Oyster Bay Real Estate

Oyster Bay Real Estate

Welcome to Oyster Bay, a hidden gem nestled in the heart of Naples, Florida, within the picturesque Collier County. This charming subdivision offers a perfect blend of coastal living and serene suburban comfort, making it an ideal destination for families, retirees, and anyone seeking a peaceful retreat.

Oyster Bay is renowned for its stunning waterfront properties, with many homes boasting breathtaking views of the bay and direct access to the sparkling waters of the Gulf of Mexico. Imagine waking up to the gentle sound of waves lapping against your dock, with the sun rising over the horizon, casting a golden glow on your private paradise.

The neighborhood is characterized by its lush landscapes, mature trees, and beautifully manicured lawns, providing a tranquil atmosphere that invites outdoor living. Residents enjoy a variety of recreational activities, including boating, fishing, and kayaking, all just steps from their front doors. The nearby beaches of Naples, known for their powdery white sand and crystal-clear waters, are just a short drive away, allowing for endless days of sun and relaxation.

In addition to its natural beauty, Oyster Bay is conveniently located near world-class dining, shopping, and entertainment options. The vibrant downtown Naples area is just minutes away, offering an array of boutiques, art galleries, and gourmet restaurants to satisfy every palate.

Whether you’re looking for a vacation home or a permanent residence, Oyster Bay promises a lifestyle of luxury and leisure in one of Florida's most desirable locations. Come discover the charm of Oyster Bay, where every day feels like a vacation!

Newest Listings in Oyster Bay

3 Beds ⋅ 2 Baths ⋅ Oyster Bay SubDv.

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 Beds ⋅ 4 Baths ⋅ Oyster Bay SubDv.

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

2 Beds ⋅ 2 Baths ⋅ Oyster Bay SubDv.

New Metal Roof! No HOA fees! Private location 1 mile to downtown! Tucked away on a private street in the Royal Harbor area. Boat slips available for lease nearby! Beautiful Old Florida multi-level home with double garage, bonus ground-floor guest/mother-in-law suite with spacious open area, private bath and screened lanai. Spacious and sunny great room design with island kitchen, screened lanai and open deck. The top-quality finishes, open layout and exceptional location near upscale shopping dining and the white sandy Gulf beaches make this home the perfect opportunity to live the Naples lifestyle.

1225 Sandpiper Street, Naples

Start Your Search