Harbourside Homes with Pickleball Amenities

Welcome to Harbourside, a vibrant and inviting subdivision nestled in the heart of Fort Myers, Florida. Known for its stunning natural landscapes and friendly community atmosphere, Harbourside offers an idyllic lifestyle for families, retirees, and everyone in between.

One of the standout features of Harbourside is its commitment to active living, highlighted by the inclusion of pickleball amenities. This popular sport has taken the community by storm, providing residents with a fun and engaging way to stay fit and socialize. With well-maintained courts right at your doorstep, you can easily gather with friends for a friendly match or join a league to meet new neighbors. Whether you’re a seasoned player or just starting out, the pickleball facilities in Harbourside cater to all skill levels, making it a perfect spot for everyone to enjoy.

The homes in Harbourside are thoughtfully designed, blending modern comfort with classic charm. Many properties boast open floor plans, spacious backyards, and stunning views of the surrounding landscapes, allowing residents to unwind in style. With a variety of home sizes and styles available, you’re sure to find the perfect fit for your lifestyle.

Beyond the courts and cozy homes, Harbourside is conveniently located near shopping, dining, and recreational opportunities, ensuring that you have everything you need within reach. Embrace the vibrant community spirit and active lifestyle that Harbourside has to offer—your dream home awaits!

Newest Harbourside Homes with Pickleball Amenities

$799,000

3 Beds ⋅ 2 Baths ⋅ 2026035286 MLS

Rarely available in the sought-after Harbourside neighborhood of Caloosa Yacht & Racquet Club, this exceptional waterfront residence offers the Southwest Florida lifestyle buyers are looking for. Situated at the end of a quiet cul-de-sac, this 3-bedroom, 2-bath home features approximately 2,200 square feet of living area, a spacious great-room design and beautiful water views from the moment you step inside. The expansive screened outdoor living area is the centerpiece of the home, with a private pool and integrated spa overlooking the lake and providing a wonderful setting for relaxing, entertaining and enjoying spectacular Florida sunsets. An especially important feature for Southwest Florida buyers, this property has never flooded, offering added peace of mind. Additional highlights include a new HVAC system completed in 2026 and a whole-house generator. Caloosa Yacht & Racquet Club is one of South Fort Myers’ hidden gems, offering residents access to a private 56-slip marina with direct Gulf access, the acclaimed Blue Coyote restaurant, a community pool, tennis courts, fishing pier and a beautiful four-acre waterfront park with kayak and canoe storage. Lawn maintenance is also included, allowing more time to simply enjoy the lifestyle. With its waterfront setting, private pool and spa, no history of flooding, boating amenities and outstanding location just minutes from shopping, dining, beaches and the islands, opportunities like this are increasingly hard to find. 9860 Mainsail Court is a home you will want to see before it’s gone.

9860 Mainsail CT, Fort Myers

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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.