Oyster Bay Homes with Intersecting Canal View

Welcome to Oyster Bay, a hidden gem nestled in the heart of Naples, Florida. This picturesque neighborhood is renowned for its stunning waterfront properties, serene atmosphere, and vibrant community spirit. With its lush tropical landscapes and charming streets, Oyster Bay offers residents a tranquil retreat just minutes away from the bustling downtown Naples and its pristine beaches.

One of the standout features of this enchanting neighborhood is its breathtaking homes with intersecting canal views. Imagine waking up each morning to the gentle sounds of water lapping against your boat dock, with the sun casting a golden hue over the canals. These properties not only boast stunning vistas but also provide direct access to the waterways, making them ideal for boating enthusiasts and nature lovers alike. Whether you’re enjoying a quiet morning on your patio or hosting a lively gathering with friends, the picturesque scenery will leave a lasting impression.

Beyond the beautiful homes, Oyster Bay is a community that values connection and camaraderie. Residents enjoy a variety of amenities, including nearby parks, walking trails, and local shops, all while being just a stone’s throw away from the vibrant dining and entertainment options that Naples has to offer. With its perfect blend of natural beauty and modern conveniences, Oyster Bay is not just a place to live; it’s a lifestyle waiting to be embraced. Discover the charm of this exceptional neighborhood and make it your new home in paradise.

Newest Oyster Bay Homes with Intersecting Canal View

$3,395,000

3 Beds ⋅ 3 Baths ⋅ 226018001 MLS

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

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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The data relating to real estate for sale on this web site comes in part from the Broker Reciprocity Program (BR Program) of M.L.S. of Naples, Inc. Properties listed with brokerage firms other than this company are marked with the BR Program Icon or the BR House Icon and detailed information about them includes the name of the listing brokers. The properties displayed may not be all the properties available through the BR Program. The information provided is for consumers’ personal, non-commercial use and may not be used for any other purpose.