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 perfectly blends the rich history of Charleston with modern living. Westside is known for its friendly atmosphere, tree-lined streets, and a strong sense of community, making it an ideal place for families, young professionals, and retirees alike.

The homes for sale in Westside are as diverse as the residents who call it home. From beautifully restored historic houses that capture the essence of Charleston's architectural heritage to contemporary new builds that offer all the modern amenities, there’s something for everyone here. Each property is a unique reflection of the area’s character, with many featuring spacious yards, inviting porches, and stunning views of the surrounding landscape.

Living in Westside means you’re just a short drive away from the vibrant downtown Charleston, where you can enjoy world-class dining, shopping, and cultural experiences. The neighborhood is also conveniently located near parks, schools, and local attractions, making it easy to embrace the active Southern lifestyle.

As you explore the homes for sale in Westside, you’ll discover a community that values connection and creativity. Whether you’re looking for a cozy bungalow or a modern family home, Westside offers a welcoming environment that invites you to put down roots and create lasting memories. Don’t miss your chance to be part of this enchanting Charleston neighborhood—your dream home awaits!

Newest Westside Homes for Sale

$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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