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$8,950,000
4 Beds ⋅ 6.5 Baths ⋅ 26022034 MLS
168 Nobels Point stands as the crown jewel of the neighborhood - an extraordinary waterfront residence positioned at the very tip of Nobels Point in Daniel Island Park. Surrounded by water and sweeping marsh vistas, this home captures the essence of Lowcountry living with unmatched privacy and panoramic beauty. The backyard unfolds like a resort, featuring a saltwater pool and spa, an outdoor kitchen, a covered lounge and bar, and a 2-story entertainment area designed for gatherings large and small. Every element of the outdoor experience has been crafted to embrace the views and create a seamless indoor-outdoor lifestyle. 168 Nobels Point is set on nearly one acre, offering panoramic marsh and water views from almost every room. The residence was built in 2019 and has recently undergoneextensive designer renovations by Shelter Custom Built Living, inspired by renowned Charleston designer Megan Molten. The lounge and media room were completely reimagined with coffered ceilings, a custom fireplace with an old-world plaster surround, grey onyx stone countertops, and handcrafted shelving set against a cove style oak wall. The main gathering space was transformed with a fluted marble fireplace surround, limewash decorative plaster walls, jute grass ceiling treatments, wooden beam accents, designer chandeliers, and newly refinished white oak floors. The front study was redesigned with rose quartz wallpaper, a blush seagrass ceiling, a chic Luca chandelier, woven wood blinds, and furnishings inspired by downtown Charleston. And for the clothing aficionado in the family, the primary suite's closet was rebuilt as a luxury dressing space with custom built ins, a large center island, integrated cabinet lighting, a private breakfast and coffee bar, designer lighting, and custom wallpaper accents. The heart of the home is the gourmet chef's kitchen which was designed for both cooking and entertaining. The room is anchored by a large, leathered quartzite island for cooking and serving, but a secondary island made from handcrafted walnut serves as an inviting gathering space and dining table. Premium appliances include a Wolf range and wall oven, a 60-inch side by side Sub Zero refrigerator, four Sub Zero freezer drawers, and three dishwashers (Fisher & Paykel and Asko). A spacious butler's pantry offers prep space with abundant storage, while a distinctive climate-controlled walk in wine cellar accommodates more than 800 bottles of your favorite wine. Additional features include a Culligan reverse osmosis drinking water system, a three-stop elevator, a five-car garage with storage cave, a dance studio/workout area, an oversized climate-controlled storage room, and dual laundry areas--one on the bedroom level, and another in the garage for pool and beach gear. Outdoor living is exceptional, with three distinct entertaining areas. A grilling deck off the kitchen features an Alfresco BBQ, rotisserie, and smoker. The main entertainment deck, accessible from the living room and lounge, offers covered seating and dining, a fireplace, a large TV, and refrigeration, all overlooking the pool and never-ending water views. At ground level, a covered patio near the pool and hot tub includes an outdoor bar, dining area, gaming space, grill, and ice machine. And last, but certainly not least, the private dock provides a front row seat to the surrounding wildlife, where hawks, egrets, and bald eagles frequently soar overhead. Sunrises and sunsets here are breathtaking, offering a cinematic Lowcountry backdrop. The dock may be modified to accommodate a boat and boat lift similar to the neighboring docks. 168 Nobels Point is more than a home--it is a lifestyle. With its exceptional waterfront location, sophisticated renovations, and unmatched amenities, this residence stands among the most desirable offerings in Daniel Island Park and greater Charleston. A FULL GOLF membership at the Daniel Island Club is available for purchase with no waiting list.

168 Nobels Point Street, Charleston

Listing courtesy of Listing Agent: Casey Kellermann from Listing Office: Kellermann Smith Real Estate, LLC.

$8,795,000
5 Beds ⋅ 5.5 Baths ⋅ 26013296 MLS
Situated on quiet Brooks Street just two blocks from the beach, this exceptional 5-bedroom, 4 full and 2 half bath pool home blends timeless island charm with elevated modern living. Just built and never before lived in, the home offers a rare opportunity to own new construction in one of Sullivan's Island's most desirable locations.Framed by mature oak trees, the property provides a private, serene setting. The thoughtfully designed floor plan features a secluded primary suite positioned away from guest bedrooms for added privacy.At the heart of the home, a historic cottage has been seamlessly integrated and reimagined as the main living space, creating a one of a kind atmosphere rich in character. This space flows into a dedicated office and an impressive bar area complete with plaster walls, a full-size wine refrigerator, ice maker, and beverage center, ideal for entertaining. The kitchen is outfitted with premium Sub-Zero and Wolf appliances, while architectural details throughout include vaulted ceilings with A-frame white oak beams, plaster walls, and multiple wood-accented ceilings that add warmth and texture. Outdoor living is equally compelling, featuring a heated pool and spa, an inviting cabana with fireplace, and beautifully landscaped surroundings. Additional highlights include two gas fireplaces and a detached two-car garage. This moody, design-forward residence delivers true island living with both historic charm and modern luxury, just steps from the beach. Measurements are from plans. If measurements are important, please measure.

2814 Brooks Street, Sullivans Island

Listing courtesy of Listing Agent: Jen Ivey from Listing Office: Seacoast Realty LLC. 843-725-9484
$8,595,000
4 Beds ⋅ 4.5 Baths ⋅ 26025532 MLS
Set on one of South of Broad's most storied streets, this circa-1760 masonry residence is a rare pairing of authentic Charleston history with a no-expense-spared renovation. Taken down to the studs and rebuilt with a craftsman's patience, the home retains the soul of the eighteenth century - thick masonry walls, 11' ceilings, expansive rooms and deep-set windowsills, while offering every comfort of modern luxury living. Custom millwork frames every doorway, window, and paneled wall reflecting the hand of skilled craftsmen working to preserve - not simply replicate - the character of the original house. The residence was originally built as a double tenement (modern day duplex) encompassing 60 Meeting Street by William Ellis. The two share common chimneys and feature a Georgian-style Charleston Single floor plan in the main house. Upon entering, the wide foyer and staircase separate the main living and dining areas. The lacquered wood paneling and light filled 9' over 9' paned windows provide a rich backdrop for relaxing or entertaining. The dining room features wainscoting and hand painted wallpaper by British luxury design house, De Gournay. A hyphen connects the old to the new with a large two-story addition housing the kitchen on the ground floor and the primary suite above. A grand island anchors the chef's kitchen with high-end designer appliances, stone countertops, built-in bar and a full-size climate-controlled wine cellar. Floor to ceiling metal windows open up to a private patio and dipping pool behind a wrought iron gate and privacy fence/wall. A cypress wood-paneled study is the central feature of the second floor, a rich, quiet retreat suited equally to a morning coffee or an evening of correspondence. The primary suite encompasses the remainder of the second floor, complete with a double vanity, separate water closet, deep soaking tub, walk-in closet and a separate dressing area, a rare luxury even among Charleston's finest historic homes. The third floor features two guest rooms, each with en suite bathrooms and large closets, while the fourth floor houses the final bedroom and private bath with exposed original wood beams and views of the rooftop skyline. Each bedroom has an en suite bath and their own HVAC thermostat zone. Enjoy the rare luxury of off-street parking for two cars, and the possibility to retrofit the home with an elevator. To live on Tradd Street is to live within the very fabric of Charleston's history, moments from the Battery, White Point Garden, and the cobblestone lanes of South of Broad. This is historic Charleston at its finest - a home to be lived in, not merely admired.

64 Tradd Street, Charleston

Listing courtesy of Listing Agent: Bonnie Geer from Listing Office: William Means Real Estate, LLC.

$8,495,000
6 Beds ⋅ 5.5 Baths ⋅ 26003624 MLS
Welcome to 576 and 572 Wading Place, a truly once-in-a-lifetime opportunity on Daniel Island. This exceptional offering includes a custom architectural masterpiece designed by renowned Residential Designer Neal Van Dalen and masterfully built by Shelter Custom Homes, along with the adjacent vacant lot, together totaling nearly an acre. Located in the coveted Nobels Point section of Daniel Island Park, this rare combination provides unparalleled flexibility: create a private estate sanctuary, develop the additional parcel, or use it as a valuable investment opportunity. The residence seamlessly blends refined luxury with exceptional functionality, set amid serene natural surroundings and the prestige of one of Daniel Island's most desirable enclaves.Opportunities like this are extremely rare. As you step through the one-of-a-kind custom glass pivot door, you're greeted by an expansive open floor plan that exudes sophistication. Spacious rooms with soaring ceilings feature beautiful 5-inch quarter-sawn white oak flooring, complemented by exquisite stone and tile throughout. The attention to detail is evident in the stunning trim, including white oak beams, shiplap accents, and custom moldings. The heart of the home is the gourmet kitchen boasts Wolf and Sub-Zero appliances, leathered granite and quartz countertops, custom cabinetry, a scullery, and a spacious walk-in pantry. The oversized island offers abundant prep space and seamlessly connects to the dining area and vaulted family room, where a cozy fireplace and large windows invite relaxation. Accordion doors open to a screened porch overlooking the sparkling pool and landscaped backyard perfect for indoor/outdoor entertaining. The main floor primary suite is a serene retreat with motorized shades, dual closets, and a private laundry room. The spa-like bath features honed Dolomite finishes, a jetted shower, and a glass enclosure for a luxurious experience. Upstairs, three additional en suite bedrooms each feature custom closets. A whimsical loft in one room offers a private hideaway, while a shared loft serves as a secondary living space. A home office with panoramic marsh views can double as a sixth bedroom. The second floor also includes a full laundry room and a private guest wing. Outdoor living shines with a screened porch, covered and open terraces, an outdoor bathroom, and a shower for poolside convenience. Additional features include an elevator shaft, central vacuum, Control 4 intercom system, abundant storage, and a spacious garage with new epoxy flooring. Daniel Island Club social membership privileges convey, with the option to upgrade to Sport or Invitational Golf Membership. Buyer to pay a one-time neighborhood enhancement fee of 0.5% of the purchase price to the Daniel Island Community Fund and an estoppel fee to the Daniel Island POA. Buyer/buyer's agent to verify anything deemed important such as square footage, flood zone, club memberships, school zone, etc. Experience unmatched elegance and comfort in one of Daniel Island's most sought-after addresses schedule your private tour today.

576 Wading Place, Daniel Island

Listing courtesy of Listing Agent: Tricia Peterson from Listing Office: Island House Real Estate.

$8,250,000
6 Beds ⋅ 6.5 Baths ⋅ 26017180 MLS
This superb design by Steve Herlong sits on one of the quietest streets on the island - 3rd row from the beach. It offers 5 bedrooms, with a flex space that could be used as a 6th, and 6 and a 1/2 baths. The main level features LR, DR, kitchen, pantry, laundry, primary suite and guest bedroom, plus a large outdoor living area with covered porch, pool, hot tub, fireplace and extra pool bath. The 2nd floor features 3 bedrooms with en-suite baths, flex room, extra full bath, sunroom and stairs to the roof deck, from which you can see the whole island. There is an elevator from the garage to the 2 upper floors and lots of parking and storage under the house. Construction has started and should be complete soon. Contract now and you can make it your own! House plans available upon request...Check out the attached Videos of the Ocean Views from the Top Deck as well!

2857 Brownell Avenue, Sullivans Island

Listing courtesy of Listing Agent: Brad Haynes from Listing Office: East Islands Real Estate.

$8,250,000
4 Beds ⋅ 4.5 Baths ⋅ 26016809 MLS
Designed by Steven Herlong and built by Phillip Smith Builders in 2019, this second-row Sullivan's Island residence presents elevated coastal living on a generous .51-acre street-to-street lot. With four bedrooms, four-and-a-half baths, and 3,561 square feet, the home blends refined architecture, custom craftsmanship, and a setting just moments from the beach.John Griffith's European Oak flooring brings warmth and continuity to the interiors. At the center of the home, a striking kitchen features a custom oyster-and-glass island with seating, Thermador appliances, William Pritchard Co. cabinetry, a Uline wine cooler, a Kohler sink, and a scullery with custom shelving and a KitchenAid wall oven. An elevator connects the ground floor to the main level for added ease.The first-floor primary suite creates a private retreat with shiplap walls and custom his-and-her closets by Inspired Closets. A main-level office with built-ins adds a polished workspace, while three ensuite guest bedrooms on the second floor offer generous accommodations. Outdoor living defines the property, with a large in-ground pool and spa framed by a stone surround, landscape lighting, and irrigation. Beneath the home, a recreational area with a pool table and golf practice space expands the ways to gather, unwind, and enjoy island life. Complete with a two-car covered garage, this Sullivan's Island home offers a rare blend of design, comfort, and proximity to the beach.

2268 Atlantic Avenue, Sullivans Island

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

$8,200,000
5 Beds ⋅ 6.5 Baths ⋅ 26023657 MLS
21 Lamboll Street is a beautifully restored circa-1834 residence in Charleston's South of Broad neighborhood. Known as the Catherine Jenkins House, the historic property has undergone an extensive renovation that carefully honors its original architecture while introducing thoughtful updates throughout. The project was completed by Tupper Builders with architect Eddie Fava and was recognized with a 2024 Carolopolis Award for its exceptional preservation and craftsmanship.The renovation included a comprehensive interior restoration, with new electrical, plumbing, HVAC systems, and flooring throughout. Ceilings and doorways were raised where possible to enhance the scale and natural light of the interiors, while five fireplaces were relined and converted to fully functional gas fireplaces. The home's historic character is complemented by Classic Brass hardware throughout, Forbes & Lomax light switch panels, and Gracie wallpaper in the primary bedroom. The first floor offers a gracious progression of living spaces from the front living room and dining room to the kitchen and expansive family room at the rear of the home. The kitchen is equipped with Wolf and Sub-Zero appliances. A separate scullery provides a dedicated workspace just off the kitchen. Large new windows across the rear of the home frame views of the beautifully landscaped backyard from the family room. Upstairs, the second floor is anchored by a generous primary suite with an exceptionally large walk-in closet and spacious primary bath. Two additional bedrooms are located on this level, along with another full bath, laundry room, and access to the upper piazza. The third floor offers two more bedrooms, two full baths, and a bonus room, providing flexible space for guests, an office, or additional living space. The ceiling on this level was also raised as part of the renovation. The exterior received the same level of attention. The original piazza was restored, a portion of the screened porch was enclosed with windows to add interior living space, and the exterior configuration was improved with a new staircase. Additional work included new paint, shutters, lanterns, flashing, gutters, a driveway, and a whole-home generator. The yard was fully graded and redesigned with new turf, landscaping, irrigation, and yard lighting by Blue Moon. Nine fruit trees add to the established garden setting, while a timed mosquito misting system provides added convenience. At the rear of the property, a fountain creates a peaceful focal point within the garden. Off-street parking accommodates two cars and a golf cart. With its restored piazzas, beautifully proportioned rooms, extensive modern systems, and carefully landscaped grounds, 21 Lamboll Street offers the rare combination of historic Charleston architecture and a renovation designed for the way a home is lived in today.

21 Lamboll Street, Charleston

Listing courtesy of Listing Agent: Robertson Allen from Listing Office: The Cassina Group. 843-628-0008
$7,999,000
4 Beds ⋅ 4.5 Baths ⋅ 26005236 MLS
Welcome to 510 Traders Alley, easily one of the largest and rarest deep water offerings ever presented in south Mt Pleasant. This magnificent waterfront estate in the Reserve in Olde Park is tucked on a quiet cul-de-sac on a peninsula with one of the most extraordinary backdrops in the Low Country. The property at its core is all about panoramic water views, an abundance of privacy, and effortless access to everything Charleston has to offer by water or land. 510 Traders Alley is set on 3.47 acres along Hobcaw Creek, the home offers true deep water access at all tides from a private dock complete with a boat lift, a covered pier head, and a floating dock--an increasingly rare offering in the Charleston market.The property has nearly ¾ of an acre of high ground with elevated marsh frontage from approximately 200 degrees of views providing stunning sunrises and sunsets across the marsh with some of the most serene bird watching in the area. Built in 2002, this 5,745 sq ft brick estate was designed for both comfortable living and elevated entertaining. A brick driveway leads to the attached 2-car garage, while inside, 10 foot ceilings, plantation shutters, and thoughtful millwork set the tone. The heart of the home is the eat-in kitchen with Viking gas range, flowing seamlessly into casual and formal spaces including an eat-in kitchen and formal dining room made for gathering. The living room is set at the center of the home with a great fireplace and stunning views and access to arguably one of the best porches and back yards in the region overlooking your own dock and the surrounding marsh in both directions. The master suite on the main level also features porch access, dual spacious walk-in closets, and serene views and a large primary bath with privacy and even further views from your soaking tub. With 4 bedrooms, 4.5 bathrooms, and generous living areas throughout, it's a true entertainer's paradise. Bonus features include a large laundry room, abundant storage, a large finished room over the garage, a large living room upstairs with an additional porch with marsh views. The property certainly has the ability to add on even further to expand the living or outdoor areas if so desired. Olde Park is perfectly located in south Mt Pleasant next to the community of Ion as you have the ability to walk, bike, and golf cart into Ion Village and Hobcaw through the side streets that interconnect all these communities along the creek. Olde Park is a rare community that offers incredible estate sized lots as well as estate sized houses with neighboring residences spanning over 10,000 square feet. It is clear the community association balances modern luxury and low country elegance expertly as proven when driving in past the gorgeous homes set along the manicured walking trails and professionally landscaped communal spaces. The location cant be understated situated with close proximity (just 10 minutes) to downtown Charleston, the airport, and the beaches of Sullivan's Island and Isle of Palms while enjoying all the shops and restaurants Mt Pleasant has to offer. Whether you're sipping coffee on the porch or heading out for a sunset cruise, this home offers a rare blend of acreage, deep water access, privacy, and timeless construction - all in a location that defines Low country living.

510 Traders Alley, Mount Pleasant

Listing courtesy of Listing Agent: Alex Brener from Listing Office: Carolina One Real Estate. 843-779-8660
$7,998,000
6 Beds ⋅ 4.5 Baths ⋅ 26010056 MLS
Now Includes Full Addition, ADU, Pool, landscaping package, and full furniture package . 16 Trumbo Street present a unique opportunity in Harleston Village, just steps from Colonial Lake. The property is currently undergoing a full studs-out renovation with an addition, including a house lift to allow for a new foundation and enclosure space below. Conditioned enclosure space (option to ADD up to additional 1500 SF)Plans and design selections are in place but can be modified, offering flexibility for a buyer to make adjustments during construction. Opportunity to meet with the development team to review plans, selections, and overall scope.Golf cart to all your favorite restaurants

16 Trumbo, Charleston

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

$7,995,000
6 Beds ⋅ 6.5 Baths ⋅ 26024924 MLS
Welcome to 1616 Poe Avenue, a builder's personal residence, constructed to impress with quality to endure. Located on a quiet street just steps from beach access and historic Fort Moultrie, this exceptional home embodies the indoor-outdoor lifestyle that defines Sullivan's Island living. The luxurious sunlit family room leads onto the pool deck through glass sliders. On the opposite side of the room, three sets of French doors open onto the front porch, providing the ability to completely open up the living space. A sleek linear fireplace provides a focal point with shelving above. Beyond the family room is the stunning kitchen and dining area. The kitchen boasts luxurious Italian Dolomite countertops with waterfall edge, exquisite lighted glass cabinetry, subzero wine tower and.....refrigerator, gas Wolf range with double ovens, and Uline icemaker. The elegant banquette seating provides a cozy spot for a morning cup of coffee or dinner party. Just off the kitchen is spacious porch, a convenient option for dining al fresco. The outdoor area was meticulously planned. The cabana seating area focuses around a wood burning fireplace with gas Wolf grill, beverage center, ice maker, and sink. The stunning elevated heated saltwater pool and spa with Ipe deck surround, pearlized tile accents and lush landscaping, provides a serene, private, resort-style setting. The primary suite overlooks the pool deck through a wall of sliding doors, when open, creates a feel of being completely outdoors. An accent wall of geometric wood tiles creates an elevated backdrop for bed placement. The primary ensuite is bathed in luxurious Thassos Greek marble used throughout the floors and the countertops. The spa-like features include a steam shower with six body jets, separate soaking tub, heated towel bar, and two custom closets with glass enclosures. Just beyond the primary suite is the sauna and the pool bathroom - both which are also accessible from the pool deck. Finishing out the main floor is a private office with direct outside access, a large laundry room with cabinetry, sink and storage, and powder room. The upstairs offers 5 bedrooms, 4 baths, game room, media room, and laundry area. The sleek media room boasts vaulted ceilings, built-in cabinetry, beverage cooler, bar shelving and serving area, and sink. The game room is located at the top of the stairs with built-ins, bar area, and vaulted ceilings, as has direct access to the upstairs balcony. On the ground level is a functional mudroom with drop zone and storage cabinets, and separate room perfect for a home gym. The yard is completely fenced, with a driveway accessible through an electric gate. The garage has space for three cars plus 2 golf cart bays with spiral staircase access to the upstairs pool deck. 1616 Poe Avenue is an extraordinary modern coastal residence designed for those who expect the exceptional.

1616 Poe Avenue, Sullivans Island

Listing courtesy of Listing Agent: Kristie Potts from Listing Office: Smith Spencer Real Estate.

$7,995,000
4 Beds ⋅ 5.5 Baths ⋅ 26021177 MLS
Coastal living meets timeless design at 2668 Bayonne Street. Perfectly positioned on a coveted second-row, street-to-street lot on the quiet northeast end of Sullivan's Island, this exceptional residence offers partial ocean views, elevated finishes, and effortless indoor-outdoor living.Spanning approximately 4,500 square feet, the home features four spacious bedrooms, five and a half bathrooms, and three luxurious primary suites, each thoughtfully designed with custom cabinetry and spa-inspired baths. Expansive living spaces are filled with natural light and flow seamlessly from the grand great room to the elegant dining area and inviting lounge, where a custom wet bar with Sub-Zero wine refrigeration, beverage refrigerator, and icemaker creates the perfect setting for entertaining.At the heart of the home, the chef's kitchen is both stunning and functional, featuring a Wolf range, Sub-Zero refrigeration, Viking microwave, custom cabinetry, Taj Mahal Quartzite countertops, an oversized center island, and a walk-in pantry with an additional refrigerator. Designed with luxury and lifestyle in mind, the private outdoor retreat is equally impressive. Nearly 1,500 square feet of expansive decks overlook lush landscaping, a resort-style pool with a travertine surround, and a custom mahogany cabana, creating the ultimate backdrop for entertaining or unwinding after a day at the beach. A rare highlight is the private, climate-controlled fitness studio, complete with professional-grade Life Fitness equipment, custom rubber flooring, and an elegant locker room just steps from the pool. Originally renovated from the ground up in 2012, every detail reflects exceptional craftsmanship--from custom millwork and designer finishes to expansive walk-in closets and thoughtfully curated spaces. Blending refined architecture with modern coastal elegance, 2668 Bayonne is a rare opportunity to own one of Sullivan's Island's premier luxury homes, just moments from the beach.

2668 Bayonne Street, Sullivans Island

Listing courtesy of Listing Agent: Michael Carroll from Listing Office: Carroll Realty.

$7,995,000
7 Beds ⋅ 9 Baths ⋅ HILTONHEAD-500493 MLS
Ringed by the quiet serenity of untouched maritime forest, 11 Headwaters Road is a 7,311 square foot, fully furnished, seven-bedroom, eight-and-a-half bath family compound consisting of a main house, guest house and carriage house set on more than 24 acres in the blissfully secluded Headwaters community of Palmetto Bluff. Throughout the estate grounds you'll find quiet waterside beauty, deep enchanting forests, lushly landscaped gardens, outdoor living, a private covered dock, and its heart, a family home for generations. The craftsmanship of Johnson-Dulaney builders paired with architectural brilliance from Wayne Windham to create grand sweeping spaces that give everyone room to come together, dotted with quiet retreats for soaking in the Lowcountry's grandeur. In the main house, a soaring two-story great room anchors the home with reclaimed pine floors running toward a dramatic tabby fireplace that stretches to exposed beams. These beams carry into the airy formal dining and down to the open kitchen. Centered on a broad quartz center island, its six-burner gas range and plentiful counterspace and nearby wine cellar allow for even the largest family dinners. The main houses second floor also houses a bedroom as well as a full guest suite flanking an elevated sitting room, while the first floor is given over to the sprawling primary suite. A long gallery hall, which terminates in a pair of spacious offices with private baths, also leads to this blissful oasis. Enjoying private access to the screened patio, the primary suite indulges with gorgeous views of the property and amenities for two dual walk-in closets, and his-and-hers en suite baths. Such space is necessary in a property like this, where guests from the main house, guest house and carriage house will come together. Situated above the sprawling garage, with room for four cars, the carriage house offers full apartment living with expansive living room, kitchen and full suite with private bath. Anchored by a spacious living room with kitchenette, the guest house offers three bedrooms with spacious closets, two of which share a jack-and-jill bathroom with the third being a full suite. A private enclave of ten family compounds overlooking the beautiful May River, the gated Headwaters community is the ultimate location for privacy and seclusion.

11 Headwaters Road, Bluffton

Courtesy of Palmetto Bluff Real Estate Co
$7,989,000
4 Beds ⋅ 5.5 Baths ⋅ 26024971 MLS
Daniel Island is more than a place to live--it's a way of life. This unique island community offers the charm and everyday conveniences of a small town. Miles of scenic walking and biking trails connect neighborhoods, parks, and green spaces throughout the island. Enjoy world-class concerts, tennis, and entertainment to the community throughout the year.Ideally located just 10 miles from Charleston International Airport and 20 minutes from historic downtown Charleston and area beaches. Daniel Island offers an exceptional combination of convenience, natural beauty, recreation, and the unmistakable charm of the Lowcountry.Daniel Island Park is an elevated residential community defined by its mature trees, lush landscaping, beautifully manicured grounds, and vibrant seasonal flowers throughout. An impressive collection of architecturally distinctive, custom-built residences adds to its character and sense of place. The Park Club offers two resort-style saltwater pools with designated lap areas, along with a state-of-the-art fitness center, tennis, pickleball, and padel courts. The Daniel Island Club adds multiple dining venues and a year-round calendar of golf, tennis, and social events. It is within this exceptional setting that 141 Ithecaw Creek Street makes its impression--Built in 2026, a remarkable 5,400-square-foot residence uniquely positioned to capture beautiful views of the Ralston Creek Course from both the front and rear of the home. The home's architectural character is equally striking, thoughtfully blending timeless Southern influences with a clean, contemporary aesthetic. The predominantly brick exterior, full metal roof, and countless expansive windows and doors blur the line between indoors and out, creating a seamless connection to the surrounding landscape. A striking oversized mahogany front door and distinctive covered porch offer a glimpse of the exceptional craftsmanship and design that awaits even before stepping inside the home. Inside, craftsmanship and attention to detail take center stage. The interiors reflect a commitment to exceptional quality, with extensive custom millwork, paneled walls, intricate trim work, custom cabinetry, built-in storage, and wide-plank oak flooring creating an atmosphere of warmth and refinement throughout. Thoughtful functionality is seamlessly integrated into the design, including automated blinds, abundant storage on every level, a secure reinforced safe room, and sophisticated integrated sound and television systems throughout the home. The gourmet kitchen is designed as both a sophisticated culinary space and a natural gathering place, combining exceptional functionality with a refined, contemporary aesthetic. A distinguished collection of luxury appliances from Wolf, Sub-Zero, and Cove complements the kitchen's sophisticated design. Custom cabinetry and a generously sized island provide exceptional functionality and storage. Dramatic Tahiti quartzite countertops and backsplash add natural movement and character to the space. Conveniently located just behind the kitchen, the expansive chef's scullery provides additional workspace and storage while maintaining the home's elevated design, with floor-to-ceiling cabinetry, fluted-glass accents, luxury appliances, an oversized sink, and a convenient water bottle-filling station. Thoughtfully designed to complement the main kitchen, it combines exceptional function with sophisticated design. The main level was thoughtfully designed for effortless living without sacrificing scale or entertaining capability. Soaring 12-foot ceilings and open-concept kitchen, dining, and living areas flow naturally through a wall of 10-foot sliding glass doors into the expansive outdoor living spaces. Among the highlights of the main level, a luxurious spacious sound proof office has the flexibility to serve as a first-floor primary suite, complete with a spa-like ensuite bath, and a generous walk-in closet with a security safe already in place. A separate art studio provides an ideal space for a home office or creative pursuits, while a sophisticated media room with a custom wet bar creates an inviting setting for relaxed entertaining. A beautifully appointed powder room, featuring a dramatic contemporary fixture and sophisticated finishes, adds another distinctive touch to the main level. The second level continues the home's impressive sense of scale, with 10-foot ceilings throughout. Among the highlights are three spacious bedrooms, including the primary suite, a light-filled sitting area with custom built-ins and expansive golf course views, a well-equipped safe room, and a thoughtfully designed laundry room. The spacious primary suite is designed as a private retreat, featuring two separate custom walk-in closets, a private balcony overlooking the golf course, and an exquisite dual-sided fireplace that elegantly separates the bedroom from the spa-like ensuite bath. The primary bath is a standout, with a separate shower room, soaking tub, and sophisticated finishes creating a serene and luxurious setting. Equally impressive are the home's expansive outdoor living spaces, thoughtfully designed for both relaxation and entertaining while taking full advantage of the beautiful golf course setting. The spacious tiled porch features a striking fireplace complemented by a top-of-the-line television and soundbar, a fully equipped outdoor kitchen with wine refrigeration, and automated screens for year-round comfort. Just beyond, an infinity-edge swimming pool and adjoining hot tub create a resort-like setting overlooking the golf course. A conveniently located outdoor bathroom completes this exceptional outdoor retreat. An exceptional opportunity accompanies the home: a Full Golf Membership to the Daniel Island Club is available offering the buyer the rare ability to bypass the current 10 year wait for full golf membership. Members enjoy access to the Club's two nationally recognized 18-hole golf courses--Ralston Creek, designed by Rees Jones, and Beresford Creek, designed by Tom Fazio. Private, peaceful, and truly unrepeatable, 141 Ithecaw Creek Street represents an exceptional opportunity to experience the very best of Daniel Island Park living.

141 Ithecaw Creek Street, Charleston

Listing courtesy of Listing Agent: Renee Reinert from Listing Office: Carolina One Real Estate. 843-779-8660
$7,975,000
4 Beds ⋅ 7 Baths ⋅ HILTONHEAD-510686 MLS
Welcome to 364 Waterfowl Road - an expansive Palmetto Bluff retreat set on over an acre of land on the beautiful inland waterway in the highly desirable River Road neighborhood. With sprawling views of the water, this home features endless opportunities for indoor and outdoor entertaining with its wrap-around porches, outdoor kitchen, large backyard and private dock to its expansive kitchen, scullery and great room, impressive wine room, wet bar and fully-equipped entertainment suite with pool table, media space, and more. With two primary suites downstairs and two additional suites upstairs, this home offers ample space for family and friends to enjoy gorgeous views and Lowcountry life. Filled with custom details and craftsmanship, this home offers a private and serene escape yet is close to all the Palmetto Bluff amenities, including the member-only pool, fitness center and trails. Don't miss out on Lowcountry luxury at its best!

364 Waterfowl Road, Bluffton

Courtesy of Charter One Realty
$7,950,000
5 Beds ⋅ 6.5 Baths ⋅ 26024895 MLS
Tucked along a scenic creek in one of Mount Pleasant's most picturesque settings, 312 River Oak Drive offers an exceptional blend of Lowcountry charm, thoughtful design, and effortless indoor-outdoor living. Elevated to capture sweeping marsh and water views, this custom-built home by Allen Coleman of Coleman Builders was designed by architect Sabrina Vogel and beautifully curated by Elizabeth Stuart Design. Framed by mature oaks, lush landscaping, and timeless coastal architecture with NuCedar shake siding, metal roofing, and expansive porches, the home immediately sets the tone for relaxed luxury.Inside, white oak flooring runs throughout spaces filled with warmth, natural light, and impeccable craftsmanship. Soaring vaulted ceilings with exposed wood trusses, custom millwork, Urban Electric light fixtures, and walls of windows showcase breathtaking views of the creek and surrounding marsh. Designed for both everyday living and entertaining, the open-concept kitchen and living area is anchored by a large marble island, professional-grade appliances, custom cabinetry, and a striking floor-to-ceiling brick fireplace. The adjacent dining and gathering spaces flow seamlessly onto the covered outdoor living areas beyond, creating an effortless connection between indoor and outdoor living. The primary suite serves as a peaceful retreat, offering serene water views, a spa-inspired marble bath, and a spacious custom walk-in closet. Additional bedrooms are equally inviting, each thoughtfully designed with quality finishes and access to natural views or outdoor spaces. Outdoor living is truly at the heart of the home. A covered porch with wood-paneled ceilings overlooks the sleek infinity-edge pool and tranquil creek beyond, creating an unforgettable backdrop for entertaining or quiet evenings at home. Multiple covered lounge areas, including a downstairs porch featuring a wood-burning fireplace and mounted television, provide inviting spaces to gather year-round, while gas fireplaces upstairs add warmth and ambiance to the main living areas. A fireside seating area along the water and numerous vantage points throughout the property allow you to fully embrace the beauty of the surrounding Lowcountry landscape. Beneath the home, an expansive garage and flex space offer incredible versatility. With room for multiple vehicles, boats, golf carts, a home gym, workshop, recreation space, and extensive storage, the lower level is as functional as it is impressive. A dedicated fitness area and large open bays make it ideally suited for an active coastal lifestyle. Every detail of this remarkable creekfront home reflects comfort, craftsmanship, and timeless design, all set within an extraordinary waterfront setting just minutes from the best of Mount Pleasant, Charleston, area beaches, dining, and shopping.

312 River Oak Drive, Mount Pleasant

Listing courtesy of Listing Agent: Robertson Allen from Listing Office: The Cassina Group. 843-628-0008
$7,950,000
7 Beds ⋅ 5 Baths ⋅ HILTONHEAD-510860 MLS
One of the finest oceanfront residences in Sea Pines, this custom-built home was thoughtfully designed for multi-generational living and showcases exceptional craftsmanship, timeless architecture, and views of the Atlantic Ocean. Offering an open-concept design filled with natural light, the home features multiple gathering spaces, four fireplaces, two entertainment rooms with full-service bars, a private office, and luxurious accommodations throughout. The chef's kitchen is a masterpiece of both form and function, appointed with premium Dacor, Wolf, Miele, and Sub-Zero appliances, custom cabinetry, striking green onyx countertops, and expansive preparation and dining areas designed for entertaining on any scale. From the moment you arrive, architectural details inspired by Frank Lloyd Wright set this home apart, beginning with a tranquil koi pond entrance. An oceanfront oasis awaits, featuring a large swimming pool, heated spa, private beach walkway, and white Italian marble framing the pool. Combining warmth, artistry, and unparalleled quality, this remarkable Sea Pines residence offers a rare opportunity to own one of Hilton Head Island's most distinguished oceanfront homes.

21 Red Cardinal Road, Hilton Head Island

Courtesy of Harbour & Home Real Estate
$7,900,000
5 Beds ⋅ 6 Baths ⋅ HILTONHEAD-511892 MLS
A rare offering for the discerning buyer seeking an exceptional property nestled within the prestigious May River Forest enclave of Palmetto Bluff. Privately situated on nearly two acres, the estate is surrounded by mature woodlands with tranquil views of protected wetlands and the renowned May River Golf Course. Designed as the personal residence of an award winning local architect, every element has been thoughtfully curated to deliver an unparalleled blend of innovation, craftsmanship, and timeless design. Encompassing over 5,600 heated square feet, the home is centered around effortless main-level living with an open-concept floor plan, soaring ceilings, expansive walls of glass, and seamless indoor-outdoor spaces designed for entertaining and everyday enjoyment. State-of-the-art systems and meticulously executed details define this one-of-a-kind retreat. Offering extraordinary privacy in one of Palmetto Bluff's most coveted neighborhoods, this is a truly rare opportunity to own a legacy home where every detail has been masterfully considered.

135 Mount Pelia Road, Bluffton

Courtesy of Corcoran HM Properties - Bluffton
$7,850,000
7 Beds ⋅ 8 Baths ⋅ HILTONHEAD-506356 MLS
Designed by renowned architect Bobby McAlpine, 26 Plum Thicket Road is a rare legacy property offering exceptional privacy, architectural significance, and one of the most coveted settings in Palmetto Bluff. Approached by a private bridge and set on expansive acreage, the estate creates a remarkable sense of arrival while overlooking the iconic par-3 14th hole of the May River Golf Course. Sweeping views extend from tee to green and beyond to the May River, with the 13th hole enhancing the surrounding Lowcountry landscape. McAlpine's timeless design is evident throughout the residence, where refined craftsmanship and authentic Lowcountry architecture come together effortlessly. Pine floors accented with bluestone, custom built-ins, detailed millwork, and thoughtfully curated finishes create an atmosphere that is both elegant and welcoming. Recently renovated, the home has been extensively refreshed with a full interior and exterior repaint, new Wolf and Sub-Zero appliances, custom lighting, and select structural improvements. The seven-bedroom compound offers exceptional flexibility, featuring four bedrooms in the main residence, a two-bedroom guest house, and a private suite above the three-car garage. Indoor living spaces flow seamlessly to expansive outdoor entertaining areas, including a resort-style pool, grilling station, and screened porch, all positioned to maximize the panoramic golf course and river views. 26 Plum Thicket Road presents a rare opportunity to own a stunning residence in the heart of Palmetto Bluff, where timeless architecture, privacy, and luxury Lowcountry living converge. Furnishings are negotiable, please inquire for details.

26 Plum Thicket Road, Bluffton

Courtesy of EXP Realty LLC
$7,800,000
6 Beds ⋅ 8 Baths ⋅ HILTONHEAD-510819 MLS
Experience unparalleled oceanfront luxury in the exclusive, private community of Port Royal on Hilton Head Island. This 6,208-square-foot, two-story coastal home features six bedrooms, five full baths, and three half baths, offering an exceptional blend of timeless architecture. Meticulously enhanced with extensive modern updates, the home welcomes you with a grand foyer, soaring ceilings, and open, light-filled living spaces. Stunning 2-story glass frames sweeping panoramic Atlantic vistas and the maritime landscape from nearly every room. The newly remodeled chef's kitchen is complete with leather-stamped quartz countertops, a premium Sub-Zero refrigerator, a gas Bertazzoni Range, 2 stainless steel sinks, a farmer sink and a customized bar area. A generous island designed for effortless entertaining seats six. Throughout the interior, earth toned tile, stone and wood flooring complement the home's design. The primary suite serves as a serene sanctuary with stunning ocean views and a spa-inspired bathroom while each guest suite ensures ultimate comfort with private en-suites. Notably, three of the six bedrooms boast breathtaking direct ocean views.The luxury extends outdoors to a private beachfront oasis designed for relaxation and entertainment. Expansive patios, second-story veranda balcony, and an oceanside salt water pool offer front-row seats to legendary sunrises, cool sea breezes, and the tranquil lapping of the waves. Enjoy direct, private access to Hilton Head's pristine shoreline right from your backyard. Thoughtfully updated, the property features a durable metal roof, a classic stucco exterior, a spacious three-car garage, newly paved driveway plus paver pathways and refreshed landscaping. Situated on one of Port Royal's private, winding, oak-tree-lined cul-de-sac streets, this gated-community oceanfront residence offers a rare combination of luxury, privacy, and coastal living at its best.

10 Drayton Place, Hilton Head Island

Courtesy of EXP Realty LLC
$7,495,000
4 Beds ⋅ 4.5 Baths ⋅ 26024639 MLS
Watch the tide roll in and then watch it roll away again, just like Otis sang, in this effortless beachfront Sullivan's Island retreat. 3013 Marshall Boulevard was designed to capture sweeping ocean views from every room and thoughtfully built for seamless indoor-outdoor living. The open-concept main floor features a chef's kitchen and high-ceilinged living space that flow directly onto an expansive ocean-facing deck. With flexible dual primary suites--one on the main level with a soaking tub and another upstairs with a zero-entry shower--plus two additional guest suites, every bedroom enjoys its own private bath and direct deck access. Modern living has been integrated for a lock-and-leave lifestyle, including a full-stop elevator, impact-rated windows, dual tankless water heaters,soft close drawers and cabinets, and even towel warmers. The exterior of home was completely painted in August. Additional areas under the home provide extra party space, parking and storage. There is even an outdoor shower with seating and changing area for those sandy days. Churches, historic American military sites, a quaint commercial district, parks, and a beachfront elementary school all lend to Sullivan's Island's charm and island town community. Everything is here and ready for you. Kick back, relax and enjoy the coastal lifestyle.

3013 Marshall Boulevard, Sullivans Island

Listing courtesy of Listing Agent: Charley Hamrick from Listing Office: Carolina One Real Estate. 843-779-8660
$7,475,620
5 Beds ⋅ 6.5 Baths ⋅ 26024151 MLS
Welcome to 1109 Ship Builder Street, an exceptional to-be-built home by LowCountry Premier Custom Homes in The Retreat, Daniel Island Park's final neighborhood. Set on approximately 0.62 acres and bordered by green space, this private homesite offers breathtaking long marsh views. With southern exposure along the rear of the property, the home is ideally positioned to capture beautiful natural light and spectacular Lowcountry sunrises and sunsets.With plans fully approved by the Daniel Island Architectural Review Board (ARB), this thoughtfully designed property will feature approximately 5,558 heated square feet, including the main residence, detached guest house and sauna, with nearly 10,000 square feet under roof.Premium finishes include a standing-seam metal roof, NuCedar and Hardie siding, impact-rated windows and doors, Ipe porches, wide-plank white oak flooring, custom cabinetry and closets, extensive millwork, and Wolf and Sub-Zero appliances. Outdoor living takes center stage with a custom gunite pool and spa, marble decking, outdoor kitchen, covered porches and outdoor fireplace, all designed to take advantage of the surrounding marsh views. Additional features include an elevator, whole-house generator, water filtration, integrated audio, security, Wi-Fi and Control4 smart-home technology. A full transferable golf membership to the Daniel Island Club further enhances this rare opportunity to build an extraordinary residence in one of Daniel Island's most coveted settings.

1109 Ship Builder Street, Charleston

Listing courtesy of Listing Agent: Brian Connolly from Listing Office: Daniel Island Real Estate Co Inc.

$7,400,000
4 Beds ⋅ 6 Baths ⋅ HILTONHEAD-511454 MLS
Cross your private bridge into one of Hilton Head Island's most discreet and protected oceanfront enclaves. Stella del Mare is one of only three beachfront communities on Hilton Head Island where short-term rentals are not permitted, ensuring year-round privacy, security, and a consistently quiet residential environment. This 4-bedroom, 5.5-bath Mediterranean estate offers a rare alternative to the island's oceanfront rentals. Positioned along the coveted Bradley Beach shoreline, this gated enclave of three Oceanfront homes and two 2nd row parcel provides expansive Atlantic views without the weekly rental influx common elsewhere. Originally featured nationally for its design and architectural significance, Stella del Mare set a new benchmark for luxury construction. Built by skilled European craftsmen using imported and timeless materials, the residence showcases hand-laid walnut flooring, carved travertine, silk wall coverings, Venetian glass, and custom wrought-iron detailing. Many architectural elements were sourced internationally to achieve authenticity and permanence rarely replicated today. Constructed using the Hebel Block system for superior durability, strength, and insulation, this home was designed to endure for generations. Every detail reflects substance over trend. Outdoor living includes a private courtyard, freshly renovated pool and spa, elevator access, and multiple oceanfront balconies designed for quiet sunrise mornings and uninterrupted coastal views - without the transient traffic associated with short-term rental communities. Recent enhancements include complete exterior stucco refinishing in 2024; replacement of numerous exterior windows, new geothermal HVAC system, and complete pool renovation demonstrating continued investment and meticulous care. This property presents the perfect offering for the discerning buyer seeking a legacy beachfront residence in a gated, owner-focused community - where privacy, architectural integrity, and long-term enjoyment take precedence.

3 Stella Del Mare Manor, Hilton Head Island

Courtesy of William Raveis - Carolina LLC
$7,400,000
4 Beds ⋅ 6 Baths ⋅ 190714 MLS
Cross your private bridge into one of Hilton Head Island's most discreet and protected oceanfront enclaves. Stella del Mare is one of only three beachfront communities on Hilton Head Island where short-term rentals are not permitted, ensuring year-round privacy, security, and a consistently quiet residential environment. This 4-bedroom, 5.5-bath Mediterranean estate offers a rare alternative to the island's oceanfront rentals. Positioned along the coveted Bradley Beach shoreline, this gated enclave of three Oceanfront homes and two 2nd row parcel provides expansive Atlantic views without the weekly rental influx common elsewhere. Originally featured nationally for its design and architectural significance, Stella del Mare set a new benchmark for luxury construction. Built by skilled Europe craftsmen using imported and timeless materials, the residence showcases hand-laid walnut flooring, carved travertine, silk wall coverings, Venetian glass, and custom wrought-iron detailing. Many architectural elements were sourced internationally to achieve authenticity and permanence rarely replicated today. Constructed using the Hebel Block system for superior durability, strength, and insulation, this home was designed to endure for generations. Every detail reflects substance over trend. Outdoor living includes a private courtyard, freshly renovated pool and spa, elevator access, and multiple oceanfront balconies designed for quiet sunrise mornings and uninterrupted coastal views - without the transient traffic associated with short-term rental communities. Recent enhancements include complete exterior stucco refinishing in 2024; replacement of numerous exterior windows, new geothermal HVAC system, and complete pool renovation demonstrating continued investment and meticulous care. This property presents the perfect offering for the discerning buyer seeking a legacy beachfront residence in a gated, owner-focused community - where privacy, architectural integrity, and long-term enjoyment take precedence.

3 Stella Del Mare Manor, Hilton Head Island

Courtesy of William Raveis - Carolina LLC, from Lowcountry Regional MLS.
$7,395,000
4 Beds ⋅ 4.5 Baths ⋅ 26009009 MLS
Set on an elevated corner lot along one of Sullivan's Island's most desirable streets, 2871 Ion Avenue offers a rare opportunity to own a truly remarkable coastal retreat. Spanning over 5,000 square feet, this home presents a level of scale no longer permitted under current town building restrictions, affording a unique opportunity to own a residence of this size on Sullivan's Island.Thoughtfully designed for both entertaining and everyday living, the home features expansive gathering spaces and a seamless flow throughout. The gourmet kitchen serves as the centerpiece, complete with two oversized islands that provide ample space for hosting. Multiple living areas offer flexibility across all levels, including a top-floor loft with a wet bar and blackout drapes, ideal for a media lounge, fitness space, playroom, or a private retreat. Two spacious primary suites create an ideal layout for accommodating guests. Just off the main-level primary suite, an additional flex room provides the perfect setting for a private office or expanded wardrobe space. Outdoor living is equally compelling. The rooftop deck is outfitted with integrated lighting and a sound system, offering sweeping island views and an exceptional setting for entertaining. The private backyard is a serene escape, featuring a pool, an outdoor shower, and mature landscaping, including a private English garden, citrus trees and a fig tree. Additional highlights include driveway parking for six or more vehicles and convenient beach access without the need to cross the maritime forest. Positioned on Ion Avenue, known as the island's highest street, this property offers an exceptional combination of scale and location, just moments from Sullivan's Island's celebrated shops, dining, and beachfront.

2871 Ion Avenue, Sullivans Island

Listing courtesy of Listing Agent: Robertson Allen from Listing Office: The Cassina Group. 843-628-0008
$7,375,000
8 Beds ⋅ 9.5 Baths ⋅ 26019033 MLS
Introducing a rare opportunity to own a thoughtfully designed proposed construction estate where Sullivan's Island history and modern luxury come together in perfect harmony. Located at 2250 Myrtle Avenue, this exceptional property has been masterfully envisioned to preserve the charm of the existing historic home while seamlessly integrating a beautifully crafted new construction main residence, creating a one-of-a-kind coastal compound. Designed by renowned local architect Carl McCants, the property celebrates the architectural heritage of Sullivan's Island while delivering the comfort, functionality, and elegance expected in today's luxury living. The historic residence will be meticulously renovated and preserved as a private guest house, while the newly constructed main home has beenthoughtfully designed to complement its historic counterpart, resulting in an estate that honors the island's rich history while embracing modern coastal living. The newly constructed main residence is designed for effortless everyday living and entertaining. The first floor features a luxurious primary suite with a spa-inspired en-suite bath, an expansive great room, gourmet kitchen, dining room, scullery, powder room, laundry room, and a convenient three-stop elevator providing access from the ground level to the second floor. The second floor offers three additional bedrooms and two full bathrooms, including a versatile flex room that can easily serve as a guest suite, home office, media room, fitness space, or playroom to fit your lifestyle. Adding to the property's exceptional appeal, the existing historic home will be thoughtfully renovated into a fully functional guest house. This private retreat will feature two additional bedrooms, two bathrooms, a comfortable living room, dining room, and a full kitchen--creating the ideal space for extended family, guests, a home office, or multigenerational living while preserving an important piece of Sullivan's Island's architectural history. Every detail of this proposed estate has been carefully considered to maximize livability while embracing the relaxed sophistication that defines Sullivan's Island. From timeless architectural elements inspired by the island's historic homes to thoughtfully curated modern amenities, this extraordinary property offers the perfect balance of preservation and innovation. Opportunities to own a custom-designed coastal compound of this caliber are exceptionally rare. Combining a beautifully restored historic guest house with a stunning new luxury residence, this estate offers an unparalleled lifestyle just moments from Sullivan's Island's pristine beaches, renowned restaurants, and only a short drive to historic downtown Charleston. Buyer to verify all information deemed important, including plans, specifications, square footage, features, permitting, construction details, and approvals, which are subject to change.

2250 Myrtle Avenue, Sullivans Island

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

$7,295,000
5 Beds ⋅ 6.5 Baths ⋅ 26023883 MLS
Some homes are built. Others are inherited from history. On Sullivan's Island, the Fort Moultrie Post Exchange belongs to an entirely different category. Built in 1906 as a recreation hall for soldiers stationed at Fort Moultrie and recognized on the National Register of Historic Places, this extraordinary landmark has been transformed through a meticulous multimillion dollar renovation into one of the most distinctive private residences on the Charleston coast. The result is not a restoration frozen in time, but history reimagined for modern life. Set along iconic Middle Street, the home's commanding columns, dramatic arched window and expansive front porch offer the first glimpse of its remarkable scale.Custom mahogany double doors open to interiors where 13 foot ceilings, white oak floors, original brick, marble, hand finished ironwork and preserved architectural details are layered with an unexpected level of contemporary luxury. Under the direction of Leila Muller of Poppy + Shae Design Co., nearly every element has been considered. Behind the historic architecture is essentially an entirely new infrastructure, including new HVAC, electrical, plumbing and lighting systems, allowing the home to live with the ease of new construction while retaining a character that could never be recreated today. The arrival alone makes a statement. A marble foyer detailed with 24 karat gold inlay sits beneath a dramatic vintage gold leaf chandelier, while custom ironwork by Frazier's Ironworks introduces the level of craftsmanship found throughout the residence. Beyond, the living, dining and kitchen spaces unfold at an impressive scale without sacrificing warmth. A marble herringbone fireplace with fluted oak surround anchors the living room, complemented by custom millwork, integrated audio and statement lighting. The kitchen is designed as much for gathering as it is for cooking. An oversized dolomite island seats seven and is surrounded by white marble surfaces, custom cabinetry, a 46 inch eight burner Big Chill range and an extensive suite of integrated appliances. Through an arched opening, the butler's pantry layers warm maple shelving and quartzite against preserved exposed brick, a subtle reminder of the building's century old story. Privately positioned in its own wing, the primary suite feels more like a residence within the residence. The bedroom opens to a private screened porch and patio, while an expansive custom dressing room centers around a stone island with multiple seating areas. The adjoining bath pairs a freestanding soaking tub and oversized walk in shower with natural stone, fluted cabinetry, backlit mirrors and custom storage. Even the home's most functional spaces have been elevated, with a marble floored mudroom, custom lockers, multiple laundry areas and a dedicated dog washing station thoughtfully integrated into daily life. Upstairs, ensuite bedrooms with custom closets open to Juliet balconies overlooking one of the most extraordinary spaces found in any private home on Sullivan's Island. The original recreation hall is the soul of the property. Once a place where soldiers gathered, bands played and couples danced, the monumental room remains breathtaking more than a century later. Original brick walls rise toward a soaring 22 foot ceiling and meticulously restored pressed tin ceiling, now punctuated by a dramatic mural overhead. Its scale is almost impossible to replicate in residential architecture. Transformed into a dramatic venue with extraordinary scale, the original recreation hall offers a level of flexibility almost unheard of in a private residence. Its possibilities range from a private pickleball, basketball, volleyball or tennis court to a golf simulator and dedicated practice area, full scale fitness and wellness center, automotive showroom or collector's gallery. It could just as easily become a private theater, children's recreation space, art or music studio, event venue, or an unforgettable setting for large scale entertaining beneath the 150 inch projection screen. More than an amenity, it is a one of a kind space where imagination, lifestyle and more than a century of Sullivan's Island history come together. An adjoining lounge provides the perfect vantage point over the recreation hall, finished with elegant 1x8 shiplap walls and impressive Euro Wall bidirectional sliding glass doors crafted with hockey grade glass, allowing the spaces to feel connected while maintaining their individual function. The lower level continues into an entire lifestyle and wellness experience. An intimate wine cellar is set against original exposed brick with Sub Zero refrigeration and quartzite surfaces, while a dedicated wellness studio offers space for fitness, yoga or meditation and includes an infrared sauna and private steam shower. Two additional bedrooms and a beautifully appointed bath provide flexibility for family and guests. Outside, the property transitions effortlessly into island living. A resort like pool is framed by lush landscaping and olive trees, with a cascading waterfall and fire bowls creating a dramatic setting after sunset. The historic footprint of the property's former cistern has been preserved and transformed into an expansive patio, while an outdoor shower, rear porch and marsh views connect the home back to its coastal surroundings. A detached two car garage with a finished room above provides additional flexibility for an office or private retreat, while massive pilings from the former Army pier have been incorporated into the rear retaining wall, allowing another piece of the property's history to live on. Whole home systems, including a generator and sump pump, add another layer of modern functionality. There are beautiful homes on Sullivan's Island, and there are historic homes on Sullivan's Island. There is only one Fort Moultrie Post Exchange. More than 120 years after soldiers first walked through its doors, this landmark begins its next chapter, not as a museum to what it once was, but as an extraordinary home designed to be lived in, gathered in and remembered. An irreplaceable piece of Sullivan's Island history, transformed for the way we live now.

1714 Middle Street, Sullivans Island

Listing courtesy of Listing Agent: Christopher Smith from Listing Office: SERHANT.

$7,200,000
7 Beds ⋅ 7.5 Baths ⋅ 26007985 MLS
An extraordinary offering in the heart of historic Ansonborough -- where Charleston's past is not only preserved, but beautifully reimagined.Constructed in 1840 by Henry Street in the years following the Great Fire, this rare double-front Greek Revival residence stands as a lasting expression of resilience, craftsmanship, and architectural significance. Its stately masonry facade and iconic piazzas set the tone before you ever step inside -- a quiet reminder that this is something far beyond the expected.Inside, the home unfolds with intention. Grand double parlors, rich in detail and proportion, create a sense of understated elegance -- where historic character is honored and thoughtfully layered with modern refinement. Every space feels curated yet livable, designed to...accommodate both intimate moments and elevated entertaining with ease. At the center of the home, a chef's kitchen of exceptional caliber anchors daily living -- seamlessly blending performance, design, and gathering. Throughout, the residence offers a level of scale and flexibility rarely found downtown, with multiple living areas, private quarters, and opportunities for multi-generational living or discreet guest accommodations. Beyond the interiors, a private courtyard retreat introduces an entirely different rhythm -- complete with a saltwater pool, outdoor kitchen, and thoughtfully designed gathering spaces that feel worlds away while remaining in the heart of the city. Positioned just steps from Charleston's most celebrated dining, cultural landmarks, and waterfront views, this is a residence defined not by square footage, but by lifestyle -- walkable, storied, and deeply rooted in place. A rare opportunity to own a piece of Charleston history, reimagined for today.

36 Society Street, Charleston

Listing courtesy of Listing Agent: Jessica Lee from Listing Office: AgentOwned Realty Co. Premier Group, Inc..

$7,050,000
5 Beds ⋅ 6 Baths ⋅ HILTONHEAD-511871 MLS
Welcome to 34 Ruddy Turnstone - a classic custom-built oceanfront home in Sea Pines designed by renowned Hilton Head architect Jakie Lee. Perfectly positioned on a large private homesite, this timeless residence showcases the charm, craftsmanship, and thoughtful design that define the finest Sea Pines properties. Exceptional quality is evident throughout with wide stairways, custom woodworking, soaring ceilings, and solid-core doors, all blending to create an atmosphere of relaxed yet refined coastal living. Designed for both comfort and entertainment, the home offers generous indoor and outdoor living spaces, including a heated pool and spa surrounded by lush privacy. The second level features the private Primary Suite with a sitting area, a spacious Great Room, Dining Room, and Eat-In Kitchen - all opening to an expansive IPE wood deck with elevated views overlooking the pool and the Atlantic Ocean. The entry level welcomes guests through a covered entrance into a dramatic foyer with high ceilings and access to the large Family Room complete with built-in beverage coolers and bar area. From here, enjoy seamless access to the covered porch, pool/spa and private beach path. Three Guest Bedrooms, each with their own Ensuite Bath, are also located on this level, along with an additional full bath and Laundry Room for added convenience. A fourth Guest Bedroom and full-size private Office with balcony occupy the mid-level, providing additional flexibility for family and guests. A newly installed elevator with service to all four levels, ensuring effortless enjoyment throughout the home. Thoughtfully designed and meticulously maintained by its original owners as a cherished second home, this exceptional oceanfront retreat offers the rare opportunity to enjoy a classic Sea Pines residence exactly as it is today - or reimagine and personalize it over time to create your own coastal legacy.

34 Ruddy Turnstone Road, Hilton Head Island

Courtesy of Charter One Realty
$7,000,000
6 Beds ⋅ 8 Baths ⋅ HILTONHEAD-506748 MLS
This spectacular home in Spanish Wells Plantation was custom-built as a practical family home and completed in 2021 with the utmost care and meticulous attention to detail. Combining English tradition and Lowcountry life style, the residence boasts a fabulous resort like pool and backyard as well as a river porch with a tidal dock that allows for direct access to Broad Creek. The home features elevated design features and finishings that showcase the owner's passion for the practical. The fabulous kitchen with beautiful cabinetry, up and downstairs laundry rooms, junior principal suite on first floor, fabulous media room, a stylish guest apartment over one garage and a huge family room over the other, ample parking with four garage bays, an English style courtyard entrance and more, truly exemplify that "Home is Resort and Resort is Home".

48 Widewater Road, Hilton Head Island

Courtesy of Daniel Ravenel Sotheby's International Realty
$6,999,000
5 Beds ⋅ 6 Baths ⋅ HILTONHEAD-500303 MLS
Welcome to your coastal sanctuary in Sea Pines Resort-an exquisite 2ND ROW new-construction home designed for luxury living and / or exceptional rental potential. This 5-bedroom, 5.5-bath masterpiece offers approximately 3,669 heated square feet of finely crafted space, perfectly positioned on a 2nd-row homesite with STRONG OCEAN VIEWS and effortless access to the wide white sand beaches of Hilton Head Island.From the moment you enter, a private elevator and light-filled foyer set the tone for a home that blends coastal elegance with modern comfort. The open-concept main level showcases a chef's kitchen with premium appliances, custom cabinetry, and a large island that flows seamlessly into the dining and living areas-ideal for entertaining large groups or enjoying intimate family gatherings. Expansive windows and glass doors draw your eye outward to the ocean and to the resort-style outdoor living spaces.Step outside to your private oasis: an infinity-edge pool and spa that appear to melt into the horizon, framed by a spacious covered lanai and multiple porches. Enjoy al fresco dining, lounging, or watching the sunset by the outdoor fireplace-this home was designed to embrace indoor-outdoor living at its finest. Just steps away, a convenient beach path delivers you onto one of Hilton Head's most beautiful stretches of sand.Each of the six bedrooms is thoughtfully appointed with its own en-suite bath, offering comfort and privacy for owners and guests alike. Multiple primary suites, generous bunk or guest rooms, and carefully planned bath layouts make this home ideal for multi-generational living or high-occupancy vacation rentals. The half bath is perfectly positioned for pool and common-area use.Every detail was considered for both luxury and durability: high-end finishes, impact-rated windows and doors, designer lighting, and a floor plan optimized for today's coastal lifestyle. Ample storage, a ground-level drop zone for beach gear, and flexible gathering spaces ensure that the home is as functional as it is beautiful.

18 Oyster Catcher Road, Hilton Head Island

Courtesy of COAST PROFESSIONALS Brokered by EXP Realty
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