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$1,990,000
5 Beds 3.5 Baths 26025081 MLS Harleston Village SubDv. Active Status
Located in the heart of Charleston's coveted Harleston Village, this thoughtfully renovated residence offers a rare combination of scale, functionality, and walkable downtown living--complete with the added convenience of two off-street parking spaces. Spanning approximately 2,440 square feet, the home features five bedrooms and three and a half bathrooms, with exceptionally generous living spaces designed to accommodate both everyday living and entertaining. A full studs-out renovation completed in 2017 seamlessly blends modern updates with the character and charm expected of a historic Charleston property. The interior is anchored by an open-concept kitchen and living space, complemented by wood flooring throughout and a layout that offers both flow and flexibility.The primary suite is well-appointed with dual vanities, while multiple additional bedrooms provide ample space for guests, work-from-home needs, or rental versatility. The home's scale and configuration also present the opportunity to further enhance or reimagine the primary suite, allowing future owners to create a more expansive, private retreat tailored to their lifestyle. Outdoor living is equally compelling, with three distinct porch spaces--including a large front porch and a second-floor screened porch--alongside a private, fenced backyard with a covered patio designed for entertaining or quiet retreat. A metal roof (2017) adds long-term durability and peace of mind. Positioned just approximately two blocks from both MUSC and the College of Charleston, the home offers immediate access to King Street's premier shopping and dining, as well as nearby Marion Square, known for its green space, farmers market, and year-round events--placing some of the city's best amenities just moments away. Currently operating as an income-producing property with established rental history, this offering presents a compelling opportunity for investors and owner-occupants alike seeking a well-located, high-performing asset in one of Charleston's most desirable neighborhoods.

91 Smith Street, Charleston

$5,950,000
5 Beds 5.5 Baths 26024757 MLS Harleston Village SubDv. Active Status
RARE OPPORTUNITY IN THE DESIRABLE HARLESTON VILLAGE. This is an incredible opportunity to own the iconic Circa 1838 Carolopolis Award-winner only steps from Colonial Lake - recognized for its outstanding historic preservation and Federal Period architecture. Flemish bond brickwork, slate roof, three-tiered piazzas, stunning staircase, grand rooms (parlors), French doors throughout, chef's kitchen, original heart-pine floors, clawfoot tubs, detailed millwork, 5 fireplaces made of prominent components such as cast iron.Breathtaking garden courtyard w saltwater swimming pool (heated & chilled) of considerable size w travertine stone surround are found behind private gates. .10 acre (parking) lot at the rear of the property is part of the sale.This is an incredible investment! Current sellers relocating abroad have completed extensive updates due to their care of the property. Sellers also told Fireplaces may be made operable from inspectors and fireplace professional. Images may be edited to show a flaming fire as rendering. Potential for garage pending city/BAR approval with future application of new owner.

89 Ashley Avenue, Charleston

$1,999,000
3 Beds 2.5 Baths 26023955 MLS Harleston Village SubDv. Active Status
Just released, completion 12/2026! Still time to select your colors, counters, flooring, and more. Steps from Colonial Lake and the Horse Lot, and minutes from walks along the historic Battery and Charleston Harbor. Your purchase includes a fully completed studs out renovation of the high-end luxury residence at 10 Trapman, and full all-inclusive access to an exceptional in-house design team--combining world-class talent with your inspiration to make this wonderful piece of history distinctly your own with your selections. Be involved in every design decision or let the design team take over, it's all included! You'll love the experience! The renderings offer a glimpse into the design possibilities awaiting 10 Trapman, an extraordinary location in our historic city. More info--keep readThese renderings offer a glimpse into the extraordinary possibilities awaiting 10 Trapman, with select details continuing to evolve through final design, approval and permitting. By bringing design, architecture and construction together in-house, the builder delivers award-winning renovation and construction at some of the most compelling values. The design team envisions 10 Trapman as an award-worthy, fully completed luxury residence ranging from $2 million with stunning luxury finishes to approximately $2.39 million for a level of design and finish that takes luxury to an entirely different level. You choose how far you want to take it. We'll show you completed luxury transformations we've created for clients throughout downtown Charleston so you can see firsthand what is possible for 10 Trapman. Then work directly with the design team throughout construction, exploring and refining cabinetry, stone, lighting, flooring, fixtures, finishes and architectural details until the residence feels distinctly yours. 10 Trapman will become another complete studs-out transformation--essentially a new luxury home within a true piece of Charleston history, in a location second to none. Just steps from Colonial Lake, moments from the Horse Lot, and minutes from walks along the Battery and Charleston Harbor, 10 Trapman offers an exceptional way to live in historic Charleston--surrounded by green spaces, waterfront walks, celebrated restaurants, shopping and architecture, all just outside the front door of your own piece of Charleston history.

10 Trapman Street, Charleston

$3,450,000
2 Beds 2.5 Baths 26023677 MLS Harleston Village SubDv. Active Status
Experience refined living at The Charles, an extraordinary new residence on the Charleston peninsula. Edged by parks, harbor, and river views, these stately townhomes are surrounded by the historic neighborhoods of Harleston Village and South of Broad. Featuring a private street-level entry and gracious multi-story design, this townhome combines historic Charleston charm with the comfort and efficiency of contemporary construction. Inside, discover uncompromising craftsmanship including designer finishes and light-filled living spaces ideal for both entertaining and everyday living. The gourmet kitchen features custom millwork, chef-grade appliances, and a spacious island. Upstairs, the primary suite is a sanctuary with spa-like bath and tranquil views.

Charleston

$4,250,000
3 Beds 2.5 Baths 26021772 MLS Harleston Village SubDv. Active Status
Experience refined living at The Charles, an extraordinary new residence on the Charleston peninsula. Edged by parks, harbor, and river views, these stately townhomes are surrounded by the historic neighborhoods of Harleston Village and South of Broad. Featuring a private street-level entry and gracious multi-story design, this townhome combines historic Charleston charm with the comfort and efficiency of contemporary construction. Inside, discover uncompromising craftsmanship including designer finishes and light-filled living spaces ideal for both entertaining and everyday living. The gourmet kitchen features custom millwork, chef-grade appliances, and a spacious island. Upstairs, the primary suite is a sanctuary with spa-like bath and tranquil views.

368 Broad Street, Charleston

$1,099,000
3 Beds 3 Baths 26020890 MLS Harleston Village SubDv. Active Status
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

$1,395,000
2 Beds 2.5 Baths 26020692 MLS Harleston Village SubDv. Active Status
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

$5,349,000
4 Beds 4.5 Baths 26019552 MLS Harleston Village SubDv. Active Status
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

$3,385,000
7 Beds 5.5 Baths 26019450 MLS Harleston Village SubDv. Active Status
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

$1,249,000
2 Beds 2 Baths 26017686 MLS Harleston Village SubDv. Active Status
Price Reduction - Luxury Charleston Living in the Heart of Harleston Village! This stunning newly renovated in 2026 first-floor residence, is a 2 bedroom 2 bath with the ability to convert front room into a 3rd bedroom and 3rd bath. The designer kitchen and spa-inspired baths feature premium finishes, custom millwork, wide-plank flooring, high-end fixtures, and luxury stainless appliances throughout. Thoughtfully selected to deliver a truly turnkey living experience. Enjoy the convenience of 2 off-street parking spaces, a private rear porch and entrance, and an unbeatable walkable location just steps from Colonial Lake, King Street shopping and dining, world-class restaurants, cafes, and Charleston's iconic historic downtown lifestyle.This is a exceptional opportunity to own a luxury condo. Whether you are seeking a primary residence, luxury second home, or investment rental opportunity, Unit A offers the perfect combination of elegance, location, and effortless Charleston living.

63 Montagu Street Unit #A, Charleston

$1,350,000
5 Beds 2.5 Baths 26013531 MLS Harleston Village SubDv. Active Status
Location, Location, Location! Highly desirable rental property located in the heart of the College of Charleston campus. The house is leased through July 2027 for $6500 monthly. Two parking spaces are leased for $500/mo. Recent appraisal available upon request. Five separate bedrooms, 2.5 baths, porch, and piazza. Charleston single-style house with 2 off-street parking spots. The house has been well-maintained with freshly painted exterior in April 2026, updated appliances & tankless water heater in 2022, main roof replaced in 2021, a transferable termite bond, no flood insurance required and no reports of flooding. Fireplaces are not operational. 5 Bull is literally steps from the C of C campus, a short stroll to King Street shops, and a few blocks to MUSC and Charleston School of Law

5 Bull Street, Charleston