Oyster Bay Homes with Boat Lift Boat access

Welcome to Oyster Bay, a charming waterfront subdivision nestled in the heart of Naples, Florida. This exclusive community offers a unique blend of luxury living and coastal charm, making it the perfect place to call home.

Located in Collier County, Oyster Bay is a hidden gem for those seeking a tranquil waterfront lifestyle. With direct access to the Gulf of Mexico, residents can enjoy boating, fishing, and water sports right from their backyard. Homes in Oyster Bay come equipped with boat lifts, making it easy to explore the pristine waters of Southwest Florida at your leisure.

In addition to its convenient boat access, Oyster Bay boasts a prime location near downtown Naples, where residents can indulge in upscale shopping, dining, and entertainment. The community is also just a short drive away from world-class golf courses, pristine beaches, and cultural attractions, offering a diverse range of activities for residents to enjoy.

Whether you're looking for a peaceful retreat or a waterfront playground, Oyster Bay has something for everyone. Come discover the beauty and serenity of waterfront living in this exclusive Naples community.

Newest Oyster Bay Homes with Boat Lift Boat access

$3,395,000

3 Beds ⋅ 3 Baths ⋅ 226018001 MLS ⋅ Oyster Bay BLDG.

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 ⋅ Oyster Bay BLDG.

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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