Charleston Square is one of the most distinctive luxury condominium communities in the prestigious Coquina Sands neighborhood of Naples, Florida. Inspired by the timeless architecture of historic Charleston, South Carolina, this boutique waterfront development combines elegant design, upscale residences, private boating opportunities, and an unbeatable location directly across from Lowdermilk Beach. Completed in 2005, Charleston Square remains one of the newest and most sought-after condominium communities in Coquina Sands, offering an exceptional blend of luxury, walkability, and waterfront living.
Located at 1400 Gulf Shore Boulevard North, Charleston Square enjoys one of Naples' premier coastal addresses. Residents are directly across the street from Lowdermilk Beach Park and overlook Hurricane Harbor, providing beautiful water views and convenient Gulf access. Fifth Avenue South, Third Street South, Venetian Village, Waterside Shops, Artis—Naples, and the Naples Beach Club, A Four Seasons Resort, are all just minutes away. Southwest Florida International Airport (RSW) is approximately 35 minutes from the community, making Charleston Square equally attractive to full-time residents and seasonal homeowners.
Completed in 2005, Charleston Square consists of 24 luxury condominium residences situated above street-level boutique retail and professional office space, creating a unique mixed-use coastal village atmosphere. The community features spacious floor plans ranging from approximately 1,974 to nearly 3,800 square feet, with most residences offering three bedrooms, three to three-and-a-half bathrooms, while select penthouse-style homes feature four bedrooms and over 3,900 square feet of living space. High ceilings, expansive open-concept living areas, gourmet kitchens, luxurious primary suites, oversized balconies, and private elevator access create an elegant coastal living experience. Many homes have been upgraded with custom cabinetry, quartz or marble countertops, premium appliances, wide-plank hardwood flooring, smart-home technology, and designer finishes.
One of Charleston Square's defining features is its spectacular waterfront location overlooking Hurricane Harbor. Many residences enjoy panoramic harbor, bay, and Gulf views, while expansive balconies provide ideal spaces for outdoor entertaining and enjoying Naples' famous sunsets. The community's Charleston-inspired architecture, decorative balconies, brick detailing, and beautifully landscaped courtyards create a sophisticated coastal atmosphere unlike any other development in Coquina Sands.
A standout feature of Charleston Square is its private boating opportunities. Many residences include deeded boat slips on Hurricane Harbor, with docks accommodating vessels up to approximately 31 feet. These slips offer water and electric service and provide direct access to the Gulf of Mexico through Doctors Pass, allowing residents to enjoy boating, fishing, and waterfront dining throughout Southwest Florida. The combination of beach access and boating access is exceptionally rare in Naples and significantly enhances the community's desirability.
Residents enjoy an impressive collection of luxury amenities designed to complement the community's upscale lifestyle. These include a rooftop heated swimming pool with panoramic views, a well-equipped fitness center, a social room with catering kitchen, barbecue area, bicycle storage, climate-controlled storage rooms, secured lobby access, elevators, and two assigned covered parking spaces for each residence. Professionally maintained common areas and beautifully landscaped grounds contribute to Charleston Square's reputation as one of Naples' premier boutique condominium communities.
One of Charleston Square's greatest advantages is its exceptional walkability. Residents simply cross Gulf Shore Boulevard to reach Lowdermilk Beach, while nearby Gulf Shore Boulevard provides scenic walking and biking routes along the Gulf. Downtown Naples, Fifth Avenue South, Third Street South, Venetian Village, and numerous waterfront restaurants, art galleries, and boutiques are all just minutes away, allowing homeowners to fully embrace Naples' luxury coastal lifestyle.
The community maintains homeowner-friendly policies while preserving its exclusive atmosphere. Owners may have up to two pets (subject to size restrictions), and the association allows up to four leases annually with a minimum lease term of 90 days, making Charleston Square appealing to both seasonal residents and investors seeking flexibility.
Real estate within Charleston Square remains highly desirable because of its boutique size, luxury residences, deeded boat slips, rooftop amenities, and unmatched location across from the Gulf. Limited inventory and consistent buyer demand continue to support strong property values, making Charleston Square one of the finest luxury condominium opportunities within Coquina Sands.
Lifestyle at Charleston Square
Life at Charleston Square combines luxury waterfront living with Naples' renowned coastal lifestyle. Residents begin their mornings walking across the street to Lowdermilk Beach, spend afternoons boating from their private dock, relaxing beside the rooftop pool, or shopping along Fifth Avenue South, and finish the day watching spectacular sunsets from expansive balconies overlooking Hurricane Harbor. Whether enjoying a day on the Gulf, dining at Naples' finest restaurants, or simply relaxing in a beautifully appointed waterfront residence, homeowners experience one of Southwest Florida's most exclusive coastal lifestyles.
Your Local Naples Real Estate Experts
The McGreevy and Comisar Team at Domain Realty is led by Jesse McGreevy and Marc Comisar, Southwest Florida real estate specialists with extensive experience throughout Naples, Bonita Springs, Estero, Fort Myers, Cape Coral, and the region's premier luxury 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 Charleston Square and Coquina Sands real estate, providing expert guidance on luxury condominiums, waterfront ownership, deeded boat slips, investment opportunities, seasonal and year-round living, market trends, and long-term property values. Their local expertise helps clients understand the unique advantages of owning in one of Naples' most prestigious waterfront communities.
