Gulfside Real Estate

Welcome to Gulfside, a charming subdivision nestled in the heart of Englewood, Florida, within the scenic Charlotte County. This hidden gem is a haven for those seeking a tranquil coastal lifestyle, surrounded by the natural beauty of Florida’s Gulf Coast.

Gulfside boasts a unique blend of serene residential living and vibrant community spirit. The subdivision is characterized by its well-maintained homes and lush landscaping, offering residents a picturesque environment to call home. With a variety of architectural styles, from cozy beach cottages to modern family homes, Gulfside caters to diverse tastes and preferences.

One of the standout features of Gulfside is its proximity to stunning beaches. Just a short drive away, you’ll find the pristine shores of Englewood Beach and Manasota Key, where you can soak up the sun, enjoy water sports, or simply stroll along the sandy coastline. The area is also home to numerous parks and nature preserves, providing ample opportunities for hiking, birdwatching, and exploring Florida’s unique ecosystems.

Community members enjoy a friendly atmosphere, with regular events and gatherings that foster a strong sense of belonging. Local shops, restaurants, and cafes are just around the corner, offering a taste of the vibrant local culture.

Whether you’re looking to retire in a peaceful paradise, raise a family in a welcoming community, or invest in a vacation home, Gulfside in Englewood is the perfect place to create lasting memories. Experience the charm and beauty of Gulfside—your coastal dream awaits!

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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