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$1,597,500
3 Beds ⋅ 2.5 Baths ⋅ 26021629 MLS ⋅ Harleston Village SubDv. ⋅ Active Status
Sold ''AS-IS'', in it's current stage at interior framing. This property offers buyers a truly one of a kind opportunity to finish the home to their exact taste with an additional allocated allowance to make it happen. This allowance is not included in the sales price. The interior is ready to move straight into electrical and plumbing rough-ins, followed by drywall and finishes. Whether you choose to bring your own contractor or work with the in-house design and contractor team, the process is built to be seamless with permits ready to go. Buyers who opt for the in-house team can work directly with a dedicated design team to select all finishes from fixtures to flooring with the allowance applied to streamline every decision.Sold "AS-IS", in it's current stage at interior framing. This property offers buyers a truly one of a kind opportunity to finish the home to their exact taste with an additional allocated allowance to make it happen. This allowance is not included in the sales price. The interior is ready to move straight into electrical and plumbing rough-ins, followed by drywall and finishes. Whether you choose to bring your own contractor or work with the in-house design and contractor team, the process is built to be seamless with permits ready to go. Buyers who opt for the in-house team can work directly with a dedicated design team to select all finishes from fixtures to flooring with the allowance applied to streamline every decision. Opportunities like this where location, value, and customization meet are rare in today's Charleston market. Schedule your showing today and start envisioning the home you've always wanted.

10 1/2 Trapman Street, Charleston
$1,495,000
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 Bennett Unit #3, Charleston
$710,000
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
$5,695,000
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
$6,995,000
6 Beds ⋅ 6.5 Baths ⋅ 26012051 MLS ⋅ Harleston Village SubDv. ⋅ Active Status
This spectacular home overlooking Colonial Lake was designed by noted architect Bradford Lee Gilbert and constructed by Dr. Manning Simons for his bride in 1902. Set along one of downtown Charleston's most distinguished and picturesque avenues, 22 Rutledge Avenue is a rare, fully reimagined historic residence that seamlessly blends timeless architecture with exceptional modern updates. Behind its stately facade lies a thoughtfully curated home offering elegant interiors and resort-style outdoor living creating a true turnkey opportunity in the heart of the city.Handsome black and white marble surround the entry fountain leading to the front door. The spacious entry foyer is complemented by all new interior and exterior lighting that enhances the home's classic architectural details. The main residence is comprised of 4 Bedrooms and 4 ½ Baths and includes living and dining rooms that are generously sized, along with a large den for family gatherings. Leaded glass windows add to the charm of these beautiful rooms. An adjacent wet bar completes the large area for entertainment and relaxation. A fully renovated kitchen serves as the centerpiece of activity and hosts easy flow for everyday living and comfort. A wall of windows from the kitchen overlooks the beautifully landscaped garden and pool area. The fourth bedroom is currently used as extra large closet but can be returned to its original use. A full house water filtration system and working fireplaces throughout complete the luxury downtown lifestyle. Complementing the property is a beautifully restored carriage house that offers remarkable living and entertaining flexibility. The early 19th century house contains 2 Bedrooms and 1½ Baths and features a fully restored kitchen, den, downstairs bathroom and laundry area. Updated systems throughout make the carriage house ideal for guests or extended living. With its exceptional level of renovation, refined finishes, and prime location, 22 Rutledge Avenue stands as a rare offering, gracefully honoring Charleston's architectural heritage while delivering the comfort, style, and ease of modern luxury living.

22 Rutledge Avenue, Charleston
$1,250,000
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
$8,995,000
4 Beds ⋅ 5.5 Baths ⋅ 26009816 MLS ⋅ Harleston Village SubDv. ⋅ Active Status
Set on a rare double lot with historic ties to the original Roper Hospital, this exceptional Charleston single residence seamlessly blends architectural pedigree with inspired modern design. Originally constructed in 1995 by an architect for his own family, and honored with a 1996 Preservation Society of Charleston Carolopolis Award, this distinguished home has been completely reimagined through a meticulous, down-to-the-studs renovation in 2023 and 2024 addition, including a thoughtfully designed pool house and stunning new primary suite by architect Sebastian von Marschall. Beyond its classic stucco facade, the interiors are both sophisticated and expressive, artfully layering antique furnishings with bold contemporary elements--statement lighting, abstract art, richly saturated paintand striking wallpapers throughout. The reconfigured floor plan enhances flow and livability, with the kitchen and dining spaces repositioned to create a more intuitive connection for everyday living and entertaining. A gracious foyer sets the tone, flanked by elegant formal living and dining rooms. The dining room is a true showpiece, featuring panoramic Paul Montgomery mural wallpaper, a Regina Andrews chandelier, and an antiqued mirrored inset ceiling, with French doors opening to a charming brick terrace. The designer kitchen, centered around a marble island, flows seamlessly into a warm and inviting den, while a fully appointed butler's pantry - custom designed for china, glassware, and entertaining - adds both beauty and function. A wet bar with beverage refrigeration and soda fountain, a powder room, and a private office complete the main level. Upstairs, guest accommodations are equally curated, highlighted by richly layered color palettes and designer finishes, including Thibaut "Yukio" wallpaper paired with Farrow & Ball hues. The third floor offers a whimsical bedroom retreat with dormered ceilings, window seats, and a distinctive full bath centered around a glass-enclosed shower. Privately situated above the addition and connected by a hyphen, the primary suite is a serene sanctuary overlooking the gardens and pool. The suite features an extraordinary, boutique-style dressing room and closet with illuminated cabinetry, marble-topped island, and custom display storage. The primary bath is equally dramatic, anchored by a striking black-tiled shower and dual vanities. Designed as a seamless extension of indoor living, the pool house serves as both a stylish lounge and the heart of entertaining. Inspired by Dorothy Draper, the space features Brunschwig & Fils "Les Touches" wallpaper, marble checkerboard flooring, and vibrant textiles, creating a playful yet refined atmosphere. With a wet bar, dishwasher, and dual powder bathrooms, the pool house plays double duty for powerful party hosting. At the center of the property, the landscaped gardens are the true showpiece--anchoring the main house and addition with a resort-like setting that includes a pool, brick hardscaping, lush plantings, and curated outdoor living spaces. Entry is through iron gates framed by brick columns and gas lanterns, leading to a circular brick drive, fountain, and koi pond--an arrival experience that is both grand and unmistakably Charleston. This is a rare opportunity to own a deeply considered, design-forward residence where historic inspiration and modern luxury converge in one of Charleston's most distinctive settings. This spectacular property was recently featured in both television and print. Watch Season 3 Episode 6 of "Where We Call Home" on HBO Max and Apple TV. It was also featured in the April 2024 issue of Charleston Magazine, as well as the December 2025 holiday issue of Charleston Magazine, showcasing this very special home. Three private, deeded off-street parking spaces behind the property provide coveted downtown parking and security. Please see list of upgrades and design details.

140 Queen Street, Charleston
$5,450,000
10 Beds ⋅ 10.5 Baths ⋅ 26009115 MLS ⋅ Harleston Village SubDv. ⋅ Active Status
A renewed opportunity to pursue one of Harleston Village's rare historic compounds. The prior buyer elected not to proceed at no fault of the seller. Tucked within the heart of Harleston Village, 49 Smith Street presents an extraordinarily rare opportunity to own one of downtown Charleston's most distinctive historic compounds. Originally anchored by a circa 1860 main residence (5000sf) and complemented by a separate circa 1880 carriage house (2500sf), this landmark European villa-style estate blends architectural pedigree, private compound living, and exceptional long-term potential across approximately 7,525 square feet.Behind its striking two-tone English Flemish brick façade, the property unfolds as a true multi-structure estate--an offering seldom found in one of Charleston's most sought-after neighborhoods. The sprawling three-story main residence encompasses over 5,000 square feet. It is currently configured as seven independent residences, many of which feature original fireplaces, stately wood interiors, hand-poured glass windows, and an abundance of natural light that pours through the historic façade. Complementing the main house is a fully private two-story carriage house exceeding 2,500 square feet, accessed through its own gated entry and complete with a garage, expansive porch, and elevated rooftop terrace. This secluded secondary residence offers an extraordinary living experience--ideal as a luxurious guest residence, private office, studio, or boutique retreat. What sets 49 Smith apart is the extraordinary balance of immediate utility and future vision. The opportunity to thoughtfully reimagine the main residence into one of Harleston Village's most compelling private homes has already been carefully explored, with preliminary architectural and construction guidance reinforcing the extraordinary potential of the estate. For the right buyer, this presents a rare chance to create a grand three-story historic residence while preserving the carriage house as a private, design-forward complement--an offering that would be exceptionally rare within the downtown Charleston market. Equally compelling is the lifestyle this property affords today. Morning light filters through the hand-poured glass windows, illuminating preserved historic interiors and rich architectural details. Evenings unfold across the veranda patios and rooftop terrace, creating a layered indoor-outdoor living experience that feels both private and deeply connected to the rhythm of downtown Charleston. Just moments from Colonial Lake, King Street, Broad Street, and the iconic Wentworth Mansion, the location offers a walkable lifestyle surrounded by Charleston's most celebrated architecture, dining, shopping, and cultural landmarks. Whether envisioned as a legacy private residence, a multi-generational compound, or an income-producing hold with exceptional upside, 49 Smith Street offers a level of scale, flexibility, and architectural significance that is rarely available. This is more than a property--it is a once-in-a-generation opportunity to steward one of Harleston Village's most remarkable estates into its next chapter.

49 Smith Street, Charleston
$3,500,000
3 Beds ⋅ 3.5 Baths ⋅ 26008890 MLS ⋅ Harleston Village SubDv. ⋅ Active Status
Welcome to 72 Halsey Boulevard, an exceptional residence in the coveted Halsey Park enclave - where classic Charleston character is seamlessly paired with refined contemporary design. This is a home that truly stands apart: timeless Lowcountry flair, elevated with modern appointments that make it a rare find in downtown Charleston.Situated along prestigious Halsey Boulevard, this 3-bedroom, 3.5-bath residence spans more than 2,900 square feet across three impeccably designed levels. From the moment you enter, the home feels bright, inviting, and effortlessly stylish. A light-filled foyer sets the tone, leading into a spacious living room anchored by a sleek linear fireplace - an elegant modern counterpoint to the home's traditional architectural details. Double piazza access on eitherside captures Charleston's signature breezes and creates a natural flow between indoor and outdoor living. A full-width covered piazza extends the living space outdoors, ideal for alfresco dining and entertaining, while a second upper porch offers an additional private retreat. Throughout the home, thoughtful details elevate everyday living: triple molding, integrated Sonos speakers, top-tier designer plumbing fixtures, Lutron lighting controls, and J. Geiger electric shades blend luxury with convenience in a way that feels both intentional and effortless. The main living level is completed by a beautifully appointed kitchen featuring high-end Thermador appliances, custom cabinetry, and a generous dining area that functions equally well for intimate dinners or gracious entertaining. A private elevator servicing all three floors, along with a home generator, adds a level of comfort and ease rarely found in downtown residences. The second floor is anchored by a serene primary suite with a spacious walk-in closet, spa-like bath with heated floors and direct access to its own private porch--perfect for morning coffee or quiet evenings overlooking Alberta Long Lake and the City Marina. Two additional En suite bedrooms and a dedicated laundry room round out the level, offering both comfort and practicality. The ground level is a standout, featuring an oversized garage, abundant storage, and a remarkable covered entertainment area with an open patio. Whether envisioned as a game-day gathering space, fitness studio, or private outdoor lounge, this level provides flexibility few Charleston homes can match. With low-maintenance living, abundant storage and an unbeatable location just minutes from the Battery, MUSC, and Charleston's finest dining and galleries, 72 Halsey Boulevard is more than a home--it is a rare opportunity to experience authentic Charleston living, thoughtfully reimagined for today.

72 Halsey Boulevard, Charleston
$2,225,000
3 Beds ⋅ 2.5 Baths ⋅ 26000878 MLS ⋅ Harleston Village SubDv. ⋅ Active Status
Available for presale now and move in summer of 2026! We are in the finish selection phase. This home has undergone a complete studs-out renovation and has been professionally lifted with a new reinforced foundation, brand new electrical, plumbing, and finishes while blending modern construction integrity with timeless Lowcountry charm. Every detail has been thoughtfully curated, featuring high-end selections, custom millwork, refined materials, and elevated design throughout, while preserving the character and proportions that define Charleston's historic homes. Located just steps from the scenic paths of Colonial Lake, 10 Trapman Street offers a rare opportunity to own a fully reimagined historic Charleston residence in the heart of Harleston Village.The floor plan is both functional and elegant, ideal for modern living and entertaining. Perfectly positioned near Broad Street, MUSC, and the College of Charleston, this turnkey residence delivers walkability, craftsmanship, and long-term peace of mindan exceptional offering in one of downtown Charleston's most desirable neighborhoods. Proposed Elevations - Construction Started

10 Trapman Street, Charleston