Westside Real Estate

Westside Real Estate

Welcome to Westside, a vibrant and charming subdivision nestled in the heart of Charleston, South Carolina. Known for its rich history and burgeoning community spirit, Westside offers a unique blend of Southern charm and modern convenience, making it an ideal place for families, young professionals, and retirees alike.

Westside is characterized by its picturesque streets lined with a mix of historic homes and contemporary builds, providing a diverse architectural landscape that reflects the area’s storied past. Residents enjoy the close-knit community atmosphere, where friendly neighbors often gather for local events and activities. The subdivision is conveniently located near downtown Charleston, allowing easy access to the city’s renowned dining, shopping, and cultural attractions, including the historic waterfront and vibrant arts scene.

Nature enthusiasts will appreciate the proximity to lush parks and recreational areas, perfect for outdoor activities such as jogging, biking, and picnicking. The nearby Ashley River offers opportunities for kayaking and fishing, inviting residents to soak in the natural beauty that surrounds them.

Families will also find Westside appealing due to its access to highly rated schools and family-friendly amenities. The community is well-served by local shops, cafes, and grocery stores, ensuring that everything you need is just a short stroll away.

Whether you're looking to settle down or invest in a growing area, Westside in Charleston, SC, promises a delightful living experience rich in culture, community, and convenience. Come explore what makes Westside truly special, and discover your dream home in this charming neighborhood today!

Newest Listings in Westside

$1,495,000
4 Beds 26025216 MLS Westside SubDv. Active Status
Welcome to 563 Rutledge Avenue. A masterful, head-to-toe renovation of a classic Charleston single, reconfigured as a turnkey duplex and ideally set between the Westside and Hampton Park Terrace, one of the peninsula's most walkable and beloved historic neighborhoods. Just steps from 60-acre Hampton Park, this 2,011-square-foot property blends early-20th-century character with reimagined modern living, offering rare flexibility in a location this coveted: With each unit composed of 2 Bedrooms and 1 bathroom. Live in one unit and let the other offset your mortgage, or hold both as an income property. Inside, a light, updated aesthetic meets historic Charleston, with white oak floors, exposed dual fireplaces, and crown moulding throughout.Gothic tracery bay windows draw plenty of natural light deep into the main living space. Each unit offers two bedrooms and a full bath, with kitchens and baths finished to the same elevated standard, equally suited to comfortable everyday living or strong rental appeal. Outside, a large backyard and deck create a private retreat for morning coffee, dining al fresco, or entertaining under the Lowcountry sky, and two off-street parking spaces add a convenience that's hard to come by downtown. What truly sets this home apart is the lifestyle at your doorstep. Start with coffee and a breakfast sandwich at Odd Duck Market, two blocks up Rutledge, then walk the gardens at Hampton Park. From there it's Sightsee for a slower afternoon cup, Huriyali Gardens for a smoothie or grain bowl under the oaks, wood-fired pizza and natural wine at Renzo, sandwiches and craft beer on the porch at Berkeley's, and Park & Grove just around the corner for brunch or dinner. Head south on Rutledge for Filipino at Kultura and espresso at Nook, or hop over to upper King for Leon's Oyster Shop, Little Jack's Tavern, Chubby Fish, and Melfi's. The Citadel, Joseph P. Riley Jr. Park (home of the RiverDogs), MUSC, and the heart of downtown are all within easy reach. Historic character, the peace of mind that comes with a new build (everything in this house has been replaced) elevated finishes, and a flexible floor plan that rarely comes available. This is upper-peninsula Charleston living at its best. Schedule your showing today.

563 Rutledge Avenue Unit #A & B, Charleston

$1,495,000
4 Beds 2 Baths 26025121 MLS Westside SubDv. Active Status
Welcome to 563 Rutledge Avenue. A masterful, head-to-toe renovation of a classic Charleston single, reconfigured as a turnkey duplex and ideally set between the Westside and Hampton Park Terrace, one of the peninsula's most walkable and beloved historic neighborhoods. Just steps from 60-acre Hampton Park, this 2,011-square-foot property blends early-20th-century character with reimagined modern living, offering rare flexibility in a location this coveted: With each unit composed of 2 Bedrooms and 1 bathroom. Live in one unit and let the other offset your mortgage, or hold both as an income property. Inside, a light, updated aesthetic meets historic Charleston, with white oak floors, exposed dual fireplaces, and crown moulding throughout.Gothic tracery bay windows draw plenty of natural light deep into the main living space. Each unit offers two bedrooms and a full bath, with kitchens and baths finished to the same elevated standard, equally suited to comfortable everyday living or strong rental appeal. Outside, a large backyard and deck create a private retreat for morning coffee, dining al fresco, or entertaining under the Lowcountry sky, and two off-street parking spaces add a convenience that's hard to come by downtown. What truly sets this home apart is the lifestyle at your doorstep. Start with coffee and a breakfast sandwich at Odd Duck Market, two blocks up Rutledge, then walk the gardens at Hampton Park. From there it's Sightsee for a slower afternoon cup, Huriyali Gardens for a smoothie or grain bowl under the oaks, wood-fired pizza and natural wine at Renzo, sandwiches and craft beer on the porch at Berkeley's, and Park & Grove just around the corner for brunch or dinner. Head south on Rutledge for Filipino at Kultura and espresso at Nook, or hop over to upper King for Leon's Oyster Shop, Little Jack's Tavern, Chubby Fish, and Melfi's. The Citadel, Joseph P. Riley Jr. Park (home of the RiverDogs), MUSC, and the heart of downtown are all within easy reach. Historic character, the peace of mind that comes with a new build (everything in this house has been replaced) elevated finishes, and a flexible floor plan that rarely comes available. This is upper-peninsula Charleston living at its best. Schedule your showing today.

563 Rutledge Avenue, Charleston

$699,990
2 Beds 2 Baths 26011378 MLS Westside SubDv. Active Status
Perfectly positioned just over the Ashley River bridge from Charleston's renowned medical district, 19 Ashton Street offers exceptional convenience to MUSC, Roper Hospital, the Ralph H. Johnson VA Health Care System, and the best of downtown Charleston. Whether you're a physician, medical professional, student, or simply value an unbeatable downtown location, this sought-after Westside address places world-class healthcare, acclaimed restaurants, shopping, and the city's vibrant cultural scene just minutes from your doorstep.19 Ashton Street is a rare opportunity to own a comprehensively restored Freedman's Cottage that seamlessly blends Charleston's rich architectural heritage with the quality and confidence of modern construction. Rich in historic character yet thoughtfully rebuilt fcontemporary living, this residence stands apart from other cottages of its kind due to the extraordinary scope of its structural renovation. The home was completely lifted and rebuilt with an elevated, walk-under foundation, all-new piers, hurricane strapping, ties, and anchors installed per structural engineer specifications--an uncommon and highly valuable improvement that offers long-term peace of mind, enhanced functionality, and superior protection from the foundational issues that often affect comparable historic homes. Unlike many Freedman's Cottages that remain close to grade, 19 Ashton has been over-engineered and meticulously reconstructed from the ground up. Exterior improvements further elevate the property's appeal and include a new standing-seam metal roof, new masonry steps with an iron railing, horizontal wood louvers between the masonry piers, and carefully executed architectural details that honor the home's historic roots while enhancing its overall presentation. As a Freedman's Cottage, the home carries important historical significance, representing a meaningful piece of Charleston's architectural and cultural heritage while offering buyers the rare combination of authentic historic charm and modern structural integrity. Few homes of this era have undergone such an extensive restoration, making 19 Ashton Street a truly turnkey opportunity in one of downtown Charleston's most convenient and rapidly evolving neighborhoods.

19 Ashton Street, Charleston

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