Windermere Homes for Sale

Welcome to Windermere, a charming subdivision nestled in the heart of Charleston, South Carolina. This picturesque community is renowned for its serene atmosphere, beautiful landscapes, and a welcoming sense of belonging. Windermere offers an idyllic blend of suburban tranquility and urban convenience, making it an ideal choice for families, young professionals, and retirees alike.

As you explore the homes for sale in Windermere, you’ll discover a diverse selection of properties that cater to various tastes and lifestyles. From contemporary designs to classic Southern architecture, the homes here reflect the rich heritage of Charleston while incorporating modern comforts. Spacious layouts, lush backyards, and inviting porches create the perfect setting for entertaining friends or enjoying quiet evenings with family.

Windermere is not just about beautiful homes; it’s also about community. Residents enjoy easy access to nearby parks, walking trails, and recreational facilities, promoting an active and healthy lifestyle. The subdivision is conveniently located close to top-rated schools, shopping centers, and dining options, ensuring that everything you need is just a stone’s throw away.

Living in Windermere means embracing the vibrant Charleston culture, with its historic charm, lively arts scene, and stunning waterfront views. Whether you’re sipping sweet tea on your porch or taking a leisurely stroll through the neighborhood, you’ll find that Windermere offers a lifestyle that is both relaxed and enriching.

If you’re in the market for a new home, Windermere is a community worth considering. Explore the homes for sale today and discover the perfect place to call your own in this enchanting Charleston neighborhood!

Newest Windermere Homes for Sale

$1,450,000

4 Beds ⋅ 2.5 Baths ⋅ 26017914 MLS

Charming brick home on a quiet family street that is located close to Downtown Charleston, soon to be walkable or bikeable to the Peninsula via a new pedestrian bridge. With a well-considered floor plan, this home could function well for a growing family or one that is downsizing. The first floor offers three bedrooms, a full bathroom, and a half bathroom. There is also a formal living and dining room, plus a large kitchen that opens up to a private back yard and patio. The living room features original windows and sconces, plus a gas fireplace. Both formal rooms have great natural light, especially in the morning. Upstairs is a large finished space that could function as multiple rooms. A large full bathroom is also finishes off the second floor.The private backyard has a patio and mature plantings. There is an irrigation system, as evidenced by the beautiful landscaping found throughout. The property also features a two-car garage, electric gate to the driveway, water filtration system, and the crawlspace has been encapsulated, plus a humidifier with electronic monitor. The property has been well cared for and is ready for its next chapter.

18 Stocker Drive, Charleston

Listing courtesy of Listing Agent: Beau Mueller from Listing Office: Carriage Properties LLC.

$1,375,000

5 Beds ⋅ 3 Baths ⋅ 26014984 MLS

Minutes from Downtown Charleston in highly sought-after Old Windermere, this beautifully restored 1940 brick cottage combines original Charleston character with thoughtful, high-quality updates. The main home offers 1,935 square feet with four bedrooms and two full baths, original hardwood floors, abundant natural light, and a floor plan that feels both comfortable and functional.The remodeled interior preserves the warmth of the original home while adding the features today's buyers value most. The kitchen includes a recently completed custom walk-in pantry with a glass door, providing exceptional storage and a polished designer touch. The living spaces flow easily for everyday life and entertaining, while the original architectural details give the home a sense of historyand personality that is difficult to replicate. A major advantage of this property is the detached two-car garage with a fully furnished 336-square-foot apartment above it. Completed in 2022, the one-bedroom, one-bath apartment includes a kitchenette and has been used by the current owners as a short-term rental. It offers excellent potential for supplemental rental income, while also providing flexibility as a guest suite, home office, or private space for extended family. The outdoor living areas are equally impressive. A detached 14-by-20 screened porch with a wood-burning fireplace and electrical service creates a comfortable year-round gathering space. Professionally designed landscaping surrounds the home with mature oaks, hydrangeas, tea olives, irrigation, and landscape lighting in both the front and rear yards. The location adds another layer of convenience. South Windermere Shopping Center is just minutes away and offers Earth Fare, restaurants, health and wellness businesses, and a variety of local shops and services. The home is also convenient to the West Ashley Greenway, Avondale, and Downtown Charleston. With a beautifully updated main residence, flexible income-producing apartment, exceptional outdoor spaces, and one of West Ashley's most desirable locations, 1 Beverly Road offers a combination that is increasingly difficult to find. Seller is a licensed real estate agent.

1 Beverly Road, Charleston

Listing courtesy of Listing Agent: Matt Whitfield from Listing Office: Carolina One Real Estate. 843-779-8660

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