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

$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
$3,399,000
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
$1,315,000
3 Beds ⋅ 3 Baths ⋅ 26018888 MLS ⋅ Harleston Village SubDv. ⋅ Active Status
Welcome to Downtown living at its absolute finest! Located in highly desirable Harleston Village, this stunning and exceptionally spacious 1,794 sq ft condo features 3 bedrooms and 3 baths across a bright, light-filled layout. Enjoy quintessential historic charm with beautiful heart pine floors, handsome built-ins, Carrara marble kitchen countertops and fireplaces. Relax or entertain on your massive private piazza while soaking in beautiful treetop and rooftop views. The unbeatable location is just steps away from local favorites like Merci, a quick 6-minute walk to the College of Charleston, and blocks from premier King Street shopping. Complete with rare off-street parking. Don't miss this Harleston Village gem!

25 Montagu Street Unit #Apt C, 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
$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
$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
$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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