Glen Head, NY Homes for Sale with Acreage

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  $5,799,999

  New Construction $999K 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

  Joe Scavo Douglas Elliman Real Estate

  12 Quaker Ridge Dr, Glen Head, NY 11545
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  $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

  Lois Kirschenbaum Daniel Gale Sothebys Intl Rlty

  6 Evergreen Way, Glen Head, NY 11545
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  $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

  Lois Kirschenbaum Daniel Gale Sothebys Intl Rlty

  33 Chicken Valley Rd, Glen Head, NY 11545
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  $3,499,000

  $500K PRICE DROP

  • 6 Beds
  • 9 Baths
  • 7,887 Sq Ft

  12 Ridge Ct, Glen Head, NY 11545

  Welcome to 12 Ridge Ct, located in the heart of Old Brookville in the Brookville Meadows. This is your window of opportunity to live in the Gold Coast on 3.4 acres of flat land. From the moment you turn on to the tree-lined street (White Gate Dr.) entering Brookville Meadows, you will feel the caliber of luxury you are about to enter. This home boasts over 7,800 sq feet, the open layout will give

  Richard Brazzano BERKSHIRE HATHAWAY

  12 Ridge Ct, Glen Head, NY 11545
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  $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
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  $10,250,000

  • 7 Beds
  • 12 Baths
  • 9,400 Sq Ft

  18 Evergreen Way, Glen Head, NY 11545

  An extraordinary custom-built estate set within one of Old Brookville’s most prestigious gated communities, this magnificent residence offers an exceptional setting for grand-scale living and refined entertaining. The seven-bedroom, 12-bathroom home is complemented by an impressive eight-car garage and an array of resort-style amenities, including a luxurious pool house, swimming pool, hot tub,

  Jason Friedman Daniel Gale Sothebys Intl Rlty

  18 Evergreen Way, Glen Head, NY 11545
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  $3,480,000

  • 6 Beds
  • 4.5 Baths
  • 5,156 Sq Ft

  24 Winding Ln, Glen Head, NY 11545

  Step away from the everyday and into this gracious, light-filled ranch, where every room feels like an invitation to relax. Sun-drenched and spacious, the interconnected living areas create an effortless flow — warm, welcoming, and made for both quiet mornings and lively gatherings.Built for entertaining, the home features a gourmet kitchen ready for your next dinner party, a formal

  Lina Wang Compass Greater NY LLC

  24 Winding Ln, Glen Head, NY 11545
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  $4,295,000

  • 6 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 six bedrooms, with primary suite on the main, four full and two half baths, this remarkable home welcomes you with a striking two-story arched entry

  Maria Babaev Douglas Elliman Real Estate

  3 Rock Hill, Glen Head, NY 11545
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  $5,499,999

  New Construction $400K PRICE DROP

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

  20 Knollwood Rd, Glen Head, NY 11545

  EXCEPTIONAL NEW CONSTRUCTION! Luxury Living at it's finest! 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

  Janet Berookhim LAFFEY REAL ESTATE

  20 Knollwood Rd, Glen Head, NY 11545
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  $4,595,000

  • 6 Beds
  • 7.5 Baths
  • 9,485 Sq Ft

  24 Emerson Rd, Glen Head, NY 11545

  Set on 2.5 private, beautifully landscaped acres in Brookville, this dramatic 9,485-square-foot contemporary offers exceptional scale, architectural interest and resort-style amenities within the Jericho School District. The 18-room residence features 6 bedrooms and 7 full and 1 half baths, including an expansive main-level primary suite with a spa-like bath and multiple walk-in closets. A grand

  Michael Pesce BERKSHIRE HATHAWAY

  24 Emerson Rd, Glen Head, NY 11545
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  $3,600,000

  $250K PRICE DROP

  • 7 Beds
  • 5.5 Baths
  • 5,073 Sq Ft

  285 Piping Rock Rd, Locust Valley, NY 11560

  Rosegate is an enchanting mini estate that harkens back to golden age of the North Shore of Long Island. This architectural gem has been thoughtfully expanded over the years into a stately 7-bedroom Colonial, set on 2.85 acres of lush, storybook grounds. Every inch of Rosegate exudes character and charm from its Ludowici style roof to its diamond trellis ivy covered walls. Step through the front

  Robert Hulse Compass Greater NY LLC

  285 Piping Rock Rd, Locust Valley, NY 11560

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