Oyster Bay Homes with Wooden Dock Boat access

Welcome to Oyster Bay, a hidden gem nestled in the heart of Naples, Florida, within the beautiful Collier County. This picturesque subdivision offers an idyllic blend of coastal living and serene suburban charm, making it a perfect haven for families, retirees, and anyone seeking a tranquil lifestyle.

Oyster Bay is renowned for its stunning waterfront properties, many of which feature private wooden docks that provide direct access to the sparkling waters of Naples Bay. Imagine waking up to the gentle sounds of the waves and the warm glow of the Florida sun as you prepare for a day of boating, fishing, or simply enjoying the breathtaking views. With your own dock, the possibilities for adventure are endless—cruise along the coast, explore nearby islands, or anchor your boat for a day of relaxation and fun in the sun.

The homes in Oyster Bay are beautifully designed, reflecting the elegance and sophistication that Naples is known for. Many residences boast spacious layouts, modern amenities, and lush landscaping, creating a perfect backdrop for both entertaining and quiet family moments. Whether you’re looking for a cozy retreat or a grand estate, the variety of homes available ensures there’s something to suit every taste.

In addition to its stunning properties, Oyster Bay is conveniently located near Naples’ vibrant dining, shopping, and cultural scene. Enjoy the best of both worlds—secluded living with easy access to all that this charming city has to offer. Discover your dream home in Oyster Bay, where coastal elegance meets the tranquility of Florida living.

Newest Oyster Bay Homes with Wooden Dock Boat access

$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.