Glen Head, NY Homes

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  /42

  $2,399,000

  $100K PRICE DROP

  • 6 Beds
  • 5 Baths
  • 3,818 Sq Ft

  22 Brookville Rd, Glen Head, NY 11545

  Welcome to this beautifully transformed Carriage House, where historic charm meets modern living! This impressive main residence offers a spacious open floorplan, featuring three generous bedrooms and 2.5 bathrooms. The heart of the home is illuminated by a stunning wall of windows, flooding the space with natural light and providing gorgeous views of your serene graveled French garden—perfect

  Maria Mejia Blackstone Realty

  22 Brookville Rd, Glen Head, NY 11545
• 

  $2,200,000

  Sold Mar 19, 2026

  21 Overbrook Ln, Glen Head, NY 11545

  • 6 Beds
  • 4.5 Baths
  • 5,900 Sq Ft
  • Built 1992

  Last Sold Summary

  • 2% Below List Price
  • $373/SF
  • 75 Days On Market

  Current Estimated Value $2,795,997

  Last Listing Agent Dalia Elison Douglas Elliman Real Estate

  21 Overbrook Ln, Glen Head, NY 11545
• 

  Est $2,595,147

  Not Listed For Sale

  9 Canterbury Rd, Glen Head, NY 11545

  • 4 Beds
  • 3.5 Baths
  • 3,850 Sq Ft
  • Built 1956

  9 Canterbury Rd, Glen Head, NY 11545

  Last Sold Summary

  • 50 Days On Market

  Last Listing Agent Dee Dee Brix Compass Greater NY LLC
• 

  

  /2

  $8,250,000

  • 6 Beds
  • 7.5 Baths
  • 7,036 Sq Ft

  160 Hegemans Ln, Glen Head, NY 11545

  Set behind the gates of an exclusive community in the Village of Old Brookville, this exceptional modern residence offers more than 7,000 square feet of luxurious living space on over three acres of beautifully manicured, private grounds. Walls of windows fill the home with natural light while showcasing serene views of the surrounding landscape, inground pool and hot tub.A dramatic

  Jason Friedman Daniel Gale Sothebys Intl Rlty

  160 Hegemans Ln, Glen Head, NY 11545
• 

  $3,425,000

  Sold Oct 16, 2025

  18 Emerson Rd, Glen Head, NY 11545

  • 6 Beds
  • 7.5 Baths
  • Built 1955

  Last Sold Summary

  • 10% Below List Price
  • 173 Days On Market

  Current Estimated Value $3,841,048

  Last Listing Agent Lois Kirschenbaum Daniel Gale Sothebys Intl Rlty

  18 Emerson Rd, Glen Head, NY 11545
• 

  Est $4,313,298

  Not Listed For Sale

  12 Locust Ln, Glen Head, NY 11545

  • 5 Beds
  • 4.5 Baths
  • 7,200 Sq Ft
  • Built 2003

  12 Locust Ln, Glen Head, NY 11545

  Last Sold Summary

  • 285 Days On Market

  Last Listing Agent Kathleen Dodd Daniel Gale Sothebys Intl Rlty
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  /46

  $3,499,000

  • 6 Beds
  • 4.5 Baths
  • 5,860 Sq Ft

  8 Victorian Ln, Glen Head, NY 11545

  Welcome to this exceptional Colonial-style residence situated on 2 private acres in the highly sought-after Village of Brookville, within the award-winning Jericho School District.This beautifully maintained home offers a timeless colonial floor plan featuring a desirable first-floor primary suite, spacious living areas, and quality craftsmanship throughout. The elegant stucco exterior

  Lei Liu Signature Premier Properties

  8 Victorian Ln, Glen Head, NY 11545
• 

  $880,000

  Sold Oct 21, 2025

  3 Carman Place, Glen Head, NY 11545

  • 3 Beds
  • 2 Baths
  • 1,300 Sq Ft
  • Built 1947

  Last Sold Summary

  • 8% Below List Price
  • $677/SF
  • 30 Days On Market

  Last Listing Agent Phyllis Realmuto Daniel Gale Sothebys Intl Rlty

  3 Carman Place, Glen Head, NY 11545
• 

  Est $2,524,905

  Not Listed For Sale

  22 Pheasant Hill Ln, Glen Head, NY 11545

  • 5 Beds
  • 5.5 Baths
  • 5,000 Sq Ft
  • Built 1966

  22 Pheasant Hill Ln, Glen Head, NY 11545

  Last Sold Summary

  • 201 Days On Market

  Last Listing Agent Judy Milman Daniel Gale Sothebys Intl Rlty
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  /2

  $2,995,000

  • 4 Beds
  • 4.5 Baths
  • 4,365 Sq Ft

  730 Motts Cove Rd N, Glen Head, NY 11545

  Nearing Completion – See 738 Motts Cove N for Finished Home. Stunning new construction on a charming tree-lined cul-de-sac shared by only six homes, this exceptional 4-bedroom, 4.5-bath Hamptons-inspired residence offers the perfect blend of luxury, craftsmanship, and location. Filled with natural light, the home features exquisite millwork, designer finishes, and an open floor plan ideal for

  Madeline Moritz Douglas Elliman Real Estate

  730 Motts Cove Rd N, Glen Head, NY 11545
• 

  $5,180,000

  Sold Jun 30, 2026

  11 Black Rock Rd, Glen Head, NY 11545

  • 8 Beds
  • 8.5 Baths
  • 7,900 Sq Ft
  • Built 2006

  Last Sold Summary

  • 2% Below List Price
  • $656/SF
  • 268 Days On Market

  Current Estimated Value $5,127,710

  Last Listing Agent Yan Chen Charles Rutenberg Realty Inc

  11 Black Rock Rd, Glen Head, NY 11545
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  Not Listed For Sale

  873 Cedar Swamp Rd, Glen Head, NY 11545

  • 6 Beds
  • 8 Baths
  • 1,150 Sq Ft
  • Built 1928

  873 Cedar Swamp Rd, Glen Head, NY 11545

  Last Sold Summary

  • 254 Days On Market

  Last Listing Agent Nancy Cuite BERKSHIRE HATHAWAY
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  /25

  $2,995,000

  • 4 Beds
  • 4.5 Baths
  • 4,233 Sq Ft

  738 Motts Cove Rd N, Glen Head, NY 11545

  Just Completed to Perfection. Stunning new construction on a charming tree-lined cul-de-sac shared by only six homes, this exceptional 4-bedroom, 4.5-bath Hamptons-inspired residence offers the perfect blend of luxury, craftsmanship, and location.Filled with natural light, the home features exquisite millwork, designer finishes, and an open floor plan ideal for today's lifestyle. The chef's

  Madeline Moritz Douglas Elliman Real Estate

  738 Motts Cove Rd N, Glen Head, NY 11545
• 

  $2,750,000

  Sold Apr 28, 2026

  35 Hoaglands Ln, Glen Head, NY 11545

  • 6 Beds
  • 6.5 Baths
  • 4,787 Sq Ft
  • Built 1937

  Last Sold Summary

  • 31% Below List Price
  • $574/SF
  • 307 Days On Market

  Current Estimated Value $2,823,785

  Last Listing Agent Jaime Hamm Daniel Gale Sothebys Intl Rlty

  35 Hoaglands Ln, Glen Head, NY 11545
• 

  Est $3,025,725

  Not Listed For Sale

  101 Brookville Ln, Glen Head, NY 11545

  • 4 Beds
  • 4.5 Baths
  • 3,172 Sq Ft
  • Built 1954

  101 Brookville Ln, Glen Head, NY 11545

  Last Sold Summary

  • 124 Days On Market

  Last Listing Agent Racanelli Orioli Team Coldwell Banker American Homes
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  /38

  $3,999,000

  • 6 Beds
  • 9 Baths
  • 7,402 Sq Ft

  5 Carol Ln, Glen Head, NY 11545

  Elegance redefined. This fully gated extraordinary Upper Brookville estate seamlessly blends mid-century modern design with contemporary sophistication, set on two lush, gated acres. Soaring 30-foot ceilings, dramatic windows, rich wood architectural elements, clean lines, and sculptural details create a striking sense of tranquility. Palatial in scale yet thoughtfully designed for comfortable

  Stuart Caspi Douglas Elliman Real Estate

  5 Carol Ln, Glen Head, NY 11545
• 

  $815,000

  Sold Apr 22, 2026

  8 Dumond Place, Glen Head, NY 11545

  • 2 Beds
  • 1 Bath
  • 1,000 Sq Ft
  • Built 1930

  Last Sold Summary

  • 7% Below List Price
  • $815/SF
  • 226 Days On Market

  Current Estimated Value $660,450

  Last Listing Agent Mary Stanco BERKSHIRE HATHAWAY

  8 Dumond Place, Glen Head, NY 11545
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  Not Listed For Sale

  8 Chicken Valley Rd, Glen Head, NY 11545

  • 5 Beds
  • 9 Baths
  • 7,938 Sq Ft
  • Built 1900

  8 Chicken Valley Rd, Glen Head, NY 11545

  Last Sold Summary

  • 14 Days On Market

  Last Listing Agent Dana Forbes Compass Greater NY LLC
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  /38

  $1,099,998

  • 3 Beds
  • 2 Baths
  • 1,701 Sq Ft

  40 Plymouth Dr S, Glen Head, NY 11545

  Welcome to this charming three-bedroom, two-bathroom home in the heart of Glen Head, offering comfortable living spaces, thoughtful updates, and wonderful outdoor amenities. The formal living room features a beautiful fireplace, creating a warm and inviting setting for relaxing or entertaining, while the adjacent dining room provides an ideal space for family meals and gatherings.The

  Lisa Cerreta BERKSHIRE HATHAWAY

  40 Plymouth Dr S, Glen Head, NY 11545
• 

  $1,365,000

  Sold Jun 22, 2026

  50 Washington Ave, Glen Head, NY 11545

  • 2 Beds
  • 2 Baths
  • 1,204 Sq Ft
  • Built 1954

  Last Sold Summary

  • 7% Above List Price
  • $1,134/SF
  • 15 Days On Market

  Current Estimated Value $1,285,933

  Last Listing Agent Xiao Yan Betty Zhang Daniel Gale Sothebys Intl Rlty

  50 Washington Ave, Glen Head, NY 11545
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  Est $3,392,593

  Not Listed For Sale

  167 High Farms Rd, Glen Head, NY 11545

  • 6 Beds
  • 4.5 Baths
  • 4,892 Sq Ft
  • Built 2005

  167 High Farms Rd, Glen Head, NY 11545

  Last Sold Summary

  • 31 Days On Market

  Last Listing Agent Debra Quinn Petkanas Daniel Gale Sothebys Intl Rlty
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  /46

  $1,149,000

  • 3 Beds
  • 2 Baths
  • 1,395 Sq Ft

  9 Robert Rd, Glen Cove, NY 11542

  Welcome to this bright and inviting 3–4 bedroom, 2 full bath Cape Cod, filled with natural light throughout. The entry foyer opens to the dining room, leading to a comfortable den and a beautiful living room/sunroom with fireplace, abundant windows, and skylights that create a warm and airy atmosphere. The light-filled kitchen features a center island and stainless steel appliances, offering a

  John Langone Daniel Gale Sothebys Intl Rlty

  9 Robert Rd, Glen Cove, NY 11542
• 

  $1,640,000

  Sold Jul 16, 2026

  167 Brookville Ln, Glen Head, NY 11545

  • 4 Beds
  • 3.5 Baths
  • 2,648 Sq Ft
  • Built 1978

  Last Sold Summary

  • 10% Above List Price
  • $619/SF
  • 12 Days On Market

  Current Estimated Value $1,531,155

  Last Listing Agent Miriam Gold Paul Gold Real Estate Inc

  167 Brookville Ln, Glen Head, NY 11545
• 

  Est $3,047,723

  Not Listed For Sale

  163 High Farms Rd, Glen Head, NY 11545

  • 7 Beds
  • 4.5 Baths
  • 4,269 Sq Ft
  • Built 1928

  163 High Farms Rd, Glen Head, NY 11545

  Last Sold Summary

  • 230 Days On Market

  Last Listing Agent Lindsey Barnett Compass Greater NY LLC
• 

  

  /32

  $1,199,000

  Pending

  • 4 Beds
  • 2.5 Baths
  • 2,152 Sq Ft

  10 Polly Ln, Glen Head, NY 11545

  Pride of ownership is evident in this charming 4 bedroom Colonial that beautifully blends timeless character with thoughtful updates. Lovingly expanded and meticulously maintained by its current owners, this warm and inviting home is ready for its next chapter. Inside you'll find comfortable living spaces filled with charm and character, making this a home that has been cherished over the years

  Debra Quinn Petkanas Daniel Gale Sothebys Intl Rlty

  10 Polly Ln, Glen Head, NY 11545
• 

  $1,450,000

  Sold May 11, 2026

  20 Michaels Ln, Glen Head, NY 11545

  • 4 Beds
  • 3 Baths
  • 2,200 Sq Ft
  • Built 1964

  Last Sold Summary

  • 7% Above List Price
  • $659/SF
  • 17 Days On Market

  Current Estimated Value $1,460,375

  Last Listing Agent Charles Maione Douglas Elliman Real Estate

  20 Michaels Ln, Glen Head, NY 11545
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  Est $1,919,376

  Not Listed For Sale

  7 Hamilton Ct, Glen Head, NY 11545

  • 4 Beds
  • 2.5 Baths
  • 2,846 Sq Ft
  • Built 1980

  7 Hamilton Ct, Glen Head, NY 11545

  Last Sold Summary

  • 28 Days On Market

  Last Listing Agent Joe Scavo Douglas Elliman Real Estate
• 

  

  /29

  $1,299,000

  Pending

  • 4 Beds
  • 3.5 Baths
  • 2,370 Sq Ft

  53 Beechwood Dr, Glen Head, NY 11545

  Welcome to this DIAMOND, beautifully renovated Colonial offering approx. 2400 sq ft of stylish living space in the sought after North Shore Acres neighborhood. With exceptional curb appeal and extensive renovations completed in 2023, this move in ready home perfectly blends modern updates with timeless charm. The spacious interior features four generously sized bedrooms and three and half baths,

  Regina Ciardullo LAFFEY REAL ESTATE

  53 Beechwood Dr, Glen Head, NY 11545
• 

  $2,525,000

  Sold Oct 24, 2025

  78 McCouns Ln, Glen Head, NY 11545

  • 7 Beds
  • 6 Baths
  • 5,497 Sq Ft
  • Built 1926

  Last Sold Summary

  • 6% Below List Price
  • $459/SF
  • 21 Days On Market

  Current Estimated Value $2,940,519

  Last Listing Agent Michael Pesce BERKSHIRE HATHAWAY

  78 McCouns Ln, Glen Head, NY 11545
• 

  Est $2,126,399

  Not Listed For Sale

  17 Wedgewood Ct, Glen Head, NY 11545

  • 5 Beds
  • 3.5 Baths
  • 3,356 Sq Ft
  • Built 1972

  17 Wedgewood Ct, Glen Head, NY 11545

  Last Sold Summary

  • 4 Days On Market

  Last Listing Agent Dee Dee Brix Compass Greater NY LLC
• 

  

  /47

  $5,399,999

  $300K PRICE DROP Pending

  • 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, gated estate set far off the road and approached by an approximately 825-foot private driveway entrance, culminating in a prestigious circular drive that announces arrival with quiet grandeur. Nestled within the coveted enclave of Old Brookville, this Brick Center Hall Colonial—masterfully built by the renowned Worrell Group—rests on 4.5 acres

  Amar Jeet Chhibbar LAFFEY REAL ESTATE

  35 Chicken Valley Rd, Glen Head, NY 11545
• 

  $4,375,000

  Sold Oct 09, 2025

  161 Piping Rock Rd, Locust Valley, NY 11560

  • 4 Beds
  • 5 Baths
  • 8,750 Sq Ft
  • Built 1924

  Last Sold Summary

  • 12% Below List Price
  • $500/SF
  • 91 Days On Market

  Last Listing Agent Maria Babaev Douglas Elliman Real Estate

  161 Piping Rock Rd, Locust Valley, NY 11560
• 

  Est $1,500,511

  Not Listed For Sale

  21 Wedgewood Ct, Glen Head, NY 11545

  • 4 Beds
  • 2.5 Baths
  • 2,425 Sq Ft
  • Built 1972

  21 Wedgewood Ct, Glen Head, NY 11545

  Last Sold Summary

  • 3 Days On Market

  Last Listing Agent Darlene Forte Howard Hanna Coach
• 

  

  /27

  $4,750,000

  Pending

  • 7 Beds
  • 7.5 Baths
  • 7,605 Sq Ft

  38 Ormond Park Rd, Glen Head, NY 11545

  Set on over 2.8 acres of exquisitely landscaped, park-like grounds with mature specimen plantings, this stately brick center-hall Colonial embodies timeless elegance and superior craftsmanship. Custom built by the renowned Gerald Brothers Construction for its current owner, the home showcases the highest level of finishes, thoughtful design, and enduring quality throughout. A grand two-story

  Jason Friedman Daniel Gale Sothebys Intl Rlty

  38 Ormond Park Rd, Glen Head, NY 11545
• 

  $2,500,000

  Sold Feb 26, 2026

  80 Valentines Ln, Glen Head, NY 11545

  • 7 Beds
  • 10 Baths
  • 8,162 Sq Ft
  • Built 1987

  Last Sold Summary

  • 29% Below List Price
  • $306/SF
  • 201 Days On Market

  Current Estimated Value $2,801,935

  Last Listing Agent Joe Scavo Douglas Elliman Real Estate

  80 Valentines Ln, Glen Head, NY 11545
• 

  Est $1,399,994

  Not Listed For Sale

  181 High Farms Rd, Glen Head, NY 11545

  • Built 1975

  181 High Farms Rd, Glen Head, NY 11545

  Last Sold Summary

  • 136 Days On Market

  Last Listing Agent David Esposito Century Homes Realty Group LLC
• 

  /2

  $3,800,000

  $300K PRICE DROP

  • Land
  • 7.09 Acres
  • $535,966 per Acre

  559 Cedar Swamp Rd, Glen Head, NY 11545

  Lovely 7.09 Acres of Residential Land a Great Builders Opportunity! This is not all flat land, it has beautiful hills. Located in Village of Old Brookville, The Address can be Brookville or Glen Head according to Village of Old Brookville same postal zip code. There is 2 acres zoning for this property, so 3 Beautiful Homes can be built on this property. All approvals would go to Village of Old

  Donna Greiner- Fisher Signature Premier Properties

  559 Cedar Swamp Rd, Glen Head, NY 11545
• 

  $1,260,000

  Sold Jun 12, 2026

  1 Pine Hill Terrace, Glen Head, NY 11545

  • 4 Beds
  • 2.5 Baths
  • 2,500 Sq Ft
  • Built 1975

  Last Sold Summary

  • 5% Below List Price
  • $504/SF
  • 40 Days On Market

  Current Estimated Value $1,355,716

  Last Listing Agent Janet Berookhim LAFFEY REAL ESTATE

  1 Pine Hill Terrace, Glen Head, NY 11545
• 

  Est $3,159,688

  Not Listed For Sale

  104 Pound Hollow Rd, Glen Head, NY 11545

  • 6 Beds
  • 7 Baths
  • 5,632 Sq Ft
  • Built 1968

  104 Pound Hollow Rd, Glen Head, NY 11545

  Last Sold Summary

  • 110 Days On Market

  Last Listing Agent Tara Fox Daniel Gale Sothebys Intl Rlty
• 

  

  /50

  $3,799,000

  • 5 Beds
  • 5 Baths
  • 3,838 Sq Ft

  15 Dogwood Hill, Glen Head, NY 11545

  Set on two flat, beautifully landscaped acres along a low-traffic street in Brookville, yet just minutes from major highways and shopping, this classic Colonial built in 1964 offers thoughtfully updated living space throughout. An extensive renovation touched nearly every corner of the home, from all new Marvin windows and doors to central air, updated heating, and a full repaint inside and out.

  Damian Ross Daniel Gale Sothebys Intl Rlty

  15 Dogwood Hill, Glen Head, NY 11545

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