Homes for Sale near Simmons Pinckney Middle

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  /27

  $670,000

  • 3 Beds
  • 2 Baths
  • 1,126 Sq Ft

  4 Addison St, Charleston, SC 29403

  Updated Charleston Home in a Growing Downtown Neighborhood.This beautifully renovated 3-bedroom, 2-bathroom home blends classic charm with modern convenience in one of Charleston's most up-and-coming areas.Hardwood floors run throughout the open floor plan, which is filled with natural light and designed for comfortable living and entertaining. The bright white kitchen offers generous cabinet

  

  Miranda Widlowski

  The Cassina Group

  (843) 380-6887

  4 Addison St, Charleston, SC 29403
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  Explore Simmons Pinckney Middle

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  /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

  

  Michele Costanzo

  EXP Realty LLC

  (843) 773-5871

  34 Pinckney St, Charleston, SC 29401
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  /26

  $799,000

  • 4 Beds
  • 2 Baths
  • 1,729 Sq Ft

  4 Poplar St, Charleston, SC 29403

  Nestled in the heart of historic Downtown Charleston, this charming two-story home offers timeless elegance and unmatched versatility. Situated on a rare double lot, the property features 4 spacious bedrooms, 2 full baths, and 2 fully equipped kitchens, making it ideal for multi-generational living, rental income, or future expansion. Inside, you'll find rich hardwood floors throughout, a formal

  

  Sharon Cornelius

  SC Realty of Columbia

  (843) 920-3691

  4 Poplar St, Charleston, SC 29403
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  /36

  $699,000

  • 2 Beds
  • 2.5 Baths
  • 1,959 Sq Ft

  150 Bee St Unit 415, Charleston, SC 29401

  Welcome to Unit 415 at Bee Street Lofts--an expansive, stylish condo in the heart of Charleston's medical district, directly across from MUSC and the VA Medical Center. This corner unit is one of the largest floor plans in the building, offering nearly 1,960 square feet of light-filled living space with soaring ceilings and a split-bedroom layout for ultimate privacy.The home opens to a formal

  

  Matt Johnson

  SERHANT

  (843) 350-8568

  150 Bee St Unit 415, Charleston, SC 29401
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  /34

  $2,899,000

  • 4 Beds
  • 4.5 Baths
  • 3,092 Sq Ft

  63 Montagu St, Charleston, SC 29401

  Work is currently underway! Another Cozy Renovation! Rare Historic Opportunity in Downtown Charleston - over 3000 Sq. Ft. Duplex with Endless Potential, In the heart of Charleston's historic district, this beautifully preserved home offers a rare combination of character, location, and flexibility. With classic Charleston architecture, double piazzas, original hardwood floors, and soaring

  

  Currie Mccullough

  Uniquely Charleston

  (843) 558-8217

  63 Montagu St, Charleston, SC 29401
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  /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
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  /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
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  /30

  $830,000 Open Sat 12PM - 2PM

  • 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 1930, 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
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  /42

  $775,000

  • 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
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  /46

  $2,395,000

  • 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
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  /59

  $4,250,000

  • 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
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  /58

  $2,795,000

  • 4 Beds
  • 3.5 Baths
  • 2,958 Sq Ft

  32 Tradd St, Charleston, SC 29401

  This beautifully restored 18th century solid masonry row house is the perfect perch within this walkable, picturesque, high-ground (X Zone) neighborhood. Handsomely presented, with luxurious finishes, flexible use space all overlooking surrounding courtyards and gardens. French doors lead to the private rear garden from the main level living room. The second level offers the primary suite,

  Charles Sullivan Carriage Properties LLC

  32 Tradd St, Charleston, SC 29401
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  /69

  $6,750,000 New Construction

  • 4 Beds
  • 6 Baths
  • 4,072 Sq Ft

  6 Prioleau St, Charleston, SC 29401

  Spectacular, all new luxury home with over 4,000 SQFT of living space overlooking the Waterfront Park and Charleston Harbor. This ready to occupy home offers features so rare within the historic district, such as your own private 2-car garage, with the elevator taking you all the way up to your own private rooftop garden. Watch the sunrise over the harbor while enjoying all the amenities you

  Charles Sullivan Carriage Properties LLC

  6 Prioleau St, Charleston, SC 29401
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  /19

  $1,074,990 New Construction

  • 4 Beds
  • 3.5 Baths
  • 2,016 Sq Ft

  25 Nats Ct, Charleston, SC 29403

  Luxury New Construction in Downtown Charleston | Three-Story Home with Private Balcony and Premium Finishes Experience elevated Lowcountry living in this newly built three-story home located in the heart of Downtown Charleston, SC. Blending timeless Charleston architecture with modern design, this luxury residence is perfect for discerning buyers seeking new construction with upscale finishes and

  

  DRB Homes

  Builder

  25 Nats Ct, Charleston, SC 29403
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  /92

  $6,500,000 New Construction

  • 4 Beds
  • 7 Baths
  • 4,786 Sq Ft

  4 Prioleau St, Charleston, SC 29401

  Experience unrivaled luxury living in the heart of Charleston's Historic District. Just built, this professionally designed, ultra chic residence offers over 4700 sqft with every modern indulgence. From the multicar private garage, landscaped garden and an elevator servicing all levels, including a stunning top floor ''entertainment'' terrace with breathtaking views of the Charleston Harbor and

  Charles Sullivan Carriage Properties LLC

  4 Prioleau St, Charleston, SC 29401
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  /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
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  /32

  $340,000

  • 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
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  /64

  $1,785,000

  • 4 Beds
  • 3.5 Baths
  • 3,157 Sq Ft

  40 Piedmont Ave, Charleston, SC 29403

  Truly one of the best properties you will find on the Charleston Peninsula! 40 Piedmont Avenue is a FULLY RENOVATED home in one of the city's most coveted neighborhoods--Wagener Terrace! This home offers 4 bedrooms, 3.5 bathrooms, large bonus room, dual living spaces, an expansive kitchen, private rear yard, ample off street parking and so much more! Located on a high & dry street not requiring

  Joel Mathis Carolina One Real Estate

  40 Piedmont Ave, Charleston, SC 29403
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  /47

  $2,495,000

  • 2 Beds
  • 2 Baths
  • 2,678 Sq Ft

  31 Society St, Charleston, SC 29401

  First time to market in over 45 years, this Ansonborough home underwent a complete renovation in the early 2000s, with many walls removed to create open, flowing spaces. The property currently functions as a two-bedroom residence with generous living areas. On the main floor, the kitchen and den open to a screened porch with access to the walled garden. There is also a flexible space that could

  Clay Cunningham Carolina One Real Estate

  31 Society St, Charleston, SC 29401
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  /62

  $1,980,000 Open Sat 11AM - 2PM

  • 4 Beds
  • 2.5 Baths
  • 1,800 Sq Ft

  91 Tradd St, Charleston, SC 29401

  Welcome to 91 Tradd Street, a meticulously updated 1850 Charleston Single that blends timeless antebellum charm with thoughtful modern enhancements. Tucked in the heart of South of Broad, this three story residence offers approximately 1,800 square feet with four bedrooms and two-and-a-half baths, all within steps of Charlestons most celebrated streetscapes.Throughout the home are original heart

  David Silliman Oyster Point Real Estate Group, LLC

  91 Tradd St, Charleston, SC 29401
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  /27

  $1,200,000 Open Sat 11AM - 1PM

  • 2 Beds
  • 2 Baths
  • 1,348 Sq Ft

  55 Hasell St Unit F, Charleston, SC 29401

  Step into history with a modern twist at 55 Hasell Street Unit F in the desirable Ansonborough neighborhood. Built c.1840 as a Charleston single, the property now houses 6 luxury historic condos. At ground level, unit F blends timeless architectural charm with convenience and modern living. Features include a unique split floor plan ideal for guests, front and rear patios, wainscoting, mosaic

  Lauren Binard Maison Real Estate

  55 Hasell St Unit F, Charleston, SC 29401
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  /33

  $1,595,000

  • 2 Beds
  • 2 Baths
  • 1,611 Sq Ft

  41 Legare St Unit B, Charleston, SC 29401

  Rare Offering on Iconic Legare Street - Timeless Charleston EleganceNestled on the corner of two of Charleston's most iconic and historic streets,,Legare and Tradd, this exquisite two bedroom, two bath residence occupies the second floor of a historic three-unit building--an exceptional opportunity to own a refined residence in one of Charleston's most desirable neighborhoods.Perfectly positioned

  Leslie Turner Maison Real Estate

  41 Legare St Unit B, Charleston, SC 29401
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  /51

  $1,350,000

  • 9 Beds
  • 6 Baths
  • 3,100 Sq Ft

  279 Coming St Unit A, B, C, Charleston, SC 29403

  Fantastic Investment Opportunity in Downtown Charleston. Triplex with room to increase rents or live in the back unit and rent out the front and live for free. Unit A and B are currently rented while Unit C is Vacant. Leases expire in November. Unit A/B are 3/2s Unit C is a 3/2.Showings are only on Wednesdays and Saturdays due to tenants.

  Jake Stradling Three Real Estate LLC

  279 Coming St Unit A, B, C, Charleston, SC 29403
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  /46

  $1,749,900 Open Sat 12PM - 2PM

  • 4 Beds
  • 3.5 Baths
  • 2,135 Sq Ft

  79 Hester St, Charleston, SC 29403

  Step into timeless Charleston living at 79 Hester Street -- a fully reimagined downtown retreat that blends historic charm with modern luxury. Taken down to the studs and thoughtfully rebuilt, this 2,135 sq. ft. home plus detached 475 sq. ft. guest suite is the rare combination of historic character, new construction quality, and unmatched location.The main house offers 4 bedrooms and 3.5

  Marjorie Corbin EXP Realty LLC

  79 Hester St, Charleston, SC 29403
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  /39

  $1,475,000

  • 3 Beds
  • 2 Baths
  • 2,568 Sq Ft

  2 Wharfside St Unit 2C, Charleston, SC 29401

  Laurens Place offers some of the best luxury condominium living overlooking Charleston Harbor. There are only a small number of residences that are all accessed via private foyers and elevators. Laurens Place offers unmatched privacy and security, including a gated entrance with garage and surface parking. This downtown waterfront lifestyle offers sophisticated comfort that is not like any other.

  Bart Jackson Carolina One Real Estate

  2 Wharfside St Unit 2C, Charleston, SC 29401
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  /30

  $1,449,000

  • 1 Bed
  • 1.5 Baths
  • 1,083 Sq Ft

  36 Prioleau St Unit F, Charleston, SC 29401

  Fall in love with Charleston's French Quarter from your very own corner perch in the sky. This 1 Bedroom, 1.5 Bathroom furnished condo invites you to savor the city's charm with sweeping views of Waterfront Park and Charleston Harbor.On the 2nd floor, your private retreat comes alive with soaring ceilings, gleaming hardwood floors, rich crown molding, and French doors that open to a large

  Karla Leahy Engel & Volkers Charleston

  36 Prioleau St Unit F, Charleston, SC 29401
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  /14

  $1,099,000

  • 1,714 Sq Ft

  10 Philadelphia Alley Unit Lot C, Charleston, SC 29401

  Tucked away on Philadelphia Alley, this unique property allows a potential buyer to build or renovate. The property is currently a warehouse which is part of the Footlight Theatre located on a picturesque alley in the French Quarter. The property is a separate tax parcel and the building can be demolished with City approval. Build your dream home or use the building to create a residential

  Deborah Fisher Handsome Properties, Inc.

  10 Philadelphia Alley Unit Lot C, Charleston, SC 29401
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  /51

  $1,200,000

  • 2 Beds
  • 2.5 Baths
  • 1,344 Sq Ft

  76 Society St Unit 32, Charleston, SC 29401

  Rare find in the Historic District -- this 2 bedroom, 2.5 bath condo includes two deeded garage parking spaces plus elevator access and premium amenities in a modern building!Welcome to 76 Society Street, a boutique condominium community blending modern convenience with historic Charleston living. This elegant 2 ensuite bedroom , 2.5 bath home offers the perfect combination of lock and leave

  Elizabeth Shirley BHHS Carolina Sun Real Estate

  76 Society St Unit 32, Charleston, SC 29401
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  /48

  $1,100,000

  • 4 Beds
  • 3 Baths
  • 1,790 Sq Ft

  158 Darlington Ave, Charleston, SC 29403

  New price! New staging! Re-introducing this turnkey, renovated 1930's bungalow ready for it's new owner to make their home. The thoughtfully designed versatile floor-plan, works for a variety of buyers at different stages of life. Constructed in 1938, the home's curb appeal exudes Charleston charm, featuring a spacious front porch warmly lit by gas lanterns. The interior flows seamlessly, with an

  Stacy Smith Smith Spencer Real Estate

  158 Darlington Ave, Charleston, SC 29403
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  /76

  $1,395,000

  • 3 Beds
  • 3 Baths
  • 1,605 Sq Ft

  66 Gadsden St Unit A, Charleston, SC 29401

  Sleek Luxury Living in the Heart of Historic CharlestonSet in the highly coveted Harleston Village neighborhood of downtown Charleston, this corner townhome blends contemporary sophistication with the timeless charm of the Holy City. Just steps from picturesque parks, renowned restaurants, and boutique shops, the home offers a rare combination of modern luxury and walkable historic living.Built

  Kathleen Dewitt Akers Ellis Real Estate LLC

  66 Gadsden St Unit A, Charleston, SC 29401
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  /23

  $1,050,000

  • 3 Beds
  • 2.5 Baths
  • 1,058 Sq Ft

  151 Spring St Unit A, Charleston, SC 29403

  Amazing opportunity to own a LEGAL short term rental airbnb in great condition with strong revenue in a historic home in the heart of Downtown Charleston --awesome 3 bedrooms and 2 bathrooms with lots of original floors. New exterior paint and wood repairs This unit is the bottom half of a duplex with renovated main bath with newer shower white subway tile and off street parking this place

  Hayden Jennings Hayden Jennings Properties

  151 Spring St Unit A, Charleston, SC 29403
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  /34

  $1,075,000

  • 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

  Mary Lou Wertz Maison Real Estate

  194 Fishburne St, Charleston, SC 29403
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  /30

  $1,395,000

  • 2 Beds
  • 2 Baths
  • 1,184 Sq Ft

  5 Gadsdenboro St Unit 501, Charleston, SC 29401

  Parkside luxury living at The Gadsden! Residence No. 501 offers a thoughtful design and sweeping views of Gadsdenboro Park through floor-to-ceiling windows. A coveted top floor home, this residence is beautifully appointed and boasts numerous upgrades throughout. The home's open floorplan is complemented by ample natural light. The kitchen flows seamlessly into the living and dining areas,

  Elizabeth Madigan East West Realty, LLC

  5 Gadsdenboro St Unit 501, Charleston, SC 29401
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  /55

  $1,050,000

  • 3 Beds
  • 2.5 Baths
  • 1,720 Sq Ft

  68 Vanderhorst St Unit B, Charleston, SC 29403

  Don't miss this exceptional opportunity to own a turn-key investment property in the heart of downtown Charleston. Located just steps from MUSC, College of Charleston, and King Street, 68 Vanderhorst Street Unit B offers amazing rental potential in one of the city's highest-demand areas. This beautifully maintained condo on Vanderhorst Street blends that classic Charleston architectural charm

  Cynthia Beasley Coldwell Banker Realty

  68 Vanderhorst St Unit B, Charleston, SC 29403
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  /30

  $1,162,500

  • 2 Beds
  • 2 Baths
  • 1,224 Sq Ft

  21 George St Unit 203, Charleston, SC 29401

  Location, location, location!! 21 George St is located in the heart of downtown Charleston just steps from Meeting and King St where shopping, restaurants, and entertainment are right at your fingertips! This recently fully renovated 2 bed 2 bath unit is MOVE IN READY! Upon walking into this unit you will be greeted by an open kitchen/family room with an abundance of natural light. The kitchen

  Billy Breen St. Germain Properties LLC

  21 George St Unit 203, Charleston, SC 29401
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  /27

  $1,325,000

  • 3 Beds
  • 3 Baths
  • 1,388 Sq Ft

  142 President St, Charleston, SC 29403

  Experience the best of downtown Charleston in this luxurious 3-bed, 3-bath home in the Short Term Rental overlay. Built in 2019, it features high-end finishes, vaulted shiplap ceiling in the master, and a bright open-concept living area with a designer kitchen. Double front porches offer Charleston charm, and the drive-under garage fits two cars—rare for the area. Sold fully furnished with an

  Kelly Ricker The Agency Hilton Head (960)

  

  142 President St, Charleston, SC 29403
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  /35

  $1,049,999

  • 1 Bed
  • 2 Baths
  • 1,009 Sq Ft

  5 Gadsdenboro St Unit 204, Charleston, SC 29401

  Discover luxury, convenience, and unbeatable views in this stunning second-floor corner residence at The Gadsden--one of Charleston's most desirable condominium communities. With private access to your spacious balcony and no neighbors below, this light-filled unit offers the ideal blend of privacy and low-maintenance living.Inside, you'll find a thoughtfully designed open floor plan with

  Garrett Henson Keller Williams Realty Charleston

  5 Gadsdenboro St Unit 204, Charleston, SC 29401
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  /31

  $1,475,000

  • 3 Beds
  • 3 Baths
  • 1,627 Sq Ft

  62 Gadsden St Unit A, Charleston, SC 29401

  One of the few townhomes of its kind downtown, 62-A Gadsden Street pairs architectural polish with a rooftop lifestyle in Harleston Village. Built in 2016, this rare corner unit features a private rooftop deck with sweeping skyline views, a true two-car garage, and designer-curated details throughout. Inside, enjoy wide-plank wood floors, soaring ceilings, and a chef's kitchen made for

  Grover Maxwell The Cassina Group

  62 Gadsden St Unit A, Charleston, SC 29401
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  /29

  $1,210,000

  • 3 Beds
  • 2 Baths
  • 1,360 Sq Ft

  227 Fishburne St, Charleston, SC 29403

  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

  Carmilla Brown Keller Williams Realty Charleston

  227 Fishburne St, Charleston, SC 29403
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  /20

  $1,089,000

  • 4 Beds
  • 3.5 Baths
  • 2,064 Sq Ft

  35 Cypress St, Charleston, SC 29403

  MOTIVATED SELLER OFFERING 2/1 RATE BUYDOWN FOR YOUR BUYER. HUGE SAVINGS!! Need an ADU? Ask me for details! Fully Renovated with Over 600 Sqft Added + Dual Primary Suites! Welcome to 35 Cypress, a beautifully updated home in Charleston's vibrant North Central neighborhood! This stunning renovation blends modern luxury with historic charm--featuring new roof, HVAC, plumbing, and electrical--so

  Diane Leisner Hone The Boulevard Company

  35 Cypress St, Charleston, SC 29403

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