Oyster Bay Homes with Boat Lift Exterior Features

Welcome to Oyster Bay, a hidden gem nestled in the picturesque city of Naples, Florida, within the beautiful Collier County. This charming subdivision offers a unique blend of coastal living and suburban comfort, making it an ideal destination for those seeking a tranquil lifestyle with easy access to the vibrant amenities of Naples.

Oyster Bay is renowned for its stunning waterfront properties, many of which come equipped with boat lifts, allowing residents to embrace the ultimate Florida lifestyle. Imagine stepping out of your beautifully designed home and onto your private dock, ready to set sail into the sparkling waters of the Gulf of Mexico. Whether you’re an avid fisherman, a boating enthusiast, or simply enjoy the serenity of waterfront views, these homes offer an unparalleled connection to nature.

The architectural styles in Oyster Bay are as diverse as its residents, featuring everything from modern coastal designs to classic Floridian aesthetics. Each property is thoughtfully designed to maximize outdoor living, with spacious patios and lush landscaping that invite you to soak in the sun or entertain friends and family.

Beyond the stunning homes, Oyster Bay is conveniently located near some of Naples’ best attractions, including world-class dining, shopping, and pristine beaches. The community is known for its friendly atmosphere, where neighbors become friends, and every day feels like a vacation.

Experience the best of waterfront living in Oyster Bay—where your dream home with a boat lift awaits, and the beauty of Florida is right at your doorstep. Come explore the possibilities and start your next chapter in this idyllic community!

Newest Oyster Bay Homes with Boat Lift Exterior Features

$3,395,000

3 Beds ⋅ 3 Baths ⋅ 226018001 MLS

Discover an exceptional waterfront retreat in the highly desirable location of Oyster Bay. This unique property offers a total of 160 feet of water frontage, 80 ft on the southern side and 80 feet on the northern side with two private boat docks, two lifts and bridge free access to Naples Bay and Gordon Pass- ideal for avid boaters and adventure seekers. This coastal charmer offers a perfect blend of timeless style, updated interior and open living spaces perfect for entertaining. Stunning water views and endless sunrises and sunsets with preferred southern exposure. This home has been meticulously maintained throughout the years making it an ideal full time/part time residence or an incredible opportunity for redevelopment. Enjoy close proximity to Downtown Naples, world class dining, shopping and beaches.

1420 Jewel Box AVE, 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.