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2870 Ion Avenue, Sullivans Island
$6,175,000
5 Beds ⋅ 5.5 Baths ⋅ 26000323 MLS
Designed by local architect Joel Adrian of Studio 291, and built by Rhodes Residential Builders, 2870 I'on Avenues situated on a corner lot on the northern end of the island, in a quiet area between Stations 28 1/2 and 29. This home is a just a short walk to the beach. Features include Custom cabinets, high-end appliances, standing seam metal roof, natural stone countertops, designer tile, wood plank floors, designer lighting, and large outdoor porch over looking the pool. An inviting entry leads to a custom kitchen/dining area with large island. Near the sliding glass doors to the porch is a wet bar. A glass enclosed wine cooler separates the kitchen/dining area from the living room, which includes a fireplace with built-ins.The primary bedroom suite is located on the main level, and includes vaulted ceilings, a soaking tub, massive shower and a massive walk-in closet. There is also a closet with washer/dryer connections within the suite. A guest suite, including en suite bath and custom closet is at the front of the house and could be used as an office. From the kitchen/dining area, open the sliding glass doors to bring the outside in. A porch overlooks a massive pool, with a fireplace and shaded seating areas underneath poolside. At the top of the stairs on the second floor, there is a sitting area, perfect for relaxing or reading a book, or could be used as an office. The laundry room is just to the right of this sitting area. Down the hall, there are three large bedrooms with ensuite baths and spacious closets.

2870 Ion Avenue, Sullivans Island

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

Selling Office: The Properties SC, LLC.

21 New Street, Charleston
$6,150,000
5 Beds ⋅ 5.5 Baths ⋅ 26007754 MLS
Welcome to the Simons-Jagar House, constructed in 1880 by brothers James and Manning Simons. This elegant South-of-Broad home has a closed gable copper roof and front bay window with surmounting balustrade and double piazzas built on original high ground. Inside you will find period architectural details with expansive 12' ceilings, 6 fireplaces, charming French doors, restored heart pine floors, and double parlors typical of houses on New Street. Upon entering, you will be greeted by a formal hallway with Farrow & Ball wallpaper and Urban Electric light fixtures, double parlors with matching silk Fortuny chandeliers and marble fireplaces, and a formal dining room with Pierre Frey silk wallpaper and built-in dry bar. Next is the well-appointed custom kitchen and separatebutler's pantry with striking marble counters, La Cornue range, Fisher & Paykel dishwashers, Sub-Zero refrigerators and wine fridge, built-in Miele microwave and coffee station, hot water tap, and nugget ice maker. There is also a powder room with Gracie silk wallpaper and a den with built-in cabinetry and surround sound speaker system. On the second floor you will find the spacious primary suite that includes a bedroom with fabric wallpaper and exquisite Fortuny chandelier, custom walk-in closet, separate WC, and luxurious bathroom with marble shower, heated and jetted soaker tub, smart toilet, and radiant heat marble floors. There are 2 additional bedrooms on the second floor - each with custom closets and ensuite bathrooms with marble showers and radiant heat marble floors. All second-floor bedrooms have French doors leading to piazzas. A conveniently located second-floor laundry boasts double washers/dryers, custom cabinetry, drying racks, sink with touchless faucet, and substantial storage and folding space. The third floor comprises a bedroom, custom closets, bathroom with marble tile, and play area/rec space. The additional one-bedroom apartment features a fully appointed kitchen with Fisher & Paykel dishwasher and refrigerator, and induction range; full bathroom; laundry; custom closet, and new mini-split HVAC system. Separate basement has poured concrete floor for additional storage. In the fully enclosed exterior, you will find a lovely stone patio with fountain, custom landscape lighting, irrigation, mature landscaping, EV charger, and brick driveway with parking for 2 tandem cars. Property underwent full restoration and renovation in 2025-2026, including new electrical with upgraded 400-amp panels, new plumbing, 3 new HVAC systems, and tankless hot water heater. Close proximity to Charleston's best shopping and restaurants. Excellent opportunity to own turnkey family home in heart of desirable South-of-Broad neighborhood.

21 New Street, Charleston

Listing courtesy of Listing Agent: Robertson Allen from Listing Office: The Cassina Group. 843-628-0008

Selling Office: The Cassina Group.

2923 Middle Street, Sullivans Island
$6,025,000
5 Beds ⋅ 4.5 Baths ⋅ 25026071 MLS
Welcome to 2923 Middle Street, a stunning new-construction home on coveted Sullivan's Island that blends timeless Lowcountry architecture with fresh, modern design. Spanning 3,785 square feet, this residence offers 5 spacious bedrooms and 4.5 baths, thoughtfully designed to accommodate family living and coastal entertaining. Slated to be completed by the end of the year, 2025.From the moment you step inside, the foyer sets the tone with vertical shiplap walls, warm white oak ceilings and beams, and designer lighting that enhances the natural flow of the home. The open living area is anchored by a custom fireplace surround, bar with brass finishes, and white oak accents that create an inviting atmosphere.The chef's kitchen features custom cabinetry, quartz countertops,a large island with pendant lighting, and premium Miele appliances, seamlessly connecting to the dining space with its white oak plank ceiling. A dedicated office and walk-in pantry provide both functionality and style. The main-level primary suite is a serene retreat, highlighted by a vaulted shiplap ceiling and soft Alaskan Husky wall tones. The spa-inspired bathroom boasts elegant countertops, custom cabinetry, wainscoting, and a soaking tub framed by Pacific Fog finishes, creating a tranquil escape. Upstairs, four additional bedrooms, each with custom design palettes such as Paper White, Origami White, and Baby's Breath, offer comfort and character. Thoughtful touches like a built-in desk area, elevator access, and designer tile selections ensure every corner of the home is both practical and beautiful. Step outside to enjoy the true essence of Sullivan's Island living. The home features expansive porches, a private backyard with an in-ground pool, and professional coastal landscaping designed for relaxation and entertaining. Additional features include a three-stop elevator for convenience, Designer powder and laundry rooms with curated finishes, Andersen windows with gas lanterns for Lowcountry charm, and durable Galavalume roof and elevated foundation. Built by King and Society Construction, designed by Clarke Design Group, and interior design by Riverside Designs. 2923 Middle Street is more than just a house, it's a custom-curated coastal retreat offering modern luxury, timeless charm, and thoughtful details throughout. With its in-ground pool, premium finishes, and prime Sullivan's Island location just steps from the beach, this home is built for those who desire the best of Charleston's island lifestyle.

2923 Middle Street, Sullivans Island

Listing courtesy of Listing Agent: Misti Kinard from Listing Office: King and Society Real Estate.

Selling Office: The Cassina Group.

63 King Street, Charleston
$6,000,189
4 Beds ⋅ 4.5 Baths ⋅ 26013039 MLS
Tucked away in the heart of South of Broad, this charming residence offers both elegance and privacy, set back from the street for a peaceful retreat. The main house features 4 bedrooms and 3.5 bathrooms, with high ceilings, handsome paneling, and two inviting fireplaces that add warmth and character throughout.A beautifully restored two-bedroom guest house provides the perfect space for visitors or extended stays. Outside, the property truly shines with an inviting in-ground pool, an outdoor fireplace, and a well-appointed outdoor kitchen--ideal for relaxing afternoons or entertaining under the Charleston sky.

63 King Street, Charleston

Listing courtesy of Listing Agent: Lois Lane from Listing Office: Lois Lane Properties.

Selling Office: The Cassina Group.

1412 Poe Avenue, Sullivans Island
$6,000,000
4 Beds ⋅ 4.5 Baths ⋅ 26025279 MLS
Located just moments from the beach on Sullivan's Island, 1412 Poe Avenue offers exceptional craftsmanship, timeless design, and an ideal floor plan for everyday living and entertaining. Set on a generously sized street to street lot with a large pool, the property pairs thoughtfully designed indoor spaces with inviting outdoor living in one of the island's most desirable locations.The main level features soaring ceilings, exposed wood beams supported by handsome brick columns, and an open-concept layout that flows seamlessly between the living room, dining area, and gourmet kitchen. Rich hardwood floors, a gas fireplace, custom lighting and multiple sets of French doors opening to the screened porch create a warm and welcoming atmosphere. Open the doors to let the ocean breeze roll through the house and create a magical indoor/outdoor space great for entertaining. Designed for the serious cook, the kitchen is anchored by a striking La Cornue range and features Calacatta marble countertops, a substantial butcher block island, Sub-Zero refrigeration, a beverage cooler, Bosch dishwasher, farmhouse sink, separate prep sink, walk-in pantry, and built-in seating. A main-level guest suite with a private bath, complete powder room complete the first floor. Upstairs, the primary suite enjoys abundant natural light, private porch access, and glimpses of the ocean and shipping channel. The luxurious bath includes dual vanities with Calacatta marble countertops, custom cabinetry, and an oversized marble shower with multiple shower heads. Additional guest bedrooms each feature en suite baths, while the expansive laundry room is equipped with marble countertops, abundant cabinetry, a utility sink, and dedicated hanging space. An enclosed second-floor living room adds valuable flex space, perfect for a media room, playroom, home office, or additional gathering area. A spiral staircase leads from the rear porch to the rooftop deck, where views of the Atlantic Ocean and nearby Fort Moultrie provide the perfect backdrop for enjoying coastal breezes and sunsets. Outside, a roughly 45 ft pool, large spa, custom designed wood burning pizza oven, and covered living space transforms the backyard into a private retreat with plenty of room for relaxing and entertaining. Additional highlights include an enclosed outdoor shower, extensive storage for bikes and beach gear, dedicated covered golf cart parking area, custom hurricane shutters, and a spacious garage with epoxy finished floors. Just steps from beach access near Fort Moultrie, this beautifully crafted Sullivan's Island home offers an exceptional combination of quality, comfort, and location.

1412 Poe Avenue, Sullivans Island

Listing courtesy of Listing Agent: Robertson Allen from Listing Office: The Cassina Group. 843-628-0008

Selling Office: The Boulevard Company.

2508 Myrtle Avenue, Sullivans Island
$6,000,000
5 Beds ⋅ 4.5 Baths ⋅ 26008966 MLS
A Historic Soul, Reimagined.Originally constructed in 1893 and reborn in 2015 through an acclaimed collaboration between architect Heather Wilson, design firm Basic Projects by Kate Towill, and builder Sammy Rhodes -- 2508 Myrtle Avenue is a masterwork of coastal refinement on one of the most coveted addresses on Sullivans. Situated on a lush, private half-acre maritime forest lot on the island's quietest, most deeply residential streets, this elevated 3,692 sq ft home is one of the island's most distinctive offerings.A "beautiful white blank canvas" transformed into a layered sanctuary -- rich textures, custom-sourced fabrics, vintage finds from Morocco to Denmark, and lighting by Urban Electric create a space sophisticated enough for the most discerning collector yet entirely livable for a modern family. Wide heart-pine floors and original wainscoting ground the design in authentic character. Five bedrooms plus bunks, 4½ baths, and a private in-ground pool are wrapped in over 1,300 sq ft of porches and decks, including a 34x10 front porch and 36x12 rear screened porch. The floor plan is as thoughtful as it is functional. Elevated over expansive garage bays and generous storage -- room for boats, golf carts, and everything island life demands -- the primary suite occupies its own private wing, with a site study revealing meaningful opportunity to expand it further. A charming guest suite with custom built-in bunks anchors the main level, with dedicated kids' rooms above. The home's social center is a window-wrapped dining area that draws the outdoors in, while a covered entertaining area below the screened porch flows directly to the pool -- the hallmark of great coastal architecture. Sullivan's Island is less a place than a way of life. Sullivans Fish Camp, Obstinate Daughter, and Home Team BBQ are a short bike ride away, and the town gathers for holiday parades, Fourth of July beach celebrations, and the kind of front-porch neighborliness that feels lifted from another era. Three and a half miles of Atlantic beachfront line the southern edge while Cove Inlet and the Intracoastal Waterway define the north -- two entirely different water experiences from one address. The town boat ramp opens to marsh creeks and tidal estuaries, and late afternoons here belong to the cordgrass, the dolphins, and sunsets over the Ravenel Bridge that rank among the finest on the East Coast. Homes of this pedigree -- architect, designer, builder -- rarely become available on Sullivan's Island. This is not simply a house. It is a legacy property.

2508 Myrtle Avenue, Sullivans Island

Listing courtesy of Listing Agent: Dewey Golub from Listing Office: The Boulevard Company.

Selling Office: Compass Carolinas, LLC.

2904b Palm, Isle Of Palms
$6,000,000
5 Beds ⋅ 4 Baths ⋅ 25027123 MLS
Completely renovated in 2017, this stunning oceanfront home sits on over an acre lot in one of the most stable and desirable areas of Isle of Palms. Ideally located near the Recreation Center and within walking distance to the shops and restaurants, this home offers a perfect balance of privacy and convenience. Featuring a spacious open floor plan, the expansive main living area includes a beautifully designed kitchen with Thermador appliances, a generous dining area and a large, screened porch- ideal for enjoying breathtaking ocean views. The primary suite, located on the main floor, opens directly to the porch and decks creating a seamless indoor-outdoor experience. A second bedroom is also located on this level. Or, family and guest can retreat upstairs to the second primary en-suite,2 bedrooms

2904b Palm, Isle Of Palms

Listing courtesy of Listing Agent: Chuck Mimms from Listing Office: The Mimms Group LP.

Selling Office: InterCoast Properties, Inc..

2 Surfsong Road, Kiawah Island
$5,995,000
4 Beds ⋅ 4.5 Baths ⋅ 26011326 MLS
Constructed in 2022 by Kingswood Custom Homes, this Kiawah residence is set one row off the ocean on Surfsong Road and offers the rare combination of immediate beach access, long lagoon views, and recent construction.The floor plan is exceptionally well designed, offering four en suite bedrooms, a first-floor primary suite, dedicated office, separate family/media room, and elevator access to all levels. Wide-plank white oak floors run throughout, while the open living areas and expansive floor-to-ceiling windows fill the home with natural light and highlight the surrounding views.The kitchen is centered around a large island and appointed with Wolf appliances, substantial storage, double dishwashers, a built-in beverage cooler, and additional features throughout. Just off the kitchen, a spacious laundry room with double washers and dryers adds a level of convenience well suited for everyday living, extended stays, and entertaining. Outdoor living is a standout feature of the property. A screened porch with a fully appointed outdoor kitchen and fireplace serves as a true secondary living space. From there, it opens to the pool, fenced lawn, and private rear setting overlooking the lagoon, creating a home that lives as comfortably outdoors as it does inside. A Governor's Club membership is an option to further your coastal living experience.

2 Surfsong Road, Kiawah Island

Listing courtesy of Listing Agent: Caden Hostetler from Listing Office: Akers Ellis Real Estate LLC.

Selling Office: NONMEMBER LICENSEE.

71 Rutledge Avenue, Charleston
$5,940,000
7 Beds ⋅ 5.5 Baths ⋅ 26010859 MLS
Originally established in 1830, the Corbett-Jervey House is a meticulously maintained double lot five bedroom, three-and-a-half-bath historic residence, complete with a large saltwater pool, expansive landscaped gardens, and a charming, fully equipped carriage house containing another full bed, bathroom, laundry and kitchen.Upon entering, you are immediately welcomed into a sun-drenched double parlor--an elegant and inviting space that sets the tone for the home's timeless character. The main level seamlessly connects the foyer, kitchen, living, and dining areas, opening out to a quintessential Charleston piazza overlooking the saltwater pool and garden--perfect for indoor-outdoor living and entertaining.Beneath the kitchen lies an original cistern, offering a truly unique wine cellar. Each floor boasts soaring 11-foot ceilings--including the third floor, an exceptional and rarely found feature that enhances both light and scale throughout the home. Up the grand staircase, the second level features a spacious primary suite with private piazza, a well-appointed primary bathroom, laundry room, another bedroom and a flex room off the primary that could serve as an office, nursery or enormous dressing room. The third floor offers three generously sized guest rooms and two additional bathrooms. These flexible spaces can easily serve as offices, playrooms, or media rooms--each filled with natural light and endless potential. The 4th floor attic with standard ceiling height provides ample space for storage and is easily accessible via its own staircase.Tucked behind the main residence, the carriage house includes a kitchen, bedroom, bathroom, and laundry, ideal for guests, extended family.

71 Rutledge Avenue, Charleston

Listing courtesy of Listing Agent: Jacqui Rosshandler from Listing Office: Maison Real Estate.

Selling Office: Disher Hamrick & Myers Res Inc.

125 Charleston Boulevard, Isle Of Palms
$5,795,000
6 Beds ⋅ 6.5 Baths ⋅ 26007393 MLS
Set on a beautifully landscaped corner lot on the Isle of Palms, this custom-built coastal estate offers refined island living with exceptional indoor and outdoor spaces. Ocean views can be enjoyed from every level, and beach access is conveniently located directly across the street.Offering just under 5,300 square feet of interior living space, along with more than 1,600 square feet of covered porches and decks, this home is thoughtfully designed to capture ocean breezes and maximize outdoor living. Offered mostly furnished with only a few exclusions, it presents a rare opportunity for a seamless and convenient purchase.The main level features 10-foot ceilings, luxury finishes, and an open-concept design ideal for both everyday living and entertaining. Filled with natural light,the living spaces feel airy and inviting, with a spacious living room anchored by a fireplace that flows easily into the dining area and out to a screened porch. The chef's kitchen is appointed with Miele appliances, custom cabinetry, and a large waterfall island with seating for four, creating a natural gathering space for family and guests. Also on the main level is a generous den with a wet bar, beverage refrigerator, and ice maker. Sliders open to the pool and outdoor living area, where covered spaces for dining and lounging surround a fireplace and create a true resort-style setting. The elevated pool includes a spa and can be heated or chilled for year-round enjoyment. The first-floor owner's suite is a private retreat, complete with dual closets, including one with a stackable washer and dryer for added convenience. The spa-like bath features an expansive walk-in shower, dual vanities, and warm under-cabinet lighting. Upstairs, a second owner's suite offers a spacious bedroom, large walk-in closet, and a luxurious bath with a freestanding tub and walk-in shower. A large family room with vaulted ceilings and a gas fireplace provides a comfortable place to relax while taking in the ocean views. Three additional guest bedrooms, each with an en suite bath, offer flexible accommodations for family and friends. The top floor features an additional bedroom with an en suite bath, private viewing deck, and sweeping ocean views. This space could also serve beautifully as a home office. On the ground level, the home includes a 3-car garage, multiple storage areas, an enclosed workshop, and epoxy flooring throughout. Blending scale, comfort, and coastal elegance, this exceptional Isle of Palms property is equally suited as a primary residence, second home, or investment opportunity in one of the area's most desirable beach communities.

125 Charleston Boulevard, Isle Of Palms

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

Selling Office: Crown Coast Properties.

523 Deer Street, Mount Pleasant
$5,750,000
5 Beds ⋅ 6.5 Baths ⋅ 26021382 MLS
Located in the heart of Mount Pleasant's coveted Old Village, 523 Deer Street is a thoughtfully designed custom home by American Vernacular Architecture, built by Tiller Construction, that blends timeless Lowcountry architecture with modern comfort. Set on approximately one-third of an acre, the property offers exceptional indoor and outdoor living spaces in one of Charleston's most desirable neighborhoods.Inside, reclaimed heart pine floors, shiplap walls, custom millwork, and soaring 12-foot and vaulted beam ceilings create a warm, inviting atmosphere. The open floor plan is filled with natural light, with numerous French doors leading to a spacious screened porch complete with an outdoor fireplace, creating a seamless connection between the interior and the private backyard. The chef's kitchen is both beautiful and functional, featuring custom cabinetry, soapstone countertops, a large center island, Thermador appliances, a built-in breakfast nook, and a wet bar with Phillip Jeffries grasscloth wallpaper and a wine cooler. The first-floor primary suite offers a peaceful retreat with a spacious walk-in closet and a beautifully appointed en suite bath. Since its completion, the home has been enhanced with numerous thoughtful updates. The front and rear yards have been extensively re-landscaped with new planting beds, mature landscaping, irrigation, and hardscape improvements, creating an exceptional outdoor setting. A gas fire pit provides another inviting gathering space, while the fully fenced backyard offers added privacy. Additional upgrades include new HVAC systems for the main house, a new mini-split system in the guest house, a Navien tankless water heater, and an upgraded Sonos sound system with speakers throughout the home, screened porch, pool area, and an outdoor subwoofer. Gas logs have also been added to the living room fireplace for year-round enjoyment. Complementing the main residence is a detached garage with a guest apartment, adding approximately 290 square feet of additional living space and offering flexible accommodations for visitors or a home office. Just moments from the Charleston Harbor, Alhambra Hall, Pitt Street Bridge, Shem Creek, and the shops and restaurants of the Old Village, this exceptional property offers timeless craftsmanship, thoughtful updates, and an unparalleled lifestyle in one of Mount Pleasant's most treasured neighborhoods.

523 Deer Street, Mount Pleasant

Listing courtesy of Listing Agent: Robertson Allen from Listing Office: The Cassina Group. 843-628-0008

Selling Office: Carolina One Real Estate.

1619 Atlantic Avenue, Sullivans Island
$5,550,000
5 Beds ⋅ 4.5 Baths ⋅ 26012774 MLS
Welcome to 1619 Atlantic Avenue! This BEACHFRONT, PRIVATE home sits on a secluded well-manicured lot (.46 acre) on one of the most desirable streets in Sullivan's Island.Upon walking into this 3,942 sf, 5 bedroom 4.5 bath home built by Daly & Sawyer, you are greeted by natural light gently radiating beautiful hardwood floors balanced with a spacious and family functional floor plan. Just off the kitchen, double doors welcome you to a wide and elegant screened-in porch where you can hear and enjoy peaceful ocean breezes perfect for entertaining evening guests. When stepping into the private backyard perfect for entertaining, you are greeted with clean fine lines and travertine pavers anchored by a picturesque salt water pool and spa.Continuing on the second floor, you will find the main Living Room featuring high vaulted ceilings and ample natural light anchored with the warmth of a beautiful fireplace. Off the Living Room, a large beautiful deck overlooks the well-manicured property. Additionally, you are invited to an extra large luxurious Primary Suite where you will encounter a gorgeous soaking tub, double vanity sinks, a glass shower, and a walk-in closet. On this second level, you will find additional bedrooms and bathrooms, along with plenty of storage space throughout. Continuing up to the third floor, you will find an additional bedroom and half bath. Finally, as you step out to the spectacular rooftop deck, your jaw drops from seeing arguably the best panoramic views (day or night) of the ocean, marsh lands, all of Sullivan's Island, the Ravenel Bridge, and the Charleston Harbor. Beneath the home, a double garage and fully finished heat and cooled storage space provide ample storage for vehicles, boats, golf carts, bicycles and all your beach essentials. Off the back of the garage, you will find a private, spacious wooden covered back patio equipped with a wet bar, TV area, and ample entertaining space that overlooks the beautiful pool and spa. This is truly an opportunity to own a BEACHFRONT, PRIVATE home in a fantastic location! Whether its enjoying the ocean breeze on the numerous private decks or pool deck, or entering the private, secluded beach access trail at the rear of the property for a late afternoon run, walk with your dog, or a peaceful sunset stroll on the beach, this rare opportunity is a must see!

1619 Atlantic Avenue, Sullivans Island

Listing courtesy of Listing Agent: Kelly Mcewen from Listing Office: The Properties SC, LLC.

Selling Office: Wild Dunes Real Estate, LLC.

5315 Frisco Lane, Johns Island
$5,500,000
6 Beds ⋅ 5.5 Baths ⋅ 26005686 MLS
Now offered at a compelling new price point. Welcome to 5315 Frisco Lane--where nearly 20 acres of marsh front beauty meets the ease of Lowcountry living. Set behind a private electric gate along a quiet tidal creek, this 2025 custom-built home offers 3,190 square feet of thoughtful design, including 4 bedrooms, 3.5 baths, heart pine floors, custom cabinetry, and top-of-the-line appliances. The primary suite lives like a private retreat, complete with a custom-built closet and refined details that highlight the home's craftsmanship.Guests can enjoy their own dedicated space in the 736-square-foot apartment above the detached three-car garage, featuring a full kitchen, bedroom, bath, and private balcony. Outdoor living is the centerpiece of the property: a marsh-view pool with hot tub and tanning ledge, a private boat landing, a dock with boat lift, and an outdoor pavilion equipped with a half bath, outdoor shower, sink, and an Isokern fireplace custom built for steaming oysters--perfect for year-round gatherings. A barn structure offers future potential for a gym and bunk room, and the property also includes a chicken coop plus completed testing for an additional 1,500-square-foot residence on approximately three acres. This is a rare opportunity to enjoy protected waterfront acreage, room to expand, and the best of the Lowcountry--just a short drive from Charleston.

5315 Frisco Lane, Johns Island

Listing courtesy of Listing Agent: Slate Castro Aleman from Listing Office: Carolina One Real Estate. 843-779-8660

Selling Office: NONMEMBER LICENSEE.

109 Rutledge Avenue, Charleston
$5,495,000
8 Beds ⋅ 7.5 Baths ⋅ 26003880 MLS
c. 1852 -- The McMakin-Bicaise House. Located in Harleston Village in downtown Charleston, the McMakin-Bicaise House is a three-story masonry home with a gabled slate roof and triple-tiered, semi-circular piazzas. The property also includes a carriage house with a garage, a pool site, and off-street parking for several vehicles. Both the primary residence and the carriage house were recently recognized by the Historic Charleston Foundation for outstanding restoration work following an extensive renovation lasting more than two years. Inside the main home, over 3,400 square feet of living space unfold with 4 bedrooms and 41/2 baths. The interiors feature exposed brick walls and joists, imported French oak floors, and tall windows that invite natural light throughout.The thoughtfully reimagined layout blends historic charm with modern convenience, offering multiple living areas, spacious bedrooms, and luxurious kitchens and baths. The main residence is also equipped with smart-home technology. Generously scaled piazzas and a private sun deck provide abundant outdoor living space, ideal for entertaining or a quiet retreat. The carriage house offers an additional 2 bedrooms and 1½ baths, perfect for extended family, guests, or flexible use. Set just two blocks from MUSC and a short walk to the College of Charleston, this home occupies the heart of the city while offering privacy behind its garden walls. Whether cherished as a full-time residence or adapted for multigenerational living, 109 Rutledge Avenue presents a one-of-a-kind opportunity to own a celebrated piece of Charleston history. The property can also be sold fully furnished, with an acceptable offer, featuring a curated selection of beautiful interior pieces.

109 Rutledge Avenue, Charleston

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

Selling Office: Lois Lane Properties.

4 Gateway Walk, Charleston
$5,100,000
3 Beds ⋅ 3.5 Baths ⋅ 26007567 MLS
Villa Toscana, originally designed and built by the late artist John Carroll Doyle as his personal atelier, has been completely renovated for modern living with luxury finishes throughout. This private, free-standing home is uniquely situated beside the hidden gem of Gateway Walk, the historic garden path connecting King Street and Archdale Street. The owner of 4 Gateway Walk enjoys keyed access to the garden gate--an amenity reminiscent of the private access to Gramercy Park in New York City.Enter through the charming private courtyard for a magical arrival, or through the front door off the parking court. The light-filled living room features three sets of French doors opening onto a covered patio and the courtyard beyond, creating effortless indoor-outdoor flow. Anchored by a gasfireplace, the living space is ideal for both everyday living and entertaining. The newly renovated kitchen is a chef's dream, featuring Wolf, Miele, and Cove appliances, a large marble-topped center island, and custom cabinetry. A scullery tucked just behind the kitchen provides abundant storage and space for additional appliances. The kitchen opens to the dining area, where French doors also lead out to the patio and courtyard. A powder room and mudroom complete the first floor. An elevator services all three floors. The second floor features a beautiful primary suite with a private balcony, built-in desk, three closets plus a spacious walk-in closet, and a stunning primary bath with dual vanities, custom cabinetry, and a luxurious wet room with soaking tub and shower. A second bedroom on this floor includes a large closet, a newly renovated en-suite bath, and access to another private balcony. The third floor has been thoughtfully reimagined and offers exceptional flexibility. A stylish living room with custom built-ins includes a wet bar with sink, refrigerator drawers, beverage fridge, and illuminated cabinetry. A bedroom with closet opens to a private balcony with rooftop views. A marble bathroom with shower also connects to the living space. French doors lead to the expansive rooftop terrace. The spectacular roof top terrace provides an exceptional setting for entertaining al fresco, with travertine flooring and multiple planters, and incredible views of Charleston's iconic rooftops and many church steeples. Multiple outdoor spaces are equally impressive and include the walled garden courtyard with covered patio off the living and dining rooms, as well as multiple large balconies on both the second and third floors. The amount of outdoor space is incredible and very private. The current owners spared no expense in fully renovating this beautiful property. Every surface of the home has been renovated and reimagined with new lighting, HVAC systems, high quality kitchen and baths, marble countertops, custom interior doors, new hardware, designer wallpaper, and custom drapery and blinds. There is a gated driveway entrance and a private parking court with room for 4+ vehicles. The property is located in a high and dry X flood zone. Located just off King Street, the location is extremely private yet easily accessible to the best shops, restaurants and art galleries. American Gardens and the Charleston Library Society are right across the street. 4 Gateway Walk is incredibly unique and special, and is a fantastic full time residence or low-maintenance pied-a-terre. This is a rare offering in the heart of downtown Charleston.

4 Gateway Walk, Charleston

Listing courtesy of Listing Agent: Leslie Turner from Listing Office: Maison Real Estate.

Selling Office: Maison Real Estate.

241 E Bay Street, Charleston
$5,100,000
9 Beds ⋅ 9 Baths ⋅ 26005458 MLS
Beautifully restored and well maintained, this 4 unit masonry structure is located in the center of the Historic District, one block from the City Market, surrounded by fine restaurants and shopping. The property also includes its own parking with 9 spaces onsite. Zoned General Business and located within the accommodation zone, approval for 4 unit accommodations, currently operating as the Charleston Chestnut Mansion, a 4 unit short term rental. This versatile property can operate as short term or long term rentals, or offices giving one flexible use into the future depending upon market needs, especially with its corner location on East Bay and Guignard Streets. All 4 units are completely updated and furnished with bookings well into the future.Each unit has a separate entrance. The first floor has two 2 BD units at 1,400 SQFT each. The second floor is over 3,300 SQFT, with 3 BDs, 3BAs, and elevator access. The third level spans the upper floor with over 2,100 SQFT and 2 BDs. Originally 2 separate structures, with the original built in 1871 (241 East Bay), a later addition at 243 East Bay was added during the 1986 Restoration. Comprehensive renovations from 2015 to 2021, including mechanical systems, windows, interior updates. 2025 gross income $588,061. Showings limited due to bookings. This property is turnkey and ready to go!

241 E Bay Street, Charleston

Listing courtesy of Listing Agent: Charles Sullivan from Listing Office: Carriage Properties LLC.

Selling Office: The Exchange Company, LLC.

241 East Bay Street, Charleston
$5,100,000
9 Beds ⋅ 26005460 MLS
Beautifully restored and well maintained, this 4 unit masonry structure is located in the center of the Historic District, one block from the City Market, surrounded by fine restaurants and shopping. The property also includes its own parking with 9 spaces onsite. Zoned General Business and located within the accommodation zone, approval for 4 unit accommodations, currently operating as the Charleston Chestnut Mansion, a 4 unit short term rental. This versatile property can operate as short term or long term rentals, or offices giving one flexible use into the future depending upon market needs, especially with its corner location on East Bay and Guignard Streets. All 4 units are completely updated and furnished with bookings well into the future.Each unit has a separate entrance. The first floor has two 2 BD units at 1,400 SQFT each. The second floor is over 3,300 SQFT, with 3 BDs, 3BAs, and elevator access. The third level spans the upper floor with over 2,100 SQFT and 2 BDs. Originally 2 separate structures, with the original built in 1871 (241 East Bay), a later addition at 243 East Bay was added during the 1986 Restoration. Comprehensive renovations from 2015 to 2021, including mechanical systems, windows, interior updates. 2025 gross income - $588,061. Showings limited due to bookings. This property is turnkey and ready to go!

241 East Bay Street, Charleston

Listing courtesy of Listing Agent: Charles Sullivan from Listing Office: Carriage Properties LLC.

Selling Office: The Exchange Company, LLC.

19 Flyway Drive, Kiawah Island
$5,000,000
4 Beds ⋅ 5 Baths ⋅ 26029271 MLS
For comp purposes only.

19 Flyway Drive, Kiawah Island

Listing courtesy of Listing Agent: Caden Hostetler from Listing Office: Akers Ellis Real Estate LLC.

Selling Office: Akers Ellis Real Estate LLC.

10 Eugenia Avenue, Kiawah Island
$5,000,000
4 Beds ⋅ 4.5 Baths ⋅ 26020783 MLS
Set oceanside in Kiawah Island's historic West Beach area, 10 Eugenia Avenue offers a rare combination of privacy, flexibility, and exceptional proximity to the beach. The residence rests on a beautifully maintained .61-acre homesite, where an open lawn, mature landscaping, and dense natural foliage create a peaceful and secluded setting.The home is arranged across two levels, each offering its own living spaces, kitchen, laundry area, screened porch, and private entrance. This versatile configuration provides options for extended family, guests, independent living, or a variety of personal uses. From the front door, a shaded, tree-lined path leads directly toward the ocean, placing miles of Kiawah's beach within an easy walk.The home's location near the entrance to West Beach also allows for convenient access to the island's main gate by car or bicycle. Built in 1968, the residence was among the first eight homes constructed by former Kiawah owner C.C. Royal and continues to reflect the character of the island's earliest years. Its connection to Eugenia Mae Royal, for whom the avenue was named, contributes to the property's distinctive history and longstanding privileges. The expansive lot provides generous space for outdoor gatherings, while a double-lane driveway and multiple parking pads offer convenient off-street parking. Double-screened doors open to a welcoming front porch with sitting and dining areas overlooking the broad front lawn and Eugenia Avenue's charming unpaved roadway. Inside, original painted pine paneling and a brick masonry fireplace preserve the warmth of the 1968 home. White oak flooring complements these historic details, and the fireplace has been converted to gas for modern convenience. The first level features a comfortable living room adjoining a spacious, open kitchen with breakfast and counter seating. A separate dining area currently accommodates a table for eight, with room to expand for larger gatherings. The laundry space may also serve as a mudroom and includes a private rear entrance from the large back deck, which offers additional space for outdoor dining and grilling. Three bedrooms are located on the main level. The front suite includes a queen bed, generous closet space, and a private bathroom. A second bedroom, positioned near the office, also offers a queen bed, a closet, and access to a large bathroom. The primary suite includes a king bed, a separate reclining and sitting area, an additional side closet, and a spacious walk-in closet with extensive shelving. Its private bathroom is designed with accessibility in mind and provides an open, comfortable layout. The upper level may be reached by the interior staircase or through its own rear entrance and parking area, allowing it to function independently from the main floor. This bright and inviting level includes an open living space with a gas fireplace, a second kitchen with counter seating, a laundry area, and a powder room. Double glass doors lead to a screened porch extending across the front of the home. With space for both dining and relaxing, the porch offers salt-air breezes and glimpses of the ocean through the surrounding trees. A separate glass door opens to a private sundeck bordered by low-maintenance landscaping. The upper-level bedroom is accessed via double glass doors and offers ample space for sleeping, lounging, and other uses. The room currently includes a sitting area and a workout space, and can comfortably accommodate multiple beds in various configurations. A large walk-in closet with a row of windows overlooks the sundeck. Behind a pocket door, the oversized bathroom includes a ten-foot vanity, three wall-mounted mirrors, extensive counter and storage space, and additional wall hooks. Additional features include a large, climate-controlled storage room on the second level with wide built-in shelving and access from the rear hallway. The property also offers a whole-house water filtration system, a Generac® whole-house generator, and a storage shed. With abundant indoor and outdoor living areas, ample parking, and a layout that accommodates a range of needs, the residence is equally suited for full-time living or an extended island retreat. A short, low ramp could further enhance accessibility. Rich in history and imbued with the relaxed character of old Kiawah, 10 Eugenia Avenue offers a distinctive opportunity to join a close-knit oceanside neighborhood. From its inviting porches and private grounds to the nearby beach and familiar salt air, this home is designed to be enjoyed, shared, and remembered.

10 Eugenia Avenue, Kiawah Island

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

Selling Office: NONMEMBER LICENSEE.

7 Lowndes Street, Charleston
$5,000,000
6 Beds ⋅ 3.5 Baths ⋅ 26009633 MLS
Along one of Charleston's most coveted streets South of Broad, 7 Lowndes Street is a beautifully preserved 1926 residence that embodies the timeless charm of the historic peninsula while offering the comfort and livability of modern updates. Thoughtfully renovated in 2021 by architect Mary Mac Wilson, with interiors by Dakota Willimon and landscape design by renowned landscape architect, Loutrel Briggs, the home reflects a refined, cohesive vision from the inside out. Spanning over 3,600 square feet, this six bedroom, three and a half bathroom home blends classic architecture with thoughtful enhancements throughout.Inside, gracious living spaces are defined by high ceilings, original hardwood floors, and intricate millwork. Multiple fireplaces add warmth and character, anchoring the living room, dining room. The formal dining room is a true statement space, featuring Gucci wallpaper and an elegant fireplace, creating an inviting setting for both intimate dinners and larger gatherings. Designer lighting from Urban Electric and Visual Comfort is featured throughout, adding a layer of elevated detail to each space. Upstairs, each bedroom offers its own sense of character, with custom millwork, tailored window treatments, and built-in features that are both functional and refined. A secondary living area provides flexibility for a playroom, media room, or private retreat, while additional bedrooms are filled with natural light and showcase charming architectural details throughout. The primary suite serves as a private sanctuary, complete with multiple closets, including a walk-in closet, and a well-appointed bath featuring dual vanities, a soaking tub, and a steam shower creating a seamless blend of classic and contemporary finishes. Extensive upgrades enhance both comfort and peace of mind, including a whole house generator, whole house water filtration system, tankless water heater, booster pump for increased water pressure, and a water leak detection system. Additional improvements include spray foam insulation in the roof and third floor, impact-rated windows at the rear of the home, a dehumidifier in the cellar and crawlspace, and the roof recoated in 2024. Set on a level lot, the exterior features classic wood siding, brick accents, and a metal roof, complemented by professionally designed landscaping. Outdoor living spaces include a deck and garden areas designed for everyday enjoyment, with the property also approved for a future 11 by 22 pool and spa. Off-street parking adds convenience, all within close proximity to Charleston's waterfront, historic landmarks, and renowned dining and shopping. 7 Lowndes Street offers a rare opportunity to own a meticulously maintained historic home where architectural integrity and modern living come together with ease.

7 Lowndes Street, Charleston

Listing courtesy of Listing Agent: Robertson Allen from Listing Office: The Cassina Group. 843-628-0008

Selling Office: Carriage Properties LLC.

14 Waterway Island Drive, Isle Of Palms
$5,000,000
5 Beds ⋅ 4 Baths ⋅ 25024210 MLS
PANORAMIC INTER-COASTAL WATER VIEWS WITH DEEP WATER DOCK Situated on the renowned Waterway Island Drive, this Lowcountry home provides breathtaking 180 degrees of unobstructed inter-coastal and marsh views. The home is located inside the exclusive gated Wild Dunes Resort which includes private beach access, bike trails, restaurants, and a world-renowned golf course. Lots with this view and a private deep water dock are rarely available on Waterway Island.Agents welcome

14 Waterway Island Drive, Isle Of Palms

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

Selling Office: St. Germain Properties LLC.

8 29th Avenue, Isle Of Palms
$4,925,000
6 Beds ⋅ 7.5 Baths ⋅ 26009347 MLS
Built in 2023 and featuring a lot size that is uniquely generous for Isle of Palms, this exceptional 6-bedroom, 6 full bathrooms, 2 half baths, 5,023 sq ft home blends modern luxury with effortless coastal living.Thoughtfully designed with engineered white oak floors, high-end appliances, and a bright open layout, the home includes two first-floor bedrooms with ensuite baths, a private home office, and an elevator shaft for future convenience. Indoor and outdoor living come together with an elevated saltwater pool, outdoor bar and cooking area, and outdoor shower, perfect for entertaining or relaxing after a day at the beach. With projected rental income over $400,000 annually, this property offers not only a stunning retreat but also an exceptional investment opportunity, complete withtwo-car garage and generous under-home storage. This property is a 2 minute walk to the beach access on 29th and Palm making it convenient to go back and forth from the beach to your home. Homes like this are a rarity and far and few between.

8 29th Avenue, Isle Of Palms

Listing courtesy of Listing Agent: Caroline Mollica from Listing Office: The Cassina Group. 843-628-0008

Selling Office: Carolina One Real Estate.

1002 Basin Lane, Johns Island
$4,860,760
5 Beds ⋅ 5.5 Baths ⋅ 26012995 MLS
This architecturally distinctive home in Kiawah River blends modern coastal design with sculptural elegance. A sweeping curved staircase creates a striking first impression, introducing an interior where thoughtful design and natural light shape every space. The great room features soaring fourteen-foot ceilings and expansive windows, while the kitchen centers around a sculpted island that anchors open living and dining areas. An elevated rear deck with outdoor fireplace extends gathering spaces outdoors, creating the perfect setting for entertaining or quiet evenings surrounded by nature. Upstairs, additional bedroom suites, a flexible loft, and a second laundry room provide comfort and privacy for guests.. A three-story elevator, generous storage, and a spacious garage level with room for vehicles, golf cart, and gear add everyday convenience. Located in Kiawah River on Johns Island, residents enjoy preserved landscapes, river access, nature trails, and world-class amenities including the Dunlin Auberge resort.

1002 Basin Lane, Johns Island

Listing courtesy of Listing Agent: Chris Drury from Listing Office: Kiawah River Real Estate Company, LLC.

Selling Office: Kiawah River Real Estate Company, LLC.

75 Tradd Street, Charleston
$4,850,000
4 Beds ⋅ 4.5 Baths ⋅ 26011396 MLS
Circa 1815 - The Dr. Aaron Whitney Leland House. This elegant high-ground home was constructed by Leland while serving as minister of nearby First Scots Presbyterian Church. Entering through beautiful engaged Ionic columns at the front, one has the immediate feeling of stepping back in time. The main formal rooms are well-proportioned with original period details, both overlooking the grand rear piazza and the deep walled garden beyond. The home was completely restored in 2009 under the guidance of Glenn Keyes Architects, with updates by the currently owner over their 2 years of ownership. Systems, wiring, all baths, and the galley-style kitchen were all completely updated. The light-filled kitchen features Viking appliances, a separate breakfast area, also overlooking the rear garden.The third level is complete with a gracious primary bedroom, which is equally spacious, light-filled and features a walk-in closet and recently updated bath. Also on this level are two guest bedrooms, both with en-suite baths. Also on this level is a cozy den/office space at the top of the stairs. On the first-floor garden level is a suite of rooms perfect for guests with a large den, separate bedroom, and a private sitting room with another en-suite bath. The walled rear garden is especially charming with gated access from either side of the home, or from under the rear loggia. It is the perfect Charleston Garden, always offering something in bloom! In addition to the updates, this fine home features elevator access to all three levels. On the west side of the home are two side-by-side off-street parking spaces, both nicely paved and landscaped. No conservation easements have been taken. The parking is via deeded access with the rear neighbor who resides in the original kitchen house. Both share and maintain landscaping on the parking side of the property.

75 Tradd Street, Charleston

Listing courtesy of Listing Agent: Charles Sullivan from Listing Office: Carriage Properties LLC.

Selling Office: Lois Lane Properties.

18 Logan Street, Charleston
$4,800,000
4 Beds ⋅ 3.5 Baths ⋅ 26004736 MLS
Tucked along a quiet stretch of Logan Street in Charleston's coveted South of Broad neighborhood, this circa-1870 residence blends historic character with thoughtfully updated livability following a comprehensive restoration and expansion in 2017. The reimagined floor plan offers a more private and functional layout, with dual staircases that naturally separate the primary suite from the guest bedrooms. The main level balances formal and casual living with ease, as the expanded kitchen and gathering space open to the rear screened porch and pool. Upstairs, the bedrooms are thoughtfully arranged alongside a dedicated office. Natural light fills the interiors, highlighted by tall ceilings, original architectural details, and multiple fireplaces.Outdoor spaces are designed for everyday enjoyment and entertainment. Double piazzas and a screened porch extend the living areas outdoors, overlooking a walled courtyard with an in-ground pool. A detached pool house -- perfect as a cabana or lounge -- adding versatility rarely found in the historic district, and off-street parking enhances convenience. Located just moments from Broad Street and within a short walk to King Street's restaurants, galleries, and shopping, 18 Logan Street presents a move-in-ready opportunity to experience historic downtown Charleston living with modern comfort and privacy. Premier Location Located South of Broad between Tradd & Broad Steps to King Street shopping, dining & galleries Walkable historic district setting on a quiet residential street True lock-and-leave downtown Charleston lifestyle __________________________ Historic Home -- Restored & Turn-Key Circa 1870 Queen Anne Style 3,962 Square Feet | 4 Bedrooms, 3.5 Bathrooms Lovingly restored and expanded in 2017 Copper roof Renovated kitchen & bathrooms Rebuilt piazzas and improved floor plan Well-maintained with modern functionality while preserving historic character Interior Living ~3,962 sq ft | 4 Bedrooms | 3.5 Baths Expanded kitchen + family gathering space Private rear primary suite overlooking pool Formal living & dining rooms + study 9'+ ceilings & historic detailing Three fireplaces Front and Back of home staircases - allowing for privacy to primary suite Bright, open sunlit layout blending historic and contemporary Outdoor & Lifestyle Features Pool + Pool house Nearly 1,000 sq ft of double wrap-around piazzas Walled garden courtyard Outdoor entertaining area Ample Off-street parking Iron fencing and private garden setting Systems & Condition Central HVAC (updated) Heat pump + electric Public water & sewer Move-in ready, low deferred maintenance Designed for easy long-term ownership

18 Logan Street, Charleston

Listing courtesy of Listing Agent: Alex Brener from Listing Office: Carolina One Real Estate. 843-779-8660

Selling Office: Maison Real Estate.

no property photo
$4,750,000
5 Beds ⋅ 5.5 Baths ⋅ 26013935 MLS
Set just moments from the pristine shoreline of Sullivan's Island, this extraordinarycoastal sanctuary captures the essence of refined Lowcountry living - where timelessCharleston elegance meets the effortless beauty of life by the sea. Surrounded byswaying palms, lush tropical landscaping, and soft ocean breezes, the property offers a rare sense of privacy and tranquility within one of the East Coast's most covetedbarrier island communities. Designed to embrace both grand-scale entertaining andintimate everyday moments, the home unfolds through a series of beautifully curated living spaces filled with natural light and coastal sophistication. The expansive main living room is warm yet elevated, anchored by a fireplace, custom wet bar, and an airy, open flow that invitesgathering and connection. Just beyond, the formal dining space transitions seamlessly into the beautifully appointed chef's kitchen, where premium stainless steel appliances, generous pantry storage, and abundant custom cabinetry blend functionality with understated luxury. A sun-drenched sitting room tucked just beyond the kitchen creates a peaceful retreat ideal for quiet mornings, an elegant home office, or relaxed evenings after a day at the beach. Nearly every primary living space opens gracefully onto an expansive porch designed for year-round enjoyment, complete with an outdoor wood-burning stove, generous lounge areas, and ample space for open-air dining beneath the coastal breeze. The private primary suite is thoughtfully positioned on the main level, offering a serene retreat infused with calm and comfort. Upstairs, light-filled guest accommodations open directly onto a sweeping second-story sun deck spanning the southern side of the residence, where stunning ocean views and golden coastal sunsets create an unforgettable backdrop. Enhancing the property even further is a charming detached guest suite complete with its own bedroom, bath, and private porch -- an inviting haven for visiting guests, extended family, or a secluded personal retreat. Throughout the home, timeless architectural details and refined finishes create an atmosphere that feels both sophisticated and welcoming. Custom built-ins, soft neutral palettes, recessed lighting, and carefully layered textures provide a beautiful canvas for elevated coastal living. Outdoors, the property transforms into a secluded resort-inspired oasis. One of Sullivan's Island's larger swimming pools anchors the lushly landscaped grounds, surrounded by multiple private enclaves designed for both relaxation and entertaining. A winding garden path leads to a hidden fireside gathering space nestled beneath the palms, offering moments of quiet luxury at every turn. With breathtaking ocean views, exceptional indoor-outdoor living, and a premier location just steps from the beach, this remarkable Sullivan's Island residence embodies the rare beauty of sophisticated coastal living in one of the South's most treasured seaside destinations.

210 Station 28 1/2 Street, Sullivans Island

Listing courtesy of Listing Agent: Caleb Pearson from Listing Office: EXP Realty LLC.

Selling Office: Daniel Ravenel Sotheby's International Realty.

49 Smith Street, Charleston
$4,750,000
10 Beds ⋅ 10.5 Baths ⋅ 26009115 MLS
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

Listing courtesy of Listing Agent: Harrison Bocook from Listing Office: EXP Realty LLC.

Selling Office: Disher Hamrick & Myers Res Inc.

39 Society Street, Charleston
$4,700,000
4 Beds ⋅ 4.5 Baths ⋅ 26012703 MLS
Welcome to a truly exceptional residence where refined elegance and thoughtful design converge. Ideally located in Ansonborough, one of downtown Charleston's most desirable and walkable neighborhoods, this fully renovated historic home offers a rare blend of architectural character, modern luxury, and effortless livability.Meticulously updated inside and out, the home unfolds with light-filled interiors, gracious proportions, and soaring ceilings. Rich hardwood floors, designer lighting, and curated finishes create a warm yet sophisticated aesthetic, while the seamless flow between living spaces is perfectly suited for both elevated entertaining and everyday living.The elegant living room is anchored by a gas fireplace and flows seamlessly into the dining room and chef's kitchen--the true heart of the home. Designed to the highest standard, the kitchen features custom cabinetry, a statement waterfall island, and premium appliances including a Wolf range, Sub-Zero refrigerator, Miele coffee system, and Bosch dishwasher. A thoughtfully placed pantry and powder room add convenience to this central gathering space. A standout feature is the newly renovated wine room--an intimate, design-forward lounge complete with a gas fireplace, custom mantle, dual wine refrigerators, ice maker, beverage fridge, secondary dishwasher, and bespoke metal-accented cabinetry. This space is ideal for relaxed evenings or sophisticated entertaining. Outdoor living is equally compelling. A beautifully designed brick courtyard with lush landscaping and a fountain creates a private oasis, complemented by a fully equipped outdoor kitchen with grill, dual burners, and pizza oven. Double piazzas offer additional space to unwind, while gated off-street parking for three vehicles is a rare and valuable amenity downtown. The second floor offers a versatile living space overlooking Society Street--perfect as a home office, media room, or secondary family room. The primary suite is a serene retreat, featuring a spa-like bath with soaking tub, walk-in shower, dual vanity, marble finishes, and heated floors, along with a generous walk-in closet and dedicated laundry. Additional guest accommodations are thoughtfully distributed throughout the home. A charming rear guest suite features exposed beams in the bedroom, an en-suite bath, and its own washer/dryer, while the third floor offers another private bedroom suite with full bath and storage. The lower level provides a beautifully finished guest retreat with exposed brick and beams, a spacious bedroom, full bath, and ample storage. Every detail of this home has been carefully considered to create a residence that is both luxurious and livable. Just steps from Charleston's finest dining, shopping, and cultural amenities, this is a rare opportunity to own a turnkey historic property in one of the city's most coveted neighborhoods. Full list of Features & Upgrades in documents.

39 Society Street, Charleston

Listing courtesy of Listing Agent: Leslie Turner from Listing Office: Maison Real Estate.

Selling Office: Carriage Properties LLC.

8 Ensign Court, Isle Of Palms
$4,680,000
5 Beds ⋅ 3 Baths ⋅ 26023870 MLS
Welcome to 8 Ensign Court, a deep water opportunity tucked away on a quiet cul-de-sac on Isle of Palms. Situated directly on the Intracoastal Waterway, this property offers the Lowcountry lifestyle at its best, complete with a private dock, boat lift, and covered pierhead--making it easy to enjoy a day on the water right from your backyard.Take in beautiful sunset views over the Intracoastal and enjoy the privacy and peaceful setting that Ensign Court provides. The location is equally impressive, offering convenient access to the Isle of Palms Marina, grocery store, beach, and everything else the island has to offer.With direct water access, incredible views, and a sought-after cul-de-sac setting, 8 Ensign Court is an exceptional opportunity to enjoy true waterfront living on Isle of Palms.

8 Ensign Court, Isle Of Palms

Listing courtesy of Listing Agent: Reese Havens from Listing Office: Carolina One Real Estate. 843-779-8660

Selling Office: Crown Coast Properties.

95 Church Street, Charleston
$4,600,000
3 Beds ⋅ 3.5 Baths ⋅ 26020208 MLS
Recently renovated three-bedroom, 3.5-bath Victorian in Charleston's historic South of Broad neighborhood seamlessly blends timeless charm with contemporary luxury. The thoughtfully reimagined kitchen showcases exposed brick and plaster walls, a premium Lacanche stove, Sub-Zero refrigerator, and wine cooler. All bedrooms feature en-suite baths, complemented by built-ins, a turf backyard, newly replaced HVAC system, and fresh exterior paint that elevate everyday living. Just steps from vibrant Broad Street, this X flood zone property offers three-car parking plus a garage with Accessory Dwelling Unit (ADU) potential per city guidelines--ideal for additional income, guests, or multi-generational living. This luxury home invites a private tour.

95 Church Street, Charleston

Listing courtesy of Listing Agent: Carl Mabry from Listing Office: Compass Carolinas LLC.

Selling Office: Carriage Properties LLC.

Provided courtesy of The Coastal Carolinas Association of REALTORS®. Information Deemed Reliable but Not Guaranteed. Copyright 2026 of the Coastal Carolinas Association of REALTORS® MLS. All rights reserved. Information is provided exclusively for consumers’ personal, non-commercial use, that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

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