Oyster Bay Homes with Dock Deeded Boat access

Oyster Bay Homes with Dock Deeded Boat access

Welcome to Oyster Bay, a picturesque waterfront community nestled in the heart of Naples, Florida. Here, the serene beauty of nature meets the vibrant lifestyle of coastal living, making it a coveted destination for those seeking a slice of paradise. Located in Collier County, this charming neighborhood offers residents the perfect blend of tranquility and convenience, with easy access to the stunning Gulf of Mexico and the enchanting waters of Naples Bay.

Oyster Bay is renowned for its luxurious homes, many of which boast dock deeded boat access, providing avid boaters with the ultimate gateway to explore the pristine waterways and nearby islands. Imagine waking up to the gentle sound of waves lapping against your private dock, ready to set sail for a day of adventure or simply enjoy a sunset cruise with loved ones. Each home is thoughtfully designed to maximize space and comfort, featuring exquisite finishes and expansive outdoor areas that invite relaxation and entertaining.

In addition to its stunning residences, Oyster Bay is conveniently located near Naples' vibrant dining, shopping, and cultural scene. Spend your days exploring the lush parks, pristine beaches, and world-class golf courses that this area is famous for. Whether you’re a family looking for a peaceful retreat or a retiree seeking an active lifestyle, Oyster Bay offers a welcoming community that feels like home.

Discover the charm of Oyster Bay today, where your dream of waterfront living can become a reality!

Newest Oyster Bay Homes with Dock Deeded Boat access

$400,000
2 Beds ⋅ 2 Baths ⋅ 226021302 MLS ⋅ Oyster Bay BLDG.
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.

1200 Cherrystone Ct Unit B108, Naples
$425,000
2 Beds ⋅ 2 Baths ⋅ 226018784 MLS ⋅ Oyster Bay 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
$995,000
2 Beds ⋅ 2 Baths ⋅ 226008397 MLS ⋅ Oyster Bay BLDG.
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.

1302 Chesapeake Ave Unit A3, Naples
$570,000
2 Beds ⋅ 2 Baths ⋅ 226004747 MLS ⋅ Oyster Bay BLDG.
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!

1595 Curlew Ave Unit 4, Naples
$459,000
2 Beds ⋅ 2 Baths ⋅ 226003015 MLS ⋅ Oyster Bay BLDG.
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.

1575 Curlew W Ave Unit 1, Naples
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