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 charming waterfront community offers an idyllic lifestyle that harmonizes luxury and nature, making it a coveted destination for homebuyers seeking the ultimate Florida experience.

Oyster Bay is renowned for its stunning homes with canal access, providing residents with a unique opportunity to enjoy the tranquility of waterfront living. Imagine waking up to the gentle sounds of water lapping against your dock, with direct access to the beautiful waterways that lead to the Gulf of Mexico. Whether you're an avid boater, fisherman, or simply someone who enjoys the serene views, these homes are a perfect fit for your lifestyle.

The community features a variety of architectural styles, from modern masterpieces to classic Floridian designs, ensuring that there's something for everyone. Each property is thoughtfully designed to maximize the breathtaking views and outdoor living spaces, allowing residents to fully embrace the warm Florida sun.

Beyond the stunning homes, Oyster Bay boasts a vibrant community atmosphere. With its proximity to Naples' renowned shopping, dining, and entertainment options, you’ll find that everything you need is just a short drive away. Explore the beautiful beaches, enjoy fine dining along Fifth Avenue South, or indulge in the local arts scene – the possibilities are endless!

Discover the charm and allure of Oyster Bay, where waterfront living meets the best of coastal Florida. Your dream home awaits in this enchanting community!

Newest Oyster Bay Homes with Canal Access Waterfront

$3,295,000

3 Beds ⋅ 2 Baths ⋅ 226030870 MLS

MUST-SEE FULLY REMODELED WATERFRONT HOME — DESIGNED TO THE MAX! Prepare to be impressed by this extraordinary, fully remodeled home where luxury, sophistication, and the ultimate Naples lifestyle come together. Every detail has been thoughtfully designed and beautifully executed, creating a truly exceptional residence that is partially furnished and move-in ready. The stunning chef’s kitchen is the heart of the home, featuring high-end appliances, designer fixtures, custom finishes, and an impressive 14-foot island that provides the perfect gathering space for family and guests. The open, sophisticated design seamlessly connects the kitchen to the main living areas, creating a spectacular setting for both everyday living and entertaining. Step outside to the expansive marble front patio, where breathtaking views of the bay create an unforgettable backdrop. With two boat slips, this property offers an incredible opportunity for boating enthusiasts to enjoy the waterfront lifestyle right from home. The large backyard patio is an entertainer’s dream, complemented by a heated saltwater pool perfect for relaxing, dining, and hosting guests. Whether enjoying a quiet afternoon by the pool or entertaining friends and family, this outdoor space is designed to make the most of the beautiful Naples lifestyle. Additional upgrades include a new roof and new custom wrought-iron doors, adding timeless elegance and peace of mind. No detail was overlooked in this exceptional renovation. Ideally located in the heart of Naples, this remarkable property puts you close to the best the area has to offer while providing the luxury, waterfront setting, and boating lifestyle you've been searching for. This is more than a home — it’s a Naples lifestyle. Truly a must-see!

1095 Sandpiper Street, 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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