Oyster Bay Naples Real Estate - 4 Homes, 27 Condos, 4 Sold

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 w. morning kitchens and ALL with direct balcony/lanai access), 5th bed/den, 6 Bathrooms, plus an incredible amount of places to sit, gather, relax and entertain the entire family & friends. Built to the highest code/standards in 2018, the home is now better than new, with a long list of upgrades and enhancements to the already superior built, all concrete residence. Professional interior design and offered turn-key furnished (valued at $600K+)! Beautiful white oak wood and marble flooring throughout, Chef’s kitchen boasting Sub-Zero and Wolf appliances, built-in bar, wine refrigerator and an abundance of storage complete the warm, timeless decor and inviting space. There’s even a water view from your private elevator; or utilize the gorgeous staircase lined with glass railing and a stunning motorized chandelier (cleaning is a breeze). Convenient 1st floor primary suite has an impressive layout, large walk-in closets, dual sinks, bidet, and private lanai sitting area. Open the interior doors & enjoy bay views from the soaking tub. Outside you will discover a wealth of options for entertainment and leisure, epitomizing the luxurious Naples lifestyle. Bask in the sun-drenched stunning infinity edge pool with large spa or enjoy the separate bay front hot tub off the main living. Massive 2nd story balcony area is ideal to watch the colorful sky change from day to night. Architecturally designed landscaping areas have been curated to create a special ambiance of privacy and tranquility. Pool equipment has been automated and upgraded. Wall garden, water feature and custom California redwood tree door compliment the space. Multiple docks have been upgraded, including the enormous 900’ West facing fishing/relaxing pier and the 1,200' sq ft North side pier boasting 24,000 lbs boat lift & 13,000 lbs 4 jet-ski and kayak lift/platform! Inside and out of this estate home is an entertainer’s dream. Enjoy 270-degree views from the open outdoor summer kitchen (attached full pool bath); control the ambiance and comfort level with the press of a button, adjusting the Lutron lighting, electric roll down hurricane shutters and bug screens, security cameras, 7 Sonos zones. New HVAC systems installed in 2023 (7 zones including all garages are conditioned). Split 3 car garages, one w. a car lift, tons of built-in storage. Beautiful laundry area w. washer & 2 gas dyers. Short 1.6 mile walk/drive to the heart of Olde Naples & 5th Ave! Enjoy the sugary white sand beach and endless shopping and dining venues. Don’t miss this opportunity to own a nearly 1/2 acre direct Bayfront gem w. over 350' of frontage.

Stoff Cooney Modern Masterpiece: A Trophy of Timeless Elegance. Located just one mile from Naples’ renowned 5th Avenue and 1.8 miles from pristine Gulf beaches, this architectural marvel boosting sophisticated luxury by star designer Tina Twigger sets a new standard for luxury living. With nearly 200 feet of direct Oyster Bay frontage, the property offers an unrivaled waterfront lifestyle, complete with the opportunity to build multiple docks and a nearly 60 ft existing dock, making it a dream for boating enthusiasts. Spanning almost 4,000 sq. ft. of interior space and over 7,000 sq. ft. of total living area, the home features five spacious bedrooms, five full baths, two half baths, and a bright office. There are two master suites, each with en suite bathrooms and double vanity sinks, one conveniently located on the first floor, the other offering a private retreat upstairs. At its heart, a 2,000 + sq. ft. wrap-around sun drenched terrace seamlessly blends indoor and outdoor living spaces, showcasing breathtaking panoramic water views. Nicknamed the Modern Taj Mahal, this residence stands as a first-of-its-kind masterpiece, celebrated for its exceptional design and meticulous craftsmanship. Boasting over 7,500 sq. ft. of marble finishes—including more than 40 full-size slabs—the home is a testament to timeless elegance. The striking glass-box architecture, with floor-to-ceiling sliders and expansive windows, floods every room with natural light. Built with durability and resilience in mind, the property features concrete Duroc walls, water-resistant custom cabinetry, and commercial-grade heavy-duty flood panels, which provide an additional 4 feet of storm protection. This cutting-edge construction has kept the home safe and dry during recent hurricanes, offering unmatched peace of mind. Sustainable Living: A high-power solar roof and Tesla Powerwalls deliver self-sufficient energy, drastically lowering electricity costs while serving as an instant backup generator during outages. Sophisticated Ambiance: The residence features a 30+ speaker high-fidelity sound system, three indoor fireplaces, and an oversized outdoor fireplace that beautifully frames the 12x14 hot tub, creating a luxurious and welcoming atmosphere. The custom light fixtures for the home from multiple famous design houses serve as jewelry throughout Outdoor Oasis: The meticulously landscaped grounds include three poolside fire bowls, six water features, and over 25 rare exotic palms illuminated by more than 100 warm landscape lights, creating a private tropical retreat. With its seamless integration of indoor and outdoor living, meticulous design, and thoughtful resilience, the home offers more than just a place to live—it provides an extraordinary lifestyle blending convenience, elegance, and innovation. This is more than a residence; it’s a one-of-a-kind statement of timeless modern luxury, redefining what it means to live beautifully by the water inside and outside.

Investors - endless potential - prime investment opportunity on the water in Naples and close to downtown 5th Avenue, Naples. This well-maintained, solid concrete block construction quadruplex on the water offers four units with excellent income potential. Six ample parking spaces, a large shared heated pool, with a 6-foot privacy fence give the occupants a perfect getaway retreat. Each furnished unit has two full baths and two full bedrooms, a fully equipped kitchen with granite countertops, laundry room, dining room, open-concept living room (second-floor units have vaulted ceilings in living area) and a lanai overlooking the water. Each unit has wood/tile flooring, plantation shutters, custom glass shower doors and new ceiling fans. First-floor units offer a conjoining door that allows for the entire first floor to be shared as one unit. (Perfect for a large family.) Each unit can be rented individually. Boaters enjoy a brand new 60-foot boat dock with composite decking, boat slip equipped with bumpers to protect your vessel and quick, no-bridge access to Naples Bay and the Gulf. Your vision, your opportunity!

Welcome to the ultimate Naples waterfront lifestyle! This rare, impeccably designed townhome, built in 2018, is one of only five exclusive residences in a private enclave in Oyster Bay. Just 1.5 miles from the stunning Gulf beaches and the world-class shopping, dining, and entertainment of 5th Avenue South, this townhome offers a sophisticated blend of luxury, convenience, and coastal living. A Boater’s dream! With your own boat dock with a boat slip, you'll be cruising through Naples Bay and out to the open Gulf of Mexico in minutes. Step inside this sleek, contemporary oasis, where modern design meets unparalleled comfort. Spanning two spacious levels, the 3-bedroom, 3 1/2-bath layout offers a thoughtfully designed open concept living space. The kitchen is a showstopper, featuring high-gloss Décor cabinetry, white Miele appliances, and an expansive grey quartz island with striking waterfall edges—perfect for casual dining or entertaining in style. The main floor flows effortlessly from the kitchen into the living and dining areas out to your private outdoor space, complete with a saltwater pool, spa, gas fire feature, and an outdoor kitchen. Enjoy serene water views and watch the famous fireworks at Naples Pier from your boat dock. Ascend the custom floating staircase, crafted from clear-stained cypress wood and framed by eye-catching stainless steel suspension cables, or take the private elevator for a touch of convenience and luxury. Upstairs, the loft leads to the master suite, a retreat with a sun terrace overlooking your very own pool and spa. Each of the two additional bedrooms also boasts its own ensuite bath, featuring floating vanities, custom mirrors, and sleek open-concept glass showers. This is more than just a townhome—it’s a lifestyle, located in a dog-friendly neighborhood perfect for strolls through banyan-filled streets. Whether you paddle, take your golf cart, or walk to the sugar sand beaches of Naples or 5th Avenue, this residence brings the best of coastal luxury to your doorstep. Don’t miss your chance to own this piece of Naples paradise!

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 floors. The kitchen offers stainless steel appliances and granite counter tops. Beautiful water views from your primary suite opens up to a balcony overlooking the scenic bay. Located on a cul-de-sac in a private enclave of 8 residences. You will love the private pool area with the Tiki hut! Stunning bay views with a boat dock that will accommodate up to a 32ft boat and a private deck at the waters edge for entertaining. 2-car garage with A/C, close to Olde Naples. Optional purchase of kayak launch with two kayaks.

Welcome to your stunning townhome retreat overlooking the breathtaking Naples Bay! Recently remodeled, this home boasts a captivating kitchen adorned with granite countertops, seamlessly flowing into an expansive living area illuminated by a wall of windows, framing picturesque views. Entertain effortlessly in the bar and dining areas on the first level. Second floor offers den with full bathroom. The top floor is dedicated to luxury, featuring a master suite accommodating a king bed, and lavish ensuite bathroom with a walk-in shower. Another opulent guest suite also accommodating king bed and ensuite bathroom awaits, doubling as a second master bedroom. Enjoy panoramic views from the glass-enclosed sitting area adjoining both bedrooms. Property includes private boat slip with new decks, water, and electric, as well as a two-car garage and a kayak for leisurely explorations. Indulge in evenings of grilling and dining on your open-air patio, or take a refreshing dip in the nearby community pool. Nestled in the charming Oyster Bay area, this enclave of only 8 residences offers serenity on a cul-de-sac, yet is just minutes away from the vibrant attractions of 5th Ave, 3rd Street, Naples Pier, and the beach! Small dogs weighing 30lbs or under are welcome, completing this idyllic waterfront lifestyle.

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 the following upon entry: foyer, laundry/utility area, with mudroom—all on the 1st level. On the main floor, the space dazzles with a gourmet kitchen, the center island adorned with leathered Galapagos stone countertops. Expansive windows frame the panoramic water views, while the custom shiplap ceiling & walls, built-in wet bar, and electric fireplace contribute to the coastal appeal. The kitchen has high-end GE stainless appliances, farmhouse sink & pantry. The 2nd floor hosts a versatile guest suite area & renovated bathroom, while the top floor is dedicated to the owner’s retreat. The owner’s bath is a haven of relaxation with its cast iron stand-alone tub & walk-in shower. Adding to the appeal are additional recent upgrades including a newer AC, washer/dryer, & water heater. 2 spacious private patio areas overlooking a private boat slip. The community offers amenities such as a pool, wet bar, tiki, and fishing benches. 2nd floor can be converted back to 2 bedrooms vs one we have both floor plans for your review! The views are breathtaking- you don’t want to miss showing the best value on the water plus a 2 car garage! The boat slip holds up to a 32 foot boat too!! Boaters delight, kayak or jet skis can be stored in your own private slip!!

Stunning Waterfront Condo with Breathtaking Views – A Must-See! VIEWS... VIEWS... VIEWS... This designer waterfront condo nestled in a boutique complex of just 6 residences on a quiet, cul-de-sac street offers the perfect blend of luxury, convenience, and natural beauty, with panoramic views of the bay and canal. Watch dolphins, eagles, and the splendor of nature from the comfort of your home, with painted sunset skies over the Bay and Canal. The condo is completely renovated, featuring wood and tile floors, stone countertops, and renovated bathrooms that maximize space. Enjoy direct boating access to the Gulf of Mexico from your private boat dock, making this an outdoor enthusiast's dream. Covered parking and a storage room add even more value to this home. The unit is available fully furnished – ready for you to move right in and enjoy a season of boating, fishing and everything the Naples lifestyle has to offer! With a light and bright interior this 2-bedroom 2 bath plus den/flex room condo features a chef's kitchen and ample outdoor living spaces – including a rear balcony and front covered lanai space perfect for both relaxation and entertaining. The pet-friendly community boasts low homeowner fees, and the location is unbeatable – just minutes from 5th Ave South, Third St S, Naples Bay Resort, Bayfront, Arts District, Tin City, White Sandy beaches and World class shopping, restaurants, marinas, and more. For added convenience, Naples Private airport is just minutes away. This home truly has it all: Stunning views, Private Dock and direct Gulf boating access, high-end renovations, and a Prime location... Don't miss out on this exceptional downtown waterfront opportunity!

This beautifully updated 3-bedroom, 2-bath condo offers 1795 total square feet of living space on the second floor with breathtaking views of one of Naples’ largest canals and the picturesque Naples Bay. Enjoy the luxury of keeping your boat in your own assigned slip (boats up to 26 ft allowed), ready for sunset cruises or adventures to the Gulf of Mexico. Fish off your private dock, watch dolphins play, or simply take in spectacular sunsets from this serene location. Perfectly positioned, this corner end-unit condo is just a short stroll to Naples’ renowned Fifth Avenue with its world-class shopping, dining, and pristine sandy beaches. Extra windows showcase stunning bay views and flood the home with natural light, while offering exceptional privacy thanks to the beautiful, tree-lined street across the canal - no homes peering in, just lush greenery. Beautifully updated this condo features high-end finishes throughout, including hurricane-impact sliders and windows, new systems, modern appliances, and elegant furnishings from Arhaus. Move-in ready and waiting for you to be the first to enjoy it. Whether you’re seeking a luxurious Naples getaway or a permanent residence, this condo offers an unmatched lifestyle in a prime location. Your Naples dream home awaits!

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 stunning sunsets and refreshing Gulf breezes. Each bedroom features a dedicated bath and private balcony, while the VIP guest suite includes a morning bar and separate access. The property also includes an oversized two-car garage and is equipped with impact windows and doors, a new roof and new flooring. Freshly painted and fully furnished, this townhouse is ready for your personal touches.

This exquisite villa, located in the highly sought-after neighborhood of Oyster Bay, enchants with breathtaking views of vibrant Western sunsets, a delightful entry courtyard and numerous gorgeous balconies throughout the home. The beautifully renovated kitchen showcases elegant custom cabinets paired with luxurious quartzite countertops, sleek stainless-steel appliances and a gas stove top. The living area radiates warmth and comfort, with incredible views of the outdoors and is centered around a fireplace inviting cozy gatherings. The thoughtfully designed two-story layout maximizes convenience, where each bedroom enjoys its own private balcony, including the in-law suite which even features a separate entrance, additional kitchenette and a cozy sitting area. Step outside onto the expansive main balcony, a tranquil oasis where you can unwind and enjoy the serene surroundings overlooking the private pool and spa, as well as an additional entertaining area with a firepit. Situated with scenic canal views, this home provides direct water access, complete with a dock tailored for fishing enthusiasts and a substantial 40-foot boat dock. The property includes a 2-car garage and is equipped with impact windows and doors, a new roof, high and dry from all recent hurricanes and is being sold furnished, making it truly move-in ready. Conveniently located just a short distance from the vibrant downtown 5th Avenue, the iconic Naples Pier, and 3rd Street, this villa offers effortless access to a variety of shopping and dining options. It perfectly balances comfort, elegance, and convenience, making it an ideal haven for those seeking an exceptional lifestyle.

Stunning completely remodeled light and bright top floor end unit with direct Gulf access in Oyster Bay. This beautiful 3 bedroom and 2-bathroom home has been masterfully remodeled. You will appreciate the attention to detail with all custom-made cabinetry, elegant lighting and top of the line materials. The kitchen features quartz countertops and stainless-steel Jenn-Air appliances. The elegant master bedroom and bath is a five-star retreat with a huge walk-in shower. This professionally designed home is being offered turnkey furnished. The vaulted ceilings and open floor plan are perfect for entertaining or just relaxing. The spacious and comfortable lanai overlooks the water. This condo includes an extended two-car garage. This unit also includes a designated boat dock with direct Gulf access and brand-new deck boards. Water, electricity and a private dock box are also available at the dock. There is also a fish cleaning station. Building amenities include a beautiful, heated pool with a large sundeck, lounge chairs and beautiful Florida landscaping. This building only has 6 Units and is Pet friendly, allowing two large dogs. The building is professionally managed and has already passed the newly required structural inspection. Oyster Bay is a quaint waterfront boating community one mile to all the shopping and dining on 5TH Avenue and less than two miles to the beautiful sugar sand Naples Beaches.