Windermere Charleston SC Homes For Sale | James Schiller & Associates

Rare Opportunity in Windermere!Homes like this one don't come available often in the highly sought-after Windermere neighborhood of Charleston, SC! Ideally located just five minutes to downtown Charleston, this beautifully updated 5-bedroom, 3.5-bath home sits on a generous .27-acre corner lot and is truly a Buyer's dream.The homeowners have lovingly maintained this home--pet-free, smoke-free and move-in ready with major upgrades including a NEW roof (2023), NEW windows (2024), fresh paint (2025), updated electrical (2018), and two HVAC systems replaced (2021 & 2025) with 3-zone climate control for comfort throughout the home.Step inside to a welcoming spacious foyer. To your left, a first-floor in-law or guest suite with its own separate entry from the patio provides privacy anflexibility. Just a few steps away, the spacious owners' suite features vaulted ceilings and large windows to allow natural sun light. In the owners' bath, you'll be wowed by the walk-in spa-like shower equipped with several shower head options and the updated subway tile surround. It's a perfect retreat. You'll love the vanity with his and hers sinks and a walk-in owners' closet. The heart of the home is the chef's kitchen, complete with an oversized island that seats four, ideal for cooking, casual dining, and entertaining. You'll find double ovens and upgraded hood vent system and a 5-burner gas range. The open floor plan flows seamlessly through the kitchen, dining, and living areas, creating a perfect space for gatherings. The updated fireplace is the centerpiece of the family room, enhanced by stunning natural light that brightens the entire space. Plus, the entire first floor has gleaming hardwoods in great condition. An adorable half bath with basketweave tile, is situated just off the kitchen. Upstairs, you'll find three great sized bedrooms, a full bath with a tub/shower combo and a bonus/loft/play area, adding even versatility to the living space. Enjoy the outdoors on the covered patio or in your fenced-in yard with a privacy fence, perfect for relaxing or entertaining by the firepit. Don't forget to check out the detached garage equipped with added storage space. A breathtaking live oak frames the edge of the property, offering both shade and a striking, artful presence. Plus, you're just a short walk to the West Ashley Greenway, area parks and South Windermere Shopping Center - a truly unbeatable location. Don't miss your chance to own this thoughtfully updated, spacious home in one of Charleston's most desirable neighborhoods!

An all access lifestyle awaits at this classic South Windermere home. The location is unbeatable. You'll literally walk to shops, restaurants, the West Ashley Greenway and the highly rated St Andrews Elementary School of Math and Science. The floorplan truly 'lives larger' than the square footage with a generous kitchen that opens to both the dining room and sunroom/flex space that offers many options. Sturdy brick construction, a cozy backyard and a detached garage make this one well worth a look.

Welcome to this beautifully updated 3-bedroom, 2-bath home in the heart of South Windermere, one of West Ashley's most desirable neighborhoods. A versatile bonus space, converted from the garage with its own exterior access, provides extra room for guests,a mother-in-law suite, playroom, studio, or den. This stylish residence offers seamless flow between the living room, dining area, and kitchen, anchored by a wood burning fireplace. The renovated kitchen is a true showstopper, boasting pink tile backsplash, a six-burner gas range with modern vent hood, double ovens, a built-in wine fridge, a cozy breakfast bar, and a dedicated coffee nook. Both bathrooms have been tastefully updated, and the primary bathroom showcases trendy tile walls and a sleek glass shower. Each of the three bedrooms includes ceiling fans for year-round comfort. The third bedroom, currently serving as a home office, is set behind chic sliding glass doors. Additional highlights include a dedicated laundry room, a spacious fenced backyard with a storage shed, and ample room for outdoor living. Enjoy the convenience of being just a short walk to St. Andrews School of Math and Science, Earth Fare, and the shops and restaurants at South Windermere Center. This move-in ready gem combines modern updates with unbeatable location!

Welcome to 7 Wesley Drive--an exceptional opportunity to own a home in one of Charleston's most sought-after locations. Nestled in the heart of Old Windermere, this fully updated home offers a unique character with modern upgrades. Situated just minutes from downtown Charleston, the West Ashley Greenway, and the shops and dining of South Windermere Center, an opportunity like this does not come along often. Feel like royalty as you enter through the front doorway entrance that is akin to a medieval castle. Inside, you will find an open floor plan and tall ceilings with natural light flowing from every angle. Hardwood floor throughout most of the home provide a timeless look you would expect in a home like this.The massive living room is the perfect space to entertain friends and family alike. Continuing further into the home, you are greeted with an eat in kitchen of generous size. The updated kitchen space features new stainless steel appliances, bright white cabinets, and granite countertops. Each bedroom in the home boasts its own full bathroom and is of generous size. A back deck off the kitchen serves as an ideal spot to enjoy a morning cup of coffee or evening cocktail. Mature live oaks trees pepper the neighborhood streets and their low hanging limbs offer ample shade for even these hot Lowcountry days! Situated on nearly a quarter acre lot, there is ample space and potential to build a detached garage or ADU next to the home. One of the home's best features is that it can easily be accessed via Wesley Drive or Stocker Drive directly. This home and location is truly something that you need to see for yourself so make haste and schedule a showing today!

A rare and exquisite opportunity to create your dream coastal retreat on one of the most coveted deepwater lots in the Charleston area. Perfectly positioned on the tranquil banks of Coburg Creek, this premier homesite offers panoramic marsh views, breathtaking sunsets, and unparalleled access to true deep water--with over 8 feet at the end of the newly constructed dock.This expansive, cleared and ready-to-build property is truly turn-key, with fully engineered plans by renowned local builder Foster Calvin Development. The proposed custom residence showcases sophisticated Lowcountry design, featuring dual primary suites, soaring ceilings, expansive living spaces, and a seamless indoor-outdoor flow perfect for entertaining or quiet waterfront relaxation.Thoughtfully curated high-end finishes and designer upgrades are included, with the flexibility to personalize the plans to suit your vision. Enjoy world-class boating and fishing just steps from your back door. The recently built dock includes a new floater, pierhead, and lift, offering a short walk to pristine waters ideal for both recreation and relaxation. A new bulkhead and professional erosion control measures ensure long-term peace of mind and property integrity. Just minutes from historic downtown Charleston, fine dining, premier shopping, and world-class golf, this extraordinary location offers the best of both seclusion and convenience. Properties of this calibercombining deep water, prime location, and uninterrupted natural beauty are exceptionally rare. Don't miss your chance to own a legacy property in one of Charleston's most exclusive waterfront enclaves. Contact us today for more information or to walk the lot.

Nestled in the heart of highly sought-after South Windermere, this classic 3 bedroom, 2 bathroom ranch-style home blends timeless charm with tasteful updates. Built in 1955, the home showcases a beautiful mix of preserved mid-century character and modern comforts.Freshly painted inside and out, the home welcomes you with curb appeal and a warm, inviting feel. Step inside to find spacious mudroom, leads into a great living area, and a cozy eat-in kitchen perfect for casual meals and morning coffee. The updated interior maintains original details like vintage moldings and hardwood floors, while offering refreshed finishes and thoughtful touches throughout.The layout flows effortlessly to the private backyardideal for outdoor entertaining, gardening, or simply relaxing in the Lowcountry breeze. With plenty of natural light, functional living spaces, and a location that offers both convenience and charm, this South Windermere gem is ready to welcome you home.

Charming home nestled on a .4-acre lot among the oaks in a highly desirable Windermere neighborhood. The property boasts great bones including three beautiful fireplaces, wood floors and a standing seam metal roof. This home offers a rare opportunity in potential for renovations, customization, and expansion. This a unique canvas for creating your dream home or investment. Home to be sold as-is. Seller will make no repairs. Walkable to the West Ashely Greenway. Less than 2 miles to Downtown Charleston and 15 minutes to Folly Beach. Dining, shopping, and essential amenities are all close and convenient.

Welcome to 28 Rebellion Rd, a stunning home in the desirable South Windermere neighborhood. This Lowcountry gem offers breathtaking marsh and river views and an unparalleled Charleston lifestyle. With a brand-new roof installed this year, and new trex porches, this 4-bedroom, 2.5-bathroom home boasts a classic design with plenty of space and character. Inside, you'll find gleaming hardwood floors, abundant natural light, and a comfortable living space with a natural flow.The kitchen is thoughtfully designed with well-crafted cabinetry, high-quality appliances, and a spacious island. It also features a double oven with a built-in warming drawer, ensuring your dishes stay at the perfect temperature, along with two dishwashers to make cleanup effortless. Just off the kitchen, you'll find a cozy reading nook nestled beside the fireplace, creating the perfect space to unwind. As well as a charming dining area for everyday meals and a spacious formal dining room to host large gatherings. The primary suite is a true private retreat, offering a serene escape within the home. This spacious bedroom features its own cozy fireplace, creating a warm and inviting ambiance. A dedicated sitting area provides the perfect space to relax with a book or enjoy a quiet moment. The newly renovated ensuite bath is designed for both comfort and luxury, featuring a large vanity, a soaking tub, and a walk-in shower. Completing the suite is a generous walk-in closet, providing ample storage and organization. Along with the primary bedroom, there are also 3 other spacious bedrooms with each having unique touches. Step outside to your expansive back deck, where you can take in breathtaking Charleston sunsets. This outdoor oasis features a pool and patio, making it the perfect space for entertaining or unwinding after a long day. Located just minutes from downtown Charleston, top-rated schools, and vibrant shopping and dining in South Windermere, this home offers the ideal blend of tranquility and convenience. Don't miss out on this incredible opportunity schedule your private showing today!

This gorgeous home is situated on a tree-lined street in the popular Windermere neighborhood of West Ashley. It offers wonderful curb appeal with copper gas lanterns and a bluestone patio. Stepping inside, you will be welcomed by a grand foyer and a beautiful, expansive living room with eight-inch-wide oak floors, soaring ceilings, two-story windows, inset lighting and ceiling fans. This elegant room seamlessly flows into the large and airy chef's kitchen. The kitchen features marble backsplash and stainless steel appliances including a six-burner gas stove and pot filler. The center island houses an additional veggie sink with a waterfall quartz countertop. The kitchen offers plenty of storage space including a custom pantry. A spacious dining room easily entertains 10-12 people, and is situated near the kitchen for casual meals and dinner parties. The first-floor owner's suite is complete with a ceramic fireplace, an en suite bath and beautiful views of the backyard. The en suite bathroom has floor-to-ceiling marble tile, a floating dual vanity with under mounted lighting, a multi-headed herringbone tiled shower and a soaking tub. There are two additional spacious bedrooms, each with a private tiled bath. One bedroom is on the main floor, while the other is on the second floor with its own private staircase. Located just minutes from downtown Charleston and steps from the West Ashley Greenway, this home is ideally situated with easy access to nearby shops, restaurants and everyday conveniences.