Charleston Square Real Estate

Charleston Square Real Estate

Welcome to Charleston Square, a hidden gem nestled in the heart of Naples, Florida. This charming subdivision is a perfect blend of tranquility and convenience, offering residents a serene lifestyle while keeping them close to the vibrant culture and amenities that Naples is renowned for.

Charleston Square features a collection of beautifully designed single-family homes, each exuding a unique character and charm. The lush landscaping and manicured lawns create a picturesque setting that feels like a private oasis. With spacious floor plans and modern amenities, these homes cater to families, retirees, and everyone in between.

One of the standout features of Charleston Square is its prime location. Residents enjoy easy access to some of the best shopping, dining, and entertainment options Naples has to offer. Just a short drive away, you’ll find the upscale boutiques and gourmet restaurants of Fifth Avenue South, as well as the pristine beaches that make Naples a sought-after destination.

For those who appreciate an active lifestyle, Charleston Square is conveniently located near numerous parks and recreational facilities. Whether it’s a morning jog, an afternoon of tennis, or a weekend picnic, there’s something for everyone to enjoy in this vibrant community.

With its friendly atmosphere and welcoming neighbors, Charleston Square is more than just a subdivision; it’s a community where lasting memories are made. Experience the best of Naples living in Charleston Square—where comfort meets convenience in the sunny paradise of Florida!

Newest Listings in Charleston Square

$379,000
2 Beds 2 Baths Charleston Square SubDv.
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 Drive Unit 101, Naples

$1,650,000
3 Beds 2 Baths Charleston Square SubDv.
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 Boulevard N Unit 307, Naples

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