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Oyster Bay, NY Homes for Sale

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  • /12

    $549,000 Open Sat 12PM - 2PM

    • Land
    • 0.66 Acre
    • $831,818 per Acre

    200 Lot B Clocks Blvd, East Massapequa, NY 11758

    Lot B at 200 Clocks is a rare opportunity to build your dream waterfront home on a vacant lot of approx. 28,928 sq ft (just over ½ acre) with 80 feet of waterfront and bulkhead on two sides, just a short ride to Breezy Point Park and the open bay. Subdivision of this lot is already approved and will be finalized at the buyer's request. Opportunity is also available to purchase the entire

    Aaron Bates Real Broker NY LLC

    200 Lot B Clocks Blvd, East Massapequa, NY 11758
  • /23

    $2,750,000

    • 4 Beds
    • 6 Baths
    • 4,453 Sq Ft

    7 Locust Ln, Glen Head, NY 11545

    Beautiful Cape Style Cedar Shake Home, First Floor, Large Entry, Large Living Room W/Fireplace, Formal Dining Room, Large Open Eat In Kitchen With Great Room With Fireplace And Beautiful Wood Beams On Ceiling, Master Bedroom With Her And Him Closet, Primary Bathroom, Office Or Sitting Room Off Primary, Additional Bedroom With Full Bathroom, Landry Room. Second Floor Has Bedroom With Full

    Kim Flanagan Signature Premier Properties

    7 Locust Ln, Glen Head, NY 11545
  • /2

    $998,888

    • Land
    • 0.38 Acre
    • $2,663,701 per Acre

    5675 Merrick Rd, Massapequa, NY 11758

    Land For Sale. 75'X218"= 16,350 sq ft. Zoning: GB General Business - GB (General Business) & RPH-20 (Multi-Family Public Housing Residence). Close to the main intersection but away from the traffic noise.

    Anthoane Peralta A Class Realty

    5675 Merrick Rd, Massapequa, NY 11758
  • /27

    $2,099,000

    • 6 Beds
    • 5 Baths
    • 3,818 Sq Ft

    22 Brookville Rd, Glen Head, NY 11545

    Price Improvement! Once a stately Carriage House, this reimagined main residence seamlessly blends historic character with modern comfort. Featuring an open floorplan with 3 spacious bedrooms and 2.5 baths, the home is bathed in natural light from a dramatic wall of windows that opens to a serene, graveled French garden—perfect for entertaining or quiet moments alike. Adjacent to the main house

    Parasto Tehrani Blackstone Realty

    22 Brookville Rd, Glen Head, NY 11545
  • /2

    $1,049,000

    • 5 Beds
    • 3 Baths
    • 2,100 Sq Ft

    15 Salem Rd, Hicksville, NY 11801

    Welcome to this beautiful Colonial home in the heart of Hicksville on an oversized lot (60x126). The home features Five(5) bedrooms and Three(3) Full bathrooms. Over 2100 SqFt of living space + full finished walk-out basement. Move right in. Hardwood Oak Flooring and Crown Molding throughout, Freshly Painted. Spacious Living Room, Formal Dining Room, and Attached Garage converted to living

    Rohan Aggarwal National Real Estate Agency

    15 Salem Rd, Hicksville, NY 11801
  • /33

    $9,950,000

    • 6 Beds
    • 9 Baths
    • 9,639 Sq Ft

    52 Piping Rock Rd, Locust Valley, NY 11560

    Stately Georgian Manor with Vanderbilt Heritage – Timeless Elegance at Buttonball HillOriginally built in 1929 for Vanderbilt heir Aldred Coster Schermerhorn, this magnificent Georgian Manor exudes timeless sophistication and historic charm. Nestled within beautifully landscaped gardens, the estate’s classic red brick and clapboard facade is crowned by a slate roof, with black shutters

    Alexis Mcandrew Daniel Gale Sothebys Intl Rlty

    52 Piping Rock Rd, Locust Valley, NY 11560
  • /26

    $1,399,999

    • 3 Beds
    • 3 Baths
    • 2,700 Sq Ft

    8 Maple St, Glenwood Landing, NY 11547

    This beautifully expanded Colonial, updated in 2025, offers generous living space and a functional layout perfect for today’s lifestyle. Originally expanded in 2007, when you step inside you'll notice the home features large, light-filled rooms, including a spacious eat-in kitchen, a huge pantry, first-floor laundry, and first floor bath for for added convenience.Natural brand new hardwood

    Katherine Koniecko Signature Premier Properties

    8 Maple St, Glenwood Landing, NY 11547
  • /50

    $4,350,000

    • 5 Beds
    • 5.5 Baths
    • 6,661 Sq Ft

    5 Westgate Rd, Syosset, NY 11791

    Nestled within an exclusive private HOA community, this luxurious estate—constructed in 2007—offers the perfect blend of grandeur, privacy, and modern comfort. Set on a sprawling 1.33-acre lot of elevated terrain, the home commands a stately presence with over 6,000 square feet of refined living space.Upon entering, guests are greeted by soaring high ceilings that enhance the sense of

    Bin Wang Century Homes Realty Group LLC

    5 Westgate Rd, Syosset, NY 11791
  • /35

    $775,000

    • 3 Beds
    • 2 Baths

    145 Clocks Blvd, Massapequa, NY 11758

    Immaculate WATERFRONT 4 Bedroom, 2 Full Bath on oversized 50x270ft property. This resort like property includes a two and half detached garage with kitchen and loft to a sundeck overlooking a view of the bay. In addition, a separate detached boat house lies next to the garage which includes updated boat lift, water supply, and electricity to keep your boat looking new. New Bulkhead. New EIK,

    Frank Conte SHELLEY PATRICK J

    145 Clocks Blvd, Massapequa, NY 11758
  • /45

    $3,998,000

    • 6 Beds
    • 5.5 Baths
    • 5,353 Sq Ft

    47 Valley Rd, Old Westbury, NY 11568

    JERICHO SCHOOL AND OLD WESTBURY. This Gorgeous Colonial Is Approached By A Long Circular Drive Offering Beautiful Landscaping.The House Features An Open And Airy Floor Plan Exhibiting Classic Moldings, Gleaming Hardwood Floors, Soaring Ceilings, Central A/C And Spacious Rooms. Total Six Bedrooms With Five Full Bath And One Powder Room, A Gorgeous First Floor Master Suite, Formal Dinning Room,

    Yanting Yang Welhome Realty Inc

    47 Valley Rd, Old Westbury, NY 11568
  • /6

    $65,000 New Construction

    • Land
    • 2.25 Acres
    • $28,889 per Acre

    6 Timber Ridge Dr, Laurel, MS 39443

    Jones County's most beautiful subdivision in the Northeast Jones School district. Beautifully planned neighborhood with large wooded lots, lake privileges, street lights, and underground utilities. Lot #29 has 2,25 acres and is a gorgeous place to build your dream home.

    Kandace Monsivais Red Fox Realty

    6 Timber Ridge Dr, Laurel, MS 39443
  • /49

    $6,000,000

    • 7 Beds
    • 7.5 Baths
    • 7,250 Sq Ft

    8 Tatem Way, Old Westbury, NY 11568

    At the very end of a gated private cul-de-sac, behind a nearly quarter-mile of blooming cherry trees, lies a property that doesn’t just promise peace—it delivers something far rarer: discovery. Welcome to 8 Tatem Way, a secluded 4.2-acre sanctuary offering panoramic views, tranquil birdsong, and the quiet rustle of deer passing through the neighboring Gandhi Peace Garden.This is not your

    Barry Paley Keller Williams Points North

    8 Tatem Way, Old Westbury, NY 11568
  • /33

    $8,975,000

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

    30 Evans Dr, Glen Head, NY 11545

    Set on 2 private and beautifully landscaped acres at the end of a cul-de-sac in the coveted Broad Hollow development of Brookville, this newly built estate offers over 11,400 square feet of total living space—including a 3,600 SF walk-out lower level and a fully outfitted pool cabana—within the top-rated Jericho School District. Designed with a perfect balance of form and function, this luxurious

    Zach Elliott Nest Seekers LLC

    30 Evans Dr, Glen Head, NY 11545
  • /36

    $1,600,000

    • 5 Beds
    • 3 Baths
    • 3,199 Sq Ft

    110B Louis St, Massapequa, NY 11758

    COMING SOON, a brand new home to be built in Massapequa, in prestigious Viceroy Estates. The Open Concept layout is perfect for everyday living and also provides great space to entertain your guests. Experience custom craftsmanship both inside and out. Interior features include 2 story entrance foyer, crown molding throughout, decorative shadow boxes on the first floor and second floor hallway,

    Lynda Leone Realty Connect USA LLC

    110B Louis St, Massapequa, NY 11758
  • /2

    $2,580,000

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

    85 Roundtree Dr, Plainview, NY 11803

    Welcome to your Dream Home - A Stunning New Construction To Be Built ! Featuring 6 spacious bedrooms and 4.5 luxurious bathrooms with a 2 Story Entry and 9 Ft Ceilings on first floor and the basement! The Chef's Kitchen is equipped with top-of-the line appliances, custom cabinetry, and quartz countertops, making it perfect for both casual meals and elegant entertaining. The adjoining family room

    Donna Silber Keystone Realty USA Corp

    85 Roundtree Dr, Plainview, NY 11803
  • /3

    $650,000

    • Land
    • 5 Acres
    • $130,000 per Acre

    no number W Shore Rd, Mill Neck, NY 11765

    Build your dream home amongst the Gold Coast Mansions. Beautiful 5 acre lot, with spring lake, and unobstructed water views of West Harbor looking over to Centre Island. Feasibility study completed.

    Richard Hutchinson Counsel Rock Realty Inc

    no number W Shore Rd, Mill Neck, NY 11765
  • /46

    $5,998,000

    • 5 Beds
    • 7.5 Baths
    • 8,800 Sq Ft

    8 Vista Ln, Glen Head, NY 11545

    For the Discerning Client who seeks only the Finest....Welcome to 8 Vista Lane in Brookville--where Timeless Design and Bespoke Materials are blended to create this Sophisticated Modern Luxury. A Grand Courtyard leads to the Entrance of this Spectacular Private Estate. The Tone is set as Guests are greeted in the Breathtaking 30'high Domed Circular Reception Gallery adorned with Magnificent

    Ellen Zipes Compass Greater NY LLC

    8 Vista Ln, Glen Head, NY 11545
  • /3

    $400,000

    • Land
    • 5 Acres
    • $80,000 per Acre

    no numer Cleft Rd, Mill Neck, NY 11765

    Build your dream home amongst the Gold Coast Mansions. Beautiful 5 acre lot with spring lake. Feasibility study completed.

    Richard Hutchinson Counsel Rock Realty Inc

    no numer Cleft Rd, Mill Neck, NY 11765
  • /32

    $29,900,000

    • 11 Beds
    • 19 Baths
    • 20,000 Sq Ft

    502 Centre Island Rd, Oyster Bay, NY 11771

    Presenting an unrivaled 14.6-acre waterfront estate known as MiddleSea, recently transformed by a meticulous multimillion-dollar renovation with unparalleled luxury. Showcasing spectacular panoramic views, this exceptional property features approx. 2,000 feet of Sandy Beach, ensuring complete privacy. This world-class estate has 3 distinct homes: (The Main House, The Beach House and the Guest

    Lisa Lavelle BERKSHIRE HATHAWAY

    502 Centre Island Rd, Oyster Bay, NY 11771
  • /2

    $4,995,000

    • Land
    • 3.03 Acres
    • $1,650,149 per Acre

    501 Rd, Centre Island, NY 11771

    A rare offering—3 acre flat, rolling acres with approximately 200 feet of private sandy beachfront on the Long Island Sound. Located within the exclusive, guard-gated community of Centre Island, this exceptional property is surrounded by multimillion-dollar estates and offers the perfect canvas to build your dream waterfront home. An adjacent lot with the same acreage and waterfront is also

    Lisa Lavelle BERKSHIRE HATHAWAY

    501 Rd, Centre Island, NY 11771
  • /11

    $7,599,000

    • 5 Beds
    • 5.5 Baths

    1386 Ridge Rd, Laurel Hollow, NY 11791

    Commanding, Hampton’s-style waterfront estate on Long Island’s north shore, this Laurel Hollow masterpiece offers panoramic views of Cold Spring Harbor stretching to Connecticut —all just 60 minutes from Manhattan.Custom built for comfort, style and grandeur; the residence seamlessly blends classic estate design with modern livability. Every room opens to sweeping waterfront views, and

    Peggy Moriarty Daniel Gale Sothebys Intl Rlty

    1386 Ridge Rd, Laurel Hollow, NY 11791
  • /44

    $4,495,000

    • 5 Beds
    • 4.5 Baths
    • 7,250 Sq Ft

    61 Factory Pond Rd, Locust Valley, NY 11560

    “West Creek” located directly on Mill Neck Creek, is available for the first time almost three decades. A once in a lifetime opportunity to experience waterfront living in the village of Lattingtown. This unique property offers a rare, expansive view of Bayville Bridge. Beautiful, east-facing location with magnificent daily sunrises. The almost 4 acres of mature gardens and open landscaping allow

    Clifford Packingham Compass Greater NY LLC

    61 Factory Pond Rd, Locust Valley, NY 11560
  • /31

    $5,200,000

    • 5 Beds
    • 6.5 Baths
    • 5,377 Sq Ft

    167 Brookville Rd, Glen Head, NY 11545

    This grand, gated estate blends timeless elegance with modern convenience, showcasing meticulous European craftsmanship throughout. Spanning over 8,000 square feet, this expanded custom ranch features soaring 10–12-foot ceilings and a sun-filled layout that ensures unmatched privacy and presence. A heated, air-conditioned 7-car garage serves as an automotive gallery, while the lower level

    Aileen Murstein Compass Greater NY LLC

    167 Brookville Rd, Glen Head, NY 11545
  • /39

    $3,499,000 Open Sun 1PM - 3PM

    • 6 Beds
    • 6.5 Baths
    • 6,355 Sq Ft

    412 Mill River Rd, Oyster Bay, NY 11771

    Welcome to 412 Mill River Rd. This brand new luxury estate sits on 1.26 fully fenced acres and offers approximately 6,350 sq. ft. of finished living space, plus a finished walkout lower level. Designed with 10 ft ceilings, custom millwork, and high-end finishes throughout. The chef’s kitchen features a quartz waterfall island, Wolf appliances, and an oversized Thermador refrigerator & freezer,

    Najla Erfan Property Professionals Realty

    412 Mill River Rd, Oyster Bay, NY 11771
  • /10

    $6,450,000

    • Land
    • 8 Acres
    • $806,250 per Acre

    1622 Old Cedar Swamp Rd, Glen Head, NY 11545

    SUBDIVISON APPROVED!!!Introducing a truly incomparable, 8+ acre development opportunity in the affluent Gold Coast community of Brookville, New York. We are thrilled to present this remarkable property with approval to subdivide into 4 lots of exclusive luxury estates, nestled in its own private cul-de-sac. 1622 Old Cedar Swamp Road is one of the last prime development opportunities on the

    Deborah Kashanian Daniel Gale Sothebys Intl Rlty

    1622 Old Cedar Swamp Rd, Glen Head, NY 11545
  • /39

    $2,600,000

    • 5 Beds
    • 4.5 Baths
    • 6,659 Sq Ft

    358 Centre Island Rd, Oyster Bay, NY 11771

    Centre Island. Step into timeless elegance at this distinguished 3-acre English Country-inspired property, ideally situated amongst storied Gold Coast estates. This stately residence blends classic stucco architectural detail with modern luxury, offering privacy and year-round water views. A grand entry foyer welcomes you with a sweeping bridal staircase and soaring ceilings, bathed in natural

    Lowell Ackerman Daniel Gale Sothebys Intl Rlty

    358 Centre Island Rd, Oyster Bay, NY 11771
  • /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

    Kathryn Maxwell Pournaras Daniel Gale Sothebys Intl Rlty

    339 Duck Pond Rd, Locust Valley, NY 11560
  • /36

    $3,490,000

    • 5 Beds
    • 5.5 Baths
    • 4,854 Sq Ft

    9 Earle Dr, Syosset, NY 11791

    The Prestigious Gated Community of Stone Hill in Muttontown. This luxury and elegant contemporary house, state-of-art kitchen with top of line appliances, wolf cooking top, granite counter top, double oven, built-in coffee maker, sub-zero refrigerator. Breakfast area overlooks the breathtaking backyard with saltwater swimming pool with waterfall and light feature, outside gas grill area brings

    Hong Zhang Keller Williams Rty Gold Coast

    9 Earle Dr, Syosset, NY 11791
  • /41

    $1,895,000

    • 4 Beds
    • 3 Baths
    • 2,940 Sq Ft

    8 Hilltop Dr, Bayville, NY 11709

    Welcome to this exceptional Colonial-style home tucked away on a peaceful cul-de-sac, offering the perfect blend of privacy, comfort, and luxury. With approximately 3,200 sq. ft. of living space—including a legal room over the garage with CO—this home is packed with premium features and thoughtful upgrades.Featuring 4 spacious bedrooms and 3 full bathrooms, the layout is ideal for both

    Natalie Francisco Connie Francisco R E Group

    8 Hilltop Dr, Bayville, NY 11709
  • /28

    $2,075,000

    • 5 Beds
    • 2 Baths
    • 2,875 Sq Ft

    23 E Shore Dr, Bayville, NY 11709

    Rare one of a kind luxurious waterfront legal two-family home in Bayville with expansive private beach! Tucked away at the end of a serene cul-de-sac on the Long Island Sound, this extraordinary two-family, 5-bedroom, 2-bath waterfront home offers a rare opportunity in the highly sought-after Bayville beach community. With just over 105 feet of privately owned beachfront, largest in the area,

    Lori Sheehan Douglas Elliman Real Estate

    23 E Shore Dr, Bayville, NY 11709
  • /3

    $639,990

    • 3 Beds
    • 1.5 Baths
    • 1,314 Sq Ft

    71 Park Ln, Massapequa, NY 11758

    Expanded Ranch, Kitchen w/Granite Counters & Skylight, updated Baths, Cental Air, Full Basement, Family Room, Detached Garage, Paver Patio.

    Mark Cohen Douglas Elliman Real Estate

    71 Park Ln, Massapequa, NY 11758
  • /41

    $2,850,000

    • 6 Beds
    • 5.5 Baths
    • 4,989 Sq Ft

    539 Split Rock Rd, Syosset, NY 11791

    Welcome to this exceptional luxury Colonial, fully renovated to the highest standards of craftsmanship and design. Privately set on a tranquil road, not a main street, this stunning residence offers both elegance and privacy in a truly serene setting. Spanning an impressive 4,989 square feet, including 150 square feet of finished basement space, the home showcases expansive interiors with a

    Cynthia Martinez Douglas Elliman Real Estate

    539 Split Rock Rd, Syosset, NY 11791
  • /38

    $2,340,000

    • 5 Beds
    • 4.5 Baths
    • 5,405 Sq Ft

    1 Pine Valley Rd, Oyster Bay, NY 11771

    Tucked away on a fully fenced, over two-acre, park-like, electronic-gated property, stands a sprawling Farm Rach expanded and remodeled in 2007. This 5,400-square-foot mini estate of your dreams is located in the scenic Upper Brookville village. With rolling wooded open spaces rife with wildlife and dotted with grand and historic estates, you will be close to boating, golf, equestrian facilities,

    Regina Rogers Douglas Elliman Real Estate

    1 Pine Valley Rd, Oyster Bay, NY 11771
  • /41

    $5,995,999 Open Sun 12PM - 2PM

    • 6 Beds
    • 7.5 Baths
    • 7,314 Sq Ft

    20 Knollwood Rd, Glen Head, NY 11545

    Muttontown Brand New Brick Center Hall Colonial | Set on over two private acres on a quiet cul-de-sac, 20 Knollwood Road is an exceptional new construction estate that blends timeless architecture with elevated, modern finishes. With six en-suite bedrooms, soaring 10-foot ceilings on every level, and thoughtfully designed indoor and outdoor spaces, this home is perfectly suited for refined living

    Joe Scavo Douglas Elliman Real Estate

    20 Knollwood Rd, Glen Head, NY 11545
  • /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
  • /49

    $5,900,000

    • 5 Beds
    • 5.5 Baths
    • 6,500 Sq Ft

    25 Longridge Ln, Glen Head, NY 11545

    Old Brookville New Construction | Welcome to 25 Longridge Lane– a custom-built brick center hall colonial nestled on over 2 private acres at the end of a peaceful cul-de-sac. A grand entrance, framed by two stone pillars, leads to a long driveway with ample parking, offering two courtyards, and side access to a spacious 3-car garage. You’re immediately greeted by double iron doors that

    Joe Scavo Douglas Elliman Real Estate

    25 Longridge Ln, Glen Head, NY 11545
  • /2

    $175,000

    • Land

    364 W John St, Hicksville, NY 11801

    Land for sale in prime location in Hicksville

    Amandeep Kaur Realty Connect USA LLC

    364 W John St, Hicksville, NY 11801
  • /33

    $8,895,000

    • 5 Beds
    • 10 Baths
    • 19,900 Sq Ft

    40 Piping Rock Rd, Locust Valley, NY 11560

    A Sanctuary of Sophistication, Sustainability And Serenity 40 Piping Rock Road in Matinecock-Tucked behind a gated entry and embraced by over seven acres of lush, verdant grounds in the heart of the Village of Matinecock, 40 Piping Rock Road is more than a home—it’s a restorative retreat. Originally built in 1925 and thoughtfully renovated in 2008, this timeless Colonial estate blends

    Lindsey Barnett Compass Greater NY LLC

    40 Piping Rock Rd, Locust Valley, NY 11560
  • /29

    $6,499,000

    • 6 Beds
    • 5.5 Baths

    89 Pound Hollow Rd, Glen Head, NY 11545

    Where Drama Meets Design Welcome to nearly 8,000 square feet of pure fabulous in one of the North Shore’s most prestigious enclaves. This newly reimagined estate has been transformed from top to bottom in the last 24 months, creating a home that is equal parts glamorous, playful, and unforgettable.From the moment you step inside, you’re swept into a world of high style and high impact. The

    Karen Sharf Daniel Gale Sothebys Intl Rlty

    89 Pound Hollow Rd, Glen Head, NY 11545
  • /35

    $4,998,000

    • 5 Beds
    • 6.5 Baths
    • 8,180 Sq Ft

    8 Frost Creek Dr, Locust Valley, NY 11560

    The most discerning will appreciate the unparalleled architectural details and sublime luxury that abounds in this hilltop Classic Contemporary Estate. Renovated top to bottom in 2018 by a professional builder for his personal residence, only the finest European structural and design elements were utilized. "Hilltop" offers a beautiful setting for comfortable living and gracious entertaining. The

    Huailing Deng Daniel Gale Sothebys Intl Rlty

    8 Frost Creek Dr, Locust Valley, NY 11560

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