Westside Real Estate

Westside Real Estate

Welcome to Westside, Charleston – a vibrant subdivision that beautifully blends the charm of Southern living with the dynamic energy of modern urban life. Nestled in the heart of Charleston, South Carolina, Westside is an inviting community that offers an exceptional quality of life, making it a sought-after destination for families, young professionals, and retirees alike.

Westside boasts a rich historical backdrop, characterized by its quaint streets and beautifully preserved architecture. As you stroll through the neighborhood, you’ll be captivated by the unique blend of old and new, where historic homes stand alongside contemporary designs, creating a charming tapestry of styles. The community is known for its friendly atmosphere and strong sense of belonging, where neighbors become friends and gatherings are a regular occurrence.

The location of Westside is truly unbeatable. Just a stone's throw away from downtown Charleston, residents enjoy easy access to a plethora of dining, shopping, and entertainment options. From the world-renowned cuisine of King Street to the vibrant arts scene, there’s never a shortage of activities to indulge in. For outdoor enthusiasts, nearby parks and the scenic waterfront provide ample opportunities for recreation and relaxation.

Families will appreciate the proximity to highly-rated schools and community resources, ensuring that children receive an excellent education in a nurturing environment. With its perfect blend of charm, convenience, and community spirit, Westside is not just a place to live; it’s a place to thrive. Come discover your new home in this enchanting Charleston neighborhood!

Newest Listings in Westside

$939,000
3 Beds 2.5 Baths 26013832 MLS Westside SubDv. Active Status
Nearly New Construction!! Perfectly positioned in the heart of Charleston's vibrant Westside neighborhood, this stylish end-unit townhome offers low-maintenance downtown living with exceptional outdoor space, modern conveniences, & sweeping rooftop views. Tucked away off a private driveway, 402 Sumter Street Unit C is a rare newer construction opportunity featuring an oversized garage with storage room, additional off-street parking, and multiple outdoor living areas designed to take full advantage of Charleston's skyline views and the neighborhood's remarkable growth and energy.Spanning three levels with 3 bedrooms, 2.5 baths, and approximately 1,820 square feet, the residence combines comfortable everyday living with an ideal walkable location just moments from Hampton Park,The Citadel, and some of the peninsula's favorite local restaurants, breweries, and shops. The light-filled main living level features an open-concept living and dining area alongside a bright kitchen with ample storage, gas cooking, and easy functionality for entertaining or daily living. Upstairs, two spacious guest bedrooms share a hall bath and enjoy access to a private balcony with downtown views. The entire third floor is dedicated to the primary suite, complete with a walk-in closet, dual vanities, walk-in shower, laundry closet, and direct access to an additional private balcony and the expansive rooftop terrace above. Outdoor living is a true highlight, with two balconies and a large rooftop deck offering panoramic long-range views of the Arthur Ravenel Jr. Bridge, the The Citadel skyline, and Hampton Park -- an ideal setting for entertaining guests or enjoying sunset evenings above the city skyline. Additional features include a one-car oversized garage with dedicated storage space, two off-street parking spaces, a Rinnai tankless water heater, new HVAC system, and fresh interior paint completed in 2024. This townhome is beautifully maintained!!! The HOA is approximately $100 annually and covers landscaping.

402 Sumter Unit ##C, 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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