Oyster Bay
The community of Oyster Bay is found in Naples. Wonderfully situated for access to all of the Naples area amenities and advantages has to offer.
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1519 Chesapeake Naples
$489,000
Low Rise (1-3)
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…
1425 Curlew Naples
$429,900
Low Rise (1-3)
.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…
1165 Clam Naples
$659,000
Low Rise (1-3)
Bridge-free Gulf access meets true condo convenience: this spacious 3-bedroom, 2.5-bath, two-story residence offers approx. 1,835 sq ft and includes an assigned 40’ boat slip with water and electric at the dock. The oversized living…
1506 Jewel Box Naples
$4,200,000
Single Family Residence
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…
1686 Blue Point Naples
$379,000
Low Rise (1-3)
Waterfront condo in the heart of Bayshore Arts District, offering an ideal location, turnkey readiness, and a prime investment opportunity! Whether you are seeking a second home, vacation rental, or permanent residence, this turnkey condo…
1200 Blue Point Naples
$449,900
Low Rise (1-3)
Discover your ideal retreat with this exceptional three-bedroom, two-bath waterfront condominium, offering direct deep-water access to the stunning Gulf of Mexico. Boat slips available for lease. On picturesque Naples Bay, this property features breathtaking views…
1510 Chesapeake Naples
$4,349,000
Single Family Residence
Premier waterfront residence positioned on the Jewel Box Canal, offering direct, no-bridge boating access to Naples Bay and the Gulf of America via Gordon Pass. The Jewel Box Canal is among the widest, deepest, and…
1302 Chesapeake Naples
$1,235,000
Low Rise (1-3)
Unrivaled Views. Unmatched Lifestyle. Welcome to your dream coastal retreat in the heart of Naples' coveted Oyster Bay, where breathtaking views and refined updates come together in perfect harmony. This beautifully renovated 2-bedroom + den,…
1540 Blue Point Naples
$1,495,000
Low Rise (1-3)
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…
1550 Chesapeake Naples
$4,400,000
Single Family Residence
Experience waterfront living in this stunning four-bedroom ranch-style residence offering direct, deep-water Gulf access and exceptional privacy. This high and dry property has never experience any storm flooding or damage. Positioned with desirable southern exposure,…
1180 Clam Naples
$1,679,000
Villa Attached
Luxury and lifestyle meet in this stunning, elegant, and serene waterfront villa. This captivating end-unit villa in Oyster Bay offers sweeping western sunset views and direct Gulf-access waterfrontage. Nestled on a quiet cul-de-sac just…
1160 Clam Naples
$1,750,000
Townhouse
Discover a blend of luxury, comfort and unbeatable Royal Harbor location in this beautifully updated townhouse offering over 2,000 square feet of spacious living. This three-bedroom, 3.5-bath residence includes a private guest suite with its…
1320 Blue Point Naples
$430,000
Low Rise (1-3)
Sail straight into paradise from your private boat dock—direct Gulf access and world-class waterfront restaurants just steps (or waves) away! This stunningly renovated 1st-floor 2BR/2BA condo in serene Oyster Bay is your boater’s dream retreat,…
1185 Cherrystone Naples
$1,700,000
Quadruplex
Turn-Key Quadplex in Royal Harbor – Canal Front & Fully Renovated Investor’s dream in prestigious Royal Harbor! This rare quadplex package includes four fully updated 2 bed/2 bath units (956 sq ft each), all with separate…
1686 Blue Point Naples
$749,000
Low Rise (1-3)
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…
1200 Cherrystone Naples
$425,000
Low Rise (1-3)
HUGE PRICE IMPROVEMENT! BRAND NEW DEEDED BOAT DOCK! This Royal Harbor/Oyster Bay condo has direct access and no bridges to Naples Bay! This is your chance to own in this prime Naples neighborhood and wake…
1125 Little Neck Naples
$430,000
Low Rise (1-3)
Welcome to Four Winds on Naples Bay, a lushly landscaped 55+ waterfront community just minutes from downtown and Naples’ famous beaches. This spacious 2-bedroom, 2-bath top-floor end-unit has been fully updated with granite countertops, stainless…
1400 Blue Point Naples
$899,000
Low Rise (1-3)
Location meets elegance and charm in this incredibly spacious 2 bedroom, 2.5-bathroom, 2 floor condo in highly desirable, Royal Harbor.The entire building has just been freshly painted! Step inside this bright and airy condo featuring…
1400 Blue Point Naples
$500,000
Low Rise (1-3)
What an amazing deal, Water front condo,Boat Dock !! perfectly situated to capture breathtaking views from every angle. This spacious residence features oversized bedrooms, each with its own private balcony—ideal for enjoying peaceful mornings or…
1666 Osprey Naples
$625,000
Low Rise (1-3)
Enjoy the charm of downtown Naples with this beautifully updated second-floor condo with an incredible unobstructed water view at the Sea Eagle. Ideally located, you're just a short stroll to the vibrant shops and dining…
1323 Chesapeake Naples
$1,595,000
Low Rise (1-3)
STUNNING WATERFRONT CONDO ON NAPLES BAY WITH DIRECT GULF ACCESS & 26 FT BOAT SLIP INCLUDED!! Experience the ultimate Naples lifestyle in this beautifully renovated 2-bedroom + den, 2-bath waterfront condo, ideally located in a boutique…
1405 Curlew Naples
$710,000
Low Rise (1-3)
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…
1485 Chesapeake Naples
$760,000
Low Rise (1-3)
El Nido is a small enclave of four condominiums in the Royal Harbor area with direct Gulf access from your deeded boat dock. Just minutes from downtown Naples and the Gulf beaches. Spacious 2+den with…
1340 Jewel Box Naples
$12,995,000
Single Family Residence
Offering spectacular waterfront living at it's finest is this crowning jewel of Jewel Box Avenue. Residing at the point of Chesapeake canal and Naples Bay stands this 4 bedroom en-suite estate with panoramic west facing…
1666 Osprey Naples
$777,000
Low Rise (1-3)
Bring your boat and your toothbrush! This unique waterfront, second floor end unit #109 offers a fully furnished, open floor plan with two screened lanais, two covered parking spaces, and easy boating access to Naples…
1165 Clam Naples
$598,000
Low Rise (1-3)
SELLER MOTIVATED! Discover a boaters paradise nestled in the heart of Naples. This hidden gem offers serene canal views with direct, bridge-free access to Naples Bay and the Gulf of Mexico. Imagine your…
1400 Jewel Box Naples
$4,999,000
Single Family Residence
This home is located on Jewel Box Avenue, a highly sought after quiet cul-de-sac street in Oyster Bay. Jewel Box Avenue has canals, water access, on the front as well as the back of…
1301 Chesapeake Naples
$1,990,000
Villa Attached
Expansive picturesque sunset and water views of Naples Bay. Situated at the Tip Lot in Bayview Estates this 3 Bed 3 Bath Townhome will impress you with the wall of windows overlooking the breathtaking…
1200 Cherrystone Naples
$495,000
Low Rise (1-3)
OPPORTUNITY KNOCKS ...MAJOR PRICE ADJUSTMENT....HIGH AND DRY.....LOCATION...VIEWS...LOCATION...VIEWS.... CLOSE TO DOWNTOWN 5TH AVE, BEACHES, RESTAURANTS, SHOPPING, PARKS, AND MORE.....VIEW OF LONG AND INTERSECTING CANALS WITH NAPLES BAY IN DISTANCE....END UNIT.....ENJOY YOUR PRIVATE BOAT DOCK RIGHT OUTSIDE…
1200 Blue Point Naples
$649,990
Low Rise (1-3)
Highly desired waterfront residence in Oyster Bay features spectacular sunset views overlooking Naples Bay. Fully furnished and move-in ready, it offers 3 bedrooms, 2 bathrooms, in-unit laundry, and a deeded boat dock fitting up to…
1560 Blue Point Naples
$629,000
Low Rise (1-3)
Back on the Market BETTER THAN EVER freshly painted with an new Modern Look !! Seller Financing now available for your Buyers to consider as well …Welcome to a Boater's Paradise in Oyster Bay, where…
1483 Chesapeake Naples
$1,029,000
Low Rise (1-3)
You will love this perfectly updated and situated residence for boating with your own deeded 20' dock! Lovingly updated end-unit boosts a fresh, current feeling for comfort and entertaining. Light and bright with windows and sliders…
1150 Clam Naples
$1,750,000
2 Story,Villa Attached
Located along Clam Court's deep-water, direct-access canal, this two-story villa boasts a new boat dock and is just seconds from Naples Bay. An inviting courtyard entry leads to an open floor plan designed for comfortable…
1307 Chesapeake Naples
$2,395,000
2 Story,Villa Attached
BIGGEST WATERFRONT AND SUNSET VIEWS AVAILBALE IN NAPLES AT THIS PRICE POINT WITH A BOAT SLIP AND 2 CAR GARAGE!!! This stunning condo situated on the serene Naples Bay boasts breathtaking waterfront vistas and an…
1170 Cherrystone Naples
$595,000
2 Story,Low Rise (1-3)
This unique rarely available unit is in the heart of oyster bay. Enjoy beautiful sunsets from this 2 story 2 bedroom 2 and a half bath home featuring 2 lanais. Easy gulf access and private…
1340 Jewel Box Naples
$11,995,000
2 Story,Single Family Residence
Enjoy endless, unobstructed West facing, year-round sunsets from one of Naples most unique and special waterfront properties. Over 350 feet of direct Gulf of Mexico water access from your private peninsula setting. An exceptionally designed…
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These data up-to-date as of 01/17/26. Some properties that appear for sale on this website may subsequently have sold and may no longer be available. For the most current information, contact RWS demo.