Oyster Bay Homes with Cabana Amenities

Welcome to Oyster Bay, a hidden gem nestled in the heart of Naples, Florida, where coastal charm meets luxurious living. This picturesque neighborhood is renowned for its stunning waterfront properties, lush landscapes, and a vibrant community atmosphere that beckons families and retirees alike. With its prime location along the peaceful shores of Naples Bay, residents enjoy breathtaking views and a lifestyle that embodies the essence of Florida living.

Oyster Bay is not just about beautiful homes; it’s a lifestyle that combines luxury and leisure. The neighborhood is characterized by its elegant residences, many of which feature exquisite cabana amenities. Imagine stepping into your own private oasis where you can unwind by the pool, host gatherings with friends, or simply enjoy a quiet afternoon in your cabana, surrounded by tropical foliage and the soothing sounds of nature. These cabanas provide the perfect blend of comfort and style, making your outdoor space as inviting as your indoor retreat.

In addition to its stunning homes, Oyster Bay offers easy access to Naples’ world-class dining, shopping, and entertainment options. Whether you’re strolling along Fifth Avenue South or enjoying a sunset at one of the nearby beaches, you’ll find that life in this charming neighborhood is as vibrant as it is relaxing. With a strong sense of community and a plethora of recreational activities, Oyster Bay is more than just a place to live; it’s a place to thrive. Discover your dream home in this idyllic neighborhood and embrace the luxurious lifestyle that awaits you in Oyster Bay!

Newest Oyster Bay Homes with Cabana Amenities

$400,000

2 Beds ⋅ 2 Baths ⋅ 226021302 MLS ⋅ Cherrystone Court 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

$649,900

2 Beds ⋅ 2 Baths ⋅ 226016825 MLS ⋅ Four Winds BLDG.

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.

1100 Little Neck CT Unit F52, Naples

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The data relating to real estate for sale on this web site comes in part from the Broker Reciprocity Program (BR Program) of M.L.S. of Naples, Inc. Properties listed with brokerage firms other than this company are marked with the BR Program Icon or the BR House Icon and detailed information about them includes the name of the listing brokers. The properties displayed may not be all the properties available through the BR Program. The information provided is for consumers’ personal, non-commercial use and may not be used for any other purpose.