97,719

Oyster Bay, NY Homes

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  • /2

    $7,900,000

    • Land
    • 17.18 Acres
    • $459,837 per Acre

    97 B Pound Hollow Rd, Old Brookville, NY 11545

    Set on more than 17 pristine and level acres in the heart of prestigious Old Brookville, this exceptional farm property presents a rare opportunity to own a significant piece of Long Island's North Shore history. Once part of the renowned Westward estate, the grounds were originally assembled in the early 1900s for distinguished industrialist and financier Benjamin Brewster Jennings, President

    Agent Photo

    Linda Faraldo

    Daniel Gale Sothebys Intl Rlty

    97 B Pound Hollow Rd, Old Brookville, NY 11545
  • /19

    $5,000 Per Month

    • 2 Beds
    • 1.5 Baths
    • 1,800 Sq Ft
    • House for Rent

    18 Shore Rd, Sea Cliff, NY 11579

    Short Term 8 Month Rental Available. Enjoy Your Own Waterfront Getaway In This Adorable Furnished 2 Bedroom Cottage With Incredible Water And Sunset Views From All Rooms. Front Porch Leads to Dining/Sitting Room, Comfy Living Room w/ TV, Office/Gym, Eat in Kitchen, Powder Room And Laundry. Sliders To Huge Deck Overlooking Your Own Private Beach Leading To Long Island Sound! 2nd Floor Master With

    Kristine Livadas Compass Greater NY LLC

    18 Shore Rd, Sea Cliff, NY 11579
  • 28 Chance St, Hicksville, NY 11801

    $880,000

    Sold Dec 16, 2025

    28 Chance St, Hicksville, NY 11801

    • 5 Beds
    • 2.5 Baths
    • 2,318 Sq Ft
    • Built 1955

    Last Sold Summary

    • 2% Below List Price
    • $380/SF
    • 35 Days On Market

    Current Estimated Value $929,573

    Last Listing Agent Charlie Montana Montana Associates Inc

    28 Chance St, Hicksville, NY 11801
    • 2 Lincoln Gate, Plainview, NY 11803

      Est $1,001,332

      Not Listed For Sale

      2 Lincoln Gate, Plainview, NY 11803

      • 7 Beds
      • 4 Baths
      • 2,300 Sq Ft
      • Built 1952
      2 Lincoln Gate, Plainview, NY 11803

      Last Sold Summary

      • 48 Days On Market

      Last Listing Agent Richard Shane Shane's Anchor Realty Corp

  • /50

    $3,988,888

    $3M PRICE DROP
    • 7 Beds
    • 8 Baths
    • 8,024 Sq Ft

    314 Mill Hill Rd, Mill Neck, NY 11765

    Welcome to 314 Mill Hill Rd Mill Neck located in the Luxurious Gold Coast. This Exquisite home has been built by William Townsend the historic mansion was widely known as the Chancellor's Mansion, which was built in 1834. The estate has passed through several notable historical figures, including Theodore Roosevelt III and fashion designer Oleg Cassini. This estate sits on almost 6 Acres . The

    Agent Photo

    Cheryl Rosenthal

    Realty Trends Corp

    314 Mill Hill Rd, Mill Neck, NY 11765
  • /8

    $4,585 Per Month

    • 3 Beds
    • 2 Baths
    • 1,015 Sq Ft
    • Apartment for Rent

    65 Westwood Dr Unit 93, Westbury, NY 11590

    Ask About Our Outstanding Specials*; Shaker-style cabinets. Quartz ctrtop/backsplash/plank tile flr. Bath: frmls shwr drs/subway tile /quartz vanity. Hi-hats.Ceil fans.Whirlpool gold ser.SS Appl. WD.Gray paint/crpt. Central gas heat/air/Gym/Pool/Rt 495 x40/nr LIRR. Jericho schools #1 national-Niche survey. *May change w/o notice.

    Michelle Holmes Fairfield Properties

    65 Westwood Dr Unit 93, Westbury, NY 11590
  • 20 3rd St, Bayville, NY 11709

    $840,000

    Sold Nov 21, 2025

    20 3rd St, Bayville, NY 11709

    • 3 Beds
    • 3 Baths
    • 2,081 Sq Ft
    • Built 2007

    Last Sold Summary

    • 1% Above List Price
    • $404/SF
    • 16 Days On Market

    Current Estimated Value $896,430

    Last Listing Agent Danielle Taylor Vantage Realty Partners

    20 3rd St, Bayville, NY 11709
    • 999 Wolver Hollow Rd, Oyster Bay, NY 11771

      Est $2,789,202

      Not Listed For Sale

      999 Wolver Hollow Rd, Oyster Bay, NY 11771

      • 6 Beds
      • 4.5 Baths
      • 6,595 Sq Ft
      • Built 1958
      999 Wolver Hollow Rd, Oyster Bay, NY 11771

      Last Sold Summary

      • 15 Days On Market

      Last Listing Agent Lindsey Barnett Compass Greater NY LLC

  • /15

    $999,000

    Pending
    • 4 Beds
    • 2.5 Baths
    • 2,800 Sq Ft

    16 Huckleberry Ln, Oyster Bay, NY 11771

    Fully Renovated & Move-In Ready Split-Level Home!Welcome to this beautifully updated split-level residence that perfectly blends modern comfort with timeless charm. Featuring 4 spacious bedrooms and 2.5 well-appointed bathrooms, this home is thoughtfully designed to suit today’s lifestyle.Step into a sun-filled, open-concept layout showcasing a stylish living room, formal dining area, cozy

    Agent Photo

    Raj Jaggi

    Voro LLC

    16 Huckleberry Ln, Oyster Bay, NY 11771
  • /9

    $3,350 Per Month

    • 3 Beds
    • 1 Bath
    • 965 Sq Ft
    • Apartment for Rent

    14 Bayville Ave Unit 5, Bayville, NY 11709

    Welcome to Unit 5 at 14 Bayville Avenue in Bayville, a second-floor 3-bedroom, 1-bath apartment offering beautiful water views of the Long Island Sound. This spacious unit features a well-designed layout with three large bedrooms, each offering generous closet space and natural light. The bright living room captures stunning water views, creating a relaxing coastal atmosphere. The full kitchen is

    Nicholas Evangelista NY Space Finders Inc

    14 Bayville Ave Unit 5, Bayville, NY 11709
  • 4 Middle Ln, Jericho, NY 11753

    $2,380,000

    Sold Dec 12, 2025

    4 Middle Ln, Jericho, NY 11753

    • 5 Beds
    • 5 Baths
    • 3,843 Sq Ft
    • Built 2012

    Last Sold Summary

    • 2% Below List Price
    • $619/SF
    • 37 Days On Market

    Current Estimated Value $2,359,385

    Last Listing Agent Nadia Sacan Daniel Gale Sothebys Intl Rlty

    4 Middle Ln, Jericho, NY 11753
    • 12 Kettlepond Rd, Jericho, NY 11753

      Est $2,449,918

      Not Listed For Sale

      12 Kettlepond Rd, Jericho, NY 11753

      • 5 Beds
      • 4.5 Baths
      • 3,965 Sq Ft
      • Built 2008
      12 Kettlepond Rd, Jericho, NY 11753

      Last Sold Summary

      • 30 Days On Market

      Last Listing Agent Ralph Harvey ListWithFreedom.Com

  • /20

    $649,000

    Open Thu 5:30PM - 7PM
    • 2 Beds
    • 1 Bath
    • 988 Sq Ft

    188 1st Ave, Massapequa Park, NY 11762

    Welcome to this charming and cozy 2-bedroom, 1-bath ranch in Massapequa Park. This inviting home offers comfortable one-level living with a warm, easy-flow layout filled with natural light, plus the potential to create a third bedroom to suit your needs. Enjoy lovely yard perfect for relaxing, entertaining, or making your own. Conveniently located near shopping, dining, parks, transportation, and

    Agent Photo

    Teresa DeDonato

    Signature Premier Properties

    188 1st Ave, Massapequa Park, NY 11762
  • /15

    $3,200 Per Month

    • 2 Beds
    • 2 Baths
    • 1,000 Sq Ft
    • Apartment for Rent

    83 Kraemer St Unit 3, Hicksville, NY 11801

    Newly Renovated 2 Bedroom/ 2 Bathroom Apartment. Beautiful Duplex Unit With Storage in Attic. Sunny and Bright Rooms, New Kitchen and Appliances, New Bathrooms. Heat, Water and Cooking Gas Are Included, Tenant Pays Only Low Electricity Charges Due To Solar Panels. Near Train Station and All Other Local Amenities.

    Igor Rafailov E Z Sell Realty

    83 Kraemer St Unit 3, Hicksville, NY 11801
  • 31 Amby Ave, Plainview, NY 11803

    $740,000

    Sold Aug 22, 2025

    31 Amby Ave, Plainview, NY 11803

    • 4 Beds
    • 1 Bath
    • 1,545 Sq Ft
    • Built 1953

    Last Sold Summary

    • 3% Below List Price
    • $479/SF
    • 19 Days On Market

    Current Estimated Value $793,609

    Last Listing Agent Teresa Angelino L I Homes of Distinction

    31 Amby Ave, Plainview, NY 11803
    • 222 Birchwood Park Dr, Jericho, NY 11753

      Est $1,749,827

      Not Listed For Sale

      222 Birchwood Park Dr, Jericho, NY 11753

      • 5 Beds
      • 5.5 Baths
      • 3,272 Sq Ft
      • Built 1958
      222 Birchwood Park Dr, Jericho, NY 11753

      Last Sold Summary

      • 45 Days On Market

      Last Listing Agent Christian Mateyunas Daniel Gale Sothebys Intl Rlty

  • /31

    $1,250,000

    Pending
    • 3 Beds
    • 2.5 Baths
    • 1,912 Sq Ft

    21 Woodridge Ln, Sea Cliff, NY 11579

    Nestled on a quiet cul-de-sac in one of the North Shore's most desirable waterfront villages, this beautifully maintained split-level home offers a spacious and versatile layout just moments from the water and with beach rights. Set on an expansive one-third-acre property, the home features 3 bedrooms, 2.5 baths, and a large backyard with plenty of room for recreation, entertaining, gardening, or

    Agent Photo

    Raquel Knoell

    Douglas Elliman Real Estate

    21 Woodridge Ln, Sea Cliff, NY 11579
  • /30

    $13,000 Per Month

    • 5 Beds
    • 4 Baths
    • 2,168 Sq Ft
    • House for Rent

    11 North Rd, Oyster Bay, NY 11771

    SUMMER RENTAL - MEMORIAL DAY-LABOR DAY 2026 ----Enjoy a full summer season in this beautifully updated 5-bedroom ranch, privately set on 2 acres in the sought-after village of Laurel Hollow and Oyster Bay Cove. Offered fully furnished, this home combines comfort, privacy, and a true North Shore lifestyle.Inside, the home features hardwood floors, a spacious layout, and a warm, inviting living

    Patricia Santella Douglas Elliman Real Estate

    11 North Rd, Oyster Bay, NY 11771
  • 150 Northern Pkwy W, Plainview, NY 11803

    $910,000

    Sold Aug 12, 2025

    150 Northern Pkwy W, Plainview, NY 11803

    • 4 Beds
    • 2.5 Baths
    • 1,760 Sq Ft
    • Built 1948

    Last Sold Summary

    • 3% Above List Price
    • $517/SF
    • 6 Days On Market

    Current Estimated Value $956,713

    Last Listing Agent Robin Azougi Douglas Elliman Real Estate

    150 Northern Pkwy W, Plainview, NY 11803
    • 43 Market Dr, Syosset, NY 11791

      Est $1,182,187

      Not Listed For Sale

      43 Market Dr, Syosset, NY 11791

      • 3 Beds
      • 4 Baths
      • 3,059 Sq Ft
      • Built 1957
      43 Market Dr, Syosset, NY 11791

      Last Sold Summary

      • 21 Days On Market

      Last Listing Agent Michele Targovnik Daniel Gale Sothebys Intl Rlty

  • /39

    $955,000

    • 3 Beds
    • 3 Baths
    • 1,640 Sq Ft

    5 Cranberry Ln, Plainview, NY 11803

    Welcome to this beautiful, meticulously maintained 3 bedroom, 3 full bathroom split-level home, ideally situated on a prime corner property in a highly desirable and convenient Plainview location! Set on a .20-acre lot, this thoughtfully maintained residence features approximately 1,640 sqft of living space, plus an additional 640-sqft finished basement, providing plenty of room for comfortable

    Agent Photo

    Ryan Dunne

    HomeSmart Premier Living Rlty

    5 Cranberry Ln, Plainview, NY 11803
  • /30

    $10,500 Per Month

    • 4 Beds
    • 3 Baths
    • 2,000 Sq Ft
    • House for Rent

    329 Centre Island Rd, Oyster Bay, NY 11771

    Waterledge is a charming waterfront Colonial set on a 26-acre estate on Centre Island, just 34 miles from Manhattan. The home features an expansive deck overlooking Great Meadow Creek and a 100-acre wild bird sanctuary, offering a peaceful, scenic retreat. Recently and thoughtfully renovated, the home is furnished with high end furniture and showcases a modern kitchen with granite countertops,

    Vesna Oelsner Daniel Gale Sothebys Intl Rlty

    329 Centre Island Rd, Oyster Bay, NY 11771
  • 38 The Mews, Syosset, NY 11791

    $710,000

    Sold Oct 28, 2025

    38 The Mews, Syosset, NY 11791

    • 2 Beds
    • 2.5 Baths
    • 1,926 Sq Ft
    • Built 1982

    Last Sold Summary

    • 7% Below List Price
    • $369/SF
    • 75 Days On Market

    Current Estimated Value $739,000

    Last Listing Agent Christine Malloy Douglas Elliman Real Estate

    38 The Mews, Syosset, NY 11791
    • 9 Birchwood Ct E, Syosset, NY 11791

      Est $1,263,123

      Not Listed For Sale

      9 Birchwood Ct E, Syosset, NY 11791

      • 3 Beds
      • 2.5 Baths
      • 2,600 Sq Ft
      • Built 1955
      9 Birchwood Ct E, Syosset, NY 11791

      Last Sold Summary

      • 42 Days On Market

      Last Listing Agent Abhishek Sethi Voro LLC

  • /10

    $759,000

    Pending
    • 3 Beds
    • 3 Baths
    • 1,360 Sq Ft

    313 Illinois Ave, Massapequa Park, NY 11762

    Welcome to this beautifully maintained home in the heart of Massapequa Park, offering the perfect blend of comfort, convenience, and curb appeal. From the moment you arrive, you’ll notice the professionally landscaped grounds, enhanced by in-ground sprinklers in both the front and back, a paver walkway and steps, and a charming sitting area that creates a warm and inviting entrance.This home

    Agent Photo

    Dorothy Harrington

    Douglas Elliman Real Estate

    313 Illinois Ave, Massapequa Park, NY 11762
  • /26

    $5,200 Per Month

    • 2 Beds
    • 2 Baths
    • 1,032 Sq Ft
    • House for Rent

    5 Cheshire Ave, Syosset, NY 11791

    Welcome Home to this Stunning, Beautifully Updated Ranch in a Highly Desirable and Convenient Syosset Location. Perfectly nestled on a picturesque corner property in a peaceful cul-de-sac and located within the Syosset School District. This exceptional rental offers the ideal blend of comfort and resort style living. All on one level you have the spacious living room with cathedral ceiling, sky

    Deborah Peseri Douglas Elliman Real Estate

    5 Cheshire Ave, Syosset, NY 11791
  • 20 Hemlock Dr, Farmingdale, NY 11735

    $720,000

    Sold Oct 09, 2025

    20 Hemlock Dr, Farmingdale, NY 11735

    • 5 Beds
    • 3 Baths
    • 1,200 Sq Ft
    • Built 1950

    Last Sold Summary

    • $600/SF
    • 14 Days On Market

    Current Estimated Value $740,725

    Last Listing Agent Derek Greene Greene Realty Group

    20 Hemlock Dr, Farmingdale, NY 11735
    • 2216 Route 106, Syosset, NY 11791

      Est $4,338,885

      Not Listed For Sale

      2216 Route 106, Syosset, NY 11791

      • 6 Beds
      • 6.5 Baths
      • 8,900 Sq Ft
      • Built 2006
      2216 Route 106, Syosset, NY 11791

      Last Sold Summary

      • 212 Days On Market

      Last Listing Agent Tiffany Ritcey Howard Hanna Coach

  • /13

    $759,900

    $20K PRICE DROP
    • 3 Beds
    • 4 Baths
    • 1,461 Sq Ft

    80 Elmwood St, Plainview, NY 11803

    Cape with 8 rooms 6 bed and 4 bath. Close to shopping, transportation and major roadways

    Agent Photo

    Mike Carroll

    RE/MAX Best

    80 Elmwood St, Plainview, NY 11803
  • /15

    $2,800 Per Month

    • 1 Bed
    • 1 Bath
    • 686 Sq Ft
    • Apartment for Rent

    1 Anchorage Ln Unit 2B, Oyster Bay, NY 11771

    Fabulous Top of the Harbour community, this delightful second-floor apartment is a true gem! Bathed in natural light, the apartment features an open layout, spacious closets, and a large bedroom fit for a queen-sized bed. Private entrance, laundry and storage on-site, ample parking, and close to the LIRR, restaurants, stores, park, and the beach, this apartment is exactly what you need to be

    Lara Roberts Compass Greater NY LLC

    1 Anchorage Ln Unit 2B, Oyster Bay, NY 11771
  • 650 Chicken Valley Rd, Locust Valley, NY 11560

    $6,175,000

    Sold Aug 18, 2025

    650 Chicken Valley Rd, Locust Valley, NY 11560

    • 6 Beds
    • 9 Baths
    • 8,500 Sq Ft
    • Built 2008

    Last Sold Summary

    • 9% Below List Price
    • $726/SF
    • 295 Days On Market

    Current Estimated Value $6,421,386

    Last Listing Agent Kieran Rodgers The Agency Northshore NY

    650 Chicken Valley Rd, Locust Valley, NY 11560
    • 15 Bayview St W, Massapequa, NY 11758

      Est $919,040

      Not Listed For Sale

      15 Bayview St W, Massapequa, NY 11758

      • 4 Beds
      • 2.5 Baths
      • 1,935 Sq Ft
      • Built 1956
      15 Bayview St W, Massapequa, NY 11758

      Last Sold Summary

      • 121 Days On Market

      Last Listing Agent Ginger Freck Douglas Elliman Real Estate

  • /41

    $879,000

    Pending
    • 5 Beds
    • 3 Baths
    • 2,137 Sq Ft

    2 Bridge Ln, Hicksville, NY 11801

    Welcome to your spacious and inviting home at 2 Bridge Ln, located in the heart of Hicksville, NY. This single-family property offers an impressive 2,137 square feet of living space, perfectly designed to accommodate all your needs and lifestyle, offering endless possibilities for extended living, entertaining, or creating the home you've always dreamed of. Situated on a huge corner property,

    Agent Photo

    Gina Fiorenze

    Compass Greater NY LLC

    2 Bridge Ln, Hicksville, NY 11801
  • /47

    $6,850 Per Month

    • 4 Beds
    • 2 Baths
    • 2,115 Sq Ft
    • House for Rent

    14 Harbor Ln, Glen Head, NY 11545

    Set on a beautiful flat oversized property this exceptional home offers blend of comfort and space and location. Close to shopping beaches and schools. Great for entertaining, relax poolside with your guests in the backyard oasis. Will consider 3-6 month lease. Available Immediately!

    Kim Gioia Douglas Elliman Real Estate

    14 Harbor Ln, Glen Head, NY 11545
  • 8 Dogwood Hill, Glen Head, NY 11545

    $7,450,000

    Sold Jun 18, 2026

    8 Dogwood Hill, Glen Head, NY 11545

    • 6 Beds
    • 8 Baths
    • 8,600 Sq Ft
    • Built 2025

    Last Sold Summary

    • 12% Below List Price
    • $866/SF
    • 244 Days On Market

    Current Estimated Value $3,782,000

    Last Listing Agent Joe Scavo Douglas Elliman Real Estate

    8 Dogwood Hill, Glen Head, NY 11545
    • 11 Seneca St W, Massapequa, NY 11758

      Est $866,178

      Not Listed For Sale

      11 Seneca St W, Massapequa, NY 11758

      • 3 Beds
      • 1.5 Baths
      • 1,165 Sq Ft
      • Built 1955
      11 Seneca St W, Massapequa, NY 11758

      Last Sold Summary

      • 41 Days On Market

      Last Listing Agent John Licari Stephen Joseph Properties

  • /43

    $1,200,000

    • 3 Beds
    • 2.5 Baths
    • 2,227 Sq Ft

    7 Vine St, Bayville, NY 11709

    Coastal Living !Discover the perfect blend of charm, comfort, and modern updates in this beautifully renovated and expanded Cape(primary bedroom and bath on first floor) , ideally situated in a quaint beach community with shopping, dining, and Marina. Thoughtfully redesigned with today's lifestyle in mind, this move-in-ready home offers spacious living areas, stylish finishes, and exceptional

    Agent Photo

    Linda Faraldo

    Daniel Gale Sothebys Intl Rlty

    7 Vine St, Bayville, NY 11709
  • /16

    $4,200 Per Month

    • 3 Beds
    • 1 Bath
    • 1,120 Sq Ft
    • House for Rent

    15 W Walnut St, Farmingdale, NY 11735

    Welcome home to this beautifully renovated first-floor 3-bedroom, 1-bath ranch offering the perfect blend of comfort, style, and convenience. Step inside to an open and inviting layout featuring a spacious kitchen with an island, stainless steel appliances, and a built-in electric fireplace that creates a warm focal point in the living space. The dining room features sliding glass doors that

    Erica Devargas Realty Connect USA LLC

    15 W Walnut St, Farmingdale, NY 11735
  • 8 Norgate Rd, Glen Head, NY 11545

    $3,200,000

    Sold Feb 25, 2026

    8 Norgate Rd, Glen Head, NY 11545

    • 6 Beds
    • 5.5 Baths
    • 6,018 Sq Ft
    • Built 2006

    Last Sold Summary

    • 18% Below List Price
    • $532/SF
    • 170 Days On Market

    Current Estimated Value $3,370,722

    Last Listing Agent Lei Liu Signature Premier Properties

    8 Norgate Rd, Glen Head, NY 11545
    • 11 Alhambra Rd, Massapequa, NY 11758

      Est $1,060,261

      Not Listed For Sale

      11 Alhambra Rd, Massapequa, NY 11758

      • 3 Beds
      • 2.5 Baths
      • 2,389 Sq Ft
      • Built 2006
      11 Alhambra Rd, Massapequa, NY 11758

      Last Sold Summary

      • 22 Days On Market

      Last Listing Agent Robert Barnes BERKSHIRE HATHAWAY

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