Oyster Bay - Condos

Oyster Bay Condos for Sale – Naples, Fl

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View all condos for sale in Oyster Bay, a desirable waterfront community in Naples, Florida, located within walking distance of Downtown Naples and Fifth Avenue South.

Many Oyster Bay condominiums are situated along deep-water canals, offering direct access to the Gulf of Mexico, making them ideal for boating enthusiasts and those seeking a relaxed coastal lifestyle. Residents enjoy the convenience of being close to upscale restaurants, boutique shopping, and beautiful white-sand beaches.

📞 Contact us for more information or to schedule a private showing of any Oyster Bay condos for sale in Naples, Florida.

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View Oyster Bay Condos For Sale

1200 Blue Point AVE Unit A2, Naples
$649,000
3 Beds ⋅ 2 Baths ⋅ 226038514 MLS ⋅ Four Winds BLDG.
Welcome to your Waterfront Escape with BOAT DOCK. This beautifully maintained first-floor, 3-bedroom, 2-bathroom turnkey furnished condo offers the perfect blend of comfort, convenience, and coastal living. Step inside to find a bright, open layout with tasteful furnishings throughout, making this home truly move-in ready. This spacious living and dining areas flow seamlessly to a screened lanai, where you can relax and enjoy tranquil canal views and gentle breezes. The kitchen is well-dashed appointed, with ample cabinetry and counter space, ideal for both everyday living and entertaining. The primary suite features a private bath and generous closet space, while two additional bedrooms provide flexibility for guests, a home office, or family living. What truly sets this property apart is the included deeded 25ft boat dock with lift, offering direct canal access - perfect for boating enthusiasts looking to get on the water with ease. Additional highlights include convenient first-floor access, elegantly furnished for immediate enjoyment or rental potential, laundry in residence, assigned parking, and peaceful waterfront setting. Whether you're seeking a fulltime residence, seasonal retreat or investment opportunity, this condo delivers the ultimate Florida lifestyle -just minutes from open water and dining and shopping on 5th Ave, 3rd Street, and Bayshore Drive. Boat, relax, and live the waterfront Dream!

1200 Blue Point AVE Unit A2, Naples

1417 Chesapeake AVE Unit 106, Naples
$449,900
2 Beds ⋅ 2 Baths ⋅ 226026545 MLS ⋅ Chesapeake Manor BLDG.
Experience the best of Naples waterfront living in this beautifully remodeled residence in the prestigious Royal Harbor community. Offering tranquil canal views, passing boats, and a bright contemporary design. This exceptional coastal retreat is just minutes from the white-sand Gulf beaches, world-class dining, and boutique shopping of Old Naples. Extensively remodeled throughout, this move-in-ready home features impact-resistant windows, fresh interior paint, porcelain tile flooring, and a stunning new kitchen with updated cabinetry, quartz countertops, and stainless-steel appliances. Both bathrooms have been completely renovated with elegant finishes. Ideally positioned on a desirable Chesapeake Manor the thoughtfully designed floor plan offers two spacious bedrooms, two beautifully updated bathrooms, a designated parking space, and a private storage room. Chesapeake Manor is an intimate, low-density waterfront community with only 16 residences, offering privacy, charm, and a relaxed coastal lifestyle. Located in one of Naples' most sought-after waterfront neighborhoods, Royal Harbor provides quick access to boating, downtown Naples. Whether you're searching for a full-time waterfront residence, a seasonal getaway, or an exceptional investment opportunity, this beautifully updated home offers the perfect combination of luxury, location, and carefree coastal living.

1417 Chesapeake AVE Unit 106, Naples

1379 Chesapeake AVE Unit A4, Naples
$425,000
2 Beds ⋅ 2 Baths ⋅ 226018784 MLS ⋅ Casa Granada BLDG.
One or more photo(s) has been virtually staged, AI generated or rendered. Experience exceptional waterfront living in this fully renovated condominium offering direct Gulf access and panoramic canal views. Completely rebuilt from the studs during an extensive 2025/2026 renovation, this highly sought-after residence combines modern luxury with premier boating convenience in the heart of Naples. The open-concept floor plan features wide-plank luxury vinyl flooring, LED recessed lighting, and impact-resistant sliders, windows, and front door throughout. The chef’s kitchen serves as the centerpiece of the home with quartz countertops, custom white shaker cabinetry, an oversized island, and stainless steel appliances. The spacious living and dining areas flow seamlessly to a private screened lanai with desirable southern exposure, providing abundant natural light and peaceful views of the deeded boat docks and navigable canal. Enjoy immediate deep-water, no-bridge access to the Gulf directly from your residence. Both the primary and guest suites feature upgraded en-suite bathrooms with frameless glass showers and thoughtful cross-ventilation design. This is not a cosmetic renovation. Major upgrades include new electrical, plumbing, air ducts, walls, bathrooms, flooring, lighting, foundation improvements, water main, and additional substantial interior system updates. Ideal for boating enthusiasts, seasonal residents, or investors seeking a waterfront property just minutes from Fifth Avenue South shopping, dining, and Naples’ world-famous beaches.

1379 Chesapeake AVE Unit A4, Naples

1517 Chesapeake AVE Unit B3, Naples
$399,000
2 Beds ⋅ 2 Baths ⋅ 225071695 MLS ⋅ Chesapeake Landings BLDG.
RENOVATED WATERFRONT CONDO – DIRECT GULF ACCESS – TURNKEY FURNISHED! Nestled on a picturesque street lined with majestic banyan trees, this fully renovated two-bedroom, two-bath residence offers modern luxury in the heart of Naples. The open-concept layout showcases brand-new finishes throughout, including 42-inch cabinetry, sleek flooring, and stylish contemporary details that create a bright, coastal feel. An oversized screened lanai overlooks a wide, tranquil canal—perfect for relaxing while watching boats pass by—with direct, no-bridge access to Naples Bay and the Gulf of Mexico. Each unit includes its own private dock slip, with boat dockage permitted for vessels up to 22 feet, making this an ideal retreat for boating enthusiasts who want quick and convenient access to open water. The condo is being sold turnkey furnished for immediate enjoyment or rental use. Washer and dryer hookups are available, with the option for future installation. Just a short stroll to iconic 5th Avenue South, you'll be immersed in Naples' vibrant downtown lifestyle with world-class dining, shopping, galleries, and entertainment at your fingertips. This prime waterfront setting combines the charm of Old Naples with unmatched boating access, making it an exceptional opportunity for a seasonal getaway, investment property, or personal coastal retreat in one of the city's most sought-after locations. Currently 3 Rental Inquiries for Jan, Feb, March, 2027, from $6800 - $8000 per month **THIS PROPERTY QUALIFIES FOR A 1% LENDER INCENTIVE IF USING PREFERRED LENDER. INQUIRE FOR MORE DETAILS.**

1517 Chesapeake AVE Unit B3, Naples

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