Westside Homes for Sale

Westside Homes for Sale

Welcome to Westside, a vibrant and charming subdivision nestled in the heart of Charleston, South Carolina. This delightful community is a hidden gem that beautifully combines modern living with the rich history and culture that Charleston is renowned for. With its tree-lined streets and friendly neighbors, Westside offers a warm and inviting atmosphere that makes it easy to feel right at home.

Homes for sale in Westside reflect a variety of architectural styles, from classic Charleston single houses to contemporary townhomes, ensuring that there is something to suit every taste and lifestyle. Each property is designed with quality craftsmanship and modern amenities, making them perfect for families, young professionals, and retirees alike. Spacious layouts, updated kitchens, and private outdoor spaces are just a few features that make these homes stand out.

Living in Westside means enjoying the best of Charleston, with easy access to local parks, shops, and dining options. The neighborhood is conveniently located near the bustling downtown area, where you can explore historic sites, indulge in delicious Lowcountry cuisine, and experience the vibrant arts scene. For outdoor enthusiasts, nearby waterfront parks and recreational areas provide ample opportunities for boating, fishing, and enjoying the stunning South Carolina weather.

If you’re searching for a place that offers both community charm and access to the rich culture of Charleston, Westside is the perfect choice. Explore the homes for sale today and discover your dream home in this enchanting subdivision!

Newest Westside Homes for Sale

$1,085,000
3 Beds 2.5 Baths 26025413 MLS Westside SubDv. Active Status
Beautifully reimagined and thoughtfully renovated, this downtown Charleston home offers a refined blend of timeless character, sophisticated modern finishes, and an exceptional Hampton Park location.From the moment you step inside, the home feels bright, polished, and effortlessly inviting. Abundant natural light highlights the beautiful heart pine floors, crisp neutral palette, and thoughtfully selected finishes throughout. Original 1930s details, including the staircase and fireplace mantle, preserve the home's historic character. While the open layout creates an easy flow for both everyday living and entertaining.At the heart of the home, the kitchen makes an immediate impression. White cabinetry, quartz countertops, an oversized island, stainless steel ZLINE appliances, a 36" gas range, designer lighting, and warm brass accents come together to create a space that feels both elevated and approachable. Every detail of the renovation has been considered to give the home a cohesive, timeless aesthetic. The bedrooms offer light filled retreats, while the beautiful bathrooms continue the home's refined design with stylish tilework, modern vanities, brass fixtures, and a glass enclosed shower. Outside, the covered front porch provides a quintessential Charleston welcome, enhanced by gas lanterns that complement the home's historic charm, while off street parking adds an increasingly coveted convenience to downtown living. Beyond the home itself, the location is an integral part of what makes this property so special. Hampton Park, with its picturesque walking and biking paths, gardens, and expansive green space, is just minutes away. Spend an afternoon along the Ashley River at Brittlebank Park, catch a Charleston RiverDogs game at nearby Joseph P. Riley Jr. Park, or enjoy the growing collection of dining, shopping, fitness, and everyday conveniences at WestEdge. The surrounding neighborhood is also home to some of Charleston's favorite local restaurants, cafés, and gathering places. Lillian's Petite Market & Eatery, Berkeley's, Moe's Crosstown Tavern, and other neighborhood favorites are nearby, while the celebrated restaurants, shopping, and energy of Upper King Street are easily accessible. Whether it's a morning walk through Hampton Park, dinner at a neighborhood favorite, an evening at the ballpark, or a night out downtown, this location offers the opportunity to experience Charleston in a way that feels distinctly local. Fully renovated, beautifully appointed, and surrounded by some of the peninsula's most beloved destinations, this is more than a beautifully updated home. It's an opportunity to enjoy the very best of Charleston living, right outside your front door.

225 Congress Street, Charleston

$1,600,000
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

$375,000
2 Beds 1 Baths 25009637 MLS Westside SubDv. Active Status
Opportunity awaits at 3 Woodall Court! This gutted home is ready for renovation or a fresh vision. Located within walking distance to restaurants, The Citadel, MUSC, and Hampton Park, the possibilities are endless. Purchase individually or combine with 227 and 229 Fishburne Street for a larger downtown project. Don't miss this incredible chance to create something special in the heart of Charleston! No off-street parking for this property. No survey or plat. Permit for the removal of the large Sycamore tree can be found in the documents.UPDATE 5/26/2026: WE HAVE HAD A LOT OF INTEREST AND OFFERS ON THESE PROPERTIES. AT THIS TIME, THERE IS STILL NO ETA ON PROBATE AND NO CHANGES TO REPORT. SELLER IS NOT LOOKING TO ACCEPT ANY OFFERS UNTIL PROBATE IS FINALIZED AND WOULD LIKE TO SELL ALL THREE LOTS TOGETHER. PLEASE CALL ME BEFORE SUBMITTING ANY OFFERS. Each property & lot are also listed separately: 25009637, 25009635, 25009636. OR 227 & 229 Fishburne together: 25009654. Please schedule showings through Showingtime. Appointment Only. ATTENTION: Before submitting an offer PLEASE refer to Presentation Of Offers in Documents. All information herein is furnished to the best of the Listing Agent's knowledge, but the Buyer and their Agent shall verify square feet, schools, HOA, age, acreage, zoning, insurance and all other information deemed important to buyer. Inquire with preferred lender for additional information on incentives to use towards an interest rate buy down or a closing cost credit. This property has not flooded.

3 Woodall Court, Charleston

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