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$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.

$389,000
2 Beds 2 Baths HILTONHEAD-509795 MLS
Beautifully maintained 2-bedroom, 2-bath condo offering spacious second-floor living in a prime Hilton Head Island location. This open-concept floorplan features soaring ceilings, abundant natural light, and tranquil lagoon and landscape views throughout. Both oversized bedrooms include ensuite bathrooms, providing comfort and privacy for owners and guests alike.Enjoy relaxing on the large screened porch overlooking peaceful natural surroundings. The spacious kitchen and living areas flow seamlessly together, creating an ideal setting for everyday living or entertaining. An oversized laundry room with additional pantry storage offers exceptional functionality and convenience.Additional highlights include stainless steel appliances, ample storage throughout and a detached oversized one-car garage. Offering incredible value, a desirable layout, and convenient access to all that Hilton Head Island has to offer, this property is perfect as a primary residence, second home, or investment opportunity.

59 Summerfield Court Unit 524, Hilton Head Island

Listing courtesy of Schembra Real Estate Group.

$6,500,000
5 Beds 7 Baths HILTONHEAD-509318 MLS
An "architectural exhale." That's how 12 Brams Point has been described, and we couldn't agree more. Rarer than you might think, this is one of Hilton Head Island's true deep-water residential parcels, sitting in direct relationship with the Calibogue Sound and the Intracoastal Waterway - one of the island's most coveted boating corridors. Equal parts understated and elegant, this exquisite home blends traditional and mid-century modern elements with abundant light and gallery walls, creating a stunning harmony of ease, comfort, and flow. Set deep within 1.5 acres and surrounded by an abundant and well-established landscape design, the sense of privacy is immediate and complete, all within the quietly exclusive enclave of Spanish Wells. Originally designed under the exacting eye of a world-renowned transplant surgeon, every detail is purposeful: the movement is open, flowing, connected yet comfortably private, with no important element overlooked. Each of the five gracious bedroom suites offers its own lush, utterly private views of either sparkling water or verdant gardens (and one of which would be especially well-suited to becoming the perfect studio or wellness space). Then there's the outdoor living... something else entirely. A fully screened outdoor great room and dining space with fireplace, full kitchen, full bath, and bar counter creates the perfect year-round entertaining area. The pool is a showstopper: clear blue water shimmers across a Havana deck before spilling over an infinity edge into a dedicated lap pool below. A heated spa, outdoor shower (one of two), and pollinator-friendly greenery complete the picture, all set against the expansive backdrop of the ICW. A dock permit is already in hand should you want one. If you prefer the unobstructed view as the previous owners did, our nearby marinas offer excellent options. Geothermal HVAC (all-new 2023), a layout fit for an art collector, world-renowned deep water, and a coveted sunset exposure... 12 Brams truly has it all.

12 Brams Point Road, Hilton Head Island

Listing courtesy of ELEVE PROPERTIES Brokered by EXP Realty.

$779,000
4 Beds 3 Baths HILTONHEAD-508588 MLS
Experience refined Lowcountry living in this custom-built ALS home nestled within the highly sought-after Riverbend section of Sun City Hilton Head. This home is ideally located on a private cul-de-sac setting overlooking a generous 0.34-acre homesite. Inside, soaring ceiling heights and a dramatic vaulted great room create an airy, upscale feel while hardwood flooring and crown molding throughout add warmth. The gourmet kitchen features warm wood cabinetry, tasteful granite countertops, a gas range, and matching stainless appliances - seamlessly opening to the living and dining spaces. A wall of built-in cabinetry frames the cozy gas fireplace, creating a stunning focal point for the main living area. The primary suite offers a spa-inspired bath complete with a zero-entry custom tile shower, soaking tub, and built-in cabinetry in the closet. The expansive walk-up attic offers easy storage, as well as a workshop area if needed; while the three car garage is ready for your golf cart. Step outside to the screened lanai and enjoy private wooded views - the perfect setting for morning coffee or unwinding after a day on the course! Riverbend residents enjoy access to world-class golf, resort-style amenities, fitness centers, pools, pickleball, dining, and the vibrant Lowcountry lifestyle.

4 Sago Place, Bluffton

Listing courtesy of Keller Williams Realty.

$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.

$499,000
3 Beds 3 Baths HILTONHEAD-509455 MLS
Great opportunity to buy in Rose Hill. Very bright and open 3-bedroom, 3 full bath duplex home. The updates and renovations will not disappoint! Enjoy a private and peaceful backyard! High & smooth ceilings. Sleek, updated LVP flooring. Beautiful brick, wood-burning fireplace. The kitchen is updated with LVP flooring, a farm sink, butcher block countertops, a breakfast nook, and a lovely backsplash. All 3 bedrooms have ensuite bathrooms. The primary bedroom has soaring ceilings, a skylight, a walk-in shower, and a large closet. Option for 2 laundry rooms. Screened porch and 2-car garage. Short walk to the Rose Hill Clubhouse. Other amenities include an 18-hole golf course, Tennis, pickleball, three community pools, and deep water access on the Colleton River.

172 Sumter Square, Bluffton

Listing courtesy of Charter One Realty.

$599,000
3 Beds 2 Baths HILTONHEAD-509581 MLS
Welcome to 3 Crabtree Lane in picturesque Rose Hill, where life is relaxed, and nature is all around. This 3/2 home has been meticulously maintained- so you can move in and start enjoying your new life. The great room has cathedral ceilings and warm wood floors. There is a dining area and a breakfast nook for casual and more formal meals. The kitchen is spacious with plenty of workspace and cabinet storage. The primary suite has a new walk-in shower, new granite, new fixtures, and new mirrors- all updated and ready to go. Two guest bedrooms share a full bath that has also been updated. The laundry room leads to an oversized garage- a perfect area for a workshop. Enjoy our summer nights in your screened porch overlooking the beautifully landscaped back yard - or enjoy our cool autumn nights with friends around the built-in firepit. The back deck has been enlarged, and a grill has been built in. This home is a great entertaining home. Rose Hill offers a wide range of amenities - equestrian center, pools, tennis, golf, golf club, pickleball, boat launch, walking trails, ...Come and see what you have been missing.

3 Crabtree Lane, Bluffton

Listing courtesy of Charter One Realty.

$470,000
2 Beds 3 Baths HILTONHEAD-509386 MLS
Tucked away on the desirable south end of the island, 11 Anchorage Point offers the perfect blend of convenience, comfort, and natural beauty. Just minutes from the restaurants and waterfront charm of Palmetto Bay Marina, and with quick access to the Cross Island Expressway, this impeccably maintained villa provides easy access to everything the island has to offer. Beautifully updated kitchen and bathrooms create a fresh and inviting coastal retreat. The open-concept layout is ideal for everyday living and entertaining. The kitchen flows seamlessly into the dining area and living room, along with a convenient half bath on the main level. Upstairs, both spacious bedrooms feature private ensuite baths for added comfort and privacy. Surrounded by lush greenery and serene marsh views, this peaceful setting is filled with the sounds of coastal birds and stunning sunsets from spring through early fall. At high tide, the water glistens across the marsh grasses, adding to the natural beauty and tranquility. Located in a quiet, dog-friendly community with mostly full-time residents, this is island living at its most relaxing and authentic.

11 Anchorage Point Unit 11, Hilton Head Island

Listing courtesy of Sea Pines Real Estate - The Cottage Group, LLC.

$1,775,000
4 Beds 4 Baths HILTONHEAD-509335 MLS
Experience Lowcountry luxury in this stunning new construction transitional farmhouse located on a quiet cul-de-sac in the highly sought-after Palmetto Hall community. Perfectly positioned on a beautiful .38-acre golf course homesite, this thoughtfully designed 4-bedroom, 3.5-bath residence offers approximately 3,200 heated square feet with exceptional bedroom separation and an open-concept floor plan ideal for both everyday living and entertaining.Inside, vaulted ceilings and abundant natural light create a bright, airy atmosphere throughout the main living spaces. The chef's kitchen features a large center island, premium finishes, and seamless flow into the dining and great room areas anchored by a cozy indoor fireplace. There is also a walk in pantry and scullery for additional functionality. A spacious mud room and attached 2-car garage provide added convenience and functionality.Outdoor living takes center stage with a welcoming covered front porch, screened porch, expansive entertaining spaces, outdoor fireplace, and fully equipped outdoor kitchen overlooking the golf course. Whether hosting guests or enjoying a quiet evening at home, this property was designed to embrace the best of indoor-outdoor Lowcountry living.Residents of enjoy access to two championship 18-hole golf courses, community pool, tennis amenities, and a premier gated lifestyle just minutes from Hilton Head Island's beaches, dining, and shopping. There is also a community side gate to take your private golf cart to the beach.

4 Gordonia Tree Court, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

$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.

$240,000
2 Beds 3 Baths HILTONHEAD-509330 MLS
2-BEDROOM, 2.5-BATH CONDO in Woodlake with a LAGOON AND FOUNTAIN VIEW...this well-located condo sits conveniently near the gated entry and close to the community amenities, making everyday living easy and practical...the layout offers comfortable living space, two bedrooms, two full bathrooms, and a half bath, giving the property flexibility for a primary residence, second home, or long-term rental investment...Woodlake offers a SECURITY GATE, COMMUNITY POOL, FITNESS CENTER, TENNIS COURTS, PLAYGROUND, DOG PARK, and on-site management...the location is one of the biggest advantages, with easy access to shopping, restaurants, entertainment, churches, schools, the hospital, Hilton Head bike paths, and the beach just about a mile away...close to Aldi, Food Lion, and other mid-island conveniences, this property combines a peaceful lagoon setting with strong everyday accessibility.

96 Mathews Drive Unit 106, Hilton Head Island

Listing courtesy of Real Broker, LLC.

$2,300,000
4 Beds 5 Baths HILTONHEAD-509024 MLS
Welcome to 1 Sutherland Court, an exceptional ocean-oriented retreat on a prime corner lot in the Inverness Section of Palmetto Dunes. Framed by ancient live oaks, swaying palms, and lush mature landscaping, this thoughtfully updated home delivers coastal elegance and generous living spaces just a short stroll from the beach.Soaring cathedral ceilings and a dramatic wall of windows and French doors flood the great room with natural light, while the floor-to-ceiling stone fireplace anchors the space with warmth and character. The gourmet kitchen impresses with light maple cabinetry, quartzite and granite countertops, a large island with seating for four, glass tile backsplash with under-cabinet lighting, stainless double wall ovens, French-door refrigerator, separate cooktop, and a dedicated pantry. The adjacent formal dining room seats ten or more with garden views on three sides.Four bedrooms are spread across two floors to accommodate family and guests with ease. The primary suite features a spa-inspired bath with double vanity, marble soaking tub, frameless glass shower, and separate water closet. A second main-floor bedroom offers ideal flexibility as a guest suite with its own private bath. Upstairs, two large vaulted bedrooms with wide-plank flooring and signature peaked gable windows share a well-appointed en-suite bath - one room currently configured with a king bed and bunk beds, perfect for families.Outside, a freeform heated pool and spacious paver patio create a private retreat shaded by mature trees. An oversized two-car garage, dedicated laundry room, walk-in attic with expansion potential, new roof (2021), and new HVAC (2020) round out this turnkey, move-in and rental-ready gem.

1 Sutherland Court, Hilton Head Island

Listing courtesy of Keller Williams Realty.

$2,195,000
2 Beds 3 Baths HILTONHEAD-508857 MLS
Once a gathering place for Palmetto Bluff's most distinguished guests, the Artist Cottage carries a legacy as rich as its setting. This meticulously maintained 2-bedroom, 2.5-bath residence occupies a rare double lot in the very heart of Moreland Village, with DRB-approved plans already in place to add on to the adjacent 7,000-square-foot flat, empty lot.This home is perfectly positioned in one of the community's most desirable and high-performing short-term rental locations, conveniently located near Cole's, the Canteen, PB Go, the Membership Office, Boundary and the bowling alley, the Moreland boat dock, pools, treehouses, the art studio, and fitness facilities. This is the epitome of Palmetto Bluff living, where the best of the Moreland community is conveniently located right at your doorstep. Inside, you will find top-of-the-line furnishings, all curated by Leah Bailey. The great room boasts soaring vaulted ceilings complemented by a striking brick hearth that opens into a well-appointed kitchen. Accordion windows retract fully, seamlessly blending the interior with the rear screened porch, creating an effortless invitation to year-round outdoor living. The private second-story suite offers a tranquil retreat, while the primary suite impresses with its dramatic ceiling height, spacious walk-in closet, and generous en-suite bath.The property's future potential is equally compelling. With DRB approval granted on March 25, 2026, for plans designed by Pearce Scott, the vision includes 3,000 square feet of new living space, a pool, and an ultimate program of approximately 7 bedrooms and 8 bathrooms.The current owners, Hollywood film musicians, have proudly continued the property's creative legacy by regularly creating music in this historic cottage. Three brand-new HVAC systems underscore the home's turnkey readiness. Furnishings and a golf cart are available separately.**

753 Old Moreland Road, Bluffton

Listing courtesy of Charter One Realty.

$379,900
3 Beds 3 Baths HILTONHEAD-508858 MLS
Nice Price for this beautiful well-maintained 5-year-old home located in the desirable Charleston style community of The Overlook at Battery Creek. It offers the perfect blend of Lowcountry charm, modern comfort, and waterfront community living. This beautifully designed home features an open floor plan with LVP flooring and stylish finishes such as shiplap walls, spacious living areas, and abundant natural light throughout. The kitchen is ideal for both everyday living and entertaining with granite counters, white shaker cabinets, and stainless-steel appliances flowing seamlessly into the main living and dining spaces. Enjoy relaxing mornings on the screen porch that has an electric fireplace for cooler evenings, privacy curtains and a tv. Residents of The Overlook at Battery Creek enjoy exceptional amenities including a community dock and 1 block to pool, walking trails, and stunning marsh and creek views. Conveniently located just minutes from historic downtown Beaufort, shopping, dining, military bases, and downtown Port Royal. This home offers the best of coastal living in one of Beaufort's most sought-after neighborhoods. Seller is licensed SC Real Estate Broker.

2708 Bluestem Drive, Beaufort

Listing courtesy of Beechee Coastal Properties, LLC.

$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.

$1,189,000
3 Beds 4 Baths HILTONHEAD-509003 MLS
Hampton Lake is a gated community in Bluffton, centered around a large freshwater lake and offering a true resort-style lifestyle. It is one of the most sought-after upscale communities in the Bluffton/Hilton Head area. At the heart of the community is a stunning 227-acre freshwater lake, where residents enjoy boating, kayaking, paddleboarding on Crystal Lake, and fishing on the main lake, as well as beautiful waterfront and preserve homesites. Residents enjoy an impressive collection of amenities, including three pools with a lazy river, a fitness center and spa, a swimming lake with a beautiful beach area, walking and biking trails, pickleball and tennis courts, club dining, a Beer Garden, an event barn, and a vibrant social calendar. This exceptional home has been thoughtfully updated with fresh interior and exterior paint, a new HVAC system, and new carpet in the bedrooms. Situated on one of the community's premier nature preserve lots, the property offers outstanding privacy and a peaceful natural setting. Inside, the home showcases beautiful millwork, spacious open-concept living areas, luxury flooring, and a stunning fireplace. The luxurious primary suite features dual walk-in closets and a spa-inspired bath. Each bedroom includes its own ensuite bath, along with an additional half bath for guests. Designed for both comfortable living and entertaining, the home also features a fenced yard and a spectacular covered rear porch with both screened and open-air spaces. Additional highlights include an oversized garage with a separate golf cart bay, a large laundry room, abundant storage, and a spacious pantry.

440 Hampton Lake Drive, Bluffton

Listing courtesy of Realty One Group - Lowcountry.

$775,000
4 Beds 4 Baths HILTONHEAD-509232 MLS
Great buy on this three story estate home with completely fenced backyard and golf views in The Crescent! Two story entry with all new wide plank white oak flooring on the first floor, new bathrooms just completed, primary bedroom on the first floor with tray ceilings, brand new spa-like bathroom and two walk-in closets. First floor has kitchen, dining area, living room that opens to a bright and sunny Carolina room overlooking the large fenced backyard and paver patio. 2nd level has 3 bedrooms and a den/bonus room and 3rd level has a very large room that has many possibilities; game room/5th bedroom or more. New roof in 2022 and both HVACs replaced in 2022 and new garage doors. Sun room added in 2007 bringing the house to 3806 sq. feet. $4,000 flooring credit being offered to purchaser at closing!

28 Meridian Point Drive, Bluffton

Listing courtesy of Howard Hanna Allen Tate Lowcountry.

$946,900
4 Beds 3 Baths HILTONHEAD-509015 MLS
Nestled on a private circle within the prestigious Callawassie Island community, 8 Chechessee Circle is a beautifully renovated Lowcountry retreat where timeless elegance meets breathtaking natural beauty. Surrounded by majestic live oaks draped in Spanish moss, this thoughtfully updated home offers sweeping marsh and tidal creek views, creating a peaceful sanctuary for nature lovers and those seeking refined coastal living. Designed with both comfort and sophistication in mind, the residence features expansive windows that flood the home with natural light while showcasing the stunning scenery from nearly every room. The spacious great room with cathedral ceilings and a cozy fireplace flows seamlessly into the Carolina room and updated kitchen, making the home ideal for entertaining or quiet relaxation. Recent improvements include new wide plank engineered oak floor coverings and a new HVAC system installed this year, adding both style and modern comfort throughout the home. The primary suite offers a serene escape with tranquil water views, beautifully renovated baths, and generous walk-in closets. Flexible living spaces provide options for a home office, formal dining room, or additional guest accommodations. Outdoor living is equally inviting, with a large deck perfect for enjoying morning coffee, evening sunsets, and abundant Lowcountry wildlife. Located within the private, gated golf community of Callawassie Island, residents enjoy access to world-class amenities including 27 holes of Tom Fazio-designed golf, tennis, pickle ball, fitness facilities, community docks, dining, pools, and miles of scenic marsh front beauty. Ideally positioned between Beaufort, Bluffton, Hilton Head, and Savannah, this home offers the perfect balance of privacy, luxury, and convenience.

8 Chechessee Circle, Okatie

Listing courtesy of Coastal Real Estate Solutions II.

$1,899,900
4 Beds 5 Baths HILTONHEAD-508950 MLS
Brand-new custom luxury Lowcountry retreat nestled near the end of the peninsula on a quiet, private wooded cul-de-sac in desirable Woodstork Watch on Callawassie Island, surrounded by similarly impressive high-end custom homes. This expansive newly constructed residence offers stunning high-tide marsh views and exceptional craftsmanship throughout, including energy-efficient 2x6 construction and spray foam insulation. Designed to embrace the Lowcountry lifestyle, the home features seamless indoor and outdoor living transitions on both the first and second levels, creating inviting spaces for entertaining and relaxation. Soaring cathedral ceilings enhance the open and airy feel of the main living spaces, while sophisticated custom black steel railings add striking architectural detail throughout the home. The gourmet JennAir kitchen is designed for entertaining with a massive center island, six-burner gas range, premium appliances, and an elegant scullery for added prep and storage space. An expansive upstairs loft with private balcony captures peaceful marsh views and offers additional living and gathering space. A full private living area above the garage with its own kitchenette provides ideal space for guests, extended family, or multigenerational living. Enjoy refined finishes, modern luxury, and the perfect blend of privacy and Lowcountry beauty in one of the island's most sought-after settings. Widely regarded as one of the premier locations in Beaufort County, Callawassie Island offers an exceptional Lowcountry lifestyle with convenient access to Beaufort, Bluffton, Hilton Head Island, and the historic cities of Charleston and Savannah.

7 Woodstork Watch, Okatie

Listing courtesy of Coastal Real Estate Solutions II.

$4,125,000
5 Beds 7 Baths HILTONHEAD-508840 MLS
Located in the highly sought-after West Wilson neighborhood, 32 Gilded Street is a thoughtfully designed Lowcountry home that combines timeless architecture, privacy, and close proximity to Wilson Village and Palmetto Bluff's most celebrated amenities. Designed by Ludtke & Vaccaro and built by Castle Point Group in 2016, the property offers 4,823 heated square feet with 5 bedrooms, 5 full baths, and 2 half baths across the main residence, carriage house, and pool house. Set on nearly half an acre, the home is centered around a private courtyard pool and spa, creating a seamless connection between the indoor and outdoor living spaces. A standing seam metal roof, steel-framed windows, tabby and brick detailing, exposed beams, and wide-plank flooring establish a timeless aesthetic rooted in the Lowcountry. The kitchen is one of the home's defining spaces, designed with a balance of scale, warmth, and functionality. Anchored by a substantial center island and framed by soaring arched ceilings with exposed beams, it feels both refined and welcoming. Oversized windows bring in natural light throughout the day, while the space opens seamlessly to the great room, dining area, and den, creating an easy flow for entertaining and everyday living. A separate working pantry tucked behind the kitchen provides additional prep space and concealed storage for appliances and serving pieces, adding practicality without compromising the clean, tailored feel of the home. The first-floor primary suite offers privacy and separation, while guest accommodations are thoughtfully positioned between the second floor and the carriage house above the garage. A dedicated study, detached pool house with full bath, and multiple outdoor living areas provide flexibility and function throughout the property. An attached two-car garage and dedicated golf cart garage support the ease of everyday life within Palmetto Bluff, with trails, restaurants, river access, and community amenities just moments away. Offered furnished, with exclusions to be determined, 32 Gilded Street is a well-composed West Wilson home defined by strong architecture, thoughtful scale, and an effortless connection to the Palmetto Bluff lifestyle.

32 Gilded Street, Bluffton

Listing courtesy of Palmetto Bluff Real Estate Co.

$2,795,000
3 Beds 3 Baths HILTONHEAD-508697 MLS
A truly one-of-a-kind offering in Sea Pines, 19 Mizzenmast Court is an exceptionally rare opportunity to own a fully remodeled townhome with sweeping views across the 18th fairway of Harbour Town Golf Links to the Calibogue Sound. Thoughtfully upgraded with high-end finishes throughout and gently used only as a second home, this residence shows like a designer model and delivers a level of quality seldom found in this setting. A welcoming courtyard entry leads to the main level where a light-filled family room opens seamlessly to a covered deck with breathtaking, unobstructed views. The beautifully appointed kitchen and bar area are ideal for both everyday living and entertaining, while a private guest suite with en suite bath completes this level. The lower level is anchored by a luxurious primary suite featuring a spa-inspired bath, expansive custom closet, and a private laundry room. An additional bedroom with full ensuite bath-currently styled as a home office with a built-in Murphy bed-offers flexibility for guests or work-from-home needs. Outdoor living is elevated with three distinct levels of space: a main covered deck designed for soaking in the views, a private lower deck off the primary suite, and a ground-level paver courtyard complete with a hot tub for ultimate relaxation. Throughout the home, thoughtful details abound, including soaring cathedral ceilings, tall windows that frame the scenery, plantation shutters, designer lighting, and rich hardwood floors. Additional highlights include aluminum railings on both front and rear exteriors, a propane fireplace in the family room, and a second fireplace in the primary suite. Fully updated and meticulously maintained, 19 Mizzenmast Court delivers an unparalleled Sea Pines lifestyle with iconic views and exceptional craftsmanship at every turn.

19 Mizzenmast Court, Hilton Head Island

Listing courtesy of Charter One Realty.

$2,840,000
5 Beds 6 Baths HILTONHEAD-508201 MLS
Behind a private gated entrance framed by illuminated live oak lined drive, this exceptional Wexford estate offers over 5,500 square feet of refined living. This Lowcountry estate embodies timeless elegance and is truly one of a kind. A dramatic foyer with soaring arched windows welcomes you to beautifully appointed spaces, including a library, formal and casual living areas, multiple en-suite ample sized bedrooms, and a newly remodeled kitchen. Thoughtful details such as an elevator, Brazilian hardwood floors, fireplaces, and expansive porches enhance everyday living. Outdoors, enjoy a resort-style pool, covered entertaining spaces, and a private courtyard setting. Complete with a four-car garage and access to Wexford's world-class golf, marina, tennis, pickleball, dining, and club amenities. This home is an exceptional offering within one of Hilton Head Island's most prestigious communities.

29 Oxford Drive, Hilton Head Island

Listing courtesy of Daniel Ravenel Sotheby's International Realty.

$268,900
2 Beds 2 Baths HILTONHEAD-508605 MLS
Enjoy the comfort and privacy of this beautifully refreshed second-floor 2-bedroom, 2-bath residence in The Legends on the Green, ideally positioned with no unit overhead. Freshly renovated within the past couple of years, the home offers a modern feel with numerous big-ticket improvements already completed.Inside, you'll find updated flooring, fresh interior finishes, a redesigned kitchen featuring stylish cabinetry and upgraded counters, along with renovated baths that create a clean, contemporary aesthetic. Enjoy a screened in balcony with outside owner storage for bikes, surfboards or other large items. Purchase now for full-time living, or an income-producing property. Elevated positioning on the second level adds a quieter setting and enhanced sense of privacy. Residents of The Legends on the Green enjoy a pet-friendly atmosphere with attractive amenities including a clubhouse, fitness facility, and two community pools, all while benefiting from comparatively low regime fees. Conveniently located mid-island, Union Cemetery Road, the property offers quick access to beaches, restaurants, shopping, schools, grocery stores, and Hilton Head Airport. With tasteful updates, an excellent location, and outstanding overall value, this is an opportunity not to miss.

112 Union Cemetery Road Unit 623, Hilton Head Island

Listing courtesy of Keller Williams Realty.

$1,450,000
4 Beds 5 Baths HILTONHEAD-508089 MLS
This exceptional Berkeley Hall custom home offers refined design, quality craftsmanship, and rare privacy on a wooded cul-de-sac homesite. High ceilings, coffered details with soft lighting, plantation shutters, custom built-ins, and a blend of hardwood and stone create a timeless interior. A standout is the fully renovated rear porch, now a heated and cooled sunroom spanning the entire back of the home. Pocketing sliding doors open to the main living areas, creating seamless flow with a private wooded backdrop. The spacious bonus room is the perfect getaway and a massive walk-in attic offers exceptional storage. Recent updates include a new roof, HVAC systems, kitchen appliances, and carpet. Enjoy Berkeley Hall's world-class golf and amenities, completing the ideal Lowcountry lifestyle.

5 Oakland Place, Bluffton

Listing courtesy of Collins Group Realty.

$1,950,000
3 Beds 4 Baths HILTONHEAD-508476 MLS
Custom one of a kind marsh front home overlooking the Calibogue Sound offering panoramic views of Harbour Town Lighthouse to the Atlantic. Award recipient AIA Robert Mills Design ,the highest residential honor in South Carolina. Designed by Fredrick & Fredrick, one of the most respected architecture firms in the Lowcountry. 3 levels of porches, large outdoor deck, custom woodworking & doors. Custom made imported German hurricane windows & doors In addition to the 3 bedrooms a second floor loft & first floor den provide flex spaces. Additional room can be office or workout room. New asphalt shingle roofing 2025. Beautifully landscaped. Your dream ocean view home & lifestyle is here for you. Experience the ultimate blend of privacy & convenience at Haig Point while being able to walk miles along pristine, uncrowded beaches. World class golf, tennis & pickleball, horseback riding. Please contact listing agent for transportation via short water taxi from Sea Pines Harbour Town or our private ferry. Haig Point offers an unmatched island lifestyle just minutes from Hilton Head.

18 Port Passage, Daufuskie Island

Listing courtesy of Premier Properties by Haig Point.

$649,000
3 Beds 2 Baths HILTONHEAD-508470 MLS
Rarely does a property like this become available in Bluffton. Situated on an extraordinary 0.8-acre homesite in the desirable Heritage Lakes community, this beautifully updated home offers exceptional outdoor space, privacy, and convenience. Thoughtfully improved with approximately 40 trees removed, the expansive front and backyard have been sodded, creating a park-like setting with peaceful wooded views and plenty of room to enjoy nature.Inside, this single-level home features 3 bedrooms and 2 baths with a desirable split-bedroom floor plan. The bright, open living spaces are enhanced by vaulted and smooth ceilings, skylights, and abundant natural light. Recent updates include a beautifully renovated kitchen, luxury flooring, modern lighting and an upgraded laundry room making this home truly move-in ready.The exterior is equally impressive with freshly painted HardiPlank siding, an expanded rear patio, a long driveway, and a spacious two-car garage with utility sink.Heritage Lakes offers one of Bluffton's best values with low annual HOA dues of just $633. Residents enjoy seasonal RV and boat parking at your home and are just minutes from the Hilton Head Bridge, Pinckney Island Landing, Alljoy Boat Landing, and a short golf cart ride to the shops, restaurants, and waterfront parks of Old Town Bluffton.A one-year home warranty is included, making this an exceptional opportunity to own one of the largest homesites in one of Bluffton's most convenient communities.

25 Mulrain Way, Bluffton

Listing courtesy of ERA Wilder Realty, Inc - Bluffton.

$425,000
3 Beds 3 Baths HILTONHEAD-508347 MLS
This 3 bedroom, 2.5 bath Ashwood model offers an open-concept floor plan with loads of natural light and a 20' great room ceiling with many windows. The layout is designed for first-floor living, with additional space upstairs to spread out. The kitchen includes a large island, quartz countertops, elongated cabinets, farmhouse sink, contrasting cabinet color. All appliances incl! LVP flooring on entire first floor. Smart thermostat and a $3,000 Vivint security system with doorbell camera, keypad, control panel, and indoor/outdoor cameras. The home includes a fenced backyard with a wooded view, a large front porch, a two-car garage, and a driveway with ample parking. Located in a boutique neighborhood wrapped in Lowcountry charm, just past Okatie Elementary. Beaufort, Bluffton, HHI and Savannah all within 20-30 mins.

61 Whispering Oaks Circle, Okatie

Listing courtesy of Dunes Real Estate.

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