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The community of Oyster Bay is situated in Naples. Ideally situated for access to all of the Naples area facilities and advantages available.

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19 listings match your search criteria.
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Active
1125 Little Neck Ct Naples
$375,000
  • 2Bedrooms
  • 2Bathrooms
  • 1140Sq Ft
  • 1980Year Built
$375,000

BEST PRICED WATERFRONT CONDO IN THE SANDPIPER AREA! Boaters will appreciate the 27-foot deeded boat dock complete with water and power, providing direct, bridge-free access to the Gulf of Mexico. This top-floor, end-unit residence at Four Winds on Naples Bay offers 2 bedrooms and 2 bathrooms in a prime location set across 5 beautifully maintained…

Active
1510 Chesapeake Ave Naples
$4,349,000
  • 3Bedrooms
  • 3 + 1 HalfBathrooms
  • 3062Sq Ft
  • 2002Year Built
$4,349,000

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 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…

Active
1417 Chesapeake Ave Naples
$512,000
  • 2Bedrooms
  • 2Bathrooms
  • 1028Sq Ft
  • 1969Year Built
$512,000

Deeded 25-ft boat dock included-your direct access to Naples Bay! This furnished, top floor 2-bedroom, 2-bath contemporary condo sits in a charming two-story, canal front building perfect for boaters and those seeking easy coastal living. Both bedrooms are en-suite, offering comfort and privacy, with the primary suite featuring a walk-in closet. The updated interior includes upgraded appliances, granite…

Active
1225 Sandpiper St Naples
$989,000
  • 2Bedrooms
  • 2Bathrooms
  • 1624Sq Ft
  • 1984Year Built
$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. Beautiful Old Florida multi-level home with double garage, bonus ground-floor guest/mother-in-law suite with spacious open area, private bath and screened lanai. Spacious and sunny great room design with island…

Active
1195 Clam Ct Naples
$420,000
  • 2Bedrooms
  • 2Bathrooms
  • 886Sq Ft
  • 1970Year Built
$420,000

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 shops and dining—and a short stroll to Naples’ white sandy beaches—this residence blends charm, convenience, and coastal lifestyle. Enjoy tranquil canal views and direct Gulf access with no bridges—a true boater’s paradise.…

Active
1686 Blue Point Ave Naples
$749,000
  • 2Bedrooms
  • 2Bathrooms
  • 1198Sq Ft
  • 1970Year Built
$749,000

COMPLETELY RENOVATED 2/2, end unit condo with beautiful views located in Oyster Bay!!!! Boat Slips available for lease from the community for only $300.00 per year!!!!! Brand New Seawall, Dock and Roof installed in 2025!!! You can walk to Olde Naples or enjoy time out on the dock. Extremely peaceful! Low density! The…

Active
1400 Blue Point Ave Naples
$779,000
  • 2Bedrooms
  • 2 + 1 HalfBathrooms
  • 1960Sq Ft
  • 1980Year Built
$779,000

Stop dreaming and start living location, elegance and boater's paradise are converged in this 1,960-square-foot Royal Harbor gem! This isn't just a condominium, it's a direct Gulf-access lifestyle with no bridges standing between you and open water. Whether you're guiding your boat from your private 28-foot dock to Keewaydin island or enjoying sunset views of…

Active
1302 Chesapeake Ave Naples
$1,099,000
  • 2Bedrooms
  • 2Bathrooms
  • 1450Sq Ft
  • 1979Year Built
$1,099,000

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 exceptional waterfront residence captures truly breathtaking, unobstructed bay views, modern elegance, and direct boating access to the Gulf. Completely renovated and thoughtfully reimagined, the home offers stunning vistas from nearly…

Active
1417 Chesapeake Ave Naples
$439,900
  • 2Bedrooms
  • 2Bathrooms
  • 913Sq Ft
  • 1968Year Built
$439,900

Enjoy serene Royal Harbor waterfront living where sparkling canal views, passing boats, and modern design create an exceptional Naples coastal retreat just minutes from Old Naples world-class beaches, shopping and dining. Set along a scenic canal in prestigious Royal Harbor, this beautifully reimagined residence delivers refined waterfront living with tranquil views and exceptional upgrades. Extensively…

Active
1200 Cherrystone Ct Naples
$425,000
  • 2Bedrooms
  • 2Bathrooms
  • 1276Sq Ft
  • 1974Year Built
$425,000

NEW DEEDED BOAT DOCK with Royal Harbor condo for $425K! Amazing price point for this area of town! Condo comes with a brand new 30' deeded boat dock with direct access and no bridges to Naples Bay! Perfect for a permanent home, a peaceful escape, or use for investment purposes. This is your chance to…

Active
1405 Curlew Ave Naples
$685,000
  • 2Bedrooms
  • 2Bathrooms
  • 1100Sq Ft
  • 1970Year Built
$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 1.5 bdrm./2 bath condo is a truly must see for the most discerning buyer. Some upgrades and renovations include, porcelain tile flooring throughout,…

Active
1686 Blue Point Ave Naples
$389,000
  • 2Bedrooms
  • 2Bathrooms
  • 1102Sq Ft
  • 1968Year Built
$389,000

Investor and Boaters Dream! Best-priced waterfront condo with dock access in Naples! Completely renovated 2BR/2BA end-unit in the highly desirable Blue Point community in Oyster Bay/Royal Harbor. Boat slips available to lease for only $300/year with direct dock access steps from the unit—ideal for boaters. This first-floor residence offers a split-bedroom layout, new LPV…

Active
1595 Curlew Ave Naples
$570,000
  • 2Bedrooms
  • 2Bathrooms
  • 975Sq Ft
  • 1970Year Built
$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 directly on the water, providing direct gulf access, a large outdoor living space and deeded dock. This property lives extremely private. Peace of mind is assured with impact windows and…

Active
1200 Cherrystone Ct Naples
$565,000
  • 2Bedrooms
  • 2Bathrooms
  • 1276Sq Ft
  • 1975Year Built
$565,000

This two-bedroom, two-bathroom condo is professionally remodeled, fully furnished, and stayed high and dry during hurricanes, offering everything you need for your Gulf Coast living lifestyle. It has undergone a complete transformation, featuring an expanded kitchen, bathrooms, flooring, appliances, and a complete electrical overhaul (new sliding glass doors will be installed soon). The new space…

Active
1575 Curlew Ave Naples
$485,000
  • 2Bedrooms
  • 2Bathrooms
  • 975Sq Ft
  • 1969Year Built
$485,000

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 private home.Walk into an open foyer that could be a breakfast area, wine bar, or work space area. The white tiles throughout…

Active
1519 Chesapeake Ave Naples
$429,000
  • 2Bedrooms
  • 2Bathrooms
  • 1080Sq Ft
  • 1973Year Built
$429,000

Discover the privacy of condo living with the rare luxury of direct Gulf access from your own dock. This light-filled, fully updated 2-bedroom, 2-bath condominium in the desirable Oyster Bay neighborhood offers the ideal boater’s lifestyle with northwest exposure and beautiful sunset-glow views down the channel. Modern and inviting, the residence features tile flooring throughout, renovated…

Active
1425 Curlew Ave Naples
$429,900
  • 2Bedrooms
  • 2Bathrooms
  • 975Sq Ft
  • 1970Year Built
$429,900

.This charming, Renovated, first-floor, 2-bedroom, 2-bath end-unit condo comes with an assigned boat dock for up to a 25 feet boat, seawall was replaced in 2020. Good for 50 years. Perfect for those seeking a serene escape. The contemporary kitchen features new white cabinetry, sleek quartz countertops, modern cabinet pulls, custom lighting. Updates throughout include…

Active
1506 Jewel Box Ave Naples
$3,950,000
  • 4Bedrooms
  • 3Bathrooms
  • 2777Sq Ft
  • 1995Year Built
$3,950,000

Discover an exquisite waterfront sanctuary at 1506 Jewel Box Avenue, perfectly positioned on one of Royal Harbor’s widest canals. This exceptional property offers an impressive 130 feet of total water frontage with two private docks and bridge-free access to Naples Bay and the Gulf waters—ideal for avid boaters seeking seamless adventures on the water. …

Active
1540 Blue Point Ave Naples
$1,250,000
  • 3Bedrooms
  • 2Bathrooms
  • 1752Sq Ft
  • 2007Year Built
$1,250,000

Nestled in the highly sought-after Oyster Bay neighborhood, this beautifully renovated top-floor condo offers the perfect blend of waterfront living and modern design. Located on a quiet canal with direct access to Naples Bay and the Gulf—no bridges—this rare opportunity includes a 24-foot deeded boat slip, ideal for enjoying the tranquil backwaters or heading out…

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