Oyster Bay, NY Homes for Sale with Pool

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  $7,488,000

  • 9 Beds
  • 12 Baths
  • 17,587 Sq Ft

  60 Piping Rock Rd, Glen Head, NY 11545

  Welcome to GRAY HORSE FARM - Just Updated & Renovated for 2025 luxury living! Recently transformed with a gut-renovated Top of the line chef's kitchen with new cabinets, countertops, backsplash, floor, and high-end appliances. There are six new designer bathrooms, all-new recessed lighting throughout, upgraded 800-AMP electric and utility systems. This grand estate seamlessly blends timeless

  Aileen Murstein Compass Greater NY LLC

  60 Piping Rock Rd, Glen Head, NY 11545
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  /50

  $3,199,000

  • 5 Beds
  • 4.5 Baths
  • 5,500 Sq Ft

  527 Split Rock Rd, Syosset, NY 11791

  *527 Split Rock Road is a beautiful custom-built brick and stucco Colonial home set on 2 professionally landscaped, tranquil acres in the Syosset SD. Situated on a private road (off Split Rock Rd), the park-like lush property boasts a 250' driveway in a serene, private quiet setting. This approximately 5500 sq. ft house is set between the shops of downtown Syosset and the waterfront of Oyster

  Susan Luftig Daniel Gale Sothebys Intl Rlty

  527 Split Rock Rd, Syosset, NY 11791
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  $1,649,900

  • 4 Beds
  • 3 Baths
  • 2,855 Sq Ft

  135 Ocean Ave, Massapequa, NY 11758

  Waterfront luxury meets modern comfort at this reintroduced gated compound in Biltmore Shores. Set on an impressive 314 foot deep property from curb to bulkhead, this home offers the best of coastal living with a 20x40 inground pool, spa, patio, upper deck, and private boat slips along a scenic canal just off Massapequa Cove. This 4 bedroom, 3 bath home offers flexible living, including the

  Aaron Bates Real Broker NY LLC

  135 Ocean Ave, Massapequa, NY 11758
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  $1,375,000

  • 4 Beds
  • 3.5 Baths
  • 2,200 Sq Ft

  17 Melody Ln, Bayville, NY 11709

  Enjoy easy living in the comfort and convenience of everything on the first floor. Spacious ranch home set on a large property in the Village of Bayville. Experience the lifestyle on the North Shore of Long Island. Versatile layout of rooms includes formal dining room and fabulous den with fireplace and bedroom/office. True chef's kitchen has a 5' Viking commercial grade oven with 6 gas burners,

  Michael Stanco Compass Greater NY LLC

  17 Melody Ln, Bayville, NY 11709
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  $5,700,000

  • 6 Beds
  • 9 Baths
  • 9,534 Sq Ft

  6 La Colline Dr, Mill Neck, NY 11765

  An extraordinary life begins here - A true luxury masterpiece, this extraordinary estate offers over 12,000 square feet of impeccably finished living space, gracefully positioned on five acres of private, manicured grounds. Designed for those who demand excellence, the residence blends timeless architectural elegance with modern amenities of the highest caliber, creating a lifestyle of

  Michael Pesce BERKSHIRE HATHAWAY

  6 La Colline Dr, Mill Neck, NY 11765
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  /50

  $10,800,000

  • 6 Beds
  • 9 Baths
  • 16,500 Sq Ft

  660 Chicken Valley Rd, Locust Valley, NY 11560

  Nestled on 5.33 acres of pristine landscape, this stunning 2003 estate embodies sophisticated living at its finest. With approximately 11,466 square feet of meticulously designed interiors, this home offers a harmonious blend of grandeur and functionality. Featuring 6 spacious bedrooms, 9 full bathrooms, and 3 half bathrooms, this residence perfectly balances opulence with functionality. The

  Huailing Deng Daniel Gale Sothebys Intl Rlty

  660 Chicken Valley Rd, Locust Valley, NY 11560
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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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  /43

  $899,999

  • 3 Beds
  • 2.5 Baths
  • 1,883 Sq Ft

  72 Narwood Rd, Massapequa, NY 11758

  Renovated & Meticulously Maintained Cadillac Split Level Home Set On Oversized 60x120 Lot In Massapequa's Polo Estates. This Home Features Cac, Crown Molding, Recessed Lighting, Boxed Wainscoting, Pella Windows, Hardwood & Laminate Floors, New Siding (2021), Gas Conversion (2021), New 4 Zone Tankless Boiler (2021), New Programmable In-Ground Sprinkler System (2022, New Basement Bathroom (2024),

  Anthony Napolitano Anthony Napolitano Homes

  72 Narwood Rd, Massapequa, NY 11758
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  $5,995,000

  • 6 Beds
  • 6.5 Baths
  • 7,488 Sq Ft

  178 Brookville Rd, Glen Head, NY 11545

  Timeless Elegance in the Heart of Muttontown. Set along a long, gated private drive in coveted Muttontown, this distinguished six-bedroom Brick Colonial offers an extraordinary blend of classic architecture and modern sophistication. Every detail of this grand residence reflects masterful craftsmanship—custom millwork, rich hardwood floors, designer finishes and five fireplaces create an

  Elyse Gropper Daniel Gale Sothebys Intl Rlty

  178 Brookville Rd, Glen Head, NY 11545
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  $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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  $1,800,000 Open Sun 12PM - 2PM

  • 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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  $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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  $6,900,000

  • 10 Beds
  • 11 Baths
  • 12,800 Sq Ft

  365 Split Rock Rd, Syosset, NY 11791

  Welcome to 365 Split Rock Road...Set within one of the North Shore of Long Island’s most desirable enclaves, this gated estate in Syosset offers an exceptional balance of privacy, scale, and modern design. Recently constructed and thoughtfully sited on five private acres, the residence encompasses over 12,000 square feet of well-proportioned living space, creating a quiet retreat defined by

  Theodosis Neocli Astoria Realty Brokerage Svcs

  365 Split Rock Rd, Syosset, NY 11791
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  $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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  $998,000

  • 5 Beds
  • 2 Baths
  • 1,912 Sq Ft

  101 Spruce Ave, Bethpage, NY 11714

  Welcome to the heart of the beautiful hamlet of Bethpage, New York, where every path leads home, and every day moves to the right rhythm. Perfectly positioned just minutes from top-rated schools, neighborhood parks, public transportation, the Bethpage and Hicksville LIRR, major highways and parkways, shops, and restaurants. From here, life moves easily, whether you’re headed to Bethpage State

  Briguitte Berrospi HomeSmart Premier Living Rlty

  101 Spruce Ave, Bethpage, NY 11714
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  $3,899,000 Pre-Foreclosure

  • 5 Beds
  • 6.5 Baths
  • 8,780 Sq Ft

  70 Shutter Ln, Oyster Bay, NY 11771

  Calling all cash buys. The home features sun filled living spaces, spacious bedrooms, wood floors throughout with marble touches in the dining room, and an expansive living room. The updated chef's kitchen is equipped with high end stainless steel appliances, including a Sub-Zero refrigerator, and opens to remarkable outdoor entertaining areas. The grounds showcase an infinity pool, outdoor

  Nancy Davila Campo Four Seasons Realty Team

  70 Shutter Ln, Oyster Bay, NY 11771
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  $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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  $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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  /38

  $935,000

  • 4 Beds
  • 2.5 Baths
  • 2,108 Sq Ft

  121 West Ave, Hicksville, NY 11801

  This Mint Colonial Offers Many Possibilities for Extended Families with having a Large Eat In Kitchen, Nice Size Formal Dining Room, Large Living Room, a Den, Plus 4 Full Bedrooms, 3 Full Bath Rooms and One Half Bath Room Plus Full Finished Basement and Good Size yard with Inground swimming pool plus A One Car Garage and A Exceptionally Long Driveway to fit about Five Cars. This is a Must See

  Linda Vricella Bridges Realty Holding Corp

  121 West Ave, Hicksville, NY 11801
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  /46

  $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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  $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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  $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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  $749,000 Open Sun 11:30AM - 1PM

  • 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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  $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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  $899,000

  • 3 Beds
  • 2.5 Baths
  • 2,280 Sq Ft

  10 Southgate Cir, Massapequa Park, NY 11762

  Experiential luxurious country club living awaits in this exquisite Excelsior model townhouse. Located in the Southgate community of Bar Harbor and within the Massapequa School District, this is the largest model in the complex. The home offers three bedrooms and three full baths, along with a first floor space ideal for a home office or den. The primary suite features vaulted ceilings, a private

  Jane Clifford Signature Premier Properties

  10 Southgate Cir, Massapequa Park, NY 11762
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  /2

  $1,750,000

  • 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. This property is shovel ready with approved plans.

  Nancy Davila Campo Four Seasons Realty Team

  45 Pelican Ct, Syosset, NY 11791
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  $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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  $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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  $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
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  $1,350,000 Open Sun 1:30PM - 3PM

  • 7 Beds
  • 3.5 Baths
  • 3,400 Sq Ft

  166 Daniel Rd N, Massapequa, NY 11758

  Rare opportunity to own a truly one-of-a-kind colonial in the highly reputable Plainedge School District. Originally a ranch, this home was thoughtfully expanded into a beautiful colonial, with the entire upper level newly constructed within the last few years—creating a spacious and flexible layout rarely found in the area. Offering 7 bedrooms and 3.5 bathrooms, including 3 bedrooms on the main

  Jason Krawitz Jason W Krawitz

  166 Daniel Rd N, Massapequa, NY 11758

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