Oyster Bay Real Estate

Welcome to Oyster Bay, a hidden gem nestled in the heart of Naples, Florida, within the picturesque Collier County. This charming neighborhood is renowned for its serene waterfront properties and lush landscapes, making it a coveted destination for those seeking a tranquil lifestyle without sacrificing the vibrancy of city living.

Oyster Bay boasts a unique blend of natural beauty and modern conveniences. Residents enjoy easy access to the stunning Gulf Coast beaches, where soft sands and azure waters beckon for sun-soaked days and sunset strolls. The area is also dotted with scenic parks and nature preserves, offering ample opportunities for outdoor enthusiasts to explore hiking trails, go kayaking, or simply bask in the beauty of Florida’s diverse ecosystems.

The community is characterized by its upscale homes, many of which feature private docks and breathtaking views of the bay, perfect for boating enthusiasts and those who appreciate waterfront living. With a strong sense of community, Oyster Bay hosts a variety of social events and gatherings, fostering a friendly atmosphere where neighbors become friends.

Culinary delights and shopping experiences are just around the corner, with Naples’ renowned restaurants and boutiques a short drive away. Whether you’re indulging in fresh seafood or exploring the local art scene, there’s always something to discover.

In Oyster Bay, you’ll find not just a home, but a lifestyle enriched by nature, community, and the allure of coastal living. Come and experience the magic of this enchanting neighborhood, where every day feels like a vacation.

Newest Listings in Oyster Bay

1417 Chesapeake AVE Unit 106, Naples image

1417 Chesapeake AVE Unit 106, Naples — Chesapeake Manor $449,900

Experience the best of Naples waterfront living in this beautifully remodeled residence in the prestigious Royal Harbor community. Offering tranquil canal views, passing ...

2 Beds
2 Baths
226026545 MLS
Chesapeake Manor Bldg.

1435 Blue Point AVE Unit 1435, Naples image

1435 Blue Point AVE Unit 1435, Naples — Oyster Bay Manor $749,900

Experience the ultimate Naples lifestyle from this beautifully positioned two-bedroom, two-bath waterfront condominium offering deep-water direct Gulf access and your own...

2 Beds
2 Baths
226025599 MLS
Oyster Bay Manor Bldg.

1537 Chesapeake AVE Unit A-4, Naples image

1537 Chesapeake AVE Unit A-4, Naples — Chesapeake Landings $439,900

Beautiful Waterfront condo completely remodeled and ideally situated on the Bay, offering Gulf access with no bridges. This stunning 2/2-unit features high-end appliances...

2 Beds
2 Baths
226023946 MLS
Chesapeake Landings Bldg.

96600 & 96588 Soap Creek, Fernandina Beach image

96600 & 96588 Soap Creek, Fernandina Beach $550,000

Discover a rare opportunity to own two contiguous premier marsh front homesites in the highly sought after Oyster Bay Harbour community. With two lots, buyers have the o...

2026024008 MLS

1200 Cherrystone CT Unit B108, Naples image

1200 Cherrystone CT Unit B108, Naples — Cherrystone Court $400,000 ▼

Strategically located end-unit waterfront condo with extra windows, canal views, and an incredible boating setup in Naples. This charming first-floor 2-bedroom, 2-bath re...

2 Beds
2 Baths
226021302 MLS
Cherrystone Court Bldg.

1379 Chesapeake AVE Unit A4, Naples image

1379 Chesapeake AVE Unit A4, Naples — Casa Granada $425,000

One or more photo(s) has been virtually staged, AI generated or rendered. Experience exceptional waterfront living in this fully renovated condominium offering direct Gu...

2 Beds
2 Baths
226018784 MLS
Casa Granada Bldg.

1420 Jewel Box AVE, Naples $3,395,000

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...

3 Beds
3 Baths
226018001 MLS

1100 Little Neck CT Unit F52, Naples image

1100 Little Neck CT Unit F52, Naples — Four Winds $649,900

Step into this move-in-ready, well maintained, fully updated condo and experience the best of Naples waterfront living. This 2-bedroom, 2-bath home sits directly on a can...

2 Beds
2 Baths
226016825 MLS
Four Winds Bldg.

1200 Blue Point AVE Unit A2, Naples image

1200 Blue Point AVE Unit A2, Naples — Four Winds $649,000 ▼

Welcome to your Waterfront Escape with BOAT LIFT - this beautifully maintained first-floor, 3-bedroom, 2-bathroom furnished condo offers the perfect blend of comfort, con...

3 Beds
2 Baths
226016242 MLS
Four Winds Bldg.

1510 Chesapeake AVE, Naples $3,999,000 ▼

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...

3 Beds
3.5 Baths
226013587 MLS

1225 Sandpiper ST, Naples $989,000

New Metal Roof! No HOA fees! Private location 1 mile to downtown! Tucked away on a private street in the Royal Harbor area. Boat slips available for lease nearby! Beaut...

2 Beds
2 Baths
226012455 MLS

1195 Clam CT Unit 202, Naples — Clam Court $399,900 ▼

Experience boutique waterfront living in this rare 6-unit condo association, perfectly situated in the heart of Naples. Just minutes from the world-famous 5th Avenue sho...

2 Beds
2 Baths
226012606 MLS
Clam Court Bldg.