Glen Head, NY Homes

• 

  Est $3,126,451 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

  • 2% 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
• 

  

  

  /50

  $1,995,000

  • 5 Beds
  • 4.5 Baths
  • 3,938 Sq Ft

  195 Cedar Swamp Rd, Glen Head, NY 11545

  A Rare 2-Acre North Shore Estate-Like Setting Offering Privacy, Presence, and Endless Potential Set on approximately 2 acres of private, park-Like grounds, this timeless Colonial with vintage charm presents a truly rare opportunity in the heart of Glen Head. Privately set back and gently elevated from the road along a long, tree-lined approach, the property offers an exceptional sense of space

  Nicole Commisso OverSouth LLC

  195 Cedar Swamp Rd, 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 $2,928,823

  Last Listing Agent Michelle Zhao ZI Realty LLC

  4 Paddock Ct, Glen Head, NY 11545
• 

  Est $3,171,581 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

  • 1% Below List Price
  • $582/SF
  • 70 Days On Market

  Last Sold Price $3,200,000

  Last Listing Agent Maria Babaev Douglas Elliman Real Estate
• 

  

  

  /34

  $9,000,000 Pending

  • 7 Beds
  • 11 Baths
  • 10,000 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
• 

  $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

  Current Estimated Value $870,852

  Last Listing Agent Lynda Torel Daniel Gale Sothebys Intl Rlty

  16 Wagon Ln, Glen Head, NY 11545
• 

  Est $1,664,145 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

  • 15% 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
• 

  

  /31

  $898,000

  • 3 Beds
  • 1.5 Baths
  • 1,476 Sq Ft

  1106 Glen Cove Ave, Glen Head, NY 11545

  Welcome to this charming split-level home offering a perfect blend of comfort, functionality, and outdoor beauty. Featuring 3 bedrooms and 1.5 baths, this well-maintained residence provides a versatile layout ideal for everyday living and entertaining. Step outside to a true gardener’s paradise—lush, thoughtfully landscaped grounds filled with vibrant plantings, mature greenery, and peaceful

  John Langone Daniel Gale Sothebys Intl Rlty

  1106 Glen Cove Ave, 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 $1,325,432

  Last Listing Agent Myla Borucke Daniel Gale Sothebys Intl Rlty

  46 Garfield Ave, Glen Head, NY 11545
• 

  Est $5,732,447 Not Listed For Sale

  289 Piping Rock Rd, Glen Head, NY 11545

  • 8 Beds
  • 12 Baths
  • 11,647 Sq Ft
  • Built 1928

  289 Piping Rock Rd, Glen Head, NY 11545

  Last Sold Summary

  • 35% Below List Price
  • $756/SF
  • 451 Days On Market

  Last Sold Price $8,800,000

  Last Listing Agent Paul Mateyunas Douglas Elliman Real Estate
• 

  

  /38

  $3,899,000

  • 6 Beds
  • 4.5 Baths
  • 5,254 Sq Ft

  91 Hoaglands Ln, Glen Head, NY 11545

  Nestled in the heart of Old Brookville, this private oasis offers the perfect blend of luxury, tranquility, and modern living. Set on a sprawling, flat 3.2 -acre lot within the prestigious North Shore School District, this property feels like your own year-round retreat.As you approach via the picturesque private driveway, you're greeted by lush, mature landscaping that ensures complete

  Allison Hollander Compass Greater NY LLC

  91 Hoaglands 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 $3,541,143

  Last Listing Agent Debra Quinn Petkanas Daniel Gale Sothebys Intl Rlty

  77 Linden Ln, Glen Head, NY 11545
• 

  Est $3,923,782 Not Listed For Sale

  255 Piping Rock Rd, Glen Head, NY 11545

  • 5 Beds
  • 6.5 Baths
  • 3,687 Sq Ft
  • Built 2023

  255 Piping Rock Rd, Glen Head, NY 11545

  Last Sold Summary

  • 3% Below List Price
  • $1,098/SF
  • 150 Days On Market

  Last Sold Price $4,050,000

  Last Listing Agent Xuerong Hou LAFFEY 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
• 

  $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 $2,546,999

  Last Listing Agent Melanie Cogan Compass Greater NY LLC

  12 Shelter Ln, Glen Head, NY 11545
• 

  Est $2,849,500 Not Listed For Sale

  162 Hegemans Ln, Glen Head, NY 11545

  • Built 1926

  162 Hegemans Ln, Glen Head, NY 11545

  Last Sold Summary

  • 46% Above List Price
  • $574/SF
  • 121 Days On Market

  Last Sold Price $1,950,000

  Last Listing Agent Neena Chowdhary Daniel Gale Sotheby's
• 

  

  /31

  $5,200,000 Pending

  • 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
• 

  $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 $1,983,000 Not Listed For Sale

  4 Revere Ct, Glen Head, NY 11545

  • 5 Beds
  • 4.5 Baths
  • 3,718 Sq Ft
  • Built 1973

  4 Revere Ct, Glen Head, NY 11545

  Last Sold Summary

  • 3% Above List Price
  • $518/SF
  • 21 Days On Market

  Last Sold Price $1,925,000

  Last Listing Agent Sandi Lefkowitz Daniel Gale Sotheby's
• 

  

  /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
• 

  $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

  Current Estimated Value $3,292,201

  Last Listing Agent Karen Sharf Daniel Gale Sothebys Intl Rlty

  184 High Farms Rd, Glen Head, NY 11545
• 

  Est $2,542,975 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

  • 16% Above List Price
  • $571/SF
  • 50 Days On Market

  Last Sold Price $2,200,000

  Last Listing Agent Dee Dee Brix Compass Greater NY LLC
• 

  

  /45

  $5,280,000 Pending

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

  11 Black Rock Rd, Glen Head, NY 11545

  9/21/2025 open house had been canceled!!!!!This custom-built brick estate in the highly sought-after Jericho School District offers over 7,900 square feet of luxurious living space, plus a full walk-out lower level, all set on more than two acres of beautifully landscaped grounds. Behind a dual-gated circular driveway, the home showcases top-quality materials, smart home technology, and

  Yan Chen Charles Rutenberg Realty Inc

  11 Black Rock 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

  Current Estimated Value $1,102,570

  Last Listing Agent John Langone Daniel Gale Sothebys Intl Rlty

  44 Glenwood Rd, Glen Head, NY 11545
• 

  Est $3,659,838 Not Listed For Sale

  4 Canterbury Rd, Glen Head, NY 11545

  • 5 Beds
  • 6.5 Baths
  • 3,900 Sq Ft
  • Built 1956

  4 Canterbury Rd, Glen Head, NY 11545

  Last Sold Summary

  • 3% Above List Price
  • $910/SF
  • 19 Days On Market

  Last Sold Price $3,548,000

  Last Listing Agent Julia Krispeal Serhant LLC
• 

  

  /26

  $849,888 Pending

  • 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
• 

  $1,600,000 Sold May 08, 2025

  100 Wolver Hollow Rd, Glen Head, NY 11545

  • 4 Beds
  • 3.5 Baths
  • 2,737 Sq Ft
  • Built 1941

  Last Sold Summary

  • 2% Below List Price
  • $585/SF
  • 35 Days On Market

  Current Estimated Value $1,724,650

  Last Listing Agent Michael Pesce BERKSHIRE HATHAWAY

  100 Wolver Hollow Rd, Glen Head, NY 11545
• 

  Est $3,913,149 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

  • 8% Above List Price
  • $505/SF
  • 285 Days On Market

  Last Sold Price $3,635,000

  Last Listing Agent Kathleen Dodd Daniel Gale Sotheby's
• 

  

  /28

  $1,275,000

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

  50 Washington Ave, Glen Head, NY 11545

  Impeccably redesigned and tastefully upgraded, this sun-drenched Glen Head brick and stone ranch offers refined luxury living, filled with natural light, peekaboo golf course views, and stunning sunset exposures. This spacious 2/3 bedroom, 2 full bath residence, located within the sought-after Hill Terrace neighborhood, features a seamless, gracious layout, highlighted by an expansive living and

  Xiao Yan Betty Zhang Daniel Gale Sothebys Intl Rlty

  50 Washington Ave, Glen Head, NY 11545
• 

  $3,350,000 Sold May 27, 2025

  5 Valentine Farm Ct, Glen Head, NY 11545

  • 6 Beds
  • 9 Baths
  • 8,400 Sq Ft
  • Built 2001

  Last Sold Summary

  • 44% Below List Price
  • $399/SF
  • 394 Days On Market

  Current Estimated Value $3,890,897

  Last Listing Agent Michael Stanco Compass Greater NY LLC

  5 Valentine Farm Ct, Glen Head, NY 11545
• 

  Est $2,789,587 Not Listed For Sale

  343 Chicken Valley Rd, Glen Head, NY 11545

  • 4 Beds
  • 3 Baths
  • 3,070 Sq Ft
  • Built 1949

  343 Chicken Valley Rd, Glen Head, NY 11545

  Last Sold Summary

  • 4% Below List Price
  • $945/SF
  • 53 Days On Market

  Last Sold Price $2,900,000

  Last Listing Agent Christina Porter Daniel Gale Sotheby's
• 

  

  /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
• 

  $3,590,500 Sold May 22, 2025

  12 Woodfield Ln, Glen Head, NY 11545

  • 8 Beds
  • 7.5 Baths
  • 11,046 Sq Ft
  • Built 1989

  Last Sold Summary

  • 27% Below List Price
  • $325/SF
  • 335 Days On Market

  Current Estimated Value $4,539,468

  Last Listing Agent Connie Pinilla Compass Greater NY LLC

  12 Woodfield Ln, Glen Head, NY 11545
• 

  Est $2,263,010 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

  • 13% Above List Price
  • $400/SF
  • 201 Days On Market

  Last Sold Price $2,000,000

  Last Listing Agent Judy Milman Daniel Gale Sotheby's
• 

  

  /37

  $8,750,000

  • 6 Beds
  • 9 Baths
  • 8,000 Sq Ft

  30 Wood Acres Rd, Glen Head, NY 11545

  Introducing a newly constructed custom Brookville Colonial crowned with a stunning slate roof, offering an extraordinary blend of classic architecture and elevated designer finishes. Privately set behind an electric gate on over 2.53 fully landscaped acres, this exceptional estate, constructed in 2020, has been thoughtfully designed for both grand-scale entertaining and refined everyday living. A

  Jason Friedman Daniel Gale Sothebys Intl Rlty

  30 Wood Acres Rd, Glen Head, NY 11545
• 

  $900,000 Sold Nov 06, 2025

  34 Glen Cove Dr, Glen Head, NY 11545

  • 3 Beds
  • 2 Baths
  • 1,210 Sq Ft
  • Built 1925

  Last Sold Summary

  • 1% Above List Price
  • $744/SF
  • 22 Days On Market

  Current Estimated Value $892,046

  Last Listing Agent Irene Nictas Daniel Gale Sothebys Intl Rlty

  34 Glen Cove Dr, Glen Head, NY 11545
• 

  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

  • 25% Below List Price
  • $6,529/SF
  • 254 Days On Market

  Last Sold Price $7,508,800

  Last Listing Agent Nancy Cuite BERKSHIRE HATHAWAY
• 

  

  /34

  $5,495,000

  • 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
• 

  $2,350,000 Sold Nov 24, 2025

  8 Rolling Dr, Glen Head, NY 11545

  • 5 Beds
  • 3.5 Baths
  • 3,530 Sq Ft
  • Built 1968

  Last Sold Summary

  • 6% Below List Price
  • $666/SF
  • 34 Days On Market

  Current Estimated Value $2,413,746

  Last Listing Agent Lei Liu Signature Premier Properties

  8 Rolling Dr, Glen Head, NY 11545
• 

  Est $2,643,877 Not Listed For Sale

  18 Pheasant Hill Ln, Glen Head, NY 11545

  • 4 Beds
  • 6 Baths
  • 3,354 Sq Ft
  • Built 1926

  18 Pheasant Hill Ln, Glen Head, NY 11545

  Last Sold Summary

  • 26% Above List Price
  • $626/SF
  • 15 Days On Market

  Last Sold Price $2,100,000

  Last Listing Agent Michael J. Berman Automatic Real Estate Assoc

Showing Results 81 - 120, Page 3 of 18