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$1,150,000
3 Beds 4 Baths HILTONHEAD-510205 MLS
An incredible opportunity and unbelievable value to have three wonderful views of marsh, lagoon, and golf. This charming recently renovated Lowcountry Club Cottage is move in ready and yours to enjoy morning sunrises over the marsh. Located on the finishing 9th hole of the Dogwood course, this open floor plan with high ceiling is perfect for entertaining. 3 bedrooms, 1st-floor master, 3.5 baths, 2nd floor Guest Suite with terrific three views. Large screened in porch and backyard offer a great outdoor living space. The Club Cottage Section offers a unique opportunity, within Callawassie Island, for a Primary Home or Investment Rental Property (overnight stay to long term rental flexibility). The Callawassie Island Lifestyle offers, breathtaking natural beauty, endless activities, newly renovated Tom Fazio designed 27 holes of golf (optional) with total privacy and security.

14 River Marsh Lane, Okatie

Listing courtesy of Coastal Real Estate Solutions II.

$4,495,000
6 Beds 7 Baths HILTONHEAD-510711 MLS
LOVE AT FIRST SIGHT! Welcome to 5 Junket, a stunning coastal estate nestled on a premier second-row homesite in one of the most coveted locations within Palmetto Dunes, where timeless coastal elegance, modern luxury, and extraordinary beach access come together to create a home families treasure for generations. Rarely does a property capture everything buyers envision when they dream of owning on Hilton Head Island. Just steps from the beach and beautifully reimagined from top to bottom, this is a home where mornings begin with a walk on the sand, afternoons unfold around the pool, and family and friends gather year after year to create memories that last a lifetime. Offering six bedrooms, six-and-a-half baths, expansive indoor and outdoor living spaces, and extensive recent renovations, the home lives as comfortably as it entertains. Whether enjoyed as a full-time residence, a cherished second home shared with family and friends, or a luxury beach retreat with an exceptional rental history, 5 Junket delivers a lifestyle that has become increasingly difficult to find and nearly impossible to recreate.

5 Junket, Hilton Head Island

Listing courtesy of Harbour & Home Real Estate.

$695,000
4 Beds 3 Baths HILTONHEAD-510695 MLS
This charming 1940s Lowcountry ranch is full of authentic character and stands ready for your personal touch to restore its full glory. Featuring a spacious front porch, original heart pine wood floors, and classic wood-burning brick fireplaces, the approximate 1,900-square-foot main residence (3 bedrooms, 2 bathrooms) offers a solid, historic foundation just waiting for modern updates. A separate ADU guesthouse with 600-square-foot and its own electrical meter (1 bedroom, 1 bathroom) provides an incredible canvas for a rental income producer, art studio, or guest suite with a little polishing. Set on a fully fenced half-acre lot near downtown Beaufort and the Yacht & Sailing Club, the property boasts majestic live oaks, an in-ground swimming pool, and extensive tabby hardscapes. This is a rare opportunity to transform a unique historic gem into your dream coastal estate.

113 Meridian Road, Beaufort

Listing courtesy of Charter One Realty.

$1,140,000
3 Beds 4 Baths HILTONHEAD-510693 MLS
Welcome to 5 Tradewind Lane, a stunning coastal retreat in the private gated community of Harbor Island on Saint Helena Island, where modern coastal design meets the natural beauty of the South Carolina Lowcountry. Built in 2023 and positioned just five rows back from the oceanfront, this move-in-ready home offers ocean views, lagoon frontage, privacy, comfort, and strong investment potential. Thoughtfully designed with 3 bedrooms, 3 full bathrooms, and 1 half bath across 2,037 square feet, this practically new home features a bright open-concept layout ideal for both everyday living and entertaining. An interior elevator provides easy access to all levels, while the expansive third-floor wraparound cantilever deck captures sweeping views of the Atlantic Ocean, Saint Helena Sound, and the tranquil lagoon. Located directly on the lagoon, the outdoor living spaces highlight true island living while offering daily views of Harbor Island's abundant coastal wildlife, including shorebirds, egrets, and deer. Both ensuite guest bedrooms include private screened-in decks, creating peaceful retreats to enjoy the coastal breeze and scenery. Additional highlights include elevated positioning on one of Harbor Island's higher points, all-newer appliances, quartz kitchen countertops, and a spacious garage with ample storage and a workshop area. The sale also includes a 2023 upgraded golf cart for convenient island travel. With newer construction throughout, the home offers peace of mind with modern systems and custom finishes, and is completely move-in ready. Short-term and long-term rentals are allowed, making this an excellent opportunity for investors, second-home buyers, or full-time residents. Harbor Island offers resort-style amenities including a clubhouse, three pools, fitness center, tennis, basketball and pickleball courts, putting and chipping green, crabbing docks, and picnic pavilion areas perfect after a beach day. Conveniently located minutes from Hunting Island and Fripp Island and approximately 30 minutes to historic downtown Beaufort, this home delivers the ideal blend of relaxation, recreation, and Lowcountry coastal living.

5 Tradewind Lane, St Helena Island

Listing courtesy of RE/MAX Island Realty.

$1,699,000
3 Beds 3 Baths HILTONHEAD-510689 MLS
A rare blend of craftsmanship, privacy, and deep-water access, this custom 3BD/2.5BA Southern Coastal home delivers the ultimate Lowcountry waterfront lifestyle. Positioned on a private, estate style lot, the property offers sweeping water views, refined coastal architecture, and direct access to the Intracoastal via your own private dock. Inside, the home features an open, light filled layout designed to frame the water from every angle. A chef's kitchen anchors the main living space with custom cabinetry, premium appliances, and an oversized island ideal for entertaining. A elevator is located on each floor for convenience.Vaulted ceilings, designer finishes, and expansive glass doors create a seamless connection to the outdoors. Spacious walk-in pantry a plus! The primary suite is a private retreat with panoramic water vistas, spa inspired bath, and generous walk-in closet. Two additional guest suites upstairs provide comfort and privacy for family or visitors. Every detail-from millwork to materials-reflects thoughtful design and elevated craftsmanship. Step outside to the covered screened in porch, lush landscaping, fenced in backyard with a firepit. Find a private dock which is perfect for boating, paddleboarding, fishing, or sunset cruising. With deep water access, this property offers the rare ability to enjoy the water. This is coastal living at its finest - Private, refined, and built for those who want a true connection to the water and Southern style living!

12 Creek Cove Lane, Hilton Head Island

Listing courtesy of RE/MAX Island Realty.

$630,000
5 Beds 3 Baths HILTONHEAD-510687 MLS
Updated, Clean and Move-in Ready!! This better-than-new waterfront home is gorgeous, very well cared for and features an open floor plan with tons of upgrades/updates, including a tankless water heater, water softener, natural gas fireplace, updated fixtures, an extended patio out back, and a beautiful gourmet chef's kitchen with quartz countertops, tile backsplash, and newer appliances/gas range, plus a fully fenced backyard! Downstairs you'll find LVP floors, an office, a guest bedroom with a full bathroom. The primary bedroom suite is upstairs along with 3 more bedrooms, and another full bath. Enjoy the spa-like amenities in this fabulous Gated Malind Bluff community including Deep Water Access, Deep-Water Day Dock / perfect for kayaking, paddle boarding, fishing & crabbing, Community Pool, Fire Pit, Pavilion, Pickle Ball Court, Playground, Internet & Garbage Pick Up included too. Convenient short drive to Bases, HHI Beaches, Downtown Bluffton, Beaufort & Savannah Ga.

129 Raines Way, Bluffton

Listing courtesy of The Homesfinder Realty Group.

$1,449,000
4 Beds 3 Baths HILTONHEAD-510645 MLS
Experience the ease of the Sea Pines lifestyle in this beautifully updated Greenwood Forest retreat, where soaring ceilings, walls of glass, and a private wooded setting create a home that feels both spacious and serene. Tucked away on a quiet cul-de-sac, this light-filled 4-bedroom, 3-bath home offers exceptional indoor-outdoor living in one of Sea Pines' most convenient locations. Multiple gathering spaces flow seamlessly together, creating a layout equally suited for everyday living and entertaining. The heart of the home is the stunning kitchen, completely renovated in April 2026. Thoughtfully designed with expansive quartz countertops, abundant cabinetry, a large center island, stainless steel appliances, beverage cooler, and generous workspace, it balances style and function beautifully. Whether hosting friends or enjoying a quiet morning before a day at the beach, this is a space designed to bring people together. Just beyond, the spectacular sunroom serves as the home's signature gathering space. Framed by dramatic windows and vaulted ceilings, it captures peaceful views of the private backyard while flooding the interior with natural light. Morning coffee, afternoon reading, evening conversations-this is the space you'll find yourself drawn to again and again. Outdoor living is equally inviting. An expansive deck, hot tub, mature landscaping, and private wooded backdrop create a setting that feels worlds away while remaining remarkably convenient to everything Sea Pines has to offer. Greenwood Forest's central location is one of its greatest advantages. Residents enjoy access to the private community pool, miles of leisure trails, and a dedicated pathway to Sea Pines Center for coffee, lunch, shopping, and everyday conveniences. Harbour Town, golf, tennis, dining, and the beach are all just a short bike ride away. Whether you're searching for a primary residence, second home, or investment property, this thoughtfully updated home delivers the privacy, convenience, and lifestyle that make Sea Pines one of Hilton Head Island's most sought-after communities.

8 Pine Court, Hilton Head Island

Listing courtesy of Keller Williams Realty.

$839,000
4 Beds 4 Baths HILTONHEAD-509874 MLS
Your Bluffton dream life starts here from this waterfront home on almost an acre in Fern Lakes. Golf cart to Old Town Bluffton for coffee, the farmers market, dinner and a sunset walk along the May River, then come home to nearly an acre (.78 acres) beneath a canopy of mature trees in Fern Lakes, a longtime locals favorite community for those who want a large homesite AND the ability to golf cart to Old Town.The work is already done on this bright & beautiful family home, with recent improvements including a new roof, new HVAC system, new water heater, new luxury vinyl plank flooring, new PEX plumbing, new siding, new interior and exterior paint, and a new paver patio.Overlooking the lagoon, this updated home offers something that's getting harder and harder to find - space & privacy. There is room for a pool, room for the kids and dogs to run, and room between you and your neighbors. Bluffton just isn't making any more .78-acre homesites in the golf-cart-to-Old-Town zone.Golf cart to everything. Come home to what everyone else is looking for.

4 Brittle Fern, Bluffton

Listing courtesy of Kiser & Associates Inc.

$669,000
3 Beds 3 Baths HILTONHEAD-510568 MLS
Coastal living at its finest, this spacious 3-bedroom, 2.5-bath home is located in the desirable coastal living community of Salt Creek Landing. Featuring the popular Calibogue floor plan, this Lowcountry home offers an open-concept design filled with natural light, generous living spaces, and an easy flow for everyday living and entertaining. The large primary suite provides a relaxing private retreat and includes its own balcony-an ideal spot to enjoy your morning coffee and coastal breezes. Additional highlights include an oversized two-car garage with abundant storage and a fenced backyard featuring a spacious paver patio, great for grilling, pets, outdoor dining, and entertaining. Salt Creek Landing is known for its sought-after boating amenities, including a community dock, kayak storage, and secured boat storage. Whether you enjoy fishing, kayaking, paddleboarding, or exploring the waterways of the South Carolina Lowcountry, this community makes it easy to embrace the Hilton Head Island coastal lifestyle. Conveniently located near Hilton Head Island beaches, championship golf courses, restaurants, shopping, bike paths, marinas, and outdoor recreation, the home also provides easy access to Old Town Bluffton and Savannah, Georgia. Perfect as a primary residence, second home, or relaxing Lowcountry retreat, this property offers space, convenience, and access to one of the area's most desirable coastal lifestyles. Schedule your private showing or live video tour today.

5 Creek Landing Trace, Hilton Head Island

Listing courtesy of EXP Realty LLC.

$625,000
2 Beds 3 Baths HILTONHEAD-509936 MLS
Welcome to a place where the beauty, history, and quiet rhythm of the Lowcountry come together. Located on Horse Island just outside Beaufort, this updated 2 bedroom, 2.5 bath home sits on 3.36 acres with no HOA, surrounded by breathtaking marsh views, winding tidal creeks, and the waters of Harbor River. Recent improvements include new flooring, crown molding, updated bathrooms, a new roof, hot water heater, and exterior enhancements. Beautifully maintained underbrush clearing and thoughtful landscaping have opened up extensive sightlines across the property, allowing the natural surroundings to take center stage. Positioned to capture sweeping marsh vistas and the tranquility of island living, the home offers a comfortable and functional layout filled with natural light. Large windows frame the ever changing scenery, bringing the beauty of the outdoors into everyday life. Whether relaxing in the living areas or entertaining guests, the setting creates a sense of peace that is difficult to find. Horse Island is part of a region rich in Lowcountry history, where life has long been shaped by the tides, waterways, and unique coastal ecosystem. Little Horse Island takes its name from the Marsh Tacky horses that once roamed these islands freely. Today, the area remains a sanctuary for wildlife, privacy, and a slower pace of life. Outdoor living is one of the property's greatest highlights. Enjoy morning sunrises overlooking the marsh, spend evenings watching colorful sunsets reflect across the water, or simply take in the quiet beauty that surrounds you. The nearby waterways offer exceptional opportunities for kayaking, boating, and fishing. Despite its private setting, the property remains conveniently located approximately 20 minutes from historic downtown Beaufort. Waterfront parks, locally owned restaurants, art galleries, boutique shopping, and the historic charm that has made Beaufort one of the South's most beloved coastal towns. Hunting Island State Park is within easy reach, offering miles of pristine beaches, scenic maritime forests, nature trails, and some of South Carolina's most spectacular coastal landscapes. This is a golden ticket to experience authentic Lowcountry living, where natural beauty, privacy, and convenience come together in one remarkable setting.

100 Little Horse Island Drive, St Helena Island

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

$410,000
3 Beds 2 Baths HILTONHEAD-510322 MLS
Welcome home to this meticulously maintained, move-in ready 3-bedroom plus bonus room, 2-bath residence offering 1,824 square feet in the highly desirable Mill Creek at Cypress Ridge. From the moment you arrive, you'll appreciate the pride of ownership and numerous updates that make this home truly stand out. The interior features include an open floor plan, bonus room above the garage, smooth ceilings, granite counters, luxury vinyl plank flooring, newer appliances including washer/dryer, and a newer shower in the master bathroom. The exterior includes a new roof, back deck, gazebo, backyard shed, and a private backyard with fruit-producing pear and peach trees right outside the fence. Make sure to ask for a list of all the home improvements! Residents of Cypress Ridge enjoy an exceptional lifestyle with resort-style amenities including two community pools, indoor pickleball court, clubhouse, lighted and fenced tennis and basketball courts, walking trails, playgrounds, dog park, and an impressive three-story fitness center. Conveniently situated between Bluffton, Hilton Head Island, Beaufort, and Savannah, this location offers easy access to beaches, historic downtowns, military bases, and everything the Lowcountry has to offer including New Riverside Barn Park, May River Crossing, New Riverside Village, and the future New Riverside Linear Trail.

141 Pickett Mill Boulevard, Bluffton

Listing courtesy of Realty One Group - Lowcountry.

$925,000
3 Beds 3 Baths HILTONHEAD-510477 MLS
Nestled on a quiet cul-de-sac in Hilton Head Plantation, this beautifully updated three bedroom, two and a half bath home offers private wooded and golf course views. Reimagined in 2022, the home features an open floor plan filled with abundant natural light, new flooring, fresh interior paint, and a new HVAC system. The spa-inspired bathrooms create a luxurious retreat, while the seamless living spaces are ideal for everyday living and entertaining. Conveniently located near shopping, dining, and healthcare, residents enjoy access to championship golf, tennis, pickleball, a marina, Dolphin Head Beach, leisure trails, and the exceptional amenities that make Hilton Head Plantation one of the island's most desirable communities.

22 King Rail Lane, Hilton Head Island

Listing courtesy of Daniel Ravenel Sotheby's International Realty.

$2,625,000
5 Beds 5 Baths HILTONHEAD-510379 MLS
Welcome to 5 Heritage Court! This beautifully designed newer-style home offers an exceptional blend of space, comfort, and privacy in the highly sought-after Heritage Woods community within Sea Pines.Featuring 5 spacious bedrooms and 5 full bathrooms, the home is thoughtfully designed with multiple gathering areas, making it ideal for hosting family and friends. Nestled on a quiet cul-de-sac, the property enjoys a private setting backing to Sea Pines open space, providing a peaceful natural backdrop.Just two doors from the leisure trail, you'll enjoy a convenient bike ride or stroll directly to the beach. Whether you're looking for a primary residence, second home, or investment property, this home checks every box.Outdoor living is enhanced by a recently resurfaced pool and the addition of a relaxing spa, creating the perfect setting for entertaining or unwinding after a day on the island. With its desirable location, spacious floor plan, and excellent rental potential, 5 Heritage Court offers a rare opportunity to enjoy the best of Hilton Head Island living.

5 Heritage Court, Hilton Head Island

Listing courtesy of Lighthouse Realty.

$699,000
4 Beds 3 Baths HILTONHEAD-510227 MLS
Welcome to easy Hilton Head Island living in this charming 4 bedroom 2.5 bath home located in the sidewalk-lined community of Timbercrest. Designed for comfort and flexibility, the floor plan offers generous living spaces, and versatile areas that can adapt to your needs. The heart of the home flows effortlessly for indoor/outdoor living with Trex decking and paver fire pit area. Conveniently located, this home offers easy access to beaches, shopping, dining, schools and everything that makes Island living so enjoyable. Easy access and membership available to Spanish Wells Club, a short walk, bike or golf cart ride away. Whether you are looking for a primary residence or a second home, this property offers comfort, flexibility and plenty of space. The paved driveway extends to a spacious two car parking pad providing ample off-street parking, designed with a future detached garage in mind.

22 Timbercrest Circle, Hilton Head Island

Listing courtesy of RE/MAX Island Realty.

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

77 Dune Lane, Hilton Head Island

Listing courtesy of Charter One Realty.

$4,300,000
4 Beds 5 Baths 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.

$3,195,000
5 Beds 5 Baths HILTONHEAD-509329 MLS
Exceptional Lowcountry Estate in Rose Dhu Plantation. Welcome to 10 Derby Court, an exceptional custom estate privately situated on 3.24 beautifully landscaped acres in Bluffton's prestigious Rose Dhu Plantation. Offering five bedrooms, four-and-a-half baths, and an extraordinary combination of refined Lowcountry living, equestrian amenities, resort-style outdoor spaces, and thoughtful design, this property presents a rare opportunity in one of Bluffton's most desirable communities. Low HOA fees add to its appeal.The main level welcomes you with a grand foyer, private home office, spacious laundry room, and inviting living area anchored by a gas fireplace. The living spaces flow naturally into the well-appointed kitchen, featuring abundant custom cabinetry, generous prep space, and a large center island designed for gathering and entertaining. A screened porch and dedicated grill porch extend the living experience outdoors.The second floor is thoughtfully designed for family living, with all of the home's primary accommodations conveniently located on one level. The luxurious owner's suite features a private screened porch, spa-inspired bath, expansive walk-in closet, and adjacent laundry area. Two additional bedrooms are connected by a Jack-and-Jill bath, creating an ideal arrangement for children, while a separate guest suite with its own en-suite bath provides privacy for overnight guests. A gym space with bar area and versatile media space complete this exceptionally functional family-oriented level.Outdoor living takes center stage with a large rear deck featuring a fireplace overlooking the private grounds, a sparkling saltwater pool, scenic pond with fountain, and elegant outdoor lighting. Together, these amenities create a peaceful, resort-like setting perfectly suited to entertaining or simply enjoying the Lowcountry lifestyle. Equestrian enthusiasts will appreciate the property's well-appointed three-stall horse barn, complete with lean-to, tack room, tool room, and loft. The expansive grounds are designed for both enjoyment and privacy, with mature professional landscaping and a full irrigation system supplied by well.Conveniently located just minutes from historic Old Town Bluffton and within an easy drive of Hilton HeadIsland, Beaufort, and Savannah, 10 Derby Court offers an exceptional blend of privacy, elegance, recreation, and convenience. Owners are related to Listing Broker.

10 Derby Court, Bluffton

Listing courtesy of Bethel Properties LLC.

$9,375,000
5 Beds 6 Baths HILTONHEAD-510013 MLS
Positioned directly on the Atlantic Ocean within the prestigious Sea Pines Resort, 33 Ruddy Turnstone Road is an extraordinary 5-bedroom, 4.5-bath oceanfront estate where timeless coastal architecture, resort-style amenities, and uncompromising craftsmanship come together to create one of Hilton Head Island's premier waterfront residences. Spanning approximately 5,837 square feet, commercial-grade marble and hardwood floors set the tone throughout an interior designed for effortless coastal living. The chef's kitchen is equipped with Wolf appliances and a Sub-Zero refrigerator, seamlessly connecting the main living areas to the outdoor entertaining spaces. Just beyond, a stunning new 2026 pool and spa overlook a wide stretch of private beach and panoramic Atlantic views. A dramatic floating translucent staircase connects three thoughtfully designed levels, each curated for entertaining. The top-floor Sky Bar & Bedroom features folding glass walls opening to an expansive oceanfront terrace, complete with a wet bar, ice maker, and refrigerator. The ground-level sports bar offers the same indoor-outdoor experience through its folding glass wall, while the 1,800-bottle climate-controlled wine room with an eSommelier system creates an unforgettable centerpiece. A 20-zone Sonos sound system serves every room and outdoor living area, all controlled from your phone. Above the three-car garage, a fully finished, independent flex space offering 2 full bedrooms plus a punk loft with its own HVAC, water heater, and electrical system provides ideal accommodations for guests, extended family, a private office, or fitness studio. The garage itself is equally well-appointed with a second Sub-Zero refrigerator, sink, ice maker, and wine cooler. Additional highlights include a Tesla charger, 1,000-pound elevator, whole-house water filtration, tankless water heaters, highest-rated hurricane-impact windows and doors, outdoor bar & grill, a new 2024 roof, and professionally redesigned landscaping in 2026. Located within Sea Pines Resort, owners enjoy private beach access, 90 holes of championship golf including Harbour Town Golf Links, miles of leisure trails, world-class dining, boutique shopping, and the island's premier resort amenities. Whether you're seeking a primary residence, luxury vacation home, or an exceptional short-term rental investment, 33 Ruddy Turnstone Road offers an extraordinary opportunity to own one of Hilton Head Island's premier oceanfront properties.

33 Ruddy Turnstone Road, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

$775,000
2 Beds 3 Baths HILTONHEAD-509566 MLS
Tucked within the world-renowned community of Sea Pines, this beautifully updated 2-bedroom, 2.5-bath villa offers the perfect blend of Lowcountry charm, investment opportunity, and resort lifestyle. Enjoy tranquil lagoon views from a spacious floor plan featuring a fully renovated lower level designed with today's coastal buyer in mind. Partially furnished with bedroom furnishings included, this turnkey retreat is ideal as a second home, vacation getaway, or income-producing short-term rental. Owners and guests enjoy access to pristine beaches, miles of leisure trails, and three championship golf courses including legendary Harbour Town Golf Links, home of the annual RBC Heritage. Just moments from Harbour Town's iconic marina, dining, shopping, and entertainment, this is an exceptional opportunity to own in one of Hilton Head's most sought-after destinations.

17 Lake Forest Drive Unit APT 3347, Hilton Head Island

Listing courtesy of Real Broker, LLC.

$1,895,000
3 Beds 3 Baths HILTONHEAD-508169 MLS
14 Comfort Point. A truly rare offering in the Lowcountry-a custom Craftsman-style deepwater estate set on over 1.3 acres along the scenic banks of Wallace Creek. Opportunities like this are exceptionally limited, where architectural integrity, acreage, and true deepwater access converge in one property. Thoughtfully designed and built with an emphasis on craftsmanship, this home showcases solid wood flooring throughout, custom millwork, detailed trim, and bespoke cabinetry, creating a warm yet elevated interior that is both timeless and distinctive. What sets this property apart is what it offers beyond the home itself: Deepwater access with a covered dock and boat lift-ideal for boating, fishing, and exploring the waterways at your doorstep. Expansive marsh and creek views, with breathtaking panoramas from the third-floor primary suite. Saltwater pool perfectly positioned to capture serene water views and coastal breezes. The ground level presents a significant opportunity-currently utilized as a workshop, it is already equipped with water and a full bath and was originally intended to be converted into a primary suite or fully separate living quarters, offering flexibility for multi-generational living, guest accommodations, or a private retreat. This is more than a home-it's a lifestyle property where peace, privacy, and waterfront living come together in a way that is increasingly difficult to replicate in today's market.

14 Comfort Point, St Helena Island

Listing courtesy of COAST PROFESSIONALS III brokered eXp Realty.

$723,000
4 Beds 2 Baths HILTONHEAD-509559 MLS
Attention buyers seeking value in Historic Downtown Beaufort! Offered below the 2025 independent appraised value of $775,000, 706-708 Church Street presents a rare opportunity with immediate value and long-term upside. Historic home enthusiasts will appreciate the charm & flexibility this unique property offers -- especially at this price point in Downtown Beaufort. The main home is a beautifully updated 1914 Lowcountry Cottage featuring painted wood floors, beamed ceilings, 2 bedrooms, 1 bath, & approximately 1,025sqft. The detached 860sqft 1950's Bungalow offers additional versatility with 2 bedroom, 1 bath, & endless potential for a Guest Home, Primary Residence with supplemental rental income, Multi-Generational Living, or Purely Rental Properties. Improvements in recent years includeNew Roofs, HVAC Systems, Appliances, Paint, & More. Kitchen in Primary Home - 2025 Improvements include Quartz Countertops, New Paint, & New Cabinet Faces that Soft Close. Inquire for a Full List of Care by the Current Homeowner. Ideally located just blocks from charming shops, restaurants, waterfront parks & vistas, and the scenic Beaufort River, this is a rare chance to own a special piece of Beaufort history in one of the Lowcountry's most desirable areas. This is one you won't want to miss!

706-708 Church Street, Beaufort

Listing courtesy of Keller Williams.

$750,000
4 Beds 3 Baths HILTONHEAD-509849 MLS
Tucked away on over an acre of wooded privacy with marsh views in sought-after Cat Island is 6 Cordgrass Loop. This 2,500-square-foot home features a newer roof and HVAC system, four bedrooms, three full baths, space for an office, and versatile flex space ideal for a media room, or playroom. A two-car garage and ample additional parking provide convenience for both everyday living and entertaining guests. Thoughtfully designed entertaining, the home opens to inviting indoor and outdoor spaces, including a spacious screened porch and composite deck overlooking serene marsh views and natural surroundings. Expansive windows bring in natural light while framing the peaceful beauty of the coastal landscape. Surrounded by mature trees and exceptional privacy, this property captures the essence of Lowcountry living -- quiet, scenic, and effortlessly elegant -- while remaining just minutes from historic downtown Beaufort, shopping, dining, and waterfront recreation. Membership required for use of club amenities. 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

6 Cordgrass Loop, Beaufort

Listing courtesy of Lowcountry Real Estate.

$435,000
4 Beds 2 Baths HILTONHEAD-509229 MLS
$5,000 closing credit for acceptable offer. This beautifully designed residence features an inviting, open-concept floor plan ideal for both relaxed family living and effortless entertaining. Large windows flood the living spaces with natural light, highlighting the thoughtful finishes and attention to detail throughout the home. Step outside to enjoy a private backyard setting, perfect for morning coffee or evening relaxation in the South Carolina climate.The property is situated in the highly desirable Lakes at New Riverside, a vibrant, master-planned community in Bluffton. Designed for an active and social lifestyle, the neighborhood boasts an impressive suite of amenities, including a spacious community clubhouse, a resort-style swimming pool, and a fitness center. Outdoor enthusiasts will appreciate the miles of scenic walking and biking trails, a five-acre park, and several pristine lakes that offer opportunities for fishing and kayaking. Positioned just minutes from the historic charm of Old Town Bluffton, pristine beaches of Hilton Head Island, and the historic streets of Savannah, Georgia, this home offers an unparalleled opportunity to experience the very best of coastal living.

26 Wylie Court, Bluffton

Listing courtesy of Harbour & Home Real Estate.

$2,250,000
5 Beds 4 Baths HILTONHEAD-509680 MLS
GREAT NEW PRICE $2,225,000! Rare opportunity to own a 5-bedroom beach-oriented home in the coveted Sea Pines community, offering the perfect combination of coastal lifestyle, exceptional versatility, and outstanding investment potential. Located just a short walk to one of Hilton Head Island's most desirable stretches of beach, this spacious property is ideally suited as a primary residence, luxury second home, or high-demand vacation rental.Designed with an inverted floor plan to maximize natural light and privacy, the home offers exceptional sleeping capacity for large families and guests, making it especially attractive for those seeking strong rental income potential. The private fenced pool creates the ideal outdoor retreat for relaxing after a day at the beach, while an upper deck, a screened porch, and generous gathering spaces make entertaining effortless.Lovingly maintained by only its second owner, the home features spacious living areas, vaulted ceilings, skylights, built-ins, a fireplace, dumbwaiter, and a light-filled den that adds flexibility for additional living or work-from-home space.Positioned near the Sea Pines Ocean Gate for easy access in and out of the community, this location places you approximately one mile from Coligny Beach and one mile to the Sea Pines Beach Club - right in the heart of one of Hilton Head's strongest vacation rental corridors.

18 Canvasback Road, Hilton Head Island

Listing courtesy of Engel & Volkers.

$385,000
3 Beds 2 Baths HILTONHEAD-509585 MLS
Nestled within the private gated community of Callawassie Island, 24 Heron Walk offers Lowcountry living at its finest. This beautifully maintained 3-bedroom, 2-bath townhome features stunning lagoon views from both the front and back, along with picturesque golf course views. The remodeled 2023 kitchen is a true showpiece, highlighted by a premium Hallman Cookers professional range imported from Italy. Enjoy cozy evenings by the wood-burning fireplace and the peaceful natural surroundings that make this home so special. Residents enjoy exceptional amenities including 3 upgraded golf courses with over $8 million in recent improvements, two clubhouses, two restaurants, two pools, new pickleball courts, croquet and bocce ball, massage and therapy rooms, a library, boat docks, and separate dog parks for large and small dogs. Seller offering $52,000 towards Callawassie Island buy-in.

24 Heron Walk, Okatie

Listing courtesy of ERA Southeast Coastal.

$1,049,784
9 Beds 8 Baths HILTONHEAD-508170 MLS
***INVESTMENT OPPORTUNITY *** Discover a rare 5-acre family compound in beautiful Beaufort -- a versatile, private retreat offering four separate homes (one perched above the pool as a charming pool house), a pond, and expansive storage and parking for boats and RVs. Tucked away yet conveniently located, this property blends residential comfort with exceptional recreational and storage amenities. Each residence provides its own private space while sharing access to resort-style features: an in-ground pool with a pool house, a serene pond, and wide open grounds perfect for outdoor gatherings or future expansion. A dedicated RV site and an open homesite offer added flexibility for guests or additional development. The property is exceptionally well equipped for large vehicles and watercraft: a massive garage built to accommodate a 42' 5th-wheel, an additional metal covered boat storage area, and a small outbuilding with multiple roll-up doors ideal for a workshop, storage, or hobby space.Whether you're looking for a multigenerational family estate, a private vacation compound, or a turn-key opportunity with diverse rental possibilities, 14 Mickey D Lane delivers privacy, functionality, and character in a one-of-a-kind Beaufort setting.Key Features-5 acres -- legal family compound-Four homes (includes pool house above the pool)-In ground pool and private pond-Dedicated RV site and open homesite-Massive garage for 42' 5th-wheel; additional covered boat storage-Small building with multiple roll-up doors (shop/storage)-Half mile from Sam's Point Boat Landing. Schedule a showing today to experience this unique Beaufort property in person. Contact the listing agent for details and access.

14 Mickey D Lane, Beaufort

Listing courtesy of Howard Hanna Allen Tate Lowcountry.

$589,999
3 Beds 2 Baths HILTONHEAD-509111 MLS
Tucked away on a quiet cul-de-sac within the charming Squiresgate community on Hilton Head Island, this beautifully renovated 3-bedroom, 2-bathroom coastal bungalow offers the perfect blend of comfort, style, and convenience. Set on a generous .34-acre corner lot, the home welcomes you with a bright, open living space filled with natural light, flowing effortlessly into a warm and inviting family room overlooking a private, fenced backyard framed by lush, mature tropical landscaping. Thoughtfully updated throughout, recent improvements include a fully renovated kitchen and bathrooms, new flooring, interior paint, custom built-ins, doors, lighting, and fixtures-creating a fresh, modern feel with a relaxed boho-inspired aesthetic.Designed for both everyday living and entertaining, the main living areas transition seamlessly to an expansive patio, offering an ideal outdoor retreat with ample space for dining, lounging, or future enhancements such as a screened porch, outdoor kitchen and pool. Additional highlights include a 2-car garage, expanded parking pad with room for a boat or small trailer, and extra storage for recreational vehicles. Located in a golf cart-friendly neighborhood with low POA fees and minimal restrictions, Squiresgate is one of the island's hidden gems-just moments from waterfront dining along Skull Creek, local restaurants, public schools, and easy access on and off the island. Residents also have the option to join the nearby Country Club of Hilton Head, offering premier golf, tennis, pool, fitness, and spa amenities. This inviting home delivers a rare opportunity to enjoy relaxed coastal living in a peaceful, well-connected setting.

20 Kings Court, Hilton Head Island

Listing courtesy of Schembra Real Estate Group.

$399,000
3 Beds 2 Baths HILTONHEAD-509257 MLS
Enjoy island living in this beautifully updated 3 bedroom with primary on the first floor 2 bath villa in the gated Callawassie Island community. Recent improvements include a 2020 roof, 2022 HVAC, updated kitchen with new granite countertops & backsplash, induction stove & microwave (2023), plus new windows, flooring and new upstairs bath. Exterior painted in 2024 & decks painted in 2026. Screened porch. Golf cart garage included for easy community access & coastal lifestyle convenience. Callawassie Island is a Private gated Island Community offers Clubhouse, River Club, fitness center, 2 pools, kayak dock. 6 tennis courts, pickleball courts, Bocce courts, dog park, 27 hole Golf course & 24/7 gated security.

20 Heron Walk, Okatie

Listing courtesy of Coastal Real Estate Solutions II.

$825,000
4 Beds 2 Baths HILTONHEAD-509237 MLS
Enjoy this center island beach block location on beautiful Fripp Island. The 1,934-square-foot, four bedroom, two bath island retreat is just 10 homes from the shore at uncrowded Beach Access #10 and is ideally located just four blocks from the exclusive Beach Club resort complex which offers amenities including pools, dining, tennis and pickleball. Perfectly situated between the renowned Ocean Pointe and Ocean Creek championship golf courses, this home delivers the ultimate blend of relaxation and recreation. Designed with comfort and natural light in mind, the home features an airy, open layout highlighted by skylights in the kitchen and adjoining great room where a natural fireplace creates a warm and inviting gathering space. The charming Carolina Room, accessible from both the great room and a main-floor bedroom provides the perfect setting to savor morning coffee while enjoying serene views of deer grazing in the private backyard. Set on an expansive one-third-acre homesite atop a high granite knoll, the property is surrounded by lush tropical landscaping, mature live oaks, and palm trees--creating a true island oasis with exceptional privacy. The spacious 24' x 30' rear deck overlooks a large backyard with ample room to design your dream outdoor retreat, including the potential to add a private pool or an addition to this lovely home. This is coastal living at its finest where privacy, location, and lifestyle come together seamlessly.

706 Sea Dragon Lane, Fripp Island

Listing courtesy of Daniel Ravenel Sotheby's International Realty.

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