Harbourside Homes with Resale Property Status Type

Welcome to Harbourside, a picturesque subdivision nestled in the heart of Naples, Florida, within the vibrant Collier County. Known for its stunning waterfront views and serene atmosphere, Harbourside offers a unique blend of luxury and comfort, making it a sought-after destination for both families and retirees alike.

This charming community is characterized by its beautifully designed homes, many of which boast direct access to the sparkling waters of Naples Bay. Residents enjoy a lifestyle enriched by the natural beauty surrounding them, with lush landscaping and tranquil waterways that create an idyllic setting for relaxation and recreation.

What sets Harbourside apart is its diverse selection of resale properties. Whether you’re seeking a cozy villa or an expansive estate, the homes in this subdivision cater to a variety of tastes and budgets. Each residence reflects the quintessential Florida lifestyle, featuring open floor plans, modern amenities, and outdoor spaces perfect for entertaining or unwinding after a long day.

Living in Harbourside means embracing a vibrant community spirit, with friendly neighbors and a wealth of social activities at your fingertips. From boating and fishing to exploring the nearby pristine beaches and world-class dining, there’s never a dull moment in this delightful neighborhood.

If you’re looking to invest in a piece of paradise, the resale properties in Harbourside offer an incredible opportunity to experience the beauty and charm of Naples living. Discover your dream home today in this exceptional community, where every day feels like a vacation!

Newest Harbourside Homes with Resale Property Status 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.

The data relating to real estate for sale on this web site comes in part from the Broker Reciprocity Program of the Regional Multiple Listing Service of Minnesota. Real estate listings held by brokerage firms other this firm are marked with the Broker Reciprocity logo. Information Deemed Reliable But Not Guaranteed. Property locations as displayed on any map are best approximations only and exact locations should be independently verified.

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