Oyster Bay Naples Real Estate : 2 Homes for Sale

Oyster Bay Naples Homes for Sale: 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.

Oyster Bay Naples Homes for Sale: New Metal Roof! No HOA fees! Private location 1 mile to downtown! Tucked away on a private street in the Royal Harbor area. 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.

Oyster Bay Naples Homes Under Contract: Discover an exquisite waterfront sanctuary at 1506 Jewel Box Avenue, perfectly positioned on one of Royal Harbor’s widest canals. This exceptional property offers an impressive 130 feet of total water frontage with two private docks and bridge-free access to Naples Bay and the Gulf waters—ideal for avid boaters seeking seamless adventures on the water. Completely transformed into a sophisticated modern masterpiece, this 2,777-square-foot residence has never flooded and sits at 10.25 feet elevation. Its design thoughtfully blends organic materials with cutting-edge smart technology, and every detail has been meticulously curated for beauty, functionality, and enduring value. The open living spaces feature soft hardwood floors, recessed LED lighting, upgraded interior doors, designer fixtures, and striking architectural ceiling beams. A desirable split floor plan centers around an expansive, panoramic screened lanai with a resort-style pool, promoting effortless transitions between formal and casual living, indoor elegance, and outdoor relaxation. The gourmet kitchen is a chef’s dream, equipped with premium brushed black Samsung appliances, natural stone countertops, soft-close wood cabinetry, a generous breakfast bar, convenient recessed charging station, and subtle under-cabinet toe-kick lighting. The luxurious primary suite serves as a private waterfront retreat, complete with serene canal views, dual walk-in closets, and a spa-inspired bathroom featuring a freestanding soaking tub, separate rain shower, dual vanities with backlit LED mirrors, and a state of the art smart toilet. On the opposite wing, two additional bright and spacious bedrooms offer ample closet space for ultimate privacy. A versatile fourth bedroom with double French doors doubles perfectly as a home office, den, or meditation room. The multifunctional laundry room elevates everyday convenience with custom cabinetry, a utility sink, built-in drying racks, and direct access to the climate-controlled two-car garage. Outdoor living is equally impressive, designed for year-round enjoyment. The pool area boasts a sun shelf, integrated spa, elevated swing seating, custom dynamic lighting, and built-in fountains. A third full bathroom is conveniently tucked under the covered lounge with a built-in gas fireplace. Landscape lighting creates magical ambiance throughout the entry garden, rear deck, and docks. What truly distinguishes this home is its unparalleled boating lifestyle. The rear features an expansive Trex deck with outdoor shower, sun lounge area, swim platform and a 65-foot dock. Across the street, an additional 65-foot dock includes a 30,000-pound boat lift and protective canopy, plus four bonus parking spaces. All this awaits on a peaceful, quiet street in the prestigious Royal Harbor neighborhood—minutes from downtown Naples’ world-class dining, shopping on 5th Avenue South, and pristine Gulf beaches. Experience refined coastal living at its finest!