Harbourside Homes with Tennis Community Type

Welcome to Harbourside, a picturesque subdivision nestled in the heart of Naples, Florida, within the stunning Collier County. This vibrant community seamlessly blends luxurious living with an active lifestyle, making it a sought-after destination for those who appreciate both elegance and recreation.

One of the standout features of Harbourside is its commitment to an active lifestyle, particularly for tennis enthusiasts. The community boasts state-of-the-art tennis facilities that cater to players of all skill levels. Whether you’re a seasoned pro or just starting out, you’ll find a welcoming environment to hone your skills and engage in friendly matches with neighbors and friends.

The homes in Harbourside reflect a harmonious balance of sophistication and comfort. With thoughtfully designed floor plans and high-end finishes, each residence offers a unique charm that embodies the essence of coastal living. Many homes feature expansive outdoor spaces, perfect for entertaining or simply relaxing while soaking in the stunning Florida sunshine.

Beyond the courts and beautiful residences, Harbourside is perfectly situated to take advantage of Naples’ rich array of amenities. Residents can enjoy proximity to pristine beaches, upscale shopping, and gourmet dining that the area is renowned for. The vibrant arts scene and numerous outdoor activities ensure that there’s always something to do, from cultural events to nature explorations.

In Harbourside, you’re not just buying a home; you’re investing in a lifestyle filled with recreation, relaxation, and a tight-knit community spirit. Discover the charm of Harbourside and experience the best that Naples has to offer!

Newest Harbourside Homes with Tennis Community Type

$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

$369,000

2 Beds ⋅ 2 Baths ⋅ 226018547 MLS ⋅ Harbourside BLDG.

Priced to Sell!! Welcome to your dream condo in North Naples, nestled within the gated resort style community of Habourside at Wiggins Bay. If you love the beach and love tennis and enjoy living in the Florida life this is your opportunity. This TURNKEY 2nd floor end unit has 2 bedrooms 2 baths and features tile flooring throughout set on a diagonal, a wide-open floor plan and a screened lanai off the Master bedroom creating a comfortable outdoor living space. The kitchen is equipped with stainless steel appliances and granite countertops; both bedrooms feature walk in closets making this furnished home set in a comfortable Florida style just waiting for the new owners. Now you can Relax at the Harbourside community pool & spa or move up to the optional membership to the Tarpon Cove Yacht & Racquet Club which includes a pool, tiki bar, restaurant, tennis courts, modern fitness center and a boat shuttle to the beach. MEMBERSHIP TRANSFER available with this unit. There is not a better community to enjoy the Florida Life. Condo fee’s cover water, sewer, cable, WiFi, insurance, exterior maintenance, reserves, lawn care and more.

511 Clubside DR Unit 1-511, Naples

$389,000

2 Beds ⋅ 2 Baths ⋅ 226006799 MLS ⋅ Harbourside BLDG.

Prime North Naples location west of U.S. 41 in the gated community of Wiggins Bay. This beautifully maintained second-floor 2BR/2BA residence is offered turnkey and styled in a relaxing coastal theme, ready for immediate enjoyment. Tile flooring runs throughout, and the split-bedroom floor plan provides privacy for owners and guests. Both bedrooms feature walk-in closets, and two screened lanais create inviting outdoor living spaces that capture coastal breezes. The kitchen features granite countertops, stainless steel appliances with a new dishwasher (2026), a breakfast bar, and a spacious pantry. Freshly painted throughout, including the ceilings, the home also features a new washer and dryer and a brand-new 2026 HVAC system, enhancing efficiency and long-term peace of mind. Harbourside residents enjoy a community pool and spa. Optional Tarpon Cove Yacht & Racquet Club membership features tennis, fitness, dining, bocce, a resort-style pool, and a private beach shuttle. Boat slips may be available for lease or purchase. Just minutes from world-class beaches, the marina, shopping, and dining, this residence presents an exceptional opportunity as a seasonal escape, full-time home, or investment property.

523 Club Side DR Unit 2-523, 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.