Glen Head, NY Homes for Sale

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  $5,890,000 Open Sun 3PM - 4:30PM

  • 5 Beds
  • 6.5 Baths
  • 5,377 Sq Ft

  167 Brookville Rd, Glen Head, NY 11545

  This grand, gated estate blends timeless elegance with modern convenience, showcasing meticulous European craftsmanship throughout. Spanning over 8,000 square feet, this expanded custom ranch features soaring 10–12-foot ceilings and a sun-filled layout that ensures unmatched privacy and presence. A heated, air-conditioned 7-car garage serves as an automotive gallery, while the lower level

  Aileen Murstein Compass Greater NY LLC

  167 Brookville Rd, Glen Head, NY 11545
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  /10

  $6,450,000

  • Land
  • 8 Acres
  • $806,250 per Acre

  1622 Old Cedar Swamp Rd, Glen Head, NY 11545

  SUBDIVISON APPROVED!!!Introducing a truly incomparable, 8+ acre development opportunity in the affluent Gold Coast community of Brookville, New York. We are thrilled to present this remarkable property with approval to subdivide into 4 lots of exclusive luxury estates, nestled in its own private cul-de-sac. 1622 Old Cedar Swamp Road is one of the last prime development opportunities on the

  Deborah Kashanian Daniel Gale Sothebys Intl Rlty

  1622 Old Cedar Swamp Rd, Glen Head, NY 11545
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  $4,288,000

  • 7 Beds
  • 8 Baths
  • 6,000 Sq Ft

  10 Evans Dr, Glen Head, NY 11545

  Welcome to 10 Evans Drive, an exquisite one of a kind estate nestled on a private street in the prestigious Broadhollow community of the incorporated Village of Brookville. Situated on 2 lush acres, this custom-designed 7-bedroom, 6 full and 2 half-bath residence offers the perfect blend of luxury, privacy, and location.Step inside to impressive soaring ceilings, exquisite custom millwork,

  Patricia Santella Douglas Elliman Real Estate

  10 Evans Dr, Glen Head, NY 11545
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  $3,850,000

  • 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
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  $6,499,000

  • 6 Beds
  • 7.5 Baths
  • 7,314 Sq Ft

  20 Knollwood Rd, Glen Head, NY 11545

  Muttontown Brand New Brick Center Hall Colonial | Set on over two private acres on a quiet 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

  Joe Scavo Douglas Elliman Real Estate

  20 Knollwood Rd, Glen Head, NY 11545
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  $6,000,000

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

  25 Longridge Ln, Glen Head, NY 11545

  Old Brookville New Construction | Welcome to 25 Longridge Lane– a custom-built brick center hall colonial nestled on over 2 private acres at the end of a peaceful cul-de-sac. A grand entrance, framed by two stone pillars, leads to a long driveway with ample parking, offering two courtyards, and side access to a spacious 3-car garage. You’re immediately greeted by double iron doors that

  Joe Scavo Douglas Elliman Real Estate

  25 Longridge Ln, Glen Head, NY 11545
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  /46

  $4,350,000

  • 6 Beds
  • 6.5 Baths

  11 Victorian Ln, Glen Head, NY 11545

  *** BY APPT ONLY *** NO WALK IN ***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 acres of private land. . This GEM offers 6 bedrooms, 6.5 bathrooms, 3-4 car garage, an oversized pool, high-ceilings and

  Chuan Wang Chen E Realty International Corp

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

  $15,000,000

  • Land
  • 52 Acres
  • $290,698 per Acre

  2340 A Cedar Swamp Rd, Glen Head, NY 11545

  Brookville | On the market for the first time in over a century, welcome to 2340 Cedar Swamp Road - a once-in-a-lifetime opportunity to own a historical estate in the heart of Long Island's Gold Coast. This property, totaling a near 52-acres of undeveloped land, was once home to the Joan of Arc Chapel - a small chapel imported by Gertrude Hill Gavin, daughter of railway director, James Jerome

  Joe Scavo Douglas Elliman Real Estate

  2340 A Cedar Swamp Rd, Glen Head, NY 11545
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  /12

  $15,000,000

  2340 Cedar Swamp Rd, Glen Head, NY 11545

  Brookville | On the market for the first time in over a century, welcome to 2340 Cedar Swamp Road - a once-in-a-lifetime opportunity to own an estate in the heart of Long Island's Gold Coast. This property, totaling a near 52-acres of undeveloped land, was once home to the Joan of Arc Chapel - a small chapel imported by Gertrude Hill Gavin, daughter of railway director, James Jerome Hill. It was

  Joe Scavo Douglas Elliman Real Estate

  2340 Cedar Swamp Rd, Glen Head, NY 11545
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  $1,199,999

  • 4 Beds
  • 2.5 Baths
  • 2,479 Sq Ft

  2 Tennis Ct, Glen Head, NY 11545

  Welcome to this beautiful 4 bedroom 2.5 bath home in the heart of Glen Head. Award winning North Shore schools (Glenwood Landing Elementary). House is located on cul-de-sac, close to restaurants and schools. Beautifully refinished floors. Living room, Dining room and family room offers lots of space for entertaining. Crown moldings throughout first floor and master bedroom. Vaulted ceilings in

  Yevgeniy Kaziyev Network Solution Realty Inc

  2 Tennis Ct, Glen Head, NY 11545
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  $769,000

  • 3 Beds
  • 2 Baths
  • 930 Sq Ft

  30 Sheppard St, Glen Head, NY 11545

  Welcome Home to This All Updated Ranch in Glen Head, Hardwood Floors, Formal Living Room with Fireplace, Formal Dining Room or Bedroom, New Gas Heating System, New Hot Water Tank New Central AC System, New 200 Amp Electrical, New Kitchen, New Bathrooms, Large Finished Basement with Home Office/Gym, Recreational Room, Renowned North Shore School District, 1 Car Garage, Private Yard, Much, much

  Maryann Milovcic Douglas Elliman Real Estate

  30 Sheppard St, Glen Head, NY 11545
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  $2,550,000

  • 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
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  $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
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  $4,880,000

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

  19 Ridge Ct, Glen Head, NY 11545

  Click the link for a full video tour: 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 comfort for those seeking an

  Ira Gross Daniel Gale Sothebys Intl Rlty

  19 Ridge Ct, Glen Head, NY 11545
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  /20

  $970,500

  • 4 Beds
  • 2 Baths

  1 Smith St, Glen Head, NY 11545

  , Additional information: Appearance:Excellent,Separate Hotwater Heater:Yes

  Robert Scarito Douglas Elliman Real Estate

  1 Smith St, Glen Head, NY 11545
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  $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
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  $6,000,000

  • 4 Beds
  • 3.5 Baths
  • 4,285 Sq Ft

  156 Brookville Rd, Glen Head, NY 11545

  Imagine the most incredible, private setting you can think of... well here it is. Three gorgeous acres set far off the main road. Koi ponds, beautiful landscaping, green grass and trees as far as the eye can see. All of this surrounded by 300 acres of town preserve land. This contemporary home has 4 bedrooms, incredible high ceilings, spacious rooms and tons of natural light. One of a kind

  Melissa Kaminsky Julia B Fee Sothebys Int. Rlty

  156 Brookville Rd, Glen Head, NY 11545
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  $799,000

  • 3 Beds
  • 1 Bath
  • 1,326 Sq Ft

  14 Post St, Glen Head, NY 11545

  Charming 3-bedroom home located in the heart of Glen Head, offering a spacious layout with sun-filled rooms and a beautifully landscaped yard. Nestled within the highly rated North Shore School District, this property is just minutes from shops, dining, and the LIRR.

  Zachary Baron 360 Realty Group

  14 Post St, Glen Head, NY 11545
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  /15

  $710,000

  • 3 Beds
  • 1 Bath
  • 1,100 Sq Ft

  30 Southridge Dr, Glen Cove, NY 11542

  Welcome to this beautiful remodeled 3 bedroom, 1 full bath home fully renovated in 2021 and located in the highly sought after Roxbury section of Glen Cove. Featuring an open floor plan with an inviting eat in kitchen, this home is perfect for everyday living and entertaining. The kitchen boasts a huge center island that comfortably seats six, quartz countertops, marble backsplash, stainless

  Joseph Zegarelli Birch Hill Realty Consultants

  30 Southridge Dr, Glen Cove, NY 11542
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  $1,250,000

  • 6 Beds
  • 3 Baths
  • 2,415 Sq Ft

  35 East Ave, Glen Cove, NY 11542

  Welcome to 35 East Avenue, Glen Cove—a fully renovated legal 2-family home offering exceptional value and flexibility. Renovated in 2005, this turnkey triplex features central HVAC with two zones and gleaming hardwood floors throughout. The first-floor unit offers two bedrooms, one full bath, an eat-in kitchen with a private balcony leading to the backyard, in-unit washer/dryer, spacious living

  Nicholas Evangelista NY Space Finders Inc

  35 East Ave, Glen Cove, NY 11542
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  /20

  $795,000

  • 3 Beds
  • 2.5 Baths
  • 1,398 Sq Ft

  55 Nassau Ave, Glen Cove, NY 11542

  Charming 3 bedroom, 2 bath ranch style home on a spacious corner lot in desirable Glen Cove. This well-maintained residence features an open concept living and dining area with hardwood floors throughout, a functional eat-in kitchen with ample cabinet space, and three sunlit, generously sized bedrooms. The large corner property offers a private driveway and great outdoor potential for gardening,

  Giuseppe Gregorio NY Space Finders Inc

  55 Nassau Ave, Glen Cove, NY 11542
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  $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

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