Homes for Sale in Oyster Bay, NY with 5-Bedrooms & a Private Pool

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  $6,475,000

  • 6 Beds
  • 6 Baths
  • 6,474 Sq Ft

  10 Colonial Dr, Glen Head, NY 11545

  Set on 5 flat, impeccably landscaped acres at the end of a quiet cul-de-sac, this stately Georgian brick estate represents one of the most private and desirable settings within Upper Brookville’s prestigious gated Colonial Drive enclave. Positioned on a private road of distinguished luxury estates and further enhanced by its own secondary gated entrance, the property offers a rare double gated

  Nareeta Saini Daniel Gale Sothebys Intl Rlty

  10 Colonial Dr, Glen Head, NY 11545
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  /46

  $2,799,000

  • 5 Beds
  • 4.5 Baths
  • 4,353 Sq Ft

  90 Belvedere Dr, Syosset, NY 11791

  First time on the market in over 20 years, this exceptional custom-designed 4-bedroom residence is perfectly situated on a quiet cul-de-sac in the highly sought-after Oyster Bay Cove, within the Syosset School District. Set on 2 acres of beautifully rolling property, this home offers the ultimate blend of privacy, luxury, and lifestyle. Designed for both everyday living and entertaining, the home

  Munirul Islam LAFFEY REAL ESTATE

  90 Belvedere Dr, Syosset, NY 11791
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  /50

  $2,798,000

  • 5 Beds
  • 5.5 Baths
  • 4,300 Sq Ft

  45 Carriage Ct, Syosset, NY 11791

  Situated On A Cul de Sac Location,Step Into Contemporary Luxury With This Completely Updated Home,A True Entertainer's Dream,Boasting An Open Concept Design That Seamlessly Blends Sleek Modern Finishes With Warm,Inviting Spaces.Sun Drenched Living Area Flows Effortlessly Into Den With Fireplace And State Of The Art Kitchen,Miele Appliances,Spacious Island Perfect For Gatherings. Retreat To The

  Batul Morbi Compass Greater NY LLC

  45 Carriage Ct, Syosset, NY 11791
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  /17

  $2,998,000

  • 5 Beds
  • 4.5 Baths
  • 4,280 Sq Ft

  96 Calvin Ave, Syosset, NY 11791

  A rare opportunity in the heart of North Syosset: a brand-new LUXURY residence TO BE BUILT on a flat half-acre property with IN-GROUND POOL. MODEL HOME AVAILABLE FOR VIEWING. This center hall colonial will offer approximately 4280 square feet of living space, featuring 5 bedrooms, 4.5 bathrooms, and an expansive open layout ideal for entertaining and everyday living. Exterior metal roof, Ceilings

  Patricia Pascullo Salegna Douglas Elliman Real Estate

  96 Calvin Ave, Syosset, NY 11791
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  /13

  $7,900,000

  • 5 Beds
  • 7.5 Baths
  • 8,600 Sq Ft

  Lot A High Point Ct, Brookville, NY 11545

  High Point Court / Parcel A – BrookvilleA rare opportunity to create a custom luxury estate in one of the North Shore’s most prestigious settings. Plans designed by Steven E.Homburger AIA withGallagher Homburger Group ,Architects, PLLC. He is known for many Gold Coast Mansions designs. This private cul-de-sac parcel is offered with full architectural estate plans, allowing the buyer to

  Luis Laino Gold Coast Real Estate Group

  Lot A High Point Ct, Brookville, NY 11545
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  /49

  $1,750,000

  • 5 Beds
  • 3.5 Baths
  • 2,603 Sq Ft

  28 Elm St, Woodbury, NY 11797

  Elegant Move-In-Ready Ranch with Pool, Office, and Full Finished Basement in the Syosset School District.Welcome to 28 Elm Street, a beautifully renovated five-bedroom, three-bath ranch offering the perfect combination of modern design, functionality, and timeless comfort. Located on a quiet, tree-lined street in one of Woodbury’s most desirable neighborhoods, this home is ideal for everyday

  Sima Levy Nest Seekers LLC

  28 Elm St, Woodbury, NY 11797
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  $7,248,000

  • 7 Beds
  • 10 Baths
  • 12,600 Sq Ft

  52 Wheatley Rd, Glen Head, NY 11545

  Welcome to this exceptional 7-bedroom center hall Colonial estate, masterfully designed by Harrison Design Architecture and set on 4 breathtaking, park-like acres. A grand arrival is marked by a sweeping circular driveway leading to a stately façade, setting the tone for the elegance found within.A dramatic double-height entry hall with sweeping architectural staircase and elegant

  Kimberly Bancroft Daniel Gale Sothebys Intl Rlty

  52 Wheatley Rd, Glen Head, NY 11545
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  $12,800,000

  • 10 Beds
  • 15 Baths
  • 20,000 Sq Ft

  53 Simonson Rd, Glen Head, NY 11545

  Situated behind two private gates, in one of Long Island’s most prestigious enclaves, this newly constructed 10 bedroom, 15 bathroom modern estate is a masterclass in elevated design and luxurious living. Set on an expansive, meticulously landscaped property, the residence pairs timeless architectural grandeur with sleek, contemporary finishes to create a rare and refined sanctuary. A striking

  Jason Friedman Daniel Gale Sothebys Intl Rlty

  53 Simonson Rd, Glen Head, NY 11545
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  /46

  $3,650,000

  • 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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  $12,950,000

  • 6 Beds
  • 7 Baths
  • 10,693 Sq Ft

  75 Cove Neck Rd, Oyster Bay, NY 11771

  Direct Waterfront Estate with 300+ Ft Deep-Water Dock. Built in 2006 and crafted by renowned architect Oliver Cope with landscape design by Edmund Hollander and Kean Development, this 10,000+- sq. ft. waterfront estate offers 6 bedrooms, 5 full and 2 half bathrooms, and sits on 2.35 acres of prime bay front with sweeping western exposure and panoramic views over Oyster Bay and Centre Island. At

  Zach Elliott Nest Seekers LLC

  75 Cove Neck Rd, Oyster Bay, NY 11771
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  /2

  $6,399,999

  • 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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  $2,850,000

  • 5 Beds
  • 3.5 Baths
  • 4,421 Sq Ft

  10 Dorchester Dr, Glen Head, NY 11545

  Set on a distinguished two-acre property in the heart of Muttontown, New York, and nestled within a beautiful, sprawling neighborhood, this expansive ranch residence exudes privacy, scale, and timeless sophistication. Tucked well back from the road and surrounded by meticulously maintained landscaping, the home welcomes guests through a double-door entrance to an oversized foyer that immediately

  Jason Friedman Daniel Gale Sothebys Intl Rlty

  10 Dorchester Dr, Glen Head, NY 11545
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  $8,500,000

  • 6 Beds
  • 7.5 Baths
  • 7,047 Sq Ft

  200 Centre Island Rd, Oyster Bay, NY 11771

  Overlooking picturesque Oyster Bay Harbor, this stately waterfront Manor home is located on 1.71 acres and boasts 245 feet of water frontage. Featuring 6 large bedrooms with walk-in closets and 7.5 baths with high-end fixtures and fittings, this magnificent property has an idyllic master retreat on the main floor with incredible views across the Harbor, 2 spacious walk-in closets with center

  John Messina Daniel Gale Sothebys Intl Rlty

  200 Centre Island Rd, Oyster Bay, NY 11771
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  $1,899,000

  • 5 Beds
  • 5 Baths
  • 3,700 Sq Ft

  65 Mellow Ln, Jericho, NY 11753

  This stunning expanded split-level home features 5 bedrooms and 5 full baths, thoughtfully designed to blend elegance, comfort, and exceptional functionality across five distinct levels. Follow the beautiful open staircase to the upper living area ,a custom movie theater and a private guest suite with a full bath—perfect for entertainment and overnight stays. This upper living area where you’ll

  Hong Lu Passerina LLC

  65 Mellow Ln, Jericho, NY 11753
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  $2,695,000

  • 5 Beds
  • 4.5 Baths
  • 5,273 Sq Ft

  2 Cedarwood Ct, Syosset, NY 11791

  A special cul-de-sac setting in Laurel Hollow. Welcome to this pristine 5-bedroom, 4.5-bath Colonial, ideally situated on 2 flat, beautifully landscaped acres. This exceptional home has been meticulously maintained to perfection, offering a seamless blend of classic design and modern amenities. The traditional floor plan features a sunlit great room with a striking stone fireplace and expansive

  Jeanne Leonard Daniel Gale Sothebys Intl Rlty

  2 Cedarwood Ct, Syosset, NY 11791
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  /40

  $2,499,999

  • 5 Beds
  • 4.5 Baths
  • 4,600 Sq Ft

  225 Harbor Ln, Massapequa Park, NY 11762

  Welcome to an extraordinary residence in the prestigious Bar Harbor community—where timeless architecture meets resort-style living. This stately brick Colonial is a true showcase of luxury, offering five spacious bedrooms and 4.5 impeccably designed baths. Step into a dramatic interior highlighted by rich hardwood flooring and exquisite craftsmanship throughout, complemented by breathtaking bay

  Jay Nociforo EXIT Realty Premier

  225 Harbor Ln, Massapequa Park, NY 11762
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  /34

  $6,500,000

  • 6 Beds
  • 7.5 Baths
  • 8,861 Sq Ft

  4 Old Wagon Ln, Old Westbury, NY 11568

  **Price Reduction $6,500,000.** Welcome to 4 Old Wagon Lane in Old Westbury, NY. The luxurious estate sits on a 4.01 acre well-manicured property with a beautiful stunning brick home of approximately 8,900 square feet. Step into the utmost of luxury in this finely detailed home. The high quality craftsmanship is evident though-out the 1st floor’s formal dining room, living room, piano room and

  Anthony Garcia Cast Iron Real Estate Company

  4 Old Wagon Ln, Old Westbury, NY 11568

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