4,773

Glen Head, NY Homes

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  • /27

    $4,699,000

    • 6 Beds
    • 11 Baths
    • 6,662 Sq Ft

    8 Brookville Ln S, Glen Head, NY 11545

    Located in one of Brookville’s most sought-after locations, this exceptional brick Colonial offers almost 7,000 square feet of timeless architecture, modern updates, and effortless elegance.Light-filled interiors and beautifully scaled rooms create a seamless flow ideal for both grand entertaining and comfortable everyday living. Classic design details blend beautifully with a fresh,

    Karen Sharf Daniel Gale Sothebys Intl Rlty

    8 Brookville Ln S, Glen Head, NY 11545
  • 34 Glen Cove Dr, 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
    • 101 Brookville Ln, Glen Head, NY 11545

      Est $2,654,906 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

      • 40% Above List Price
      • $599/SF
      • 124 Days On Market

      Last Sold Price $1,900,000

      Last Listing Agent Racanelli Orioli Team Coldwell Banker American Homes

  • /2

    $4,100,000

    • Land
    • 7.09 Acres
    • $578,279 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
  • 8 Rolling Dr, 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
    • 167 High Farms Rd, Glen Head, NY 11545

      Est $3,135,908 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

      • 10% Above List Price
      • $585/SF
      • 31 Days On Market

      Last Sold Price $2,860,000

      Last Listing Agent Debra Quinn Petkanas Daniel Gale Sotheby's

  • /19

    $899,000

    • 3 Beds
    • 2 Baths
    • 1,653 Sq Ft

    29 Glen Cove Dr, Glen Head, NY 11545

    Welcome to this charming home located in the heart of Glen Head! This well-maintained property features 3 spacious bedrooms and 2 full bathrooms. The bright eat-in kitchen offers beautiful granite countertops and a skylight ceiling that fills the space with natural light. An additional versatile 10'2"x20' room provides the perfect opportunity for a potential 4th bedroom, home office, or guest

    Eduardo Rodriguez Cosmo Group Realty

    29 Glen Cove Dr, Glen Head, NY 11545
  • 21 Overbrook Ln, 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 $2,187,520

    Last Listing Agent Dalia Elison Douglas Elliman Real Estate

    21 Overbrook Ln, Glen Head, NY 11545
    • 163 High Farms Rd, Glen Head, NY 11545

      Est $2,602,655 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

      • $609/SF
      • 230 Days On Market

      Last Sold Price $2,600,000

      Last Listing Agent Lindsey Barnett Compass Greater NY LLC

  • /47

    $1,250,000 Pending

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

    14 Harbor Ln, Glen Head, NY 11545

    Spacious 4-Bedroom Ranch with Pool and Entertainer’s BackyardThis inviting 4-bedroom, 2-bath ranch offers an ideal blend of comfort and style. Featuring a formal living room and dining room, an eat-in kitchen, and a cozy den, the home is designed with both everyday living and entertaining in mind. The full, part-finished basement provides extra living and storage space, perfect for a

    Deana Roper Daniel Gale Sothebys Intl Rlty

    14 Harbor Ln, Glen Head, NY 11545
  • 4 Carlisle Dr, Glen Head, NY 11545

    $2,550,000 Sold Jun 05, 2025

    4 Carlisle Dr, Glen Head, NY 11545

    • 5 Beds
    • 5.5 Baths
    • 3,733 Sq Ft
    • Built 1985

    Last Sold Summary

    • 9% Below List Price
    • $683/SF
    • 150 Days On Market

    Current Estimated Value $2,764,928

    Last Listing Agent Batul Morbi Compass Greater NY LLC

    4 Carlisle Dr, Glen Head, NY 11545
    • 7 Hamilton Ct, Glen Head, NY 11545

      Est $1,815,761 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

      • 5% Above List Price
      • $606/SF
      • 28 Days On Market

      Last Sold Price $1,725,000

      Last Listing Agent Joe Scavo Douglas Elliman Real Estate

  • /32

    $1,075,000 Pending

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

    15 Shepherd St, Rockville Centre, NY 11570

    Totally renovated, using the finest materials, bright and sunny Colonial in Rockville Centre! This large home boasts new siding, new roof, HVAC (heat and hot water), pavered driveway, two car garage, inground pool plus 5 good sized bedrooms, an eat in kitchen, formal dining room, office/den, 2 and 1/2 baths, a full finished basement, and so much more! The Master bedroom has an ensuite and large

    Donovan Neita LAFFEY REAL ESTATE

    15 Shepherd St, Rockville Centre, NY 11570
  • 16 Bryant Rd, Glen Cove, NY 11542

    $1,295,000 Sold Jun 24, 2025

    16 Bryant Rd, Glen Cove, NY 11542

    • 3 Beds
    • 2.5 Baths
    • 1,900 Sq Ft
    • Built 1951

    Last Sold Summary

    • 8% Above List Price
    • $682/SF
    • 12 Days On Market

    Current Estimated Value $1,425,201

    Last Listing Agent Lauren Grella Daniel Gale Sothebys Intl Rlty

    16 Bryant Rd, Glen Cove, NY 11542
    • 17 Wedgewood Ct, Glen Head, NY 11545

      Est $1,913,308 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

      • 5% Above List Price
      • $544/SF
      • 4 Days On Market

      Last Sold Price $1,825,000

      Last Listing Agent Dee Dee Brix Compass Greater NY LLC

  • /29

    $2,199,999

    • 6 Beds
    • 3.5 Baths
    • 5,103 Sq Ft

    9 Chicken Valley Rd, Glen Head, NY 11545

    Sprawling Brick Expanded Ranch in Prestigious Old Brookville! Welcome to this impressive custom-expanded ranch, rebuilt in 2001 and nestled on 2.2 flat acres in the heart of Old Brookville. Offering over 5,100 sq ft of living space, this 6-bedroom, 3.5-bath home combines generous scale with a versatile open floor plan—perfect for both everyday living and entertaining. Highlights include a large

    Katherine Koniecko Signature Premier Properties

    9 Chicken Valley Rd, Glen Head, NY 11545
  • 48 The Glen Unit 48, Glen Head, NY 11545

    $830,000 Sold Aug 21, 2025

    48 The Glen Unit 48, Glen Head, NY 11545

    • 3 Beds
    • 2.5 Baths
    • 2,800 Sq Ft
    • Built 1988

    Last Sold Summary

    • 4% Above List Price
    • $296/SF
    • 10 Days On Market

    Last Listing Agent Stephen Brown Voro LLC

    48 The Glen Unit 48, Glen Head, NY 11545
    • 21 Wedgewood Ct, Glen Head, NY 11545

      Est $1,310,180 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

      • 2% Above List Price
      • $528/SF
      • 3 Days On Market

      Last Sold Price $1,280,000

      Last Listing Agent Darlene Forte Howard Hanna Coach

  • /33

    $959,000

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

    7 Cherry St, Glen Head, NY 11545

    Charming 1930’s Colonial with Inviting Front Porch, Hardwood Floors Throughout, CAC and Gas Heat. First Floor Features a Foyer, Living Room, Dining Area with Wood Plank Ceiling which opens to the Updated Kitchen with a Beamed Ceiling and 6 Top Kutchl Range, SS Appliances, Updated Full Bath, and Mudroom Area. The Second Floor Offers a Spacious Primary Bedroom with access to a walk-up Attic, Plus

    Kathy Wallach Daniel Gale Sothebys Intl Rlty

    7 Cherry St, Glen Head, NY 11545
  • 18 Emerson Rd, 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 $3,214,812

    Last Listing Agent Lois Kirschenbaum Daniel Gale Sothebys Intl Rlty

    18 Emerson Rd, Glen Head, NY 11545
    • 181 High Farms Rd, Glen Head, NY 11545

      Est $1,334,865 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

      • 28% Above List Price
      • $349/SF
      • 136 Days On Market

      Last Sold Price $1,040,000

      Last Listing Agent David Esposito Century Homes Realty Group LLC

  • /45

    $4,400,000

    • 7 Beds
    • 7.5 Baths
    • 7,392 Sq Ft

    1 Beech Tree Ln, Glen Head, NY 11545

    Broadhollow in Brookville! Jericho School District!! Enter the private driveway framed by elegant brick pillars and discover this expansive 9,500 sq ft colonial ( includes basement living space) set on over 2 acres of lush property in the highly sought-after Jericho School District.This impressive home offers 7 bedrooms and 7.5 bathrooms, including a luxurious main-level primary suite

    Mara Navaretta Homes By Mara

    1 Beech Tree Ln, Glen Head, NY 11545
  • 3 Carman Place, 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
    • 104 Pound Hollow Rd, Glen Head, NY 11545

      Est $2,816,577 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

      • 4% Above List Price
      • $479/SF
      • 110 Days On Market

      Last Sold Price $2,700,000

      Last Listing Agent Tara Fox Daniel Gale Sotheby's

  • /30

    $1,495,000

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

    2 T Coolidge Ave, Glen Head, NY 11545

    Beautifully maintained Center Hall Colonial in the heart of Glen Head. This home features very large rooms with high ceilings, eat-in kitchen with breakfast nook overlooking the garden. Den with fireplace, Large Living room and Dining room makes this home ideal for entertaining. The second floor has four large bedrooms and two baths. Wood floors throughout. Central vacuum is installed for all

    Penelope Lambrakis Douglas Elliman Real Estate

    2 T Coolidge Ave, Glen Head, NY 11545
  • 8 Chicken Valley Rd, Glen Head, NY 11545

    $2,600,000 Sold Jul 31, 2025

    8 Chicken Valley Rd, Glen Head, NY 11545

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

    Last Sold Summary

    • 7% Below List Price
    • $328/SF
    • 14 Days On Market

    Last Listing Agent Dana Forbes Compass Greater NY LLC

    8 Chicken Valley Rd, Glen Head, NY 11545
    • 14 Pound Hollow Rd, Glen Head, NY 11545

      Est $1,713,323 Not Listed For Sale

      14 Pound Hollow Rd, Glen Head, NY 11545

      • 4 Beds
      • 3.5 Baths
      • 4,194 Sq Ft
      • Built 1911
      14 Pound Hollow Rd, Glen Head, NY 11545

      Last Sold Summary

      • 14% Above List Price
      • $358/SF
      • 239 Days On Market

      Last Sold Price $1,500,000

      Last Listing Agent Giuseppe Gregorio NY Space Finders Inc

  • /26

    $6,499,000

    • 6 Beds
    • 5.5 Baths

    89 Pound Hollow Rd, Glen Head, NY 11545

    Where Drama Meets Design Welcome to nearly 8,000 square feet of pure fabulous in one of the North Shore’s most prestigious enclaves. This newly reimagined estate has been transformed from top to bottom in the last 24 months, creating a home that is equal parts glamorous, playful, and unforgettable.From the moment you step inside, you’re swept into a world of high style and high impact. The

    Karen Sharf Daniel Gale Sothebys Intl Rlty

    89 Pound Hollow Rd, Glen Head, NY 11545
  • 28 Southridge Dr, Glen Cove, NY 11542

    $710,000 Sold Jun 04, 2025

    28 Southridge Dr, Glen Cove, NY 11542

    • 3 Beds
    • 1 Bath
    • 1,292 Sq Ft
    • Built 1952

    Last Sold Summary

    • 2% Below List Price
    • $550/SF
    • 41 Days On Market

    Current Estimated Value $766,040

    Last Listing Agent Vivian Parisi Daniel Gale Sothebys Intl Rlty

    28 Southridge Dr, Glen Cove, NY 11542
    • 2 Camsanette Ct, Glen Cove, NY 11542

      Est $1,153,948 Not Listed For Sale

      2 Camsanette Ct, Glen Cove, NY 11542

      • 6 Beds
      • 4 Baths
      • 3,250 Sq Ft
      • Built 1975
      2 Camsanette Ct, Glen Cove, NY 11542

      Last Sold Summary

      • 10% Above List Price
      • $322/SF
      • 84 Days On Market

      Last Sold Price $1,045,000

      Last Listing Agent Patrick Hall Branch Real Estate Group

  • /37

    $7,300,000 Open Sat 2:30PM - 4PM

    • 9 Beds
    • 12 Baths
    • 17,587 Sq Ft

    60 Piping Rock Rd, Glen Head, NY 11545

    Welcome to GRAY HORSE FARM - Just Updated & Renovated for 2025 luxury living! Recently transformed with a gut-renovated Top of the line chef's kitchen with new cabinets, countertops, backsplash, floor, and high-end appliances. There are six new designer bathrooms, all-new recessed lighting throughout, upgraded 800-AMP electric and utility systems. This grand estate seamlessly blends timeless

    Aileen Murstein Compass Greater NY LLC

    60 Piping Rock Rd, Glen Head, NY 11545
  • 21 Chestnut Ave, Glen Head, NY 11545

    $1,398,000 Sold Aug 19, 2025

    21 Chestnut Ave, Glen Head, NY 11545

    • 4 Beds
    • 2.5 Baths
    • 2,699 Sq Ft
    • Built 1981

    Last Sold Summary

    • 12% Below List Price
    • $518/SF
    • 59 Days On Market

    Current Estimated Value $1,486,141

    Last Listing Agent Michael Stanco Compass Greater NY LLC

    21 Chestnut Ave, Glen Head, NY 11545
    • 20 Darby Place, Glen Head, NY 11545

      Est $1,153,842 Not Listed For Sale

      20 Darby Place, Glen Head, NY 11545

      • 4 Beds
      • 3 Baths
      • 1,566 Sq Ft
      • Built 1965
      20 Darby Place, Glen Head, NY 11545

      Last Sold Summary

      • 10% Above List Price
      • $670/SF
      • 17 Days On Market

      Last Sold Price $1,050,000

      Last Listing Agent DayAnn McManus Daniel Gale Sotheby's

  • /37

    $1,389,000 Pending

    • 3 Beds
    • 2.5 Baths
    • 2,459 Sq Ft

    13 Walnut St, Glen Head, NY 11545

    Step into a perfect blend of historic charm and contemporary living with this quintessential 3 Br 2.5 Bth 1893 Colonial Revival set on .34 acre offering privacy and peacefulness. Radiating curb appeal with its sunny yellow facade, classic symmetrical design, and very spacious rooms, this home welcomes you with a sprawling covered front porch—the ideal spot for morning coffee or evening

    Kathy Wallach Daniel Gale Sothebys Intl Rlty

    13 Walnut St, Glen Head, NY 11545
  • 78 McCouns Ln, 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 $3,093,919

    Last Listing Agent Michael Pesce BERKSHIRE HATHAWAY

    78 McCouns Ln, Glen Head, NY 11545
    • 32 Salem Way, Glen Head, NY 11545

      Est $1,226,439 Not Listed For Sale

      32 Salem Way, Glen Head, NY 11545

      • 3 Beds
      • 3 Baths
      • 1,360 Sq Ft
      • Built 1952
      32 Salem Way, Glen Head, NY 11545

      Last Sold Summary

      • 4% Below List Price
      • $941/SF
      • 41 Days On Market

      Last Sold Price $1,280,000

      Last Listing Agent Eric Berman Compass Greater NY LLC

  • /18

    $769,000 Pending

    • 2 Beds
    • 1 Bath
    • 1,142 Sq Ft

    14 Maple St, Glenwood Landing, NY 11547

    Escape to your North Shore coastal sanctuary at 14 Maple St in Glenwood Landing. This beautifully renovated 2+ bedroom home with separate, updated standalone building is perfect for today’s lifestyle needs. This rare North Shore gem blends charm, comfort, and flexibility seamlessly. This home’s first floor boasts a spacious living area ideal for gatherings, a first-floor bedroom, and a large,

    Nicole Gleason Compass Greater NY LLC

    14 Maple St, Glenwood Landing, NY 11547
  • 6 Dolly Cam Ln, Glen Head, NY 11545

    $2,350,000 Sold Sep 02, 2025

    6 Dolly Cam Ln, Glen Head, NY 11545

    • 4 Beds
    • 3.5 Baths
    • 4,284 Sq Ft
    • Built 1976

    Last Sold Summary

    • 6% Below List Price
    • $549/SF
    • 29 Days On Market

    Current Estimated Value $2,437,650

    Last Listing Agent Michael Stanco Compass Greater NY LLC

    6 Dolly Cam Ln, Glen Head, NY 11545
    • 7 Dogwood Ln, Glen Head, NY 11545

      Est $1,222,081 Not Listed For Sale

      7 Dogwood Ln, Glen Head, NY 11545

      • 4 Beds
      • 2.5 Baths
      • 2,376 Sq Ft
      • Built 1966
      7 Dogwood Ln, Glen Head, NY 11545

      Last Sold Summary

      • 1% Below List Price
      • $522/SF
      • 67 Days On Market

      Last Sold Price $1,240,000

      Last Listing Agent Molly Deegan Branch Real Estate Group

  • /38

    $6,475,000

    • 6 Beds
    • 6 Baths
    • 8,055 Sq Ft

    10 Colonial Dr, Glen Head, NY 11545

    Set on five flat, impeccably landscaped acres at the end of a quiet cul-de-sac, this stately Georgian brick estate represents one of the most private and desirable settings within Upper Brookville’s prestigious gated Colonial Drive enclave. Positioned on a private road of distinguished luxury estates and further enhanced by its own secondary gated entrance, the property offers a rare double gated

    Nareeta Saini Daniel Gale Sothebys Intl Rlty

    10 Colonial Dr, Glen Head, NY 11545

Showing Results 121 - 160, Page 4 of 18

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