26

5-Bedroom Houses for Sale in Glen Head, NY

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  • /35

    $3,995,000

    • 6 Beds
    • 6.5 Baths
    • 4,787 Sq Ft

    35 Hoaglands Ln, Glen Head, NY 11545

    At the end of a long private driveway the exceedingly charming Georgian Colonial aptly styled “Twin Pines” awaits. Quiet luxury and classic architecture strikes a harmonious balance with resort-style amenities set amongst 2 lush acres, providing an exceptional lifestyle for the discerning buyer. Step inside the entrance to find a foyer with original palazzo tile and library with a wood-burning

    Jaime Hamm Daniel Gale Sothebys Intl Rlty

    35 Hoaglands Ln, Glen Head, NY 11545
  • /33

    $6,499,000 Open Sun 12PM - 2PM

    • 6 Beds
    • 6.5 Baths
    • 6,250 Sq Ft

    20 Knollwood Rd, Glen Head, NY 11545

    Muttontown | Set on over two private acres on a quiet and private cul-de-sac, 20 Knollwood Road is an exceptional new construction estate that blends timeless architecture with elevated, modern finishes. With six en-suite bedrooms, soaring 10-foot ceilings on every level, and thoughtfully designed indoor and outdoor spaces, this home is perfectly suited for refined living and grand

    Joe Scavo Douglas Elliman Real Estate

    20 Knollwood Rd, Glen Head, NY 11545
  • /37

    $3,888,000

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

    8 Norgate Rd, Glen Head, NY 11545

    Welcome to your dream home in the prestigious Brookville area, within the top-rated Jericho School District. Situated on over 2 acres of beautifully landscaped grounds, this custom-built colonial blends luxury, comfort, and timeless elegance. Key Features Include: Grand open layout with custom crown molding throughout; Upscale gourmet kitchen with high-end appliances (Clive Christian) and natural

    Lei Liu Signature Premier Properties

    8 Norgate Rd, Glen Head, NY 11545
  • /47

    $4,888,888

    • 6 Beds
    • 6.5 Baths

    11 Victorian Ln, Glen Head, NY 11545

    Welcome to 11 Victorian Lane, Brookville!Nestled in one of Long Island’s most prestigious neighborhoods, this custom-built English-style estate blends timeless elegance with modern luxury.Built in 2008 and set on 2 private acres land. This GEM offers 6 bedrooms, 6.5 bathrooms, 3-4 car garage, an oversized pool, high-ceilings and impeccable craftsmanship. Zoned for top JERICHO

    Chuan Wang Chen E Realty International Corp

    11 Victorian Ln, Glen Head, NY 11545
  • /33

    $4,750,000 Open Sat 12PM - 2PM

    • 5 Beds
    • 5.5 Baths
    • 5,858 Sq Ft

    1132 Cedar Swamp Rd, Glen Head, NY 11545

    Welcome to 1132 Cedar Swamp Road, a stunning hilltop colonial masterpiece, newly built in 2024, set on over 2.5 acres in the heart of the prestigious Village of Old Brookville, New York. This 5,800+ square foot designer residence seamlessly blends opulence with comfort, offering 6 luxurious bedrooms and 5.5 exquisitely designed bathrooms.Inside, the home is a vision of modern yet warm

    Jason Friedman Daniel Gale Sothebys Intl Rlty

    1132 Cedar Swamp Rd, Glen Head, NY 11545
  • /33

    $4,950,000

    • 5 Beds
    • 4.5 Baths
    • 7,000 Sq Ft

    6 Wenwood Dr, Glen Head, NY 11545

    This exquisite Hampton Colonial-style home sits nestled on over 2 manicured acres in prestigious Brookville. With more than 7,000 square feet of meticulously designed living space, this exceptional estate blends classic architecture with contemporary amenities. The grand two-story foyer features distinctive herringbone hardwood floors, setting the tone for the sophisticated open-concept layout

    Zach Elliott Nest Seekers LLC

    6 Wenwood Dr, Glen Head, NY 11545
  • /31

    $3,800,000

    • 6 Beds
    • 7.5 Baths

    18 Emerson Rd, Glen Head, NY 11545

    Welcome to this six-bedroom extraordinary sprawling Ranch. Complete custom renovation done with superior quality and workmanship with no detail overlooked. Generously scaled principal rooms offer high ceilings, extensive moldings, marble and hardwood flooring. For the chef, the kitchen is unsurpassed. Highlights include custom walnut cabinetry, center island, marble and limestone countertops,

    Lois Kirschenbaum Daniel Gale Sothebys Intl Rlty

    18 Emerson Rd, Glen Head, NY 11545
  • /36

    $5,480,000

    • 6 Beds
    • 8.5 Baths
    • 8,416 Sq Ft

    19 Ridge Ct, Glen Head, NY 11545

    Click the link for a full video tour: https://vimeo.com/1025186470 Welcome to 19 Ridge Court, a Gold Coast treasure in Brookville Meadows. Discover the pinnacle of luxury living at this bespoke estate, gracefully nestled on 3 pristine acres in an exclusive cul-de-sac. This 8,400+ sq ft residence combines timeless sophistication with modern amenities, offering the perfect blend of grandeur and

    Ira Gross Daniel Gale Sothebys Intl Rlty

    19 Ridge Ct, Glen Head, NY 11545
  • /35

    $3,695,000

    • 6 Beds
    • 4.5 Baths
    • 6,768 Sq Ft

    23 Overbrook Ln, Glen Head, NY 11545

    Situated in the prestigious Upper Brookville, this exquisite property offers a serene pond view with a charming fountain that enchants during the summer time. This stunning brick colonial home boasts six spacious bedrooms and four-and-a-half bathrooms. Completely renovated in 2019, this elegant residence combines classic charm with modern designs located in the highly sought-after North Shore

    Lily Xie Keller Williams Rty Gold Coast

    23 Overbrook Ln, Glen Head, NY 11545
  • /27

    $3,699,000

    • 5 Beds
    • 4.5 Baths

    5 Peacock Ln, Glen Head, NY 11545

    Rare Opportunity on Private Gated Upper Brookville Lane. Only 11 Homes Built & Seldom Offered For Sale. Pride of Ownership throughout This Turn Key Brick Colonial on Quiet Interior 2A+ Site. Attention to Detail, Functional Floor Plan for Contemporary Living & Entertaining Indoors and Outdoors. Magnificent Landscaped Grounds Complete with Outdoor Kitchen, Oversized Patio, Gunite Pool with

    Peggy Carillo Douglas Elliman Real Estate

    5 Peacock Ln, Glen Head, NY 11545
  • /32

    $4,195,000

    • 7 Beds
    • 5.5 Baths

    285 Piping Rock Rd, Locust Valley, NY 11560

    Rosegate is a delightful one-of-a-kind residence that appears to have been magically plucked from the English countryside. Originally a Large Cottage on a former Estate, Rosegate has been thoughtfully expanded and updated throughout the years. The brick and clapboard home is now a 7 bedroom Colonial on 2.85 acres . Character and charm encompasses every inch of Rosegate. Hand painted murals cover

    Christina Porter Daniel Gale Sothebys Intl Rlty

    285 Piping Rock Rd, Locust Valley, NY 11560
  • /30

    $7,449,000

    • 6 Beds
    • 5.5 Baths

    89 Pound Hollow Rd, Glen Head, NY 11545

    Old Brookville’s Crown Jewel Step into almost 8,000 square feet of pure wow in the heart of prestigious Old Brookville. Completely reimagined and renovated from head to toe within the last 24 months, this spectacular estate is the epitome of young, sexy, and dramatic design.From the moment you walk through the door, you're greeted with high style, high ceilings, and high impact. The custom

    Karen Sharf Daniel Gale Sothebys Intl Rlty

    89 Pound Hollow Rd, Glen Head, NY 11545
  • /23

    $1,699,000

    • 5 Beds
    • 3.5 Baths
    • 3,400 Sq Ft

    969 Ripley Ln, Glen Head, NY 11545

    Have you been dreaming of owning your own home in the sought-after Village of Upper Brookville? 969 Ripley Lane embodies all that this charming Village offers - a large, attractive colonial set above the country roads, on 2 park-like acres with an in-ground pool, 5 bedrooms and 3.5 bathrooms. As you come up the driveway and approach the house, 969 Ripley embraces you with mature trees and

    Maria Corigliano Douglas Elliman Real Estate

    969 Ripley Ln, Glen Head, NY 11545
  • /20

    $2,800,000 Open Sun 1PM - 3PM

    • 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
  • /42

    $2,850,000

    • 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
  • /50

    $2,199,888

    • 5 Beds
    • 4.5 Baths
    • 4,539 Sq Ft

    25 Winding Ln, Glen Head, NY 11545

    Nestled in the heart of the highly sought-after Glen Head neighborhood, this exquisite 5-bedroom, 4.5-bathroom residence offers endless possibilities to make it your own. Step inside to find a bright and spacious open floor plan with large windows that allow natural light to flood each room.The master suite is on the first floor with a spa-like bathroom, walk-in closet, and serene views. Four

    Cindy Duran Rodriguez Property Professionals Realty

    25 Winding Ln, Glen Head, NY 11545
  • /11

    $3,100,000 Open Sun 12PM - 2PM

    • 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 the

    Jason Friedman Daniel Gale Sothebys Intl Rlty

    6 Longridge Ln, Glen Head, NY 11545
  • /20

    $2,999,999

    • 5 Beds
    • 3.5 Baths
    • 5,840 Sq Ft

    Unlisted Address

    Stunning Old Brookville Estate on 2 Acres with Pool & Outdoor OasisWelcome 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

    Colleen Chase Exit Realty Everyday

    Unlisted Address
  • /32

    $3,175,000 Open Sat 2PM - 4PM

    • 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
  • /34

    $1,249,999 Open Sat 12PM - 2PM

    • 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 poo,l 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 en suite and large

    Donovan Neita LAFFEY REAL ESTATE

    15 Shepherd St, Rockville Centre, NY 11570
  • /24

    $2,399,000

    • 5 Beds
    • 4.5 Baths
    • 3,658 Sq Ft

    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
  • /32

    $6,995,000

    • 6 Beds
    • 6 Baths
    • 6,711 Sq Ft

    10 Colonial Dr, Glen Head, NY 11545

    10 Colonial Drive is a stunning Georgian estate set on 5 impeccably landscaped acres in the prestigious Colonial Drive Estate of Upper Brookville. This 6,711 sq. ft. residence offers 6 bedrooms, 6 bathrooms, 4 fireplaces, a heated gunite pool, tennis court, and a 3-car garage. A Baccarat chandelier graces the double-height foyer, setting the tone for elegant living. The formal dining room flows

    Benjamin Jordan Douglas Elliman Real Estate

    10 Colonial Dr, Glen Head, NY 11545
  • /27

    $2,188,888

    • 5 Beds
    • 4.5 Baths
    • 3,500 Sq Ft

    31 Wenwood Dr, Glen Head, NY 11545

    Welcome to this breathtaking Colonial estate in Glen Head, a 2-acre masterpiece where timeless elegance meets luxurious living. Nestled in a peaceful neighborhood, this grand residence captivates with its stately facade, classic columns, and meticulously landscaped grounds framed by mature trees. The impressive exterior is matched by a massive backyard featuring a solar heated in-ground pool,

    Raj Jaggi Voro LLC

    31 Wenwood Dr, Glen Head, NY 11545
  • /43

    $4,390,000

    • 7 Beds
    • 6.5 Baths

    22 Evans Dr, Glen Head, NY 11545

    *Discover Luxury Living------Experience elegance in this spectacular brick colonial, nestled in the prestigious Broad Hollow neighborhood. With seven spacious bedrooms and six and a half bathrooms, this beautifully renovated home offers the perfect blend of classic charm and modern luxury. *Gourmet Kitchen------Cook like a chef in the contemporary-designed kitchen featuring top-of-the-line

    YALI FUNG FUNG AND HSU ASSOCIATES REALTY LLC

    22 Evans Dr, Glen Head, NY 11545
  • /36

    $7,750,000

    • 9 Beds
    • 13 Baths
    • 10,000 Sq Ft

    9 Colonial Dr, Glen Head, NY 11545

    Located in a gated community in Upper Brookville, this 10,000-square-foot majestic Gold Coast estate welcomes you with a circular driveway, soaring ceilings, and a grand double staircase. This luxurious home boasts a balcony on the second floor, a raised panel mahogany ceiling, and built-in cabinets and bookcases. It contains a Chef's custom eat-in kitchen with double all Wolf appliances. This

    Matthew Ferrara Signature Premier Properties

    9 Colonial Dr, Glen Head, NY 11545
  • /34

    $14,900,000

    • 7 Beds
    • 9 Baths

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

    'Haut Bois' - is an elegant brick and stucco French Chateau located in the heart of Brookville, NY. Drawing inspiration from the Louis XIV Hunting Lodge, now known as the Palace At Versailles, this stunning 18 room estate is rich in history and beauty. Originally built by Ogden Codman Jr. in 1916 and later restored in the late 1900's and also in 2023, this one-of-a-kind masterpiece stands tall at

    Jason Friedman Daniel Gale Sothebys Intl Rlty

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

Home Trends in Glen Head, NY

Home Trends

Median Price (12 Mo)
$1,237,500
Median Single Family Price
$1,699,000
Median 2 Bedroom Price
$799,000
Average Price Per Sq Ft
$686
Number of Homes for Sale
11
Last 12 months Home Sales
38
Months of Supply
3.50
Median List Price
$1,650,000
Median Discount From 1st List Price
3%
Median Home Sale Price YoY Change
-12%
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