Glen Head, NY Homes

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  /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
• 

  $715,000 Sold Aug 13, 2025

  5 The Promenade, Glen Head, NY 11545

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

  Last Sold Summary

  • 4% Above List Price
  • $878/SF
  • 17 Days On Market

  Current Estimated Value $777,918

  Last Listing Agent George Gatt Stephen Joseph Properties

  5 The Promenade, Glen Head, NY 11545
• 

  Est $726,465 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,126 Sq Ft

  206 Lawrence Ln, Glen Cove, NY 11542

  206 Lawrence Ln, Glen Cove, NY 11542
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  /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
• 

  $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
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  Est $965,361 Not Listed For Sale

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

  14 Robert Rd, Glen Cove, NY 11542

  14 Robert Rd, Glen Cove, NY 11542
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  /42

  $2,499,000 Pending

  • 6 Beds
  • 4.5 Baths

  76 Brookville Rd, Glen Head, NY 11545

  Step into a timeless retreat where elegance meets tranquility in this one-of-a-kind gated estate in the heart of Muttontown. Spanning two professionally manicured acres, the property features four distinct structures surrounded by lush English gardens, towering trees, and romantic French-inspired meditation spaces. The main residence, reminiscent of a mini-castle, welcomes you with a grand living

  Diana Hiotis BERKSHIRE HATHAWAY

  76 Brookville Rd, Glen Head, NY 11545
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  $1,249,500 Sold Feb 11, 2025

  315 Frost Pond Rd, Glen Head, NY 11545

  • 4 Beds
  • 2.5 Baths
  • 2,450 Sq Ft
  • Built 1967

  Last Sold Summary

  • 4% Above List Price
  • $510/SF
  • 13 Days On Market

  Current Estimated Value $1,308,061

  Last Listing Agent Maria Corigliano Douglas Elliman Real Estate

  315 Frost Pond Rd, Glen Head, NY 11545
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  Est $778,258 Not Listed For Sale

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

  1 Keith Place, Glen Cove, NY 11542

  1 Keith Place, Glen Cove, NY 11542
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  /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
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  $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 $5,617,100

  Last Listing Agent Kristin Purcell Compass Greater NY LLC

  21 Old Wheatley Rd, Glen Head, NY 11545
• 

  Est $656,532 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 946 Sq Ft

  3 Sands Rd, Glen Cove, NY 11542

  3 Sands Rd, Glen Cove, NY 11542
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  /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
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  $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

  Last Listing Agent Robert Scarito Douglas Elliman Real Estate

  1 Smith St, Glen Head, NY 11545
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  Est $810,750 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 986 Sq Ft

  74 East Ave, Glen Cove, NY 11542

  74 East Ave, Glen Cove, NY 11542
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  /27

  $3,699,000 Pending

  • 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
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  $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 $2,419,257

  Last Listing Agent Shawn Elliott Nest Seekers LLC

  30 Glenby Ln, Glen Head, NY 11545
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  Est $2,699,130 Not Listed For Sale

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

  30 Stirrup Dr, Glen Head, NY 11545

  30 Stirrup Dr, Glen Head, NY 11545
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  /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
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  $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 $932,174

  Last Listing Agent Linda OConnor Douglas Elliman Real Estate

  13 The Promenade, Glen Head, NY 11545
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  Est $3,142,307 Not Listed For Sale

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

  16 Overbrook Ln, Glen Head, NY 11545

  16 Overbrook Ln, Glen Head, NY 11545
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  /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
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  $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

  Last Listing Agent Vivian Parisi Daniel Gale Sothebys Intl Rlty

  1 Coolidge Ave, Glen Head, NY 11545
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  Est $2,688,888 Not Listed For Sale

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

  20 Overbrook Ln, Glen Head, NY 11545

  20 Overbrook Ln, Glen Head, NY 11545
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  /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
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  $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
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  Est $3,499,824 Not Listed For Sale

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

  4 Filasky Ct, Glen Head, NY 11545

  4 Filasky Ct, Glen Head, NY 11545
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  /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
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  $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 $1,025,015

  Last Listing Agent Vivian Li Prospes Real Estate Corp

  23 Post St, Glen Head, NY 11545
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  Est $1,758,758 Not Listed For Sale

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

  169 Linden Ln, Glen Head, NY 11545

  169 Linden Ln, Glen Head, NY 11545
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  /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
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  $950,000 Sold Feb 21, 2025

  2 Mill Rd, Glen Head, NY 11545

  • 2 Beds
  • 1.5 Baths
  • 1,559 Sq Ft
  • Built 1948

  Last Sold Summary

  • 19% Below List Price
  • $609/SF
  • 123 Days On Market

  Current Estimated Value $1,107,714

  Last Listing Agent John Langone Daniel Gale Sothebys Intl Rlty

  2 Mill Rd, Glen Head, NY 11545
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  Est $5,268,378 Not Listed For Sale

  • 8 Beds
  • 12 Baths
  • 11,647 Sq Ft

  289 Piping Rock Rd, Glen Head, NY 11545

  289 Piping Rock Rd, Glen Head, NY 11545
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  /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
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  $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

  Last Listing Agent Maria Babaev Douglas Elliman Real Estate

  31 Wenwood Dr, Glen Head, NY 11545
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  Est $3,576,380 Not Listed For Sale

  • 5 Beds
  • 6.5 Baths
  • 3,687 Sq Ft

  255 Piping Rock Rd, Glen Head, NY 11545

  255 Piping Rock 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
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  $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
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  Est $2,657,500 Not Listed For Sale

  162 Hegemans Ln, Glen Head, NY 11545

  162 Hegemans Ln, Glen Head, NY 11545
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  /38

  $3,288,888

  • 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

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