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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
$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
$675,000
2 Beds ⋅ 1.5 Baths ⋅ 26019993 MLS ⋅ Harleston Village SubDv. ⋅ Active Status
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
$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
$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
$1,199,000
3 Beds ⋅ 2.5 Baths ⋅ 26012484 MLS ⋅ Harleston Village SubDv. ⋅ Active Status
Nestled on a coveted corner lot in the heart of Harleston Village, this refined townhome offers a rare blend of historic charm and elevated modern living--just steps from Colonial Lake and a short walk to the Charleston Harbor. Welcome to your quintessential Charleston pied-a-terre--an elegant retreat designed for both effortless living and sophisticated entertaining.Within this exclusive eight-residence enclave, this is the only unit offering its own private off-street parking space, complemented by two additional shared spaces--an extraordinary convenience in downtown Charleston. Even more exceptional, there are no regime fees or HOA, providing unmatched flexibility and value.Inside, the home has been professionally staged, showcasing a thoughtfully curated aesthetic that highlights the home's natural light and refined finishes. The main level flows seamlessly from a gracious living room into a formal dining space and an updated kitchen featuring granite countertops and stainless steel appliances--perfect for intimate dinners or hosting guests in style. Upstairs, three well-appointed bedrooms offer comfort and privacy, while the recently remodeled bathrooms feature designer tile and elevated finishes, creating spa-like retreats throughout the home. A convenient powder room on the main level adds to the thoughtful layout. Step outside to your private downtown Charleston courtyard oasis, ideal for morning coffee or evening gatherings, complete with a storage shed/workshop for added functionality. There is also extensive, accessible attic storage space! This is a rare opportunity to own a beautifully upgraded, low-maintenance residence in one of Charleston's most desirable neighborhoods-- where timeless elegance meets modern convenience, all just steps from the best of downtown living.

2 Gadsden Street Unit #D, Charleston
$7,998,000
6 Beds ⋅ 4.5 Baths ⋅ 26010056 MLS ⋅ Harleston Village SubDv. ⋅ Active Status
Now Includes Full Addition, ADU, Pool, landscaping package, and full furniture package . 16 Trumbo Street present a unique opportunity in Harleston Village, just steps from Colonial Lake. The property is currently undergoing a full studs-out renovation with an addition, including a house lift to allow for a new foundation and enclosure space below. Conditioned enclosure space (option to ADD up to additional 1500 SF)Plans and design selections are in place but can be modified, offering flexibility for a buyer to make adjustments during construction. Opportunity to meet with the development team to review plans, selections, and overall scope.Golf cart to all your favorite restaurants

16 Trumbo, Charleston