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Colonial Homes for Sale in Glen Head, NY

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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
  • /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
  • /45

    $3,500,000

    Open Sun 11:30AM - 1PM $300K PRICE DROP
    • 5 Beds
    • 4.5 Baths
    • 4,528 Sq Ft

    61 Linden Ln, Glen Head, NY 11545

    Dream homes do exist. Perfectly situated on 2+ private, meticulously landscaped acres on a winding country lane, this charming 5-bedroom residence offers an unparalleled lifestyle. Every sun-drenched room provides stunning, expansive views of lush lawns, specimen trees, and vibrant perennial gardens. Exquisite Craftsmanship & Main Level Living. The main level showcases exceptional millwork, fine

    Kathryn Maxwell Pournaras Daniel Gale Sothebys Intl Rlty

    61 Linden Ln, Glen Head, NY 11545
  • /15

    $2,699,900

    $50K PRICE DROP
    • 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
  • /32

    $3,299,888

    Open Sun 1PM - 2:30PM
    • 6 Beds
    • 5.5 Baths
    • 4,400 Sq Ft

    33 High Farms Rd, Glen Head, NY 11545

    Welcome to a rare opportunity to own a fully renovated and extended estate—rebuilt from the studs up and reimagined for modern luxury in the heart of one of Long Island’s most coveted neighborhoods. Set on a beautifully manicured 2 acre lot, this 6-bedroom, 5.5-bathroom smart residence combines sophisticated design, premium finishes, and cutting-edge amenities, offering a seamless blend of

    Katherine Koniecko Signature Premier Properties

    33 High Farms Rd, Glen Head, NY 11545
  • /44

    $3,680,000

    • 5 Beds
    • 4.5 Baths
    • 6,076 Sq Ft

    14 Norgate Rd, Glen Head, NY 11545

    Welcome to 14 Norgate Road, a magnificent estate nestled in the prestigious Brookville, offering timeless elegance, exceptional craftsmanship, and luxurious living throughout. A grand two-story entry foyer welcomes you into this distinguished residence, setting the tone for the exquisite details found in every room.Designed for both sophisticated entertaining and everyday comfort, the home

    Janet Berookhim LAFFEY REAL ESTATE

    14 Norgate Rd, Glen Head, NY 11545
  • /37

    $7,950,000

    $800K PRICE DROP
    • 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
  • /34

    $5,495,000

    New Construction $204K PRICE DROP
    • 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
  • /42

    $2,099,000

    New Construction $186K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 3,200 Sq Ft

    9 Hill Dr, Glen Head, NY 11545

    Exceptional Custom-Built Colonial in the Heart of Glen HeadDon’t miss this rare opportunity to own a truly one-of-a-kind custom-built home in the desirable Glen Head community. Thoughtfully designed and built with no expense spared, this residence is a masterpiece of quality craftsmanship, luxury finishes, and modern functionality — far beyond basic or “just to code.”Step into a grand

    Brian Pryke Douglas Elliman Real Estate

    9 Hill Dr, Glen Head, NY 11545
  • /49

    $3,499,000

    Open Sun 12PM - 2PM
    • 6 Beds
    • 4.5 Baths
    • 5,860 Sq Ft

    8 Victorian Ln, Glen Head, NY 11545

    Welcome to this exceptional Colonial-style residence situated on 2 private acres in the highly sought-after Village of Brookville, within the award-winning Jericho School District. This beautifully maintained home offers a timeless colonial floor plan featuring a desirable first-floor primary suite, spacious living areas, and quality craftsmanship throughout. The elegant stucco exterior enhances

    Lei Liu Signature Premier Properties

    8 Victorian Ln, Glen Head, NY 11545
  • /2

    $2,995,000

    • 4 Beds
    • 4.5 Baths
    • 4,365 Sq Ft

    730 Motts Cove Rd N, Glen Head, NY 11545

    Nearing Completion – See 738 Motts Cove N for Finished Home. Stunning new construction on a charming tree-lined cul-de-sac shared by only six homes, this exceptional 4-bedroom, 4.5-bath Hamptons-inspired residence offers the perfect blend of luxury, craftsmanship, and location. Filled with natural light, the home features exquisite millwork, designer finishes, and an open floor plan ideal for

    Madeline Moritz Douglas Elliman Real Estate

    730 Motts Cove Rd N, Glen Head, NY 11545
  • /25

    $2,995,000

    • 4 Beds
    • 4.5 Baths
    • 4,233 Sq Ft

    738 Motts Cove Rd N, Glen Head, NY 11545

    Just Completed to Perfection. Stunning new construction on a charming tree-lined cul-de-sac shared by only six homes, this exceptional 4-bedroom, 4.5-bath Hamptons-inspired residence offers the perfect blend of luxury, craftsmanship, and location.Filled with natural light, the home features exquisite millwork, designer finishes, and an open floor plan ideal for today's lifestyle. The chef's

    Madeline Moritz Douglas Elliman Real Estate

    738 Motts Cove Rd N, Glen Head, NY 11545
  • /32

    $1,199,000

    • 4 Beds
    • 2.5 Baths
    • 2,152 Sq Ft

    10 Polly Ln, Glen Head, NY 11545

    Pride of ownership is evident in this charming 4 bedroom Colonial that beautifully blends timeless character with thoughtful updates. Lovingly expanded and meticulously maintained by its current owners, this warm and inviting home is ready for its next chapter. Inside you'll find comfortable living spaces filled with charm and character, making this a home that has been cherished over the years

    Debra Quinn Petkanas Daniel Gale Sothebys Intl Rlty

    10 Polly Ln, Glen Head, NY 11545
  • /50

    $3,799,000

    • 5 Beds
    • 5 Baths
    • 3,838 Sq Ft

    15 Dogwood Hill, Glen Head, NY 11545

    Set on two flat, beautifully landscaped acres along a low-traffic street in Brookville, yet just minutes from major highways and shopping, this classic Colonial built in 1964 offers thoughtfully updated living space throughout. An extensive renovation touched nearly every corner of the home, from all new Marvin windows and doors to central air, updated heating, and a full repaint inside and out.

    Damian Ross Daniel Gale Sothebys Intl Rlty

    15 Dogwood Hill, Glen Head, NY 11545
  • /48

    $6,999,000

    • 7 Beds
    • 8.5 Baths
    • 12,571 Sq Ft

    3 Valentine Farm Ct, Glen Head, NY 11545

    Old Brookville | Welcome to 3 Valentine Farm Court, where timeless architecture, exceptional craftsmanship, and an unmatched collection of luxury amenities define one of the North Shore's most impressive private estates. Positioned behind double iron gates at the end of a secluded cul-de-sac, this stately brick center hall colonial is situated on more than three meticulously landscaped acres,

    Joe Scavo Douglas Elliman Real Estate

    3 Valentine Farm Ct, Glen Head, NY 11545
  • /45

    $2,595,000

    $280K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 5,240 Sq Ft

    4 Roads End, Glen Head, NY 11545

    An exceptional piece of North Shore history, “Lily Pond Hollow” is nestled in the heart of Brookville. This gentleman’s farmhouse was seamlessly and thoughtfully expanded with a great room, grand primary suite, and 3 car garage to make it comfortable for modern living. Standing as a reminder of Long Island’s rich history, the estate spreads out over two spectacular acres with an arboretum-like

    Paul Mateyunas Douglas Elliman Real Estate

    4 Roads End, Glen Head, NY 11545
  • /26

    $5,490,000

    $2M PRICE DROP
    • 6 Beds
    • 5.5 Baths

    89 Pound Hollow Rd, Glen Head, NY 11545

    Where Drama Meets DesignWelcome 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
  • /34

    $2,499,999

    • 5 Beds
    • 3.5 Baths
    • 3,594 Sq Ft

    19 Pheasant Hill Ln, Glen Head, NY 11545

    This extraordinary Old Brookville estate at 19 Pheasant Hill Lane, featured in Architectural Digest, is a rare Georgian inspired residence that embodies timeless architecture, exceptional craftsmanship, and refined design. Perfectly positioned on two flat, private acres along one of Old Brookville’s most peaceful and coveted streets, this 5 bedroom, 3.5 bath home offers elevated living within the

    Emil Koniecko Signature Premier Properties

    19 Pheasant Hill Ln, Glen Head, NY 11545
  • /47

    $8,995,000

    • 5 Beds
    • 12 Baths
    • 9,500 Sq Ft

    7 Covey Ct, Glen Head, NY 11545

    A long driveway opens to a large courtyard with a classic fountain, revealing a magnificent Château-style Mansion on 2.03 acres of verdant property on a private cul-de-sac. Custom built for grand entertaining and everyday living, this incredible residence masterfully blends old-world European charm with modern luxury. A majestic 2-story entry foyer features a stunning domed-vaulted ceiling

    John Messina Daniel Gale Sothebys Intl Rlty

    7 Covey Ct, Glen Head, NY 11545
  • /47

    $5,295,000

    • 6 Beds
    • 9 Baths
    • 6,921 Sq Ft

    5 Farmwoods Ln, Glen Head, NY 11545

    Imagine an exclusive lifestyle redefined within a private HOA gated community, where absolute security meets unparalleled luxury on a flat, beautifully landscaped 2.53-acre parcel. This masterfully constructed 7,000-square-foot estate—boasting an impressive six bedrooms and seven bathrooms, each with their own private balcony—is defined by ultra-high-quality finishes throughout, including radiant

    Batul Morbi Compass Greater NY LLC

    5 Farmwoods Ln, Glen Head, NY 11545
  • /50

    $5,999,000

    New Construction Open Sun 1PM - 3PM $800K PRICE DROP
    • 6 Beds
    • 8.5 Baths

    12 Quaker Ridge Dr, Glen Head, NY 11545

    Brookville New Construction | Welcome home to 12 Quaker Ridge Drive — a pristine brick, center-hall colonial set on 2 acres at the end of a quiet cul-de-sac. This modern estate features six bedrooms — including a first-floor suite — formal living and dining areas, an open-concept kitchen, 3-car garage, and more. Behind a set of iron doors, you're welcomed by an open foyer and curved oak staircase

    Joe Scavo Douglas Elliman Real Estate

    12 Quaker Ridge Dr, Glen Head, NY 11545
  • /42

    $6,450,000

    $400K PRICE DROP
    • 7 Beds
    • 10 Baths
    • 7,485 Sq Ft

    6 Evergreen Way, Glen Head, NY 11545

    Set behind private gates in the prestigious Estates at Greenfield, this stately brick Georgian Colonial is perfectly positioned on three + magnificently landscaped acres, offering an exceptional blend of timeless architecture and resort-style living. A gracious approach leads to a generous courtyard, creating a striking first impression and a true sense of arrival. Inside, a dramatic two-story

    Lois Kirschenbaum Daniel Gale Sothebys Intl Rlty

    6 Evergreen Way, Glen Head, NY 11545
  • /37

    $5,250,000

    • 6 Beds
    • 10 Baths
    • 7,532 Sq Ft

    33 Chicken Valley Rd, Glen Head, NY 11545

    Beyond a long, tree-lined driveway, an exceptional brick Center Hall Colonial awaits on four private acres in prestigious Old Brookville. Defined by timeless architecture, grand proportions, and resort-caliber amenities, this extraordinary estate embodies the elegance, privacy, and refined lifestyle synonymous with Long Island’s Gold Coast. A dramatic two-story foyer with a sweeping staircase

    Lois Kirschenbaum Daniel Gale Sothebys Intl Rlty

    33 Chicken Valley Rd, Glen Head, NY 11545
  • /5

    $6,399,999

    New Construction
    • 6 Beds
    • 8 Baths
    • 7,200 Sq Ft

    14 Wenwood Dr, Glen Head, NY 11545

    Brookville | Bring your dream home to life. 14 Wenwood Drive offers an opportunity like no other - a chance to add the final touches to a gorgeous 7,200 sq.ft. new home in the heart of Brookville. Featuring 6 bedrooms, 6 full baths, and one powder, with intricate attention to details throughout. Take advantage of the ability to curate finishes to your own taste. In addition to the open floor plan

    Joe Scavo Douglas Elliman Real Estate

    14 Wenwood Dr, Glen Head, NY 11545
  • /28

    $1,088,000

    $100K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 1,561 Sq Ft

    7 Locust St, Glen Head, NY 11545

    Located in the highly coveted, award-winning North Shore School District.Welcome home to this move-in-ready, newly renovated Colonial perfectly situated at the beginning of a charming, quiet cul-de-sac. This 4-bedroom, 2-full-bath home beautifully balances classic warmth with modern upgrades and an open space concept. The expanded 2,300 sq. ft. layout (1,561 sq. ft. livable) begins on the first

    Roger Liu Century Homes Realty Group LLC

    7 Locust St, Glen Head, NY 11545
  • /35

    $4,295,000

    • 5 Beds
    • 6 Baths
    • 6,652 Sq Ft

    3 Rock Hill, Glen Head, NY 11545

    BROOKVILLE. Perfectly nestled on two private acres at the end of a quiet cul-de-sac in the heart of Brookville, this exceptional residence offers a harmonious blend of timeless architecture, modern sophistication, and resort-inspired living. Offering five bedrooms, with primary suite on the main, four full and two half baths, this remarkable home welcomes you with a striking two-story arched

    Maria Babaev Douglas Elliman Real Estate

    3 Rock Hill, Glen Head, NY 11545
  • /2

    $2,995,000

    • 4 Beds
    • 4.5 Baths
    • 4,365 Sq Ft

    734 Motts Cove Rd N, Glen Head, NY 11545

    Nearing Completion – See 738 Motts Cove N for Finished Home. Stunning new construction on a charming tree-lined cul-de-sac shared by only six homes, this exceptional 4-bedroom, 4.5-bath Hamptons-inspired residence offers the perfect blend of luxury, craftsmanship, and location. Filled with natural light, the home features exquisite millwork, designer finishes, and an open floor plan ideal for

    Madeline Moritz Douglas Elliman Real Estate

    734 Motts Cove Rd N, Glen Head, NY 11545
  • /50

    $5,688,000

    New Construction Open Sun 2PM - 3:30PM $212K PRICE DROP
    • 6 Beds
    • 7.5 Baths
    • 7,000 Sq Ft

    20 Knollwood Rd, Glen Head, NY 11545

    EXCEPTIONAL NEW CONSTRUCTION! Welcome to 20 Knollwood Road, Muttontown in the Jericho School District. Experience the pinnacle of luxury living in this newly built estate, offering approximately 7,000 square feet of refined design and superior craftsmanship by a highly regarded builder. Every inch of this home reflects meticulous attention to detail, from the bespoke millwork and custom paneling

    Janet Berookhim LAFFEY REAL ESTATE

    20 Knollwood Rd, Glen Head, NY 11545
  • /24

    $1,111,000

    • 4 Beds
    • 2.5 Baths
    • 2,798 Sq Ft

    40 Knott Dr, Glen Cove, NY 11542

    Classic architectural design meets serene waterfront living in this 4-bedroom 2 and a half bath Center Hall Colonial situated in Glen Cove. Spanning 2,798 square feet across 8 spacious rooms, this residence offers a flowing floor plan crafted for effortless daily living and gracious entertaining. At the heart of this home, an expansive living room and den, each with their own fireplaces, serve as

    Grace Blank Coldwell Banker American Homes

    40 Knott Dr, Glen Cove, NY 11542
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