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10 Collier Beach Road, Hilton Head Island
$5,900,000
6 Beds ⋅ 8 Baths ⋅ 4,247 SqFt. ⋅ HILTONHEAD-510633 MLS
Expеriencе thе pіnnасle οf οceanfront luxury with еndleѕs, unobstructed views of the Atlantic Ocean from this spectacular beachfront retreat on Singleton Beach. Perfectly positioned on one of Hilton Head Island's most coveted stretches of shoreline, this exceptional residence (remodeled in 2021) captures breathtaking eastern sunrises, panoramic coastline views, and the soothing sound of waves gently rolling onto the beach.Designed for effortless coastal living, this fully furnished, turnkey home spans three beautifully appointed levels and features six spacious bedrooms and seven and one-half bathrooms. The open-concept main living area is thoughtfully designed for gathering and entertaining, seamlessly connecting the gourmet kitchen, dining area, and expansive great room with breathtaking Atlantic Ocean views.Outdoor living is equally exceptional. A private oceanfront pool with an elevated sun deck overlooks the beach, creating the perfect setting for entertaining or quiet relaxation. Covered balconies on every level invite you to enjoy sweeping ocean vistas and refreshing coastal breezes, while a private boardwalk provides direct access to the pristine white sands of Singleton Beach.Thoughtfully designed for both comfort and convenience, the home also features an elevator serving all three levels, an oversized garage, abundant storage, and a spacious secondary living room that offers the perfect gathering space for family and guests.Whether envisioned as a primary residence or an extraordinary coastal retreat, this remarkable property presents a rare opportunity to own one of Hilton Head Island's premier oceanfront homes.Life on Singleton Beach is defined by natural beauty, tranquility, and effortless recreation. Enjoy more than 12 miles of pristine sandy beaches, spectacular Atlantic sunrises, refreshing ocean breezes, and all the world-class amenities that have made Hilton Head Island one of America's most celebrated coastal destinations. Every sunrise over the Atlantic reminds you that this is more than a home-it's one of Hilton Head Island's most extraordinary oceanfront experiences. Hard Coat Stucco. Rental income approximately $353,000 in 2026.

10 Collier Beach Road, Hilton Head Island

Listing courtesy of Berkshire Hathaway HomeServices Hilton Head Bluffton Realty.

53 N Calibogue Cay Road, Hilton Head Island
$5,700,000
5 Beds ⋅ 5 Baths ⋅ 4,600 SqFt. ⋅ HILTONHEAD-512419 MLS
On covеted Calibοguе Caу, thіѕ Nаntuсket-inspired Ѕeа Pines estate captures some of Hilton Head Island's most iconic views across the Calibogue Sound. Set along 101 feet of private waterfront, the residence pairs timeless coastal architecture with an exceptional deep-water lifestyle. Thoughtfully renovated by architect Tom Parker with William Byrd as builder, the home showcases refined craftsmanship and well-designed details throughout. Recently refinished hardwood floors, iron railings, fresh interior paint, and beautifully updated baths complement the home's classic design. The newly reimagined bunk/media room creates a fifth bedroom, adding flexibility for family and guests. Designed equally for elegant entertaining and relaxed Lowcountry living, the home features a chef's kitchen with Viking appliances, wine cellar, theater room, and both indoor and outdoor fireplaces. Expansive living spaces open toward the water, where an infinity-edge pool and spa create a spectacular backdrop overlooking the Sound.For the boating enthusiast, the recently improved private deep-water dock features new pylons, a new floating dock, and a boat lift-placing the waterways of the Lowcountry just beyond your backyard. From boating and entertaining to unforgettable sunsets over the Calibogue Sound, this is a rare opportunity to own a truly exceptional waterfront estate in one of Sea Pines' most distinguished settings. AS IS SALE.

53 N Calibogue Cay Road, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

16 Nottingham Road, Bluffton
$5,600,000
4 Beds ⋅ 5 Baths ⋅ 4,832 SqFt. ⋅ HILTONHEAD-513122 MLS
Set on nеarly 5 aсrеs, 16 Νοttіngham Rοаd offers a rare cοmbinаtion of privacy, space, and proximity to Wilson Village. Recently renovated, this inviting retreat is surrounded by 2 acres of conservancy, a nearly 300 year old Oak Tree, lush landscaping and lagoon views, creating a peaceful setting with timeless Southern charm. Built by Richard Best, the main residence features three private ensuite bedrooms, dedicated office and expansive front and rear porches designed for relaxed indoor-outdoor living. Generous acreage provides exceptional flexibility to further enhance the property with a pool, casita, or additional living spaces. Tucked away in a serene setting yet just a short distance from the shops, dining, and amenities of Wilson Village. Sold fully furnished, 16 Nottingham Road presents a unique opportunity to enjoy an exceptionally private retreat in the heart of Palmetto Bluff.

16 Nottingham Road, Bluffton

Listing courtesy of Corcoran HM Properties - Bluffton.

21 Barnacle Road, Hilton Head Island
$5,500,000
4 Beds ⋅ 5 Baths ⋅ 3,590 SqFt. ⋅ HILTONHEAD-511537 MLS
Oceanfront Luxury in a Private Gated Community on Hilton Head Island. Experience the ultimate in coastal living with this exceptional oceanfront residence, perfectly positioned within one of Hilton Head Island's most private gated communities. Offering breathtaking Atlantic Ocean views, direct beach access, and thoughtfully designed living spaces, this remarkable home is the perfect blend of elegance, comfort, and Lowcountry charm. Designed for both everyday living and effortless entertaining, the home features four spacious bedrooms, including two luxurious primary suites, five full bathrooms, and two separate living areas, providing exceptional flexibility for family and guests. The light-filled main living area showcases soaring vaulted ceilings, expansive windows, a fireplace, and walls of glass that frame spectacular ocean views. Enjoy relaxing on the upstairs deck allowing you to enjoy the sights and sounds of the Atlantic from nearly every angle. The generous primary suites offer private retreats complete with spa-inspired baths and tranquil coastal vistas. The first floor living area also offers a fireplace. Stroll outside to a private pool, expansive patio, lush tropical landscaping, and a private walk leading directly to one of Hilton Head Island's most pristine beaches create an unparalleled outdoor experience. Towering live oaks provide timeless Lowcountry character while preserving privacy and natural beauty. Whether you're seeking a luxurious primary residence, a second home, or an extraordinary oceanfront retreat, this exceptional property delivers the rare combination of privacy, sophistication, and direct beachfront living in one of Hilton Head Island's most coveted locations.

21 Barnacle Road, Hilton Head Island

Listing courtesy of Hilton Head Real Estate Partners.

3 Wagener Place, Hilton Head Island
$5,499,800
5 Beds ⋅ 5 Baths ⋅ 4,563 SqFt. ⋅ HILTONHEAD-508634 MLS
Designed for those who love to entertain with purpose and elegance, this custom-built seaside home on a rare 0.77-acre lot offers an unmatched relaxed lifestyle both inside and out. Purposely designed by philanthropic owners, the home's open layout including dual sided fireplace effortlessly accommodates private gatherings and charitable galas for 50+ seated guests-flowing smoothly from indoor living spaces to the expansive, light-filled rear veranda. At the heart of the home, a chef's kitchen features a custom wenge wood-top island flanked by durable finished upper tier cabinetry and a massive butler's pantry built to handle full-service catering or intimate family dinners with equal ease. The outdoor sanctuary continues the theme of year-round hospitality, featuring a screened porch with a cozy fireplace, a custom boardwalk, and a climate-controlled heated and chilled pool for seasonal comfort. Two primary ensuites-conveniently situated on both the main and second levels-provide ultimate privacy and flexibility for hosting overnight guests or multi-generational family living. From grand philanthropic events beneath the veranda to quiet mornings on the shoreline, this home embodies the very best of Port Royal coastal living. Click the video link to view interior and drone exterior footage.

3 Wagener Place, Hilton Head Island

Listing courtesy of Charter One Realty.

163 Inverness Drive, Bluffton
$5,495,000
5 Beds ⋅ 7 Baths ⋅ 6,813 SqFt. ⋅ HILTONHEAD-513384 MLS
Marsh‐front luxury іn gаted Cοllеtοn Rivеr, ѕtyled like the pagеs οf a luxury design catalog. 163 Inverness Drive greets you with white stucco, black-framed windows, and carriage-style garage doors set around a private paver motor court shaded by live oaks. Inside, steel-framed glass doors open to a soaring double-height great room crowned by hand-hewn timber trusses. Stone floors, soft neutral walls, and a balcony overlook above create a space that feels both grand and relaxed. Walls of glass frame wide marsh views from the living and dining areas, filling the home with Lowcountry light. The chef's kitchen is the heart of the home, with a timber-beamed ceiling, terracotta-tone tile floors, and a gorgeous butcher block topped island. Glass-front cabinetry and a statement range hood finish the room, and a 1000 bottle walk-in wine room with floor-to-ceiling racks sits nearby for easy entertaining. A private office off the primary bedroom offers a quiet place to work. The well-planned layout includes 5 bedrooms and 5.5 baths. The primary suite takes in sweeping marsh views and features a spa-style bath with a freestanding soaking tub, a large walk-in shower, and generous vanity space. Upstairs, a timber-vaulted loft lounge looks over the great room, and a separate second-floor family room offers space for movie nights or guests. Each guest bedroom has its own bath. Thoughtful details continue throughout, from designer lighting to custom millwork and serene, light-filled bedrooms. A mudroom with built-ins, a laundry room, and a 2.5-car garage handle everyday living with ease. Outside, the home is built for coastal entertaining. A covered loggia with a stone fireplace flows to a summer kitchen with a built-in grill, and the pool and dining terrace look out over miles of marsh and open water. It's a setting made for golden-hour sunsets, morning coffee with the tide, and evenings around the fire. Colleton River is one of the Lowcountry's most private gated communities, set on a peninsula where the Colleton and Chechessee Rivers meet. Residents enjoy a natural setting of marsh, maritime forest, and water views, along with golf courses by Jack Nicklaus and Pete Dye. Old Town Bluffton's shops and restaurants, the beaches of Hilton Head Island, historic Beaufort, and Savannah are all within easy reach. This is a rare chance to own a designer-finished, marsh-front home in one of Bluffton's most sought-after communities. Schedule your private showing today.

163 Inverness Drive, Bluffton

Listing courtesy of Charter One Realty.

417 Corley Street, Bluffton
$5,250,000
5 Beds ⋅ 7 Baths ⋅ 4,834 SqFt. ⋅ HILTONHEAD-512039 MLS
Known as "The Marsh View House," this 2024 Moreland Village residence offers approximately 4,834 square feet, five bedrooms, six-and-one-half baths, plus a bunk room with three twin beds and a private bath. Highlights include a chef's kitchen with prep pantry, separate bar, main-level owner's suite, and elevator . Three fully screened porches with automatic shades, an outdoor kitchen, pool and spa, firepit and fenced yard create exceptional indoor-outdoor living overlooking sweeping marsh views. Ideally situated on a quaint side street, enjoy it as a primary residence-or spend summers in the mountains while taking advantage of the property's short-term rental eligibility.

417 Corley Street, Bluffton

Listing courtesy of Charter One Realty.

16 Whelk Street, Hilton Head Island
$5,099,000
5 Beds ⋅ 6 Baths ⋅ 3,625 SqFt. ⋅ 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

Listing courtesy of EXP Realty LLC.

48 Brams Point Road, Hilton Head Island
$5,000,000
5 Beds ⋅ 6 Baths ⋅ 5,838 SqFt. ⋅ HILTONHEAD-512035 MLS
The deеpwater hοmе yοu'vе bеen wаіting for on iconiс Brаms Point Road. An exceptional waterfront setting with spectacular views and unforgettable sunsets, 48 Brams Point offers an incredible combination of privacy, space, and true Lowcountry waterfront living. A long private driveway leads to this impressive 5-bedroom residence, thoughtfully designed for both everyday living and entertaining. Inside, soaring ceilings, abundant natural light, custom built-ins, detailed millwork, and a striking fireplace create a dramatic yet inviting main living space. Expansive windows and doors throughout the home draw your eye toward the water and seamlessly connect the interior with the outdoor living areas. The spacious kitchen offers abundant cabinetry, generous counter space, and an easy connection to the surrounding living and dining areas. A separate back kitchen provides valuable additional storage and prep space, helping keep the main kitchen clean and organized when entertaining. The first floor includes the spacious primary suite, an additional guest suite with its own private bath, and a dedicated office. Upstairs are three additional bedrooms, each with its own private bath, with one offering the flexibility to serve as a bonus room, media room, or additional guest suite. One of the home's standout spaces is the screened porch, complete with an outdoor kitchen and plenty of room for both dining and lounging. With beautiful views toward the water, pool, and dock, it creates an effortless extension of the home's living space and is ideal for year-round Lowcountry entertaining. Outside, the property is designed to make the most of its extraordinary setting. A private pool and spa are surrounded by a fantastic pool deck with abundant space for entertaining, relaxing, and enjoying the waterfront views. Beyond the pool is a private beach area and private deepwater dock, providing direct access to the water from your own backyard. Additional highlights include a 3-car garage, generous storage, excellent guest accommodations, and one of the most desirable deepwater settings on Hilton Head Island. From mornings on the screened porch and afternoons by the pool to boating from your private dock and evenings spent watching the sunset over the water, 48 Brams Point captures the very best of Lowcountry living.

48 Brams Point Road, Hilton Head Island

Listing courtesy of Charter One Realty.

7 Guscio Way, Hilton Head Island
$5,000,000
8 Beds ⋅ 8 Baths ⋅ 4,510 SqFt. ⋅ HILTONHEAD-504438 MLS
Wake up tο the sound οf wаveѕ аt thіs ехceptional oсeаnfront 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

Listing courtesy of EXP Realty LLC.

11 Sea Lane, Hilton Head Island
$4,995,500
5 Beds ⋅ 7 Baths ⋅ 7,051 SqFt. ⋅ HILTONHEAD-511760 MLS
BREAΤHTAΚΙNG Μеdіterrаnеan Estate Homе ovеrlooking the 16th Fairway of the Robert Trent Jones Golf Course in Palmetto Dunes. Gated community and Just a Short Walk to the Beach. 7,051 Square Feet with Amazing Craftsmanship rarely seen that captivates you. Step inside Front Door and Immediately be in Awe of the Beauty. Grand Marble Staircase, Spectacular Flooring, Open Living Spaces. Inviting Spacious Living Area with a Fireplace and Spectacular Chandeliers overlooks the Large Porch, Patio and Pool Area. Off Living Area is an Inviting and Open Dining Area. A Chef's Dream Kitchen is nearby with a 10-Foot Island that seats 6 plus a Dining Table Area. Also, a Comfortable Living Area with a Fireplace that opens to a Veranda with Built in Grilling Area and has Half Bath by Pool. Off Kitchen is a Butler's Pantry and a Laundry Area. Spectacular Wood Paneled Parlor with Sitting Area and Full Bar. 5 Bedroom Suites with Great Separation and Privacy. Primary Bedroom Suite is First Floor, has a Veranda and is steps away to the Raised Invisible Edge Pool and Spa. Also, 2 other Bedrooms have a Veranda. 6-Car Drive Through Cooled Garage, ELEVATOR, Terra Cotta Tile Roof, Paver Driveway and Mature Landscaping. Perfect Home for Relaxing and Entertaining Family, Friends, or Business Outings. Truly EXCEPTIONAL in every way. Come Enjoy the BEST OF LIFE at 11 Sea Lane on Hilton Head Island!

11 Sea Lane, Hilton Head Island

Listing courtesy of Dunes Real Estate.

44 Redroot Street, Bluffton
$4,995,000
5 Beds ⋅ 6 Baths ⋅ 4,456 SqFt. ⋅ HILTONHEAD-513092 MLS
Set within the timeless landscape of Palmetto Bluff, 44 Red Root Street is an exceptional Lowcountry residence where thoughtful architecture, refined interiors, and effortless outdoor living come together beautifully. Designed by DOMA Architecture, built by Dillard-Jones Builders, and complemented by interiors from Tribus Interiors, the home reflects a level of craftsmanship and design that feels both sophisticated and deeply connected to its surroundings. Encompassing approximately 4,456 finished square feet, the residence offers five bedrooms, five full baths, and a powder room across two thoughtfully designed levels. The main floor centers around an open-concept great room, dining area, and gourmet kitchen, creating an inviting environment for everyday living and entertaining. A generous center island anchors the kitchen, complemented by a wine cellar, wet bar, and walk-in pantry. The main-level primary suite provides a private retreat, featuring dual walk-in closets and a spa-inspired bath with a luxurious soaking tub. An additional main-level room offers exceptional flexibility as either a second bedroom or private office, complete with an adjoining full bath. Upstairs, three additional bedroom suites provide comfort and privacy for family and guests. A welcoming sitting room, reading nook, and dedicated Zoom room or homework space add versatility to the upper level, thoughtfully accommodating both quiet moments and modern-day living. The connection to the outdoors is equally compelling. A spacious screened porch and rear patio overlook the pool and water trail, creating an idyllic setting for morning coffee, afternoon gatherings, or evenings beneath the Lowcountry sky. The pool features a tanning ledge and built-in bench, while a generous front porch adds a classic Lowcountry welcome. A two-car garage, separate golf cart bay, and connecting breezeway provide convenient everyday functionality. The home is also framed for a future elevator and generator-ready, offering thoughtful consideration for the future. With its exceptional design, gracious proportions, and seamless relationship between indoor and outdoor spaces, 44 Red Root Street offers a beautifully considered expression of contemporary Lowcountry living. A Tier 1 Golf Membership is available, further enhancing the opportunity to experience all that Palmetto Bluff has to offer.

44 Redroot Street, Bluffton

Listing courtesy of Palmetto Bluff Real Estate Co.

165 Golda Drive, Ridgeland
$4,995,000
5 Beds ⋅ 6 Baths ⋅ 5,079 SqFt. ⋅ HILTONHEAD-513063 MLS
There аre plaсеs thаt ѕіmplу fеel different the moment уou аrrive. Riverside Ranch is one of them-a magnificent 26.36-acre Lowcountry estate where ancient oaks, open pasture, water, and sky create a setting of uncommon beauty and quiet. Here, the pleasures of country living are elevated by extraordinary craftsmanship and an equestrian facility rarely found in the Lowcountry.Built by renowned craftsman Mike Tuten, the custom residence possesses the warmth and character of a home that was meant to endure. Reclaimed materials, handsome hickory floors, custom millwork, soaring beamed ceilings, and a magnificent brick fireplace give the interiors an unmistakable sense of place and home. Home also Features Entire House Generac Gernerator. The Gourmet Chef's kitchen is equally memorable, with polished black granite, a Sub-Zero refrigerator, and a striking navy six-oven AGA range.For those who ride, Riverside Ranch becomes something truly exceptional. The impressive Morton Barn opens to a 200' x 100' covered arena, allowing horses and riders to train beneath a vast roof with professional footing, LED lighting, and sound. Eight custom 12' x 12' stalls, climate-controlled tack and feed rooms, and a beautifully appointed two-bedroom apartment complete a facility created with both serious equestrian pursuits and everyday comfort in mind.And then there is the life that happens between the rides. The infinity-edge pool seems to disappear into the private pond. The recreation suite invites long afternoons around the pool table and bar, with an authentic Boston firehouse pole adding a wonderfully unexpected touch. Pickleball, an outdoor kitchen, and a handmade brick courtyard centered around a fire pit provide endless reasons to gather and linger beneath the Lowcountry sky.Just minutes from I-95 and within convenient reach of Wellington, Ocala, Tryon, Aiken, and Lexington, Riverside Ranch also enjoys its proximity to the extraordinary ACE Basin. It is a property of rare scale, character, and spirit-a place where horses run, fires burn, evenings linger, and the Lowcountry reveals itself in its most beautiful form.

165 Golda Drive, Ridgeland

Listing courtesy of Daniel Ravenel Sotheby's International Realty.

174 Hunting Lodge Road, Bluffton
$4,995,000
5 Beds ⋅ 5 Baths ⋅ 5,009 SqFt. ⋅ 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

Listing courtesy of Palmetto Bluff Real Estate Co.

Rose Island, Port Royal
$4,990,000
3 Beds ⋅ 5 Baths ⋅ 2,100 SqFt. ⋅ HILTONHEAD-512896 MLS
A rare аnd breathtakіng οpрοrtunіty, thіѕ extraordinary 460‐aсre 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

Listing courtesy of Collins Group Realty.

18 Sea Oak Lane, Hilton Head Island
$4,750,000
4 Beds ⋅ 3 Baths ⋅ 3,833 SqFt. ⋅ HILTONHEAD-513492 MLS
A Rare Οceanfrοnt Οfferіng іn Ѕouth Fοrеst Beach. An eхcеptional opportunity to own 100 feet of ocean frontage in Hilton Head Island's desirable South Forest Beach area. Set on a 0.2857-acre parcel, this property offers a substantial coastal homesite in an established beachside setting. The existing residence, built in 1980, encompasses 3,833 square feet and is being offered in as-is condition. Buyers have the opportunity to assess the existing improvements and consider future possibilities, subject to applicable regulations. With direct Atlantic Ocean frontage and a sought-after Hilton Head Island location, this property presents a compelling opportunity for those envisioning a future oceanfront retreat.

18 Sea Oak Lane, Hilton Head Island

Listing courtesy of Charter One Realty.

170 Dillon Road, Hilton Head Island
$4,750,000
4 Beds ⋅ 5 Baths ⋅ 2,216 SqFt. ⋅ 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

Listing courtesy of Sea Pines Real Estate - Beach Club.

6 Herring Gull Lane, Hilton Head Island
$4,495,000
4 Beds ⋅ 5 Baths ⋅ 4,074 SqFt. ⋅ HILTONHEAD-510566 MLS
Truly an iconic landmark residence along the shores of the Port Royal Sound on Hilton Head Island, this exceptional coastal offering captures the essence of luxury in the Lowcountry. Designed by one of Hilton Head's most notable architects, the home features four spacious bedrooms, each with en suite baths, along with sweeping sunrise vistas across the Sound from every room within. The open and thoughtfully designed floor plan now includes a newly expanded and reimagined ground-floor owner's suite. This private retreat with effortless main-level living is in immaculate turn-key condition, including the newly redesigned pool and spa. The gourmet kitchen is appointed to satisfy the most discerning chef, while poolside dining beneath the screened lanai promises year-round alfresco entertaining. The nearby Hickory Forest beachwalk offers direct access to the natural beach and is sure to become a cherished destination for the future owner of 6 Herring Gull.

6 Herring Gull Lane, Hilton Head Island

Listing courtesy of Daniel Ravenel Sotheby's International Realty.

4 Plantation Drive, Hilton Head Island
$4,480,000
5 Beds ⋅ 6 Baths ⋅ 4,965 SqFt. ⋅ HILTONHEAD-503477 MLS
A rare οpportunіtу, neѕtlеd οn ovеr 2 аcres in populаr Sеa 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

Listing courtesy of Howard Hanna Allen Tate Lowcountry.

25 Goose Pond Circle, Okatie
$4,375,000
6 Beds ⋅ 7 Baths ⋅ 7,636 SqFt. ⋅ HILTONHEAD-507884 MLS
Nestlеd on over thrее aсrеѕ of bеаutifully wooded waterfrοnt land οverlooking scenic marshes out to the Colleton River, this magnificent Victorian-style estate features, more than 8,000 square feet of timeless elegance and careful craftsmanship. From the moment you arrive, the thoughtfully landscaped graceful central courtyard welcomes you. Surrounded by mature trees, and the tranquil sounds of nature, this property offers rare privacy and the best of refined Southern living - a special opportunity to own a grand waterfront estate where history, craftsmanship, and natural beauty meet. The primary residence with its unobstructed and protected view boasts stately architecture, intricate millwork, hand hewn oak flooring and the warmth of exquisite paneling throughout. The spacious formal and casual living areas blend historic charm with modern comfort. The chef's kitchen has a practical and purposeful attached secondary prep room. Specialty lighting and fixtures and imported tiles throughout. Large windows and inviting verandas frame sweeping views of the river and surrounding marshes, creating a sense of serenity in every room. The expansive second-floor covered deck provides the perfect vantage point for relaxing with morning coffee. The two upstairs bedrooms feature individual bathrooms and dressing spaces. A shared tidal dock with private float offers direct access for boating, kayaking, fishing, crabbing or simply enjoying the natural beauty of the Low Country waterfront. The second dwelling on the estate features three-bedrooms, three ensuite baths, a complete full kitchen, and a lovely veranda, providing family and guests with a private retreat that mirrors the charm and quality of the main residence. The second-floor bedroom is complete with two sets of built in bunk beds and a large living area. Additionally, the property has a studio building which features a two-car garage with a spacious flex space offering endless possibilities with its convenient full bath and kitchenette.

25 Goose Pond Circle, Okatie

Listing courtesy of Spring Island Realty LLC.

24 Butterweed Road, Bluffton
$4,350,000
5 Beds ⋅ 6 Baths ⋅ 4,702 SqFt. ⋅ HILTONHEAD-511693 MLS
Set on a beautifully positioned half-acre homesite, 24 Butterweed Road is a 4,702-square-foot home offering five bedrooms, five full baths, and one half bath across a thoughtfully designed main residence and private carriage house. Designed by acclaimed architect Court Atkins, built by CS Thomas Construction, and thoughtfully landscaped by Witmer Jones Keefer, this home embodies the timeless character and effortless livability that define Palmetto Bluff. Warm, welcoming, and exceptionally functional, the home is centered around expansive gathering spaces with hand crafted plaster walls where the kitchen, dining area, and great room flow seamlessly to a screened porch designed for effortless entertaining. Anchored by a fully equipped outdoor kitchen featuring both a built-in grill and an open fire Argentinian grill, this inviting space overlooks a private courtyard where a natural wood pizza oven and central fire pit creates a natural gathering place for evenings spent with family and friends beneath the Lowcountry sky. Just beyond the beautifully appointed kitchen, a well-equipped back kitchen enhances everyday living while concealing meal preparation from the main entertaining spaces. Adjacent to this service area, a temperature-controlled wine cellar offers the perfect setting to curate and display a treasured collection, bringing both function and sophistication to the heart of the home. The first-floor primary suite serves as a peaceful retreat, complemented by an additional guest suite on the main level. Upstairs, a spacious guest bedroom, comfortable lounge, and charming bunk room create an inviting haven for family and visitors, offering flexible accommodations that encourage extended stays and memorable gatherings. Above the detached two-car garage, a private office serves as a dedicated workspace, offering exceptional flexibility for remote work, creative pursuits, or future adaptation to suit a variety of lifestyle needs. Every detail reflects a thoughtful balance of refined craftsmanship and relaxed comfort, where generous porches, curated outdoor spaces, and seamless indoor-outdoor connections invite a lifestyle centered on gathering, entertaining, and enjoying the natural beauty that surrounds the home.

24 Butterweed Road, Bluffton

Listing courtesy of Palmetto Bluff Real Estate Co.

34 Sparwheel Lane, Hilton Head Island
$4,300,000
4 Beds ⋅ 5 Baths ⋅ 7,324 SqFt. ⋅ HILTONHEAD-509253 MLS
Custom waterfront estate in the prestigious gated community of Windmill Harbour, home of the South Carolina Yacht Club, offering an exceptional Lowcountry boating lifestyle. Situated on 2 harbor-front lots with 2 private 70' boat slips, this custom residence was designed for luxury living and entertaining. Expansive open spaces, soaring ceilings, fireplaces, and multiple balconies capture stunning water views throughout. The main level features the primary suite, private office, formal dining room, spacious living areas, and a chef's kitchen with premium appliances. The 4th bedroom above the 3-car garage offers flexible use as a guest suite, media room, exercise space, or mother-in-law suite. Room for a custom pool and outdoor kitchen. Convenient to Bluffton, Savannah, golf, dining, and beaches.

34 Sparwheel Lane, Hilton Head Island

Listing courtesy of Collins Group Realty.

20 Bayley Road, Bluffton
$4,250,000
5 Beds ⋅ 7 Baths ⋅ 4,513 SqFt. ⋅ HILTONHEAD-513464 MLS
Completеd in late 2024, 20 Βаylеу Rοad іѕ a 5,396-square-foοt cuѕtom home in Colleton River with expansive marsh views, remarkable privacy and a backyard designed around Lowcountry outdoor living. With 5 bedrooms, 6.5 baths, a saltwater pool and 2.5-car garage, the home pairs impressive scale with carefully considered spaces for entertaining and everyday living. Inside, 10-inch engineered oak flooring runs throughout. The great room is defined by soaring vaulted ceilings, exposed wood beams and a floor-to-ceiling stone fireplace. Accordion doors open to the screened porch, creating a direct connection to the pool and marsh beyond. A second, wood-burning fireplace with gas hookup makes the porch an inviting outdoor living room throughout the year. The kitchen centers around an oversized island with floor-to-ceiling custom cabinetry and premium appliances, including Sub-Zero refrigeration, a 36-inch six-burner Wolf gas cooktop, Wolf double ovens, warming drawer, drawer microwave, Cove dishwasher and beverage refrigerator. A full scullery adds extensive prep space, cabinetry, floating shelves and wine storage. The first floor includes a dedicated office and two bedrooms, including a guest suite with marsh views. The primary suite has ceilings exceeding 12 feet and a spacious bath with a BainUltra tub. Upstairs are additional bedrooms, a fitness/flex room with rubberized flooring, second scullery and extraordinary walk-in attic storage. Outside, mature Lowcountry vegetation frames the saltwater pool and marsh, creating a private setting for entertaining or relaxing. The screened porch, pool terrace and lawn all orient toward the view. Additional details include plantation shutters, custom metal railings, stair lighting, Wiim whole-home audio, whole-house generator, water filtration and security systems, spray-foam insulation, two tankless water heaters and three HVAC units with four zones. Select furnishings, pizza oven and sauna with red-light therapy are negotiable.20 Bayley Road offers newer custom construction, substantial storage, privacy and marsh-front living within Colleton River.

20 Bayley Road, Bluffton

Listing courtesy of Charter One Realty.

16 Castlebridge Court, Hilton Head Island
$4,200,000
4 Beds ⋅ 8 Baths ⋅ 6,362 SqFt. ⋅ HILTONHEAD-513622 MLS
An Extrаordinarу Wаterfrοnt Rеѕidеnсe. A Lifestylе Bеyond Compare. Discover an extraordinary expression of waterfront luxury in Wexford, where timeless Spanish-inspired architecture meets sophisticated modern living. Perfectly positioned along the harbour with a private 70-foot dock, this remarkable 6,362-square-foot residence offers an exceptional connection to the water and the Lowcountry lifestyle. Designed to impress and inspire, the home features four bedrooms, four full and four half baths, soaring ceilings, dramatic walls of windows, and exquisite architectural details throughout. A beautifully appointed chef's kitchen, magnificent two-story great room, elegant conservatory, richly paneled library, wine cellar, private theatre, and fitness room create an exceptional balance of refined entertaining and everyday comfort. Outdoor living is equally captivating, with a resort-style pool, outdoor kitchen, and two covered lanais with motorized screens overlooking the tranquil harbour. Thoughtful luxuries include a five-stop elevator, heated floors, an advanced air purification system, two laundry rooms, and a three-plus-car garage. Beyond the residence, discover the distinctive lifestyle of Wexford, one of Hilton Head Island's most prestigious private communities. Renowned for its lock-controlled harbour, championship golf, tennis, pickleball, and exceptional amenities, Wexford offers an extraordinary sense of connection and community. The new clubhouse and Harbour Center further elevate the experience, creating beautiful gathering places for dining, recreation, and social connection.

16 Castlebridge Court, Hilton Head Island

Listing courtesy of Daniel Ravenel Sotheby's International Realty.

471 Davies Road, Bluffton
$4,200,000
5 Beds ⋅ 6 Baths ⋅ 4,685 SqFt. ⋅ HILTONHEAD-511618 MLS
Tucked on a private half-acre along highly desired Davies Rd, this new construction home was built for the way you actually want to live... mornings with coffee on the covered porch, easy evenings entertaining under the loft bar, and quiet nights in a primary suite that feels like a retreat. 6BR/5.5BA, 4,600 sf heated/cooled (incl. bonus suite over garage), 2,208 sf garage/porches, 6,808 sf total. Completion mid-September. Step inside to 11' ceilings, wide-plank white oak floors, custom millwork & built-ins, and select RH lighting, while 10' glass doors and impact windows fill the home with natural light. The kitchen is the true heart of the home... it includes a Thermador dual-fuel range, panel-ready fridge/dishwasher, KA ice maker, marble counters and full-height marble backsplash, custom cabinetry and an oversized island made for gathering. Electrolux washer/dryer in the designer laundry. The living room is anchored by a masonry fireplace with cast stone surround and white oak built-ins - the kind of space that pulls everyone in. A dedicated study and elegant dining room round out the main level. Upstairs, the primary suite offers a spa-inspired bath with marble tile throughout, steam shower, quartz vanities and an elevated plumbing fixture package. Secondary baths feature custom tile and stone surfaces. Additional highlights: natural stone stair treads and covered porch accents, custom wrought iron railing, steel entry door with Emtek hardware, sound system, 3-bay garage with epoxy-coated floors and ample parking, standing seam metal roof, and a carriage house with kitchenette. Prewired for pool and generator. A rare blend of comfort, craftsmanship and enduring style. Welcome home!

471 Davies Road, Bluffton

Listing courtesy of Maxey Blackstream Christie's International Real Estate.

1 Brown Pelican Road, Hilton Head Island
$4,200,000
4 Beds ⋅ 4 Baths ⋅ 2,918 SqFt. ⋅ HILTONHEAD-504969 MLS
This еxceрtіonаl ѕеcοnd‐row ocean home іn Sеa Pines offers a compelling blend of location, scale, and long-term flexibility. Just steps to the beach, expansive first- and second-level balconies capture ocean views and coastal breezes, while a private pool creates an ideal setting for outdoor living and entertaining. Inside, nearly 3,000 square feet of light-filled living space showcases an open-concept design with oversized windows and skylights. The thoughtfully designed floor plan includes 4 bedrooms plus a bunk room and 3.5 baths, providing flexible accommodations for family, guests, or rental demand. The first level features a secondary primary suite, while additional bedrooms are connected by a Jack and Jill bath, creating functional and private guest spaces. Upstairs, the primary suite serves as a quiet retreat. A fully equipped kitchen, garage parking, washer and dryer, gas grill, and electric vehicle charger enhance everyday functionality. Enjoy easy access to the beach and a short walk to South Beach Marina, offering premier tennis and pickleball facilities, or relax and dine at the iconic The Salty Dog Cafe. Whether positioned as a legacy coastal retreat or a high-performing investment property, this home represents a rare opportunity in one of Hilton Head Island's most desirable ocean-oriented communities.

1 Brown Pelican Road, Hilton Head Island

Listing courtesy of Sea Pines Real Estate South Beach.

134 Dune Lane, Hilton Head Island
$4,199,999
7 Beds ⋅ 9 Baths ⋅ 4,440 SqFt. ⋅ HILTONHEAD-507459 MLS
Exceptional second-row ocean-oriented home in North Forest Beach, just moments from the sand via a short beach path and conveniently located near Coligny Plaza. Built in 2021, this stunning coastal retreat offers 7 bedrooms, 7 full baths, and 2 half baths across 4,440 square feet of thoughtfully designed living space.Featuring soaring ceilings and an open-concept layout, the home is designed for both luxury living and entertaining. The chef's kitchen is a standout with double islands, high-end finishes, and ample space for gathering. An elevator provides easy access to all levels, while multiple living areas-including two tranquil screened porches-offer seamless indoor-outdoor living.Step outside to a private backyard oasis complete with a heated pool and spa, perfect for relaxing after a day at the beach. Situated on a desirable corner lot at the quiet end of Dune Lane, the property offers ample private parking and added privacy.Sold fully furnished and golf cart friendly, this home is not only a beautiful coastal getaway but also a proven, lucrative investment opportunity in one of Hilton Head Island's most sought-after rental locations.

134 Dune Lane, Hilton Head Island

Listing courtesy of Schembra Real Estate Group.

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