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$4,750,000
3 Beds ⋅ 2.5 Baths ⋅ 26023369 MLS
280 Meeting comprises seven luxury residences nestled in the exclusive Ansonborough neighborhood. These new construction residences are tucked between the rooftops of Charleston's historic Peninsula and the vibrant new luxury residential block of Meeting Street.The site is being reimagined as seven private residences--five condos within a restored main building and two townhomes wrapped around a garden courtyard with a pool. The work is led by Bello | Garris Architects, whose practice on the Peninsula is known for a disciplined, quietly classical hand.The site sits a few blocks from Marion Square and the King Street retail corridor, closer still to the neighborhood cafes, galleries and residential lanes that have always defined Charleston's Peninsula.The gesture here is restraint: preserve the scale of the block, recess the new construction behind a stucco garden wall, and let the daylight, ironwork, and historic nature of Ansonborough lead the design. The interior direction takes its cues from the historic fabric of Ansonborough--the quiet rhythm of bespoke trim and millwork, the patina of unlacquered brass, the broad plan of a natural white-oak floor. The intent is rooms that age into the building rather than against it. Palettes lean warm and quiet--ivory and bone, dust and clay, within deep tannin accents. Floors are wide white-oak plank in a natural finish; walls carry bespoke trim and millwork; custom painted cabinetry and stained-oak built-ins throughout. Stones are honed rather than polished. Hardware is unlacquered brass in the main-building residences and polished nickel in the townhouse baths. 10-to-11-foot ceiling heights throughout the residences. Exquisite taste coupled with pleasing design touches with the finest stones & wood surfaces combined with premium Thermador appliances speak to a modern home with the vestiges of the historic patina of Downtown Charleston. The palette was chosen with care--rooted in the deep history and traditions of one of Charleston's oldest neighborhoods, yet quietly attuned to how these residences will be lived in today. Amenities include a pool, fitness center with sauna, and both garage and surface parking. Construction is anticipated to begin in late 2026, with an expected delivery in the second quarter of 2028. Townhouse 140, located in the rear of the property, offers 3,300 square feet of luxury living. This residence offers three bedrooms, two-and-a-half baths with an additional 900 square feet of outdoor space overlooking the pool. This three-level residence is equipped with an elevator for the convenience of the owner, the flex space can be used as an office, family room, or guest suite. This townhouse also includes a dedicated assigned parking space on the property.

280 Meeting Street Unit #Th 140, Charleston

Listing courtesy of Listing Agent: Butler Derrick from Listing Office: Carriage Properties LLC.

$3,950,000
3 Beds ⋅ 3.5 Baths ⋅ 26023370 MLS
280 Meeting comprises seven luxury residences nestled in the exclusive Ansonborough neighborhood. These new construction residences are tucked between the rooftops of Charleston's historic Peninsula and the vibrant new luxury residential block of Meeting Street.The site is being reimagined as seven private residences--five condos within a restored main building and two townhomes wrapped around a garden courtyard with a pool. The work is led by Bello | Garris Architects, whose practice on the Peninsula is known for a disciplined, quietly classical hand.The site sits a few blocks from Marion Square and the King Street retail corridor, closer still to the neighborhood cafes, galleries and residential lanes that have always defined Charleston's Peninsula.The gesture here is restraint: preserve the scale of the block, recess the new construction behind a stucco garden wall, and let the daylight, ironwork, and historic nature of Ansonborough lead the design. The interior direction takes its cues from the historic fabric of Ansonborough--the quiet rhythm of bespoke trim and millwork, the patina of unlacquered brass, the broad plan of a natural white-oak floor. The intent is rooms that age into the building rather than against it. 10-to-11-foot ceiling heights throughout the residences. Exquisite taste coupled with pleasing design touches with the finest stones & wood surfaces combined with premium Thermador appliances speak to a modern home with the vestiges of the historic patina of Downtown Charleston. Palettes lean warm and quiet--ivory and bone, dust and clay, within deep tannin accents. Floors are wide white-oak planks in a natural finish; walls carry bespoke trim and millwork; custom painted cabinetry and stained-oak built-ins throughout. Stones are honed rather than polished. Hardware is unlacquered brass in the main-building residences and polished nickel in the townhouse baths. The palette was chosen with care--rooted in the deep history and traditions of one of Charleston's oldest neighborhoods yet quietly attuned to how these residences will be lived in today. Amenities include a pool, fitness center with sauna, and both garage and surface parking. Construction is anticipated to begin in late 2026, with an expected delivery in the second quarter of 2028. Unit 200 is a prime three-bedroom, three-and-one-half bathroom unit boasting approximately 800 square feet of outdoor terrace overlooking Meeting Street and the city. Expansive Floor-to-ceiling steel-frame windows draw in all of Charleston's historic beauty and natural light. Assigned parking spaces.

280 Meeting Street Unit #200, Charleston

Listing courtesy of Listing Agent: Butler Derrick from Listing Office: Carriage Properties LLC.

$600,000
2 Beds ⋅ 2 Baths ⋅ 26023306 MLS
Tucked away in the desirable Wagner Terrace neighborhood just off 3rd Avenue, this beautifully renovated condominium offers a wonderful combination of comfort, character, and convenience. The Citadel and Hampton Park are within easy walking distance, while downtown Charleston, MUSC, and the many popular restaurants along Rutledge Avenue are just a short bike or car ride away.This 2-bedroom, 2-bathroom home features a updated kitchen with new wood cabinets, tile flooring, quartz counter tops, and stainless steel appliances. Both bathrooms have also been tastefully and fully renovated. Freshly painted throughout, the home features refinished oak floors in the main living areas, bedrooms, hallway, and staircase, adding warmth and timeless appeal. Addtl conveniences include off-street Pand a private rear entrance. With its inviting interior, thoughtful updates, and fantastic location, this charming condominium is a wonderful place to call home while enjoying all that Charleston has to offer.

171 3rd Avenue Unit #D, Charleston

Listing courtesy of Listing Agent: Phil Pedone from Listing Office: Carolina One Real Estate. 843-779-8660
$1,650,000
4 Beds ⋅ 2 Baths ⋅ 26023284 MLS
INVESTOR SPECIAL | DEVELOPER OPPORTUNITY 79 America Street offers a rare combination of an existing historic residence, substantial land, accessory space, parking, and meaningful future development potential. The property currently consists of a meticulously maintained 3-story historic brick home exceeding 1900 square feet, complemented by a 1,000-square-foot accessory building and an adjoining vacant lot. The combined property encompasses approximately 6,305 square feet, creating an unusually flexible footprint in a downtown location. For developers and investors, the possibilities are extensive. The current zoning allows for up to three units,presenting the opportunity to convert the existing structure into a triplex or utilize the vacant portion for a new single-family residence or duplex, subject to applicable approvals. The vacant area also provides significant additional parking potential. The existing 79 America residence retains its historic character while offering strong functionality, featuring original hardwood floors, large piazzas, bridge views from the second floor, and three newer HVAC systems, one serving each floor. A large driveway currently provides three off-street parking spaces. The property can be envisioned in numerous ways: Development play: Retain the existing structure while developing the vacant portion, potentially adding a duplex or single-family residence. Multi-unit investment: Utilize the current zoning opportunity to create additional residential units. Single-property estate: Keep the parcels together as an expansive downtown residence with an oversized yard, accessory building, pool, patio, gym, garage, or pool house. Live/work opportunity: Utilize the existing residence as an office or professional space while taking advantage of the additional land and accessory building. Future development: Subdivide the vacant portion and create a new residence while retaining the existing historic home.

79 America Street, Charleston

Listing courtesy of Listing Agent: Lawton Courtnall from Listing Office: Daniel Ravenel Sotheby's International Realty.

$4,050,000
7 Beds ⋅ 5.5 Baths ⋅ 26023257 MLS
A rare opportunity to own a distinguished masonry Charleston Single House in the heart of historic Ansonborough. The Jonah M. Venning House, circa 1839, is an elegant residence featuring classic copper-clad piazzas, a private courtyard, and deep off-street parking, all within one of Charleston's most sought-after historic neighborhoods. The main residence offers 4 bedrooms and 31/2 baths, including true third-floor bedrooms, providing exceptional space and flexibility. Behind the main house are two separately metered residential units: a 2-bedroom, 1-bath apartment and a 1-bedroom, 1-bath apartment, creating opportunities for guest accommodations, multigenerational living, rental income, or future integration into a larger single-family estate.As part of the celebrated Ansonborough Rehabilitation Project, the property was carefully preserved as part of Charleston's ongoing commitment to protecting its architectural heritage. A conservation easement held by the Historic Charleston Foundation further ensures the stewardship of this important historic resource. Lovingly maintained by the current owner since 1991, the home underwent a thoughtful restoration by renowned Charleston craftsman Richard Marks Restorations, Inc. in 2003, reflecting a deep respect for its historic character and enduring quality. Additional highlights include: - X Flood Zone designation, with no flood insurance currently required. - Three electric meters serving the property. - Recently vacated apartments with prior rental income of approximately $3,200 per month. - Offers ability to combine main house and carriage apartments into one extraordinary residence. The seller's preference is to convey the home fully furnished including the antiques that were selected for this home via separate bill of sale. This offers a truly turnkey opportunity to enjoy one of Charleston's treasured historic properties.

59 Society Street, Charleston

Listing courtesy of Listing Agent: Alton Brown from Listing Office: Carriage Properties LLC.

$2,795,000
5 Beds ⋅ 4.5 Baths ⋅ 26023222 MLS
Restored and reimagined as a true single-family residence, 1 Percy Street offers over 3,000 square feet of move-in-ready living in one of downtown Charleston's most vibrant neighborhoods. Projected rental income of $147,000 in year one, with potential to reach $162,000 annually as a furnished 30+ day rental, offers an attractive opportunity for both end-users and investment-minded buyers. Behind its classic Charleston Single facade are beautifully refinished heart pine floors, double piazzas, and a flexible 5-bedroom, 4.5-bath floor plan. The private primary retreat features a spacious walk-in closet, luxurious five-piece bath, dedicated fitness room, and Sunlighten infrared sauna.The chef's kitchen offers custom cabinetry and gas appliances and opens to a sunroom with oversized windows, while a full laundry and mudroom adds everyday functionality. A third-floor kitchenette provides additional flexibility for guests, extended stays, or a private office. Meaningful improvements include three-zone central HVAC, an encapsulated crawlspace with dehumidifier, updated electrical service, copper roof and gutters, sewer line replacement, extensive exterior restoration, a new brick driveway, redesigned landscaping with storage shed, and coveted off-street parking for two. Just blocks from King and Spring Streets' acclaimed restaurants, shopping, and neighborhood cafés, 1 Percy Street offers a rare combination of historic Charleston character, turnkey luxury, and meaningful rental potential--equally compelling as a primary residence, second home, or furnished rental investment with the potential to add a pool. Rental figures are third-party projections and are not guaranteed. Owner is a licensed real estate agent in South Carolina.

1 Percy Street, Charleston

Listing courtesy of Listing Agent: Tim Schneider from Listing Office: The Cassina Group. 843-628-0008
$115,000
26023064 MLS
A rare opportunity to own a piece of Charleston! This 0.09-acre marsh-front lot sits just steps from Upper King Street and directly beside the highly anticipated Magnolia Project, Charleston's largest mixed-use waterfront development. Enjoy west-facing sunsets, a peaceful creek that flows into the Ashley River, and a unique piece of history--the property was originally platted in 1920 as part of Richland Village (Rosemont) and still features the foundation of a 1945 bungalow. Even better, public sewer, water, and electricity are available and ready to be tapped, making your future build that much easier. Located in an Opportunity Zone with no HOA, no covenants, and no restrictions, this is truly a blank canvas for your vision.Build your Lowcountry retreat, investment property, or take advantage of one of Charleston's most exciting areas--the possibilities are hard to beat.

2311 Peonie Street, Charleston

Listing courtesy of Listing Agent: Samantha Novinski from Listing Office: The Boulevard Company.

$1,069,000
2 Beds ⋅ 2.5 Baths ⋅ 26023044 MLS
Fully furnished and NEWLY BUILT IN 2024, this thoughtfully designed downtown residence offers a rare combination of modern construction, a PRIVATE POOL, ONE-CAR GARAGE, and additional OFF-STREET PARKING - an exceptional find on the peninsula. Located in the sought-after Cannonborough-Elliotborough neighborhood near MUSC, this 2-bedroom, 2.5-bath home is surrounded by some of Charleston's most popular cafes, restaurants, and boutique shops. The main level is designed for easy living and entertaining, featuring a bright, open living space that transitions seamlessly into a well-appointed kitchen with new appliances, custom cabinetry, and a striking white quartz island. The adjacent dining area provides a comfortable setting for both everyday meals and hosting guests. Upstairs,both bedrooms offer king-sized accommodations, ample storage, and beautifully finished en suite baths, creating a sense of privacy and comfort. A conveniently located second-floor laundry room enhances everyday functionality. The outdoor space is equally inviting, with a private backyard centered around a tranquil in-ground pool with water features. An outdoor living area offers additional space to relax or entertain, extending the home's livability beyond its interior. Thoughtfully configured for a refined second home or full-time living, the property could also be utilized as a high-end executive rental, offering added flexibility without compromising its residential appeal. Just a short walk away, Upper King Street offers some of the city's best dining, shopping, and nightlife, placing the best of Charleston right at your doorstep.

4 President Place, Charleston

Listing courtesy of Listing Agent: Amy Rogers from Listing Office: Crown Coast Properties.

$2,695,000
5 Beds ⋅ 4.5 Baths ⋅ 26023042 MLS
Perfectly perched on a peaceful and high corner lot in one of downtown Charleston's most beloved neighborhoods, this thoughtfully restored 1940 craftsman is a rare blend of historic character and high-end modern living. With 5 bedrooms, 4.5 baths, and 3,543 square feet, 182 Gordon offers space, style, and location in equal measure. Throughout the home custom finishes include warm oak floors, hand restored original windows, custom poplar trim and solid core doors with unlacquered brass levers by Baldwin Hardware, Visual Comfort Lighting, Brizo plumbing fixtures, Thermador and Ilve appliances, and waxed brass cabinet hardware by Hendel and Hendel. Enjoy all that living in Wagener Terrace has to offer with easy access to beautiful Hampton Park, shopping and dining and historic Charleston....A deep front porch and carefully restored front door with its original hardware welcomes you home. Step into the stunning foyer with beautiful checkered marble tile floors and find your way into a flowing floorplan connected by gracefully arched doorways, original to the 1940s design. Starting in the dining room, the color drenched room is complete with picture window, dental molding and statement chandelier. The spacious living room full of natural light flows is centered on a Dimplex fireplace and leads into the showstopping kitchen. Anchored by a large island with a fluted wood base, the kitchen's design finishes include a panel finished Thermador refrigerator and dishwasher, Ilve range with custom hood, dramatic calacutta oro marble slab countertops and backsplash, statement brass pendant lighting and living finish brass hardware. Ample storage can be found in the cabinets and pantry. The downstairs primary suite is a true retreat, featuring dual walk-in closets and a spa-like bath finished in hand-glazed zellige tile, a freestanding soaking tub, marble flooring, and polished nickel Brizo fixtures beneath a canopy of oak-framed views. A downstairs guest suite with an ensuite bath with marble shower offers flexibility and privacy for out of town visitors. Completing the main floor, a powder room delivers a jewel-box moment with moody walls, a hand-carved calacutta viola marble sink, and an antique mirror. Upstairs, a versatile loft space connects three additional bedrooms, two full baths, and laundry room. And finally, a small basement adds bonus flex space for a home office, gym, or your very own speakeasy. Cheers! Behind the walls matters just as much as the eye-catching finishes. This home has been completely re-wired and re-plumbed for modern living. New vapor barrier in crawl space. New insulation throughout the home provides climate and sound control for true comfort. 17 SEER HVAC system offers energy efficiency rare to a historic Charleston home with separate units upstairs and down. Through the mudroom step out into the fully fenced backyard and detached two-car garage that provide privacy, convenience and storage rarely found this close to the peninsula's core. Walk or bike to Hampton Park, along with an ever-growing list of neighborhood restaurants, coffee shops, and boutique retail -- downtown Charleston living at its finest.

182 Gordon Street, Charleston

Listing courtesy of Listing Agent: Lauren Newman from Listing Office: Carolina One Real Estate. 843-779-8660
$650,000
4 Beds ⋅ 2 Baths ⋅ 26022975 MLS
Rare opportunity to own a 4-bedroom, 2-bath end-unit townhome in one of Downtown Charleston's most exciting and walkable locations. Tucked away on F Street yet just moments from Upper King Street, 37 F Street Unit B puts some of Charleston's most acclaimed dining, parks, and neighborhood favorites right at your doorstep.Enjoy easy access to Leon's Oyster Shop, Little Jack's Tavern, Melfi's, Graft Wine Shop, Tutti Pizza, and an incredible collection of award-winning restaurants, coffee shops, bars, and local businesses along Upper King Street. Hampton Park is also nearby, offering more than 60 acres of beautiful green space, walking and running paths, gardens, and recreation.The home itself offers a versatile and functional layout with four bedrooms and two full bathrooms.The first floor features a bright living room, kitchen, bedroom, and full bath--providing flexibility for guests, a home office, or additional living space. Upstairs, you'll find three additional bedrooms along with a beautifully renovated full bathroom. Outside, an attached utility closet conveniently houses the washer and dryer, while the unusually deep backyard provides plenty of space to create your own private outdoor retreat for entertaining, dining, gardening, or relaxing. Perhaps most exciting, the property backs directly up to the future Lowcountry LowLine, Charleston's transformative linear park project designed to create a new pedestrian and green-space corridor through the peninsula. The backyard's direct connection creates a unique opportunity to enjoy this major addition to Downtown Charleston right outside your door. With no HOA, an end-unit position, generous outdoor space, four bedrooms, and an exceptional location near Upper King Street, Hampton Park, and the future Lowcountry LowLine, 37 F Street Unit B offers a rare combination of Downtown Charleston lifestyle, convenience, and long-term potential. Whether you're looking for a primary residence, second home, or investment property, this is an opportunity to own in a rapidly evolving pocket of the Charleston peninsula with some of the city's best food, recreation, and entertainment just steps away.

37 F Street Unit #Apt B, Charleston

Listing courtesy of Listing Agent: Alex Collins from Listing Office: Navigate Realty.

$375,000
1 Beds ⋅ 1 Baths ⋅ 26022883 MLS
What if you could own your own piece of historic downtown Charleston for just $375,000? Here's that rare opportunity to purchase your own pied-a-terre adjacent to Colonial Lake with LOW HOA! Located in the charming Berkeley Court building in the highly desirable Harleston Historic District, this first-floor studio offers an exceptional location! Just one block off of the infamous Broad Street, the building sits at the corner of Beaufain Street & Rutledge Avenue, surrounded by some of Charleston's most beautiful and prestigious homes. This bright and efficiently designed studio is ideal as a Charleston pied-a-terre, weekend getaway, or convenient in-town residence for a student or professional at MUSC or the College of Charleston. The unique floor plan includes a kitchenette, high 10-footceilings, comfortable living/sleeping area with a Murphy bed included. No major projects needed! While compact, the space is thoughtfully situated in one of downtown Charleston's most coveted locations. Step outside and Colonial Lake is right across the street, offering a beautiful setting for morning or evening strolls, exercise, or simply enjoying one of downtown's favorite gathering places. King Street's renowned shopping and fashion district, acclaimed restaurants, coffee shops, galleries, nightlife and neighborhood amenities are all within a few blocks. Adding to the character and history of this special property is an original 1920s safe located in the walk-in closet--a fascinating reminder of the building's earlier days when it housed businesses. The safe remains with the property and is a unique piece of Charleston history. Berkeley Court offers a shared laundry area and bike racks for owners, and the low monthly regime fee includes water, sewer and building maintenance. Small in size, but exceptional in location and Charleston character--this is an opportunity to own your own downtown retreat in the heart of one of the city's most desirable historic neighborhoods.

63 Rutledge Avenue Unit #5, Charleston

Listing courtesy of Listing Agent: Pheobe Lail-chambers from Listing Office: Infinity Realty.

$3,995,000
4 Beds ⋅ 4.5 Baths ⋅ 26022873 MLS
Exceptionally well maintained, boasting grand historic scale, this property is on the market for the first time in a generation! Tucked away on one of Charleston's most private and storied lanes, this exceptional residence on coveted Little Lamboll Street presents a rare opportunity to own a grand historic home--thoughtfully condominiumized for ease of ownership while preserving the scale and elegance of a single-family residence. Originally constructed in 1743, the property is rich with architectural character and timeless details, from multiple working fireplaces and intricate moldings to graciously proportioned rooms designed for both formal entertaining and comfortable everyday living. The home features gleaming hardwood floors throughout and incredibly grand rooms with high ceilingsSpanning approximately 3,500 square feet in the main residence, the home unfolds across multiple levels, offering a flexible and inviting floor plan. Expansive double piazzas and verandas provide quintessential Charleston outdoor living, while a rooftop deck captures sweeping views over the historic peninsula. The main living level features elegant formal living and dining rooms, each anchored by a fireplace, alongside a bright kitchen with adjoining sunroom that offers an ideal opportunity for customization. Upstairs, the primary suite is complemented by 2 additional bedrooms, and a library or sitting room, that could easily accommodate a fifth bedroom or office. Throughout, the home has been meticulously maintained by the same owners since 1997, offering exceptional condition and a strong foundation for thoughtful updates to kitchens and baths if desired. A separate, attached studio apartment (Unit 3-A), approximately 250 square feet, includes a full bath and kitchenette--perfect for guests, a private office, or supplemental living space. This could be rented out for extra income or would be great for a staff apartment. This sale includes the Main House (Unit 3) and Unit 3-A attached studio, for a total of 3,873 SqFt being offered. Additional highlights include two reserved off-street parking spaces, a shared gated drive, and a well-managed, intimate four-unit regime. Monthly HOA fees cover insurance, exterior maintenance, and landscaping, allowing for a true lock-and-leave lifestyle without sacrificing the scale or presence of a historic Charleston home. A discreet and remarkable offering in one of downtown Charleston's most exclusive enclaves--Lamboll Street is known for its quiet charm, residential character, and hidden architectural treasures, and this residence is no exception. Come quickly to secure your enduring legacy South of Broad.

3 Lamboll Street, Charleston

Listing courtesy of Listing Agent: Ruthie Ravenel from Listing Office: Daniel Ravenel Sotheby's International Realty.

$150,000
26022740 MLS
Yacht Slip I-29 provides a 55' x 18' T-head berth at the end of the I-Dock within The Harborage at Ashley Marina in Charleston. Utilities: The slip isequipped with 50-amp and 30-amp electrical service. Dedicated water connections and Wi-Fi access are available. Fuel: On-site fuel station and pump-outservices. Amenities and Security Facilities: Features IPE wood docks and a recently built dock house. Staff: Maintained by a full-time Dockmaster anddedicated on-site crew. Comfort: Includes private showers, laundry facilities, and off-street parking. This 55-foot T-head slip allows for direct ownership of alarge-format berth in Charleston Harbor, where purchasing opportunities for vessels of this size and location are limited. Owner is a licensed SC real estateagent.

33 Lockwood Drive Unit #Slip Lu206, Charleston

Listing courtesy of Listing Agent: Steven Koleno from Listing Office: Beycome Brokerage Realty LLC.

$939,900
4 Beds ⋅ 2 Baths ⋅ 26022679 MLS
Beautifully updated duplex in the heart of downtown Charleston, offering flexible living options and exceptional convenience. This 1,631 sq ft property features two mirrored 2BR/1BA units on a 0.1-acre lot--ideal for an owner-occupant seeking rental income, a multi-generational living setup, or continued short-term, long-term and mid-term rental use.Each unit has been thoughtfully improved with smooth ceilings, tankless water heaters, updated plumbing lines, and an industrial-grade washer/dryer. The property also includes off-street parking for up to three vehicles, a fenced yard, and professional landscaping for easy maintenance.Located just steps from Hampton Park and minutes to King Street dining, Colonial Lake, MUSC, and Charleston's beaches, this home offers the perfect blendof comfort, versatility, and prime Westside location. A rare opportunity to own a well-maintained duplex in one of Charleston's most desirable downtown neighborhoods.

435 Race Street, Charleston

Listing courtesy of Listing Agent: Andrea Bell from Listing Office: Coldwell Banker Realty.

$1,399,000
3 Beds ⋅ 2.5 Baths ⋅ 26022575 MLS
Situated in the heart of Wagener Terrace, this 2014 home offers the best of Charleston living -- walkable to Hampton Park, local restaurants, and shopping, all while feeling like a true neighborhood. Inside, soaring ceilings and an open layout connect the kitchen, living area, and a separate dining space in a way that just works. A mudroom off the kitchen adds everyday practicality with direct access to the side yardThe main-level primary suite is a standout feature, offering a walk-in closet, a spacious bath, and a private back porch that opens to a generously sized backyard with real potential for a future pool. A detached workshop rounds out the property -- whether you envision it as a pool house, studio, or extra storage, the possibilities are there. Upstairs, two large bedrooms, a shared bath, and a flexible bonus room give you the space to grow -- whether you need a home office, playroom, or something in between. Come see everything this home has to offer!

4 Saint Margaret Street, Charleston

Listing courtesy of Listing Agent: Chamberlain Chesnut from Listing Office: Chamberlain Chesnut Real Estate.

$2,699,000
3 Beds ⋅ 3.5 Baths ⋅ 26022521 MLS
A nod to Charleston elegance, this extraordinary South of Broad residence honors its architectural legacy through a seamless balance of historic detail and sophisticated modern updates. Meticulously reimagined while honoring its historic soul, the home offers an effortless balance of timeless beauty and modern refinement. Beyond its distinguished facade, soaring ceilings, luminous interiors, an iconic Charleston sidehall layout anchored by gracious double parlors create a gracious flow for both intimate living and grand-scale entertaining. Original whitewashed hardwood floors, stately mahogany doors, and historic fireplaces thoughtfully converted to gas pay tribute to the home's storied past, while every modern enhancement has been carefully curated to complement its enduring character.The bespoke SieMatic kitchen is a statement in both form and function, appointed with premium Miele appliances, an Aga cast iron range, and elegant marble flooring, a space equally suited for gourmet preparation or gathering with family and friends. Three beautifully proportioned bedroom suites each enjoy the privacy of an en suite bath, offering exceptional comfort for residents and guests alike. The primary suite is a serene retreat, complete with generous dual walk in closets and a spa-inspired bath featuring a marble shower and a luxurious Jacuzzi soaking tub. Outside, a private courtyard unfolds as an urban sanctuary. The sparkling Gunite pool, shaded arbor, and thoughtfully designed outdoor living spaces evoke the ambiance of a boutique resort, creating an idyllic setting for alfresco dining, evening cocktails, or peaceful afternoons beneath Charleston's signature canopy of blue skies. A private three car driveway, an exceptional amenity in Charleston's historic district provides coveted off-street parking while enhancing the property's rarity, versatility, and lasting investment appeal. Just moments from Charleston's celebrated culinary scene, charming boutiques, waterfront parks, and cultural landmarks, this remarkable residence offers more than a prestigious address, it presents an opportunity to experience one of America's most beloved historic cities from an incomparable setting where heritage, craftsmanship, and luxury converge.

6 Rutledge Avenue, Charleston

Listing courtesy of Listing Agent: Katherine Cox from Listing Office: Coldwell Banker Realty.

$900,000
5 Beds ⋅ 26022485 MLS
This charming historic Charleston-style multifamily home is located in a highly desirable downtown Charleston area, just a short walk from the College of Charleston, MUSC, King Street dining, shopping, and entertainment. Offering exceptional flexibility, the property is currently configured as two separate units but also presents an excellent opportunity to house hack, generate rental income, or convert into a spacious single-family residence.The upstairs unit features 3 bedrooms and 1 bathroom and is full of historic Charleston charm with beautiful original hardwood floors throughout and tile flooring in the kitchen and bathroom. The spacious living room is highlighted by an electric fireplace, while the front and back porches provide the perfect place to relax. This unit also offers access to the fenced backyard, ample storage space, a stackable washer and dryer, and generous off-street parking in the driveway. The downstairs unit offers 2 bedrooms and 1 bathroom with the same timeless character, including original hardwood floors, tile in the kitchen and bathroom, and inviting front and back porches. Residents enjoy access to the shared fenced backyard, an included washer and dryer, and convenient on-street parking. Whether you're looking for an investment property, a primary residence with income-producing potential, a house-hacking opportunity, or a historic home to transform into a single-family masterpiece, this versatile downtown Charleston property offers endless possibilities.

96 Bogard Street, Charleston

Listing courtesy of Listing Agent: Brian Beatty from Listing Office: Keller Williams Realty Charleston.

$1,175,000
4 Beds ⋅ 3.5 Baths ⋅ 26022452 MLS
Experience the pinnacle of Historic Downtown Charleston living in this meticulously renovated, classic Charleston Single house. Located just steps from the highly anticipated Union Pier redevelopment, this 4-bedroom, 3-bathroom masterpiece seamlessly blends timeless southern charm with high-end modern luxury. The light-filled interior boasts beautifully restored historic details and a premium chef's kitchen perfect for entertaining. Enjoy morning coffee or evening breezes on the iconic dual covered piazzas. A standout feature of this property is the flexible ground-floor or rear room featuring its own exterior entrance--perfectly suited as a private home office, guest quarters, or an income-producing separate rental unit, with off-street parking and a rear courtyard.Walk to world-class dining, shopping, and the waterfront from this unbeatable downtown location. Situated in a rapidly appreciating pocket of the peninsula, you are a short walk from King Street, local parks, and the waterfront. Move-in ready luxury with built-in flexibility!

67 Drake Street, Charleston

Listing courtesy of Listing Agent: Chip Warley from Listing Office: Premier Properties Charleston.

$1,995,000
5 Beds ⋅ 26022425 MLS
Location. Flexibility. Income. All in one unbeatable Charleston property. Two Homes, One Lot, Prime Downtown Charleston! An exceptional opportunity in the heart of Historic Downtown Charleston--just one street off King Street. This versatile property offers two fully independent homes on a single lot, totaling 5 bedrooms of rentable and livable space in one of the city's most in-demand locations. Ideal for investors or anyone looking to offset their mortgage with reliable rental income. The front home (4 Bogard), a beautifully preserved circa 1890 Charleston Single, offers 1,320 square feet, featuring 2 spacious bedrooms, 1 full bath, and a half bath--perfect for long-term tenants or an owner-occupant. Original hardwood floors, tall ceilings, and classic Lowcountry charm are balanced by modern updates, including a renovated kitchen and updated systems. Behind the main house sits a separate 2006-built residence, a fully self-contained income-producing unit with 3 bedrooms and 3 full bathrooms. Designed for flexible use, each bedroom can be rented individually for maximum return, or the home can function as a high-demand rental for a single tenant or group. The upstairs boasts a bright, open-concept kitchen and living space, plus a private rooftop porch ideal for relaxing or entertaining. Potential Income: · Live in one home and rent the other · Rent each bedroom individually for increased monthly income · Long-term rental rates in this area remain strong and stable · Walking distance to MUSC, College of Charleston, and King Street ideal for students, professionals, and traveling nurses Whether you're an investor seeking steady cash flow, a buyer wanting to live downtown while building equity through rental income, or someone looking for a flexible multi-use property in a premium location, this is a rare opportunity that delivers on all fronts.

4 Bogard Street, Charleston

Listing courtesy of Listing Agent: Cindy Beasley from Listing Office: Coldwell Banker Realty.

$1,650,000
3 Beds ⋅ 2 Baths ⋅ 26022048 MLS
Turnkey STR Opportunity in Charleston's Short-Term Rental Overlay An exceptional opportunity to own a high-performing, active short-term rental in one of Charleston's limited and highly sought-after STR overlay districts. Whether you're looking to expand your investment portfolio or purchase a property with immediate income potential, this offering is becoming increasingly rare. Beyond its current success, this home also offers the opportunity to further enhance value. Buyers have the option to work with the preferred builder to complete cosmetic updates or create an even more desirable guest experience with optional outdoor improvements, including a pool, grilling and entertaining area, or other custom enhancements. Builder pricing and conceptual renderings are available upon request, allowing buyers to personalize the property while maximizing both rental appeal and long-term value. Investment opportunities like this are becoming increasingly difficult to find in Charleston. Don't miss your chance to own one of the few remaining properties within the coveted short-term rental overlay.

1 Todd Street, Charleston

Listing courtesy of Listing Agent: Eric Davis from Listing Office: EXP Realty LLC.

$285,000
2 Beds ⋅ 2 Baths ⋅ 26021972 MLS
Wake up to breathtaking panoramic views from the 10th floor of Ashley House, where the Ashley River stretches to the left and Charleston's iconic skyline--including the Ravenel Bridge--creates an unforgettable backdrop to the right.This 2-bedroom, 2-bath condominium offers an incredible opportunity to own in one of downtown Charleston's most desirable locations. Featuring a private balcony, spacious living areas, and an ideal floor plan, this home is ready for its next chapter.Enjoy the convenience of downtown living with world-class dining, shopping, waterfront parks, and historic Charleston just moments from your front door. Whether you're searching for a primary residence, a second home, or an investment in one of Charleston's most sought-after locations, this condo offers unbeatablviews, outstanding potential, and exceptional value. Water/sewer, pest control, property insurance, exterior/Common area maintenance, are covered in the monthly Regime Fee. Don't miss this rare opportunity to create your dream home in the heart of downtown Charleston.

14 Lockwood Drive Unit #Apt 10i, Charleston

Listing courtesy of Listing Agent: Amy Nienstedt from Listing Office: Carolina One Real Estate. 843-779-8660
$1,000,000
3 Beds ⋅ 4 Baths ⋅ 26021865 MLS
Great opportunity for first time home owner located just off interstate in North Central with easy access to downtown Charleston, shopping, schools and restaurants. This home has been previously remodeled, and in move in condition. As you enter the home, you are immediately greeted by open floor plan and beautiful floors. Kitchen features upgraded cabinets, granite counter tops and perfect for the chef at heart. There is a full bathroom off the hallway across from bedroom. On the second floor there is an additional bedroom with full bath, with upgrades on flooring, shower and vanity. The bedroom on second floor has nice sized closet with split unit for heating and a/c. There is also a main bedroom just off the living room with a bathtub, stand up shower and double vanityAbove the main bedroom the attic has been renovated and converted to a LARGE OPEN closet, with tons of storage and 2 split units for heating and air and 431 sq feet, which is included in total square footage for the main dwelling. . This home also comes with a detached office with a full bathroom, offering privacy for the professional looking for a private workspace with its own split unit as well and approx 214 sq feet, which is not included in GLA for this property. This home is priced to move and a MUST SEE, ASAP as this will not last long with the perfect location and floor plan, dont miss out on this one.

38 N Enston Avenue, Charleston

Listing courtesy of Listing Agent: Al Hammons from Listing Office: RE/MAX Southern Shores.

$1,175,000
5 Beds ⋅ 3 Baths ⋅ 26021815 MLS
Exceptional opportunity to own a duplex in the heart of downtown Charleston's Upper Peninsula. Whether you're looking to offset your mortgage by living in one unit while leasing the other, expand your investment portfolio, or create a multi-generational living arrangement, this property provides a fantastic combination of location, flexibility, and income potential. Located just moments from Hampton Park, local restaurants, breweries, coffee shops, and neighborhood gathering spots, this property offers the best of Charleston's vibrant lifestyle.The flexible floor plan includes a 3-bedroom, 1-bath unit on the first level and a 2-bedroom, 2-bath unit upstairs, creating possibilities for homeowners and investors alike. Ample off-street parking is a rare downtown convenience, and the ...... location provides excellent connectivity to the entire Charleston Tri-County area. With quick access to I-26, Highway 17, and the Crosstown, commuting to Mount Pleasant, North Charleston, Daniel Island, Charleston International Airport, James Island, and Folly Beach is remarkably convenient.

3 Strawberry Lane, Charleston

Listing courtesy of Listing Agent: Suzy Kopp from Listing Office: Keller Williams Charleston Islands.

$1,175,000
5 Beds ⋅ 26021814 MLS
Exceptional opportunity to own a duplex in the heart of downtown Charleston's Upper Peninsula. Whether you're looking to offset your mortgage by living in one unit while leasing the other, expand your investment portfolio, or create a multi-generational living arrangement, this property provides a fantastic combination of location, flexibility, and income potential. Located just moments from Hampton Park, local restaurants, breweries, coffee shops, and neighborhood gathering spots, this property offers the best of Charleston's vibrant lifestyle.The flexible floor plan includes a 3-bedroom, 1-bath unit on the first level and a 2-bedroom, 2-bath unit upstairs, creating possibilities for homeowners and investors alike. Ample off-street parking is a rare downtown convenience, and the ...... location provides excellent connectivity to the entire Charleston Tri-County area. With quick access to I-26, Highway 17, and the Crosstown, commuting to Mount Pleasant, North Charleston, Daniel Island, Charleston International Airport, James Island, and Folly Beach is remarkably convenient.

3 Strawberry Lane, Charleston

Listing courtesy of Listing Agent: Suzy Kopp from Listing Office: Keller Williams Charleston Islands.

$4,250,000
3 Beds ⋅ 2.5 Baths ⋅ 26021772 MLS
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

Listing courtesy of Listing Agent: Will Freeman from Listing Office: Beach Residential.

$649,000
3 Beds ⋅ 1 Baths ⋅ 26021751 MLS
Exceptional redevelopment opportunity in the Heart of downtown Charleston. Highly coveted corner lot is being offered and is ideally positioned for builders, investors, and developers. Conveniently located minutes from MUSC, Roper Hospital, The Citadel, Hampton Park, King Street, Restaurants, shopping, and everything downtown Charleston has to offer. Buyer to verify any information deemed important

189 Congress Street, Charleston

Listing courtesy of Listing Agent: Banx Webster from Listing Office: Better Homes And Gardens Real Estate Palmetto. 843-584-8326
$1,680,000
4 Beds ⋅ 3.5 Baths ⋅ 26021555 MLS
Welcome to 881 Ashley Avenue, where Lowcountry charm meets modern living. A spacious front porch welcomes you into a bright, open-concept floor plan with soaring ceilings (10' first fl and 9' 2nd fl) and oversized windows that fill the home with natural light. The chef's kitchen features a stunning marble island with seating, GE Profile stainless steel appliances, and a gas range. The thoughtfully designed layout offers four spacious bedrooms, including a first-floor primary suite, plus a versatile upstairs bonus room. BRAND NEW HVAC system, pine floors, custom tile baths, board and batten and nickel gap accents, mudroom, laundry room, and ample storage complete the interior. Outside, automatic driveway gates and a fenced backyard offer plenty of room for entertaining.

881 Ashley Avenue, Charleston

Listing courtesy of Listing Agent: Jordan Ford from Listing Office: The Cassina Group. 843-628-0008
$1,300,000
4 Beds ⋅ 26021537 MLS
Rarely does a property with this level of potential become available in one of the Charleston area's most sought-after locations. This unique mixed-use offering includes a former retail storefront with an attached apartment that can be converted into two separate residential units, creating exceptional investment or live/work possibilities. Even better, the adjacent lot is included in the sale, providing added flexibility for parking, expansion, or future development. Enjoy immediate interstate access and a prime location just minutes from Charleston's renowned dining, shopping, beaches, and historic attractions. A truly exceptional opportunity for investors, entrepreneurs, or developers.

169 Line Street, Charleston

Listing courtesy of Listing Agent: Kevan Chisolm from Listing Office: Boykin Real Estate.

$5,250,000
4 Beds ⋅ 4.5 Baths ⋅ 26021461 MLS
Set along one of Charleston's most picturesque streets, 106 South Battery is a beautifully preserved historic residence with harbor views, exceptional elevation, and beautifully proportioned spaces designed for gracious entertaining and everyday living. A truly generational opportunity, this remarkable home has been meticulously preserved and thoughtfully cared for, offering the next steward a rare chance to own one of South Battery's most treasured residences.From the expansive front porch on a corner lot, enjoy views of Charleston Harbor and the timeless streetscape of South Battery, where historic residences and mature landscaping create one of the city's most iconic settings. Beautifully preserved, thoughtfully updated, and meticulously maintained, 106 South Battery offers a rare opportunity to own a distinguished piece of Charleston history. The current owners have enjoyed this home as their primary residence for thirty years. A comprehensive renovation by Artis Construction introduced significant improvements while preserving the home's architectural integrity. Infrastructure upgrades include three HVAC systems, a full-house generator, a whole-home dehumidifier, a water pressure sensor, and a Tesla home charger in the garage. Recent enhancements in 2026 include among others, extensive interior and exterior repainting, newly installed landscaping, buffed and coated flooring on the main level, and a fully primed and painted roof backed by a transferable warranty, further reflecting the extraordinary level of care and investment made in the property. Approximately ten years ago, the home's entire brick exterior was meticulously re-pointed , reflecting the extraordinary level of care and investment that has defined the property's stewardship. Positioned on naturally high ground, the home also benefits from exceptional elevation that contributes to its long-term durability. The home's gracious living spaces are warm and inviting, with natural light pouring through original beveled glass windows. A gas fireplace serves as the focal point of the living room, which opens into the dining room to create an effortless flow for both everyday living and entertaining. Designed to accommodate gatherings of every scale, the home has comfortably welcomed cocktail parties of more than one hundred guests while remaining equally suited for quiet evenings at home. The generously sized dining room opens to a screened porch that serves as a true outdoor living room throughout every season. Overlooking the surrounding gardens, this inviting space creates a seamless extension of the home's interior. Just off the dining room, the butler's pantry is exceptionally equipped for entertaining with a built-in bar, wine cooler, and ice chest, making hosting both effortless and refined. Nearby, an oversized powder room, originally designed as a tea and coffee room, remains one of the home's most charming and unexpected spaces, blending historic character with everyday functionality. The renovated kitchen thoughtfully balances the home's historic architecture with modern convenience. Well-appointed with a Sub-Zero refrigerator, Wolf range, Bosch dishwasher, beverage refrigerator, generous island storage, and abundant workspace, it was designed to support everything from casual family meals to large gatherings. Its location just steps from the three-car garage, an extraordinary amenity in historic downtown Charleston, adds exceptional convenience to daily living. Upstairs, the primary suite provides a light filled retreat where original architectural details have been carefully preserved alongside modern comforts. A spacious walk-in closet, built-in television, and inviting reading nook create a private sanctuary, while the reading area offers a quiet transition into the spacious primary bath. The additional three bedrooms are generously proportioned, each featuring its own en suite bath to provide privacy. Even the laundry room has been thoughtfully designed, elevating a practical space with beautiful finishes and exceptional functionality. Originally operated as a boarding house, the home retains its secondary staircase and rear access that offer a connection to its history while providing added flexibility for today's living. These preserved architectural elements enrich the home's character and tell the story of its evolution over time. In addition to a three car garage there is ample street parking along South Battery, Council Street, and neighboring streets to provide added convenience for guests. Both the front and back yards are gated and fenced to allow for pets to enjoy.

106 S Battery Street, Charleston

Listing courtesy of Listing Agent: Robertson Allen from Listing Office: The Cassina Group. 843-628-0008
$830,000
4 Beds ⋅ 2 Baths ⋅ 26021155 MLS
At the end of a quiet cul-de-sac street, 2 Middleton place offers 4 bedrooms (2 downstairs) and 2 full baths, with a large back deck and yard for your outdoors enjoyment. Large hot tub, in rear of home conveys to buyer. Super convenient to all Wagener Terrace, Hampton Park lifestyle activities. This functional, cute home is now ready for its next chapter. Cute, inviting front porch leads into living room area, with adjoining nicely laid out kitchen. Full bath and laundry downstairs, upstairs 2 additional bedrooms and 2nd full bath. Matterport tour available.

2 Middleton Place, Charleston

Listing courtesy of Listing Agent: Tim Rogers from Listing Office: The Peninsula Company, LLC. 843.412.2221

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