Charleston Square Real Estate

Charleston Square Real Estate

Welcome to Charleston Square, a hidden gem nestled in the heart of Naples, Florida, within beautiful Collier County. This enchanting subdivision offers a perfect blend of serene living and vibrant community life, making it an ideal place for families, retirees, and everyone in between.

Charleston Square is renowned for its picturesque landscapes, featuring lush greenery and charming, well-maintained homes that exude Southern elegance. The neighborhood is designed with a sense of community in mind, encouraging friendly interactions among residents while maintaining a peaceful atmosphere. With a variety of architectural styles, Charleston Square showcases both modern and traditional designs, ensuring there’s a perfect fit for every taste.

One of the standout features of this subdivision is its proximity to Naples' stunning beaches and world-class amenities. Residents can enjoy leisurely days soaking up the sun on the pristine shores of the Gulf of Mexico or explore the vibrant dining and shopping options that Naples has to offer. From upscale boutiques to delightful local eateries, the area is brimming with opportunities to indulge in the finer things in life.

Charleston Square also boasts excellent access to top-rated schools, parks, and recreational facilities, making it a family-friendly environment. Whether you’re taking a stroll along the winding sidewalks, enjoying a community event, or simply relaxing in your backyard oasis, Charleston Square invites you to experience the best of Naples living. Discover your dream home in this delightful community, where every day feels like a vacation!

Newest Listings in Charleston Square

$379,000
2 Beds 2 Baths 226023484 MLS Imperial Golf Estates BLDG.
An exceptional opportunity awaits to create your ideal North Naples retreat in this rarely available first-floor end-unit residence, tucked within the intimate enclave of Charleston Square in Imperial Golf Estates. Offering 2 bedrooms, 2 baths, and 1,643 square feet of living space, the condo provides a bright, neutral canvas ready for the next owner to infuse with their own style and vision. The desirable end-unit location enhances the sense of openness throughout the interior, while the flowing floor plan easily accommodates both seasonal and year-round living. An enclosed porch extends the living space, offering additional flexibility for a sitting area, reading nook, or year-round enjoyment. A private enclosed garage adds convenience along with valuable storage space. Charleston Square is an intimate community comprised of just 37 residences, offering a peaceful setting with beautifully maintained grounds, walking paths, and a community pool. Perfectly positioned in North Naples, the location places you just minutes from the white-sand shores of Barefoot Beach, Vanderbilt Beach, and Delnor-Wiggins Pass State Park, with Mercato, Waterside Shops, and an abundance of shopping, dining, and entertainment destinations nearby. Residents also have the option to join Imperial Golf Club, offering access to premier golf, social memberships, and an array of private club amenities. Whether you're searching for a full-time residence, seasonal getaway, or investment opportunity, this property presents an exceptional combination of location, potential, and the coveted North Naples lifestyle.

1340 Charleston Square Dr Unit 101, Naples

$1,650,000
3 Beds 2 Baths 226003065 MLS Coquina Sands BLDG.
Repositioned to Reflect Current Market Alignment : This 3BR | 2BA residence presents a rare combination of location, amenities, and long-term upside in the heart of Naples. Gulf views from two private balconies. One of only two units in the building featuring a 176 sq ft entry sitting area - adding functional square footage and meaningful differentiation. 2023 kitchen renovation with white quartz countertops, oversized island, Bosch induction cooktop, Bosch wall oven, and convection microwave. Peruvian hardwood floors throughout living areas. Split-bedroom layout. Tiled baths. 2024 high-efficiency, variable-speed HVAC with infrared air-sanitizing technology. Positioned directly next to the rooftop pool and grill and the brand-new 2025 community room with full kitchen and fitness center - an amenity advantage that supports future resale strength. Only 6 of 13 deeded boat slips currently in use. Slips may only be transferred within this 24-unit community, creating highly limited and near-certain access opportunity - a significant value differentiator in today’s Naples market. Low dues compared to competing condominiums. A recent fiber-optic internet upgrade for the whole building ensures seamless connectivity. Ground-floor retail and dining. The newly opened Four Seasons development nearby further enhances long-term positioning. Compelling price. Scarce features. Prime location.

1400 Gulf Shore N Blvd Unit 307, Naples

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