Oyster Bay Naples Real Estate : 13 Condos for Sale

Chesapeake Point Oyster Bay Naples Condos for Sale: 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 every living space — including the main living area and both bedrooms — creating a seamless and constant connection to the tranquil coastal setting. Tucked away at the end of a peaceful cul-de-sac, the property includes a deeded boat dock with immediate Gulf access, making it a boater’s dream. Coveted Southern and Western exposures flood the residence with natural light throughout the day and provide a spectacular backdrop for Naples’ renowned sunsets, best enjoyed from the comfort of two private balconies. Inside, a refined contemporary aesthetic defines the fully updated interior. Luxury flooring flows throughout the residence, complemented by a stylish chef’s kitchen featuring stainless steel KitchenAid appliances, quartz and quartzite surfaces, soft-close cabinetry, and modern designer lighting. Motorized blinds and impact-resistant windows and doors offer both convenience and peace of mind. Both bathrooms have been beautifully renovated with spa-inspired finishes, sleek vanities, and spacious walk-in showers, delivering a true retreat experience. Outdoor living is equally captivating, with two private balconies offering peaceful spaces to relax and take in the ever-changing waterfront scenery. The energy of Naples Bay comes alive daily — from dolphins and manatees gliding through the water to the mesmerizing parade of passing boats — creating a dynamic yet tranquil coastal backdrop that is uniquely Naples. Located within the intimate waterfront community of Chesapeake Point, residents enjoy a quiet and private atmosphere just minutes from the vibrant energy of downtown Naples. World-class dining, boutique shopping, and cultural attractions along Fifth Avenue South are easily accessible by foot or bicycle. Whether as a full-time residence or seasonal coastal escape, this extraordinary bayfront property embodies refined waterfront living in one of Naples’ most desirable locations.

Escondido Marina Oyster Bay Naples Condos for Sale: 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 Naples Bay from your south-facing balcony, the Gulf is practically your backyard. Outside, new docks and a recently renovated heated pool are featured. Inside, the two-floor condominium features travertine flooring, elegant tray ceilings, and a spacious kitchen complete with stainless steel appliances and granite countertops. Upstairs, you'll find two oversized primary en suites with their private balconies. Whether you're biking to the sugar sand beaches or dining on 5th Avenue South, this is the permanent vacation you've been waiting for.

Oyster Bay Manor Oyster Bay Naples Condos for Sale: Experience the ultimate Naples lifestyle from this beautifully positioned two-bedroom, two-bath waterfront condominium offering deep-water direct Gulf access and your own private boat dock with lift, perfect for boating enthusiasts eager to explore Naples Bay, the Gulf and the area's pristine waterways. On the second floor, this light-filled residence enjoys an elevated setting with tranquil canal and marina views from the spacious screened lanai, creating the ideal place to relax with your morning coffee or unwind after a day on the water. A rare and desirable feature, the property also includes a dedicated detached garage, providing secure parking and additional storage. Ideally located just moments from the heart of downtown Naples, you'll enjoy easy access to the world-renowned dining, boutique shopping and vibrant galleries along Fifth Avenue South, as well as the sugar-white sands and breathtaking sunsets of Naples Beach. Whether you're searching for a seasonal retreat, a year-round residence, or an exceptional waterfront investment, this property offers the perfect combination of location, boating lifestyle and best of coastal Naples living.

Granada Oyster Bay Naples Condos for Sale: 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, impact resistant windows and door, Quartz countertops with full size backsplash, superior full wall cabinets with pull-outs and lazy susan, quartz kitchen island with cabinets and overhead fan, newer upgraded stainless steel appliances, plantation shutters on all windows, expansive master bedroom offers 20 feet of closet space. Both bathrooms have been exquisitely refinished, and the list goes on and on. A complete list of improvements and upgrades can be provided. Location is everything and you are a mile from downtown, beaches and all that Naples has to offer.

Four Winds Oyster Bay Naples Condos for Sale: 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 canal with partial Naples Bay views, overlooking the Tin City area—and offering stunning sunsets each evening from the comfort of your own space. With 5th Avenue South, 3rd Street, and multiple Gulf beach access points just 5–10 minutes away, you’ll enjoy unmatched proximity to Naples’ top boutiques, restaurants and pristine beaches. A deeded 26' boat dock is included, providing direct access to the bay. Cruise to Tin City or Bayfront for dinner, fish the nearby mangroves or open Gulf, or head to famous Keewaydin Island—just a short ride by boat. The condo features a long list of recent upgrades: brand-new hurricane-impact windows with a transferable warranty, a new roof and electrical service, updated kitchen and bathrooms, a new soaking tub, new flooring, and a 2-year-old AC system and appliances. The community pool is being fully renovated, and the assessment has already been covered. This is a rare opportunity to own a beautifully updated waterfront home in a prime Naples location—without the long commute from the outskirts. Whether you’re seeking a vacation getaway or a full-time residence, this condo offers convenience, comfort, and nightly sunsets that make every day feel like a getaway.

Granada Oyster Bay Naples Condos for Sale: 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 sliders. The seller has not spared any expense fully renovating this condo from head to toe. Simply bring your boat and enjoy the Naples waterfront lifestyle at a fraction of the cost. This unit is priced to sell and will not last long. Secure your tropical oasis today!

Granada Oyster Bay Naples Condos for Sale: 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 are absolutely stunning.The new Kitchen is open with new LG Appliances, a pot filler over stove and gold accents on white cabinets and beautiful backsplash.The New open floor plan is wonderful for dining and living areas to relax or entertain. Walk onto private lanai which is total screened, an extension of your home it can be used for barbecuing, or entertaining. Enjoy a morning coffee, sip a glass of wine, enjoy a meal or sun bathe in the Florida sun. The new impact windows stream sun into the two bedrooms 2baths to complete your home which is ready for you to decorate and make your own. There is a dock with access to the gulf. It has an electro boat lift running water and a fish cleaning station for your convince. Walk to Naples Bay Resort , Tin City, and Fifth Ave with world class shopping and dining with over 25 restaurants. The beach is a stroll down 5th Ave with its famous sugar sand and tranquil waters. Explore all that Naples has of offer to your wonderful place to call home.

Chesapeake Manor Oyster Bay Naples Condos for Sale: 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.

Chesapeake Landings Oyster Bay Naples Condos for Sale: 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, an in-unit washer and dryer, hurricane impact windows and doors, and breathtaking water views. Located just 5 minutes from downtown 5th Avenue, you'll enjoy world-class dining, shopping, entertainment, and Naples white sand beaches. An exceptional opportunity to experience the ultimate Southwest Florida waterfront lifestyle.

Casa Granada Oyster Bay Naples Condos for Sale: 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.

Cherrystone Court Oyster Bay Naples Condos for Sale: 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 residence includes a brand-new deeded 30-foot boat dock with electric and water, plus a new wooden dock and seawall. Enjoy direct Gulf access with no bridges through Naples Bay, making this a rare opportunity at this price point. Inside, the condo features fresh paint, granite countertops, stainless steel appliances, and inviting living space with peaceful views of the canal and boat dock. The end-unit location adds extra natural light and a more open feel. The residence is comfortable as-is while also offering the opportunity to personalize and update over time to create your ideal Naples waterfront retreat. Cherrystone Court is a 55+ community offering a community pool and BBQ/grill area in a relaxed waterfront setting. Ideally located near Royal Harbor, Naples Bay, Tin City, Bayfront, 5th Avenue, 3rd Street, dining, shopping, beaches, and all the best of the Naples lifestyle. Whether used as a permanent residence, seasonal escape, or investment opportunity, this is a rare chance to own a waterfront condo with a private deeded dock and no-bridge Gulf access in one of Naples’ most desirable boating locations.

Clam Court Oyster Bay Naples Condos for Sale: 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. Inside, the light-filled layout is designed for comfort and ease, offering the perfect retreat after a day on the water or exploring downtown . With a rental policy allowing 12 rentals per year, this property is also an ideal opportunity for investors or AirBnB hosts , offering both personal enjoyment and strong income potential

Chesapeake Landings Oyster Bay Naples Condos for Sale: 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.**

Villa Ensenada Oyster Bay Naples Condos: 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 separate entrance, ideal for visitors or extended stays. Enjoy your private courtyard oasis complete with a sparkling pool, ideal for relaxing or entertaining. With a private boat dock offering deep, direct water access to Naples Bay and the Gulf, this home is a boater’s dream. Less than three miles from the beach and just a short walk to 5th Avenue and downtown Naples, you’ll have world-class dining, shopping and entertainment moments from your door. This pet-friendly townhouse also features a two-car garage, modern finishes throughout and bright, open living spaces designed for effortless coastal living. Experience waterfront living at its finest as this exceptional property has it all.

Clam Court Oyster Bay Naples Condos: 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, stainless steel appliances, generous storage, and a dedicated laundry room. Floor plan features multiple balconies for indoor-outdoor living, with a powder bath on the main level and all bedrooms upstairs. Clam Court is a tucked-away waterfront community in Oyster Bay featuring a community pool and clubhouse/community room, plus a fish-cleaning station and BBQ/picnic area—ideal for boating days and casual waterfront living. Enjoy bridge-free access out to Naples Bay and the Gulf, with an unbeatable in-town location just minutes to Fifth Avenue South, downtown Naples, and the beaches. Virtual Staging is used in some photos.

Escondido Marina Oyster Bay Naples Condos: 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 countertops, and all stainless steel appliances. The open-concept layout flows seamlessly into an extended lanai—ideal for relaxing or entertaining. Community amenities include new docks and a recently renovated heated saltwater pool overlooking the water. Ideally located just minutes from Keewaydin Island, pristine beaches, and the dining and shopping of 5th Avenue South. A rare opportunity to own a waterfront retreat in the heart of Naples—where every day feels like a vacation.

Escondido Marina Oyster Bay Naples Condos: 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 bright and inviting space perfect for relaxing or entertaining. Boating enthusiasts will love the exclusive 28-foot PRIVATE DOCK with direct access to Naples Bay and the Gulf of Mexico—a true rarity in this prime location. Don’t miss this incredible opportunity to create your personalized paradise in the heart of Naples!

Chesapeake Manor Oyster Bay Naples Condos: 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 countertops in the kitchen and bathrooms, porcelain wood-look flooring, recessed LED lighting, impact hurricane windows, stainless steel appliances, and a full -size in unit washer and dryer. Enjoy the heated community pool, dedicated parking space and additional locked private storage. Located in the peaceful, 16-residence Chesapeake Manor, this condo is in a prime location just over a mile to 5th Avenue South and minutes to Naples' beaches, shopping and dining. A perfect blend of convenience, comfort and waterfront lifestyle!

Chesapeake Manor Oyster Bay Naples Condos: 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 remodeled, the light-filled interior showcases impact glass windows, fresh paint, and a stunning new kitchen featuring quality cabinetry, stainless appliances and quartz countertops. Porcelain tile flows seamlessly through the residence, complemented by designer light fixtures that enhance the home’s clean, contemporary aesthetic. Renovated baths and thoughtfully curated finishes create a sophisticated, low-maintenance environment for a move-in ready experience. Ideally in a desired corner location closest to the canal, the residence enjoys additional end-unit windows that fill the home with natural light and enhance its bright, airy atmosphere. The thoughtfully designed floor plan includes two spacious bedrooms and two fully renovated baths, with quartz surfaces carried throughout for a cohesive and refined finish. A designated parking space and private storage room provide added convenience, offering ideal space for beach equipment, bicycles and recreational gear. Exterior updates have recently been completed to enhance the property’s appeal as the ultimate coastal retreat. Outdoors, Chesapeake Manor enjoys a tranquil waterfront setting where an angled canal view creates an ever-changing backdrop of sparkling water and passing boats. The screened, under-roof lanai overlooks the pool and canal, creating a setting for sparkling, sunny afternoons. Residents can watch the boats glide by, fish from the seawall, or relax beside the beautiful sunny pool and lounging deck with umbrellas. The outdoor living space is enhanced by a private courtyard atmosphere and lush landscaping, creating a serene setting for quiet enjoyment and effortless entertaining. Chesapeake Manor is a private, low-density waterfront enclave with just 16 residences, offering an intimate coastal lifestyle in one of Naples desirable locations. Royal Harbor is one of Naples desirable waterfront neighborhoods, ideally just minutes from downtown’s renowned 5th Avenue South and 3rd Street South districts, offering world-class dining, shopping and white sand Gulf beaches. Residents enjoy a relaxed coastal lifestyle with boating access, quiet residential streets, and exceptional proximity to Naples’ cultural and social amenities. Whether for a weekend retreat for Naples residents or travelers from afar, or an exceptional opportunity to enjoy full-time waterfront living, this residence presents a rare opportunity to experience Naples lifestyle with the ease, beauty and peace of mind of extensive modern updates.

Beachwood Club Oyster Bay Naples Condos: 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, blending high-end sophistication with effortless coastal living. Only 1 mile to charming Olde Naples and 2 miles to powdery Naples Beach—luxury meets adventure! Excellent HIGH INCOME vacation rental for those looking to find a great investment with January’s and February already rented! Step inside to pure wow-factor: An open-concept chef’s kitchen dazzles with brand-new stainless appliances, quartz waterfall countertops, tray ceilings, and gleaming cabinetry—perfect for hosting sunset soirées or family feasts. Enjoy canal view from your patio and living room! Comfortable bedrooms with walk-in closets promise plush, spa-like escapes. Amazing view of the bay from the master bedroom! Unwind dockside—cool off in the canal, sip cocktails on your seawall, or cast off for dolphin-spotting cruises. Low-density Blue Point community delivers private tranquility with zero hassle: HOA covers flood insurance! Every detail is high-end doors, trim, to create a clean, modern haven for family getaways, romantic escapes, or boating bliss. New roof 2024!

Cherrystone Court Oyster Bay Naples Condos: An exceptional boating opportunity in Naples at an incredible value! Waterfront living meets direct Gulf access in this charming first-floor residence at Cherrystone Court, complete with a deeded 30-foot boat dock featuring electric & water, a new wooden dock and seawall, and NO BRIDGES to the Gulf — offering the effortless boating lifestyle so many dream of, yet rarely find at this price point. Positioned along a peaceful canal connected to Naples Bay, this 2-bedroom, 2-bath residence offers 1,276 square feet of inviting living space and tranquil canal and boat dock views from the glass-enclosed lanai. Inside, the condo features an updated kitchen with granite countertops and refreshed cabinetry, along with updated bathroom vanities that add modern touches where it matters most. Lovingly maintained and move-in ready, this residence also presents a rare chance to personalize your waterfront retreat over time and create the perfect Naples escape tailored to your own style and vision. Original flooring and finishes offer the opportunity to update at your pace, while included furnishings make immediate enjoyment possible from day one. Residents of Cherrystone Court enjoy a community pool and BBQ area, all ideally located near the dining, shopping, and coastal lifestyle Naples is known for. Whether you envision sunset cruises, waterfront dining by boat, fishing adventures, or simply relaxing by the water, this is an increasingly rare opportunity to own a waterfront condo with direct Gulf access and a private deeded dock in Naples under $400,000. Cherrystone Court is a 55+ community

Four Winds Oyster Bay Naples Condos: 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 acres, all within walking distance to downtown Naples. The condo has been thoughtfully updated with granite countertops, stainless steel appliances, a new HVAC system, a new roof, and storm-impact sliders, creating a move-in-ready coastal retreat. Residents enjoy a waterfront lifestyle with amenities that include a bayside pool overlooking Naples Bay, pickleball and tennis courts, a social chickee hut, and a brand-new pool house currently under construction. Located just minutes from downtown Naples, world-class dining, shopping, and pristine Gulf beaches, this property also allows immediate rental opportunities, making it an excellent option for both personal enjoyment and investment.