Westside Homes for Sale

Westside Homes for Sale

Welcome to Westside, a vibrant and charming subdivision nestled in the heart of Charleston, South Carolina. Known for its rich history and eclectic culture, this neighborhood offers a unique blend of Southern charm and modern living, making it a sought-after destination for homebuyers.

Westside is characterized by its picturesque streets, adorned with beautiful historic homes and contemporary builds that reflect the area’s evolving character. The community is a tapestry of friendly neighbors, local artists, and families, all of whom contribute to the warm and welcoming atmosphere that defines this neighborhood. With tree-lined avenues and parks just steps away, residents enjoy a serene environment while being conveniently close to the bustling energy of downtown Charleston.

For those looking to invest in a home, Westside presents a variety of options that cater to diverse tastes and budgets. From cozy bungalows to spacious family homes, there’s something for everyone in this charming subdivision. The real estate market here is thriving, with properties that not only offer modern amenities but also a connection to the rich cultural heritage of Charleston.

Living in Westside means you’ll have easy access to local shops, restaurants, and entertainment venues, ensuring that you’re never far from the action. With a strong sense of community and a prime location, Westside is more than just a place to live; it’s a lifestyle. Explore the homes for sale in Westside today and discover your perfect Charleston retreat!

Newest Westside Homes for Sale

103 Fishburne Street, Charleston
$1,495,000
3 Beds ⋅ 2.5 Baths ⋅ 26028775 MLS ⋅ Westside SubDv. ⋅ Active Status
Step into a piece of downtown Charleston history, reimagined for modern living. This 1930s Charleston single in the Westside neighborhood pairs the city's signature architecture with a full renovation. Double-tiered piazzas, painted shutters, and a charming hospitality door welcome you to this 3-bedroom, 2.5-bath home. Inside, the home's distinctive character comes through in the wide-plank heart pine floors, tall double-hung windows, and crown molding. The original exposed-brick chimney stands at the center of the open living space, subtly separating the living and kitchen areas. The gourmet kitchen has shaker-style cabinetry, quartz countertops, a farmhouse sink, classic subway tile, stainless steel KitchenAid appliances, and a large pantry/storage closet.Off the main living area, a formal living room, featuring an exposed-brick chimney with built-ins on either side, works well as a den or home office. The guest powder room completes the first level. The second level of the home includes three bedrooms, two full baths, and the laundry room. The primary bedroom features painted wood plank walls, an exposed-beam ceiling, and a large walk-in closet. The primary bathroom has dual sink vanities, tile and frameless-glass shower, and exposed brick in the water closet. The upstairs covered porch overlooks a canopy of live oaks and palms, a natural spot for morning coffee or an evening drink. Out back, a private fenced courtyard includes a patio with room for dining and entertaining, raised garden beds, and a low-maintenance turf lawn. Off-street parking is a rare find downtown, and it's included here. A new HVAC system and a whole-house water filtration system were installed in 2025, offering peace of mind in an older home. The neighborhood is family-friendly and quaint while also being within walking distance of upper King St shopping and dining, Hampton Park, the RiverDogs stadium, The Citadel, Brittlebank Park, the riverfront, and so much more! Quick access to the Crosstown makes it an easy commute to West Ashley, James Island, or Mt Pleasant.

103 Fishburne Street, Charleston
15 Dingle Street, Charleston
$795,000
3 Beds ⋅ 2.5 Baths ⋅ 26028537 MLS ⋅ Westside SubDv. ⋅ Active Status
Located in Charleston's Westside neighborhood between Huger and Congress Streets, 15 Dingle Street is a charming two-story home offering 3 bed & 2.5 bath. Previously held as a long-term rental, this home offers great potential for an investor or buyer looking to make it their own.A full front porch welcomes you into the home, where pine hardwood floors flow throughout both levels. The main floor features a spacious living room, separate dining room, and a generously sized kitchen with granite countertops, stainless steel appliances, gas range, and high-top bar seating. A convenient half bathroom with stacked washer and dryer is tucked beneath the staircase.Upstairs, the large primary suite features an ensuite bathroom with dual vanities and a classic cast-iron clawfoot tub with shower. Two additional bedrooms share a full hallway bathroom, with one bedroom offering direct access to a upstairs balcony. Outside, enjoy a screened rear porch overlooking the large backyard, offering plenty of space for outdoor entertaining or gardening. The home also features cement plank siding and a recently replaced HVAC unit. While the home offers many desirable features, it would benefit from some TLC, fresh paint, and cosmetic updates. With its spacious and planned layout, and convenient Westside location just blocks from neighborhood restaurants and cafés, 15 Dingle Street presents an excellent opportunity for an investment property, renovation project, or primary residence.

15 Dingle Street, Charleston
44 Carolina Street, Charleston
$935,000
2 Beds ⋅ 2 Baths ⋅ 26028475 MLS ⋅ Westside SubDv. ⋅ Active Status
Rarely does a downtown Charleston home offer this much space, outdoor beauty, and convenience, all on one level. Located in the heart of the Peninsula, 44 Carolina Street offers over 1,500 sq feet with two bedrooms, two full bathrooms, and an incredible private garden that feels like a hidden oasis in the city. Inside, a spacious, light-filled layout offers comfortable everyday living, while the screened porch provides the perfect place to relax and enjoy the beautifully landscaped surroundings. The lush garden is a true standout, featuring flowering plants and evergreens for privacy rarely found downtown.Enjoy the convenience of walking to award winning restaurants and shops but when a car is needed the home offers off street parking!Perhaps most importantly, the bungalow sits on high ground in an X Flood Zone with no flood insurance required. Don't sleep on this one!

44 Carolina Street, Charleston
559 Rutledge Avenue, Charleston
$1,278,000
2 Beds ⋅ 2.5 Baths ⋅ 26028224 MLS ⋅ Westside SubDv. ⋅ Active Status
Settle into an authentic Charleston lifestyle in this timeless period house located at 559 Rutledge Avenue. This elegant property blends the soul of a bygone era with modern livability. Defined by its soaring ceilings, original moldings, a striking staircase, heart pine floors, bold fireplace mantels, large windows and French doors, double piazzas, plus an additional upstairs rear porch overlooking the surrounding Charleston gardens. From morning until evening natural light, from the North, East, South and West exposures, filter through large windows into the well proportioned rooms.Each room on the first floor is bright and stylish The impressive front stair hall opens into the living room with built in bookcases and a distinctive fireplace. From the living room the view unfolds across the spacious kitchen to the garden beyond. The thoughtfully designed kitchen is both roomy and functional with abundant cabinetry and stainless steel appliances. The kitchen includes a built in banquet dining area overlooking the garden. Off of the kitchen is an elegantly paneled dining room. The ground floor pantry and laundry room also open onto the Charleston garden. In addition, a generously sized powder room is located on the ground floor. Upstairs the two bedrooms with ensuite bathrooms offer both comfort and privacy, each having high ceilings, large closets and their own private piazzas to enjoy throughout the year. Exterior features include one off street parking space and a charming potting shed in the garden. The Westside - Hampton Park neighborhood is often described as the "Brooklyn of Charleston". A multigenerational historic neighborhood with a buzzing culinary scene, a farmers market, hip bakeries and coffee bars, craft breweries and wine bars are all anchored by Hampton Park, a 60 acre historic green space reminiscent of a smaller New York City Central Park. This part of Charleston is considered one of the most walkable areas in the city with sidewalks and live oak trees lining the streets. The sense of community involvement and connection is ever apparent and welcoming to all. The warmth of historic character, a private garden and breezy piazzas is what makes original Charleston houses so sought after. This property has it all.

559 Rutledge Avenue, Charleston
9 Ashton Street, Charleston
$895,000
4 Beds ⋅ 2 Baths ⋅ 26027306 MLS ⋅ Westside SubDv. ⋅ Active Status
A Lowcountry Gem! Classic 1930's Craftsman with full front porch and charming wrought iron details, 4 bedrooms 2 bathrooms located in one of Charleston's most accessible downtown corridor, within walking distance to the Medical District (MUSC, Roper Hospital, VA), The Citadel and Ashley River Marina. Exceptional opportunity for investor or buyer seeking a traditional historic home with significant upside potential. This property has an expansive lot with off street parking and the opportunity for an accessory dwelling unit (ADU), carriage house or 3 car garage structure pending City/BAR approval. Offered AS-IS

9 Ashton Street, Charleston
27 Nunan Street, Charleston
$550,000
3 Beds ⋅ 1 Baths ⋅ 26025523 MLS ⋅ Westside SubDv. ⋅ Active Status
Here's an opportunity to reimagine a charming 3-bedroom, 1-bath Charleston cottage tucked along a quiet one-way street in Charleston's Westside neighborhood. At more than 1,450 square feet, this home offers generous space and a flexible footprint for its next owner's vision. The property is in need of a full renovation, presenting an opportunity to restore its character while creating a home tailored to your style and needs. There are three original fireplaces that are no longer in use but remain as a great architectural feature. Enclosed side and rear yards provide added privacy and room for gardening, entertaining, pets, or outdoor living. The outdoor space may also offer the potential for off-street parking-an especially desirable feature for peninsula living. Conveniently located near MUSC, The Citadel, Publix, Hampton Park and restaurants, the property combines a convenient location with the character of an established Charleston neighborhood. For a buyer ready to take on a renovation, this historic cottage offers space, outdoor potential, and the opportunity to bring a new vision to a classic Charleston home.

27 Nunan Street, Charleston
193 Line Street, Charleston
$1,025,000
4 Beds ⋅ 4 Baths ⋅ 26025511 MLS ⋅ Westside SubDv. ⋅ Active Status
Welcome to 193 Line Street, a completely renovated duplex offering modern comfort and flexible living. Renovated in 2024, this property features two separate residences, each with two bedrooms and two bathrooms. Both units feature open concept layouts with all new kitchens, bathrooms, flooring, HVAC systems, and appliances, plus off-street parking for 2 cars. With 4 bedrooms and 4 bathrooms total, this turnkey property is well suited for investors, owner occupants, or buyers seeking a flexible multi-generational living arrangement. This property combines the convenience of downtown living with the appeal of comprehensive renovations. Classic Charleston-style side porches add genuine Lowcountry charm. Minutes from MUSC, The Citadel, and the peninsula's best restaurants and shops.

193 Line Street, Charleston
4 Carolina Street, Charleston
$1,275,000
3 Beds ⋅ 2.5 Baths ⋅ 26025277 MLS ⋅ Westside SubDv. ⋅ Active Status
Beautifully restored and thoughtfully renovated, 4 Carolina Street pairs historic Charleston character with modern comfort. A recipient of the Preservation Society of Charleston's 2009 Carolopolis Award, the home features gas lanterns, hardwood floors, an exposed brick fireplace and original beams. Open living and dining areas flow into a spacious kitchen, while an updated pantry and laundry area lead to a private backyard with a deck, green space, bamboo-lined fencing and room for up to four off-street parking spaces. Upstairs, the primary suite offers ample closets and an updated ensuite bath, while two bright bedrooms share a full bath. Just blocks from King Street's shops and restaurants, this is Charleston living at its best.

4 Carolina Street, Charleston
174 Fishburne Street, Charleston
$1,575,000
4 Beds ⋅ 4.5 Baths ⋅ 26023439 MLS ⋅ Westside SubDv. ⋅ Active Status
*New Construction* located in downtown Charleston's historic Westside neighborhood! This home offers 4 bedrooms and 4.5 bathrooms, with each bedroom featuring its own ensuite bath. White oak floors throughout. Downstairs a bedroom with a full bathroom has its own separate entrance and can be rented independently, offering plenty of opportunities. The driveway along the home provides off-street parking for up to 4 vehicles, a rare downtown convenience. Fenced in yard with plenty of room for a pool, tennis or basketball court, truly whatever your heart desires!Whether as a primary residence or investment property, this home is a standout opportunity in a PRIME location. Walking distance to Charleston Riverdogs Stadium, The Citadel, MUSC & easy access to all major highways. There are also shops and restaurants located within walking distance.

174 Fishburne Street, Charleston
435 Race Street, Charleston
$895,000
4 Beds ⋅ 2 Baths ⋅ 26022679 MLS ⋅ Westside SubDv. ⋅ Active Status
Beautifully updated duplex in the heart of downtown Charleston, offering flexible living options and exceptional convenience. This 1,631 sq ft property features two mirrored 2BR/1BA units on a 0.1-acre lot--ideal for an owner-occupant seeking rental income, a multi-generational living setup, or continued short-term, long-term and mid-term rental use.Each unit has been thoughtfully improved with smooth ceilings, tankless water heaters, updated plumbing lines, and an industrial-grade washer/dryer. The property also includes off-street parking for up to three vehicles, a fenced yard, and professional landscaping for easy maintenance.Located just steps from Hampton Park and minutes to King Street dining, Colonial Lake, MUSC, and Charleston's beaches, this home offers the perfect blendof comfort, versatility, and prime Westside location. A rare opportunity to own a well-maintained duplex in one of Charleston's most desirable downtown neighborhoods.

435 Race Street, Charleston
695 King Street, Charleston
$1,399,000
5 Beds ⋅ 3 Baths ⋅ 26015937 MLS ⋅ Westside SubDv. ⋅ Active Status
Classic Charleston Single style (currently in dual residence AIRBNB mode coveted location of charming and historic King Street! This property was beautifully modernized with new trim, cabinetry, countertops, and lighting yet retains the character of original 100 year old heart pine floors and you will LOVE the look of the old brick fireplaces as centerpieces in many rooms. Lots of options to use as long term investment property with its proximity to Cof C and The Citadel, convert to a single family home, or have the BEST of BOTH WORLDS and live in one unit and rent the other. Upstairs unit has 3 bedrooms/2 baths, kitchen, living, downstairs has 2 beds/1 bath, kitchen, living and laundry in bath. Unique private artistic, fenced back yard & entertaining space

695 King Street, Charleston
227/229/3 Fishburne/Woodall Street, Charleston
$1,210,000
5 Beds ⋅ 3 Baths ⋅ 25009662 MLS ⋅ Westside SubDv. ⋅ Active Status
THREE Properties! Rare Downtown Opportunity - 227 Fishburne St, 229 Fishburne St, and 3 Woodall Court. An incredible opportunity to own multiple properties in the heart of downtown Charleston! 227 Fishburne Street, 229 Fishburne Street, and 3 Woodall Court are available for purchase individually or together, offering endless possibilities for renovation, expansion, or a spacious development project.227 Fishburne Street: A livable home ready for updates or renovation.229 Fishburne Street: A vacant lot currently used for parking, adjacent to 227.3 Woodall Court: A gutted home ready for a full renovation or new vision, located directly behind 227 Fishburne.Located just minutes from Hampton Park, The Citadel, MUSC, and some of Charleston's best restaurants, this location is ideal for creating a one-of-a-kind property. Whether you're an investor, developer, or looking for your next downtown project, don't miss out on this rare chance to secure a sizable footprint in one of Charleston's most sought-after areas! No survey or plat. The permit for the removal of the large Sycamore tree can be found in the documents.

227/229/3 Fishburne/Woodall Street, Charleston
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