Westside Real Estate

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

Listing courtesy of Listing Agent: Cynthia Miller from Listing Office: Engel & Volkers Charleston.

$1,025,000

4 Beds ⋅ 4 Baths ⋅ 26025511 MLS

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

Listing courtesy of Listing Agent: Lisa Reeves from Listing Office: EXP Realty LLC.

$1,350,000

3 Beds ⋅ 2.5 Baths ⋅ 26025277 MLS

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

Listing courtesy of Listing Agent: Chad Woods from Listing Office: 32 South Properties, LLC.

$1,495,000

4 Beds ⋅ 26025216 MLS

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 Unit #A & B, Charleston

Listing courtesy of Listing Agent: Mason Wright from Listing Office: Premier Realty.

$1,495,000

4 Beds ⋅ 2 Baths ⋅ 26025121 MLS

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

Listing courtesy of Listing Agent: Mason Wright from Listing Office: Premier Realty.

$1,675,000

4 Beds ⋅ 4.5 Baths ⋅ 26023439 MLS

*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. If you are looking for a short term rental STR, a property for Arbnb, VRBO, long term rental or business rental, with approval from Charleston County, this may be the home for you. 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

Listing courtesy of Listing Agent: Jasmine Spano from Listing Office: Better Homes And Gardens Real Estate Palmetto. 843-584-8326

$939,900

4 Beds ⋅ 2 Baths ⋅ 26022679 MLS

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

Listing courtesy of Listing Agent: Andrea Bell from Listing Office: Coldwell Banker Realty.

$939,900

4 Beds ⋅ 26017619 MLS

Prime investment opportunity in downtown Charleston with active STR! This updated duplex offers 1,631 sq ft across two mirrored 2BR/1BA units on a 0.1-acre lot--ideal for long-term, mid-term, or owner-occupied STR potential. The duplex features off-street parking for up to 3 vehicles, a fenced yard, and professional landscaping. Recent improvements include smooth ceilings, tankless water heaters for each unit, new plumbing lines, and an industrial washer/dryer unit. Located steps from Hampton Park, and minutes to King Street dining, Colonial Lake, and area beaches. A rare chance to secure a high-demand rental property in the notable Westside neighborhood.Current insurance $5650/yr Current rolling 12-month income- $57,616.88

435 Race Street Unit #A & B, Charleston

Listing courtesy of Listing Agent: Andrea Bell from Listing Office: Coldwell Banker Realty.

$1,499,000

5 Beds ⋅ 26015941 MLS

A classic Charleston Single style (currently in dual residence mode) in the coveted location of charming and historic King Street! This home 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 CofC and The Citadel, convert back to a single family home, or have the BEST of BOTH WORLDS and live in one unit and rent the other. The upstairs unit has 3 bedrooms/2 baths, kitchen, living, and laundry machines located in the 1 car garage, and downstairs has 2 beds/1 bath, kitchen, living and laundry in bath. Unique fenced back yard space.

695 King Street, Charleston

Listing courtesy of Listing Agent: Jay Satterfield from Listing Office: Nicklaus Vance.

$1,499,000

5 Beds ⋅ 3 Baths ⋅ 26015937 MLS

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

Listing courtesy of Listing Agent: Jay Satterfield from Listing Office: Nicklaus Vance.

$1,210,000

5 Beds ⋅ 3 Baths ⋅ 25009662 MLS

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

Listing courtesy of Listing Agent: Carmilla Brown from Listing Office: Keller Williams Realty Charleston.

$835,000

3 Beds ⋅ 2 Baths ⋅ 25009654 MLS

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

Listing courtesy of Listing Agent: Carmilla Brown from Listing Office: Keller Williams Realty Charleston.

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