Harleston Village Homes with Simmons Pinckney Middle school

Harleston Village Homes with Simmons Pinckney Middle school

Harleston Village is a charming subdivision located in Charleston, South Carolina. Situated in Charleston County, this neighborhood is nestled within the vibrant city of Charleston. Harleston Village is well-known for its historic charm, tree-lined streets, and beautiful homes.

One of the notable features of Harleston Village is its proximity to Simmons Pinckney Middle School. Families with school-aged children will appreciate the convenience of having a reputable educational institution within the neighborhood. Simmons Pinckney Middle School is known for its excellent academic programs, dedicated teachers, and a supportive learning environment. This makes Harleston Village an ideal place for families who prioritize education and want their children to have access to quality schooling.

The homes in Harleston Village are a true reflection of the neighborhood's character and history. Many of the houses boast stunning architectural designs, including traditional Charleston-style homes with grand porches and beautiful gardens. The community takes pride in preserving the historic integrity of the area, making it a sought-after location for those who appreciate the charm and elegance of the past.

Living in Harleston Village offers residents the best of both worlds - a peaceful and tight-knit community feel within close proximity to the bustling city of Charleston. Residents can enjoy easy access to a variety of amenities, including shops, restaurants, parks, and cultural attractions. With its rich history, beautiful homes, and convenient location, Harleston Village is a highly desirable subdivision for those looking to make Charleston their home.

Newest Harleston Village Homes with Simmons Pinckney Middle school

$3,499,000
4 Beds ⋅ 3.5 Baths ⋅ 26020111 MLS ⋅ Harleston Village SubDv. ⋅ Active Status
Exceptional opportunity to purchase this historic Harleston Village property as-is and bring your vision to life. Whether you're a buyer looking to customize your dream home or an investor seeking your next signature project, this property offers incredible potential. Situated on a rare double lot, the home already features a pool and pool house, with the interior fully demolished and ready for construction to begin. Construction plans provide the opportunity to expand to approximately 5,000 square feet, blending functionality with Charleston's timeless character. The renovation is designed to preserve the home's historic architecture while incorporating all new major systems, including electrical, plumbing, HVAC, and structural improvements. Buyers have the flexibility to work with the seller's experienced in-house builder or bring their own licensed contractor to complete the project. A unique chance to create a one-of-a-kind historic residence in one of downtown Charleston's most desirable neighborhoods

18 Trumbo Street, 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
$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
$1,275,000
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
$2,895,000
26016962 MLS ⋅ Harleston Village SubDv. ⋅ Active Status
112 Rutledge Avenue presents a rare opportunity to acquire a beautifully renovated, mixed-use investment property in the heart of Harleston Village. Positioned in one of Charleston's most sought-after neighborhoods, this asset offers a strong blend of stable income and future upside. The ground-floor medical office space is secured by a long-term lease through December 2029 at attractive market rates, providing consistent and reliable cash flow. Above, the second and third floors feature three residential units totaling nine bedrooms and four bathrooms. The residential component is nearly fully leased, with one recently renovated unit (Unit D) currently available--ideal for an owner-occupant or to be leased at market rates to further enhance income. There are ten (10) dedicated parking spa112 Rutledge Avenue presents a rare opportunity to acquire a beautifully renovated, mixed-use investment property in the heart of Harleston Village. Positioned in one of Charleston's most sought-after neighborhoods, this asset offers a strong blend of stable income and future upside. The ground-floor medical office space is secured by a long-term lease through December 2029 at attractive market rates, providing consistent and reliable cash flow. Above, the second and third floors feature three residential units totaling nine bedrooms and four bathrooms. The residential component is nearly fully leased, with one recently renovated unit (Unit D) currently available--ideal for an owner-occupant or to be leased at market rates to further enhance income. There are ten (10) dedicated parking spaces, a highly desirable amenity in this area. Six spaces are leased to the medical office tenant, while the remaining four are allocated to the residential units, generating additional rental income. Excellent Downtown Charleston location in the Historic District and adjacent to the hospital district, walking distance to the College of Charleston, Medical University of South Carolina and many retail sites. With recent renovations, strong in-place income, and the flexibility of a vacant unit, 112 Rutledge Avenue offers investors a compelling, turnkey opportunity in a premier location. TMS #: 457-03-02-120, 457-03-02-162, 457-03-02-163, 457-03-02-165, 457-03-02-165.

112 Rutledge Avenue, Charleston
$949,000
2 Beds ⋅ 1 Baths ⋅ 26016154 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 #B, Charleston
$709,000
1 Beds ⋅ 1 Baths ⋅ 26015489 MLS ⋅ Harleston Village SubDv. ⋅ Active Status
The Baker House in Harleston Village has long been regarded as one of the best-built condominium buildings in one of Charleston's most coveted neighborhoods, and Residence 17 is its most thoughtfully renovated unit.Completely reimagined in 2024 by acclaimed NYC interior designer Tina Ramchandani, the residence was rebuilt from the studs out -- new electrical, plumbing, HVAC, and ductwork -- and finished with materials and craftsmanship rarely seen at this scale. Oversized windows pour natural light into the home, where exposed brick meets European custom cabinetry & Visual Comfort & Co. lighting. The kitchen is built for amateur and professional chefs alike, with concealed Fisher & Paykel appliances, an induction cooktop, & a lockable winefridge. The primary suite is a quiet retreat with treetop views over Moultrie Park, all custom closets with extra-tall doors, and a spa-like bath finished in Italian terrazzo, handmade Spanish subway tile, and Grohe and Duravit fixtures. A full-sized washer and dryer are tucked into a hall closet with room to spare. For a downtown Charleston condo, the ownership details are exceptional. The HOA is financially sound. The unit comes with one deeded parking space and the ability to request a second -- a real advantage in a city where parking is becoming limited. Private storage and dedicated bike storage are included as well. Step outside and Colonial Lake, City Marina, tennis courts, Pilates studios, and Charleston's best restaurants are all within a short walk. Residence 17 offers something genuinely uncommon: a turnkey downtown pied-à-terre in a building that was built -- and is maintained -- to last.

55 Ashley Avenue Unit #17, 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
$4,695,000
26011256 MLS ⋅ Harleston Village SubDv. ⋅ Active Status
176-178 Broad includes 3 buildings that harmoniously blend historic charm with modern luxury. This exceptional property encompasses 9 units, (4) 1 bed/1 bath units, (4) 2 bed/2 bath units, & (1) 2 bed/1 bath unit totaling 14 bedrooms & 13 bathrooms. These units have been meticulously updated to provide modern comforts while preserving the historic elements that make Charleston properties so desirable. Residents will appreciate features such as exposed wood beams, decorative fireplaces, stunning wood floors, piazzas, & spiral staircases. Additionally, 9 off-street parking spaces are available & this property has the potential for a condo conversion. Perfectly situated close to Colonial Lake, this is an extraordinary blend of history, luxury, & prime location, making it an ideal investment.These properties have an approved condo conversion with HPR documents ready for filing if desired, offering the opportunity to keep as a cash flowing property or sell off units individually for highest & best return! Two commercial pools have been approved should a buyer wish to install pools.

176-178 Broad Street, 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
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