Glen Head, NY Homes for Sale with Garage

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  $4,000,000

  • 4 Beds
  • 3.5 Baths
  • 6,122 Sq Ft

  343 Chicken Valley Rd, Glen Head, NY 11545

  Move right into this stunning four-bedroom ranch residence set on 5.5 beautifully landscaped acres. Thoughtfully updated and impeccably maintained, this light-filled home offers an open-concept floor plan designed for today’s modern lifestyle. There is an updated one bedroom guest cottage and a separate office. Built on one level, the home showcases expansive floor-to-ceiling windows and doors

  Kathryn Maxwell Pournaras Daniel Gale Sothebys Intl Rlty

  343 Chicken Valley Rd, Glen Head, NY 11545
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  $3,299,000

  • 5 Beds
  • 6 Baths
  • 5,011 Sq Ft

  11 Wenwood Dr, Glen Head, NY 11545

  Welcome to 11 Wenwood Drive, an exceptional residence nestled in the prestigious, highly sought-after Village of Brookville. The home is located within the Jericho Union Free School District and offers convenient access to shopping, dining, parks, major highways and public transportation. From the moment you arrive, you'll be captivated by the home's impressive curb appeal and thoughtfully

  Kate Callan Daniel Gale Sothebys Intl Rlty

  11 Wenwood Dr, Glen Head, NY 11545
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  $5,888,000

  New Construction

  • 6 Beds
  • 5.5 Baths
  • 7,855 Sq Ft

  2 Chelmsford Dr, Glen Head, NY 11545

  Discover unparalleled luxury in the heart of Muttontown at 2 Chelmsford Drive, a striking post-modern custom-designed new construction set on a breathtaking 2-acre country club setting. Surrounded by specimen plantings and professionally curated landscaping, this extraordinary estate offers exceptional craftsmanship, sophisticated design, and resort-style amenities throughout. A dramatic custom

  Janet Berookhim LAFFEY REAL ESTATE

  2 Chelmsford Dr, Glen Head, NY 11545
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  $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
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  $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
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  $8,750,000

  New Construction

  • 7 Beds
  • 10 Baths
  • 11,400 Sq Ft

  30 Evans Dr, Glen Head, NY 11545

  Set on 2 private, beautifully landscaped acres at the end of a cul-de-sac in the coveted Broad Hollow section of Brookville, this brand new construction delivers approximately 11,400 square feet of total living space — including a 3,600 SF walk-out lower level and fully appointed pool cabana. Seven en-suite bedrooms and 10 baths are spread across a floor plan that balances grand scale with

  Zach Elliott Nest Seekers LLC

  30 Evans Dr, Glen Head, NY 11545
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  $5,999,000

  New Construction $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
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  $6,850,000

  • 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
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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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  $1,188,000

  Open Sat 12PM - 2PM

  • 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
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  $999,000

  $150K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 1,885 Sq Ft

  7 Cedar Ln, Glen Head, NY 11545

  Lovingly updated, this warm and inviting home in the Promenade section of prime Glen Head offers a versatile multi-level layout with 3 bedrooms and 2.5 bathrooms, including a spacious primary ensuite. Featuring multiple living and entertaining spaces across different levels, including a lower-level den/playroom and a generous backyard with multi-level decking. This home blends comfort and

  Vivian Parisi Daniel Gale Sothebys Intl Rlty

  7 Cedar Ln, Glen Head, NY 11545
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  $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
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  $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
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  $5,688,000

  New Construction $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
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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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  $1,550,000

  • 4 Beds
  • 4.5 Baths
  • 3,000 Sq Ft

  12 The Cir Unit 12, Glen Head, NY 11545

  Welcome to The Knolls, a Prestigious Gated Community located in the North Shore Coveted Gold Coast. This Sun-Drenched, Spacious Residence Set in a Prime Location, features a Secluded Backyard. A True Sanctuary that Offers a Combination of Tranquility, Privacy, and Beauty. This Elegant Multi-Level Home has a flowing Open Floor Plan, Hardwood Floors, and an abundance of Natural Light. THIS CO-OP IS

  leonardo tavarez Charles Rutenberg Realty Inc

  12 The Cir Unit 12, Glen Head, NY 11545
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  $1,150,000

  • 4 Beds
  • 3 Baths
  • 2,529 Sq Ft

  5 Libby Dr, Glen Cove, NY 11542

  Proudly offered for the very first time, this meticulously maintained custom ranch is nestled in one of Glen Cove's most desirable neighborhoods. Set on nearly an acre of beautifully landscaped property, this expansive 2,500 sq ft residence offers the perfect blend of spacious living, timeless design, and exceptional indoor-outdoor entertaining. The home features 4 generously sized bedrooms and 3

  Marianne Conroy LAFFEY REAL ESTATE

  5 Libby Dr, Glen Cove, NY 11542
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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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