4,765

Glen Head, NY Homes

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  • 184 High Farms Rd, 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

    Last Listing Agent Karen Sharf Daniel Gale Sothebys Intl Rlty

    184 High Farms Rd, Glen Head, NY 11545
  • /47

    $5,399,999

    • 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
  • 44 Glenwood 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

    Last Listing Agent John Langone Daniel Gale Sothebys Intl Rlty

    44 Glenwood Rd, Glen Head, NY 11545
  • /28

    $4,250,000

    • 6 Beds
    • 6.5 Baths

    11 Victorian Ln, Glen Head, NY 11545

    Perfectly situated on over two acres in the heart of Brookville, this stately stone residence combines classic European architecture with modern comfort. Built in 2008 with meticulous attention to detail, the home showcases a full stone exterior with limestone accents and refined finishes throughout. Inside, double entry doors open to a grand interior with soaring ceilings—9 feet on the main

    Zach Elliott Nest Seekers LLC

    11 Victorian Ln, Glen Head, NY 11545
  • 100 Wolver Hollow Rd, 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 $1,661,339

    Last Listing Agent Michael Pesce BERKSHIRE HATHAWAY

    100 Wolver Hollow Rd, Glen Head, NY 11545
  • /19

    $1,699,000 Pending

    • 6 Beds
    • 4 Baths
    • 3,416 Sq Ft

    270 Frost Pond Rd, Glen Head, NY 11545

    A versatile and desirable property located in the Village of Old Brookville, NY. This colonial style house is positioned on 2.138 level acres, all flat and usable, providing space for recreation, expansion or future customization. A separate structure oversized concrete garage with high ceilings can be accessed by a long driveway in from the road. Bring your vision to renovate this 6 bedroom

    Michael Stanco Compass Greater NY LLC

    270 Frost Pond Rd, Glen Head, NY 11545
  • 5 Valentine Farm Ct, 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 $3,569,805

    Last Listing Agent Michael Stanco Compass Greater NY LLC

    5 Valentine Farm Ct, Glen Head, NY 11545
  • /32

    $1,500,000

    • 4 Beds
    • 2.5 Baths
    • 3,051 Sq Ft

    22 Knott Dr, Glen Cove, NY 11542

    Welcome home to this warm and inviting 4 bedroom, 2 1/2 bath post modern residence, beautifully nestled in cul de sac location within the North Shore School District. A dramatic 2 story entrance sets the tone, offering an immediate sense of space and comfort. The heart of the home is the chef's kitchen featuring stainless steel appliances, generous counter space and a layout that flows seamlessly

    Brian Fagen Compass Greater NY LLC

    22 Knott Dr, Glen Cove, NY 11542
  • 12 Locust Ln, Glen Head, NY 11545

    $3,635,000 Sold Jan 29, 2025

    12 Locust Ln, Glen Head, NY 11545

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

    Last Sold Summary

    • 19% Below List Price
    • $505/SF
    • 285 Days On Market

    Current Estimated Value $3,950,639

    Last Listing Agent Kathleen Dodd Daniel Gale Sothebys Intl Rlty

    12 Locust Ln, Glen Head, NY 11545
  • /50

    $2,290,000

    • 5 Beds
    • 6 Baths
    • 5,021 Sq Ft

    2 Summerwind Dr, Glen Head, NY 11545

    an exceptional estate offering privacy, space, and lifestyle in one of Long Island’s most sought-after enclaves. Set on over two serene acres, this elegant home seamlessly blends comfort and functionality with resort-style outdoor living. Spanning approximately 5,000 square feet, the residence features 5 well-proportioned bedrooms and multiple living and entertaining spaces filled with natural

    Kevin Yu Winzone Realty Inc

    2 Summerwind Dr, Glen Head, NY 11545
  • 2 Locust Ave, Glen Head, NY 11545

    $1,750,000 Sold Jan 28, 2025

    2 Locust Ave, Glen Head, NY 11545

    • 5 Beds
    • 3 Baths
    • 3,380 Sq Ft
    • Built 2024

    Last Sold Summary

    • 7% Below List Price
    • $518/SF
    • 40 Days On Market

    Last Listing Agent Debra Quinn Petkanas Daniel Gale Sothebys Intl Rlty

    2 Locust Ave, Glen Head, NY 11545
  • /28

    $775,000 Pending

    • 2 Beds
    • 2 Baths

    100 The Glen, Glen Head, NY 11545

    Welcome to the care free Life-Style at The Knolls. A beautifully maintained gated community of 106 residents located within The North Shore School District. This first floor corner 2 bedroom, 2 full bath co-op features a spacious living room with gas fireplace. The bright and sunny eat-in kitchen is ideal for casual dining. The spacious Primary bedroom includes lots of closet space and a newly

    Jean Marie Stalzer Daniel Gale Sothebys Intl Rlty

    100 The Glen, Glen Head, NY 11545
  • 6 Carlisle Dr, Glen Head, NY 11545

    $2,300,000 Sold Mar 28, 2025

    6 Carlisle Dr, Glen Head, NY 11545

    • 3 Beds
    • 4.5 Baths
    • 3,799 Sq Ft
    • Built 1985

    Last Sold Summary

    • 12% Below List Price
    • $605/SF
    • 98 Days On Market

    Current Estimated Value $2,470,193

    Last Listing Agent Joe Scavo Douglas Elliman Real Estate

    6 Carlisle Dr, Glen Head, NY 11545
  • /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
  • 12 Woodfield 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 $3,942,585

    Last Listing Agent Connie Pinilla Compass Greater NY LLC

    12 Woodfield Ln, Glen Head, NY 11545
  • /32

    $1,075,000 Open Sat 2PM - 4PM

    • 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
  • 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

    Last Listing Agent Irene Nictas Daniel Gale Sothebys Intl Rlty

    34 Glen Cove Dr, Glen Head, NY 11545
  • /50

    $2,999,999 Open Sat 1PM - 3PM

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

    20 Rolling Dr, Glen Head, NY 11545

    Nicely renovated Traditional Colonial Ready For Your Finishing Touches Perfectly Situated on 2 Acres with Southern Exposure Along A Tree-Lined Cul-de-sac. This Home Boasts 6 Bedrooms, 6.5 Baths in 7000 Square Feet of Living Space (which includes Finished Basement and Garage). The Open Chef’s Kitchen includes Viking Appliances, Quartz Countertops, Custom Cabinetry, Dual Sinks, Oversized Island

    Phyllis DiNardo Century 21 Crown Homes

    20 Rolling Dr, 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

    Last Listing Agent Lei Liu Signature Premier Properties

    8 Rolling Dr, Glen Head, NY 11545
  • /23

    $2,750,000

    • 4 Beds
    • 6 Baths
    • 4,453 Sq Ft

    7 Locust Ln, Glen Head, NY 11545

    Beautiful Cape Style Cedar Shake Home, First Floor, Large Entry, Large Living Room W/Fireplace, Formal Dining Room, Large Open Eat In Kitchen With Great Room With Fireplace And Beautiful Wood Beams On Ceiling, Master Bedroom With Her And Him Closet, Primary Bathroom, Office Or Sitting Room Off Primary, Additional Bedroom With Full Bathroom, Landry Room. Second Floor Has Bedroom With Full

    Kim Flanagan Signature Premier Properties

    7 Locust Ln, Glen Head, NY 11545
  • Unlisted Address

    $2,875,000 Sold Jan 27, 2025

    Unlisted Address

    • 4 Beds
    • 3.5 Baths
    • 4,928 Sq Ft
    • Built 2000

    Last Sold Summary

    • 4% Below List Price
    • $583/SF
    • 44 Days On Market

    Current Estimated Value $3,035,205

    Last Listing Agent Frank Ciotta Luxian International Realty

    Unlisted Address
  • /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
  • 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 $2,663,164

    Last Listing Agent Batul Morbi Compass Greater NY LLC

    4 Carlisle Dr, Glen Head, NY 11545
  • /30

    $1,599,000 Open Sat 2PM - 4PM

    • 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
  • 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 $1,344,535

    Last Listing Agent Lauren Grella Daniel Gale Sothebys Intl Rlty

    16 Bryant Rd, Glen Cove, NY 11542
  • /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
  • 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

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