Oyster Bay, NY Homes for Sale with Pool

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  $3,188,000

  • 5 Beds
  • 4.5 Baths
  • 5,500 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 5000 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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  /48

  $1,200,000

  • 3 Beds
  • 2.5 Baths
  • 2,089 Sq Ft

  266 Bayview Ave, Massapequa, NY 11758

  Welcome to 266 Bayview Ave—your dream waterfront home in the heart of Biltmore Shores.This beautifully maintained 3-bedroom, 2.5-bath residence is perfectly positioned on an extra-wide canal, offering stunning sunset views and the ideal blend of comfort, function, and coastal living.Step inside to find a warm and inviting layout featuring a fireplace, gas heating, central AC, central vac,

  Laurie Riechert Signature Premier Properties

  266 Bayview Ave, Massapequa, NY 11758
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  /44

  $3,850,000

  • 6 Beds
  • 4.5 Baths
  • 6,100 Sq Ft

  735 Remsens Ln, Oyster Bay, NY 11771

  Welcome to Orchard Fields set on over 2 acres of beautifully flat and private grounds, this stunning 6-bedroom, 5-bathroom Colonial blends timeless elegance with modern comfort in one of Upper Brookville’s most prestigious enclaves. Completely and tastefully renovated, this home offers an effortless indoor-outdoor lifestyle perfect for both everyday living and entertaining.The thoughtfully

  Nicholas Conti Compass Greater NY LLC

  735 Remsens Ln, Oyster Bay, NY 11771
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  /49

  $1,800,000

  • 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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  /36

  $6,299,999

  • 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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  /35

  $3,299,888

  • 6 Beds
  • 5.5 Baths
  • 4,400 Sq Ft

  33 High Farms Rd, Glen Head, NY 11545

  Welcome to a rare opportunity to own a fully renovated and extended estate—rebuilt from the studs up and reimagined for modern luxury in the heart of one of Long Island’s most coveted neighborhoods. Set on a beautifully manicured 2 acre lot, this 6-bedroom, 5.5-bathroom smart residence combines sophisticated design, premium finishes, and cutting-edge amenities, offering a seamless blend of

  Katherine Koniecko Signature Premier Properties

  33 High Farms Rd, Glen Head, NY 11545
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  /18

  $1,999,000

  • 5 Beds
  • 4 Baths
  • 3,009 Sq Ft

  2177 Cedar Swamp Rd, Glen Head, NY 11545

  Discover this private 2-acre estate nestled in the prestigious Brookville Village, located within the top-rated Jericho School District. Enjoy low property taxes and a peaceful, secluded setting just minutes away from major highways and the train station—perfect for easy commuting and convenient living. This classic-style home features an inground swimming pool, expansive grounds, and endless

  Lei Liu Signature Premier Properties

  2177 Cedar Swamp Rd, Glen Head, NY 11545
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  /33

  $9,875,000

  • 10 Beds
  • 12 Baths
  • 12,000 Sq Ft

  339 Duck Pond Rd, Locust Valley, NY 11560

  Nestled in the prestigious village of Matinecock, this exquisite 1926 French Normandy home, originally commissioned by J.D. Lyons and designed by renowned architects Delano and Aldrich, showcases a remarkable transformation by Oliver Cope, Architect, Miles Redd, Interior Designer, and Ed Hollander, Landscape Architect. This stunning manor perfectly marries historical elegance with modern luxury.

  Kathryn Maxwell Pournaras Daniel Gale Sothebys Intl Rlty

  339 Duck Pond Rd, Locust Valley, NY 11560
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  /32

  $3,750,000

  • 5 Beds
  • 4.5 Baths
  • 7,560 Sq Ft

  12 Donna Dr, Oyster Bay, NY 11771

  Elegant Upper Brookville Colonial on Two Lush Acres Nestled in the heart of Long Island’s famed Gold Coast, this stately brick colonial in the Incorporated Village of Upper Brookville offers a timeless blend of sophistication, privacy, and modern comfort. Situated on two flat, beautifully landscaped acres, the home is approached through impressive electric gates, opening to manicured grounds

  Katherine Cuddeback Daniel Gale Sothebys Intl Rlty

  12 Donna Dr, Oyster Bay, NY 11771
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  /10

  $3,995,000

  • 5 Beds
  • 5.5 Baths
  • 6,000 Sq Ft

  2 Buckingham Ct, Syosset, NY 11791

  Anticipate the Extraordinary in Stone Hill. TO BE BuILT! An exquisite new construction transitional home is slated for completion in the highly sought-after, gated community of Stone Hill in Muttontown. This remarkable residence will span approximately 6,000 square feet on an immaculate, perfectly level property, granting access to all exclusive Stone Hill amenities.Step inside the dramatic

  Batul Morbi Compass Greater NY LLC

  2 Buckingham Ct, Syosset, NY 11791
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  /43

  $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

  Jason Friedman Daniel Gale Sothebys Intl Rlty

  53 Simonson Rd, Glen Head, NY 11545
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  /33

  $2,350,000

  • 5 Beds
  • 6.5 Baths
  • 4,685 Sq Ft

  530 S Centre Island Rd, Oyster Bay, NY 11771

  Welcome to 530 S Centre Island Rd, Centre Island — one of the most exclusive private islands for your vacation home. This massive center-hall brick Colonial sits on a 3-acre lot. Home improvements were completed in 2024. With 4,685 sq. ft. of interior space, it provides 5 bedrooms (all 5 BR are en-suites), 6.5 baths, a formal dining room, family room, living room, office, sunroom, two-car garage,

  Chuan Wang Chen E Realty International Corp

  530 S Centre Island Rd, Oyster Bay, NY 11771
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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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  $3,788,000

  • 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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  /40

  $4,995,000

  • 5 Beds
  • 9 Baths
  • 7,600 Sq Ft

  8 Mill Pond Ln, Locust Valley, NY 11560

  Set on 9 private acres along Mill Neck Creek, 8 Mill Pond Lane in Lattingtown is a rare waterfront sanctuary that blends bold contemporary architecture with natural serenity. Enjoy sunrise and sunset views, elevated lawns with sweeping vistas to the water’s edge, and a layout ideal for year-round indoor and outdoor living in the Locust Valley School District. A soaring 25-foot great room with a

  Douglas Sabo Nest Seekers International LLC

  8 Mill Pond Ln, Locust Valley, NY 11560
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  /48

  $2,379,000

  • 4 Beds
  • 2.5 Baths
  • 2,658 Sq Ft

  75 Karol Place, Jericho, NY 11753

  Welcome to a life of luxury in the heart of Muttontown, where your dream home awaits. Nestled in the highly coveted village of Muttontown and served by the award-winning Jericho School District, this mint-condition residence embodies timeless elegance. Set on a beautifully landscaped half-acre lot, the property offers a serene, country club-like setting with exceptional privacy, making it the

  Ronald Starrantino Coldwell Banker American Homes

  75 Karol Place, Jericho, NY 11753
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  /43

  $12,950,000

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

  199 Lattingtown Rd, Locust Valley, NY 11560

  This is an exclusive opportunity to own a turn-key Modern Mansion, perfectly positioned on 5 manicured acres on the Gold Coast of Long Island. Constructed in 2022, this designer residence showcases oversized windows, 12ft ceilings, multiple marble gas fireplaces, pocket doors, glass railings and more. Both captivating and secluded, this residence offers the warmth of a traditional home with a

  Jason Friedman Daniel Gale Sothebys Intl Rlty

  199 Lattingtown Rd, Locust Valley, NY 11560
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  /13

  $1,850,000

  • Land
  • 2.45 Acres
  • $755,225 per Acre

  10 Bromley Ct, Syosset, NY 11791

  An exceptional opportunity to have your 8000 sf dream estate built on a cul-de-sac within the highly sought-after, gated community of Stone Hill at Muttontown. This 2.45-acre vacant parcel is one of the largest available, offering unparalleled privacy and tranquility within this premier luxury enclave.This extraordinary property comes complete with approved architectural plans for an

  Marie Salerno Douglas Elliman Real Estate

  10 Bromley Ct, Syosset, NY 11791
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  $920,000

  • 3 Beds
  • 2.5 Baths
  • 1,958 Sq Ft

  95 Woodlake Dr W, Woodbury, NY 11797

  Light & bright, Mint Cedarwood (largest model) w/ 2 Car Garage Featuring: Brand new Eat In kitchen, w/ Open Floor Plan, Stainless Steel Appliances, top of the line cabinetry, granite countertops & great island with waterfall counters. Formal Dining Room, Large living Room w/ High Ceilings, Skylights & Sliders to Spacious Patio W/ Pavers. Large Master Bedroom w/ Full Updated Bath & W/I Closet. Two

  Sussan Sohayegh Coldwell Banker American Homes

  95 Woodlake Dr W, Woodbury, NY 11797
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  /30

  $759,000

  • 3 Beds
  • 2.5 Baths
  • 1,550 Sq Ft

  12 Hampton Way, Woodbury, NY 11797

  Enjoy a country club lifestyle in the desirable Woodbury Village Community with Syosset Schools offering an outdoor pool, tennis, pickleball courts & playground! Move-In Ready, this spacious 2–3 bedroom, 2.5 bath townhouse features an eat in granite kitchen with stainless steel appliances, bay window, vaulted ceilings & skylights. A sun-drenched L-shaped living/dining room with wood-burning

  Valerie Rosenblatt Daniel Gale Sothebys Intl Rlty

  12 Hampton Way, Woodbury, NY 11797
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  /44

  $6,499,000

  • 6 Beds
  • 7 Baths
  • 7,341 Sq Ft

  1111 Stoddart Ct, Matinecock, NY 11560

  Chanceuse: Thoughtful Living Surrounded By Natural Beauty Some Estates Impress With Their Presence. Others With Their Soul. Chanceuse Does Both, Blending Timeless French Elegance, Over Five Acres Of Sculpted Landscape, And A Sense Of Privacy That Feels Almost Otherworldly. The Arrival Is Cinematic. Ornate Gilded Iron Gates Part To Reveal A Winding, Tree-Lined Drive, Leading You Past Manicured

  Lisa Fasano Compass Greater NY LLC

  1111 Stoddart Ct, Matinecock, NY 11560
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  /33

  $1,275,000

  • 3 Beds
  • 2 Baths
  • 1,852 Sq Ft

  9 Flint Ln, Jericho, NY 11753

  Welcome to 9 Flint Lane, a beautifully maintained home in one of Jericho’s most sought-after neighborhoods. This expanded split-level residence offers 3 bedrooms (with potential for 4) and 2 full bathrooms, blending comfort, flexibility, and modern updates. The inviting main level features a bright living room, formal dining room, and an eat-in kitchen with granite countertops, convection oven,

  Scott Van Son BERKSHIRE HATHAWAY

  9 Flint Ln, Jericho, NY 11753
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  /24

  $799,000

  • 2 Beds
  • 2 Baths
  • 1,379 Sq Ft

  119 Autumn Dr, Plainview, NY 11803

  Welcome home! This beautiful lower-unit condo in The Seasons at Plainview, an active 55+ community, offers an exceptional opportunity to enjoy a maintenance free lifestyle! This 1,379 sq. ft. open concept home is an end unit, with additional windows in the living room that other units don't have. It features hardwood floors, a wood and granite kitchen with stainless steel appliances, gas cooking

  Jean Marie Blissett Compass Greater NY LLC

  119 Autumn Dr, Plainview, NY 11803
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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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  /50

  $3,099,000

  • 6 Beds
  • 6.5 Baths
  • 5,000 Sq Ft

  20 Rolling Dr, Glen Head, NY 11545

  Welcome to 20 Rolling Drive, Glen Head, NY - Set on a pristine 2 acres of rolling lawn. 6 Bedrooms | 6.5 Bathrooms | 4,868 Sq Ft | Colonial Discover the perfect balance of space, style, and modern updates in this fully renovated 5000 sq ft Colonial, with a basement and garage included it is approximately a 7000 sq ft total structured home, ideally located in prestigious Brookville. With 6

  Christopher Galluzzo Compass Greater NY LLC

  20 Rolling Dr, Glen Head, NY 11545
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  $2,280,000 Open Sat 1PM - 3PM

  • 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

  $1,400,000

  • 4 Beds
  • 5 Baths
  • 3,688 Sq Ft

  45 Pelican Ct, Syosset, NY 11791

  Discover a property full of potential- an excellent opportunity for investors or buyers seeking lasting value. With a strong layout, solid structure, and prime location, this home is ready to be reimagined as a profitable investment or your ideal residence. With the right vision, it can truly stand out in today's market.

  Nancy Davila Campo Four Seasons Realty Team

  45 Pelican Ct, Syosset, NY 11791
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  /48

  $2,699,000

  • 4 Beds
  • 2.5 Baths
  • 3,549 Sq Ft

  55 Rolling Hill Ln, Old Westbury, NY 11568

  Welcome Home to this expansive ranch in the heart of Old Westbury, located within the Jericho School District! Nestled on 2 picturesque, tree-lined acres, this home offers over 3,500 sq ft of living space ready for your finishing touches. Enjoy summers in the Gunite pool, recently marble-blasted with updated electric. Major updates have already been completed for peace of mind—furnace, hot water

  Amanda Lavender Signature Premier Properties

  55 Rolling Hill Ln, Old Westbury, NY 11568
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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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  /2

  $4,200,000

  • 5 Beds
  • 4.5 Baths
  • 5,659 Sq Ft

  45 Pelican Ct, Syosset, NY 11791

  Purchase As Is for $1,550,000 or Purchase This Extraordinary New Construction Estate Offering Over 5,600 Sq Ft of Refined Living Space Poised on a coveted .46 Acre parcel. This 'to-be-built' architectural gem promises exceptional craftsmanship and timeless sophistication.The first floor welcomes you with a dramatic grand entryway foyer leading to a gourmet chef’s eat-in kitchen, complete with

  Nancy Davila Campo Four Seasons Realty Team

  45 Pelican Ct, Syosset, NY 11791
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  /2

  $5,950,000

  • 6 Beds
  • 6.5 Baths

  63 Fruitledge Rd, Glen Head, NY 11545

  Brookville New Construction | 63 Fruitledge Road offers an unparalleled lifestyle of luxury on Long Island's Gold Coast.

  Joe Scavo Douglas Elliman Real Estate

  63 Fruitledge Rd, Glen Head, NY 11545
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  /36

  $7,100,000

  • 6 Beds
  • 6.5 Baths
  • 9,553 Sq Ft

  998 W Shore Rd, Mill Neck, NY 11771

  Often dreamed about but rarely available: Welcome to a truly beautiful waterfront property " Harbor Torre" has been completely renovated to perfection. This 9500 square foot home with breathtaking views of Oyster Bay Harbor has a combination of elegance, luxury and meticulous detail. 1.7 acres of waterfront with your own private staircase and beach provide reasonable maintenance and taxes while

  Kathryn Maxwell Pournaras Daniel Gale Sothebys Intl Rlty

  998 W Shore Rd, Mill Neck, NY 11771

Showing Results 81 - 113, Page 3 of 3