Oyster Bay Homes with Boating Community Type

Welcome to Oyster Bay, a hidden gem nestled in the heart of Florida’s stunning coastline! This picturesque subdivision is not just a place to live; it’s a vibrant boating community that offers an unparalleled lifestyle for water enthusiasts and nature lovers alike.

Oyster Bay is renowned for its charming homes that harmoniously blend with the natural beauty of the surroundings. Each residence is thoughtfully designed, showcasing a variety of architectural styles that cater to diverse tastes. With spacious layouts, modern amenities, and serene outdoor spaces, these homes provide the perfect sanctuary for families and individuals seeking tranquility and comfort.

One of the standout features of Oyster Bay is its direct access to the water, making it a true haven for boating aficionados. Imagine waking up to the gentle sound of waves and the scent of salty air, with your boat just steps away from your doorstep. Whether you enjoy leisurely weekend cruises, fishing adventures, or simply soaking in the sunset from your boat, this community offers a lifestyle that embraces the joys of waterfront living.

Beyond the allure of boating, Oyster Bay boasts a welcoming community atmosphere, where neighbors become friends and families come together. With nearby parks, walking trails, and recreational facilities, there’s always something to do, whether it’s a family picnic, a morning jog, or a weekend gathering.

Discover the charm of Oyster Bay, where every day feels like a vacation, and the love for the water is woven into the fabric of community life. Come and explore your dream home in this idyllic boating paradise!

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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