Oyster Bay Homes with Canal View

Oyster Bay Homes with Canal View

Welcome to Oyster Bay, a picturesque subdivision nestled in the heart of Naples, Florida. Known for its serene atmosphere and stunning natural beauty, Oyster Bay offers a unique blend of coastal living and suburban charm. This sought-after community is perfectly situated in Collier County, providing residents with easy access to the vibrant lifestyle that Naples is renowned for.

One of the standout features of Oyster Bay is its captivating homes with canal views. Imagine waking up each morning to the gentle sounds of water lapping against the shore, with breathtaking vistas right outside your window. These beautifully designed residences not only offer a serene escape but also the opportunity for boating and fishing right from your backyard. The canals weave through the neighborhood, creating a tranquil environment that feels like a private paradise.

Beyond the stunning views, Oyster Bay boasts a strong sense of community, with friendly neighbors and well-maintained common areas. Residents can enjoy leisurely strolls along the scenic pathways, or gather for community events that foster connections and camaraderie. With its close proximity to Naples' pristine beaches, upscale shopping, and gourmet dining, Oyster Bay truly embodies the essence of Florida living.

Whether you’re looking for a year-round residence or a seasonal getaway, the homes in Oyster Bay promise an idyllic lifestyle surrounded by nature’s beauty. Discover the charm of this exceptional community and experience the best of Naples living with a canal view that will take your breath away. Welcome home to Oyster Bay!

Newest Oyster Bay Homes with 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
$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
$1,499,000
3 Beds ⋅ 2 Baths ⋅ 226013181 MLS ⋅ Oyster Bay BLDG.
Completely renovated 3 bedroom, 2 bath, TURNKEY furnished BY ARHAUS, waterfront condo on Naples Bay with Direct Gulf access & 26 ft Boat Slip, NEW ROOF JULY 2026. The interior has been COMPLETELY RENOVATED and NEVER LIVED-IN with luxury finishes and elegant Arhaus furnishings throughout creating a stylish and functional living space including impact windows and doors. Second floor end unit with additional windows flood the home with natural light and stunning bay views. Outdoor living is elevated with a lanai overlooking the water perfect for enjoying spectacular sunsets from this tranquil setting. This boutique community consists of only 6 residences with low Condo Fees, offering a private exclusive atmosphere minutes to 5th Avenue, 3rd Street, the city's world class shopping, dining, arts and white sandy beaches.

1390 Chesapeake AVE Unit 1390, 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.