Oyster Bay Homes with Boating Community Type

Welcome to Oyster Bay, a picturesque subdivision nestled in the heart of Naples, Florida, within the stunning Collier County. Known for its serene waterways and lush tropical landscapes, Oyster Bay is the perfect blend of coastal charm and luxurious living, making it a highly sought-after community for those who appreciate both nature and elegance.

Oyster Bay is renowned for its boating community, offering residents unparalleled access to the Gulf of Mexico. With private docks and navigable waterways right at your doorstep, this neighborhood is a haven for boating enthusiasts and water lovers alike. Picture yourself setting sail from your backyard, exploring the pristine coastline, or enjoying a sunset cruise with friends and family. The sense of adventure and tranquility that comes with living in a boating community is truly unmatched.

The homes in Oyster Bay are a testament to refined living, showcasing a variety of architectural styles that blend seamlessly with the natural surroundings. From charming waterfront cottages to expansive luxury estates, there is something for everyone in this vibrant community. Each home is designed with an eye for detail, featuring spacious layouts, modern amenities, and breathtaking views that capture the essence of Florida living.

Beyond the allure of the waterways, Oyster Bay offers convenient access to Naples' renowned dining, shopping, and cultural attractions. Whether you’re enjoying a day at the beach, exploring local art galleries, or indulging in gourmet cuisine, you’ll find that life in Oyster Bay is as enriching as it is enjoyable.

Discover the magic of Oyster Bay, where your dream home awaits amidst a community that celebrates the beauty of waterfront living. Embrace the lifestyle you’ve always dreamed of in this exceptional Naples neighborhood!

Newest Oyster Bay Homes with Boating Community Type

$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 ST, 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.