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$8,799,000
5 Beds ⋅ 6.5 Baths ⋅ 26014113 MLS
Murray Boulevard. Waterfront. Reimagined. Unapologetically Modern. Set along Charleston's most iconic waterfront corridor, this fully reimagined contemporary residence delivers something South of Broad almost never sees: true modern architecture directly on the water, wrapped in uninterrupted views of the Charleston Harbor, Ashley River, the Battery promenade, and the city skyline beyond. This isn't traditional Charleston. This is Charleston with an edge. From the moment you enter, the home opens itself completely to the water. Floor-to-ceiling glass frames the harbor like living artwork while Fleetwood retractable doors disappear entirely, dissolving the line between indoors and out. Sailboats drift past the Battery. Sunsets flood the interiors. The entire home feels cinematic.Completely transformed in 2021, the residence was designed to live like a private luxury resort; bold architecture softened by natural light, warm textures, and a seamless connection to the waterfront. The atmosphere feels more Miami or Los Angeles than historic downtown Charleston, yet somehow perfectly positioned within one of the city's most prestigious and recognizable settings. The main level was built to entertain at scale. Expansive living and dining spaces flow effortlessly into a showpiece chef's kitchen featuring integrated top-tier appliances, dramatic stone surfaces, and a commanding waterfall-edge island that anchors the space with confidence and sophistication. One terrace pulls you toward the harbor. The other unfolds into a sleek elevated saltwater pool environment surrounded by lounge spaces, an outdoor kitchen, fireplace, and television, creating a private outdoor experience designed equally for quiet evenings or unforgettable entertaining. Natural light pours through walls of glass, illuminating wide-plank hardwood floors, custom stonework, and a striking steel-and-glass floating staircase that rises through all three levels like a sculptural centerpiece. Upstairs, the primary suite feels suspended over the waterfront. Wake to panoramic harbor views from a private terrace overlooking the Ashley River and Battery promenade. A fireplace softly connects the bedroom to a spa-inspired marble bath complete with a soaking tub positioned toward the water, oversized shower, custom walk-in closet, integrated coffee station, beverage refrigeration, and finishes that rival the world's finest hotels. Every secondary bedroom is en suite and executed with the same uncompromising level of design and detail. Then the home shifts fully into lifestyle mode. Private gym. Infrared sauna. Steam sauna. Massage room. Billiard lounge. Wine and wet bar. A cinematic theater with surround sound and terraced seating. Every space was designed with intention, creating an environment centered around wellness, entertainment, and experience. Overlooking the pool terrace, a completely separate guest residence delivers its own luxury living experience with private elevator access, full kitchen, living room, stacked laundry, bedroom, and full bath; ideal for guests, extended stays, or independent accommodations. The estate is fully gated and walled, offering a level of privacy and security rarely found on Charleston's waterfront, with parking for eight-plus vehicles, garage space, and dedicated golf cart storage. And then the final statement: a rooftop deck with commanding 360-degree views stretching across the harbor, river, church steeples, historic skyline, and open water beyond. Sunrise. Sunset. City lights. Harbor movement. Every angle feels cinematic. Contemporary homes of this caliber almost never become available in Charleston's historic district, especially on the waterfront in South of Broad. This is not simply a turnkey luxury home. It is a one-of-one trophy property that embodies modern resort-style living in the heart of historic Charleston. This is not just a home. It's a statement; modern, private, waterfront, and impossible to replicate in South of Broad.

100 Murray Boulevard, Charleston

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

$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
$8,500,000
6 Beds ⋅ 6.5 Baths ⋅ 26013418 MLS
Welcome to 1616 Poe Avenue, a builder's personal residence, where every finish is intentional and every detail extraordinary. With curated designer finishes sourced from around the world, this home was 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 family room is bathed in sunlight from glass sliders which open to the pool deck. On the opposite side of the room, three sets of French doors open onto the front porch, allowing one to completely open up the living space. A sleek linear fireplace provides a focal point with convenient shelving above. Beyond the family room is the stunning kitchen anddining area. The kitchen boasts luxurious Dolomite countertops from Italy 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 elevates the dining experience, providing 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 glass sliding doors, when open, create 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 which is perfect for a home gym. The yard is completely fenced. The driveway is accessible through an electric gate, and the garage has space for three cars plus 2 golf cart bays, access to a spiral staircase for easy access to the upstairs pool deck, and an outdoor shower. 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.

$8,495,000
5 Beds ⋅ 4.5 Baths ⋅ 26016668 MLS
Nestled just steps from the Atlantic Ocean, this exceptional second-row contemporary residence seamlessly blends modern luxury with effortless coastal living. Offering five bedrooms, four full baths, and one half bath across more than 5,000 square feet, the home is thoughtfully designed for both comfortable everyday living and grand-scale entertaining.Multiple covered porches and expansive outdoor living spaces invite you to embrace the island lifestyle, while the ground-level entertainment area features one of the largest private swimming pools on the island. Inside, light-filled interiors and sophisticated finishes create a refined yet welcoming atmosphere.The luxurious primary suite serves as a private retreat, showcasing ocean views through dramatic corner windows, a privatebalcony, a fireplace, and dual walk-in closets. One closet functions as an elegant dressing room with access to its own private deck, while the other includes a convenient stackable washer and dryer. At the top of the home, the rooftop deck offers sweeping panoramic views stretching across the island and beyond, creating the perfect setting for sunrise coffee or evening cocktails. Perfectly positioned on desirable Bayonne Street, this extraordinary second-row property presents a rare opportunity to enjoy the ideal combination of space, luxury, and an unbeatable coastal location.

2608 Bayonne Street, Sullivans Island

Listing courtesy of Listing Agent: Tim Reese from Listing Office: Dunes Properties of Chas Inc.

$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 architect 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.

$8,295,000
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
$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.

$8,250,000
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
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, granite 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
4 Beds ⋅ 6.5 Baths ⋅ 26020025 MLS
Now complete and turnkey, 54 Church Street is a masterfully restored historic residence in the heart of South of Broad, where Charleston's architectural heritage has been thoughtfully preserved while every major system has been rebuilt for generations to come. This comprehensive studs-out renovation carefully retained and restored the home's original character, including historic windows, masonry, hand-hewn beams, double piazzas, and timeless architectural details, while seamlessly integrating today's most sought-after comforts and conveniences. Designed for effortless living and entertaining, the home showcases a chef's kitchen featuring custom cabinetry, Taj Mahal quartzite, and a premier appliance suite including Wolf, Sub-Zero, and Thermador. An elevator services all three floors, while a dedicated office, flexible bonus room, multiple gathering spaces, and a spectacular rooftop terrace overlooking Charleston's historic skyline create a home that is as functional as it is beautiful. Beyond the interiors, the private courtyard is centered around a gunite pool, offering a peaceful retreat just steps from Charleston's finest dining, shopping, and waterfront. The detached historic carriage house provides the flexibility to remain as a garage or be finished as a guest house, pool house, or private ADU with permit in hand. Every detail--from the restored historic fabric to the custom millwork, herringbone European oak floors, and luxury finishes was saved where it could be then carefully considered to honor the home's past while creating an exceptional turnkey residence for today's lifestyle. A rare opportunity to own a fully restored South of Broad landmark where Charleston's history has been preserved, craftsmanship celebrated, and every detail thoughtfully reimagined.

54 Church Street Unit #A & B, Charleston

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

$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
$7,975,000
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
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
$7,750,000
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
$7,650,000
5 Beds ⋅ 5.5 Baths ⋅ 26009838 MLS
Proudly positioned on one of only 3 c.1927 ''High Bluff Lots'' in historic Riverland Terrace, 173 Stono Drive has it ALL. Back on the market due to no fault of the sellers & listed at the newly appraised value, this property is OUTSTANDING! Recently renovated and fully upgraded, this home is unparalleled.Enjoy SPECTACULAR SUNSETS from this like-new deepwater water home set on the Stono River. With unbelievable elevated views, a private dock, covered & uncovered boat lifts, a full basement, a 3 car garage, whole house generator, solar panels & no flooding, this property is truly exceptional. It spans a gracious 5204 sq. ft & boasts stunning expansive water vistas from nearly every room. From luxurious steam showers to high-end built-in appliances, no detail has been overlooked!Originally built in 1950, this property was THOUGHTFULLY and COMPLETELY renovated & expanded in 2018. Superbly located only 5 miles to downtown Charleston's renowned dining & shopping and 3 mi. to the Porter-Gaud School, it is well positioned & designed for today's luxury living!

173 Stono Drive, Charleston

Listing courtesy of Listing Agent: Julia Armstrong from Listing Office: The Boulevard Company.

$7,500,000
4 Beds ⋅ 4.5 Baths ⋅ 25020340 MLS
MAGNIFICENT 9.139-ACRE HISTORIC WATERFRONT ESTATE ON EDISTO ISLAND A RARE OFFERING IN THE HEART OF THE ACE BASIN - ALONG SCENIC STORE CREEK Step back in time and experience the grandeur of Lowcountry living on this breathtaking 9.139-acre estate with approximately 535' on the water, nestled along the banks of Store Creek in the heart of South Carolina's protected ACE Basin. This remarkable historic property features five unique structures, each brimming with character, history, and timeless Southern charm.THE MAIN RESIDENCEBuilt in the early 1800s, the main house spans approximately 5,010 sq. ft. and showcases elegant Neoclassical design. With 4 bedrooms, 3 full baths, and 2 half baths, the home was thoughtfully constructed one room deep to maximize ventilation andcapture the the prevailing sea breezes from its southern-facing rear overlooking Store Creek. The interiors reflect understated grace and classic proportions, making it both inviting and functional. The home is sold furnished, with a few exceptions. THE GUEST COTTAGE-"THE COTTON HOUSE" Originally used for drying and storing bales of cotton and speculated to have once served as the overseer's residence, this historic structure was carefully dismantled and restored in 2008, preserving as much original wood as possible. It now serves as a charming 1,072 sq. ft. guest cottage with 1 bedroom, 1 full bath, 1 half bath, and a cozy living/kitchen area. The nearby bell, once used to call workers from the fields to meals, remains a tangible link to the past. Most of the furniture remains. THE PAVILION-OUTDOOR ENTERTAINING AT ITS FINEST Perfect for gatherings, the pavilion features a fully equipped kitchen with stainless steel appliances, cookware, a half bath, and a brick masonry wood-burning fireplaceideal for entertaining amid the sights and sounds of nature. DR. POPE'S HISTORIC MEDICAL OFFICE An authentic piece of history, this preserved building once served as Dr. Pope's medical office. Still housing his original equipment, bottles, and doctor's bag, it has been carefully updated to include climate control and a bathroom, offering a fascinating glimpse into early medical practice. THE DEEPWATER DOCK Enjoy direct access to Store Creek and beyond via the large Deepwater dock, complete with a covered pier head, ramp and floating dock. With approximately 40 feet of water depth, it accommodates a wide range of boating and recreational activities year-round. MODERN COMFORTS THOUGHTFULLY INTEGRATED While steeped in history, this exceptional estate has been carefully updated with modern conveniences to enhance comfort and functionality. Notable improvements include a whole house reverse osmosis water system with a 1,000-gallon filtered water storage tank and deep well that services the main residence, guest house and pavilion. A property backup generator ensures peace of mind during power outages, providing uninterrupted service to all major structures. Inside the main house, all bathrooms have been tastefully renovated with updated vanities, countertops, fixtures, mirrors, lighting, and custom tile walk-in showers. The kitchen has been completely transformed, featuring stainless steel appliances, custom cabinetry, quartzite countertops, and modern plumbing upgrades, blending historic charm with everyday ease. Edisto Island is a small sea island nestled in the heart of the protected ACE Basin, Edisto Island lies just 42 miles south of Historic Charleston, yet feels a world away. You approach the island via the Edisto Island National Scenic Byway, a stunning 14-mile drive beneath a canopy of ancient live oaks draped in Spanish mossa serene prelude to the relaxed pace of island life. Edisto has preserved its natural charm. Wildlife thrives on Edisto. Dolphins glide through the creeks, deer roam the woodlands, and birdwatchers can spot everything from pelicans and egrets to the vibrant painted bunting. Whether it's your first visit or your fiftieth, Edisto Island remains one of South Carolina's most peaceful and treasured coastal escapes. This one-of-a-kind estate offers the perfect blend of history, natural beauty, and modern comfort, all within the protected serenity of Edisto Island. Rarely does a property of this provenance and privacy become availableschedule your private viewing today. To help protect and preserve the plantation, Middleton Plantation has a conservation easement with the Edisto Island Open Land Trust. No cars. No meetings. No buzz of fluorescent lights. Just wind through the live oaks, sunlight through 200-year-old glass, and a slow pull of tide that says: you're not in the city anymore. 8488 Middleton Point Lane is the kind of place people sketch on napkins and call their "someday." Except this one's real. Over 9 private acres. A deepwater dock. Structures full of soul. And a home that hasn't been stripped, flipped, or ruinedjust cared for. Simple. Grand. Quiet. PLEASE NOTE: Additional detailed information is available upon request, including a recorded plat, room-by-room details for the main residence, the Middleton Historic Timeline, and more.

8488 Middleton Point Lane, Edisto Island

Listing courtesy of Listing Agent: Van Leer Rowe from Listing Office: Carolina One Real Estate. 843-779-8660
$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 ⋅ 4 Baths ⋅ HILTONHEAD-506820 MLS
Rare oceanfront land. Exceptional privacy. Substantial construction. Irreplaceable location. Immediate enjoyment with unlimited future potential.Set on approximately half an acre near South Beach in Sea Pines, this one-owner oceanfront residence offers more than 5,100 square feet of thoughtfully designed living space, direct beach access and a private heated pool. The flexible floor plan includes four bedrooms, with two arranged as a connected two-room suite-ideal for children, extended family, guests, a nursery or private sitting room. Additional spaces include three-and-one-half baths, a dedicated office, media room, craft room, two fireplaces and an expansive primary suite with a private ocean-facing terrace.High ceilings, generous room proportions and abundant natural light provide an impressive foundation for creating a sophisticated coastal retreat. Enjoy the home today while personalizing it over time to reflect your own vision and lifestyle.Privately positioned along one of Hilton Head Island's most desirable stretches of coastline, this is a rare opportunity to secure a substantial oceanfront estate where location, land and possibility come together.

21 Belted Kingfisher, Hilton Head Island

Courtesy of Keller Williams Realty
$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.
$7,390,000
6 Beds ⋅ 6.5 Baths ⋅ 26012988 MLS
A rare offering- ***New Construction with a late Summer completion schedule*** on one of the island's most coveted enclaves,''The Retreat.'' This exceptional custom residence captures sweeping views of both the marsh and the golf course, delivering a daily backdrop of golden sunsets and coastal serenity. Inspired by the timeless elegance of Palm Beach, the home is defined by its graceful arched architecture, refined symmetry, and luminous, light-filled interiors. It is the perfect curated blend of timeless elegance with relaxed Southern coastal living.From the moment you arrive, the property makes a statement-lush, manicured landscaping, a sweeping enclosed courtyard and gracious architectural lines set the tone for what lies within. Inside, light-filled interiors feature soaring ceilings, wide-plank hardwoods, and exquisite designer finishes throughout. Expansive windows and walls lined in sliding doors frame the breathtaking vistas, creating a seamless connection between indoor and outdoor living. The thoughtfully designed floorplan offers both grand entertaining spaces and intimate retreats. A chef's kitchen anchors the home, complete with luxury top-of-the-line appliances, custom cabinetry, and an oversized island perfect for gathering. The primary suite is a private sanctuary, with a spa inspired bath, expansive walk-in closets, and tranquil views of the marsh. Outdoor living is equally impressive with multiple porches and terraces designed to take full advantage of the coastal breeze and panoramic scenery. Whether enjoying morning coffee overlooking the fairways or hosting sunset cocktails with the marsh as your backdrop, every space invites relaxation and effortless elegance. This is more than a home-it's a lifestyle defined by beauty, privacy, and understated luxury in one of the Lowcountry's most sought after settings. additionally: Full golf membership included, no need to be on the waitlist! "The Fish Camp" has been designed as a collection of amenities that are exclusive use of the residents at The Retreat. A dock a boat launch provides convenient access to Beresford Creek and Charleston's surrounding waterways. A pavilion, nested in the trees in the waters edge, provides a gathering space for friends and neighbors.

717 Hartey Street, Daniel Island

Listing courtesy of Listing Agent: Kara Delpino from Listing Office: Harbourtowne Real Estate.

$7,375,000
6 Beds ⋅ 5.5 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.

$7,200,000
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..

$7,000,000
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
$6,995,000
7 Beds ⋅ 7.5 Baths ⋅ 26018075 MLS
Welcome to Casa Banana, one of Isle of Palms' most recognized oceanfront properties. This iconic home benefits from a grandfathered 20-person occupancy permit--a rare find on Isle of Palms, where most vacation rentals are limited to 12 guests providing the opportunity to gross over $600,000 annually in rental income. Ideally positioned on a prime stretch of Ocean Boulevard just moments from Front Beach, this exceptional coastal estate offers a rare combination of location, scale, lifestyle, and proven rental performance. Designed for unforgettable gatherings, the home features seven bedrooms (one currently configured as a billiards and game room), seven full baths and one half bath, and expansive indoor and outdoor living spaces that comfortably accommodate large groups. Owners and guests alike enjoy a resort-style oceanfront setting complete with a large private pool, twin splash pools, an expansive sun deck, hot tub, multiple ocean-view decks, and a private boardwalk leading directly to the beach. The heart of the home is designed for entertaining, with a renovated double gourmet kitchen, generous dining areas, and inviting living spaces that seamlessly connect to the outdoors. A three-stop elevator services all floors for added convenience. Thoughtful updates and meticulous maintenance throughout the years have kept the property in exceptional condition despite its long-standing success as a premier vacation destination. Recent improvements include a new roof and exterior repainting in 2024, new HVAC systems in 2022, a complete refurbishment of the pool and pool deck in 2025, impact windows and sliders, composite decking and railings and numerous updates to kitchen and baths. What truly sets Casa Banana apart is its personality. Known by generations of returning guests, the home features a collection of uniquely themed bedrooms and gathering spaces that have become part of its identity and enduring appeal. This distinctive character, combined with its oceanfront setting and exceptional amenities, has established Casa Banana as one of the most memorable vacation homes on the South Carolina coast. Its strong rental history, loyal repeat clientele, and rare grandfathered occupancy status create a compelling opportunity for investors seeking a turnkey income-producing asset, while its size, amenities, and walkable location make it equally appealing as a private family compound or legacy beachfront residence. Few oceanfront homes offer the ability to walk to Isle of Palms' restaurants, shops, and entertainment while enjoying the privacy and amenities of a large beachfront estate. Whether envisioned as a personal retreat, investment property, or a combination of both, Casa Banana represents a truly rare opportunity to own an iconic piece of the Isle of Palms coastline. Special Features of this iconic oceanfront estate include: CONSTRUCTION & INTERIOR " Seven bedrooms, each with a private en suite bath " Hurricane impact-rated windows and sliders " Three-stop elevator serving all levels " Bathroom updates (2020-2025) " Luxury vinyl plank flooring in all bedrooms (2023-2024) " 10' ceilings on first floor; 9' ceilings on second floor EXTERIOR & SYSTEMS " Two-car garage with ample parking and storage " Cement plank siding; exterior repainted in 2025 " New roof (2024) " Two tankless water heaters (2022) " Two HVAC systems (2022) " Insulated hard-piped lower-level ductwork (2025) " 120-gallon buried propane tank OCEANFRONT POOL & OUTDOOR LIVING " 0.7-acre oceanfront homesite " Resort-style pool with two splash pools " Expansive pool deck with multiple lounging and dining areas " Pool and pool deck refurbished in 2025 " Private beach boardwalk replaced in 2016 " Composite decking and railings " Full-width porches with panoramic ocean views KITCHEN " Granite countertops and premium stainless-steel appliances " Two Sub-Zero 48-inch PRO glass-door refrigerator/freezer units " Dual cooktops and dual wall ovens " Dual dishwashers and dual sinks

914 Ocean Boulevard, Isle Of Palms

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

$6,995,000
5 Beds ⋅ 7 Baths ⋅ HILTONHEAD-510012 MLS
Exceptional Nantucket-inspired oceanfront luxury on coveted Dune Lane in North Forest Beach! Rarely does an opportunity like this come along-an extraordinary 5-bedroom, 5-bath, 2 half-bath coastal retreat that has never been rented and has been lovingly enjoyed as a private family getaway. Offered fully furnished and move-in ready, this stunning oceanfront home is ready for immediate enjoyment. Thoughtfully designed for entertaining and effortless coastal living, this beautifully updated home showcases timeless architecture, hardwood floors throughout, elegant coffered ceilings, and walls of windows designed to capture breathtaking ocean views. The stunning chef's kitchen serves as the heart of the home with sea glass granite countertops, gas range and oven, updated appliances, and generous gathering spaces ideal for hosting family and friends. Designed with comfort and flexibility in mind, the home features primary suites on both the first and second floors along with spacious guest accommodations throughout. Expansive oceanfront decks on both levels create the perfect setting for morning coffee, evening cocktails, and endless views of the sandy shoreline and Atlantic Ocean. Outside, enjoy your private oceanfront oasis complete with a sparkling pool, direct beach access, and abundant covered parking and storage below. Whether you envision a private family compound, luxury second home, or exceptional investment opportunity, the strong rental potential provides flexibility for years to come. Located in the heart of North Forest Beach, this premier location places you just moments from Coligny's shops, restaurants, entertainment, and activities while offering the exclusivity and prestige that make Dune Lane one of Hilton Head Island's most sought-after oceanfront addresses. Timeless Nantucket-inspired design. Unrivaled oceanfront living. The beach house generations dream about owning.

77 Dune Lane, Hilton Head Island

Courtesy of Charter One Realty
$6,995,000
6 Beds ⋅ 6.5 Baths ⋅ 26012051 MLS
This spectacular home overlooking Colonial Lake was designed by noted architect Bradford Lee Gilbert and constructed by Dr. Manning Simons for his bride in 1902. Set along one of downtown Charleston's most distinguished and picturesque avenues, 22 Rutledge Avenue is a rare, fully reimagined historic residence that seamlessly blends timeless architecture with exceptional modern updates. Behind its stately facade lies a thoughtfully curated home offering elegant interiors and resort-style outdoor living creating a true turnkey opportunity in the heart of the city.Handsome black and white marble surround the entry fountain leading to the front door. The spacious entry foyer is complemented by all new interior and exterior lighting that enhances the home's classic architectural details. The main residence is comprised of 4 Bedrooms and 4 ½ Baths and includes living and dining rooms that are generously sized, along with a large den for family gatherings. Leaded glass windows add to the charm of these beautiful rooms. An adjacent wet bar completes the large area for entertainment and relaxation. A fully renovated kitchen serves as the centerpiece of activity and hosts easy flow for everyday living and comfort. A wall of windows from the kitchen overlooks the beautifully landscaped garden and pool area. The fourth bedroom is currently used as extra large closet but can be returned to its original use. A full house water filtration system and working fireplaces throughout complete the luxury downtown lifestyle. Complementing the property is a beautifully restored carriage house that offers remarkable living and entertaining flexibility. The early 19th century house contains 2 Bedrooms and 1½ Baths and features a fully restored kitchen, den, downstairs bathroom and laundry area. Updated systems throughout make the carriage house ideal for guests or extended living. With its exceptional level of renovation, refined finishes, and prime location, 22 Rutledge Avenue stands as a rare offering, gracefully honoring Charleston's architectural heritage while delivering the comfort, style, and ease of modern luxury living.

22 Rutledge Avenue, Charleston

Listing courtesy of Listing Agent: Robertson Allen from Listing Office: The Cassina Group. 843-628-0008
$6,985,000
5 Beds ⋅ 5 Baths ⋅ HILTONHEAD-504994 MLS
One of the last remaining legacy waterfront estates in Bluffton, this extraordinary property is being offered for the first time in 65 years. Encompassing 16.6 acres of high ground adorned with majestic trees and heirloom plantings, the estate boasts 485 feet of frontage along the scenic May River, with sweeping views both upriver and downriver. Accessed from picturesque South Carolina Highway 46, the property enjoys a prime location just minutes from downtown Bluffton, approximately 20 minutes to historic Savannah, and 30 minutes to charming Beaufort. The existing approximately 3,400-square-foot residence, built in the 1960s, offers the opportunity for restoration or the perfect footprint for a custom new build. A private dock and swimming pool enhance the waterfront lifestyle, while rare Old Line Camellia plantings add character and timeless Southern charm. With substantial acreage between May River Road and the riverfront, the estate offers exceptional privacy and flexibility-ideal for a multigenerational family compound, equestrian retreat, or legacy waterfront residence. A rare opportunity to secure one of Bluffton's most significant remaining riverfront properties.

942 May River Road, Bluffton

Courtesy of Charter One Realty
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This information is deemed reliable, but not guaranteed. Neither the Lowcountry Regional MLS, nor the listing broker, nor their agents or subagents are responsible for the accuracy of the information. The buyer is responsible for verifying all information. This information is provided by the Lowcountry Regional MLS for use by its members and is not intended for use for any other purpose.