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

563 Rutledge Avenue, Charleston
$1,395,000
4 Beds ⋅ 2 Baths ⋅ 26028313 MLS ⋅ Westside SubDv. ⋅ Active Status
Welcome to 563 Rutledge Avenue, a classic Charleston single reimagined as a fully renovated, turnkey duplex, set between the Westside and Hampton Park Terrace on the upper peninsula. One of the most thoughtfully renovated duplexes downtown under $1.5M, it offers rare quality and value on the peninsula. Just steps from 60-acre Hampton Park, this 2,011 SF property pairs early 20th century character with modern systems and finishes, and offers true flexibility: live in one unit and let the other help offset your mortgage, or hold both as an income property.Each unit features two bedrooms and one full bath, with kitchens and baths finished to the same elevated standard. (See more)White oak floors, exposed brick dual fireplaces, and crown moulding run throughout, while gothic tracery bay windows draw natural light deep into the main living space. The renovation goes well beyond the surface. Completed work includes new subfloor and joists on the first floor, a full electrical rewire with new panels, all new plumbing, two new HVAC units with all new ductwork, spray foam insulation on the ground floor and in the attic, a resealed roof coating, and new Hardie siding on the right side of the home. The result is historic charm backed by updated systems from the ground up. Outside, a large backyard and deck set the scene for morning coffee, dinner outdoors, or entertaining under the Lowcountry sky. Two off-street parking spaces add a convenience that is hard to find downtown. Step outside and the neighborhood is yours to walk. Grab coffee and a breakfast sandwich at Odd Duck Market, then stroll the gardens at Hampton Park. Sightsee, Huriyali Gardens, Renzo, Berkeley's, and Park & Grove are all close by, with Kultura and Nook just south on Rutledge and Leon's Oyster Shop, Little Jack's Tavern, Chubby Fish, and Melfi's over on upper King. The Citadel, Riley Park, MUSC, and the heart of downtown are all within easy reach. Historic character, thoughtful updates, and a flexible floor plan in one of downtown's most walkable pockets. Schedule your showing today.

563 Rutledge Avenue, 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
$599,000
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
$1,499,000
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
227 & 229 Fishburne Street, Charleston
$835,000
3 Beds ⋅ 2 Baths ⋅ 25009654 MLS ⋅ Westside SubDv. ⋅ Active Status
227 and 229 Fishburne Street - Combined Opportunity!Two prime properties in downtown Charleston, sold together. 227 Fishburne Street is a livable home ready for updates or a full renovation, while 229 Fishburne Street is a vacant lot currently used as parking by the adjacent property. Purchase both to expand your downtown footprint or add on 3 Woodall Court, located directly behind 227, for even more space and potential. All properties are also available for sale individually. Walkable to restaurants, The Citadel, MUSC, and Hampton Park--this is an excellent opportunity to create a standout project in a sought-after location! No survey or plat.The permit for the removal of the large Sycamore tree can be found in the documents.

227 & 229 Fishburne Street, Charleston
3 Woodall Court, 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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