4,748

Glen Head, NY Homes

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  • 22 Brookville Rd, Glen Head, NY 11545
    22 Brookville Rd, Glen Head, NY 11545
    22 Brookville Rd, Glen Head, NY 11545
    /27

    $2,499,000 Open Sat 2PM - 4PM

    • 6 Beds
    • 5 Baths
    • 4,940 Sq Ft

    22 Brookville Rd, Glen Head, NY 11545

    Once a stately Carriage House, this beautifully reimagined main residence seamlessly blends historic character with modern comfort. Featuring an open floorplan with 3 spacious bedrooms and 2.5 designer baths, the home is bathed in natural light from a dramatic wall of windows that opens to a serene, graveled French garden—perfect for entertaining or quiet moments alike.Adjacent to the

    Parasto Tehrani Blackstone Realty

    22 Brookville Rd, Glen Head, NY 11545
  • 65 The Cir Unit 65, Glen Head, NY 11545

    $999,000 Sold Jun 23, 2025

    • 13 Days On Market
    • 3 Beds
    • 3.5 Baths
    • Built 1988

    65 The Cir Unit 65, Glen Head, NY 11545

    A rare opportunity awaits in the gated community of The Knolls—welcome to the largest and most desirable corner unit, offering privacy, space, and beautiful natural light throughout. This bright and expansive home boasts a grand entry foyer that sets the tone for the elegant design, seamlessly flowing into both the main and lower living spaces—ideal for everyday comfort and stylish entertaining.

    Sandi Lefkowitz Daniel Gale Sothebys Intl Rlty

    65 The Cir Unit 65, Glen Head, NY 11545
  • Unlisted Address
    Unlisted Address
    Unlisted Address
    /15

    $2,999,999

    • 5 Beds
    • 3.5 Baths
    • 4,938 Sq Ft

    Unlisted Address

    Stunning Old Brookville Estate on 2 Acres with Pool & Outdoor Oasis Welcome to this exquisite 5-bedroom, 4-bathroom home nestled on 2 acres of beautifully landscaped property in the prestigious area of Old Brookville. This elegant residence offers the perfect blend of luxury, comfort, and privacy. Step inside to discover spacious living areas filled with natural light, including a grand living

    Colleen Chase Signature Premier Properties

    Unlisted Address
  • 37 Linden Ln, Glen Head, NY 11545

    $2,275,000 Sold Jun 23, 2025

    • 3,658 Sq Ft
    • $622/SF
    • 117 Days On Market
    • 5 Beds
    • 4.5 Baths
    • Built 1975

    37 Linden Ln, Glen Head, NY 11545

    Perfectly located in the coveted North Shore community of Old Brookville this 5 bedroom 4 bath colonial awaits your finishing touch. This colonial home sits proudly on expansive level 2 acre lot. Many updates have been added to the home including 3 newly renovated baths with custom fixtures and radiant heat tastefully designed for today's lifestyle. The home includes formal living and dining

    Laura Algios Daniel Gale Sothebys Intl Rlty

    37 Linden Ln, Glen Head, NY 11545
  • 80 Valentines Ln, Glen Head, NY 11545
    80 Valentines Ln, Glen Head, NY 11545
    80 Valentines Ln, Glen Head, NY 11545
    /45

    $2,900,000 Open Sun 11AM - 1PM

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

    80 Valentines Ln, Glen Head, NY 11545

    Old Brookville | Stunning and serene contemporary home backing lush nature preserve - 80 Valentines Lane offers pure peace and privacy on Long Island's Gold Coast.A welcoming and bright foyer leads into an open, two-story formal living and dining area, offering high ceilings, one of two fireplaces, and an unobstructed view of the expansive backyard. The primary suite is tucked away on

    Joe Scavo Douglas Elliman Real Estate

    80 Valentines Ln, Glen Head, NY 11545
  • 65 East Ave, Glen Cove, NY 11542

    $1,050,000 Sold Jun 17, 2025

    • 1,528 Sq Ft
    • $687/SF
    • 18 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2025

    65 East Ave, Glen Cove, NY 11542

    Welcome to this stunning 3-bedroom, 2-bathroom ranch. As you step inside, you're greeted by a spacious foyer with built-in cabinetry. The open floor plan invites you into a large family room that flows perfectly for entertaining. The gleaming white kitchen features quartz countertops, stainless steel appliances, a breakfast bar and sundrenched dining area. Off the kitchen you have patio

    Lauren Grella Daniel Gale Sothebys Intl Rlty

    65 East Ave, Glen Cove, NY 11542
  • 2 Summerwind Dr, Glen Head, NY 11545
    2 Summerwind Dr, Glen Head, NY 11545
    2 Summerwind Dr, Glen Head, NY 11545
    /20

    $2,380,000

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

    2 Summerwind Dr, Glen Head, NY 11545

    1981 development, Town of Oyster Bay, Contemporary 1-Family prodigious home, Expanded in 2 acres lot. High ceiling with skylight, Large living room, Family room, Formal dining Room, Den, and Center kitchen. Total of 11 rooms, 5 Bedrooms, 3.5 Bathrooms, all in mint condition; plus, Full finished basement. Tennis court and In-ground swimming pool. Large patio, BBQ Deck, Porch, and 3 Car garage.

    John Liu Chase Global Realty Corp

    2 Summerwind Dr, Glen Head, NY 11545
  • 13 Ronan Rd, Glen Cove, NY 11542

    $720,000 Sold Jun 16, 2025

    • 1,388 Sq Ft
    • $519/SF
    • 8 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1951

    13 Ronan Rd, Glen Cove, NY 11542

    Discover the perfect blend of comfort, charm, and convenience in this inviting home. Featuring three bedrooms and a full bathroom, this residence offers a warm and welcoming atmosphere. The cozy living room is anchored by a wood-burning fireplace, creating the ideal space to unwind on chilly evenings. Additional highlights include efficient gas heating, an attached one-car garage, and low taxes,

    Jennifer Devito Evolution Realty of L I

    13 Ronan Rd, Glen Cove, NY 11542
  • 6 Longridge Ln, Glen Head, NY 11545
    6 Longridge Ln, Glen Head, NY 11545
    6 Longridge Ln, Glen Head, NY 11545
    /11

    $2,850,000

    • 5 Beds
    • 3.5 Baths
    • 4,975 Sq Ft

    6 Longridge Ln, Glen Head, NY 11545

    Welcome to this stately columned brick and shingle Colonial, nestled amidst lush landscaping that perfectly complements its timeless architectural elegance within the esteemed Village of Old Brookville. This home offers a harmonious blend of luxurious amenities, gracious living spaces, and thoughtful design elements, making it a true sanctuary for its next homeowner. As you approach

    Jason Friedman Daniel Gale Sothebys Intl Rlty

    6 Longridge Ln, Glen Head, NY 11545
  • 17 Ronan Rd, Glen Cove, NY 11542

    $735,000 Sold Jun 13, 2025

    • 1,425 Sq Ft
    • $516/SF
    • 39 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1951

    17 Ronan Rd, Glen Cove, NY 11542

    Charming Glen Cove Ranch – North Shore Schools!Situated in a prime location, this home is just a mile from the Sea Cliff LIRR station, offering an easy commute to NYC. Plus, you're minutes from parks, beaches, shopping, and dining—everything you need is right at your fingertips. A rare opportunity to own in such a sought-after neighborhood—don’t miss out!Welcome to this beautiful ranch-style home

    Vanessa Ingrao Compass Greater NY LLC

    17 Ronan Rd, Glen Cove, NY 11542
  • 1620 Old Cedar Swamp Rd, Glen Head, NY 11545
    1620 Old Cedar Swamp Rd, Glen Head, NY 11545
    1620 Old Cedar Swamp Rd, Glen Head, NY 11545
    /32

    $2,850,000

    • 7 Beds
    • 7 Baths
    • 8,000 Sq Ft

    1620 Old Cedar Swamp Rd, Glen Head, NY 11545

    A beautiful shingled and stone farmhouse estate with elegant, updated high-end finishes, located in the heart of the Village of Brookville, New York. This stunning 8,000 +/- sq. ft. home seamlessly blends modern updates with its original character and charm. Situated on 2 manicured acres, this 7-bedroom, 7-bathroom refurbished residence boasts expansive entertaining rooms, vaulted ceilings,

    Jason Friedman Daniel Gale Sothebys Intl Rlty

    1620 Old Cedar Swamp Rd, Glen Head, NY 11545
  • 4 Carlisle Dr, Glen Head, NY 11545

    $2,550,000 Sold Jun 05, 2025

    • 3,733 Sq Ft
    • $683/SF
    • 150 Days On Market
    • 5 Beds
    • 5.5 Baths
    • Built 1985

    4 Carlisle Dr, Glen Head, NY 11545

    Welcome to this exquisite stucco Colonial residence, gracefully nestled on a sprawling 2-acre lot in the prestigious community of Old Brookville. This updated home seamlessly blends classic elegance with contemporary comforts, offering an unparalleled living experience. As you step inside, you'll be greeted by a grand foyer that leads to an expansive living area, adorned with hardwood floors and

    Batul Morbi Compass Greater NY LLC

    4 Carlisle Dr, Glen Head, NY 11545
  • 21 Overbrook Ln, Glen Head, NY 11545
    21 Overbrook Ln, Glen Head, NY 11545
    21 Overbrook Ln, Glen Head, NY 11545
    /39

    $2,550,000 Open Sun 1PM - 3PM

    • 6 Beds
    • 4.5 Baths
    • 5,871 Sq Ft

    21 Overbrook Ln, Glen Head, NY 11545

    Nestled in the prestigious enclave of Upper Brookville, this magnificent all-brick residence at 21 Overbrooke Lane exudes timeless sophistication and modern comfort. The home spans an impressive 8,346 square feet (gross) of meticulously designed interior space, offering 6 graciously appointed bedrooms and 4.5 luxurious baths. The property is situated on a sprawling 2-acre lot, providing

    Aleksandr Dzhurayev Skyline Residential & Comm Inc

    21 Overbrook Ln, Glen Head, NY 11545
  • 28 Southridge Dr, Glen Cove, NY 11542

    $710,000 Sold Jun 04, 2025

    • 1,292 Sq Ft
    • $550/SF
    • 41 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1952

    28 Southridge Dr, Glen Cove, NY 11542

    Sweet updated RANCH! Slatted wood feature wall with gas fireplace in the living room with sliding doors out to the patio. Clean white kitchen with gas cooking and stainless appliances. 3 bedrooms, with nice storage in all...you decide which is the primary. Modern bathroom with shower & tub. Outside you'll find a large paver patio great for entertaining, Sunny flat grassy area with rock

    Vivian Parisi Daniel Gale Sothebys Intl Rlty

    28 Southridge Dr, Glen Cove, NY 11542
  • 76 Brookville Rd, Glen Head, NY 11545
    76 Brookville Rd, Glen Head, NY 11545
    76 Brookville Rd, Glen Head, NY 11545
    /42

    $2,499,000 Pending

    • 6 Beds
    • 4.5 Baths

    76 Brookville Rd, Glen Head, NY 11545

    Step into a timeless retreat where elegance meets tranquility in this one-of-a-kind gated estate in the heart of Muttontown. Spanning two professionally manicured acres, the property features four distinct structures surrounded by lush English gardens, towering trees, and romantic French-inspired meditation spaces. The main residence, reminiscent of a mini-castle, welcomes you with a grand living

    Diana Hiotis BERKSHIRE HATHAWAY

    76 Brookville Rd, Glen Head, NY 11545
  • 4 Summerwind Dr, Glen Head, NY 11545

    $2,400,000 Sold May 29, 2025

    • 5,042 Sq Ft
    • $476/SF
    • 172 Days On Market
    • 6 Beds
    • 3.5 Baths
    • Built 1980

    4 Summerwind Dr, Glen Head, NY 11545

    Open floor plan dramatizes versatile interior! Two story contemporary Colonial creates visual excitement. The center entry hall provides access to the entire first floor. Formal living room with French doors overlooks exquisite pool setting. Large den will be the center of your entertaining. Wet bar in the family sized den. Experience the joy of cooking in this fully-equipped kitchen with 2

    Robin Eger Daniel Gale Sothebys Intl Rlty

    4 Summerwind Dr, Glen Head, NY 11545
  • 178 High Farms Rd, Glen Head, NY 11545
    178 High Farms Rd, Glen Head, NY 11545
    178 High Farms Rd, Glen Head, NY 11545
    /36

    $2,995,000 Pending

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

    178 High Farms Rd, Glen Head, NY 11545

    OLD BROOKVILLE. Welcome to this incredible Hampton-style Colonial, located privately on over 1.67 acres of lush lawns, flat property, mature trees and beautiful landscaping. This expansive and elegant residence offers traditional charm and modern comfort, featuring 6 spacious bedrooms, 4 full and 4 half baths, office, living room with fireplace and access to back patio, kitchen with breakfast

    Maria Babaev Douglas Elliman Real Estate

    178 High Farms Rd, Glen Head, NY 11545
  • 5 Sandra Ct, Glen Cove, NY 11542

    $1,340,000 Sold May 28, 2025

    • 1,572 Sq Ft
    • $852/SF
    • 21 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1958

    5 Sandra Ct, Glen Cove, NY 11542

    This beautifully updated 4 level split has it all. With an inviting floor plan and great flow from the dining/kitchen area to your large patio and fenced in back yard for endless fun and entertainment. The kitchen is updated with a large island and stainless appliances. The main living space is light and airy with vaulted ceilings in the living room. There is a bedroom on the main floor and a

    DayAnn McManus Daniel Gale Sothebys Intl Rlty

    5 Sandra Ct, Glen Cove, NY 11542
  • 78 McCouns Ln, Glen Head, NY 11545
    78 McCouns Ln, Glen Head, NY 11545
    78 McCouns Ln, Glen Head, NY 11545
    /47

    $2,695,000 Pending

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

    78 McCouns Ln, Glen Head, NY 11545

    Timeless Brick Colonial in Prestigious Old BrookvilleNestled within the exclusive village of Old Brookville, this stately 1926 brick Colonial offers an exceptional combination of privacy, elegance, and timeless craftsmanship. Situated on 2.5 acres of lush, secluded grounds, this expansive 5,500 sq ft residence features 7 bedrooms, 6 full bathrooms, and a wealth of architectural charm

    Michael Pesce BERKSHIRE HATHAWAY

    78 McCouns Ln, Glen Head, NY 11545
  • 5 Valentine Farm Ct, Glen Head, NY 11545

    $3,350,000 Sold May 27, 2025

    • 8,400 Sq Ft
    • $399/SF
    • 394 Days On Market
    • 6 Beds
    • 9 Baths
    • Built 2001

    5 Valentine Farm Ct, Glen Head, NY 11545

    Prime location in the Village of Old Brookville. Custom built at the time with the foresight of having two primary bedroom suites, one on each floor. A private separate wing on the 1st floor is dedicated to an entire suite with music room or den, large bedroom and lux bathroom. The property is situated on 3.19 acres at the end of a cul-de-sac and positioned among some of the most notable

    Michael Stanco Compass Greater NY LLC

    5 Valentine Farm Ct, Glen Head, NY 11545
  • 8 Chicken Valley Rd, Glen Head, NY 11545
    8 Chicken Valley Rd, Glen Head, NY 11545
    8 Chicken Valley Rd, Glen Head, NY 11545
    /48

    $2,799,000 Pending

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

    8 Chicken Valley Rd, Glen Head, NY 11545

    Step into a world of timeless elegance and storied grandeur at this Gatsby-esque estate, nestled along the fabled Gold Coast of Long Island. Evoking the glamour of The Industrial Revolution and the Roaring Twenties, this remarkable residence offers an extraordinary blend of historic charm and modern refinement.Behind its gated entrance, a tree-lined drive leads to a stately manor

    Dana Forbes Compass Greater NY LLC

    8 Chicken Valley Rd, Glen Head, NY 11545
  • 12 Woodfield Ln, Glen Head, NY 11545

    $3,590,500 Sold May 22, 2025

    • 11,046 Sq Ft
    • $325/SF
    • 335 Days On Market
    • 8 Beds
    • 7.5 Baths
    • Built 1989

    12 Woodfield Ln, Glen Head, NY 11545

    Priced to Sell! Welcome to your private oasis on two acres of lush greenery! This magnificent colonial residence is a true testament to timeless elegance and luxury. Built in 1989, this home boasts an awe-inspiring two-floor portico that sets the stage for the grandeur within. Upon entering the first-floor grand foyer, prepare to be enchanted by the masterful decorative paintings adorning the

    Connie Pinilla Compass Greater NY LLC

    12 Woodfield Ln, Glen Head, NY 11545
  • 1 Norgate Rd, Glen Head, NY 11545
    1 Norgate Rd, Glen Head, NY 11545
    /2

    $3,100,000 Pending

    • 6 Beds
    • 5.5 Baths
    • 6,500 Sq Ft

    1 Norgate Rd, Glen Head, NY 11545

    Luxury, Technology, and Timeless Craftsmanship – All at 1 Norgate Rd.Step into elevated living at this magnificent gated estate in the prestigious area of Brookville. Set on a beautifully manicured lot, this 6-bedroom, 5.5-bathroom residence offers approximately 6,500 square feet of impeccably designed living space, combining classic elegance with cutting-edge smart home technology.From the

    Nareeta Saini Daniel Gale Sothebys Intl Rlty

    1 Norgate Rd, Glen Head, NY 11545
  • 100 Wolver Hollow Rd, Glen Head, NY 11545

    $1,600,000 Sold May 08, 2025

    • 2,737 Sq Ft
    • $585/SF
    • 35 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 1941

    100 Wolver Hollow Rd, Glen Head, NY 11545

    LOW TAXES!! Nestled in the prestigious village of Upper Brookville, this beautifully appointed 4-bedroom, 3.5-bathroom Colonial offers the perfect blend of timeless elegance and modern convenience. Set on 2 acres of serene, picturesque land, this home boasts a thoughtfully designed layout and an array of desirable features.The newly renovated kitchen serves as the heart of the home, featuring

    Michael Pesce BERKSHIRE HATHAWAY

    100 Wolver Hollow Rd, Glen Head, NY 11545
  • 6 Dolly Cam Ln, Glen Head, NY 11545
    6 Dolly Cam Ln, Glen Head, NY 11545
    6 Dolly Cam Ln, Glen Head, NY 11545
    /24

    $2,495,000 Pending

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

    6 Dolly Cam Ln, Glen Head, NY 11545

    Expanded ranch located in the beautiful Village of Old Brookville offering the ease of one level living on a serene 2 acre property. Backyard features a stunning swimming pool, expansive paver patios with complete privacy, set up perfectly for relaxation and entertaining. Rare circular driveway and courtyard parking plus two car attached garage. This spacious home was custom built out in 2008.

    Michael Stanco Compass Greater NY LLC

    6 Dolly Cam Ln, Glen Head, NY 11545
  • 11 McCouns Ln, Glen Head, NY 11545

    $760,011 Sold Apr 28, 2025

    • 1,632 Sq Ft
    • $466/SF
    • 8 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1951

    11 McCouns Ln, Glen Head, NY 11545

    Tremendous Opportunity To Own This Fully Dormered Cape On An Oversized Property (100 X 100) In The Prestigious North Shore Schools. The Main Level Consists Of An Updated Kitchen With Stainless Steel Appliances, That Opens up to a Large Living Room. An Updated Bathroom separates The 2 Large Bedrooms All With Hard Wood Floors And Updated Windows. The 2nd Floor Has 5 Rooms Currently Framed And Just

    Thomas Tarantola Coldwell Banker American Homes

    11 McCouns Ln, Glen Head, NY 11545

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