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Homes for Sale near Simmons Pinckney Middle

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  • /34

    $1,055,000

    • 3 Beds
    • 2.5 Baths
    • 1,562 Sq Ft

    194 Fishburne St, Charleston, SC 29403

    This stunning contemporary home is located in the Westside, one of Charleston's most sought-after downtown neighborhoods. Light-filled and impeccably designed, the home offers an open-concept layout with wide-plank hardwood floors, elegant finishes, and thoughtful details throughout, making this a perfect move-in-ready destination.Step inside to a sun-drenched living room, where expansive windows

    Agent Photo

    Mary Lou Wertz

    Maison Real Estate

    (854) 209-4807

    194 Fishburne St, Charleston, SC 29403
  • /47

    $1,995,000

    • 2 Beds
    • 2.5 Baths
    • 1,701 Sq Ft

    34 Pinckney St, Charleston, SC 29401

    Must-See Historic Charleston Gem - this stunningly restored 1885 Charleston Single Home seamlessly blends classic Southern charm with modern luxury. Located in a prime, walkable downtown location in the heart of Historic Charleston, this exquisite residence is a true masterpiece of design and craftsmanship. Step into the main living area, where original heart pine floors and two fireplaces evoke

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    Michele Costanzo

    EXP Realty LLC

    (843) 773-5871

    34 Pinckney St, Charleston, SC 29401
  • /59

    $2,249,000

    • 3 Beds
    • 3.5 Baths
    • 2,134 Sq Ft

    7 Carrere Ct, Charleston, SC 29403

    Wake up inspired in this rare contemporary sanctuary with a private pool--nestled quietly in the heart of Downtown Charleston. Just steps from area hospitals, shopping and dining, this home offers the ultimate convenience for those seeking a peaceful retreat. Empty nesters craving sophisticated, maintenance-free living in one of the city's most walkable historic districts will find their niche at

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    Bambi Elstrom

    EXP Realty LLC

    (854) 264-5990

    7 Carrere Ct, Charleston, SC 29403
  • /38

    $620,000

    • 3 Beds
    • 2 Baths
    • 1,300 Sq Ft

    1328 Cottonwood St, Charleston, SC 29403

    Welcome home to this beautifully updated 3-bedroom, 2-bath cottage tucked on a quiet street in downtown Charleston. This move-in-ready gem is filled with charm and perfectly sized for easy Lowcountry living.Step into a bright, open living space that flows naturally into the kitchen ideal for everyday life or hosting friends. The kitchen features stainless steel appliances, marble countertops, and

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    Timme Spanos

    Carolina One Real Estate

    (843) 604-5903

    1328 Cottonwood St, Charleston, SC 29403
  • /44

    $1,595,000

    • 4 Beds
    • 2.5 Baths
    • 3,037 Sq Ft

    535 Rutledge Ave, Charleston, SC 29403

    Welcome to 535 Rutledge Avenue, a spacious and beautifully updated home in the heart of Charleston's desirable Westside neighborhood. Perfectly positioned in the Upper Peninsula, this 4-bedroom, 2.5-bath residence offers the kind of open, airy layout that's hard to find downtown--pairing historic charm with modern comfort. Thoughtfully and recently renovated, the home features a stunning new

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    Carter Rowson

    The Exchange Company, LLC

    (843) 978-2924

    535 Rutledge Ave, Charleston, SC 29403
  • /7

    $299,900

    • 1 Bed
    • 1 Bath
    • 530 Sq Ft

    65 Vanderhorst St Unit C, Charleston, SC 29403

    Welcome to your cozy urban retreat! This delightful ground level condo is nestled in the vibrant heart of the city, just a stone's throw away from CofC and MUSC. Step into comfort and convenience with a screened porch perfect for lazy mornings or evening unwinding. Say goodbye to parking woes with your very own off-street parking space. Need extra storage? No problem! This charming condo comes

    Agent Photo

    Michele Costanzo

    EXP Realty LLC

    (843) 305-7449

    65 Vanderhorst St Unit C, Charleston, SC 29403
  • /59

    $2,950,000

    • 3 Beds
    • 3.5 Baths
    • 2,640 Sq Ft

    59 Barre St Unit A, Charleston, SC 29401

    Welcome to 59 A Barre Street, an exquisitely crafted townhouse in Halsey Park, a hidden gem and classically inspired enclave in the heart of downtown's beloved Harleston Village. Completed in 2018, and updated in 2024, this end-unit home showcases sophisticated design with three bedrooms, three and a half baths, and generously proportioned living spaces including a dining room, living space, and

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    Mary Lou Wertz

    Maison Real Estate

    (854) 204-4695

    59 Barre St Unit A, Charleston, SC 29401
  • /87

    $1,690,000 Open Sun 12PM - 2PM

    • 3 Beds
    • 2.5 Baths
    • 1,458 Sq Ft

    6 Catfiddle St, Charleston, SC 29403

    Stunning New Construction in Historic Catfiddle - Designed by Renowned Architect Randolph Martz. Every detail has been carefully curated from the elegant architectural lines to the sophisticated interior finishes creating a residence that feels both luxurious and effortlessly livable. Light-filled living spaces, high ceilings, and custom design elements offering a home that is as functional as it

    Agent Photo

    Currie Mccullough

    William Raveis Real Estate

    (843) 891-1235

    6 Catfiddle St, Charleston, SC 29403
  • /94

    $2,295,000

    • 4 Beds
    • 3 Baths
    • 2,266 Sq Ft

    12 John St, Charleston, SC 29403

    Maximum Charm Historic Downtown Charleston Property$60,000 Price Reduction! This incredible Wraggborough property is a unique Mini-Estate with a beautiful main house, plus 2 Carriage Houses on a coveted 12,400 sq ft lot. Nothing else exists like this on the Peninsula!Built in 1870, the main home at 12 John Street has 2,300 sq ft of pure soul, including large covered porch spaces to enjoy fully

    Jayson Wingfield Redfin Corporation

    12 John St, Charleston, SC 29403
  • /32

    $330,000

    • 1 Bed
    • 1 Bath
    • 822 Sq Ft

    1 Cool Blow St Unit 323, Charleston, SC 29403

    Experience the ultimate in urban living at One Cool Blow, a premier industrial-style condominium complex in downtown Charleston. Unit 323 offers a unique blend of style, functionality, and sustainability, making it the ideal haven for those who crave the best of city life. The open floor plan is perfect for living, dining, and entertaining. A stone kitchen backsplash adds a touch of industrial

    Kathleen Gardner Redfin Corporation

    1 Cool Blow St Unit 323, Charleston, SC 29403
  • /46

    $2,195,000

    • 4 Beds
    • 4 Baths
    • 2,864 Sq Ft

    88 Smith St, Charleston, SC 29401

    A Charleston Treasure Rooted in Reverence and RestorationWelcome to 88 Smith Street--an extraordinary Craftsman-style residence in the heart of historic Harleston Village. Built in 1935 and thoughtfully renovated, this 4-bedroom, 4-bathroom home blends timeless charm with modern elegance on an expansive half-acre in downtown Charleston, two-car garage and long drive with off-street parking.This

    Bobette Fisher Carolina One Real Estate

    88 Smith St, Charleston, SC 29401
  • /91

    $6,200,000

    • 4 Beds
    • 5 Baths
    • 4,100 Sq Ft

    49 S Battery St, Charleston, SC 29401

    The Colonel James English House: Beautifully sited on a double wide lot within historic South of Broad. This recently restored double-piazza masonry home features impeccable details with fabulous modern updates, including a spacious kitchen/family space to the rear, plus an equally grand primary suite above with elevator access, marble bath finishes, and multiple closets with a separate dressing

    Charles Sullivan Carriage Properties LLC

    49 S Battery St, Charleston, SC 29401
  • /93

    $4,350,000

    • 3 Beds
    • 3.5 Baths
    • 3,924 Sq Ft

    74 Halsey Blvd, Charleston, SC 29401

    Perfection at every turn! Custom design by Beau Clowney and built by Bennett Hofford. Bright, open floor plan with windows overlooking a beautifully designed landscaped garden. Spacious living room with hand-carved stone fireplace adds to the charm of the sunny open living area. Gourmet kitchen and butler's pantry offers top-of-the-line appliances including Sub-Zero refrigerator, Wolf cooktop and

    Judy Tarleton Carriage Properties LLC

    74 Halsey Blvd, Charleston, SC 29401
  • /49

    $3,975,000

    • 4 Beds
    • 6 Baths
    • 3,744 Sq Ft

    90 E Bay St, Charleston, SC 29401

    A rare offering in the heart of Charleston's historic district, the Ancrum Wharf Building presents a turnkey, lock-and-leave residence that seamlessly blends 18th-century character with modern luxury. One of the city's few remaining wharf buildings, this award-winning property has been meticulously restored, offering effortless elegance with unparalleled convenience. Positioned at the

    Lyles Geer William Means Real Estate, LLC

    90 E Bay St, Charleston, SC 29401
  • /31

    $799,999

    • 2 Beds
    • 2.5 Baths
    • 1,439 Sq Ft

    1 Paige Ct, Charleston, SC 29403

    Beautiful, charming home in the heart of downtown Charleston. Built in 2012, the property was fully renovated in 2014. This home was completely remodeled with all-new electrical wiring, upgraded plumbing, and a fully modernized electrical system throughout. Recent renovations also include the installation of new interior walls, offering a fresh start and solid foundation for your personal touch.

    Jamie Frazee Carolina One Real Estate

    1 Paige Ct, Charleston, SC 29403
  • /42

    $739,000

    • 3 Beds
    • 2 Baths
    • 1,122 Sq Ft

    5 Carondolet St, Charleston, SC 29403

    Welcome to 5 Carondolet Street! This thoughtfully updated Westside cottage perfectly blends timeless Charleston charm with tasteful modern finishes. Inside, you'll find rich hardwood floors throughout and beadboard accent walls that offer a classic, coastal-inspired touch. The kitchen has been stylishly upgraded with stainless steel appliances, quartz countertops, and a shiplap ceiling, creating

    Cullen Hofmann Redfin Corporation

    5 Carondolet St, Charleston, SC 29403
  • /17

    $1,074,990 New Construction

    • 4 Beds
    • 3.5 Baths
    • 1,831+ Sq Ft

    Sullivan Plan at Grants Court, Charleston, SC 29403

    Experience the perfect blend of coastal charm and everyday functionality in the Sullivan floorplan, a thoughtfully designed 3-bedroom, 3.5-bath home in the heart of Grant’s Court & downtown Charleston. This three-story coastal cottage delights at every turn, from its striking curb appeal and welcoming front porch to a private second-floor balcony—ideal for morning coffee or evening relaxation.

    DRB Homes Builder
    12 Nunan St Unit 36485671, Charleston, SC 29403
  • /149

    $28,000,000

    • 6 Beds
    • 10 Baths
    • 11,367 Sq Ft

    25 E Battery St, Charleston, SC 29401

    Charleston's storied Victorian masterpiece reimagined to embrace history, family, and grand celebrations for the next century. Standing proudly among only ten residences along Charleston's most exclusive waterfront address, East Battery, the Drayton House remains a timeless icon of the city's architectural heritage. Once a gracious private home for one of Charleston's founding families, it has

    Charles Sullivan Carriage Properties LLC

    25 E Battery St, Charleston, SC 29401
  • /38

    $499,900

    • 3 Beds
    • 2 Baths
    • 1,214 Sq Ft

    1 Cool Blow St Unit 341, Charleston, SC 29403

    Welcome to Unit 341 at 1 Cool Blow Street, an architecturally striking, loft-style corner condominium nestled in Charleston's vibrant East Central neighborhood. This residence offers three bedrooms and two baths across approximately 1,214 square feet, with a thoughtful layout that combines modern design with functional living. Built in 2008, the building brings a contemporary edge to historic

    Sandra Shimono Redfin Corporation

    1 Cool Blow St Unit 341, Charleston, SC 29403
  • /43

    $1,750,000

    • 2 Beds
    • 1.5 Baths
    • 1,776 Sq Ft

    55 Laurens St Unit A, Charleston, SC 29401

    A rare Carriage House on a beautiful and peaceful street in Ansonborough. Gated off street parking and well above the flood zone. Tucked behind the storied and historic Category 1 James Jervey House, this property offers a rare opportunity to own a piece of Charleston's architectural legacy in the coveted Ansonborough neighborhood. Set amid lush private gardens on a quiet, tree-lined street, this

    Laurie Tarleton Carriage Properties LLC

    55 Laurens St Unit A, Charleston, SC 29401
  • /17

    $999,990 New Construction

    • 4 Beds
    • 3.5 Baths
    • 1,997 Sq Ft

    33 Nats Ct, Charleston, SC 29403

    Experience the perfect blend of coastal charm and everyday functionality in the Sullivan floorplan, a thoughtfully designed 4-bedroom, 3.5-bath home in the heart of Grant’s Court & downtown Charleston. This three-story coastal cottage delights at every turn, from its striking curb appeal and welcoming front porch to a private second-floor balcony—ideal for morning coffee or evening relaxation.

    DRB Homes Builder
    33 Nats Ct, Charleston, SC 29403
  • /70

    $2,950,000

    • 3 Beds
    • 3.5 Baths
    • 3,067 Sq Ft

    6 Rutledge Ave, Charleston, SC 29401

    Step inside this sunny, light-filled Charleston masterpiece--a home where timeless architecture meets modern sophistication. The turn-of-the-century design features a traditional double-parlor sidehall floor plan with grand living and dining spaces, high ceilings, and an unmistakable sense of Lowcountry charm.This happy home showcases original whitewashed hardwood floors, rich mahogany double

    Trey Bessent Realty ONE Group Coastal

    6 Rutledge Ave, Charleston, SC 29401
  • 12 Nunan St Unit 36496580, Charleston, SC 29403

    $949,990 New Construction

    • 4 Beds
    • 3.5 Baths
    • 1,737 Sq Ft

    Preston Plan at Grants Court, Charleston, SC 29403

    Thoughtfully designed across three spacious levels, the Preston offers a perfect balance of flexibility, comfort, and modern elegance in the heart of Grant’s Court. This 4-bedroom, 3.5-bath home is ideal for families, multigenerational living, or those who love to entertain. The ground floor features a versatile guest suite or home office complete with a full bath and kitchenette, providing

    DRB Homes Builder
    12 Nunan St Unit 36496580, Charleston, SC 29403
  • /2

    $1,750,000

    • Land
    • 0.21 Acre
    • $8,333,333 per Acre

    179-183 Fishburne St, Charleston, SC 29403

    *** Permits are approved and ready to be pulled ***An exceptional permit-ready development opportunity in the heart of Charleston's Westside. 179-183 Fishburne Street is approved for the construction of five new homes, offering a rare chance to deliver a boutique residential project downtown without the long entitlement timeline. The permits are approved and ready to be pulled with the city of

    Luiz Yamashita, CCIM Dunes Commercial Properties

    179-183 Fishburne St, Charleston, SC 29403
  • /9

    $200,000

    • Land
    • 0.03 Acre
    • $6,666,667 per Acre

    165 President St, Charleston, SC 29403

    Rare neighborhood commercial building downtown Charleston available. Building has been approved for a restaurant space, but could also be used as an office, retail, or laundry mat. This commercial building is block construction with a wood frame roof. Perfect walking distance to MUSC, shops, and restaurants. Proximate to the new WestEdge development corridor, a joint venture between MUSC and the

    Jason Pee Charleston GPS, LLC

    165 President St, Charleston, SC 29403
  • /31

    $544,900

    • 2 Beds
    • 2.5 Baths
    • 1,355 Sq Ft

    118 Congress St Unit F, Charleston, SC 29403

    Located in heart of historic downtown! A charming 2-bedroom, 2 1/2-bathroom graciously sized unit! No worries about parking this unit comes with an oversized one car garage and off-street parking is available. Well-designed layout featuring spacious bedrooms and living room with a cozy gas fireplace. The eat-in kitchen is ideal for casual dining, and the spacious foyer welcomes you in with a

    Debbie D. Smith Charleston Metro Homes, LLC.

    118 Congress St Unit F, Charleston, SC 29403
  • /32

    $549,000

    • 2 Beds
    • 1 Bath
    • 670 Sq Ft

    377 King St Unit 203, Charleston, SC 29401

    Don't miss this opportunity to enjoy the ultimate downtown lifestyle in this stunning loft-style condo. Please note: parking spot is not included with the purchase.A coded gate entry off Calhoun welcomes you into a quiet corridor, leading to a spacious, vaulted open floor plan featuring exposed brick walls and plenty of natural light from the large arched window. An elegant iron spiral staircase

    Bill Johnson A New Beginning Realty Group

    377 King St Unit 203, Charleston, SC 29401
  • /55

    $2,495,000

    • 4 Beds
    • 3.5 Baths
    • 2,236 Sq Ft

    75 Smith St, Charleston, SC 29401

    75 Smith Street is a newly renovated, move-in-ready home in historic downtown Charleston. Every inch of this property has been thoughtfully redesigned to blend historic charm with elevated modern luxury. Sunlight pours through generously sized windows, illuminating the soft neutral palette, wide-plank wood floors, and refined architectural details found throughout. Arched doorways, curated

    Leslie Turner Maison Real Estate

    75 Smith St, Charleston, SC 29401
  • /63

    $11,000,000

    • 4 Beds
    • 4.5 Baths
    • 5,774 Sq Ft

    172 Tradd St, Charleston, SC 29401

    Welcome to Chisolm-Alston House at 172 Tradd Street, an architectural gem in one of Charleston's most iconic areas, South of Broad. This meticulously restored home boasts a grand portico with towering columns, soaring 12-foot ceilings, 4-inch thick cypress doors, a flying staircase and all with a charming blend of rich history and modern luxury. Chisolm House was originally built in 1834 by

    Robertson Allen The Cassina Group

    172 Tradd St, Charleston, SC 29401
  • /14

    $1,498,000

    • 4 Beds
    • 4 Baths
    • 1,936 Sq Ft

    8 Homel Place, Charleston, SC 29403

    Nestled just one block from iconic Hampton Park, this beautifully renovated 4-bedroom, 4-bathroom home seamlessly blends modern luxury with timeless Southern charm. Thoughtfully expanded and meticulously restored, the property boasts an impressive increase in square footage while preserving the character of its historic architecture--think original heart pine floors, detailed millwork, and

    Eric Davis EXP Realty LLC

    8 Homel Place, Charleston, SC 29403
  • /16

    $2,545,000

    • 4 Beds
    • 3 Baths
    • 4,074 Sq Ft

    132 Spring St, Charleston, SC 29403

    Located on a highly visible corner in the heart of downtown Charleston's Elliotborough hospitality and short-term rental overlay, 132 Spring Street is a flagship mixed-use property offering endless opportunities and upside investment potential. There is an amazing commercial/restaurant/retail space on the ground floor (currently leased). Two fully renovated residential units each have their own

    Bradley Thompson Colony & Craft LLC

    132 Spring St, Charleston, SC 29403
  • /27

    $345,000

    • 1 Bed
    • 1 Bath
    • 822 Sq Ft

    1 Cool Blow St Unit 337, Charleston, SC 29403

    Modern loft living meets Charleston charm at One Cool Blow. This residence features 10-foot ceilings, expansive windows, and an open living area blending industrial style with natural light. Bamboo floors and granite countertops complement exposed concrete details, while recent upgrades include a 2024 A/C system and new kitchen appliances that add both comfort and efficiency. From the rooftop

    Bryan Mcelveen Dunes Properties of Charleston Inc

    1 Cool Blow St Unit 337, Charleston, SC 29403
  • /2

    $1,000,000

    • 6 Beds
    • 2,116 Sq Ft

    163 Romney St, Charleston, SC 29403

    The parcel consist of 3 Freedman cottages and a vacant spot for a 4th cottage.

    Jerome Clemons Clemons Realty

    163 Romney St, Charleston, SC 29403
  • /24

    $899,999

    • 3 Beds
    • 1.5 Baths
    • 1,620 Sq Ft

    668 Rutledge Ave, Charleston, SC 29403

    Discover a rare opportunity to own a home just across the street from the historic Hampton Park complex-the peninsula's largest public park spanning 60 acres of natural beauty and charm. Imagine having a vast, vibrant park as your neighbor, with very few homes on either side, offering you privacy and a lifestyle enriched with endless outdoor adventures.So step inside this charming three-bedroom,

    Randolph Roper Ysrael Properties

    668 Rutledge Ave, Charleston, SC 29403
  • /29

    $467,000

    • 3 Beds
    • 2 Baths
    • 1,539 Sq Ft

    355 N Nassau St, Charleston, SC 29403

    Welcome to beautiful downtown Charleston, close to the Nomo area. this property boasts of marsh and beautiful views of the Ravenel Bridge. Great potential for beautiful spacious home as primary residence or rental property. Close to E. Bay St., the battery, and historic downtown Charleston. This is an investor's dream or a primary homeowner's custom home. Build your dream home here. Property is

    Whitney Edwards EXP Realty LLC

    355 N Nassau St, Charleston, SC 29403
  • /6

    $425,000

    • 3 Beds
    • 1.5 Baths
    • 1,157 Sq Ft

    6 Orrs Ct, Charleston, SC 29403

    Fantastic investment opportunity to owned in a desirable Charleston westside neighborhood.Great location! Easy access to restaurants, Shopping, Folly Beach, Joe Riley Park, Brittlebank park, Hampton Park, the Citadel, MUSC, Interstate 26, Savannah Hwy and Hwy 61. This property has excellent potential which features a lot size of 5,610. Don't missed this unique opportunity!! Property being sold

    Edward Washington Exit Realty Lowcountry Group

    6 Orrs Ct, Charleston, SC 29403
  • /26

    $1,875,000

    • 9 Beds
    • 4.5 Baths
    • 3,600 Sq Ft

    64 Radcliffe St, Charleston, SC 29403

    Investment Rental Property in the Heart of Downtown Charleston! Seize the rare opportunity to own a lucrative triplex OR convert it to a Single Family with a guest house, just steps away from the College of Charleston. This prime investment property features three distinct units, each offering unique charm to tenants: * 1st Floor: 4-bedroom, 2-bath unit * 2nd Floor: 4-bedroom, 1.5-bath unit that

    Caroline Kelm Beach Residential

    64 Radcliffe St, Charleston, SC 29403
  • /6

    $500,000

    • Land
    • 0.12 Acre
    • $4,166,667 per Acre

    30 F St, Charleston, SC 29403

    Two approved vacant lots in downtown Charleston. Can provide survey, architectural drawings, comparables, etc upon request. There is an approved easement for a separate neighboring property. Home on property is approved for demolition. But profit numbers for renovating vs. not renovating are very close.

    Jason Newhauser Coldwell Banker Realty

    30 F St, Charleston, SC 29403
  • /46

    $1,995,000

    • 4 Beds
    • 4 Baths
    • 2,114 Sq Ft

    6 Ashe St, Charleston, SC 29403

    This historic Charleston single located in the vibrant Cannon-Elliotborough neighborhood in downtown Charleston is calling!Built in 1880, 6 Ashe Street has been lovingly restored and renovated while preserving its original character and sits at the highest elevation downtown. NO FLOOD INSURANCE required (Flood Zone ''X'') and no history of flooding. Currently set up as a duplex (2 meters) with 2

    Treg Monty Carolina One Real Estate

    6 Ashe St, Charleston, SC 29403
  • /43

    $1,100,000

    • 4 Beds
    • 2 Baths
    • 1,900 Sq Ft

    39 Morris St, Charleston, SC 29403

    Bring your vision to life with this prime full-renovation opportunity in downtown Charleston! Steps from King Street, 39 Morris Street offers classic Charleston architecture and strong bones, perfect for short-term rentals, student housing, or resale. Surrounded by beautifully restored homes, this property provides huge upside for investors, developers, or builders. Enjoy top dining, shopping,

    Whitney Edwards EXP Realty LLC

    39 Morris St, Charleston, SC 29403

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