 Beds
  • 1.5 Baths
  • 875 Sq Ft
  • Built 1925

  46 Glen Cove Dr, Glen Head, NY 11545

  Last Sold Summary

  • 141 Days On Market

  Last Listing Agent Carolyn Meenan Daniel Gale Sothebys Intl Rlty
• 

  

  /39

  $3,100,000

  Pending

  • 5 Beds
  • 7 Baths
  • 5,480 Sq Ft

  10 Overbrook Ln, Glen Head, NY 11545

  Built by the renowned Farrell Building Company in 1996, whose homes are recognized among Long Island’s finest for their exceptional quality and enduring craftsmanship, this exceptional brick Gold Coast estate blends timeless architecture with today’s luxury amenities, offering over 5,480 square feet of elegantly appointed living space on two private acres in the heart of prestigious Old

  Jodi Locke BERKSHIRE HATHAWAY

  10 Overbrook Ln, Glen Head, NY 11545

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