Refine Search
Sort by
$1,999,999
7 Beds 7 Baths 26021152 MLS
BRING ALL OFFERS! X Flood Zone - No Flood Insurance Required! A rare opportunity to own two charming 2021 construction homes in pristine condition on one lot just blocks from King Street in the heart of downtown Charleston. 11 Hanover Street offers incredible flexibility for a College of Charleston parent, owner-occupant, or investor. Both buildings have been rented since June 1, 2022, with tenants currently in place through May 31, 2027 (Building A) and April 30, 2027 (Building B). Current ownership has never increased rents, which have remained at $1,500 per bedroom since 2022, generating $10,500 per month in rental income. With current market rents ranging from approximately $1,850-$2,100 per bedroom, a new owner has significant upside potential to increaseincome at lease expiration. Tenants are responsible for all utilities with the exception of Wi-Fi. The property is eligible for the STR CAT 2 Bed & Breakfast permit, allowing an owner to occupy one of the two buildings at the 4% owner-occupied tax rate while legally operating the other as a nightly short-term rental at the 6% tax rate. Projected gross revenue for owner-occupying Building B and short-term renting Building A is approximately $133,000 annually. The front home (A) features 4 bedrooms, 4 full bathrooms, and 2,084 square feet, while the rear home (B) offers 3 bedrooms, 3 full bathrooms, and 1,378 square feet. Both homes were completed in 2021 and have been meticulously maintained since construction. Properties have recently been landscaped and interiors painted. Additional highlights include metal roofs, tankless water heaters for endless hot water, raised slab foundations (no crawlspace maintenance or moisture concerns), a transferable termite bond through Elam's, PLENTY off-street parking, and the ability to apply for additional residential parking decals through the City of Charleston. Offering an unbeatable downtown location, rare X Flood Zone designation, modern construction, multiple investment strategies, and substantial income potential, 11 Hanover Street is truly a one-of-a-kind opportunity in downtown Charleston.

11 Hanover Street Unit #A,B, Charleston

Listing courtesy of Listing Agent: Sl Saad from Listing Office: The Boulevard Company.

$1,099,000
3 Beds 3 Baths 26020890 MLS
Discover the rare combination of space, convenience and exceptional parking at 71 Gadsden Street. This three-bedroom residence offers desirable single-level living, with each generously sized bedroom featuring its own private en suite bath--an ideal arrangement for a full-time residence, second home or investment property.The home's spacious living areas provide plenty of room for relaxing and entertaining, while a dedicated laundry room adds everyday functionality.A newer roof and appliances installed in 2018 offer additional peace of mind. One of the property's most remarkable features is off-street parking for four to five vehicles, a true luxury in downtown Charleston. Perfectly positioned near the College of Charleston, MUSC and Roper Hospital, the property offers excellent potential for student or medical housing while remaining equally appealing as a comfortable primary residence. Enjoy easy access to Charleston's celebrated restaurants, neighborhood cafés, shopping, parks and the historic streets of the peninsula. With large rooms, private baths, single-level living and extraordinary parking, 71 Gadsden Street presents a versatile downtown opportunity that is increasingly difficult to find. Come experience the space, flexibility and Charleston lifestyle this property has to offer.

71 Gadsden Street, Charleston

Listing courtesy of Listing Agent: Lisa Patterson from Listing Office: Daniel Ravenel Sotheby's International Realty.

$1,395,000
2 Beds 2.5 Baths 26020692 MLS
Welcome to 1 Bennett Street, Unit 3--a beautifully renovated historic residence offering more than 2,000 square feet of refined Charleston living directly across from Cannon Park. Located in the heart of Harleston Village, this distinctive three-story condominium blends the architectural character of an 1890 home with the comfort and craftsmanship of a thoughtfully completed renovation. Inside, Brazilian cherry hardwood floors, soaring ceilings, custom millwork and abundant natural light create a warm and elegant setting. The spacious kitchen features oversized cherry cabinetry, granite countertops, a large island and a gas range, while multiple living areas provide flexibility for entertaining, working from home or welcoming overnight guests.The residence includes two bedrooms, two-and-one-half baths, generous closets, a gas-log fireplace, wet bar, full front porch and private deck. Step outside and enjoy one of downtown Charleston's most desirable neighborhoods, with Cannon Park just across the street and the city's renowned dining, shopping, universities and cultural attractions nearby. Historic character, impressive interior space and an exceptional Harleston Village location come together in a home that offers a truly distinctive Charleston lifestyle.

1 Bennett Street Unit #3, Charleston

Listing courtesy of Listing Agent: Joe Brown from Listing Office: AgentOwned Realty.

$640,000
4 Beds 2 Baths 26020550 MLS
RARE FIND OPPORTUNITY IN THE WESTSIDE NEAR MUSC. THIS DUPLEX CAN BE THE INVESTOR'S DREAM, OR JUST LIVE IN ONE SIDE AND RENT THE OTHER! This DUPLEX needs the love and creativity to be brought up to its glory. The downstairs unit was recently renovated. The lot is a good size w/nice yard and with PARKING options, which is a rarity in downtown. Don't miss this great opportunity. This home is located in a prime location downtown Charleston and is very close to the new MUSC and Westedge development. Many homes are renovated; it's located just off of the Crosstown and has an easy access to MUSC and ROPER Hospitals, Bus Route, popular West Edge,Brittlebank Park, The Citadel & The Riverdogs Joe Riley Stadium. Dimond in the rough ready for the vision of a homeowner or investor. Check it out now!

34 Kennedy Street, Charleston

Listing courtesy of Listing Agent: Daniel Carabus from Listing Office: The Boulevard Company.

$5,750,000
3 Beds 3.5 Baths 26020547 MLS
Contemporary luxury meets Charleston history in the distinguished Wilson-Cochran House, originally built in 1915 and thoughtfully renovated for modern living. Rich architectural character blends seamlessly with today's conveniences, creating a home that is as functional as it is beautiful.At the heart of the home is a chef's kitchen designed for both everyday living and effortless entertaining. Custom cabinetry, expansive workspace, and an innovative invisible induction cooktop installed beneath the marble countertop create a clean, elegant aesthetic while maximizing functionality. The adjoining butler's pantry provides exceptional storage, a secondary refrigerator, a 60-bottle wine refrigerator, and a convenient first-floor laundry area.The main level offers gracious living spaces, including a welcoming foyer, inviting living room, formal dining room, spacious kitchen, butler's pantry, and powder room. Every space has been carefully designed to balance historic character with modern comfort. Upstairs, the home features multiple well-appointed bedrooms, including a spacious primary suite with an ensuite bath. An additional full bath and second laundry room provide convenience for everyday living. A second expansive primary suite serves as a true private retreat, complete with an adjoining sitting room that offers flexibility as a reading room, fitness space, office, or lounge. Just beyond, a rooftop terrace provides a peaceful setting to enjoy views of the Charleston skyline throughout the day. Outdoor living is equally inviting. Behind a private gated entrance, the professionally designed courtyard features slate hardscaping, a fire pit gathering area, and beautifully landscaped spaces ideal for entertaining or quiet evenings outdoors. A bench crafted from the original Copper River Bridge adds a distinctive historic element, while the classic front porch offers the perfect place to relax and enjoy the neighborhood. Located in Charleston's Historic District, the home is moments from White Point Garden, The Battery, renowned restaurants, boutique shopping, galleries, and entertainment. Featured on Magnolia Network's Anything But Gray, where designer Gray Benko showcased the home's remarkable transformation, the residence celebrates both preservation and innovation. Original oak floors, the boxed newel staircase, paneled wainscoting, coffered dining room ceiling, and intricate millwork have been carefully preserved, honoring the home's architectural heritage while complementing its contemporary updates. The Wilson-Cochran House offers a rare opportunity to own a residence where historic craftsmanship, modern technology, and exceptional design come together in one of Charleston's most sought-after locations.

173 Tradd Street, Charleston

Listing courtesy of Listing Agent: Karena Sturgis from Listing Office: Carolina One Real Estate. 843-779-8660

$1,000,000
3 Beds 2.5 Baths 26020509 MLS
Discover sophisticated downtown living at 72 Hanover Street, a beautifully renovated three-bedroom, two-and-a-half-bath home in Charleston's vibrant Eastside neighborhood. Thoughtfully updated from top to bottom, this residence blends timeless Lowcountry character with modern finishes and comfortable living spaces. Offered fully furnished, this skillfully decorated home provides a rare opportunity for truly turnkey downtown Charleston living. Thoughtfully selected furnishings and decor are included with the sale, allowing the next owner to move right in and immediately enjoy the home without the time or expense of furnishing it from scratch. Whether you're looking for a primary residence, second home, or Charleston retreat, all you need to bring is a suitcase!Natural light fills thespacious, open-concept main level, where custom built-in bookshelves with integrated lighting add warmth and architectural interest to the inviting living room. The adjoining dining area and stylish kitchen create an ideal setting for everyday living and entertaining. The kitchen features wood cabinetry, custom appliances, a marble backsplash, a large center island, and generous countertop space for cooking and gathering. A conveniently located powder room completes the main floor. Upstairs, the primary suite offers a peaceful retreat with designer finishes, a private balcony, and a spa-inspired bathroom featuring a tiled walk-in rainfall shower and updated vanity. Two additional generously sized bedrooms share a beautifully renovated full hall bathroom. Recent improvements include updated HVAC, appliances, bathrooms, luxury vinyl flooring, fixtures, and finishes throughout. Please see the full upgrade list in the documents for additional details. Beneath the home, a covered and enclosed outdoor lounge provides additional space for entertaining, relaxing, or enjoying Charleston's mild climate. The property also offers valuable storage, a private driveway, and two off-street parking spaces--a rare convenience in downtown Charleston. Ideally situated near some of the city's most popular restaurants, shops, nightlife, and attractions, 72 Hanover Street offers the opportunity to enjoy the best of downtown Charleston just moments from your front door. With its thoughtful renovation, fully furnished and move-in-ready presentation, versatile outdoor living areas, convenient parking, and prime Eastside location, this home offers an exceptionally easy transition into downtown Charleston living.

72 Hanover Street, Charleston

Listing courtesy of Listing Agent: Nate Gainey from Listing Office: Three Real Estate LLC.

$1,795,000
3 Beds 1.5 Baths 26020507 MLS
Some homes announce themselves. Others remain quietly hidden, waiting to be discovered. Tucked behind the storied Category I James Jervey House, down one of Ansonborough's most peaceful, tree-lined streets, sits a residence few ever have the opportunity to experience. Shielded by private gardens and tucked away from the rhythm of downtown Charleston, this exceptional brick carriage house offers a rare kind of privacy in one of the city's most historic and sought-after neighborhoods. From the moment you step through the gate, the pace changes. The noise of the city fades, replaced by a sense of calm that feels increasingly rare in downtown Charleston.It is a home that feels intimate, timeless, and deeply connected to the city's architectural heritage while embracing the comforts of modern living. Natural light pours through the home, highlighting original architectural details and warm, inviting living spaces. The living room overlooks the gardens, creating a peaceful backdrop for everyday life, while a graceful archway leads to the formal dining room, where evenings naturally linger over dinner with family and friends. The beautifully updated kitchen is as functional as it is refined, anchored by a new Wolf gas range and designed to make everyday living feel effortless. Each floor unfolds with its own sense of purpose. The second level offers a spacious primary suite alongside a comfortable den that easily serves as a third bedroom or private office. Above, the third floor feels almost like a hidden retreat, where exposed beams, abundant natural light, and an open-concept design create a space limited only by your imagination, guest quarters, an artist's studio, a library, or a quiet escape from the world below. While the character of the home speaks to Charleston's past, its conveniences are unmistakably modern. Private gated off-street parking behind an electronic gate, one of downtown's rarest luxuries, and an elevation well above the flood zone provide a level of practicality that is increasingly difficult to find within the Historic District. Ansonborough has long been one of Charleston's most cherished neighborhoods, where historic homes, quiet streets, and walkable access to the city's finest restaurants, galleries, parks, and waterfront create a lifestyle unlike anywhere else. Opportunities to own an authentic carriage house in this setting are exceptionally limited. This is more than a home. It is a quiet retreat hidden within the heart of historic Charleston, a place where history, architecture, and everyday living come together in a way that simply cannot be replicated.

55 Laurens Street Unit #A, Charleston

Listing courtesy of Listing Agent: Christopher Smith from Listing Office: SERHANT.

$1,390,000
3 Beds 3 Baths 26020394 MLS
Welcome to 161 Gordon, where Downtown luxury meets Wagener Terrace Charm!This stunning marsh-view residence is nestled in one of downtown Charleston's most desirable and vibrant neighborhoods, and is ready for move-in! From the moment you step inside, you'll be captivated by the seamless blend of historic character and modern sophistication, highlighted by gorgeous original hardwood flooring and an abundance of natural light throughout, with a brand new screened-in porch!The main level features a bright, open-concept layout designed for effortless entertaining and everyday living, centered around a true chef's kitchen, and stunning, open Living Room. Downstairs boasts two spacious bedrooms, each with its own en-suite bath, providing ultimate comfort and privacy for guests or familyEscape upstairs to a large, dedicated primary suite that serves as your personal sanctuary. This impressive second level includes restored original heart pine flooring throughout a sprawling bedroom, a large walk-in closet and conveniently located upstairs laundry. A versatile flex space and bonus room completes the top floor, making it perfect for a home office, media room, play room, or private fitness studio. Fully renovated en-suite bathroom boasts stunning ceramic tile and exposed brick for a true, spa-like experience. Step outside to enjoy Charleston's beautiful weather year-round. You can relax on your private screened-in porch, or host unforgettable gatherings under the brand-new, expansive pergola. The fully fenced-in yard offers a secure oasis for pets and play, while the private driveway ensures coveted off-street parking in the heart of the city. Located in highly sought-after Wagener Terrace, across from the marsh, you are just steps away from Hampton Park, local favorite restaurants, breweries, and everything downtown Charleston has to offer. Schedule your showing today and experience downtown living at its finest!

161 Gordon Street, Charleston

Listing courtesy of Listing Agent: Nick Crane from Listing Office: Realty ONE Group Coastal.

$3,499,000
4 Beds 3.5 Baths 26020111 MLS
Exceptional opportunity to purchase this historic Harleston Village property as-is and bring your vision to life. Whether you're a buyer looking to customize your dream home or an investor seeking your next signature project, this property offers incredible potential. Situated on a rare double lot, the home already features a pool and pool house, with the interior fully demolished and ready for construction to begin. Construction plans provide the opportunity to expand to approximately 5,000 square feet, blending functionality with Charleston's timeless character. The renovation is designed to preserve the home's historic architecture while incorporating all new major systems, including electrical, plumbing, HVAC, and structural improvements. Buyers have the flexibility to work with the seller's experienced in-house builder or bring their own licensed contractor to complete the project. A unique chance to create a one-of-a-kind historic residence in one of downtown Charleston's most desirable neighborhoods

18 Trumbo Street, Charleston

Listing courtesy of Listing Agent: Eric Davis from Listing Office: EXP Realty LLC.

$675,000
2 Beds 1.5 Baths 26019993 MLS
Overlooking iconic Colonial Lake in the heart of Harleston Village, this beautifully renovated Baker House residence offers the quintessential Charleston lifestyle. With two bedrooms, one-and-a-half baths, and a coveted location just moments from King Street, award-winning restaurants, charming cafes, art galleries, and historic landmarks, this is an exceptional opportunity to own a sophisticated lock-and-leave residence in one of downtown Charleston's most desirable neighborhoods.Thoughtfully redesigned in 2017, the home showcases timeless finishes and meticulous craftsmanship throughout. The designer kitchen features custom shiplap detailing, elegant Calacatta quartz countertops, custom cabinetry, and updated appliances, creating a space that is as functional as it is beautiful.Both bedrooms are enhanced with custom built-in storage, maximizing style and efficiency. The full bath offers a spa-inspired feel with a custom vanity topped with Venato quartz, porcelain sinks, and a beautifully tiled walk-in shower, while the charming powder room features a Bianco Piedrafina countertop and porcelain sink. One of the property's most valuable amenities is its designated off-street parking space, complemented by eight additional guest parking spaces--a rare luxury in historic downtown Charleston. Whether you're searching for a full-time residence, a charming pied-à-terre, or an investment in one of the city's most coveted neighborhoods, this exceptional home offers effortless living in an unbeatable setting. Tennis courts and pickleball courts readily available nearby!

55 Ashley Avenue Unit #Apt 5, Charleston

Listing courtesy of Listing Agent: Nancy Hoy from Listing Office: Carolina One Real Estate. 843-779-8660

$1,895,000
3 Beds 3.5 Baths 26019889 MLS
Welcome to 28 Gordon Street, a fully reimagined 1940s cottage in the heart of Wagener Terrace, blending classic Charleston character with a stunning 2026 rear addition and a top-to-bottom renovation. The original front cottage was preserved and rebuilt to the studs, while the expansive addition creates a dramatic open-concept layout with soaring 20 ft+ vaulted ceilings with recessed lighting, abundant natural light, approximately 2680 square feet across two levels, the home features three bedrooms (One downstairs and two upstairs), three full bathrooms, and one-half bathroom. Light-filled interiors and generously scaled rooms offer both comfort, flexibility and dual primary bedroom options. This one-of-a-kind construction is modern, luxurious, and designed with stunning wooden architecture, where nature meets timeless craftsmanship. Created with exceptional care and filled with meaningful details, the home features high-end materials and handcrafted artwork lovingly made throughout, including Burma Ironwood flooring across the entire home, handmade Ironwood columns, handrails and balusters, custom Afzelia kitchen cabinetry, pantry, and a large island with luxury quartz countertops, stainless hardware and fixtures, Lutron light switches, recessed lighting, and custom windows with beveled glass and Ironwood framing. The kitchen is designed as a true centerpiece with high-end stainless steel appliances, a gas range with hood, and seamless flow into the bright, open living room. The beautiful front door with beveled glass opens into the main living space, which flows naturally to the kitchen with large island, dining room, and sunroom. The sunroom features beautiful handcrafted wood and windows, creating a warm entertaining area to enjoy time with friends and family. From the private back porch, there is access to the first-floor primary bedroom. This suite continues the luxury feel with a full bath featuring double handmade vanities with quartz countertops, a soaking tub, a stunning tile shower with sconce lighting, and a custom walk-in closet. Large laundry facilities complete the first floor and add function to the thoughtful design. The second floor opens to a loft, plus another primary bedroom suite with a bath featuring dual sinks, sconce lighting, and a walk-in shower. The upstairs bedroom also includes a charming, spacious balcony overlooking the garden below. The renovation goes far beyond cosmetics and was built to last with major structural improvements and all-new systems, including new electrical and panel, PEX/PVC plumbing, HVAC/heating system, tankless water heater, roof, insulation, drywall, interior trim, doors, windows, exterior Hardie siding and paint, and updated subfloor/framing. The home also features robust raised construction with a concrete foundation supported by 50 ft deep helical pilings, plus a finished concrete crawlspace for added durability and peace of mind. Outside, enjoy double porches with luxurious Ironwood wood works provide inviting outdoor living spaces accessible from bedrooms, new landscaping with palm trees, mulch, and sod, plus off-street parking with a gorgeous paver driveway elevated approximately one foot above street level. Located in one of Charleston's most desirable downtown neighborhoods, 28 Gordon Street offers the charm and convenience of Wagener Terrace with close proximity to Rutledge Avenue, Hampton Park, The Citadel, and Joseph P. Riley Jr. Park, home of the Charleston RiverDogs. This is a rare opportunity to own a nearly new, extensively upgraded home while still enjoying the character, setting, and lifestyle of one of Charleston's most beloved historic neighborhoods.

28 Gordon Street, Charleston

Listing courtesy of Listing Agent: Nick Mazzilli from Listing Office: Maven Realty.

$785,000
2 Beds 2 Baths 26019868 MLS
Come check out this fantastic Westside opportunity! This inviting 2-bedroom, 2-bath home features an open floor plan with hardwood floors, custom built-in bookcases, a gas range, breakfast bar, in-unit laundry, and outdoor living space perfect for relaxing or entertaining. The expansive workshop and storage area beneath the home is ideal for hobbyists, craftsmen, home businesses, or anyone needing extra storage. Recent updates include a new HVAC 2023, most windows replaced, and a beautifully updated front entry with a new door and window. Conveniently located near the Westside's restaurants, breweries, parks, shopping, this home offers the perfect blend of character, functionality, and value!

77 Nunan Street, Charleston

Listing courtesy of Listing Agent: Harrison Doezema from Listing Office: Carolina One Real Estate. 843-779-8660

$1,500,000
4 Beds 3.5 Baths 26019823 MLS
Beautifully renovated Craftsman-style home in Charleston's desirable North Central neighborhood offering 2,236sqft, 4 bed, & 3.5 bath. Classic double front porches, a brand-new concrete driveway, fresh sod, and a fully fenced backyard with a large in-ground pool create exceptional indoor-outdoor living.The main level features an open floor plan with stained hardwood floors throughout, combining the living room, dining area, and kitchen. The kitchen offers quartz countertops, a breakfast nook, and overlooks the main living space, where the original fireplace adds character. A full-size laundry room is located just off the kitchen with access to the rear porch and backyard. A spacious first-floor bedroom includes an ensuite bathroom with additional guest access. Upstairs are three additional bedrooms, including an oversized primary suite with space for a sitting area. The primary bathroom features dual vanities, a large walk-in shower with a soaking tub, an oversized walk-in closet, and generous space throughout. A second full bathroom serves the remaining upstairs bedrooms. The covered rear porch includes a convenient half bath for pool access, making entertaining easy. Enjoy an exceptional location less than one block from Hampton Park and neighborhood favorites including Harbinger Café & Bakery, Monarch Wine Merchants, and OK Donna, with convenient access to the best of downtown Charleston.

1135 King Street, Charleston

Listing courtesy of Listing Agent: Marshall Walker from Listing Office: Marshall Walker Real Estate.

$749,000
4 Beds 2 Baths 26019711 MLS
Welcome to this beautifully maintained 4-bedroom, 2-bathroom townhome nestled in one of downtown Charleston's most desirable neighborhoods, just moments from Hampton Park, The Citadel and MUSC. Offering the convenience of a first-floor primary suite, with three additional bedrooms upstairs. This home has endless opportunities of flexibility for family, guests, or a home office.Step outside and enjoy all that downtown Charleston has to offer. Take a stroll through nearby Hampton Park, explore local restaurants and cafes, or enjoy the charm of historic streets just minutes from your doorstep. Whether you're looking for a primary residence, a second home, or an investment opportunity, this townhome offers the perfect blend of comfort, character, and location. Schedule a showing today!

211 Congress Unit #Apt B, Charleston

Listing courtesy of Listing Agent: Velvet Davis from Listing Office: Elite Palmetto Real Estate.

$1,750,000
4 Beds 2 Baths 26019559 MLS
The expansive open floor plan offers a clear view across the living room, dining and den to the cook's kitchen, a view spanning over fifty feet. The renovation is ideal for entertaining. The exceptional kitchen with top-notch appliances, includes a Thermador professional 48'' range with dual ovens and grill, a professional vent hood, and 30'' deep base cabinets. There are Quartz countertops, a double pantry, pull-out shelves, an island with storage on both sides, and a separate prep sink.Hardwood floors continue on the second floor in the huge primary bedroom suite which encompasses the entire floor with a sitting/exercise area, a large ensuite walk-in closet, an oversized bathroom with double sinks, two additional closets, a large shower, and a soaking tub.

227 St Margaret Street, Charleston

Listing courtesy of Listing Agent: James Byrd from Listing Office: Agent Group Realty.

$5,349,000
4 Beds 4.5 Baths 26019552 MLS
Reimagined in the heart of Harleston Village, this restored residence blends Charleston architecture with an elevated floor plan designed for today's lifestyle. The home was raised, allowing for additional ground floor square footage & creating flexibility for a private gym, theatre, wine room, office, game room, &/or additional entertaining space.BAR Approved Pool & ADU in hand - Seller willing to complete for additional cost. The residence features an expansive chef's kitchen with oversized island, premium Thermador appliances & scullery. Elegant wall paneling, refined architectural details & beautifully restored historic elements can be found throughout the home. The luxurious primary suite offers a spa like bath with an oversized double shower &large private porch overlooking the gated backyard. Standout exterior features include double piazzas, two additional porches in the rear, a large backyard with room for a pool & driveway parking for multiple vehicles. ***BAR Approved Pool & Permit. BAR Approved ADU (~444 sqft, detached). Seller willing to complete either or both of the above projects for an additional cost. Seller is also willing to further customize & build out the extensive ground floor flex space for an additional cost.*** May 2026 Appraisal lists valuation at $5.9m ($250k less than list price). Ideally located just moments from Charleston's many restaurants, shops, Colonial Lake & King Street, this is a rare opportunity to own a like new, fully restored historic home with modern functionality in one of downtown Charleston's most desirable neighborhoods.

175 1/2 Wentworth Street, Charleston

Listing courtesy of Listing Agent: Jennifer Snowden from Listing Office: The Cassina Group. 843-628-0008

$3,385,000
7 Beds 5.5 Baths 26019450 MLS
Introducing 41 Pitt Street, a rare 7 bedroom 5.5 bath home with 4 off street parking. One of downtown Charleston's most affordable luxury renovations, this property masterfully blends timeless historic character with sophisticated contemporary design in the heart of Harleston Village, one of Downtown Charleston's most desirable neighborhoods. Completely reimagined from top to bottom, this extraordinary residence has been thoughtfully redesigned to create an exceptional luxury lifestyle while preserving the architectural charm that makes Historic Charleston one of America's most celebrated destinations. Featuring 7 bedrooms, 5.5 bathrooms, and an exceptionally versatile floor plan, the home offers ideal balance of elegant entertaining, everyday comfort and outstanding investment potentialSurrounded with natural light, the main level showcases expansive open-concept living spaces where a designer chef's kitchen and scullery with ice maker, wine fridge, bar sink seamlessly connects to the spacious great room and dining area. Oversized walls of collective glass, soaring 11 ft up to 35 feet ceilings, integrated surround sound, and refined contemporary finishes and mahogany custom doors, create an atmosphere that is both sophisticated and inviting, perfect for intimate gatherings or large-scale entertaining. Every detail has been carefully curated, including beautifully restored heart pine flooring, custom cheery wood cabinetry, premium marble surfaces, professional-grade stainless appliances, designer lighting fixtures, designer tile, brass hardware, private study/office and elegant architectural details that elevate every room. A beautifully appointed kitchen scullery enhances both functionality and entertaining, offering additional preparation space, storage, and serving areas for effortless hosting. The luxurious primary suite is conveniently located on the main living level, creating a private sanctuary complete with a spacious walk-in closet and an elegant spa-inspired bath featuring dual vanities, an oversized walk-in shower, and carefully selected designer finishes. An additional private entry guest suite apartment on the first floor offers exceptional flexibility for visiting family or luxury guest accommodations with rental income opportunity. The second level has been recently expanded to include 2 additional bedrooms recently added and one full bath, creating generous accommodations that include 7 total bedrooms, a large entertainment lounge area that can easily be another bedroom in the main house and multiple flexible gathering spaces designed for today's modern lifestyle. Outside, the possibilities are equally impressive.The expansive side yards offers the perfect canvas for creating a spectacular resort-style pool and private outdoor retreat, complemented by covered veranda, spacious entertaining areas, and beautifully designed outdoor living spaces that embrace Charleston's year-round climate. There is also room to build a single car garage in the driveway. Striking architectural features including elevated construction, dramatic glass windows, standing-seam metal roof, and clean contemporary lines--create a home that is both architecturally distinctive and timelessly elegant. Beyond its appeal as an extraordinary primary residence or luxurious second home, 41 Pitt Street also represents an exceptional income-producing opportunity. Located just blocks from Medical University of South Carolina and College of Charleston, the property is ideally positioned for premium executive, medical, academic, or luxury vacation rental. The attached guest apartment with full kitchen further enhances its flexibility and income potential, with projected rental information available in the listing package. Residents will enjoy a truly walkable Charleston lifestyle, just moments from acclaimed restaurants, boutique shopping, neighborhood cafés, Colonial Lake, waterfront parks, marinas and the city's vibrant cultural and culinary scene. Recognized year after year as #1 of America's finest cities, Historic Charleston offers an unmatched combination of rich history, world-class dining, beautiful waterfronts, and timeless Southern elegance. 41 Pitt Street is more than a beautifully renovated home, it is an opportunity to own a signature residence that combines architectural beauty, exceptional craftsmanship, remarkable flexibility, and one of the finest downtown lifestyles Charleston has to offer.

41 Pitt Street, Charleston

Listing courtesy of Listing Agent: Kristen Krause from Listing Office: REMAX Executive.

$650,000
3 Beds 2 Baths 26019324 MLS
1925 Cottage on the upcoming ''Lowline'' corridor; one of the upper peninsula's sought after neighborhoods w/ nearby restaurants & the upcoming 1.7m LOWLINE Bike/Pedestrian/Parks artery, to run from Marion Square to Mt. Pleasant St. See DesignWorksLC for more information. Whole house reno in 2021, All appliances, cabinets, counters, plumbing fixtures, lighting fixtures, roof, & HVAC were replaced in 2021. Rinnai H2O heater. Primary BR has cathedral ceiling & ensuite bath. 2 secondary BRs have JacknJill bath Cute front porch, rear deck overlooking privacy fenced backyard; w/firepit. LVP flooring,w/tile in baths; refrigerator; washer/ dryer convey. See Personal Property Addendum for more to convey items. Note Seller Disclosure has a dyslexia error: 2021 is year roof & HVAC were replaced

93 Romney Street, Charleston

Listing courtesy of Listing Agent: Pam Paxton from Listing Office: AgentOwned Realty Charleston Group. 843-769-5100

$1,300,000
4 Beds 3 Baths 26019264 MLS
Discover the perfect blend of history, charm & opportunity at 21 Aiken. Reconstructed in 2000 in accordance with the City of Charleston's Board of Architectural Review (BAR) standards, this well-maintained 4 Bed/3 Bath home reflects years of pride in ownership. A secondary bedroom and full bathroom are located on the first floor.Ideally located on Charleston's desirable Upper Peninsula, you'll enjoy quick access to Mt. Pleasant, West Ashley, North Charleston & major roadways. Minutes from local beaches, Charleston City Market, South Carolina Aquarium, International African American Museum & The Charleston Visitor Center. The adjacent vacant parcel at 23 Aiken may also be purchased, offering a rare opportunity for residential or investment development.

21 Aiken Street, Charleston

Listing courtesy of Listing Agent: Ayana Johnson from Listing Office: EXP Realty, LLC.

$1,690,000
9 Beds 26019237 MLS
Three downtown Charleston residences. Income already in place. And a rare opportunity to create a living and investment strategy around one historic address.Now offered at $1,690,000, 279 Coming Street presents a compelling opportunity in the heart of Cannonborough-Elliottborough: three separate 3-bedroom, 2-bath residences totaling approximately 3,100 square feet, with nine bedrooms, six full baths and three dedicated off-street parking spaces.The circa-1852 main house is configured as two spacious 3-bedroom, 2-bath residences, both currently leased into 2027 and producing a combined $4,565 per month in contractual rental income. Behind the main residence is a detached 3-bedroom, 2-bath guest house that is currently available, giving the next owner immediate flexibility.For an owner-occupant, that could mean living in the detached residence while collecting $54,780 in annual contractual rent from the two existing leases. For an investor, the available third residence provides an opportunity to place another tenant and increase income immediately. Based on a projected rent of $2,400 per month for the detached residence, total gross rental income could reach approximately $6,965 per month, or $83,580 annually. Rental projections are estimates and should be independently verified. For a buyer looking beyond today's rent roll, the property also offers a value-add opportunity. Its three-residence configuration, nine-bedroom count and proximity to the College of Charleston, MUSC and Upper King Street position it well for Charleston's strong downtown rental market. Another important feature is the property's location within the City of Charleston Residential Short-Term Rental Overlay. The property is residentially zoned DR-2F; residential properties within the overlay may be eligible for Bed & Breakfast permitting subject to applicable City requirements and approval. Buyer and buyer's agent should independently verify zoning, legal use, permitting and short-term rental/Bed & Breakfast eligibility directly with the City of Charleston. Three off-street parking spaces add another valuable dimension to a property located in one of downtown Charleston's most walkable neighborhoods. Restaurants, shopping, nightlife, CofC and MUSC are all within easy reach. Whether the vision is to live in one residence while generating income from the others, maintain all three as long-term rentals, or renovate and reposition the property over time, 279 Coming Street offers something increasingly difficult to find on the Charleston peninsula: three separate residences, existing income, a detached guest house, off-street parking and multiple paths forward--all at one downtown address.

279 Coming Street, Charleston

Listing courtesy of Listing Agent: Natalie Wright from Listing Office: The Real Estate House International. 843-300-5330

$595,000
2 Beds 1.5 Baths 26019048 MLS
Nestled in the heart of Radcliffeborough, this charming two-story condominium offers the chance to make a piece of historic Charleston your own. Built in 1830, the home features 2 bedrooms, 1.5 bathrooms, original hardwood floors throughout much of the home, a newly replaced HVAC system, and one off-street parking space. Imagine morning coffee before walking to class or work, afternoons strolling King Street, and dinner with friends just blocks from home. With CofC, MUSC, Marion Square, dining, shopping, and historic landmarks nearby, Charleston is right outside your front door. Use Seller's Preferred Lender to buy this home and receive an incentive toward closing costs or a rate buydown.

65 Vanderhorst Street Unit #Apt F, Charleston

Listing courtesy of Listing Agent: Courtney Elliott from Listing Office: Carolina One Real Estate. 843-779-8660

$1,175,000
5 Beds 2.5 Baths 26018573 MLS
Turnkey Investment Opportunity - Steps from CofC & MUSC...Incredible opportunity to acquire an income-producing asset or a beautiful family home located in the heart of one of historic Charleston's most desired subdivisions - Radcliffeborough. Situated less than 10 minutes on foot from both the College of Charleston and the Medical University of South Carolina. This classic 1,840 sq ft property is fully optimized for premium rental income, offering a versatile 4-to-5-bedroom, 2.5-bath floor plan designed to maximize per-bed revenue. High ceilings, large windows providing abundant natural light, a functional kitchen, and hard surface flooring provide a low-maintenance, high-durability footprintBest of all, the property features dedicated off-street parking and a private courtyard - the ultimate premiums on the Peninsula that consistently attract top-tier tenants. Positioned perfectly to capture the robust CofC student and medical resident housing demand, this asset delivers immediate cash-flow potential with substantial long-term equity appreciation. Close to everything downtown Charleston. Add a premier low-vacancy asset to your portfolio today. Showing by appointment only.

70 Vanderhorst Street, Charleston

Listing courtesy of Listing Agent: Carter Helms from Listing Office: Jordan Realty.

$875,000
2 Beds 2 Baths 26018471 MLS
Rare opportunity to reimagine a historic Charleston home on an oversized lot in the heart of Wraggborough. Offering two bedrooms, an office that could serve as a third bedroom, two baths, and coveted off-street parking, this property offers the ideal setting for a buyer with vision to restore, redesign, and bring their vision to life. Historic character includes original hardwood floors, a fireplace, double piazzas, and authentic Philip Simmons ironwork. The expansive lot is a true highlight, offering exceptional outdoor space and potential for future expansion or a private backyard retreat, subject to applicable approvals.A significant advantage of this location is its proximity to the highly anticipated Union Pier redevelopment, a transformative waterfront project poised toreshape this area of downtown Charleston. Plans envision new parks and public spaces, expanded waterfront access, and a vibrant mix of dining, retail, and pedestrian-friendly areas--all just minutes from the property. With its oversized lot, off-street parking, historic details, and prime downtown location, this is a unique opportunity to transform a piece of Charleston history and create a one-of-a-kind downtown residence.

3 Judith Street, Charleston

Listing courtesy of Listing Agent: Courtney Delfino from Listing Office: Coldwell Banker Realty.

Provided courtesy of The Coastal Carolinas Association of REALTORS®. Information Deemed Reliable but Not Guaranteed. Copyright 2026 of the Coastal Carolinas Association of REALTORS® MLS. All rights reserved. Information is provided exclusively for consumers’ personal, non-commercial use, that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

board logo

We do not attempt to independently verify the currency, completeness, accuracy or authenticity of the data contained herein. It may be subject to transcription and transmission errors. Accordingly, the data is provided on an “as is” “as available” basis only and may not reflect all real estate activity in the market. © 2026 REsides, Inc. All rights reserved. Certain information contained herein is derived from information, which is the licensed property of, and copyrighted by, REsides, Inc.

The Listings data contained on this website comes from various participants of The Multiple Listing Service of Greenville, SC, Inc. Internet Data Exchange. IDX information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The properties displayed may not be all the properties available. All information provided is deemed reliable but is not guaranteed. © 2026 Greater Greenville Association of REALTORS®. All Rights Reserved. Last Updated

“ Based on information submitted to the MLS GRID as of . All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Some IDX listings have been excluded from this website. Properties may or may not be listed by the office/agent presenting the information © 2026 Canopy MLS as distributed by MLS GRID”

Last Updated: board logo

Information Is Believed To Be Accurate But Not Guaranteed. Some or all listings may or may not be listed by the office/agent presenting these featured properties. Copyright 2026 MTRMLS, Inc. RealTracs Solutions.

board logoListings on this website come from the FMLS IDX Compilation and may be held by brokerage firms other than the owner of this website. The listing brokerage is identified in any listing details. Information is deemed reliable but is not guaranteed. If you believe any FMLS listing contains material that infringes your copyrighted work, please click here to review our DMCA policy and learn how to submit a takedown request. © 2026 FMLS. Last updated

Equal Housing Opportunity. All information contained herein deemed reliable but not guaranteed. Buyers should personally verify all information. All content Copyright 1998-2026 Great Smoky Mountains Association of Realtors. All rights reserved. Last updated .