Hilton Head Island and Bluffton Area Real Estate | Hilton Head Island and Bluffton Area Homes and Condos for Sale

HILTONHEAD-512047 MLS

Position your next development in one of the Lowcountry's most desirable and rapidly growing markets. Located in the center of Old Town Bluffton, this parcel offers exceptional visibility, walkability, and development potential in the South Carolina's premier historic district. Situated directly across from Martin Family Park, the property provides an outstanding opportunity for mixed-use , commercial, or residential project in the location where developable land is increasingly scarce. This parcel has Planning Commission approval for a 2.5 story 3000+/- square foot building.This lot adjoins lot 67 which is for sale as well . Available for sale as a package.

69 Boundary Street, Bluffton

Listing courtesy of May River Realty.

$469,900

2 Beds ⋅ 2 Baths ⋅ 1,250 SqFt. ⋅ HILTONHEAD-512051 MLS

Island living just minutes from the beach! This nicely renovated 2-bedroom, 2-bath first-floor flat in Springwood Villas offers 1,250 square feet of comfortable, easygoing living space. The open floor plan features luxury vinyl plank flooring, granite countertops and tasteful updates throughout, while the patio provides a peaceful setting overlooking the lagoon. Both bedrooms are generously sized, making the villa well suited for an island getaway or rental property. Springwood Villas offers a community pool and a convenient south-end location close to the beach, Coligny Plaza, Lowcountry Celebration Park, dining, shopping and entertainment. With an established rental history, this inviting villa presents a wonderful opportunity to enjoy the Hilton Head Island lifestyle while also offering income-producing potential.

36 Deallyon Avenue Unit 100, Hilton Head Island

Listing courtesy of Charter One Realty.

$220,000

1 Beds ⋅ 1 Baths ⋅ 588 SqFt. ⋅ HILTONHEAD-511986 MLS

FIRST-FLOOR and FULLY FURNISHED, this updated 1-bedroom condo in The Spa on Port Royal Sound offers an easy, TURN KEYoption for a beach getaway, second home, or income-producing property...located in Building 2, the condo overlooks the pool and features BRAND-NEW LVP FLOORING, fresh interior paint, a comfortable living area, a defined kitchen space, and a practical layout designed to be simple to enjoy, maintain, and rent...newer HVAC and water heater systems add peace of mind, while the furnished setup makes it easier to begin using or preparing the property for the short-term rental market...the beach and lookout pier are only a short walk away, with access to a peaceful stretch of shoreline known for shell collecting and exploring at low tide...community amenities include two outdoor pool areas, including a heated/solar community pool, plus an indoor pool, hot tub, dry sauna, fitness center, walking track and paths, tennis courts, basketball, playground, picnic and grilling areas, swings overlooking Port Royal Sound, a security gate, on-site management, and continual security, with pickleball courts currently under construction...the monthly regime fee includes cable, internet, water, sewer, pest control, building maintenance, landscaping, garbage service, and insurance...conveniently located near Hilton Head beaches, shopping, dining, and island attractions, Unit 2115 combines FIRST-FLOOR CONVENIENCE, modern updates, pool views, and flexible ownership potential in a gated beachfront community.

239 Beach City Road Unit 2115, Hilton Head Island

Listing courtesy of Real Broker, LLC.

$135,000

3 Beds ⋅ 2 Baths ⋅ 1,216 SqFt. ⋅ HILTONHEAD-511931 MLS

FIXER-UPPER / HANDYMAN SPECIAL! Bring your vision and transform this first-floor, three-bedroom condo at The Estate at Westbury into exactly what you want. The three-bedroom layout offers a true blank canvas for renovations, updates, and personal touches. With convenient first-floor access, this property has strong potential for a buyer ready to create value and make it their own. Whether you are looking for a renovation project, an investment opportunity, or a home you can customize from the ground up, this condo is ready for its next chapter. Bring your ideas, your contractor, and your imagination-opportunities like this do not come along often.

100 Kensington Boulevard Unit 1601, Bluffton

Listing courtesy of Real Broker, LLC.

$999,000

4 Beds ⋅ 5 Baths ⋅ 2,887 SqFt. ⋅ HILTONHEAD-511895 MLS

The Old Ferry Keeper's coastal cottage is ready for its next chapter. Wake up to beautiful deep-water views from the primary bedroom or enjoy the same Lowcountry scenery with morning coffee on the open front porch. Located in Buckingham Landing, 4 Big Oak Street offers a Hilton Head address, nearly half an acre, and no HOA or POA restrictions. This newly renovated 4-bedroom, 4-bath home features solid white oak hardwood floors, custom white oak trim, shiplap accents, and fresh paint. The renovated chef's kitchen includes a marble island, quartz countertops, and new high-end appliances. Upstairs are three spacious bedrooms and three baths, including two recently updated bathrooms and a Jack-and-Jill layout. Downstairs, a private fourth bedroom, full bath, and laundry area offer flexibility for guests, an office, or potential rental income. Additional highlights include a whole-home water filtration system, new washer and dryer, a freshly updated four-car garage with additional storage or hobby space, a newly screened entertaining area, and ample room for a pool.

4 Big Oak Street, Hilton Head Island

Listing courtesy of Lowcountry Live Oak Realty.

$418,000

4 Beds ⋅ 3 Baths ⋅ 1,825 SqFt. ⋅ HILTONHEAD-512040 MLS

Welcome to 101 Scarlett Oak Drive, with an ideal corner location (convenient to one of the two neighborhood pools) and private wooded view. This inviting home has 4 bedrooms and newly added screen porch and open-air roof covered porch overlooking the peaceful view. Beautifully appointed kitchen with granite topped center island makes meal prep an ease and two car garage and ample closet spaces create room for all. Peace of mind with new HVAC system too! Southern Oaks at New Riverside is minutes from May River High School, close to daily shopping/dining needs at Compass Commons and the New Riverside Barn Park with playgrounds, firepit, and event center with caterer's kitchen for rental to host your oyster roasts or other special events.

101 Scarlet Oak, Bluffton

Listing courtesy of Charter One Realty.

$565,000

4 Beds ⋅ 3 Baths ⋅ 1,832 SqFt. ⋅ HILTONHEAD-511869 MLS

Welcome home to 17 6th Avenue, where modern updates, timeless charm, and exceptional outdoor living come together in one beautifully renovated home. Step inside to soaring vaulted ceilings and an abundance of natural light that creates a bright, open, and inviting atmosphere. This thoughtfully designed two-story floor plan features four bedrooms, a spacious loft, and a first-level primary suite, offering the perfect blend of comfort and functionality. The fully renovated kitchen is the heart of the home, showcasing quartz countertops, stainless steel appliances, and stylish finishes. Luxury vinyl plank flooring and tile flow throughout, providing both elegance and durability. The luxurious primary suite serves as a private retreat, featuring direct access to an extended side porch and a beautifully renovated spa-inspired bathroom. The primary bath showcases a stunning wet room with a freestanding soaking tub and oversized walk-in rain shower, creating a truly resort-like experience. Upstairs, you'll find three guest bedrooms, a full bathroom, and a versatile loft ideal for a second living area, home office, media room, or play space. The outdoor living spaces are just as impressive. Relax on the charming semi-wraparound front porch or entertain in the beautifully landscaped backyard, complete with a custom fire pit and paver seating area. With thoughtful upgrades throughout, exceptional indoor and outdoor living spaces, and a unique, functional layout, 17 6th Avenue offers a lifestyle that's as inviting as it is unforgettable. Ideally located just a golf cart ride from the heart of Old Town Bluffton, you'll enjoy easy access to the May River, boutique shopping, waterfront parks, locally owned restaurants, live entertainment, and all the charm that makes Bluffton one of the Lowcountry's most sought-after destinations.

17 6th Avenue, Bluffton

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

$649,900

5 Beds ⋅ 4 Baths ⋅ 3,120 SqFt. ⋅ HILTONHEAD-512038 MLS

Live Comfortably & Earn Income - The Perfect Owner-Occupant Opportunity! Looking for a home that helps pay for itself? This well-designed duplex features two spacious units - (2BR/2BA & 3BR/2BA) - totaling approximately 3,200 sq. ft., offering the perfect combination of comfortable living and smart investment potential. Whether you're seeking to offset your mortgage with rental income or create a flexible multigenerational setup, this property provides the perfect balance of lifestyle and opportunity. The first unit offers approximately 1,400 sq. ft. of single-level living with 2 bedrooms and 2 bathrooms. The open and inviting floor plan features bright natural light, spacious living areas, and a seamless flow between the kitchen, dining, and family spaces. A private one-car garage provides convenient access, while the covered patio extends your living space outdoors - perfect for dining al fresco or relaxing with friends and family. The second unit, approximately 1,800 sq. ft., feels like a private penthouse retreat. This newly remodeled unit features 3 bedrooms and 2 bathrooms, soaring ceilings, and large windows, this upper-level home is bright, open, and airy. With direct access from its own one-car garage and a covered deck patio, it offers both convenience and privacy - an ideal setting for morning coffee, sunsets, or entertaining guests. Live in one unit and rent the other - or enjoy the flexibility to host family, guests, or even use the second unit as a home office or creative space. Both residences offer comfort, privacy, and thoughtful layouts that make each feel like a standalone home. Located just minutes from Hilton Head Island, Downtown Bluffton, the new Brighton Beach boat ramp, and Tanger Outlets. This property places you close to everything the Lowcountry has to offer. Plus, it's golf-cart close to Old Town Bluffton, where you can enjoy charming shops, restaurants, galleries, and local events. Whether you're ready to invest smartly or simply want a home that works for you, this duplex offers the best of both worlds - comfortable coastal living with built-in income potential.

13 Paddington Lane Unit A & B, Bluffton

Listing courtesy of Realty One Group - Lowcountry.

$379,790

1 Beds ⋅ 1 Baths ⋅ 800 SqFt. ⋅ HILTONHEAD-512030 MLS

Fun and eclectic desirable end-unit boasts an extra side window, balcony, privacy and a full-on frontal view of the Marina and Broad Creek. Custom Art Deco black and white checkered floors compliment the bedroom with gorgeous new ceramic tile floors in the fitchen highlighted by a new contemporary light fixture and quartz countertops. Custom Shiplap adds to the nautical coastal feel as you overlook deepwater, and the yachts floating outside of your doors. Palmetto Bay Club gym on-site. This villa is in the hub of some of the Island's most popular shopping, restaurants and bars, but remains private and quiet nestled in the exclusive Palmetto Bay Club. Long-term rental projection of $2500/month. Owner is SCRA.

100 Helmsman Way Unit 212, Hilton Head Island

Listing courtesy of Hilton Head Properties.

$549,000

1 Beds ⋅ 2 Baths ⋅ 1,019 SqFt. ⋅ HILTONHEAD-511782 MLS

Experience the best of waterfront living in this beautifully renovated first floor Dockmaster villa at Palmetto Bay Marina. This exclusive one bedroom, one and a half-bath end unit offers stunning views of Broad Creek from an expansive private patio, where you can relax while watching the boats drift by. And enjoy surreal sunsets and sunrises. Welcomed by a vibrantly landscaped entry patio, the bright and airy updated interior features direct water views with new hurricane windows and sliding glass doors, along with an electric fireplace, and a versatile office or bonus space off the primary bedroom enhanced by skylights that fill the room with natural light. The primary bedroom also features a cedar closet and shiplap walls in the updated bath with walk-in shower with rainfall shower head. The open kitchen offers Quartz countertops, Italian kitchen sink by Ruveti, herringbone tile backsplash, and solid wood cabinets. The half bath features the original yellow pine solid wood floors with unique compass design, while the rest of the unit is flanked with wide-plank luxury vinyl. Embrace the vibrant marina lifestyle with three restaurants, abundant water sports, and endless opportunities to enjoy the water just steps from your door. Boating enthusiasts will love the convenience of keeping their boat at the docks directly in front of the condo, making spontaneous days on the water effortless.Whether you're looking for a full-time residence, or vacation getaway this exceptional waterfront property offers the perfect blend of comfort, convenience, and coastal charm. Condo is being offered furnished allowing you to arrive and enjoy! Palmetto Bay Marina does not allow STR's, further enhancing life on the Marina.

Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

$1,000,000

3 Beds ⋅ 3 Baths ⋅ 2,348 SqFt. ⋅ HILTONHEAD-512024 MLS

Perfectly positioned on a quiet cul-de-sac in the prestigious Long Cove Club, 3 Grove Court enjoys expansive views across the fairway and greenside lagoon of neighboring Wexford's 15th hole, creating a peaceful, open backdrop with exceptional privacy. Just moments from Long Cove's renowned amenities, this beautifully maintained home offers an inviting blend of comfort, quality, and timeless Lowcountry living. Designed to maximize natural light, the open floor plan features expansive windows that frame the picturesque golf and lagoon views throughout the main living areas. The thoughtfully renovated kitchen is equipped with a commercial-grade DCS six-burner gas range, premium custom cabinetry with LED lighting, a granite island, and an elegant glass tile backsplash, making it equally suited for everyday living and entertaining.The spacious living areas are accented by two gas fireplaces, while the beautifully remodeled primary bath provides a spa-inspired retreat. Recent improvements include a freshly painted exterior, a newly added rear porch that creates the perfect setting to relax and enjoy the tranquil views, a new HVAC system, new flooring, remodeled bathrooms, custom wet bar and a new refrigerator. Offering a rare Long Cove location with sweeping views of Wexford's championship golf course, thoughtful updates throughout, and exceptional outdoor living, 3 Grove Court is ready to be enjoyed as either a primary residence or a Lowcountry retreat. Long Cove Club is a community that features world-class amenities, including a top ranked Pete Dye designed golf course, deep water marina facilities, Jr. Olympic size pool, tennis, pickleball, bocce ball, basketball court, dog park, playground and community garden.

3 Grove Court, Hilton Head Island

Listing courtesy of Daniel Ravenel Sotheby's International Realty.

$895,000

2 Beds ⋅ 2 Baths ⋅ 1,327 SqFt. ⋅ HILTONHEAD-511994 MLS

Enjoy sweeping views of the Atlantic Ocean from two private balconies in this beautifully positioned second-floor Sea Crest villa, ideally located in the heart of Hilton Head Island's coveted North Forest Beach. This inviting 2-bedroom, 2-bath residence captures stunning ocean views from multiple rooms, creating the perfect coastal retreat. Begin your mornings with breathtaking sunrises over the Atlantic and end your evenings relaxing on your private balcony, surrounded by refreshing ocean breezes. Sea Crest's exceptional resort-style amenities include private beach access, three pools, a poolside bar, fitness center, and secure-building parking. Lovingly maintained and lightly used as a second home, this villa presents an outstanding opportunity as a luxury vacation getaway, investment property with strong rental potential, or both. Just a short stroll from the vibrant shops, restaurants, and entertainment of Coligny Plaza, and only steps from Celebration Park, this is coastal living at its finest-where eve1y day feels like a vacation.

10 N Forest Beach Drive Unit 2210, Hilton Head Island

Listing courtesy of Charter One Realty.

$270,000

2 Beds ⋅ 1 Baths ⋅ 950 SqFt. ⋅ HILTONHEAD-512021 MLS

This move-in-ready 2-bedroom, 1-bath home was thoughtfully renovated two years ago and features a bright, modern interior with updated finishes throughout. The kitchen boasts new appliances, while both bedrooms are equipped with new impact-resistant windows. One of this home's standout features is the custom entertaining area, complete with a built-in bar, kegerator, and mini refrigerator. The spacious outdoor patio offers the perfect place to enjoy your morning coffee or unwind in the evening and includes a convenient exterior utility closet for additional storage.Located on the first floor, this condo offers easy access with no stairs to navigate. Tucked away from the main road, the community provides a peaceful setting while remaining just minutes from everything Hilton Head has to offer. Enjoy the community swimming pool, and take advantage of the excellent location with quick access to US-278, making travel on and off the island effortless. You're also just minutes from Palmetto Bay Marina, shopping, dining, grocery stores, golf, and entertainment.For beach lovers, Coligny Beach Park is approximately a 5 minute drive, making it easy to enjoy Hilton Head's world-famous shoreline whenever you choose.As an added bonus, the sellers are open to negotiating the sale of much of the home's furniture, making this an exceptional opportunity for a primary residence, second home, or investment property.Whether you're looking for a full-time residence or an island getaway, 53 DeLander Court offers updated living in one of Hilton Head's most convenient locations.

53 Delander Court Unit 53, Hilton Head Island

Listing courtesy of I Save Realty.

$514,900

5 Beds ⋅ 3 Baths ⋅ 2,576 SqFt. ⋅ HILTONHEAD-511769 MLS

Welcome home to this spacious 5-bedroom residence designed to fit your lifestyle! One of the bedrooms offers the flexibility to serve as a home office, playroom, media room, or workout space-whatever suits your needs. The open and inviting layout is perfect for everyday living and entertaining, while the screened porch provides the ideal spot to enjoy your morning coffee or unwind in the evening. Step outside to a fully fenced backyard overlooking a peaceful pond, creating a private retreat with relaxing water views. Complete with a 2-car garage, this home is conveniently located near shopping, dining, and everyday conveniences. Centrally positioned between Bluffton, Hilton Head, Beaufort, Savannah, and Pooler, you'll enjoy easy access to everything the Lowcountry has to offer.

112 Oakesdale Drive, Bluffton

Listing courtesy of The Cox Team Brokered by EXP.

$339,000

1 Beds ⋅ 1 Baths ⋅ 518 SqFt. ⋅ HILTONHEAD-512017 MLS

Peek-a-boo ocean views from the rear balcony of this recently renovated 1st-floor Breakers villa! The Breakers complex is a perennial favorite with summer vacationers and snowbirds alike due to the proximity to Coligny Plaza, oceanfront pool, and new elevators. The buyer will be walking into a turnkey rental machine that will be ready to dominate the STR market on closing day.

4 N Forest Beach Drive Unit 103, Hilton Head Island

Listing courtesy of FATHOM REALTY.

$639,000

4 Beds ⋅ 3 Baths ⋅ 2,337 SqFt. ⋅ HILTONHEAD-511806 MLS

This exceptional Eastgate offers an attractive symmetry of size, location & price point. Located in the desirable Bellmeade section of Lawton Station, enjoy a large .34 acre lot with wrap around privacy and panoramic front yard. A well-maintained interior includes a dedicated office w/French doors and vaulted ceilings, spacious dining room and open living room to kitchen with adjacent screened & covered patio. Central kitchen is equipped with stainless appliances, ample counter & cabinet storage and breakfast nook for additional seating. Great bedroom separation with generous owner's suite, multiple closets and oversized bath. With 3 bedrooms on the first floor and large bonus room above garage, take advantage of the extra storage or added living flexibility. Lawton Station is a local favorite with attractive amenities (including community pool, multipurpose fields, and common area) and convenient access to nearby shopping/dining at New Riverside Village & Park.

68 Lakes Crossing, Bluffton

Listing courtesy of Collins Group Realty.

$395,000

2 Beds ⋅ 3 Baths ⋅ 1,120 SqFt. ⋅ HILTONHEAD-511966 MLS

Completely renovated 2bd/2.5 bath townhome on slab foundation with wood burning fireplace. This condo has been completely remodeled to include LVP flooring, PEX plumbing and water heater moved to storage closet on front porch, new kitchen with quartz countertops, new carpet, new bathrooms and much more! This condo is located near the community pool, tennis courts, gym and playground - and getting off the island is a breeze as it is close to the HHI bridge. A buyer will be the first to live in this beautiful remodeled condo!

5 Gumtree Road Unit D3, Hilton Head Island

Listing courtesy of Coastal Realty Group.

$309,000

3 Beds ⋅ 3 Baths ⋅ 1,561 SqFt. ⋅ HILTONHEAD-512008 MLS

Tucked into the quiet rear of Bridgepointe, this top-floor end unit offers the privacy, natural light, and peaceful wooded views you won't find elsewhere in the community. The 3-bedroom, 3-bath layout lives comfortably, with a walk-in closet in every bedroom and a dedicated laundry room with extra storage. Freshly painted with brand-new carpet throughout, it's clean, bright, and move-in ready, and elevator access makes the third floor effortless. Enjoy a truly low-maintenance lifestyle with a community pool while the regime handles the exterior. Ideally located in the heart of Bluffton with quick access to Hilton Head beaches.

4924 Bluffton Parkway Unit 23-304, Bluffton

Listing courtesy of C 21 A Low Country Realty.

$465,000

2 Beds ⋅ 3 Baths ⋅ 1,290 SqFt. ⋅ HILTONHEAD-511964 MLS

Welcome to Brighton Bay Villas Unit 405, where comfort, convenience, and natural light come together in one of Hilton Head Island's most desirable locations. This freshly painted 2-bedroom, 2.5-bath villa offers a bright, inviting interior with beautiful red oak hardwood flooring throughout the main living level. The updated kitchen features granite countertops, all-new stainless-steel appliances, and an open layout that's perfect for everyday living or entertaining. The updated half bath adds a modern touch to the main floor, while both spacious bedrooms offer private en-suite bathrooms, creating ideal comfort and privacy. A thoughtfully integrated Murphy bed can provide a studio feel in the downstairs living area which can provide additional sleeping accommodations for family and guests without sacrificing valuable living space. Enjoy peace of mind with two HVAC systems, including one brand-new unit for added efficiency and comfort. The oversized two-car garage offers ample room for vehicles, beach gear, bikes, and additional storage. Brighton Bay Villas offers outstanding community amenities, including a swimming pool, fitness center, and car wash station. Located adjacent to Palmetto Bay Marina, you'll enjoy easy access to waterfront restaurants, boutique shopping, boating, and entertainment. Conveniently situated on the south end of Hilton Head Island, the community also provides quick access to the Cross Island Parkway and is just minutes from additional shopping, dining, golf, beaches, and all the island has to offer. Whether you're searching for a primary residence, second home, or island retreat, this move-in-ready villa offers the perfect blend of updated finishes, flexible living space, generous storage, and an unbeatable Hilton Head Island location.

30 Paddle Boat Lane Unit 405, Hilton Head Island

Listing courtesy of Realty One Group - Lowcountry.

$198,000

HILTONHEAD-512001 MLS

Outstanding homesite on Broad Creek in Crosswinds gated community. Build your dream home any time in this great beautiful community and location. Breathtaking moss draped live oaks, day dock, kayaking and community pool to enjoy the island outdoors. Outstanding location mid island across Broad Creek from award winning Shelter Cove Marina. Beach access only 5 minutes away!

48 Crosswinds Drive, Hilton Head Island

Listing courtesy of I Save Realty.

$329,000

3 Beds ⋅ 3 Baths ⋅ 1,504 SqFt. ⋅ HILTONHEAD-511990 MLS

Welcome to this move-in ready 3-bedroom, 2.5-bath home in the desirable University Park community of Bluffton. This turnkey home features an open-concept floor plan that's perfect for everyday living and entertaining. The kitchen is equipped with a new stove and refrigerator and flows seamlessly into the spacious living and dining areas. Outside, the rear of the home offers a two-car parking pad already in place and ready for a future garage. Enjoy all that University Park has to offer, including a community pool, walking paths, and a welcoming family-friendly atmosphere. Conveniently located with easy access to Hilton Head Island, Savannah, and Beaufort, this home is ideal for commuters, first-time buyers, or anyone looking to enjoy the Lowcountry lifestyle.

231 University Parkway, Bluffton

Listing courtesy of William Raveis - Carolina LLC.

$449,000

5 Beds ⋅ 3 Baths ⋅ 2,460 SqFt. ⋅ HILTONHEAD-511894 MLS

Welcome to 75 Old Mill Crossing, a spacious 5-bedroom, 3-bath home offering over 2,400 square feet in the sought-after Heritage at New Riverside community-all for under $450,000! This thoughtfully designed floor plan features a guest bedroom and full bath on the main floor, providing the perfect space for overnight guests or a private home office. Upstairs, the oversized primary suite offers a true retreat with a generous sitting area that's ideal for relaxation in the privacy of your own bedroom. Enjoy a peaceful wooded backdrop with the New Riverside Trail just beyond your backyard, offering easy access to miles of scenic walking, running, and biking. Conveniently located just minutes from the heart of Bluffton, Hilton Head Island, and Savannah, this home delivers the space, location, and value that are becoming increasingly difficult to find.

75 Old Mill Crossing, Bluffton

Listing courtesy of Peirce Group Brokered by EXP Realty LLC.

$4,250,000

3 Beds ⋅ 3 Baths ⋅ 2,733 SqFt. ⋅ HILTONHEAD-511980 MLS

This exceptional Oceanfront home Designed by internationally acclaimed architect Dean Winesett, whose work has been featured in *Architectural Digest* and *Southern Living*, is a remarkable expression of timeless Lowcountry architecture. Also featured in *Southern Living*, the home showcases Winesett's signature style and craftsmanship, exemplified in several of his most celebrated residences throughout Hilton Head Island and Bluffton. Nestled beneath magnificent live oaks and surrounded by mature, natural landscaping, this private oceanfront retreat offers sweeping beach views and an unparalleled sense of serenity. Ideally positioned in the most coveted section of Port Royal Plantation, the property enjoys a peaceful setting away from the island's resort corridor while remaining just minutes from Hilton Head's renowned dining, golf, shopping, and amenities. The thoughtfully designed residence features 3 bedrooms and 2.5 baths, with the existing half bath easily converted back to its original full bath configuration. Wide-plank pine floors, a beautifully renovated chef's kitchen, and walls of glass create warm, inviting interiors that seamlessly connect to the surrounding landscape. An expansive rear deck provides the perfect setting for entertaining, oyster roasts, or simply enjoying the ocean breeze and breathtaking coastal views. Offering ample room for expansion, this property presents a rare opportunity to personalize and enhance an already extraordinary oceanfront estate. As one of Hilton Head Island's most exclusive residential communities, Port Royal Plantation prohibits short-term rentals, preserving the privacy, tranquility, and exceptional quality of life that make this oceanfront enclave one of the island's most desirable addresses. Exclusive to Port Royal property owners and their guests, the community's exceptional private amenities further elevate the lifestyle. Residents enjoy an oceanfront Beach House with a swimming pool overlooking the Atlantic, tennis and pickleball courts, community gardens, leisure trails, and a host of recreational and social amenities that make Port Royal one of the island's premier private communities.A rare architectural legacy, an irreplaceable beachfront setting, world-class private amenities, and endless possibilities combine to create one of the finest opportunities currently available on Hilton Head Island.

4 Middleton Place, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS III brokered eXp Realty.

$828,900

3 Beds ⋅ 3 Baths ⋅ 2,544 SqFt. ⋅ HILTONHEAD-511971 MLS

Welcome to The Tybee currently under construction, a beautifully designed 3 bedroom, 2.5 bath coastal retreat. This stunning elevated home offers the perfect blend of style and functionality. With a spacious drive-under garage and charming front porch, it showcases exceptional curb appeal. Upon entering the main floor, you will be greeted by a bright and open living space designed for comfort and entertaining. The open-concept kitchen, great room, and dining area create the perfect gathering space for family and friends. The gourmet kitchen is a chef's delight, featuring a large island, ample cabinetry, and modern finishes throughout. Photos are not the actual home, but representations of the models.

131 Sandy Oaks Drive, Hilton Head Island

Listing courtesy of K. Hovnanian Homes.

$4,800,000

5 Beds ⋅ 6 Baths ⋅ 5,206 SqFt. ⋅ HILTONHEAD-511968 MLS

Set on one of Sea Pines' most prestigious streets, this exceptional waterfront estate offers breathtaking views, timeless architecture, and an unmatched Lowcountry lifestyle. Featuring 5 bedrooms, 5.5 baths, a spacious bonus room, and an oversized 2-car garage, this remarkable residence was thoughtfully designed for luxurious everyday living and effortless entertaining. Perfectly positioned to capture sweeping views of Calibogue Sound and the surrounding marshes, the home seamlessly blends elegant interiors with spectacular outdoor living. Expansive windows fill the home with natural light while framing picturesque water vistas. The well-designed floor plan offers generous gathering spaces, private guest accommodations, and exceptional flow for both everyday living and entertaining. Step outside to your own private retreat featuring a sparkling pool, beautifully landscaped grounds, and a charming gazebo overlooking the water. The private deep-water dock provides direct access for boating, fishing, kayaking, and unforgettable sunset views over Calibogue Sound. With five spacious bedroom suites, a large bonus room offering flexible living space, and an oversized two-car garage, this home combines luxury, comfort, and functionality in one extraordinary package. Located within the gates of Sea Pines, residents enjoy world-class amenities including miles of pristine beaches, Harbour Town, the Sea Pines Beach Club, championship golf, tennis, leisure trails, equestrian facilities, marinas, dining, shopping, and one of the most sought-after lifestyles on Hilton Head Island. A rare opportunity to own a premier waterfront estate on one of Sea Pines' most coveted streets.

31 N Calibogue Cay Road, Hilton Head Island

Listing courtesy of Charter One Realty.

$1,500,000

HILTONHEAD-511965 MLS

Rare 0.96-acre commercial/mixed-use opportunity with approximately 100 feet of frontage on William Hilton Parkway (Hwy 278). Located in the Marshfront (MF) District, this highly visible parcel offers marsh views and a prime mid-island location near beaches, shopping, dining, and the airport. One of the few remaining undeveloped parcels along this major corridor. Buyer to verify zoning, permitted uses, and development requirements. Drone photos coming soon!

610 William Hilton Parkway, Hilton Head Island

Listing courtesy of Howard Hanna Allen Tate Lowcountry.

$2,500,000

4 Beds ⋅ 5 Baths ⋅ 3,508 SqFt. ⋅ HILTONHEAD-511633 MLS

Beautiful Ocean Views from Multiple Rooms. This exceptional 3rd-row Port Royal home offers an inviting blend of coastal elegance, spacious living, and an unbeatable location. Soaring ceilings and a thoughtfully designed floor plan create an open, airy atmosphere with excellent separation of living spaces. Features include an eat-in kitchen, spacious family room, formal living and dining rooms, and a conditioned Carolina room for year-round enjoyment.Just steps from the Port Royal Beach Club, oceanfront pool, and beach access, this home offers the convenience of premier community amenities without the maintenance of a private pool. Port Royal is one of Hilton Head Island's most sought-after private oceanfront communities, featuring gated security, beach access, pickleball and tennis courts, and scenic leisure trails and more. Optional membership to the Port Royal Golf Club provides access to championship golf, tennis & dining. To preserve the community's peaceful residential character, short-term rentals are not permitted.

14 Salt Spray Lane, Hilton Head Island

Listing courtesy of Charter One Realty.

$454,900

3 Beds ⋅ 2 Baths ⋅ 1,905 SqFt. ⋅ HILTONHEAD-511961 MLS

Stunning single-story home in The Lakes at New Riverside showcasing over $60,000 in custom builder upgrades. This beautifully designed 3BD/2BA + an office 1,905sqft residence offers modern Lowcountry living with an open-concept layout, upgraded luxury finishes, and abundant natural light. The chef's kitchen features a spacious island and premium selections that flow seamlessly into the great room-perfect for entertaining. The serene primary suite includes a spa-like bathroom and a generous custom walk-in closet. Two additional bedrooms and an office provide plenty of flexibility for guests. The office can be converted into a 4th bedroom if desired. Step outside to a fully fenced backyard, ideal for pets, privacy, and outdoor enjoyment. Upgrades include full water filtration system from Pure Way of the Lowcountry, plantation shutters, upgraded appliances, custom closets in the master and pantry, fenced in backyard and more! Resort style amenities include community pool, pickleball courts, playground, walking and nature trails, firepit, dog park, and gathering areas. Plenty of scenic lakes and ponds throughout the neighborhood make it perfect for walking. With thoughtful enhancements throughout and a prime location near parks, shopping, dining, and the New Riverside corridor, this home delivers exceptional value and move-in-ready comfort!

8 Hartwell Road, Bluffton

Listing courtesy of RE/MAX Island Realty.

$289,000

2 Beds ⋅ 2 Baths ⋅ 864 SqFt. ⋅ HILTONHEAD-511960 MLS

Turnkey and move-in ready, this beautifully renovated top-floor villa was fully updated and furnished in 2023, with fresh contemporary finishes throughout. Every surface, fixture, and furnishing is new, making this an effortless purchase for a primary residence, vacation retreat, or investment property. Just steps from Coligny Beach Park, the Children's Museum, and Celebration Park, with Coligny Plaza's restaurants, shops, and bike rentals around the corner. The Bank Beer Garden is one block away. Resort-style pool and tennis/pickleball courts are right outside your door. Unlike many units in this community, #D7 features an in-unit washer and dryer - a rare and highly practical convenience that adds real value for owners and renters alike. Add in the top-floor privacy, elevated light, and no upstairs neighbors, and this villa stands apart from everything else in the building. Whether you're looking for a personal escape or a high-performing short-term rental, this one checks every box.

104 Cordillo Parkway Unit D7, Hilton Head Island

Listing courtesy of EXP Realty LLC.

$825,000

4 Beds ⋅ 3 Baths ⋅ 2,682 SqFt. ⋅ HILTONHEAD-511324 MLS

Enjoy Lowcountry Living at it's BEST!! This Heritage Lakes home offers an incredible private .42 acre lake-front lot with mature landscaping and incredible outdoor entertaining space. The backyard is a true retreat with an inground pool, expansive paver patio, pergola, outdoor bar, fenced yard and private dock overlooking the water perfect for relaxing and enjoying the peaceful Lowcountry sunsets. Inside you'll find a flexible floor plan with 4br, 3 full baths, a fireplace, and plenty of room upstairs with an expansive bonus room and extremely large attic that can be converted into another 2-3 bedrooms. This home offers exceptional potential for buyers looking to personalize a well built home in one of the most desirable communities in Bluffton. Schedule your private showing today!!

27 Ferebee Court, Bluffton

Listing courtesy of Real Broker, LLC.

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