Oyster Bay Homes with Wooden Dock Boat access

Welcome to Oyster Bay, a picturesque waterfront neighborhood nestled in the heart of Naples, Florida. Known for its serene ambiance and stunning natural beauty, Oyster Bay offers residents a unique blend of coastal living and suburban comfort. This charming community is characterized by its lush landscaping, winding waterways, and an inviting atmosphere that makes it a perfect retreat for families and retirees alike.

One of the standout features of Oyster Bay is its exceptional access to the Gulf of Mexico. Many homes in this idyllic neighborhood boast private wooden docks, providing residents with direct boat access to explore the stunning waterways and nearby islands. Whether you’re an avid fisherman, a boating enthusiast, or simply enjoy leisurely sunset cruises, having your own dock at home makes every day an adventure.

The homes in Oyster Bay are a testament to the area's allure, showcasing a variety of architectural styles that seamlessly blend with the natural surroundings. From modern waterfront estates to charming single-family homes, there’s something for everyone. Many properties feature expansive outdoor living spaces, perfect for entertaining or simply soaking up the Florida sun.

Beyond the waterfront, residents can enjoy the vibrant local culture that Naples has to offer, with its upscale shopping, gourmet dining, and pristine beaches just a short drive away. With its unique combination of natural beauty, waterfront access, and community spirit, Oyster Bay truly embodies the best of Naples living. Discover your dream home in this enchanting neighborhood and embrace the coastal lifestyle you’ve always desired!

Newest Oyster Bay Homes with Wooden Dock Boat access

$439,900

2 Beds ⋅ 2 Baths ⋅ 226023946 MLS ⋅ Chesapeake Landings BLDG.

Beautiful Waterfront condo completely remodeled and ideally situated on the Bay, offering Gulf access with no bridges. This stunning 2/2-unit features high-end appliances, an in-unit washer and dryer, hurricane impact windows and doors, and breathtaking water views. Located just 5 minutes from downtown 5th Avenue, you'll enjoy world-class dining, shopping, entertainment, and Naples white sand beaches. An exceptional opportunity to experience the ultimate Southwest Florida waterfront lifestyle.

1537 Chesapeake AVE Unit A-4, Naples

$3,999,000

3 Beds ⋅ 3.5 Baths ⋅ 226013587 MLS

Premier waterfront residence at 1510 Chesapeake Ave with direct, no bridge boating access to Naples Bay and the Gulf via Gordon Pass. Set along one of the widest and most navigable canals in Oyster Bay and Royal Harbor, this custom built concrete block home offers a true boater’s lifestyle with distinctive lighthouse inspired architecture and a striking presence. A large double entrance circular driveway and herringbone brick paver entry create a strong first impression. Inside, the home offers three bedrooms plus a den, three and a half baths, soaring ceilings, custom millwork, hand applied trompe l’oeil detail, and abundant natural light that showcases every inch of the interior. The den can easily function as a fourth bedroom. The primary suite and one guest bedroom open directly to the pool, while the additional guest room and den each feature covered outdoor sitting areas, creating a seamless connection to the waterfront setting. From there, the home flows naturally to the dock and spa, extending the living experience outdoors. The custom Ipe hardwood dock, widely regarded as the gold standard in waterfront decking, offers exceptional durability, low maintenance, timeless aesthetic appeal, and a premium gateway to the Gulf. The large garage includes an oversized storage closet, ideal for organizing fishing tackle, rods, boating gear, and other coastal lifestyle essentials. Never flooded and ideally located just minutes from Tin City, Bayfront, Cabana on the Bay, and Downtown Fifth Avenue, this property combines architectural character, premier canal frontage, and exceptional access by both land and water.

1510 Chesapeake AVE, Naples

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The data relating to real estate for sale on this web site comes in part from the Broker Reciprocity Program (BR Program) of M.L.S. of Naples, Inc. Properties listed with brokerage firms other than this company are marked with the BR Program Icon or the BR House Icon and detailed information about them includes the name of the listing brokers. The properties displayed may not be all the properties available through the BR Program. The information provided is for consumers’ personal, non-commercial use and may not be used for any other purpose.