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

106 S Battery Street, Charleston

Listing courtesy of Listing Agent: Robertson Allen from Listing Office: The Cassina Group. 843-628-0008
$5,250,000
2 Beds ⋅ 2.5 Baths ⋅ 26017386 MLS
A rare redevelopment opportunity in the heart of downtown Beaufort, 916 Bay Street rises beside Waterfront Park with miles of uninterrupted views along the Intracoastal Waterway. Over 16,000 square feet of usable space spans five floors, plus a 5,000-square-foot rooftop--ideal for a boutique hotel, restaurant, luxury residences, retail, or a mix of all four. The top floor has already been turned into an exceptional penthouse overlooking the ICW and Bay Street. Designed by architect Jim Thomas of Thomas & Denzinger, this Brutalist landmark is engineered to withstand hurricanes, floods, and fire. Exposed cast-in-place concrete bears the imprint of cypress formwork, and vaulted ceilings add drama throughout. Floor-to-ceiling glass frames sweeping views of the waterway, park, and marina.This material is based upon information, which we consider reliable, but because it has been supplied by third parties, we cannot represent that it is accurate or complete, and it should not be relied upon as such.

916 Bay Street, Beaufort

Listing courtesy of Listing Agent: Edward Dukes from Listing Office: Lowcountry Real Estate.

$5,250,000
2 Beds ⋅ 3 Baths ⋅ 196888 MLS
A rare redevelopment opportunity in the heart of downtown Beaufort, 916 Bay Street rises beside Waterfront Park with miles of uninterrupted views along the Intracoastal Waterway. Over 16,000 square feet of usable space spans five floors, plus a 5,000-square-foot rooftop--ideal for a boutique hotel, an art gallery, restaurant, luxury residences, retail, or a mixture of all. The top floor has been built out into an exceptional penthouse overlooking the ICW and Bay Street. Porches and patios overlook both the water front and Bay Street. An exceptional and unique property. Designed by architect Jim Thomas of Thomas & Denzinger, this Brutalist landmark is engineered to withstand hurricanes, floods, and fire. Exposed cast-in-place concrete bears the imprint of cypress formwork, and vaulted ceilings add drama throughout. Floor-to-ceiling glass frames sweeping views of the waterway, park, and marina. Construction includes steel-reinforced concrete walls, vertical and horizontal chases for easy MEP modifications, non-structural interiors for seamless customization, a private elevator, and gated covered parking. The marina sits 400 feet away; downtown shopping and dining are at your doorstep. More than a building, it's a chance to reimagine a cornerstone of Beaufort's historic district. This material is based upon information, which we consider reliable, but because it has been supplied by third parties, we cannot represent that it is accurate or complete, and it should not be relied upon as such.

916 Bay Street, Beaufort

Courtesy of Lowcountry Real Estate, from Lowcountry Regional MLS.
$5,195,000
7 Beds ⋅ 7 Baths ⋅ 26024548 MLS
Make a Statement Without Saying a Word... 723 McCants Drive is a truly rare offering in the heart of Old Mount Pleasant--approximately 6,500 square feet with seven bedrooms, seven baths and a spacious, open floor plan designed for comfortable everyday living and impressive entertaining. Beautiful European White Oak flooring flows throughout, while a dramatic stone fireplace wall, custom window treatments and expansive gathering spaces create an atmosphere that is both sophisticated and welcoming.The professionally appointed kitchen features luxury SKS appliances, including a 48-inch dual-fuel range with sous vide and induction, a 48-inch built-in French-door refrigerator with cubed and craft-ice capabilities, gorgeousgorgeous quartzite countertops, beautiful hardware and lighting, and pull-out cabinetry. A fully equipped scullery offers additional appliances and a crushed-ice maker. LED mirrors enhance every bathroom, while the luxurious primary suite features a spa-inspired bath with dual shower heads, a soaking tub and innovative smart-glass technology. The Carolina room is designed for year-round enjoyment with a built-in Blaze grill and vent hood, a wood-burning fireplace and direct access to the pool and outdoor entertaining areas. Upstairs, six additional bedrooms surround an expansive lounge anchored by a 98-inch Gladiator television--perfect for game days, movie nights and gathering with family and guests. One of the upstairs bedrooms is also plumbed for a future coffee bar. There are three washer/dryer outlets for your convenience and the property is in an X flood zone. An epoxy-finished garage floor and electric vehicle charging outlet add even more convenience. Outside, a resort-style gunite pool with an electric cover, private putting green, fenced yard and generous entertaining areas, also there is a 2 car garage with additional parking for 7 cars which helps to complete this home that truly has it all. This is a once-in-a-lifetime opportunity to enjoy remarkable space, luxury and convenience in one of Mount Pleasant's most desirable neighborhoods. Walk to Shem Creek, the Pitt Street Bridge and Alhambra Hall while enjoying your own private retreat just moments from Charleston. Call today to schedule your private showing of this extraordinary home.

723 Mccants, Mount Pleasant

Listing courtesy of Listing Agent: Katrina Johnson from Listing Office: Carolina One Real Estate. 843-779-8660
$5,195,000
6 Beds ⋅ 7 Baths ⋅ HILTONHEAD-506680 MLS
Experience the perfect blend of luxury, comfort, and investment potential in this exceptional **direct oceanfront** retreat on Singleton Beach. Offering the rare opportunity to own a beachfront home in one of Hilton Head Island's most desirable locations, this property is designed for both personal enjoyment and vacation rental success.Thoughtfully designed with spacious living areas, the home features an open-concept floor plan filled with natural light, ideal for entertaining or relaxing after a day on the beach. The well-appointed kitchen flows seamlessly into the main living space, while multiple bedrooms provide comfort and privacy for owners and guests alike. Inviting outdoor living spaces offer the perfect setting to unwind, dine, and enjoy the sights and sounds of the Atlantic Ocean.The property has a proven rental history and strong income potential. Current ownership has taken a more selective approach to rentals, prioritizing personal use and minimizing wear and tear, creating an opportunity for a future owner to optimize the rental program based on their goals.Recent improvements include three new HVAC systems, with one replaced in 2024 and two replaced in 2025, providing added efficiency, reliability, and comfort throughout the home.Whether you're seeking a private beachfront retreat, a second home, or an investment property, this direct oceanfront residence offers an exceptional combination of location, condition, and rental potential on Singleton Beach.

19 Singleton Beach Place, Hilton Head Island

Courtesy of Palmetto Coast Realty Group
$5,175,000
5 Beds ⋅ 5.5 Baths ⋅ 26024846 MLS
Set on the quiet, elevated side of Isle of Palms, just one block from the beach, this exceptional custom residence captures the best of Lowcountry coastal living. Designed with an emphasis on craftsmanship, comfort, and effortless entertaining, the five-bedroom, five-and-a-half-bath home pairs sophisticated interiors with exceptional outdoor spaces, a private gunite pool, Hamlin Creek views, and an enviable location within easy walking distance of front beach dining and shopping. From the welcoming front porch, a dramatic two-story foyer introduces a light-filled interior defined by hardwood floors, cove crown molding, custom lighting, and designer plumbing fixtures. The heart of the home is an expansive open-concept kitchen, dining, and family room designed for both relaxed coastal living and memorable gatherings. The beautifully appointed kitchen features custom white Shaker-style cabinetry, a substantial natural wood island with breakfast bar, high-end appliances, quartz countertops, stainless farmhouse sink, and walk-in pantry. The adjoining family room centers around a gas fireplace framed by custom built-ins, while a wall of glass and full-light French doors seamlessly connect the interior to the rear porch. The main-level primary suite is a private retreat overlooking the pool and landscaped backyard. A tray ceiling and custom-fitted walk-in closet complement the luxurious bath, featuring a custom double vanity, soaking tub, and separate tiled shower with frameless glass enclosure. Upstairs, a second primary suite opens directly onto a large covered porch where sweeping views of Hamlin Creek create a spectacular backdrop for morning coffee or evening cocktails. Bedroom 3 also enjoys an en suite bath and direct porch access, while two additional bedrooms share a full bath. The ground level extends the home's living and entertaining possibilities with a spacious conditioned recreation room featuring custom cabinetry, sink, ice maker, refrigerator space, and a distinctive indoor/outdoor bar that opens to the patio through a garage-style door. A full pool bath provides convenient access from outdoors. The level also includes a two-stop elevator, two-car garage, dedicated golf cart parking, and prewiring for a Level 2 EV charger. Outside, the home's resort-like setting takes center stage. A custom in-ground gunite pool anchors the private backyard and is surrounded by generous patio space, with wiring and plumbing already in place for a future gas heater. Mature privacy landscaping and a dedicated irrigation system served by a separate water meter complete the thoughtfully designed grounds. Located in Flood Zones AE-10 and Shaded X, with a legal and insurable ground floor, this remarkable property offers an uncommon combination of elevated construction, exceptional amenities, privacy, and proximity to the beach. This is Isle of Palms living at its finest--a beautifully crafted coastal home where sophisticated design meets relaxed island living, with the sand just a block away and the best of Front Beach close at hand.

619 Carolina Boulevard, Isle Of Palms

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

$5,150,000
4 Beds ⋅ 4.5 Baths ⋅ 26017731 MLS
This home inspired by the Dutch West Indies is one of the most unique residences on the island and a designer's dream, created by architect Carl McCants of MC3 Designs. Showcasing sweeping marsh and Intracoastal views, this one-of-a-kind residence was thoughtfully crafted to blend luxury, comfort, and effortless entertaining. The main living level features a spacious gourmet kitchen equipped with a 48-inch Wolf range, a Sub-Zero refrigerator, an oversized island, and a scullery with a second dishwasher and laundry area. The open-concept family room and lounge are framed by stunning water views and flow seamlessly to the outdoor plunge pool, complete with a gas heater for year-round enjoyment and removable mesh fencing for added peace of mind. An elevator provides convenient access to everyThe upper level offers a luxurious primary suite with intracoastal views, dual closets, a spacious bathroom with a shower and soaking tub. There is an additional guest bedroom and lounge area with a wet bar, sink and beverage cooler. A flexible indoor-outdoor lounge space opens to approximately 1,272 square feet of outdoor living space which creates the ultimate entertaining destination with a built-in BBQ, fireplace, custom sail roof shades, and unforgettable sunset views over the waterway. Each bedroom has a private en-suite bath and the home also features a powder room on the main level. The two bedrooms on the first floor both open to the back patio deck. There are Sonos speakers in every room, an outdoor TV on the rooftop terrace & HVAC dehumidification system. This property is being sold with a shared dock located directly across the street completing this waterfront home. The home is being offered fully-furnished and is a HIGH PERFORMING rental property.

608 Palm Boulevard, Isle Of Palms

Listing courtesy of Listing Agent: Krista Swingle from Listing Office: AgentOwned Realty Preferred Group. 843-886-9993
$5,099,000
5 Beds ⋅ 6 Baths ⋅ HILTONHEAD-503980 MLS
Experience the pinnacle of oceanfront living on Hilton Head Island in this fully turnkey beach home with unobstructed Atlantic Ocean views. Located on one of the island's most desirable beaches, this oceanfront property for sale offers stunning eastern exposure with unforgettable sunrises, expansive shoreline views, and the calming sound of waves crashing on the shore. Meticulously maintained and never rented, the home features a new chef's kitchen, five bedrooms with ensuite bathrooms, including multiple oceanfront primary suites with private balconies overlooking the water. Enjoy a private oceanfront pool with an elevated deck designed to maximize beach and ocean views, plus a new private boardwalk that's a hop, skip, and jump to toes-in-the-sand. Use as a primary residence, second home, or high-end Hilton Head vacation rental, either way, the memories you'll make inside, outside, on the beach, and anywhere else on America's #1 Island are priceless, while the potential for high rental income production and future appreciation makes this a smart investment. Oceanfront homes on Hilton Head Island priced this low are a rarity, making this luxury oceanfront residence a truly exceptional opportunity. If you're going to buy oceanfront, do it like this! Now is the time to make your dreams a reality!

16 Whelk Street, Hilton Head Island

Courtesy of EXP Realty LLC
$5,000,000
6 Beds ⋅ 4.5 Baths ⋅ 26022397 MLS
An exceptional opportunity to own 63 acres of stunning Lowcountry countryside featuring four residences and extraordinary potential. Whether you're seeking a private family compound, premier equestrian estate, sporting retreat, working farm, or a one-of-a-kind investment, this remarkable property offers endless possibilities.The picturesque landscape features a beautiful blend of open pastures, mature timber, and natural beauty, providing an ideal setting for horses, hunting, farming, livestock, and outdoor recreation. Four separate residences offer outstanding flexibility for multigenerational living, guest accommodations, caretaker housing, or immediate rental income.Beyond its recreational and residential appeal, the property's size, layout, and location present a compellingOpportunity for investors and developers. With approximately 63 acres, multiple existing homes, and significant road frontage (if applicable), the property may offer excellent potential for future residential development, subdivision, or a thoughtfully planned community, subject to county approval. Whether preserved as a private legacy estate or transformed into an exciting new development, this rare Lowcountry offering combines beauty, versatility, and investment potential in one extraordinary property. Schedule your showing today!

366 Roys Place, Walterboro

Listing courtesy of Listing Agent: Glenda Garvin from Listing Office: EXP Realty LLC.

$5,000,000
12 Beds ⋅ 10 Baths ⋅ 26014869 MLS
Looking for that perfect investment property? Look no further than 162 Spring Street: a turnkey investment asset featuring twelve bedrooms, ten bathrooms, seven off-street parking spaces, and a triple-net-leased restaurant in the heart of Charleston's STR overlay. On pace for over $400,000 in gross revenue! Approximately 5,881 square feet across three separate buildings. All furniture and fixtures included in the sale . The property transfers with a proven rental revenue history and a sitting commercial tenant.The front building includes two, 2BR/2BA STR-licensed condos positioned behind a fully leased NNN commercial space. (Three units total)The middle building is a 4BR/3BA single-family home built in 2018.The perfect house to own downtown, that doesn't come with the deferred maintenance of a 100 year old historic home.The last building on the property is another 4BR/3BA home of matching construction vintage, equally equipped for short-term rental performance. Cannonborough-Elliotborough is the most-watched submarket on the peninsula -- Michelin-starred operators (Vern's, Chez Nous), independent retail along Spring and Upper King, and a guest demographic that skews higher-income and longer-stay than the City Market tourist corridor. The opportunity to acquire four fully licensed and operating short-term-rentals PLUS a restaurant space is a rare find here in Charleston.

162 Spring Street, Charleston

Listing courtesy of Listing Agent: Mason Wright from Listing Office: Premier Realty.

$5,000,000
8 Beds ⋅ 8 Baths ⋅ HILTONHEAD-504438 MLS
Wake up to the sound of waves at this exceptional oceanfront estate in coveted Forest Beach. This 8-bedroom, 7.5-bathroom retreat isn't just a home-it's a gateway to the Hilton Head lifestyle you've been dreaming of. Step inside to sun-drenched living spaces where floor-to-ceiling windows frame unobstructed ocean views like living artwork. The open-concept design flows effortlessly from room to room, perfect for gatherings large and intimate. Contemporary finishes meet coastal charm throughout, creating spaces that feel both sophisticated and refreshingly relaxed. Outside, your private dune landscape provides direct beach access-no streets to cross, no long walks. Just steps from your door to your toes in the sand. Whether you're hosting extended family, running a successful vacation rental, or simply claiming your piece of paradise, this property delivers the rare combination of luxury, location, and lifestyle. With 8 generously sized bedrooms, there's room for everyone to spread out and create their own coastal memories. The 7.5 bathrooms ensure comfort and convenience, while the distinctive architectural style sets this property apart from typical beach homes.Forest Beach location. Oceanfront position. Unmatched potential. Your next chapter starts here.

7 Guscio Way, Hilton Head Island

Courtesy of EXP Realty LLC
$4,999,500
5 Beds ⋅ 6.5 Baths ⋅ 26006156 MLS
Motivated seller says ''come view and bring offers!'' Private waterfront pool, deepwater dock, and panoramic Intracoastal sunset views define this exceptional Wild Dunes estate. Positioned along one of the community's most coveted stretches of the ICW, this residence offers more than 6,100 square feet thoughtfully designed to maximize its extraordinary setting, with the main living areas and primary suite located upstairs to capture breathtaking water vistas. Expansive porches enhance the indoor-outdoor lifestyle, while the private dock provides direct access to Charleston Harbor, the Atlantic Ocean, and nearby barrier islands. Just a short walk or golf cart ride to the beach, golf, dining, and resort amenities, this is a rare opportunity to enjoy the very best of Isle of Palms water-livinBeyond the home's primary living spaces, multiple levels of covered porches provide exceptional vantage points to enjoy coastal breezes, passing boats, and the ever-changing colors of the Lowcountry sky. Mature landscaping and the natural marsh backdrop create a sense of privacy rarely found in waterfront homes, allowing the property to feel both expansive and secluded. Inside, thoughtful design and generous proportions make the home equally suited for everyday living and entertaining. Large gathering areas connect naturally to the surrounding outdoor spaces, creating a seamless indoor-outdoor lifestyle that defines coastal living on Isle of Palms. Whether hosting guests, enjoying quiet mornings overlooking the water, or working from home with inspiring views, the layout offers flexibility rarely found in waterfront properties. For boating enthusiasts, direct access to the Intracoastal Waterway opens the door to exploring Charleston Harbor, nearby barrier islands, and miles of scenic waterways. Fishing, paddleboarding, and sunset cruises become part of daily life. Located within Wild Dunes, residents also enjoy access to miles of pristine beaches, championship golf, tennis facilities, and scenic walking and biking paths, all within one of the most sought-after resort communities along the South Carolina coast. Homes that combine privacy, resort amenities, walkable beach access, and deep-water boating are increasingly difficult to find along Charleston's barrier islands, making this property a truly distinctive coastal retreat. Unlike typical beach homes, this property is built for those who value true waterfront living. Enjoy direct access to the Intracoastal Waterway from your private deepwater dock with lift--perfect for boating, fishing, and exploring Charleston's waterways. The elevated design and mature surroundings provide exceptional privacy, while the home's scale offers multiple living areas, flexible spaces, and room for hosting family and guests with ease. Additional features include a 3-stop elevator, expansive 5+ car garage with tandem capacity, conditioned workshop, and generous storage throughout. Located within Wild Dunes, owners enjoy access to championship golf, tennis, dining, and miles of pristine beachfront. A rare opportunity to own a property where views, access, and lifestyle align.

27 Waterway Island Drive, Isle Of Palms

Listing courtesy of Listing Agent: Bryan Crabtree from Listing Office: IndigoOak - Christies International Real Estate. 843-343-4141bc@therealestateexperts.com
$4,995,000
5 Beds ⋅ 5 Baths ⋅ 26014699 MLS
Exclusive estate situated on a 25 acre residential lot in the Riverside subsection of Carolina Park. The lot is bound by Carolina Park Blvd, Darrell Creek Tl, and Faulkner Dr. Plans and renderings are included in the listing, although at this point a buyer may elect to build a different plan or buy the lot. This homesite has access to all of the amenities of Riverside in Carolina Park, including the neighborhood and tennis courts, This is a once in a lifetime opportunity to build a private family compound with a barn and outbuildings in the midst of the most exclusive residential neighborhood in North Mt. Pleasant. Property is located close to Roper St. Francis Hospital, restaurants, shipping, Costco and 20 minutes to Isle of Palms Beaches. Also listed as a lot MLS # 250146The listing is also listed as a lot MLS# 25014628.

784 Faulkner Drive, Mount Pleasant

Listing courtesy of Listing Agent: Oliver Caminos from Listing Office: St. Germain Properties LLC.

$4,995,000
5 Beds ⋅ 5 Baths ⋅ HILTONHEAD-505600 MLS
174 Hunting Lodge Road is a five-bedroom, four-and-a-half bathroom coastal Lowcountry-style home and carriage house in the River Road neighborhood of Palmetto Bluff. Taking full advantage of its .66 acres, the home spreads along a sweeping stretch of inland waterway shoreline in the rear. Built by Shoreline Construction from a Court Atkins Group design, this home's design emphasizes a breezy flow from space to space within its 5,009 square feet, informed by a comfortable sense of grandeur. Complementing this spacious atmosphere are elegant textures and materials from the reclaimed flooring of the great room to the designer lighting found throughout. This scale and beauty is established the moment you pull into the wide circular driveway, with soaring metal rooflines cascading down to a wraparound front porch. Inside, the great room opens from there, with wood flooring contrasting with rich creamy tones on a coffered ceiling as well as built-ins that flank the gas fireplace. That sense of flow breezes into the expansive kitchen boasting craftsman cabinets, gas range and pendant lighting, centered on a wide marbled center island. For easy entertaining, a passage to one end opens to the back kitchen's plentiful storage, wine cooler and prep space, with a full laundry just beyond. Formal dining at the other end of the kitchen sits at the center of panoramic views out to the water through the screened porch. Accessed through doors at either side of the dining room, or via wide sliders from the great room, this year-round retreat spans the rear of the property with space for al fresco dining or outdoor entertaining by the fireplace and grilling porch. The primary suite enjoys the best of all this home has to offer, with rich finishes, elegant spaciousness and water views. Set off a private hallway, it boasts dual walk-in closets and a massive ensuite bath with walk-in shower, garden tub and dual-basin vanity. Guest quarters spread throughout the property for lush privacy. The first is the carriage house set above the two-car garage with golf cart port, offering a private bath and spacious lounge. Three more bedrooms share the main house's second-floor lounge and upper porch. A full suite upstairs enjoys a spacious closet and ensuite bath, while a further two bedrooms each share a private bath with dual-basin vanity. In one, waterfront views from an integrated bed steal the show. In the other, custom-crafted bunks create a relaxed atmosphere of fun.

174 Hunting Lodge Road, Bluffton

Courtesy of Palmetto Bluff Real Estate Co
$4,995,000
5 Beds ⋅ 6 Baths ⋅ HILTONHEAD-503477 MLS
A rare opportunity, nestled on over 2 acres in popular Sea Pines. This Lowcountry, custom estate features a private, detached multi-purpose cottage, quietly located in the rear of the property, accessed exclusively by a land bridge. A beautifully curated 5 bedroom compound, set among majestic live oaks and pines, offers a sanctuary with single level living on the main floor, a private lagoon, pool/spa along with multiple outdoor spaces, ideal for entertaining. Throughout the main living areas you'll find rich hardwood floors, beautiful trim details and walls finished in sophisticated, classic neutral tones-creamy whites and warm taupes. The kitchen sets the tone of the home with natural dolomite countertops, taupe perimeter and island cabinets with custom arched oak upper cabinets flanking the range, complete with pure brass hardware. The mix of traditional selections is balanced with a modern, linear light fixture over the island. The scullery kitchen provides ample prep space and storage in addition to a dedicated pantry. Enjoy mixing cocktails in the well appointed wet bar with floating shelves and knurled brass plumbing. Features in the bathrooms include timeless marble mosaics paired effortlessly with curated ceramics complete with custom cabinetry and classic hardware selections. This commitment to mixing the traditional with modern, high-end selections guarantees a home that will never go out of style. Experience working remotely in the study featuring custom built-in desks. Dramatic, cathedral ceilings make the home feel larger than life. A media room invites you to relax and linger. Details abound with ceilings trimmed in tongue and groove, shiplap walls, custom wood stained wall paneling, arched built-ins, custom built-in office. The versatile guest cottage welcomes friends and family, featuring a living room, wet bar, bedroom, full bathroom, and additional garage space for up to three vehicles. An expansive screened porch enhances the outdoor experience, making it perfect for gatherings such as oyster roasts or bourbon tastings, or simply relaxing while enjoying the picturesque natural surroundings. Experience a home that seamlessly integrates classic design with modern living amidst the scenic beauty rooted in Lowcountry heritage.This property offers a unique experience of residing on a secluded estate with world-class amenities including golf, tennis, stables, a nature preserve, restaurants and shops just a stroll away.

4 Plantation Drive, Hilton Head Island

Courtesy of Howard Hanna Allen Tate Lowcountry
$4,990,000
3 Beds ⋅ 4.5 Baths ⋅ 26025789 MLS
A spectacular 460-acre private island sanctuary, accessible only by water, offering extraordinary privacy, pristine beauty, & effortless adventure. This magnificent retreat features a beautifully appointed 3BR/4.5BA residence, sparkling pool, & seamless indoor-outdoor living. Completely off-grid & self-sustaining with brand-new solar, backup propane generator, private well & septic. A 5+ acre fenced pasture, animal areas, versatile barn, military-style fitness course create an incredible recreational & equestrian paradise. Deep-water dock, pontoon boat, 2 six-seater golf carts, riding mower, & all furnishing convey. Nineteen separately parceled properties offer exceptional development potential. Long-term mainland parking & dock lease included. Breathtaking legacy estate unlike any other!

Rose Island Road, Port Royal

Listing courtesy of Listing Agent: Chip Collins from Listing Office: Collins Group Realty.

$4,990,000
3 Beds ⋅ 5 Baths ⋅ 198198 MLS
A spectacular 460-acre private island sanctuary, accessible only by water, offering extraordinary privacy, pristine beauty, & effortless adventure. This magnificent retreat features a beautifully appointed 3BR/4.5BA residence, sparkling pool, & seamless indoor-outdoor living. Completely off-grid & self-sustaining with brand-new solar, backup propane generator, private well & septic. A 5+ acre fenced pasture, animal areas, versatile barn, military-style fitness course create an incredible recreational & equestrian paradise. Deep-water dock, pontoon boat, 2 six-seater golf carts, riding mower, & all furnishing convey. Nineteen separately parceled properties offer exceptional development potential. Long-term mainland parking & dock lease included. Breathtaking legacy estate unlike any other!

Rose Island, Port Royal

Courtesy of Collins Group Realty, from Lowcountry Regional MLS.
$4,990,000
3 Beds ⋅ 5 Baths ⋅ HILTONHEAD-512896 MLS
A rare and breathtaking opportunity, this extraordinary 460-acre private island retreat offers an unparalleled blend of seclusion, natural beauty, adventure, and refined island living-accessible by water only. Surrounded by expansive waterways, pristine marshes, towering trees, and peaceful shoreline, this remarkable sanctuary features a beautifully appointed 3-bedroom, 4.5 bath residence with effortless indoor-outdoor living and a sparkling pool. Completely off grid and self-sustaining, the property boasts brand-new solar power, a backup propane generator, private well water, and septic-providing exceptional independence with no utility bills. Outdoor enthusiasts will appreciate the military-style fitness course, scenic dirt road running the length of the island, and expansive recreational opportunities. A 5+ acre fenced farm pasture, established animal areas, and a versatile barn create an idyllic equestrian and agricultural setting, with the barn offering a memorable venue for gatherings and entertainment. A deep-water dock accommodates large vessels and opens the door to boating, fishing, and endless exploration. The island is separately parceled into 19 properties, offering extraordinary flexibility for future development, investment, or a legacy family compound. Included with the island are a pontoon boat, two six-seater golf carts, riding mower and all furnishings. A long-term lease for mainland parking and dock usage on Lemon Island provided convenient access to the nearest mainland property. Truly one-of-a-kind, this majestic island is a private sporting paradise and legacy estate unlike anything else.

Rose Island, Port Royal

Courtesy of Collins Group Realty
$4,989,000
4 Beds ⋅ 5.5 Baths ⋅ 26019988 MLS
Modern coastal luxury awaits at 4017 Kaolin Street, a custom-built masterpiece designed by local designer Betsy Glass. Three years in the making, the home offers stunning marsh and water views of the Ashley River, complete with a private tidal dock, boat lift, and saltwater pool and hot tub. Offered fully furnished, it's truly one of a kind from the moment you walk in. The home was crafted around three guiding principles: unique modern coastal design, maintenance-free living, and biophilic design that brings the natural world indoors. Betsy paired the highest level of finishes and materials with a design sensibility that blends coastal lifestyle with modern sophistication. To achieve a maintenance-free exterior, the home makes extensive use of Knotwood, a wood-grain aluminum that delivers the warmth of wood with none of the upkeep, throughout the screening, pergolas, railings, and trellises. Multiple porches, patios, and covered spaces invite indoor-outdoor living at every turn. Enter through a black Marquina marble tile inlay bordered in wood, which gives way to chevron hardwood floors flowing through the open living room and kitchen. The kitchen features contrasting white and black Silestone quartz countertops with a waterfall edge over a multilevel island made for dining and entertaining. Linear-style cabinet faces are finished in quartz slabs and lined in white oak. A six-burner Bertazzoni gas range is flanked by open shelving, while the dishwasher and stove hood are Thermador. The side-by-side 30-inch fridge and freezer columns offer smart, hands-free technology, and the kitchen is finished with custom designer lighting, touchless faucets, a custom hood, an oversized sink, double trash pull-outs, and toe-kick lighting throughout. A 12-foot pass-through window, designed and manufactured by Euro-Wall, overlooks outdoor bar seating and connects the kitchen to the pool and outdoor kitchen, letting marsh breezes in whether you're hosting or unwinding after a long day. The living room is anchored by a gas fireplace, custom designer lighting, and custom painted wood wall treatments, with built-in seating and storage flanking the fireplace on either side. The staircase serves as a true statement piece, drawing together the design language of the kitchen and living room. The outdoor patio is an entertainer's dream, outfitted with an ice machine, a separate sink, a beverage center, and a trash pull-out. The kitchen and dining area include a refrigerator, marine-grade Blaze appliances, polished porcelain slab countertops, an ice maker, and a grill beneath a custom stucco hood, all flowing seamlessly from the screened-in porch to the firepit area to the pool. The screened-in porch features a vaulted ceiling, exposed beams, and no-see-um-level screening durable enough to withstand small pets. Just beyond it, a turfed area with a custom firepit is the perfect spot to take in the stars. The custom saltwater pool overlooks the water and dock and was designed to feel like a five-star resort. Black marble glass mosaic coping lends a serene ambiance, and the pool is heated, lit, and self-cleaning. The butler's pantry extends the kitchen's luxury with nature slat walls, backless cabinets, waterfall quartz countertops, and a commercial-grade True refrigerator, dishwasher, microwave drawer, and touchless faucet sink. Around the corner, the first-floor laundry room offers a stackable, king-capacity front-load washer and dryer, a pull-out hamper, a hanging pole, a double trash pull-out, and a touchless faucet sink, finished with Et Noir Silestone counters and a vertical tongue-and-groove backsplash. A custom dog water station, complete with wall-mounted swing-arm faucets, leash hooks, and nature slat wall panels, rounds out this thoughtfully designed wing. The primary suite is a true sanctuary, sophisticated yet genuinely cozy. Custom wooden slat walls and a live moss panel bring quiet, natural texture to the room, while a gas fireplace anchors the space beneath a ridge-and-crossbeam vaulted ceiling. A spacious covered porch with privacy doors extends the suite outdoors. The primary bath is the height of luxury, with a black marble vanity and shower walls and flooring in beautifully veined white Venato marble. The shower includes dual showerheads, a rainfall feature, and a drainless design that feels like vacation every day. Flat-panel cabinets keep the look modern and clean, and a 9-foot built-in storage cabinet adds ample space. Just around the corner, an outdoor shower connects directly to the pool. The primary walk-in closet is finished in elmwood white oak with two built-in framed mirrors and custom lighting. Upstairs, painted wood wall treatments center each bedroom with a contemporary touch. The first guest bath is finished in Venice green verde mix terrazzo on both the floor and shower walls, with wall-mount and rain showerheads. The second guest bath makes its own statement with custom terrazzo sinks and orange-and-white star-and-cross cement tile. A second-floor laundry tower is tucked into a decorative cabinet with a folding station and custom cabinetry. Down the hall, a cozy den and office feature a built-in desk with quartz counters, elmwood white oak lower drawers, and glass upper cabinetry with interior lighting. The white oak elmwood daybed includes built-in drawers and shelving, with slat paneling tying the daybed and office together for a custom, cohesive look. The upstairs powder room continues the slat wall theme with a floating waterfall quartz vanity and a quartz backsplash wall. The upstairs covered porch is where every day should end. A pergola keeps the sun at bay while you take in expansive views of the Ashley River, and a full beverage area -- with ice maker, refrigerator, and a custom gas fireplace -- makes it perfect for happy hour or cozy fall and winter evenings. Downstairs, a moody powder room to the right of the entry features an Et Noir quartz vanity with storage drawers and screen-printed geometric Thibaut wallpaper. Down the hall, an office is finished with chevron flooring that carries up the walls, a built-in desk, and aluminum-framed glass cabinets with lit interiors. The office connects to a breezeway leading to the three-car garage and guest house, complete with its own dog-wash station for easy pet care. The private guest house is a full experience of its own, announced by a showstopping Tilda chandelier. Inside the entry, a custom drop zone features black vertical wall paneling, a floating bench seat, wall sconces, and built-in cabinets. The guest house functions as a complete home, with its own kitchen, laundry space, bedroom, living room, bathroom, and private porch. Vaulted ceilings open up the space and lead to a covered porch overlooking a historic park designated by the Charleston County Historical Society, home to one of the oldest surviving structures in South Carolina. The kitchen includes a dishwasher, a pull-out drawer fridge and freezer, a microwave drawer, a sink, and a stackable washer/dryer, all framed by open shelving, floor-to-ceiling cabinets, and black vertical wall paneling. The guest suite bathroom is finished in serene charcoal soapstone and terrazzo tile. Other important features on the home include custom baseboards with design, detailed doors with no casings, unique 4-inch square can lighting, Toto wall mounted toilets throughout, hurricane impact rated doors and windows, hardy plank siding, metal bi-colored black and whiteroof, self-draining stucco flower planters filled with lavender, marble outdoor flooring and steps with a non-slip material added, and a concrete tabby and oyster shell fill driveway with artificial turf in between. The Settlement at Ashley Hall is a premier waterfront community in Charleston, situated on the Ashley River and listed on the National Register of Historic Places. Towering oaks predate the Declaration of Independence, and the community enjoys 1,000 feet of riverfront, complete with a riverfront community pool, covered pavilion, firepit, and a community deep-water dock, all just minutes from the Charleston International Airport, grocery stores, restaurants, and marinas.

4017 Kaolin Street, Charleston

Listing courtesy of Listing Agent: Kaelin Hall from Listing Office: William Means Real Estate, LLC.

$4,899,000
5 Beds ⋅ 5.5 Baths ⋅ 26020790 MLS
Welcome to 194 Beresford Creek Street, a rare opportunity to own an original-owner deepwater home with a private dock on scenic Beresford Creek in Daniel Island's highly sought-after Southside. Surrounded by mature live oaks, this elevated 5-bedroom, 5.5-bath home offers breathtaking marsh views and timeless Lowcountry charm. Inside, a thoughtfully updated interior features a renovated kitchen with a large center island, opening to a spacious living area and bright sunroom. The main level also includes a private study, a media room with a wet bar, and a main floor primary suite with an updated ensuite bath. Upstairs are 4 spacious bedrooms, including 2 with ensuite baths, while a 3-stop elevator provides easy access to every level. Outside, enjoy an outdoor kitchen with a pizza oven, firepit, spacious deck, private backyard, and your own dock--perfect for taking in stunning sunsets and the abundant wildlife. An oversized garage offers space for multiple vehicles, a golf cart, workshop, a bathroom and ample storage. This exceptional waterfront property embodies the very best of Daniel Island living.

194 Beresford Creek Street, Charleston

Listing courtesy of Listing Agent: Sharon Cassidy from Listing Office: 32 South Properties, LLC.

$4,845,000
5 Beds ⋅ 5.5 Baths ⋅ 26024471 MLS
Experience refined Kiawah Island living in this exceptional new construction custom home located in The Preserve, one of the island's most prestigious and distinctive neighborhoods, offering a private setting and exclusive amenities. Tucked into the lush native landscape, 9 Blue Heron Pond Road features five bedrooms and five and a half bathrooms with 4,135 square feet of impeccably designed living space where sophistication, quality craftsmanship, and effortless comfort blend seamlessly together. Without any adjacent homesites, this property provides unmatched privacy and tranquility.A classic Charleston brick front porch makes way to the welcoming foyer and open concept great room with expansive sliding glass doors flooding the space with natural light and incredible marshland views. In addition to the view, high end finishes stun with custom millwork, coffered ceilings, designer lighting, and wide plank French White Oak floors found throughout. The great room features a gas log fireplace and custom built-ins, creating the perfect gathering space for family and friends and flowing into the dining room with tongue & groove stained oak ceiling and large bar with quartz countertop, marble tile accent wall, and undercounter wine refrigerator and beverage center by Avallon. The gourmet kitchen is truly elegant with ample custom cabinetry, gleaming Quartz countertops, a large center island, and high end appliances, including a Thermador six burner gas range and cabinet paneled refrigerator and dishwasher. Off of the kitchen is the massive walk in pantry for plenty of storage as well as a half bath for guests. Through sliding glass doors the dining room opens to a screened porch with a second gas log fireplace, providing additional living and entertaining space while enjoying the surrounding nature and views of this exquisite homesite. The natural Garapa decking of the screened porch extends to the sprawling deck and leads to the elevated gunite saltwater pool and spa. A built-in gas grill completes this ideal entertaining space to relax with family and friends. The first floor primary suite with custom walk-in closet provides a serene retreat with space for a sitting area and bright windows drawing in the natural landscape. The spa-like primary bath offers the same views from the freestanding soaking tub, marble tile shower with frameless glass surround and two spacious vanities. Elevated tile work and brushed brass finishes usher in elegance and relaxation. For added convenience and a hub for organization, adjacent to the primary suite is a substantial laundry room with custom cabinets, a built-in desk with file drawers, and front loading Electrolux washer and dryer. Also located here is an elevator shaft, currently additional storage space, but readily adaptable for access to both levels of the residence. Upstairs, a generous second floor family room offers invaluable flex space and another area to gather or find a peaceful retreat. Windows overlooking the pool continue to merge this residence with its remarkable landscape. Four additional well-appointed bedrooms each with an ensuite bath provide both comfort and privacy for family and guests. Designer light fixtures, tile, and high end finishes continue throughout this level and maintain the impeccable aesthetic of this home. An attached two-car garage with soaring 20-foot ceilings with plenty of room for storage brings additional ease of use to this carefully considered home design. Exterior finishes including craftsman touches, cement board shake siding, copper flashing, brick accents, and a salt finish concrete driveway add to the home's elevated charm. Additionally, Sierra Pacific impact glass windows provide both quality construction and peace of mind. Unique among Kiawah Island's neighborhoods, the Preserve offers exceptional and exclusive amenities include a bark-clad boathouse with canoe and kayak storage, a covered pier with docks, nature trails, and an observation tower with views down the length of Blue Heron Pond. This tranquil enclave is just minutes away from all that Kiawah living has to offer, including pristine beach access, golf courses, shopping and dining at Freshfields Village, and membership opportunities at the Kiawah Island Governor's Club. 9 Blue Heron Pond Road combines refined architecture and design, remarkable privacy, and natural beauty for a truly elevated Kiawah Island lifestyle.

9 Blue Heron Pond Road, Kiawah Island

Listing courtesy of Listing Agent: Matt Scarafile from Listing Office: Carolina One Real Estate. 843-779-8660
$4,799,000
5 Beds ⋅ 5.5 Baths ⋅ 26010244 MLS
Perfectly positioned just one block from the beach, this stunning 2019-built coastal retreat offers the rare combination of elevated design, expansive outdoor living, and exceptional short-term rental performance. With 5 bedrooms, 5.5 bathrooms, and two private primary suites, this home was thoughtfully designed to accommodate both luxury living and high-income potential.From the moment you arrive, the home's classic coastal architecture, metal roof, and welcoming front entry set the tone. Inside, you'll find a light-filled, open-concept layout designed for effortless entertaining, complemented by high-end finishes and a seamless flow between indoor and outdoor living spaces.Step outside and experience over 1,000 square feet of covered porches, ideal for relaxing in the shade,hosting guests, or enjoying the coastal breeze year-round. The elevated design maximizes privacy and views, while the 500 square foot rooftop deck offers sweeping ocean views--perfect for sunset cocktails or morning coffee above it all. The backyard is a true highlight, featuring a private pool with expansive patio space, creating a resort-style setting for both personal enjoyment and guest appeal. An outdoor shower adds convenience after a day at the beach, while the ground-level entertaining space provides additional shaded lounge areas. Designed with both comfort and accessibility in mind, the home includes a 3-stop elevator, making all levels easily accessible for owners and guests alike. Each of the five bedrooms offers generous space and en-suite bathrooms, creating a private retreat experience throughout the home. The dual primary suites provide flexibility for owners and maximize rental desirability. This property is a standout investment with a consistent and successful Airbnb rental history, offering immediate income potential. Being sold fully furnished, it is completely turnkey and ready to continue performing from day one. Whether you're seeking a luxury beach escape, a second home, or a high-performing income property, this home delivers on every level--location, design, and lifestyle.

517 Carolina Boulevard, Isle Of Palms

Listing courtesy of Listing Agent: Holly Gotts from Listing Office: Smith Spencer Real Estate.

$4,795,000
4 Beds ⋅ 4.5 Baths ⋅ 25031609 MLS
Perched at one of the highest points on Isle of Palms, 304 Carolina Boulevard is modern coastal living at its finest. Designed by The Middleton Group, the home makes a statement the moment you arrive, soaring two stories with floor-to-ceiling storefront glass, glass railings, subtle under-stair lighting, and integrated planter features that create a sleek, sculptural facade. A rare circle drive welcomes guests, framed by fifty privacy palms and mature oaks, all highlighted with ReMark Studio landscaping and uplighting that turns the property into a serene coastal vignette.Inside, you're greeted with a stunning gallery-style entry, warm wood floors, custom millwork, and polished finishes that guide you straight into the sunken living room. Here, an 80-inch dual-sided linear fireplace, a custom L-shaped sofa, and a disappearing wall of sliding glass create the ultimate indoor-outdoor flow. Step outside to the resort-style heated/chilled pool, fully equipped outdoor kitchen, and multiple lounging areas designed for year-round enjoyment. A whole-home integrated audio system keeps music flowing effortlessly throughout every interior room, terrace, and even the rooftop. The gourmet kitchen centers around a waterfall-edge island and is outfitted with high-end appliances, bespoke cabinetry, and a hidden pantry. A secondary scullery with a second dishwasher and curated bar keeps the main kitchen pristine. Custom powder-coated steel doors (crafted by Palm City) open to the wraparound terraces, including dual dining room doors that extend your entertaining space outside. Two spacious guest suites, each with en-suite baths and finished closets, complete this level. At the center of the home, a dramatic interior glass staircase rises through all levels, with millwork that continues seamlessly through the halls, bedrooms, and around the fireplace. An elevator finished to match the millwork runs from the garage all the way to the rooftop, mixing architectural impact with everyday convenience. On the primary level, both bedrooms offer peaceful retreats. One opens to a wraparound porch with sweeping ocean views; the other offers a more private sanctuary. Spa-inspired baths feature wall-mounted fixtures, an oversized dual-head shower, dual custom closets, a soaking tub, and thoughtful storage. A conveniently located laundry room serves this floor. The rooftop is nothing short of spectacular, glass railings frame panoramic views of the Atlantic Ocean, Morris Island, Sullivan's Island Lighthouse, the Ravenel Bridge, and the Intracoastal. A covered lounge, full bar, half bath, and outdoor kitchen create the perfect setting for sunset cocktails, gatherings, or quiet moments above it all. Downstairs, the ground level reveals some of the home's most impressive surprises: a climate-controlled five-car garage with abundant storage, EV charging, and full dehumidification, ideal for car enthusiasts and collectors. A custom powder-coated steel door continues the home's design language, while a dedicated theater room offers an intimate cinematic escape. With 2,500 sq. ft. of outdoor living across terraces, porches, and the rooftop, the home is finished with selections from Kelly Wearstler, Sean Lavin, Italian luxury brands, Toto, Brizo, and more, creating a refined modern-coastal aesthetic rooted in craftsmanship. Located outside the flood zone, and just blocks from the beach path and adjacent to Breach Inlet, the property offers peace of mind with an elevated coastal lifestyle. All of Charleston's dining, shopping, and culture are just minutes away. Now complete and move-in ready, 304 Carolina Boulevard is a true coastal sanctuary with every detail curated, every view intentional, and every space designed to elevate the way you live.

304 Carolina Boulevard, Isle Of Palms

Listing courtesy of Listing Agent: Mandy Manchester from Listing Office: Coldwell Banker Realty.

$4,750,000
5 Beds ⋅ 5.5 Baths ⋅ 26011054 MLS
BACK ON MARKET! Cash buyer was unable to close. What if I told you that there is a gentleman's ranch at the edge of Mt. Pleasant in a gated equestrian themed neighborhood, with a barn and stables to board horses on over 4 acres? What if I told you that this multi generational estate has a main house, a carriage house, a large apartment over a 5 car garage, and nearly 2 miles of riding trails? Welcome to 1484 Old Rosebud Tl in Pepper Plantation... an exclusive neighborhood in North Mt. Pleasant where the streets are named after Kentucky Derby champions and every neighbor is a Triple Crown winner. Walking through these private streets you are likely to see horses, ponies, an abundance of wildlife, and a who's - who assortment of residents,many of whom are shaping the course of Charleston. The main house overlooks a fountain on your own private pond. The open floorplan features a showcase kitchen with quartz countertops, a custom panel Subzero refrigerator, a Wolf range, an Asko dishwasher, a wine refrigerator, and a large walk in pantry. The great room has a sky high vaulted ceiling with lead windows over the dining area. The master suite in the single-level main house has his and her walk-in closets, an oversized walk-in spa shower, a freestanding soaking tub, dual vanities, and a sitting room. Two additional guest bedrooms along an additional full and half bathroom and a laundry room with ample cabinet space complete the main house living area. Step outside and you overlook 2 large private ponds and a newly built barn and stables. A pool design from Blue Haven Pools is available for a buyer wishing to instal a swimming pool. The guest house is the epitome of luxury with a custom kitchen flooded with natural light, accompanied by spacious living areas upstairs. It even has a dedicated pet washing area. Upstairs, the guest house features an entire floor dedicated to the primary suite, complete with custom-built bookshelves, a custom walk in closet, and an opulent bathroom. The guest house as well as the large apartment over the 5 car garage continue the premium appliance package with a custom panel Subzero refrigerator in the guest house, a Wolf gas range, and Asko dishwashers in both units. The stable quarters are complemented by a Kitchen Aid refrigerator and microwave oven. The large garage is currently used as the ultimate man-cave with 4 large TV's that operate as one. There is a reclaimed wood wall and space for several vehicles, large arcade games, shuffle board, and a putting game to make this the envy of any Saturday afternoon during football season. Additional mechanical upgrades include a deep well sprinkler system, a water filtration system, a propane gas line for a barbecue grill and fire-pit, a Generac generator, landscaping lights, a Control 4 Smart Home system that can be controlled from your phone, an alarm and fire System, and an EV charging station to offset the carbon footprint of your lifted pickup. Pepper Plantation is situated along the Wando River. This idyllic equestrian sanctuary is a short drive to "The Bend" shops and restaurants, 3 minutes from Roper Hospital, 15 minutes to Town Center, and 20 minutes from the Isle of Palms beaches, and 30 minutes to downtown Charleston. Unicorns do exist, and this one is located nestled amongst the horses in Pepper Plantation. We'll leave the lights on for you.

1484 Old Rosebud Trail, Awendaw

Listing courtesy of Listing Agent: Oliver Caminos from Listing Office: St. Germain Properties LLC.

$4,750,000
4 Beds ⋅ 5 Baths ⋅ 192072 MLS
Incredible development opportunity on Hilton Head Island with the potential for 8 UNITS AN ACRE, featuring marsh and sound views with a designated beach walk easement. Four combined parcels span over four acres, offering rare potential for a private estate, multi-home enclave or workforce housing. The property adjoins historic Mitchellville Freedom Park, providing a unique setting rich in natural beauty and heritage. A gracious 2200 SF home with additional SF in separate barn and apartment (6000+ total finished SF on the property) already on-site can serve as a primary residence, creating a sprawling private compound, or function as a clubhouse for future residences. Whether envisioned as a legacy property or an investment in a premier coastal destination, this offering presents unmatched possibilities in one of Hilton Heads most desirable locations.

170 Dillon Road, Hilton Head Island

Courtesy of Sea Pines RE At The Beach Club, from Lowcountry Regional MLS.
$4,750,000
4 Beds ⋅ 5 Baths ⋅ HILTONHEAD-500657 MLS
Incredible development opportunity on Hilton Head Island with the potential for 8 UNITS AN ACRE, featuring marsh and sound views with a designated beach walk easement. Four combined parcels span over four acres, offering rare potential for a private estate, multi-home enclave or workforce housing. The property adjoins historic Mitchellville Freedom Park, providing a unique setting rich in natural beauty and heritage. A gracious 2200 SF home with additional SF in separate barn and apartment (6000+ total finished SF on the property) already on-site can serve as a primary residence, creating a sprawling private compound, or function as a clubhouse for future residences. Whether envisioned as a legacy property or an investment in a premier coastal destination, this offering presents unmatched possibilities in one of Hilton Heads most desirable locations.

170 Dillon Road, Hilton Head Island

Courtesy of Sea Pines Real Estate - Beach Club
$4,700,000
6 Beds ⋅ 5.5 Baths ⋅ 26025285 MLS
Rare original-owner home overlooking the Country Club of Charleston golf course. The expansive residence presents a rare opportunity to secure a property in one of Charleston's most desirable neighborhoods, set against a backdrop of sweeping fairways and mature live oaks. Offering more than 7,900 square feet of living space, the home features six bedrooms, four full bathrooms, and two half bathrooms, thoughtfully arranged across multiple levels. The flexible floor plan includes two private offices, a den, a dedicated craft or wrapping room, and a third-floor loft well suited for a children's retreat, game room, or home theater. The home has been impeccably maintained by its original owners and offers the opportunity to be enjoyed as-is or enhanced through thoughtful updates to create atrue legacy estate. Ideally located just minutes from downtown Charleston, this property offers an unparalleled combination of setting, space, and long-term value in one of the city's most established neighborhoods.

235 Country Club Lane, Charleston

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

$4,650,000
4 Beds ⋅ 5.5 Baths ⋅ 26023724 MLS
Tucked along a tidal offshoot of the Kiawah River, this exceptional home is set within Bell Cove, a gated enclave shaped by broad river views and preserved Lowcountry landscape. Grand in scale yet beautifully in tune with its setting, the residence pairs a Wallaba shingle roof and timeless architecture with a private pool, expansive lawn and generous outdoor living. Inside, weathered white oak floors, textured plaster, custom millwork, designer lighting and a limestone and marble fireplace reflect uncompromising attention to detail. A 48-inch Wolf range anchors the kitchen, while a pass-through window and accordion doors create an effortless connection to a covered porch with fireplace and outdoor dining. The main-level primary suite enjoys a private porch,with three bedrooms, loft and bonus room upstairs. Kiawah River offers riverfront swim and fitness amenities, a working farm, trails, pickleball and tennis, plus access to The Dunlin, Auberge Collection.

2724 Tidal Lane, Johns Island

Listing courtesy of Listing Agent: Jeff Leonard from Listing Office: Kiawah River Real Estate Company, LLC.

$4,600,000
4 Beds ⋅ 6 Baths ⋅ HILTONHEAD-447864 MLS
This one-of-a-kind property is privately sited on almost an acre lot with panoramic marsh and water views providing the perfect backdrop for spectacular sunsets. Kermit Huggins, renowned architect, designed this property with 2 structures that harmoniously co-exist with their natural surroundings. Special features include new metal roof, hardwood flooring, pella windows/doors, renovated kitchen,& interior paint. The main house boasts an upper level luxurious owner suite & guest house has 2 en-suite bedrooms plus kitchenette. Incredible outdoor living with heated/chilled saltwater pool, expansive deck, and private dock. Waterfront Perfection!

29 Baynard Park Road, Hilton Head Island

Courtesy of Charter One Realty
$4,595,000
6 Beds ⋅ 5.5 Baths ⋅ 26025562 MLS
Marsh views and a spectacular new pool! Welcome to 217 King George Street a beautiful fully renovated home on a spacious lot with privacy and entertainment space galore! A full 3 stop elevator brings modern convenience to coastal charm including all hardwood floors, gourmet kitchen and pantry, dining and office space. Luxury and comfort are at the forefront of island living at its finest with a screened porch perched high above the trees. Six bedrooms w/ generous closets ensure space for the whole crew! Open concept living and large quiet spaces will not be lost on even the most discerning buyers. Enjoy Daniel Island evenings on every level. This elevated home has ample parking, a long driveway and plenty of storage space. Don't miss another opportunity to own a piece of paradise.

217 King George Street, Charleston

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