Charleston Square Real Estate

Charleston Square Real Estate

Welcome to Charleston Square, a charming subdivision nestled in the heart of Naples, Florida, within the picturesque Collier County. This delightful community offers a perfect blend of tranquility and convenience, making it an ideal place for families, retirees, and everyone in between.

Charleston Square is characterized by its beautifully landscaped streets, featuring an array of well-maintained single-family homes that exude Southern charm. The architecture reflects a timeless elegance, with inviting front porches and vibrant gardens that enhance the neighborhood’s appeal. Residents here enjoy a sense of community, often gathering for social events and neighborhood activities that foster lasting friendships.

One of the standout features of Charleston Square is its prime location. Just a short drive away, you’ll find Naples’ stunning white sandy beaches, renowned shopping venues, and gourmet dining options. Whether you’re in the mood for a leisurely day at the beach or an afternoon exploring the upscale boutiques along Fifth Avenue South, everything is within easy reach.

Outdoor enthusiasts will appreciate the nearby parks and recreational opportunities, including golf courses, hiking trails, and waterfront activities. The community is also conveniently located near top-rated schools and healthcare facilities, ensuring that all your needs are met.

In Charleston Square, you’re not just buying a home; you’re investing in a lifestyle filled with sun-soaked days, vibrant community spirit, and the beauty of Naples, Florida. Discover your dream home in this delightful subdivision, where every day feels like a vacation!

Newest Listings in Charleston Square

$379,000
2 Beds ⋅ 2 Baths ⋅ 226023484 MLS ⋅ Charleston Square 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 ⋅ Charleston Square 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 BLVD N Unit 307, Naples
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The data relating to real estate for sale on this web site comes in part from the Broker Reciprocity Program (BR Program) of M.L.S. of Naples, Inc. Properties listed with brokerage firms other than this company are marked with the BR Program Icon or the BR House Icon and detailed information about them includes the name of the listing brokers. The properties displayed may not be all the properties available through the BR Program. The information provided is for consumers’ personal, non-commercial use and may not be used for any other purpose.