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$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
$1,650,000
3 Beds ⋅ 2.5 Baths ⋅ 26021609 MLS ⋅ Harleston Village SubDv. ⋅ Active Status
Located in the heart of Charleston's coveted Harleston Village neighborhood, 78 Legare Street offers the perfect blend of historic charm and modern living. This beautifully renovated three-story brick townhouse, with two deeded parking spaces, is just one block from King Street's renowned shopping and dining, with Queen Street Grocery just around the corner, placing some of the city's most beloved destinations within easy reach.In 2020, the home underwent an extensive renovation that thoughtfully transformed both its layout and functionality. The first floor was reconfigured to create a more open and inviting floor plan, featuring a completely new kitchen with updated appliances, a gas fireplace, and a second set of sliding glass doors that open to an expanded deck and beautifully redesigned private courtyard. Complete with an outdoor gas fireplace, the courtyard creates an inviting setting for relaxing or entertaining while enjoying the sound of nearby church bells. The second floor was reimagined into a spacious primary suite with a large walk-in closet that also functions beautifully as a home office. Upstairs, the third floor provides two additional bedrooms, including one with the addition of a new closet, making the space even more functional for guests. All bathrooms were updated during the renovation, new flooring was installed throughout the first and second levels, and the original third-floor floors were professionally refinished to preserve their character. Additional improvements include gas service throughout the home, a gas lantern at the front entrance, updated ductless HVAC systems, and all new windows installed in 2024, providing exceptional comfort, efficiency, and peace of mind. Offering three bedrooms, an office or dressing room, two full baths, and a powder room on the main level, the home combines timeless Charleston character with the conveniences of modern living. Completing this exceptional property is a rare amenity in the historic district: a gated private courtyard.

78 Legare 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
$1,275,000
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
$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
$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
$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
$950,000
2 Beds ⋅ 2.5 Baths ⋅ 26006116 MLS ⋅ Harleston Village SubDv. ⋅ Active Status
HARLESTON VILLAGE PIED-A-TERRE! Imagine living in the heart of historic downtown Charleston, where your mornings begin with a stroll to Colonial Lake and your evenings end in the vibrant King Street shopping district. Tucked away ''Slightly North of Broad,'' 5 Trapman Street is more than just a home--it's your invitation to the ultimate Lowcountry lifestyle.This beautifully renovated townhome offers the rare ''lock-and-leave'' convenience without the constraints of HOA or regime fees. Inside, you'll find an airy, open-concept layout glowing with natural light, rich hardwood floors, and designer touches from the top-to-bottom renovation.The HVAC was recently replaced, so the next owner can feel confident the home will stay cool and comfy during the Charleston summer and warm during the winter for years to come. Whether you're hosting friends in your private outdoor living space or enjoying the quiet charm of the neighborhood, this move-in-ready sanctuary is a blank canvas just waiting for your personal touch. Parking downtown is no problem on this street. Plenty of available street parking and a dedicated bricked area that can easily fit a golf cart or moped.

5 Trapman Street Unit #Unit 2, Charleston