Oyster Bay Homes with Intersecting Canal View

Oyster Bay Homes with Intersecting Canal View

Welcome to Oyster Bay, a hidden gem nestled in the heart of Naples, Florida, where the serene beauty of intersecting canal views meets the vibrant lifestyle of coastal living. This charming neighborhood is known for its lush landscapes, friendly community atmosphere, and a perfect blend of tranquility and convenience.

Oyster Bay boasts a variety of stunning homes, many of which feature breathtaking views of the intersecting canals that weave through the area. Imagine waking up to the gentle sound of water lapping against your dock, with the sun casting a golden hue over your private slice of paradise. These homes are not just residences; they are gateways to a lifestyle filled with outdoor adventures, from boating and fishing to leisurely strolls along the water’s edge.

The neighborhood is conveniently located just minutes away from Naples' pristine beaches, upscale shopping, and gourmet dining options. Residents enjoy easy access to a wealth of recreational activities, including world-class golf courses and nature preserves. The vibrant downtown area is a cultural hub, offering art galleries, theaters, and seasonal events that bring the community together.

Families will appreciate the highly-rated schools in the area, as well as the welcoming atmosphere that makes Oyster Bay a great place to raise children. Whether you’re looking for a vacation home or a permanent residence, the allure of Oyster Bay lies not only in its picturesque views but also in its warm, inviting community. Come and discover the charm of Oyster Bay, where every day feels like a vacation!

Newest Oyster Bay Homes with Intersecting Canal View

$3,395,000
3 Beds ⋅ 3 Baths ⋅ 226018001 MLS ⋅ Oyster Bay BLDG.
Discover an exceptional waterfront retreat in the highly desirable location of Oyster Bay. This unique property offers a total of 160 feet of water frontage, 80 ft on the southern side and 80 feet on the northern side with two private boat docks, two lifts and bridge free access to Naples Bay and Gordon Pass- ideal for avid boaters and adventure seekers. This coastal charmer offers a perfect blend of timeless style, updated interior and open living spaces perfect for entertaining. Stunning water views and endless sunrises and sunsets with preferred southern exposure. This home has been meticulously maintained throughout the years making it an ideal full time/part time residence or an incredible opportunity for redevelopment. Enjoy close proximity to Downtown Naples, world class dining, shopping and beaches.

1420 Jewel Box Ave, Naples
$7,777,000
5 Beds ⋅ 6.5 Baths ⋅ 225065690 MLS ⋅ Oyster Bay BLDG.
Winner of the 2025 Sand Dollar award for Product Design of the Year for Single Family. Welcome to a visionary newly built 2025 contemporary trophy where Architectural Art Meets Waterfront Living. At 1100 Sandpiper design, nature, outdoor living, and technology converge in to timeless elegance. Just one mile from iconic 5th Avenue South and 1.8 miles from the Gulf Beaches, this modern waterfront marvel fuses bold architectural artistry with effortless indoor-outdoor living. With nearly 200 feet of direct Oyster Bay corner frontage, a 60-foot dock already in place (with room for more), and a sculptural form that commands attention from every angle, this is Naples’ ultimate statement home. Rooted in the five natural elements: water, air, earth, fire, and stone -the residence exists in perfect harmony with its environment. Water shimmers from every perspective. Bright light and air drifts through vast glass walls and open terraces. Earth blooms in the lush rooftop lawn and tropical gardens. Fire glows through eight fireplaces across the home. Over 7,500 square feet of natural stone, including 40+ full marble slabs, anchors the structure in enduring sophistication. Outdoor living rivals the interior with nearly equal finished square footage: fully screened waterfront lounges, sunrise and sunset terraces, and secluded open-air zones. The newly completed 1,500-square-foot rooftop sanctuary - complete with sunrise and sunset lounges framed by glass railings—creates a sky-level retreat beyond compare. Inside, nearly 4,000 square feet under air offer five bedrooms, five full baths and two custom half baths. Dual maste suites: one on each level - serve as spa-like havens with luxurious en suites and double vanities as well as a steam shower. 1500 square-foot wraparound terrace seamlessly merges the main living space with the outdoors. Nicknamed The Modern Taj Mahal designed by reendowed Stoff Cooney, this home’s gallery-like glass architecture and structural integrity are unmatched. Built with solid stainless-steel engineered commercial flood panels, it stands among Naples’ most resilient and forward-thinking waterfront builds. Sustainability and innovation shine through a high-output solar roof system with Tesla Powerwalls, a 30+ speaker high-fidelity audio network, and eight fireplaces, including a dramatic centerpiece framing the 12×14 hot tub. The grounds evoke a private resort—three poolside fire bowls, six sculptural water features, and 25+ rare exotic palms illuminated by 100+ warm custom landscape lights. This is far more than a luxury residence: it’s a living masterpiece where art, nature, and modern engineering coexist in perfect balance. Quite simply, Naples’ most visionary home with unprecedented levels of modern luxury & technology in every detail.

1100 Sandpiper St, Naples
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