Oyster Bay Homes with Wooden Dock Exterior Features

Welcome to the enchanting neighborhood of Oyster Bay in Naples, Florida—a hidden gem nestled in the heart of Collier County. This picturesque community is renowned for its serene waterways, lush landscapes, and the quintessential Florida lifestyle. With its charming streets lined with swaying palm trees and vibrant tropical foliage, Oyster Bay offers an idyllic setting for those seeking tranquility and natural beauty.

One of the standout features of homes in Oyster Bay is their stunning wooden dock exteriors, perfect for boating enthusiasts and nature lovers alike. These private docks provide direct access to the pristine waters of Naples Bay, making it easy to embark on a leisurely afternoon of fishing, kayaking, or simply soaking up the sun on your own personal waterfront. Imagine sipping your morning coffee as you watch dolphins play and pelicans dive, all from the comfort of your backyard.

The neighborhood is also known for its close-knit community feel, where neighbors become friends and gatherings are a regular occurrence. With its proximity to the vibrant downtown Naples, residents can enjoy a plethora of dining, shopping, and cultural experiences just a short drive away. From upscale boutiques to gourmet restaurants, there’s always something to explore.

Whether you're looking to settle down in a beautiful waterfront home or seeking a vacation retreat, Oyster Bay offers a unique blend of luxury, comfort, and outdoor adventure. Come discover the charm of this exceptional neighborhood and experience the best of what Naples has to offer!

Newest Oyster Bay Homes with Wooden Dock Exterior Features

$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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