Harleston Village Homes with Two Levels

Harleston Village Homes with Two Levels

Harleston Village is a charming subdivision located in Charleston, South Carolina. Situated in Charleston County, this neighborhood is a sought-after destination for those seeking a vibrant and historic community to call home.

One of the standout features of Harleston Village is its abundance of homes with two levels. Whether you're looking for a cozy townhouse or a spacious single-family home, you'll find a variety of options in this subdivision.

Homes with two levels offer a multitude of benefits. They provide ample space for families to spread out and enjoy their own privacy, with bedrooms often located on the upper level. This design also allows for separate living and entertaining areas, making it easier to host guests or simply enjoy different activities without feeling crowded.

Additionally, homes with two levels often feature beautiful architectural details, such as grand staircases, balconies, or rooftop terraces. These elements add character and charm to the properties, enhancing their overall appeal.

Living in Harleston Village means being part of a vibrant community with a rich history. The neighborhood is known for its tree-lined streets, historic homes, and close proximity to downtown Charleston. Residents can enjoy a variety of amenities, including parks, shops, restaurants, and cultural attractions, all within walking distance.

If you're searching for a home with two levels in a picturesque and well-connected neighborhood, Harleston Village is the perfect place to start your real estate journey.

Newest Harleston Village Homes with Two Levels

$919,900
2 Beds ⋅ 1 Baths ⋅ 26025379 MLS ⋅ Harleston Village SubDv. ⋅ Active Status
Nestled on charming Pitt Street in downtown Charleston, the fully renovated upstairs residence at 8 Pitt Street combines classic Charleston character with modern updates in an exceptional South of Calhoun location. Just a short walk from the College of Charleston, MUSC, King Street, Colonial Lake, and many of the city's most popular restaurants, coffee shops, and boutiques, this home offers the convenience and energy of downtown living with the charm of a historic neighborhood setting. With easy access to everyday essentials, local dining, and Charleston's vibrant downtown atmosphere, this location offers the ideal blend of comfort and convenience. Inside, soaring ceilings, refinished original hardwood floors, and abundant natural light create a bright and welcoming living environment.Two generously sized bedrooms are complemented by a dedicated office or flex space, offering versatility for remote work, studying, guests, or additional storage. The redesigned kitchen features quartz countertops, custom cabinetry, stainless steel appliances, and a large island ideal for entertaining. Additional improvements include new plumbing, updated gas lines, a tankless water heater, and a complete electrical rewire with a new panel. Restored historic windows, fresh exterior paint, and two dedicated off street parking spaces complete this beautifully updated downtown Charleston residence.

8 Pitt Street Unit #Apt B, Charleston
$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
$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
$3,385,000
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
$1,350,000
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
$1,225,000
3 Beds ⋅ 2.5 Baths ⋅ 25026090 MLS ⋅ Harleston Village SubDv. ⋅ Active Status
Move-in ready, lock-and-leave, tastefully updated 2-story, top floor unit in the Baker House, along the banks of Colonial Lake in historic downtown Charleston's Harleston Village.Condo 23 is luxurious, bright and airy, with a living room anchored by a character-rich original exposed brick wall. The dining room is surrounded by distinctive arched windows overlooking Colonial Lake. The stylish kitchen has stainless steel appliances, quartz countertops, and a walk-in pantry. Upstairs, the master bedroom has an adjoining bath, dual closets for plenty of storage, and views of Colonial Lake. A second bedroom also has 2 closets and an en suite full bath with expansive views of the city. The third bedroom is currently used as an office and includes a full-sized washer and dryerColonial Lake. The stylish white-on-white kitchen has stainless steel appliances, quartz countertops, and a walk-in pantry. The open layout makes the home feel more like a private residence than an apartment. Whether used as a primary residence, a lock-and-leave second home, or an investment property, the setting is especially appealing for buyers who want historic charm without the maintenance demands of a single-family property. Upstairs are 2 comfortable bedrooms plus a flexible third room, currently used as an office, with a full-size stacked laundry closet. This space works beautifully as a dedicated work-from-home area, guest overflow, creative studio, or additional sleeping space, depending on your needs. The primary bedroom has dual closets for plenty of storage and an adjoining bath. The second bedroom also has 2 closets as well as an en suite full bath. Baker House ownership includes valuable downtown conveniences including 2 off-street parking spots, bicycle storage, and a secured storage locker. The building's comprehensive monthly regime supports the care and maintenance of the landmark building, offering a simplified ownership experience. Baker House sits directly across from Colonial Lake, providing access to its park, gardens, and walking/jogging paths. Beloved by Charlestonians for generations, Colonial Lake has been described as a "serene oasis nestled in the heart of Charleston" (Agoda travel guide) and a "treasure for us all" (Charleston Magazine). Residents gather here year-round for morning walks, evening strolls, dog walking, picnics, and some of the most picturesque views in the Historic District. A landmark $5.9 million restoration was completed in 2016, with an additional garden revitalization undertaken in 2025, ensuring the park remains one of Charleston's most beautiful and thoughtfully maintained public spaces. Today, the picturesque park is surrounded by grand old homes and attracts families, dog walkers, joggers, and visitors. Right behind the building is Moultrie Playground, with public tennis courts, pickle ball courts, basketball courts, a playground, and batting cages. These facilities make the area popular with families, outdoor enthusiasts, and fitness buffs alike. In the same block, you can walk to the shops and restaurants in The Jasper. Harleston Village is one of the most walkable areas of the city. Broad Street, King Street, MUSC, the College of Charleston, and some of the city's best dining and shopping are all within easy reach. For the buyer seeking a distinctive Charleston residence with history, views, parking, and location, 55 Ashley Avenue 23 offers a compelling alternative to both newer amenity buildings and higher-maintenance downtown homes. Note: Some images have been virtually staged to help illustrate the potential use and layout of the rooms. Care has been taken to represent the spaces as accurately as possible; however, furnishings, décor, and room presentation are for visualization purposes only. Buyers should verify all information deemed important, including room dimensions, layout, and square footage.

55 Ashley Avenue Unit #23, Charleston
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