Oyster Bay Homes with Boating Community Type

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 waterways and vibrant boating community, making it a perfect haven for water enthusiasts and nature lovers alike.

Oyster Bay boasts an array of stunning homes, many of which feature direct access to the pristine waters of the Gulf of Mexico. Imagine stepping out of your backyard and onto your boat, ready to explore the beautiful coastline or enjoy a leisurely afternoon fishing in the bay. The community is designed for those who appreciate the luxury of waterfront living, with many properties offering private docks and breathtaking views.

Beyond the allure of boating, Oyster Bay is enriched with lush landscapes, mature trees, and an inviting atmosphere that fosters a strong sense of community. Residents enjoy a laid-back lifestyle, with opportunities for outdoor activities like kayaking, paddleboarding, and leisurely strolls along the scenic waterfront. The nearby beaches, shopping districts, and fine dining options in Naples enhance the appeal of this idyllic neighborhood, making it a perfect blend of relaxation and convenience.

Whether you’re looking for a year-round residence or a seasonal retreat, Oyster Bay offers a unique lifestyle that harmonizes luxury living with the beauty of nature. Come explore the charm of this exceptional community and discover why Oyster Bay is the ideal place to call home in sunny Naples, Florida.

Newest Oyster Bay Homes with Boating Community Type

1095 Sandpiper ST, Naples $3,295,000

MUST-SEE FULLY REMODELED WATERFRONT HOME — DESIGNED TO THE MAX! Prepare to be impressed by this extraordinary, fully remodeled home where luxury, sophistication, a...

3 Beds
2 Baths
226030870 MLS

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 $399,900 ▼

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.

1200 Cherrystone CT Unit B108, Naples image

1200 Cherrystone CT Unit B108, Naples — Cherrystone Court $399,000 ▼

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.

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.

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

1302 CHESAPEAKE AVE Unit A3, Naples image

1302 CHESAPEAKE AVE Unit A3, Naples — Chesapeake Point $995,000 ▼

A rare opportunity of a one-of-one property in the highly sought-after Oyster Bay enclave of Naples. Perfectly positioned on the shimmering waters of Naples Bay, this exc...

2 Beds
2 Baths
226008397 MLS
Chesapeake Point Bldg.

1595 Curlew AVE Unit 4, Naples — Granada $570,000 ▼

Low HOA dues include flood insurance! Presenting the fully furnished and renovated 08/24 waterfront property you have been waiting for! Rarely available, this property is...

2 Beds
2 Baths
226004747 MLS
Granada Bldg.

1575 Curlew AVE W Unit 1, Naples — Granada $459,000 ▼

A hidden gem with waterfront dock with room for small 16 ft boat just over a mile from 5th Ave.This totally renovated unit, 1 story condo corner unit lives as as a priva...

2 Beds
2 Baths
226003015 MLS
Granada Bldg.

1517 Chesapeake AVE Unit B3, Naples image

1517 Chesapeake AVE Unit B3, Naples — Chesapeake Landings $399,000 ▼

RENOVATED WATERFRONT CONDO – DIRECT GULF ACCESS – TURNKEY FURNISHED! Nestled on a picturesque street lined with majestic banyan trees, this fully renovated two-bedroom, t...

2 Beds
2 Baths
225071695 MLS
Chesapeake Landings Bldg.

1405 Curlew AVE Unit 3, Naples — Granada $685,000 ▼

A BOATER’S HAVEN!! Includes an assigned 26 Foot Boat Slip with a 10,000 lb. Lift - no bridges to Gulf and just 4 steps off Lanai to your boat This completely renovated 1....

2 Beds
2 Baths
225019016 MLS
Granada Bldg.