Harbourside Homes with Boating Community Type

Welcome to Harbourside, an enchanting subdivision nestled in the heart of Naples, Florida. This picturesque community is a true haven for boating enthusiasts and those seeking a serene lifestyle amidst stunning waterways. With its prime location in Collier County, Harbourside offers residents the perfect blend of luxury, leisure, and natural beauty.

Imagine waking up to the gentle sounds of water lapping against your dock, where each day begins with breathtaking views of the sparkling canals and lush landscapes. Harbourside is more than just a neighborhood; it’s a vibrant boating community that embraces the coastal lifestyle. The homes here are designed with elegance and comfort in mind, featuring spacious layouts, modern amenities, and often, private boat docks that provide direct access to the Gulf of Mexico.

Residents of Harbourside enjoy a wealth of recreational opportunities, from fishing and kayaking to sunset cruises on their boats. The community’s well-maintained waterways are perfect for exploring the stunning natural surroundings, including the nearby beaches and the breathtaking beauty of the Everglades.

In addition to its boating charm, Harbourside is conveniently located near Naples' renowned shopping districts, gourmet restaurants, and cultural attractions. Whether you’re looking to enjoy a day on the water, indulge in fine dining, or simply relax by the pool, Harbourside offers an unparalleled lifestyle that caters to all your desires.

Discover the magic of Harbourside, where every day feels like a vacation and the joys of waterfront living await you. Your dream home in this vibrant community is just a visit away!

Newest Harbourside Homes with Boating 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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