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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38 listings match your search criteria.
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Pending
225065989
  • 2Bedrooms
  • 1140Sq Ft
  • 1980Year Built
$0

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…

Pending
226014245
  • 2Bedrooms
  • 1960Sq Ft
  • 1980Year Built
$0

Waterfront condo with a private 28-foot boat dock offering direct, bridge-free access to Naples Bay and the Gulf of Mexico. Perfectly positioned to capture stunning water views, this residence features two spacious primary suites, each with its own private balcony, updated bathrooms with top-of-the-line custom cabinetry, and a beautifully appointed kitchen with wood cabinetry, marble…

Active
226013587
  • 3Bedrooms
  • 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
226012656
  • 2Bedrooms
  • 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
226012455
  • 2Bedrooms
  • 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. Boat slips available for lease nearby! 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…

Active
226012606
  • 2Bedrooms
  • 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
225076375
  • 2Bedrooms
  • 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…

Closed
225015372
  • 2Bedrooms
  • 1960Sq Ft
  • 1980Year Built
$0

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 sunset skies. Freshly painted with brand-new vinyl and carpet flooring, the open-concept layout flows seamlessly into an extended lanai, creating a…

Active
226008835
  • 2Bedrooms
  • 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…

Closed
226000196
  • 3Bedrooms
  • 1835Sq Ft
  • 1980Year Built
$0

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 room opens onto a screened waterfront balcony overlooking the canal, and the open kitchen features bright shaker cabinetry, stone counters,…

Active
226008397
  • 2Bedrooms
  • 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
226008194
  • 2Bedrooms
  • 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
224091962
  • 2Bedrooms
  • 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
225019016
  • 2Bedrooms
  • 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
226002595
  • 2Bedrooms
  • 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
226004747
  • 2Bedrooms
  • 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
225019277
  • 2Bedrooms
  • 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
226003015
  • 2Bedrooms
  • 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
226000186
  • 2Bedrooms
  • 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
226000814
  • 2Bedrooms
  • 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…

Pending
225084283
  • 4Bedrooms
  • 2777Sq Ft
  • 1995Year Built
$0

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. …

Closed
225008167
  • 2Bedrooms
  • 917Sq Ft
  • 1970Year Built
$0

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 is ready for immediate enjoyment. Nestled in a boutique complex with only 16 units spread across two small buildings, this…

Closed
225078444
  • 3Bedrooms
  • 1213Sq Ft
  • 1980Year Built
$0

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 and a serene atmosphere that epitomizes coastal living. As you enter inside, you'll be greeted by an open and airy…

Active
225065925
  • 3Bedrooms
  • 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…

Closed
225045545
  • 2Bedrooms
  • 1796Sq Ft
  • 2001Year Built
$0

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 volume & tray ceilings. Tile flooring throughout with Plantation Shutters on the windows. Both bedrooms have large walk-in closets, with…

Closed
225055013
  • 4Bedrooms
  • 5619Sq Ft
  • 2018Year Built
$0

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 water views from nearly every room. Owners will enjoy the first floor primary en-suite with 2 large walk in closets,…

Closed
225016248
  • 3Bedrooms
  • 1530Sq Ft
  • 1975Year Built
$0

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 Bay. Features include three bedrooms, two bathrooms, an updated kitchen, 19-inch tile throughout, in-unit laundry, wheelchair accessibility, hurricane impact windows,…

Closed
224101946
  • 2Bedrooms
  • 1449Sq Ft
  • 1980Year Built
$0

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 36-foot boat docked just steps away from your door, with water and electricity conveniently provided by the Association. This…

Closed
224040132
  • 4Bedrooms
  • 3848Sq Ft
  • 2002Year Built
$0

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 the house. Includes a 12,000 Lb boat lift on the back dock and two (2) boat lifts (7,000 Lb…

Closed
224102472
  • 3Bedrooms
  • 1838Sq Ft
  • 1979Year Built
$0

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 water views! Offered partially furnished, the living area is open and inviting with lots of natural light and tile…

Closed
224009007
  • 2Bedrooms
  • 1276Sq Ft
  • 1975Year Built
$0

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 YOUR DOOR.......COMMUNITY POOL AND GRILL.....HOME FEATURES TILED FLOORS, GOURMET KITCHEN WITH STAINLESS STEEL APPLIANCES, CUSTOM WOOD CABINETS, AND GRANITE COUNTER…

Closed
224055153
  • 3Bedrooms
  • 1213Sq Ft
  • 1980Year Built
$0

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 a 27ft boat with direct access to Naples Bay and the Gulf of Mexico. Located on the 2nd floor right…

Closed
224079565
  • 2Bedrooms
  • 1176Sq Ft
  • 1986Year Built
$0

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 luxury meets convenience in this south-facing waterfront condominium. This rarely available unit in The Boathouse building offers stunning water views…

Closed
224096356
  • 3Bedrooms
  • 1796Sq Ft
  • 2001Year Built
$0

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 to access what feels like your own private pool and spa. Unique quaint 4 residence building with an almost new…

Closed
225000270
  • 3Bedrooms
  • 2089Sq Ft
  • 2005Year Built
$0

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 living, seamlessly transitioning to a spacious outdoor area with a private pool, spa and boat dock. The western exposure offers…

Closed
223090773
  • 2Bedrooms
  • 2111Sq Ft
  • 1979Year Built
$0

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 abundance of natural light that floods the entire unit, creating an inviting ambiance. Recently renovated, the freshly painted interior showcases…

Closed
224019887
  • 2Bedrooms
  • 1392Sq Ft
  • 1981Year Built
$0

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 20 foot boat slip. Canal is 65 feet wide and 95-100 feet at the widest point. Extra large garage can…

Closed
224020793
  • 4Bedrooms
  • 5619Sq Ft
  • 2018Year Built
$0

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 floor plan ensures spectacular water views from nearly every room/bedroom. Encompassing 5,619 sq ft under air, 4 en-suite bedrooms (2…

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