Windermere Charleston SC Homes For Sale | James Schiller Team

Tucked at the end of one of Charleston's most picturesque oak-lined streets in highly sought-after Old Windermere, this beautifully restored 1940 brick cottage blends timeless Charleston character with the kind of thoughtful upgrades buyers rarely find executed this well.Inside, original hardwood floors, natural light, and professionally curated finishes create a home that feels both elevated and welcoming. The main house offers four bedrooms and two full baths, with a floorplan that balances classic charm and modern livability. The fully remodeled interior preserves the warmth and personality of the original home while incorporating the updates today's buyers actually value.The kitchen was designed with both function and style in mind, highlighted by a recently renovated customwalk-in pantry with glass door, a standout feature that feels straight out of a designer showcase home. Living spaces flow easily for both everyday life and entertaining, while original architectural details keep the home grounded in its Charleston roots. One of the most compelling features of the property is the detached two-car garage topped by a fully furnished 336-square-foot apartment with kitchenette and full bath, completed in 2022, and used as a short term rental by the current owners. Whether used as an income-producing rental, private guest suite, home office, or multi-generational living space, it adds flexibility and value that is increasingly difficult to find this close to Downtown Charleston. The outdoor spaces feel equally intentional. A detached 14x20 screened porch with wood-burning fireplace and electrical service creates a true year-round gathering space with unmistakable Lowcountry appeal. Professionally designed landscaping surrounds the property with mature oaks, hydrangeas, tea olives, landscape lighting, and irrigation in both the front and rear yards, giving the home a polished, magazine-worthy feel day and night. Located just minutes from Downtown Charleston, South Windermere Shopping Center, the West Ashley Greenway, Avondale dining, and some of Charleston's most loved local restaurants and shops, this is the kind of home buyers wait for in Old Windermere, classic, updated, flexible, and exceptionally well executed. *Seller is a licensed real estate agent.

Welcome to 22 Charlestowne Drive, a beautifully renovated 3,526 SF residence in the heart of Windermere offering 6 bedrooms and 5 bathrooms with thoughtfully designed living spaces and timeless designer finishes throughout. This move-in ready home features an open-concept floor plan ideal for modern living and entertaining, complemented by a separate scullery providing additional prep space, storage, and functionality. The spacious second-floor primary suite serves as a private retreat with a luxurious ensuite bath featuring a separate shower, garden tub, and expansive walk-in closet. Upstairs also includes three additional bedrooms, including a private mother-in-law suite above the garage, a large laundry room, and versatile loft/flex space perfect for a media room, office, or play area.On the main floor, two additional bedrooms each offer their own baths, including one ensuite ideal for guests or multigenerational living. Every detail of the renovation was carefully curated with designer tile selections, high-end finishes, and a sophisticated neutral palette that creates a warm and inviting atmosphere throughout the home. Located in desirable Windermere, this exceptional property combines elegant design, flexible living spaces, and modern functionality with a high walkability rating. Currently under renovation with an estimated completion date of the middle to end of June.

Situated on a tree-lined street in the desirable Windermere neighborhood of West Ashley, this well-appointed home offers strong curb appeal with copper gas lanterns and a bluestone patio. Inside, the new owner has infused the interiors with a ton of color, warmth, and a relaxed coastal feel, creating a bright and welcoming retreat.A grand foyer leads to a spacious living room featuring eight-inch-wide oak floors, high ceilings, and two-story windows that bring in ample natural light. Inset lighting and ceiling fans add both function and comfort. The living area connects seamlessly to a large kitchen designed for both everyday use and entertaining. Highlights include a marble backsplash, stainless steel appliances, a six-burner gas range with pot filler, and a center island with awaterfall quartz countertop and additional prep sink. A custom pantry provides generous storage. The dining room, located just off the kitchen, comfortably works for casual meals or larger gatherings. The first-floor owner's suite offers privacy and views of the backyard, along with a ceramic fireplace and an en suite bath. The bathroom features floor-to-ceiling marble tile, a floating dual vanity with under lighting, a multi-head shower with herringbone tile, and a soaking tub. Two additional bedrooms each include private tiled bathrooms. One is located on the main floor, while the second is upstairs with its own staircase, offering added separation. There is a generous back yard and patio situated to take advantage of the majestic live oak tree. A coveted 1 car heated and cooled garage lends itself an array of options for the next owner. Conveniently located just minutes from downtown Charleston and near the West Ashley Greenway, the home provides easy access to shops, dining, and everyday amenities.

Fully renovated to the studs and expanded in 2022, this classic two-story Colonial Revival sits on high ground in the sought-after South Windermere neighborhood of West Ashley. Offering over 3,200 sq. ft., the home seamlessly blends timeless architecture with elevated, thoughtfully curated finishes throughout, leaving no detail overlooked. The main level features multiple living and dining spaces anchored by a sun-filled kitchen with a custom island, inset cabinetry, Carrara marble countertops, and hand-painted Delft tile backsplash. A well-appointed scullery just off the kitchen adds both function and style with custom cabinetry, beverage drawers, a speed oven, and ice maker. Throughout the home, designer fixtures and finishes have been carefully selected, including pieces from DeVol, Hector Finch, California Faucets, Colefax & Fowler, and more. Additional highlights include a spacious mudroom with a side entry to the tabby driveway, stacked laundry, utility sink, and abundant storage. The primary suite is conveniently located on the main level and features a large walk-in closet with custom built-ins, private access to the rear garden, and a beautifully appointed marble bath with dual vanities, water closet, and walk-in shower. Upstairs, a generous landing leads to three bedrooms, two full baths, and ample storage. A standout feature is the original pine-paneled living room with a wood-burning fireplace, opening to a screened-in porch with its own fireplace - overlooking a professionally landscaped backyard anchored by a grand live oak, brick patio, and Old Charleston brick pierced wall. Ideally located on picturesque Confederate Circle, this charming home is just minutes to downtown Charleston and within close proximity to the South Windermere shopping district and West Ashley Greenway.

Marshfront living on one of South Windermere's most sought after streets, this four bedroom, three bath residence offers sweeping tidal creek and marsh views from a private, oak shaded homesite. Expansive porches and outdoor living areas provide an ideal setting for entertaining while capturing the quintessential Charleston lifestyle. Thoughtfully maintained with classic finishes and a flexible floor plan, the home is located in one of Charleston's most established and desirable neighborhoods. Inside, bright and open living spaces include a dining area well suited for everyday meals as well as special gatherings. The sunroom frames breathtaking marsh views and is a favorite spot for relaxing and taking in the surrounding scenery.he kitchen combines style and functionality with granite countertops, abundant cabinetry, three sinks, two new dishwashers, two new ovens, a new stove, a new refrigerator, and updated faucets. The breakfast area flows seamlessly into the dining room and sunroom, offering casual meals with scenic views of the backyard and marsh beyond. Upstairs, the primary suite features a walk in closet and a spacious bathroom with dual marble topped vanities, a soaking tub, and a frameless glass shower. Two additional bedrooms share a hall bath, while the lower level offers a comfortable family room with a brick fireplace and a fourth bedroom, providing flexible living options for guests, work from home space, or recreation. A remodeled laundry room adds convenience and additional storage. The fenced backyard offers direct access to the tidal creek, ideal for kayaking or paddleboarding. A spacious deck creates the perfect setting for outdoor dining, sunset watching, and observing native wildlife. Additional highlights include an oversized two car garage, encapsulated crawl space, spray foam insulation, smart thermostat, irrigation system, and security system. Zoned for St. Andrews School and just minutes from downtown Charleston and Folly Beach, this home presents a rare opportunity to own marshfront property at a compelling price point in South Windermere.