Oyster Bay Homes with Attic Interior

Welcome to Oyster Bay, a hidden gem nestled in the enchanting city of Naples, Florida, within Collier County. This vibrant community offers a unique blend of serene coastal living and modern convenience, making it a coveted destination for homebuyers seeking the perfect escape.

Oyster Bay is renowned for its stunning homes that boast exceptional architectural designs, including the coveted attic interiors. These thoughtfully designed spaces not only enhance the aesthetic appeal of the homes but also provide a versatile area perfect for storage, a cozy reading nook, or even a dedicated workspace. Imagine the possibilities that await you in an attic that captures the charm of the Florida sun while offering a tranquil retreat.

The community is enveloped by lush landscapes and picturesque waterways, creating an idyllic backdrop for outdoor enthusiasts and nature lovers alike. With easy access to pristine beaches, world-class dining, and upscale shopping, residents of Oyster Bay enjoy the best that Naples has to offer. Whether you're taking a leisurely stroll along the shoreline or indulging in a culinary delight at one of the local eateries, life in Oyster Bay is nothing short of extraordinary.

As you explore the homes in this delightful community, you'll find that each property is designed with comfort and elegance in mind. With spacious layouts, modern amenities, and those charming attic interiors, Oyster Bay is more than just a place to live—it's a lifestyle. Come discover your dream home in this enchanting Naples neighborhood, where coastal living meets sophisticated elegance. Welcome home to Oyster Bay!

Newest Oyster Bay Homes with Attic Interior

$7,995,000

5 Beds ⋅ 6 Baths ⋅ 226032953 MLS

Brand-new contemporary construction minutes from Fifth Avenue South, the heart of Naples. Designed by award-winning Greg Weber of South Florida Design, this three-story residence runs nearly 8,000 square feet under roof, including nearly 4,400 square feet of elevated living area. A dramatic three-story glass entry opens to five bedrooms, five full baths, a powder room and a private elevator serving every floor. The fifth bedroom is presently appointed as a private office, an elegant work-from-home retreat that reverts to a guest suite whenever needed. The living, dining and kitchen face west towards the water, placing the harbor and the sunset in view from the moment you step inside. Walls of glass, soaring ceilings, custom built-ins and exceptional lighting throughout. The chef's kitchen pairs custom cabinetry with an oversized island, a professional gas range, integrated appliances and a separate wet bar built for entertaining. The primary suite is a quiet sanctuary, with abundant natural light, a spa-inspired bath and custom boutique-scale closets. An east–west sightline runs to the outdoor living spaces, where an outdoor kitchen, relaxed seating, TV and fireplace overlook the elevated heated pool and spa for year-round enjoyment. Mature tropical landscaping and privacy screening make it feel enclosed and entirely private. The ground level offers what other homes do not: a climate-controlled four-car tandem garage alongside ~1,600 square feet of finished, fully conditioned storage with direct interior access — rare square footage in Naples. A reinforced perimeter landscape wall surrounds the property, with an integrated flood panel system and whole-house backup power for added peace of mind. The deeded boat slip is directly across the street, just out the front door, with a private lift, a City-maintained seawall and no-bridge access to Naples Bay and the Gulf. No canal turns, no clearance math, no bridge waits. Offered fully furnished. Fifth Avenue South dining, galleries, shopping and the beach are minutes away, with Naples and Fort Myers airports an easy drive. New, elevated, west-facing, downtown-adjacent, and boat-ready on day one.

1085 SANDPIPER Street, Naples

$3,899,000

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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