South Windermere Real Estate

South Windermere Real Estate

Welcome to South Windermere, a charming and vibrant subdivision nestled in the heart of Charleston, South Carolina. Known for its picturesque landscapes and friendly community atmosphere, South Windermere offers residents a perfect blend of suburban tranquility and urban convenience.

This delightful neighborhood features a variety of beautifully designed homes, ranging from classic Lowcountry architecture to modern builds, ensuring that there’s something for everyone. Tree-lined streets and manicured lawns create a warm and inviting ambiance, making it an ideal place for families, retirees, and young professionals alike.

One of the standout features of South Windermere is its prime location. Just minutes away from downtown Charleston, residents enjoy easy access to an array of dining, shopping, and entertainment options. Stroll through the historic streets of the city, indulge in world-class cuisine, or explore the vibrant arts scene. For outdoor enthusiasts, the nearby West Ashley Greenway offers miles of scenic trails perfect for walking, jogging, or cycling.

Families in South Windermere benefit from a selection of top-rated schools, ensuring that children receive an excellent education. The community also boasts a welcoming spirit, with numerous events and gatherings that foster connections among neighbors.

With its blend of natural beauty, convenient location, and a strong sense of community, South Windermere is more than just a place to live—it’s a lifestyle. Come discover the charm and warmth of this delightful Charleston neighborhood, where your dream home awaits!

Newest Listings in South Windermere

3 Rebellion Road, Charleston
$2,950,000
4 Beds ⋅ 3.5 Baths ⋅ 26027553 MLS ⋅ South Windermere SubDv. ⋅ Active Status
3 Rebellion Road offers beautifully updated, single-level living in the desirable South Windermere neighborhood, just minutes from downtown Charleston. Extensively renovated in 2024, the four-bedroom home was largely taken down to the studs and comprehensively rebuilt, pairing a functional floor plan with thoughtful design details and extensive improvements throughout.The renovation included a new roof and gutters, new HVAC system, complete electrical rewiring, Marvin windows, new exterior doors and solid wood interior doors. Inside, hardwood floors and abundant natural light carry throughout the home. Multiple living spaces provide flexibility for everyday living and entertaining, including a living room with custom built-in cabinetry and an inviting family room that connects seamlessly to the kitchen. Distinctive architectural details, including interior transom windows and an arched steel-and-glass door, add character to the updated interiors. The kitchen features crisp cabinetry, walnut perimeter countertops and a marble-topped island with generous seating. A dedicated coffee bar finished with zellige tile from Clé Tile provides an additional thoughtful touch, while Lewis & Wood wallpaper creates a memorable entry. All bathrooms were fully renovated with high-end plumbing fixtures and finishes. The primary suite offers a comfortable retreat with direct access to the outdoor living spaces. A spacious screened porch extends the living area and overlooks the private backyard, creating an easy connection between indoors and out. The fully turfed yard includes a putting green, mature landscaping and a drainage system beneath the turf, while exterior landscape lighting enhances the setting. A new driveway completes the home's extensive list of improvements. Located toward the rear of South Windermere, 3 Rebellion Road offers convenient access to neighborhood shops and restaurants, the West Ashley Greenway and a nearby public boat landing, with downtown Charleston and area beaches just a short drive away.

3 Rebellion Road, Charleston
345 Confederate Circle, Charleston
$1,695,000
4 Beds ⋅ 3 Baths ⋅ 26026714 MLS ⋅ South Windermere SubDv. ⋅ Active Status
Marshfront luxury awaits at 345 Confederate Circle, a traditional four-bedroom, three-bath home on one of South Windermere's most sought-after streets. Set beneath a canopy of stately oak trees on a private lot, the home offers sweeping marsh views and direct access to a tidal creek - a rare combination that puts kayaking, paddleboarding, and sunset watching within steps of your own backyard. Step through the front door and a formal dining room opens to the left, ready to host every dinner party and holiday gathering. Toward the back of the home, the kitchen anchors a more casual dining nook that flows into a bright, marsh-facing family room. From there, the home opens onto a spacious deck and a fully fenced backyard, blurring the line between indoors and out. The kitchen pairs classic Charleston character with serious functionality: granite countertops, abundant cabinetry, three sinks, two new dishwashers, two new ovens, a new stove, a new refrigerator, and updated faucets make it ready for a dinner party or everyday living. Upstairs, the primary suite is a genuine retreat, anchored by a generous walk-in closet and a spa-like bath with dual marble-topped vanities, a soaking tub, and a frameless glass shower. Two additional bedrooms share a well-appointed hall bath. On the lower level, a cozy family room centered on a brick fireplace opens onto a fourth bedroom - providing a flexible space for guests, a home office, or a media room - with a laundry room adding everyday convenience and extra storage. Outside, the fenced backyard is built for marsh living. Enjoy evenings spent watching the native wildlife drift by. An oversized two-car garage, encapsulated crawl space, smart thermostat, irrigation system, and security system round out the home's thoughtful, low-maintenance details. Zoned for St. Andrews School and just minutes from downtown Charleston and Folly Beach, 345 Confederate Circle presents a rare opportunity to own a marshfront property at a compelling price point in South Windermere.

345 Confederate Circle, Charleston
53 Chadwick Drive, Charleston
$899,000
3 Beds ⋅ 1.5 Baths ⋅ 26024750 MLS ⋅ South Windermere SubDv. ⋅ Active Status
AMAZING POTENTIAL!!!! That's how I would describe 53 Chadwick Dr! Located in the highly sought after South Windermere neighborhood, this three bedroom, one-and-a-half bath ranch home presents a perfect opportunity to renovate and make it your own home. Great structure with endless possibilities for upgrating, starting from the existing hardwood floors throughout, fairly new roof and HVAC, tankless water heater etc. The floor plan can be easily create a perfect open concept. Located just blocks away from St. Andrews Elementary School, the library, trendy shops, restaurants, yoga studios, and the Earth Fare grocery store.But the main advantage of this location is that you are within minutes to Downtown Charleston with all the attractions that has to offer and about 15 minutes to Folly BeachThe large lot (1/3 of an acre+) offers the opportunity to add a pool if needed, or simply expand the house. Even is it's an investment or a project for a personal home, this property checks all the boxes. It's hard to find properties in this location at this price point, so don't wait too long to make your move.

53 Chadwick Drive, Charleston
70 Rebellion Road, Charleston
$3,895,000
3 Beds ⋅ 2.5 Baths ⋅ 26023804 MLS ⋅ South Windermere SubDv. ⋅ Active Status
Set along Wappoo Creek in South Windermere, this waterfront home offers an increasingly rare combination of direct water access, one-story living, and exceptional proximity to Downtown Charleston. With a short dock, 9,000 pound boat lift, and sweeping creek and marsh views, the property makes it easy to embrace life on the water while remaining just minutes from the heart of downtown. Built in 1992 and thoughtfully renovated in 2015, the 3,266 SF ranch-style home features three bedrooms, two-and-a-half bathrooms, a dedicated office, separate laundry room, and an elevator for added convenience and accessibility. The single-level floor plan offers comfortable, easy living, with expansive windows and multiple spaces oriented to take advantage of the surrounding marsh and water views.The outdoor setting is one of the home's defining features. A screened porch overlooking Wappoo Creek and the tidal marsh creates an inviting place to relax or entertain, while a private porch off the primary suite offers another peaceful vantage point. Just beyond, a short dock with both floating and permanent sections and a boat lift provides direct access to the creek--allowing you to get on the water without ever leaving home, while an irrigation system helps keep the surrounding lawn and gardens lush and well maintained. Recent improvements include a roof and HVAC system both replaced within the last four years. With no HOA and a coveted South Windermere location convenient to Downtown Charleston, James Island, shopping, dining, and everyday amenities, this property offers the best of Lowcountry waterfront living without sacrificing accessibility to the city.

70 Rebellion Road, Charleston
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