Gulfside Real Estate

Welcome to Gulfside, an enchanting subdivision nestled in the heart of Englewood, Florida, within the picturesque Charlotte County. This hidden gem offers a perfect blend of coastal charm and modern living, making it an ideal location for families, retirees, and anyone seeking a laid-back lifestyle by the Gulf of Mexico.

Gulfside is renowned for its serene atmosphere and stunning natural beauty. With its proximity to pristine beaches, residents enjoy easy access to sun-soaked shores where they can bask in the warm Florida sun, indulge in water sports, or take leisurely strolls along the sandy coastline. The nearby Englewood Beach is a local favorite, offering a peaceful retreat and breathtaking sunsets that will leave you in awe.

The subdivision itself is characterized by well-maintained homes, lush landscaping, and friendly neighbors who create a welcoming community spirit. Gulfside is perfect for those who appreciate a tight-knit neighborhood where everyone looks out for one another. The area boasts a variety of amenities, including parks, walking trails, and recreational facilities, catering to an active lifestyle.

For those who enjoy shopping and dining, Englewood offers a delightful array of local boutiques, restaurants, and cafes, all just a short drive away. Additionally, the vibrant cultural scene and nearby attractions, such as the historic downtown area and local art galleries, ensure there’s always something new to explore.

Whether you’re looking for a permanent residence or a vacation getaway, Gulfside in Englewood, FL, promises a tranquil lifestyle filled with sunshine, community, and the beauty of coastal living. Come discover your slice of paradise today!

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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