Southport on the Bay is one of the most prestigious waterfront neighborhoods within the exclusive Barefoot Beach community in Bonita Springs, Florida. This double-gated luxury enclave is renowned for its custom waterfront homes, private boat docks, Gulf access, and close proximity to one of Southwest Florida’s most beautiful stretches of white-sand beach. With more than 100 custom residences situated along canals, bayfront homesites, preserve lots, and waterfront peninsulas, Southport on the Bay offers an exceptional blend of boating, beach living, and luxury real estate.
Located within the larger gated Barefoot Beach community near Barefoot beach Bonita Springs,FL and adjacent to Barefoot Beach Preserve County Park, Southport on the Bay provides residents with a unique coastal lifestyle surrounded by protected natural beauty, pristine waterways, and direct access to the Gulf of Mexico. The neighborhood has become one of the most sought-after luxury waterfront communities in Southwest Florida due to its combination of privacy, exclusivity, and recreational opportunities.
Homes within Southport on the Bay were developed primarily from the 1990s through the present day, with many residences having undergone substantial renovations or complete redevelopment. Luxury homes generally range from approximately 2,500 square feet to more than 8,000 square feet of living space and feature custom architecture, private elevators, gourmet kitchens, expansive outdoor entertaining areas, resort-style pools and spas, impact-resistant construction, and smart-home technology. Many properties showcase breathtaking views of Little Hickory Bay, canals, preserve areas, and surrounding waterways.
One of Southport on the Bay’s defining features is its exceptional boating access. Many homes include private docks and boat lifts with direct Gulf access through Wiggins Pass. Homeowners can reach open Gulf waters within minutes without fixed bridges, making the neighborhood highly desirable for boaters, anglers, and waterfront enthusiasts. The ability to keep a boat directly behind the home while also enjoying private beach access is a rare amenity even among Southwest Florida’s luxury waterfront communities.
In addition to its boating lifestyle, Southport on the Bay provides residents with convenient access to the beach. Many homes are located just a short walk, bicycle ride, or golf cart ride from the sugar-white sands of Barefoot Beach. Residents enjoy daily opportunities for beach walks, shelling, swimming, paddleboarding, fishing, and spectacular Gulf sunsets. The surrounding preserve environment helps maintain the pristine natural character that has made Barefoot Beach one of Florida’s most celebrated coastal destinations.
A significant lifestyle enhancement for many residents is the opportunity to join Club at Barefoot Beach. This private beachfront club offers waterfront dining, beach service, social events, tennis facilities, swimming, and a vibrant member lifestyle centered around the Gulf of Mexico. Membership opportunities vary and provide residents with an elevated resort-style experience that complements the luxury living available throughout Southport on the Bay.
The neighborhood’s larger homesites, mature tropical landscaping, and low-density design create a private residential atmosphere rarely found along the Florida coastline. Many residences enjoy western exposures, expansive waterfront views, and outdoor living spaces designed to take full advantage of Southwest Florida’s year-round climate. The neighborhood’s double-gated security and limited inventory further enhance its exclusivity and long-term appeal among luxury buyers.
Southport on the Bay also benefits from an outstanding location. Residents are minutes from upscale dining, shopping, and entertainment destinations throughout Bonita Springs and Naples, including Coconut Point Mall, Mercato, Waterside Shops, and The Promenade at Bonita Bay. Southwest Florida International Airport is also easily accessible, making the neighborhood particularly attractive to seasonal homeowners and second-home buyers.
Real estate within Southport on the Bay remains among the most desirable in Barefoot Beach. Limited inventory, direct Gulf-access boating, private docks, luxury custom homes, and proximity to the beach continue to drive strong demand among affluent buyers seeking one of Southwest Florida’s premier waterfront lifestyles. The neighborhood’s unique combination of boating, beach access, and gated luxury living makes it one of the most coveted addresses in Bonita Springs.
Lifestyle at Southport on the Bay
Life in Southport on the Bay revolves around the water. Residents enjoy boating directly from private docks, exploring Estero Bay and the Gulf of Mexico, relaxing on nearby beaches, entertaining in luxurious waterfront homes, and enjoying the natural beauty that surrounds Barefoot Beach. Whether spending the day on the water or watching sunsets from a private lanai, homeowners experience a lifestyle that blends coastal elegance with world-class recreation.
Your Local Barefoot Beach Real Estate Experts
The McGreevy and Comisar Team at Domain Realty is led by Jesse McGreevy and Marc Comisar, Southwest Florida luxury real estate specialists with extensive experience throughout Bonita Springs, Naples, Estero, Fort Myers, Barefoot Beach, and the region’s premier waterfront communities. Together, they have completed more than 1,700 transactions and over $860 million in career sales throughout Southwest Florida.
Jesse and Marc regularly help buyers and sellers navigate Southport on the Bay real estate, providing guidance on waterfront home ownership, boating access, private docks, luxury construction, flood and insurance considerations, market trends, investment opportunities, seasonal and year-round living, and long-term property values. Their local expertise helps clients understand the unique lifestyle advantages of owning within one of Southwest Florida’s most prestigious waterfront communities.
