Oyster Bay Homes with Canal Access Waterfront features

Oyster Bay Homes with Canal Access Waterfront features

Welcome to Oyster Bay, an enchanting subdivision nestled in the heart of Naples, Florida, within beautiful Collier County. This idyllic community is a haven for those seeking a serene waterfront lifestyle, where every day feels like a vacation. With its picturesque canals and lush tropical landscapes, Oyster Bay offers residents the perfect blend of tranquility and luxury.

Imagine waking up to the gentle sounds of water lapping against your dock, with the sun glistening off the canal just outside your door. Homes in Oyster Bay boast stunning waterfront features, providing direct access to the serene waterways that make Naples so desirable. Whether you're an avid boater, a fishing enthusiast, or simply someone who enjoys the calming presence of water, this community has it all.

The architectural styles of the homes in Oyster Bay are as diverse as the residents themselves, ranging from charming coastal cottages to elegant modern estates. Many properties feature private docks, allowing for easy access to the Gulf of Mexico and its abundant recreational opportunities. Picture yourself enjoying leisurely boat rides, sunset cruises, or fishing adventures right from your backyard.

Beyond the beautiful homes and breathtaking waterfront views, Oyster Bay is conveniently located near Naples’ finest amenities. From upscale shopping and dining to pristine beaches and vibrant cultural attractions, everything you need is just a short drive away.

Oyster Bay is not just a place to live; it’s a lifestyle choice. Experience the magic of waterfront living in this remarkable community and discover why so many call Oyster Bay home. Come and explore the possibilities that await you in this coastal paradise!

Newest Oyster Bay Homes with Canal Access Waterfront features

5 Beds ⋅ 6 Baths ⋅ Oyster Bay SubDv.

Brand-new contemporary construction minutes from Fifth Avenue South, the heart of Naples. Designed by award-winning Greg Weber of South Florida Design, this three-story residence runs nearly 8,000 square feet under roof, including nearly 4,400 square feet of elevated living area. A dramatic three-story glass entry opens to five bedrooms, five full baths, a powder room and a private elevator serving every floor. The fifth bedroom is presently appointed as a private office, an elegant work-from-home retreat that reverts to a guest suite whenever needed. The living, dining and kitchen face west towards the water, placing the harbor and the sunset in view from the moment you step inside. Walls of glass, soaring ceilings, custom built-ins and exceptional lighting throughout. The chef's kitchen pairs custom cabinetry with an oversized island, a professional gas range, integrated appliances and a separate wet bar built for entertaining. The primary suite is a quiet sanctuary, with abundant natural light, a spa-inspired bath and custom boutique-scale closets. An east–west sightline runs to the outdoor living spaces, where an outdoor kitchen, relaxed seating, TV and fireplace overlook the elevated heated pool and spa for year-round enjoyment. Mature tropical landscaping and privacy screening make it feel enclosed and entirely private. The ground level offers what other homes do not: a climate-controlled four-car tandem garage alongside ~1,600 square feet of finished, fully conditioned storage with direct interior access — rare square footage in Naples. A reinforced perimeter landscape wall surrounds the property, with an integrated flood panel system and whole-house backup power for added peace of mind. The deeded boat slip is directly across the street, just out the front door, with a private lift, a City-maintained seawall and no-bridge access to Naples Bay and the Gulf. No canal turns, no clearance math, no bridge waits. Offered fully furnished. Fifth Avenue South dining, galleries, shopping and the beach are minutes away, with Naples and Fort Myers airports an easy drive. New, elevated, west-facing, downtown-adjacent, and boat-ready on day one.

1085 SANDPIPER Street, Naples

3 Beds ⋅ 2 Baths ⋅ Oyster Bay SubDv.

MUST-SEE FULLY REMODELED WATERFRONT HOME — DESIGNED TO THE MAX! Prepare to be impressed by this extraordinary, fully remodeled home where luxury, sophistication, and the ultimate Naples lifestyle come together. Every detail has been thoughtfully designed and beautifully executed, creating a truly exceptional residence that is partially furnished and move-in ready. The stunning chef’s kitchen is the heart of the home, featuring high-end appliances, designer fixtures, custom finishes, and an impressive 14-foot island that provides the perfect gathering space for family and guests. The open, sophisticated design seamlessly connects the kitchen to the main living areas, creating a spectacular setting for both everyday living and entertaining. Step outside to the expansive marble front patio, where breathtaking views of the bay create an unforgettable backdrop. With two boat slips, this property offers an incredible opportunity for boating enthusiasts to enjoy the waterfront lifestyle right from home. The large backyard patio is an entertainer’s dream, complemented by a heated saltwater pool perfect for relaxing, dining, and hosting guests. Whether enjoying a quiet afternoon by the pool or entertaining friends and family, this outdoor space is designed to make the most of the beautiful Naples lifestyle. Additional upgrades include a new roof and new custom wrought-iron doors, adding timeless elegance and peace of mind. No detail was overlooked in this exceptional renovation. Ideally located in the heart of Naples, this remarkable property puts you close to the best the area has to offer while providing the luxury, waterfront setting, and boating lifestyle you've been searching for. This is more than a home — it’s a Naples lifestyle. Truly a must-see!

1095 Sandpiper Street, Naples

3 Beds ⋅ 4 Baths ⋅ Oyster Bay SubDv.

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 a striking presence. A large double entrance circular driveway and herringbone brick paver entry create a strong first impression. Inside, the home offers three bedrooms plus a den, three and a half baths, soaring ceilings, custom millwork, hand applied trompe l’oeil detail, and abundant natural light that showcases every inch of the interior. The den can easily function as a fourth bedroom. The primary suite and one guest bedroom open directly to the pool, while the additional guest room and den each feature covered outdoor sitting areas, creating a seamless connection to the waterfront setting. From there, the home flows naturally to the dock and spa, extending the living experience outdoors. The custom Ipe hardwood dock, widely regarded as the gold standard in waterfront decking, offers exceptional durability, low maintenance, timeless aesthetic appeal, and a premium gateway to the Gulf. The large garage includes an oversized storage closet, ideal for organizing fishing tackle, rods, boating gear, and other coastal lifestyle essentials. Never flooded and ideally located just minutes from Tin City, Bayfront, Cabana on the Bay, and Downtown Fifth Avenue, this property combines architectural character, premier canal frontage, and exceptional access by both land and water.

1510 Chesapeake Avenue, Naples

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Samantha Haringa

Samantha Haringa was born and raised in Massachusetts in the Greater Boston Area. Raised in a family of avid boaters and fisherman with the love for water, sand, and sunsets; moving to Cape Coral was a dream come true. Spending summers as a kid in Marco Island with her grandparents marked the beginning of the pursuit for the lifestyle and passions that the communities of SWFL have to offer. As a resident in the heart of SWFL in Cape Coral, Samantha is a part of the fabric of this vibrant and growing community of families and professionals that are all seeking that same love for the endless summers and treasured sunsets. Coming from a family of entrepreneurs and with twenty plus years of work in client management roles, Samantha has an innate and unrelenting passion for each client’s experience. It’s this passion that drove her to enter the Real Estate Industry. She recognized the singular importance of a client’s experience when buying, selling, or relocating to FL, and the need for a Realtor who would match the enthusiasm and expectations of their clients for this main life event. Plotting a course on the home ownership journey by listening, understanding, and appreciating the stated desires of each client is of paramount importance to her. Samantha’s authenticity, kindness and servant leadership provides every client with the experience of a Realtor whose moral compass remains anchored on the real estate needs and priorities of her clients.

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