Gulfside Real Estate

Welcome to Gulfside, a picturesque subdivision nestled in the heart of Englewood, Florida, where coastal charm meets serene living. This delightful community is ideally situated in Charlotte County, just moments away from the stunning Gulf of Mexico, offering residents the perfect blend of beachside relaxation and suburban comfort.

Gulfside boasts a variety of beautifully designed homes, each reflecting the unique Floridian architectural style that captures the essence of coastal living. Whether you're seeking a cozy retreat or a spacious family home, you'll find an array of options to suit your lifestyle. The community is characterized by its lush landscaping, tree-lined streets, and a friendly atmosphere that makes it easy to feel right at home.

One of the standout features of Gulfside is its proximity to some of the most beautiful beaches in the region. Residents can enjoy sun-soaked days at Englewood Beach or explore the pristine waters of Stump Pass Beach State Park, perfect for swimming, fishing, and kayaking. For those who appreciate nature, the nearby Lemon Bay Park offers scenic trails and opportunities for birdwatching.

Gulfside is also conveniently located near a variety of shopping, dining, and entertainment options, ensuring that everything you need is just a short drive away. With its vibrant community spirit, stunning natural surroundings, and easy access to the best of Florida's Gulf Coast, Gulfside is more than just a place to live—it's a lifestyle. Come discover your dream home in this enchanting subdivision and experience the magic of Gulfside living for yourself!

Newest Listings in Gulfside

$4,850,000

4 Beds ⋅ 5 Baths ⋅ Gulfside SubDv. ⋅ 33921 Zip Code

Experience the best of the Boca Grande lifestyle in this newly completed home. The home features three bedrooms plus an office or optional fourth bedroom, four full baths, a powder room, elevator, two-car garage, private pool and spa, and deeded beach access. Thoughtfully designed for modern island living, the elevated residence blends refined finishes with seamless indoor-outdoor entertaining. Built to the latest building codes, the home incorporates storm-resilient construction, impact-rated windows and doors, and a durable metal roof. The experienced builder brings an extensive and proven track record of constructing quality homes designed to withstand Florida’s demanding coastal environment—providing added confidence and peace of mind. Beyond the home, enjoy everything that makes Boca Grande one of Florida’s most treasured island destinations. Spend quiet mornings along uncrowded beaches, explore the quaint village by golf cart, browse charming boutiques, and dine at outstanding local restaurants. Surrounded by the turquoise waters of the Gulf and Charlotte Harbor, Boca Grande is renowned for world-class tarpon fishing, boating, shelling, and a relaxed coastal atmosphere unlike anywhere else. With new construction already complete, there is no waiting through the building process—simply arrive and begin enjoying the timeless beauty, privacy, and easygoing elegance of the Boca Grande lifestyle.

10009 Gasparilla Pass Boulevard, Boca Grande

$775,000

Gulfside SubDv. ⋅ 34223 Zip Code

MULTI-FAMILY ZONING • TWO LOTS FROM BEACH SAND • STEPS TO THE GULF • PRICE REDUCED $25,000 Exceptional opportunity on Manasota Key’s highly desirable south end. This expanded double lot (128’ x 82’) is located just two lots from the beach sand and the Gulf of Mexico, offering an ideal setting to build a custom coastal residence, duplex, or income-producing vacation property. Zoned MMF (Manasota Multi-Family), this property provides rare flexibility for rebuilding and redevelopment. Enjoy the best of island living with sunsets, direct beach access, fishing, and world-class shelling just steps away. Manasota Key continues to rebuild and revitalize, with beaches, restaurants, and local favorites reopening—making this an excellent time to invest ahead of continued growth. Now priced $25,000 below previous pricing, this is a compelling opportunity for builders, investors, or buyers looking to create a beach retreat in one of Southwest Florida’s most sought-after coastal locations.

65 Beachcomber Lane Unit B, Englewood

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