Harbourside Real Estate

Welcome to Harbourside, a hidden gem nestled in the heart of Naples, Florida, within the picturesque Collier County. This enchanting subdivision offers a perfect blend of luxury living, natural beauty, and a vibrant community atmosphere.

Harbourside is renowned for its stunning waterfront properties, with many homes boasting breathtaking views of the serene canals and lush landscapes that define this coastal paradise. The architecture here reflects a harmonious mix of modern elegance and classic Floridian charm, providing residents with a warm and inviting ambiance.

One of the standout features of Harbourside is its prime location. Just minutes away from the pristine beaches of Naples, residents can indulge in sun-soaked days and breathtaking sunsets along the Gulf of Mexico. The nearby Naples Bay offers a plethora of recreational activities, from boating and fishing to leisurely strolls along the picturesque waterfront.

For those who appreciate fine dining and shopping, Harbourside is conveniently located near Naples' vibrant downtown area, where you’ll find an array of upscale boutiques, gourmet restaurants, and cultural attractions. The community fosters a friendly atmosphere, making it easy to connect with neighbors and participate in local events.

In Harbourside, you’re not just buying a home; you’re investing in a lifestyle. With its stunning natural beauty, luxurious amenities, and welcoming community spirit, Harbourside is the perfect place to create lasting memories and enjoy the best that Naples has to offer. Come experience the charm of Harbourside—where your dream home awaits!

Newest Listings in Harbourside

$439,000

2 Beds ⋅ 2 Baths ⋅ 226033466 MLS ⋅ Harbourside BLDG.

TURNKEY, beautifully furnished, and ready to enjoy! Just unpack your bags and embrace the North Naples coastal lifestyle in this stunning 2-bedroom, 2-bathroom condo with sweeping second-floor views of lush palms and Tarpon Cove Beach & Racquet Club. From the Serena & Lily furnishings to the 2023 renovated kitchen with Cambria quartz, white Shaker cabinetry and KitchenAid appliances, this condo offers the perfect blend of style, comfort and convenience.Enjoy the Harbourside community pool and spa, or take advantage of an optional Tarpon Cove Club membership, with a sparkling pool, Tiki Bar, restaurant, state-of-the-art tennis courts, fitness center and the Endless Summer water taxi to Delnor-Wiggins Pass State Park and its beautiful Gulf beaches. (Membership transfer is available with this unit!) Boaters can explore available boat dock options with direct Gulf access in Wiggins Bay. With proven rental history, this property also offers an excellent opportunity for those seeking a vacation home with established rental potential. Condo fees include water, sewer, cable, Wi-Fi, insurance, exterior maintenance, reserves, lawn care and more. Ideally located in sought-after North Naples, just minutes from dining, shopping and entertainment, with Gulf beaches accessible by bike and Kinsale Golf Club directly across the street from Wiggins Bay. Turnkey, beautifully furnished and perfectly positioned to enjoy all that Southwest Florida has to offer!

513 Club Side DR Unit 1-513, Naples

$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 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.