The Oaks Club Real Estate and Homes for Sale

See today's homes and real estate for sale in The Oaks Club in Osprey, Florida. The Oaks is a massive community that contains many sub-communities ranging from sprawling subdivisions to incredibly upscale condominium communities. The Oaks is highly sought after and has an incredibly diverse and complex real estate market. The Oaks has a near-endless selection of amenities, luxuries, and things to do for members of the community to enjoy. Read more below about The Oaks real estate market.

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Are you interested in buying or selling a home in The Oaks? Call PROGRAM Realty at (941) 999-9900, your local real estate team. Your neighborhood real estate agents are here to help you navigate the ins and outs of The Oaks real estate market in Osprey.

The Oaks Club Real Estate Market

The Oaks Club is a prestigious and highly ambitious community that combines the best of what Southwest Florida has to offer with immaculate upscale luxury living. The Oaks Club is a massive community that spans over 1,000 acres and is made up of three unique neighborhoods.

These three neighborhoods have their own unique amenities and real estate that set them apart. Within The Oaks, you will find high-rise condominiums, golf homes, townhouses, luxury condos, maintenance-free villas, and upscale waterfront mansions.


The first neighborhood, The Oaks Clubside is the ideal location if you're looking to be directly in the action. It provides gorgeous single-family golfing homes. It is located next to the heart of the amenity center and allows for near-instant access to The Oak's prestigious golf course.


The second neighborhood, The OaksBayside is a more laid-back option featuring single-family homes, high-rise luxury condos, and stunning waterside estates. As the name suggests, The Oaks Bayside is surrounded by water and spans over 200 acres.

Gorgeous oak-lined streets, tropical landscaping along with panoramic views of the Intracoastal waterway are the norm here.


The third neighborhood is The Oaks Preserve. Perhaps the most laid-back of them all, this community is heavily inspired and intertwined with nature. You can find a stunning collection of single-family homes and villas here.

The Oaks Preserve offers residents a maintenance-free lifestyle which is a huge plus and makes it that much easier to enjoy your day and spend less time sweating doing grueling yard work.

The Oaks Club Amenities

As a resident and member of The Oaks Club, you will have access to an incredible amount of amenities. The keystone to the entire community is its two full-sized 18-hole golf courses. Each one is expertly designed to fit the needs of all playstyles and skill levels.

The Oaks offers world-class professional instruction. Private and public lessons, classes, junior courses, custom club fittings, swing analysis, golf schools, and more. There is also an award-winning pro golf shop offering the best of the best when it comes to equipment.

Driving ranges, putting greens, and practice areas provide the perfect opportunity to step up your game. The Oaks emphasizes that all skill levels are welcomed from the best of the best to first-timers.

Golfing is just the start when it comes to amenities at The Oaks. A professionally-led tennis program provides world-class instruction, for those looking to get started in tennis or pickleball. Regional and national tournaments are even held at The Oaks. The Oaks features 12 tennis courts and 4 pickleball courts.

The Oaks has its own 7,500-square-foot fitness center. Filled with state-of-the-art exercise equipment. Massage studios, physical therapy, dance studios, and more are all available.

Your The Oaks Club Real Estate Agents

Thinking about buying a property  In The Oaks Club community? Contact our expert real estate agents today. We are here to help every step of the way!

Considering selling a property? Try our free home evaluation tool below. Simply enter the address of the property you are thinking about selling. Within minutes you will receive a free home estimate of what your property is worth under the current market conditions. 

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