Island Harbors Homes under $500,000

Island Harbors Homes under $500,000

Welcome to Island Harbors, a hidden gem nestled in the picturesque town of Matlacha, Florida. This charming community offers a unique blend of tranquility and vibrant island life, making it an ideal destination for those seeking a serene escape without sacrificing modern conveniences.

Island Harbors is perfectly situated in Lee County, surrounded by the stunning waters of Matlacha Pass and the breathtaking natural beauty of the nearby Gulf of Mexico. Residents and visitors alike are captivated by the area's colorful art scene, quaint boutiques, and delightful dining options that celebrate the freshest local seafood. Whether you're an outdoor enthusiast or someone who simply enjoys the beauty of nature, Matlacha offers endless opportunities for kayaking, fishing, and exploring the lush landscapes.

One of the most appealing aspects of Island Harbors is its affordability. With homes available for under $500,000, this community presents an incredible opportunity for first-time buyers, retirees, and anyone looking to invest in a slice of paradise. These charming homes come with a variety of designs, from cozy cottages to modern retreats, all boasting the quintessential Florida lifestyle. Imagine sipping your morning coffee on your porch while soaking in the warm sunshine and gentle breezes.

Island Harbors is not just a place to live; it’s a lifestyle waiting to be embraced. Discover the perfect home in this enchanting community, where you can enjoy the best of Florida living without breaking the bank. Come and experience the magic of Island Harbors today!

Newest Island Harbors Homes under $500,000

2607 Bayshore Drive, Matlacha

2607 Bayshore Drive, Matlacha

2 Beds ⋅ 2 Baths ⋅ 2026036494 MLS

This BEAUTIFUL island home offers direct access to the Gulf of Mexico, from your private boat dock! Boasting 2 bedrooms, a den, and 2 full bathrooms, cathedral ceilings in the living room, a new 2021 roof, impact windows and doors, and an amazing waterfront lifestyle. This property is also on one of the best canals- with a 90-degree curve- a natural break in the wake from the boating channel, ensuring your seawall and boat will have the highest level of protection. These still waters are a haven for our island birds and sea life. The AC and appliances were replaced between 2022-2024, so this home is all set for years to come. Choose this property for your perfect primary residence, second home, or an Airbnb investment property. The pride in ownership is guaranteed to make this a top contender. There is a vacant lot for sale next door. So don't miss this excellent choice in the artsy island community of Matlacha- celebrated as a top destination within the Greater Fort Myers Area. Schedule your private showing today!

2607 Bayshore Drive, Matlacha

2500 Harbor View Drive, Matlacha

2500 Harbor View Drive, Matlacha

2 Beds ⋅ 2 Baths ⋅ 2025004776 MLS

FISHING ENTHUSIAST. DREAM ! Own a Piece of Waterfront Paradise on Matlacha Island! This is a fisherman's dream just minutes from open water ! Welcome to island living at its finest! This beautiful 2-bedroom, 1.5-bath waterfront home offers direct Gulf access with no bridges—a true dream for boating and fishing enthusiasts. Located in the heart of vibrant Matlacha, this charming property is ideal as a full-time island retreat or a relaxing second home. Step out your back door to your private boat lift with a protective canopy, making it easy to hit the water anytime while keeping your vessel safe from the elements. Whether you're heading out for a day of fishing or a sunset cruise, your boating lifestyle starts right here. Inside, enjoy a cozy and open layout designed for easy coastal living. Outside, you're just minutes from local dining, shopping, art galleries, and live entertainment—everything that makes Matlacha one of Southwest Florida’s most beloved island communities. Don’t miss this rare opportunity to own true waterfront paradise with direct access to open water and premium boating features. Schedule your private showing today and start living the island life! This home has Impact windows and doors, New roof in 2021, Screen enclosure and screened carport 2022

2500 Harbor View Drive, Matlacha

2686 Clyde Street, Matlacha

2686 Clyde Street, Matlacha

2 Beds ⋅ 1 Baths ⋅ 225021524 MLS

This 2 br, 1 bth home located in a small quaint community of gulf access waterfront homes in Matlacha. This home is reasonably priced, just waiting for your finishing touches. Major improvements already completed: New Composite Dock installed in 2024, New Roof in 2023, New A/C system in 2024 and New hot water heater in 2024. Photos depict before and after to show the potential of how adorable you can decorate the home for your private use or make some extra bucks renting as a vacation rental. Come see this home today! Great Value and Opportunity.

2686 Clyde Street, Matlacha

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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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