Harbourside Homes with Tennis Court(s) Community Type

Harbourside Homes with Tennis Court(s) Community Type

Welcome to Harbourside, a stunning residential development nestled in the picturesque city of Naples, Florida, located in Collier County. Known for its sun-soaked beaches and vibrant lifestyle, Naples offers an idyllic backdrop for those seeking a serene yet active community. Harbourside stands out as a premier destination for homebuyers looking for luxurious living combined with recreational opportunities, particularly for tennis enthusiasts.

This exclusive community features an array of elegant homes, each designed with comfort and modern aesthetics in mind. Many of the residences boast private tennis courts, allowing residents to indulge in their passion for the game right at their doorstep. Whether you’re a seasoned player or just starting, having a tennis court at home makes it easy to enjoy a match with friends or family at your convenience.

Beyond tennis, Harbourside is surrounded by lush landscapes and tranquil waterways, providing a peaceful retreat from the hustle and bustle of everyday life. The community is conveniently located near upscale shopping, gourmet dining, and cultural attractions, ensuring that residents have access to everything they need.

Imagine waking up in your beautiful home, enjoying a morning match on your private court, and then spending the afternoon exploring the nearby pristine beaches or indulging in a round of golf at one of Naples' renowned courses. Harbourside is not just a place to live; it’s a lifestyle that embraces both relaxation and recreation. Discover your dream home in Harbourside today, where luxury living meets the love of tennis!

Newest Harbourside Homes with Tennis Court(s) Community Type

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 Court, Fort Myers

2 Beds ⋅ 2 Baths ⋅ 226018547 MLS

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 Drive Unit 1-511, Naples

2 Beds ⋅ 2 Baths ⋅ 226006799 MLS

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 Drive Unit 2-523, Naples

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Brandon Reitz

Meet Brandon Reitz, a dynamic and accomplished millenial real estate agent who specializes in all types of investment properties. With an unwavering passion for the ever-evolving world of real estate, Brandon has established himself as a trusted advisor and a driving force within the industry. Armed with a deep understanding of the market trends and an innate ability to identify lucrative investment opportunities, Brandon has helped hundreds clients unlock their full potential in the realm of real estate investments. His keen eye for detail and meticulous research ensures that every client receives tailored strategies and comprehensive guidance throughout their investment journey. Brandon’s relentless pursuit of excellence is evident in his educational background and professional achievements. Holding a degree in Real Estate Finance and armed with a comprehensive knowledge of property management, financial analysis, and market dynamics, Brandon possesses the technical expertise necessary to navigate the intricacies of investment properties with finesse. What truly sets Brandon apart, however, is his unwavering commitment to his client's success. With a client-centric approach, he takes the time to truly understand each individual's unique goals, risk tolerance, and financial aspirations. By cultivating strong relationships built on trust, open communication, and transparency, Brandon ensures that his clients' investment strategies are aligned with their long-term objectives. Beyond his expertise and exceptional service, Brandon possesses an innate ability to connect with people on a personal level. Their warm demeanor, coupled with an unwavering dedication to client satisfaction, has earned him a stellar reputation as a real estate professional who goes above and beyond. In addition to his day-to-day responsibilities as a real estate agent, Brandon remains at the forefront of industry developments. He avidly follows market trends, attends industry conferences, and engages in continuous professional development to ensure he stays ahead of the curve. By leveraging cutting-edge technologies and innovative marketing strategies, Brandon harnesses every available tool to maximize his clients' investment potential. Outside of the real estate realm, Brandon enjoys giving back to the community and actively participates in various philanthropic initiatives. He firmly believes in the power of real estate as a means of empowering individuals and communities, and he consistently strives to make a positive impact beyond his professional pursuits. Whether you are a seasoned investor looking to expand your portfolio or a newcomer seeking expert guidance, Brandon is the trusted partner you need. His unparalleled knowledge, unwavering dedication, and genuine passion for real estate investments make him the go-to professional for all your investment property needs. Contact Brandon today to unlock the door to your investment success and embark on a transformative journey within the realm of real estate.

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Stephanie Baker

Stephanie is the heartbeat behind the day-to-day operations at both PineIslandVacations.com and Sea Glass Gulf Realty. Originally from Ohio, she traded snow for sunshine and brought her drive, positivity, and work ethic straight to Pine Island—where she’s been elevating the experience for clients, owners, and guests ever since. A true dynamo of energy and creativity, Stephanie thrives in the fast-paced world of property management and real estate. Her background in accounting gives her a sharp eye for detail and organization, ensuring everything runs smoothly behind the scenes—from financials to transactions to daily operations. But what really makes Stephanie invaluable is her people-first approach and deep-rooted island connections. She knows how to get things done, who to call, and how to make it happen—often before anyone else even realizes it’s needed. Whether she’s coordinating with vendors, assisting homeowners, or supporting agents, she brings a level of care, responsiveness, and personality that sets the tone for the entire office. Stephanie isn’t just keeping things running—she’s making them better, more efficient, and a whole lot more enjoyable along the way.

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Carolyn Creagh

Carolyn brings with her a true passion for island living and extensive knowledge of North Captiva Island and Southwest Florida’s coastal communities. Originally from Ohio, Carolyn followed her love for nature, boating, kayaking, fishing, and the peaceful island lifestyle to paradise — and now helps others do the same. As a resident and advocate of North Captiva Island, Carolyn understands firsthand what makes this bridgeless barrier island so special: privacy, tranquility, breathtaking natural beauty, and a lifestyle unlike anywhere else in Florida. Throughout her real estate career, Carolyn has been involved in the sale of some of the island’s most premier and sought-after properties, earning the trust of buyers and sellers looking for exceptional waterfront homes, luxury retreats, and unique island investments. Her warm personality, dedication to her clients, and genuine love for the community make her a perfect addition to the Sea Glass Gulf Realty team. Whether you’re searching for a waterfront retreat, vacation home, investment property, or your own slice of island paradise, Carolyn is ready to help make your dream a reality.

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Joshua Ocasio, REALTOR®

Joshua Ocasio | REALTOR® Joshua Ocasio is a Florida-licensed real estate professional serving clients in both the residential and commercial real estate markets. With a background spanning residential leasing, property insurance claims, and direct sales, Joshua brings a practical, well-rounded perspective to every transaction. Joshua began his real estate career in Brooklyn, New York, where he worked with renters, landlords, and property managers throughout the apartment search and leasing process. His experience included property showings, client consultation, lease coordination, and relationship-based sales. In Florida, Joshua has also worked as a licensed public adjuster, representing property owners in residential insurance claims, inspecting and documenting property damage, and negotiating directly with insurance carriers. That experience has strengthened his understanding of property condition, negotiation, and the financial considerations that can affect real estate ownership. At Sea Glass Gulf Realty, Joshua assists buyers, sellers, investors, and business owners with residential and commercial real estate, with a particular interest in commercial and investment sales. He is a native Spanish speaker and fluent in English, allowing him to serve a diverse range of clients. Joshua also holds an active Florida 3-20 Public Adjuster License and is a Florida Notary Public and Certified Notary Signing Agent. Joshua’s approach is centered on responsiveness, strong communication, and helping clients make informed real estate decisions with confidence.

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