Oyster Bay Homes with Canal Access Waterfront

Welcome to Oyster Bay, a hidden gem nestled in the heart of Naples, Florida, within the picturesque Collier County. This exquisite waterfront community offers an idyllic lifestyle that seamlessly blends luxury with natural beauty. Imagine waking up to the gentle sound of waves lapping against your private dock, with stunning canal access right at your doorstep.

Oyster Bay is renowned for its beautifully designed homes that epitomize coastal living. Each residence is thoughtfully crafted to enhance the breathtaking surroundings, featuring spacious layouts, modern amenities, and panoramic views of the lush waterways. Whether you’re enjoying a sunset from your expansive patio or hosting friends in your gourmet kitchen, every moment spent in this community is a celebration of life by the water.

One of the standout features of Oyster Bay is its direct canal access, making it a paradise for boating enthusiasts and nature lovers alike. With navigable waterways leading to the Gulf of Mexico, residents can embark on adventures, whether it’s a leisurely cruise to nearby islands or a day of fishing in the open sea. The tranquil environment also attracts a variety of wildlife, offering a front-row seat to nature’s beauty.

In addition to its stunning homes and waterways, Oyster Bay is conveniently located near Naples’ vibrant downtown area, filled with upscale shopping, dining, and cultural attractions. Experience the perfect blend of relaxation and luxury in Oyster Bay, where your dream waterfront lifestyle awaits!

Newest Oyster Bay Homes with Canal Access Waterfront

$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 Avenue, Naples

$3,999,000

3 Beds ⋅ 4 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 Avenue, Naples

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