4,562

Glen Head, NY Homes

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  • /41

    $3,795,000

    • 6 Beds
    • 5.5 Baths
    • 5,911 Sq Ft

    23 Overbrook Ln, Glen Head, NY 11545

    Framed by sweeping pond views and surrounded by over 2 private acres of beautifully landscaped grounds, this beautifully renovated brick estate offers a rare blend of luxury, privacy, and serene waterfront living. Tucked away on a quiet cul-de-sac, the home is perfectly positioned to capture the beauty of the pond from both the interior living spaces and the resort-style outdoor setting.A

    Agent Photo

    Jagmeet Bedi

    Compass Greater NY LLC

    23 Overbrook Ln, Glen Head, NY 11545
  • /34

    $6,850 Per Month

    • 3 Beds
    • 3.5 Baths
    • Condo for Rent

    88 The Glen, Glen Head, NY 11545

    Private Location End Unit, Hard Wood Floors, Granite Counter Tops In Eat In Kitchen, Large Living Room And Dining Room Marble Master Bath, Walk In Closets, Storage Area, 2 Decks Overlooking Beautiful Grounds. Full Finished Basement, 2 Car Garage. No Pets 1 Month Security And $1500 Security To Condo Association. Renters Liability Insurance Policy Required, Credit Check. Tenant Pays Own Gas

    Agent Photo

    Joseph Lovaglio

    J D S NORTH SHORE REALTY INC

    88 The Glen, Glen Head, NY 11545
  • 178 High Farms Rd, Glen Head, NY 11545

    $3,250,000

    Sold Oct 24, 2025

    178 High Farms Rd, Glen Head, NY 11545

    • 6 Beds
    • 7 Baths
    • 4,500 Sq Ft
    • Built 1998

    Last Sold Summary

    • 9% Above List Price
    • $722/SF
    • 20 Days On Market

    Current Estimated Value $2,793,801

    Last Listing Agent Maria Babaev Douglas Elliman Real Estate

    178 High Farms Rd, Glen Head, NY 11545
    • 77 Linden Ln, Glen Head, NY 11545

      Est $3,539,865

      Not Listed For Sale

      77 Linden Ln, Glen Head, NY 11545

      • 6 Beds
      • 5.5 Baths
      • 5,732 Sq Ft
      • Built 1964
      77 Linden Ln, Glen Head, NY 11545

      Last Sold Summary

      • 45 Days On Market

      Last Listing Agent Debra Quinn Petkanas Daniel Gale Sothebys Intl Rlty

  • /25

    $3,500,000

    • 3 Beds
    • 3 Baths
    • 2,942 Sq Ft

    1 Stonegate Ln, Glen Head, NY 11545

    Set on two level acres surrounded by mature trees in the sought-after Village of Old Brookville, this distinctive three-bedroom, three-bath residence offers a peaceful setting with expansive lawns and exceptional privacy. A long driveway provides abundant parking in addition to the attached two-car garage. Inside, the main level features a dramatic living room with approximately 16-foot ceilings,

    Agent Photo

    Giulio Ferrante

    Signature Premier Properties

    1 Stonegate Ln, Glen Head, NY 11545
  • /20

    $6,100 Per Month

    • 3 Beds
    • 2 Baths
    • 2,000 Sq Ft
    • House for Rent

    16 Union Ave, Glen Head, NY 11545

    Lovely and recently renovated brick home with great light, high ceilings & wood floors throughout. Spacious country kitchen with plenty of room for a big table. Full baths on 1st floor and 2nd floor. Central Air conditioning, Laundry on 1st floor adjacent to kitchen. Big yard with patio & room to play & fully fenced. 2 car detached garage w/electric doors, close to Glen Head Train & Shops. North

    Deborah Peseri Douglas Elliman Real Estate

    16 Union Ave, Glen Head, NY 11545
  • 15 Pound Hollow Rd, Glen Head, NY 11545

    $4,200,000

    Sold Oct 10, 2025

    15 Pound Hollow Rd, Glen Head, NY 11545

    • 5 Beds
    • 8 Baths
    • 7,245 Sq Ft
    • Built 1920

    Last Sold Summary

    • 3% Below List Price
    • $580/SF
    • 39 Days On Market

    Current Estimated Value $4,280,638

    Last Listing Agent Eileen Krach Daniel Gale Sothebys Intl Rlty

    15 Pound Hollow Rd, Glen Head, NY 11545
    • 17 Hickory Dr, Glen Head, NY 11545

      Est $6,168,506

      Not Listed For Sale

      17 Hickory Dr, Glen Head, NY 11545

      • 6 Beds
      • 7.5 Baths
      • 14,065 Sq Ft
      • Built 2015
      17 Hickory Dr, Glen Head, NY 11545

      Last Sold Summary

      • 96 Days On Market

      Last Listing Agent Ronald Lanzillotta BERKSHIRE HATHAWAY

  • /50

    $4,199,999

    Pending
    • 4 Beds
    • 4.5 Baths
    • 4,288 Sq Ft

    22 Eastview Ln, Glen Head, NY 11545

    Why escape to a luxury resort for the weekend when you can come home to one every single day?This extraordinary residence delivers the kind of lifestyle most people only experience on vacation—private, peaceful, and effortlessly elegant. A rare opportunity to own a home that feels like a permanent getaway. Welcome to "Casa De Luce" a French Chateau style palace, a truly exceptional luxury

    Agent Photo

    Giulio Ferrante

    Signature Premier Properties

    22 Eastview Ln, Glen Head, NY 11545
  • /30

    $8,500 Per Month

    • 6 Beds
    • 4.5 Baths
    • 3,031 Sq Ft
    • House for Rent

    1719 Cedar Swamp Rd, Glen Head, NY 11545

    Welcome to an Extraordinary Rental opportunity where Privacy, Space, and Luxury converge. Set on approximately 2.5 acres of Lush Manicured Grounds, this stunning 3,000+ sqft Expanded Ranch offers an Unmatched Living Experience within the Prestigious Jericho School District. From the moment you turn down the long, Private Driveway, you know this home is something special. Featuring 6 Spacious

    George Gatt Stephen Joseph Properties

    1719 Cedar Swamp Rd, Glen Head, NY 11545
  • 10 High Farms Rd, Glen Head, NY 11545

    $888,000

    Sold Mar 10, 2026

    10 High Farms Rd, Glen Head, NY 11545

    • Land
    • 1.8 Acres
    • $493,882 per Acre

    Last Sold Summary

    • 1% Below List Price
    • 24 Days On Market

    Current Estimated Value $1,097,264

    Last Listing Agent Malgorzata Useda Exit Realty First Choice

    10 High Farms Rd, Glen Head, NY 11545
    • 68 Wheatley Rd, Glen Head, NY 11545

      Est $5,372,000

      Not Listed For Sale

      68 Wheatley Rd, Glen Head, NY 11545

      • 6 Beds
      • 6.5 Baths
      • 7,230 Sq Ft
      • Built 2017
      68 Wheatley Rd, Glen Head, NY 11545

      Last Sold Summary

      • 69 Days On Market

      Last Listing Agent John Messina Daniel Gale Sothebys Intl Rlty

  • /26

    $13,600,000

    • 10 Beds
    • 9.5 Baths
    • 14,761 Sq Ft

    97 Pound Hollow Rd, Glen Head, NY 11545

    Steeped in the grandeur of Long Island's celebrated Gold Coast, this extraordinary 15+ acre equestrian estate formally named 'Westward' presents a rare opportunity to acquire a significant piece of North Shore history. Privately nestled amid rolling pastures, mature woodlands, and formal gardens, the estate seamlessly blends timeless architectural elegance with an unparalleled country lifestyle

    Agent Photo

    Linda Faraldo

    Daniel Gale Sothebys Intl Rlty

    97 Pound Hollow Rd, Glen Head, NY 11545
  • /33

    $19,500 Per Month

    • 6 Beds
    • 6 Baths
    • 5,101 Sq Ft
    • House for Rent

    8 Plaka Ct, Glen Head, NY 11545

    Nestled on a quiet cul-de-sac in the prestigious village of Old Brookville, this stunning Mediterranean style estate offers the ultimate in luxury rental living. Set on 2 beautifully landscaped acres, this private, resort like retreat combines elegance, space, and exceptional amenities. With over 5,100 square feet of living space, this home features a large foyer that opens into a sophisticated

    Nareeta Saini Daniel Gale Sothebys Intl Rlty

    8 Plaka Ct, Glen Head, NY 11545
  • 23 Collins Rd, Glen Cove, NY 11542

    $700,000

    Sold Nov 20, 2025

    23 Collins Rd, Glen Cove, NY 11542

    • 4 Beds
    • 2 Baths
    • 1,595 Sq Ft
    • Built 1951

    Last Sold Summary

    • 7% Below List Price
    • $439/SF
    • 120 Days On Market

    Current Estimated Value $762,803

    Last Listing Agent Gina DeMaio BERKSHIRE HATHAWAY

    23 Collins Rd, Glen Cove, NY 11542
    • 48 The Glen Unit 48, Glen Head, NY 11545

      Not Listed For Sale

      48 The Glen Unit 48, Glen Head, NY 11545

      • 3 Beds
      • 2.5 Baths
      • 2,800 Sq Ft
      • Built 1988
      48 The Glen Unit 48, Glen Head, NY 11545

      Last Sold Summary

      • 10 Days On Market

      Last Listing Agent Stephen Brown Voro LLC

  • /35

    $9,750,000

    Pending
    • 7 Beds
    • 14 Baths
    • 11,926 Sq Ft

    4 Red Fox Ln, Glen Head, NY 11545

    Set on nearly 10 private acres in the heart of Upper Brookville, Red Fox is a distinguished Gold Coast estate of exceptional character and scale. This 17-room French Tudor is marked by classic architectural details, including turrets, a slate roof, and striking 3-story bay windows that lend timeless elegance. Richly detailed interiors feature beautifully proportioned principal rooms, including a

    Pierce Dellafera Daniel Gale Sothebys Intl Rlty

    4 Red Fox Ln, Glen Head, NY 11545
  • /18

    $4,200 Per Month

    • 4 Beds
    • 1 Bath
    • 1,165 Sq Ft
    • House for Rent

    1026 Glen Cove Ave, Glen Head, NY 11545

    Renovated and Ready!! Everything is NEW!! Custom Kitchen, Living Room with Hardwood Floors, 4 Bedrooms, Brand New Bathroom, Full Basement, Laundry, Covered Porch, Large Yard, Long Driveway.

    Mishelle Berger Calo Compass Greater NY LLC

    1026 Glen Cove Ave, Glen Head, NY 11545
  • 8 Dogwood Hill, Glen Head, NY 11545

    $7,450,000

    Sold Jun 18, 2026

    8 Dogwood Hill, Glen Head, NY 11545

    • 6 Beds
    • 8 Baths
    • 8,600 Sq Ft
    • Built 2025

    Last Sold Summary

    • 12% Below List Price
    • $866/SF
    • 244 Days On Market

    Current Estimated Value $3,782,000

    Last Listing Agent Joe Scavo Douglas Elliman Real Estate

    8 Dogwood Hill, Glen Head, NY 11545
    • 65 The Cir Unit 65, Glen Head, NY 11545

      Not Listed For Sale

      65 The Cir Unit 65, Glen Head, NY 11545

      • 3 Beds
      • 3.5 Baths
      • Built 1988
      65 The Cir Unit 65, Glen Head, NY 11545

      Last Sold Summary

      • 13 Days On Market

      Last Listing Agent Sandi Lefkowitz Daniel Gale Sothebys Intl Rlty

  • /50

    $2,599,888

    $200K PRICE DROP
    • 7 Beds
    • 4.5 Baths
    • 4,717 Sq Ft

    15 Tappentown Ln, Glen Head, NY 11545

    Experience pristine living in this exquisite diamond Brookville home, offering unsurpassed value in a highly coveted location. The prestigious approach features a long circular driveway, welcoming you to a serene retreat. The exterior boasts mature specimen plantings and estate fencing encircling a country club style yard with a 20x40 Gunite gas heated pool. The flat 2 acres of entertaining

    Neil Tevez Daniel Gale Sothebys Intl Rlty

    15 Tappentown Ln, Glen Head, NY 11545
  • /17

    $6,250 Per Month

    • 3 Beds
    • 2.5 Baths
    • 2,459 Sq Ft
    • House for Rent

    13 Walnut St, Glen Head, NY 11545

    Exceptional rental opportunities like this rarely come to market. Welcome to 13 Walnut Street, a beautifully maintained 1893 Colonial Revival offering the perfect blend of historic charm and modern comfort on a private .34-acre property in the heart of Glen Head.Brimming with curb appeal, the home's sunny yellow façade, classic symmetrical architecture, and inviting covered front porch create

    Alexa Froccaro Douglas Elliman Real Estate

    13 Walnut St, Glen Head, NY 11545
  • 8 Norgate Rd, Glen Head, NY 11545

    $3,200,000

    Sold Feb 25, 2026

    8 Norgate Rd, Glen Head, NY 11545

    • 6 Beds
    • 5.5 Baths
    • 6,018 Sq Ft
    • Built 2006

    Last Sold Summary

    • 18% Below List Price
    • $532/SF
    • 170 Days On Market

    Current Estimated Value $3,370,722

    Last Listing Agent Lei Liu Signature Premier Properties

    8 Norgate Rd, Glen Head, NY 11545
    • 969 Ripley Ln, Glen Head, NY 11545

      Est $1,661,752

      Not Listed For Sale

      969 Ripley Ln, Glen Head, NY 11545

      • 5 Beds
      • 3.5 Baths
      • 3,400 Sq Ft
      • Built 1964
      969 Ripley Ln, Glen Head, NY 11545

      Last Sold Summary

      • 73 Days On Market

      Last Listing Agent Maria Corigliano Douglas Elliman Real Estate

  • /50

    $2,775,000

    Pending
    • 4 Beds
    • 3.5 Baths
    • 3,112 Sq Ft

    153 Brookville Ln, Glen Head, NY 11545

    Nestled on two private acres, this stunning 4-bedroom, 3.5-bath ranch combines timeless comfort with resort-style living, featuring over 3,100 square feet, an in-ground pool, and beautifully designed indoor-outdoor spaces, all within the acclaimed North Shore School District.

    Salvatore Vacchio Countryside Realty & Mgmt Svcs

    153 Brookville Ln, Glen Head, NY 11545
  • /38

    $5,490 Per Month

    • 4 Beds
    • 2 Baths
    • 2,295 Sq Ft
    • House for Rent

    11 Glenwood Rd, Glen Head, NY 11545

    Welcome to 11 Glenwood Road, a charming, beautifully updated home in one of Glen Head's most sought-after pockets, offering thoughtfully designed living space, plus even more room to spread out below. A welcoming entry foyer sets the tone, opening into a bright, sun-filled living room and a fully updated eat-in kitchen made for both quiet mornings and lively get-togethers. Sliding doors off the

    Dominic Charles Marshall RACANELLI REALTY SERVICES INC

    11 Glenwood Rd, Glen Head, NY 11545
  • 1678 Cedar Swamp Rd, Glen Head, NY 11545

    $1,850,000

    Sold Aug 24, 2026

    1678 Cedar Swamp Rd, Glen Head, NY 11545

    • 4 Beds
    • 3.5 Baths
    • 2,176 Sq Ft
    • Built 1941

    Last Sold Summary

    • 26% Below List Price
    • $850/SF
    • 110 Days On Market

    Current Estimated Value $2,067,034

    Last Listing Agent Hemant Shah LAFFEY REAL ESTATE

    1678 Cedar Swamp Rd, Glen Head, NY 11545
    • 1 The Cir Unit 1, Glen Head, NY 11545

      Not Listed For Sale

      1 The Cir Unit 1, Glen Head, NY 11545

      • 2 Beds
      • 2 Baths
      • 1,400 Sq Ft
      • Built 1986
      1 The Cir Unit 1, Glen Head, NY 11545

      Last Sold Summary

      • 40 Days On Market

      Last Listing Agent Lowell Ackerman Daniel Gale Sothebys Intl Rlty

  • /31

    $2,490,000

    $108K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 3,587 Sq Ft

    19 Tappentown Ln, Glen Head, NY 11545

    Amazingly LOW Taxes & TWO (2) meticulously landscaped acres with salt water POOL, this exceptional Brookville residence showcases refined design, expansive living spaces, and resort-style outdoor amenities. Elegant stone patio with gazebo and outdoor kitchen equipped with a barbecue, refrigerator, and sink.A dramatic entry opens to soaring ceilings with skylights and impressive window

    Aileen Murstein Compass Greater NY LLC

    19 Tappentown Ln, Glen Head, NY 11545
  • /8

    $2,800 Per Month

    • 1 Bed
    • 1 Bath
    • 850 Sq Ft
    • House for Rent

    166a Frost Pond Rd, Glen Head, NY 11545

    Charming detached one-bedroom, one-bath cottage located in Glen Head within the North Shore School District. This rental includes a garage, and a brand-new stove and refrigerator will be installed.

    Maximilian Pugliese NY Space Finders Inc

    166a Frost Pond Rd, Glen Head, NY 11545
  • 6 Cathy Ct, Glen Head, NY 11545

    $1,300,000

    Sold Sep 10, 2025

    6 Cathy Ct, Glen Head, NY 11545

    • 4 Beds
    • 3 Baths
    • 2,510 Sq Ft
    • Built 1970

    Last Sold Summary

    • 6% Below List Price
    • $518/SF
    • 14 Days On Market

    Current Estimated Value $1,319,378

    Last Listing Agent Jie Lin COCO Lin Real Estate LLC

    6 Cathy Ct, Glen Head, NY 11545
    • 62 The Glen Unit 62, Glen Head, NY 11545

      Not Listed For Sale

      62 The Glen Unit 62, Glen Head, NY 11545

      • 4 Beds
      • 3.5 Baths
      • Built 1987
      62 The Glen Unit 62, Glen Head, NY 11545

      Last Sold Summary

      • 42 Days On Market

      Last Listing Agent Sandi Lefkowitz Daniel Gale Sothebys Intl Rlty

  • /35

    $5,488,888

    $406K PRICE DROP
    • 6 Beds
    • 7.5 Baths
    • 7,000 Sq Ft

    27 Victorian Ln, Glen Head, NY 11545

    Welcome to an extraordinary estates of timeless elegance located at 27 Victorian Lane, Brookville NY. — a distinguished estate that embodies architectural grace in one of the most prestigious residential setting. Set across approximately 2 acres of professionally landscaped grounds, this exceptional residence spans roughly 7,000 square feet of thoughtfully designed interior space, offering a rare

    Katherine Koniecko Signature Premier Properties

    27 Victorian Ln, Glen Head, NY 11545
  • /18

    $3,700 Per Month

    • 1 Bed
    • 1 Bath
    • 750 Sq Ft
    • House for Rent

    15 Cherry Ln, Glen Head, NY 11545

    A hidden gem in this enchanting cottage, enjoy the serenity of estate living, an inviting atmosphere located on a private 3-acre estate in Glen Head all while being conveniently near local amenities like dining, boutique shopping, parks, beach, golf, transportation, the cottage featuring living room with hardwood floors, two closets, lots of natural sunlight. Eat in kitchen with granite counter

    Carolina Boucos Daniel Gale Sothebys Intl Rlty

    15 Cherry Ln, Glen Head, NY 11545
  • 24 Smith St, Glen Head, NY 11545

    $830,000

    Sold Jun 29, 2026

    24 Smith St, Glen Head, NY 11545

    • 3 Beds
    • 1.5 Baths
    • 1,426 Sq Ft
    • Built 1940

    Last Sold Summary

    • 14% Above List Price
    • $582/SF
    • 18 Days On Market

    Current Estimated Value $770,847

    Last Listing Agent Vivian Parisi Daniel Gale Sothebys Intl Rlty

    24 Smith St, Glen Head, NY 11545
    • 75 The Cir Unit 75, Glen Head, NY 11545

      Not Listed For Sale

      75 The Cir Unit 75, Glen Head, NY 11545

      • 2 Beds
      • 2 Baths
      • Built 1980
      75 The Cir Unit 75, Glen Head, NY 11545

      Last Sold Summary

      • 46 Days On Market

      Last Listing Agent Jerilynn Eisinger Coldwell Banker American Homes

  • /39

    $2,988,000

    Pending
    • 6 Beds
    • 4.5 Baths
    • 5,000 Sq Ft

    110 Linden Ln, Glen Head, NY 11545

    Welcome to luxury living in Upper Brookville's most desirable location. This stunning furnished residence features 6 bedrooms, 5 bathrooms, an office, and a luxurious master suite with a steam shower, jacuzzi tub and a huge walk-in closet. Spread across beautifully landscaped grounds, enjoy amenities such as a Har-Tru tennis court, a heated Olympic-size pool with a spa, and a sun filled deck with

    Cassandra DiPietro F2 Firm Inc

    110 Linden Ln, Glen Head, NY 11545
  • 2 Knoll Ln, Glen Head, NY 11545

    $1,910,000

    Sold Jun 04, 2026

    2 Knoll Ln, Glen Head, NY 11545

    • 4 Beds
    • 2.5 Baths
    • 2,985 Sq Ft
    • Built 2000

    Last Sold Summary

    • 2% Below List Price
    • $640/SF
    • 36 Days On Market

    Current Estimated Value $1,950,535

    Last Listing Agent Margaret Burkett Signature Premier Properties

    2 Knoll Ln, Glen Head, NY 11545
    • 669 Cedar Swamp Rd, Glen Head, NY 11545

      Est $1,138,992

      Not Listed For Sale

      669 Cedar Swamp Rd, Glen Head, NY 11545

      • 5 Beds
      • 3 Baths
      • 2,845 Sq Ft
      • Built 1908
      669 Cedar Swamp Rd, Glen Head, NY 11545

      Last Sold Summary

      • 111 Days On Market

      Last Listing Agent Cheryl Juan All County Realty & Mgmt Corp

  • /40

    $14,900,000

    • 7 Beds
    • 9 Baths
    • 15,743 Sq Ft

    1985- 4 Cedar Swamp Rd, Glen Head, NY 11545

    ‘Haut Bois’ is a refined brick-and-stucco French chateau nestled in the heart of Brookville, New York. Inspired by the Louis XIV hunting lodge that later became the Palace of Versailles, this extraordinary 18-room estate is steeped in history, elegance, and timeless beauty. Originally built in 1916 by renowned architect Ogden Codman Jr. and meticulously restored in the late 20th century, this

    Jason Friedman Daniel Gale Sothebys Intl Rlty

    1985- 4 Cedar Swamp Rd, Glen Head, NY 11545

Showing Results 1 - 40, Page 1 of 18

Home Price Trends

Median Sale Price
$1,833,000
Median Single Family Sale Price
$2,465,000
Median Townhouse Sale Price
$970,000
Median 2 Bedroom Sale Price
$770,000
Average Price Per Sq Ft
$630
Number of Homes for Sale
61
Last 12 months Home Sales
111
Months of Supply
6.60
Median List Price
$2,500,000
Median Change From 1st List Price
4%
Median Home Sale Price YoY Change
4%
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