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Hilton Head Island Real Estate

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1 Heffalump Rd

1 Heffalump Rd, Okatie, South Carolina 29909

6Bedroom(s)
9Bathroom(s)
50Picture(s)
12,009Sqft
It begins as a magical storybook that has no end...This truly spectacular 10 acre waterfront estate is a rare offering of pristine maritime forest providing a lush and natural habitat for wildlife, specimen trees and native flora.
$6,995,000

6 Brown Pelican

6 Brown Pelican Road, Hilton Head Island, South Carolina 29928

8Bedroom(s)
6Bathroom(s)
50Picture(s)
5,508Sqft
See 3D VT link. Here is your chance to own a completely remodeled (brought down to the studs) 8 bedroom, 6 bath extremely private home with incredible sunset views from the huge deck. 6 Brown Pelican offers multiple living areas, a redesigned chef's kitchen, a wrap-around deck, and the best pool area of any oceanfront house around.
$6,750,000

1007 May River

1007 May River Road, Bluffton, South Carolina 29910

50Picture(s)
100.776 acres with 1,796 feet of May River Road frontage. No POA fees and a 3-minute drive, 1.8 miles to Old Town Bluffton and the downtown Promenade. Many majestic mature oak trees and the scenic lake provide ideal conditions for wildlife. Build your dream estate or family compound with plenty of room for stables and riding trails.
$6,600,000

47 Brams Point

47 Brams Point Circle, Hilton Head Island, South Carolina 29926

4Bedroom(s)
6Bathroom(s)
50Picture(s)
9,945Sqft
Magnificent Home on Deepwater property w/dock & lift. 4 BR's, 6 BA's & 3 Half BA's. Highest quality; Pecky Cypress walls, Wormy Chestnut floors, Alder custom doors, copper roof, gutters & pipes, coffered ceilings, htd floors in 5 BA's & in kitchen, FR & butler’s pantry. Kitchen has large Viking gas stove & custom cabinets. Butlers Pantry.
$6,500,000

25 Calibogue Cay

25 Calibogue Cay Road, Hilton Head Island, South Carolina 29928

6Bedroom(s)
5Bathroom(s)
46Picture(s)
6,000Sqft
Completely redone in 2021. Sea Pines deep water residence. Private, oversized dock & boat lift on Calibogue Sound offering the ultimate in Island living! 6000 square feet, open floor plan with unobstructed water views, Saturnia floor, 12 foot entertaining granite bar w/wine cooler/ice maker. Chef kitchen has 60" Viking gas range, double SS refrigerator, walk-in pantry.
$5,999,999

8 Gadwall

8 Gadwall Road, Hilton Head Island, South Carolina 29928

7Bedroom(s)
7Bathroom(s)
38Picture(s)
4,842Sqft
Magnificent 7 bedrooms plus a den Sea Pines Oceanfront. Located in the highly desirable South Beach area, this newer (2015) custom built home features a fabulous Great room with designer furnishings, a chef's kitchen, 7 beautifully tiled bathrooms and an outstanding outdoor living space with a three tier pool and spa area.
$5,995,000

95 Gascoigne Bluff

95 Gascoigne Bluff Road, Bluffton, South Carolina 29910

4Bedroom(s)
4Bathroom(s)
33Picture(s)
4,312Sqft
Once in a lifetime a legacy property like 95 Gascoigne Bluff becomes available! Unique riverside home w/ spectacular water & marsh views on 8.3 ac peninsula w/ 2,000ft frontage on pristine May River. This Lowcountry enclave is one of 21 properties w/ 280 ac common property shared w/ gated Gascoigne Bluff community. Presently used for pastures, fields, & farming.
$5,500,000

9 Bayberry

9 Bayberry Lane, Hilton Head Island, South Carolina 29928

5Bedroom(s)
5Bathroom(s)
39Picture(s)
4,000Sqft
One of a kind oceanfront home crafted using antique building products harvested from century old barns, cotton mills & the Savannah River Bed. This unique property is the only residence in Forest Beach that boasts privacy on all sides coupled w/ unparalleled ocean views.
$5,350,000

129 Dune

129 Dune Lane, Hilton Head Island, South Carolina 29928

7Bedroom(s)
7Bathroom(s)
49Picture(s)
4,932Sqft
Oceanfront opportunity!! Soak up the sweeping views & salty air from this newer home with 7 bedrooms all with ensuite baths. Two living areas, two laundry rooms, two powder rooms, multiple Masters, elevator, soaring smooth ceilings. Kitchen updated in 2017 with granite counters, S/S appliances, two dishwashers, two refrigerators.
$5,199,000

10 Ketch

10 Ketch, Hilton Head Island, South Carolina 29928

5Bedroom(s)
5Bathroom(s)
50Picture(s)
3,449Sqft
See 3D VT link. For those who have the dream of owning a house on the ocean, this is it. You will fall in love with this meticulously maintained five bedroom home with four large suites overlooking the ocean and updated en suite baths. This house has more than enough elbow room to relax and let the stress melt away, yet small enough to be easily managed.
$4,950,000

1230 Okatie

1230 Okatie Highway, Okatie, South Carolina 29909

3Picture(s)
Commercial development opportunity on highly visible corner of Hwy. 170. Adjacent to Oldfield, this 27.19 acre parcel includes 2600' of road frontage.
$4,900,900

107 Okatie

107 Okatie Highway, Okatie, South Carolina 29909

5Bedroom(s)
5Bathroom(s)
50Picture(s)
8,500Sqft
Irrefutably the finest homesite in the Lowcountry, discretely situated and built to withstand the test of time. Designer and architect, Jim Strickland of Historical Concepts, has captured the essence of this private setting with panoramic views of the Chechessse/Broad Rivers and Port Royal Sound.
$4,900,000

11 Sea Ln

11 Sea Ln, Hilton Head Island, South Carolina 29928

5Bedroom(s)
5Bathroom(s)
50Picture(s)
7,051Sqft
A truly exceptional ocean oriented Mediterranean estate home within walking distance to the beach in Palmetto Dunes. On a scale of 1 to 10 this is a 15! Approx. 7,000 ht. sq. ft. of spectacular mill work and trim, polished marble floors, top of the line appliances, and attention to detail throughout.
$4,475,000

34 Beach Lagoon

34 Beach Lagoon Road, Hilton Head Island, South Carolina 29928

4Bedroom(s)
5Bathroom(s)
45Picture(s)
2,872Sqft
Prime location with one of a kind property on over 1 acre bordering Atlantic Dunes 15th fairway, lagoons and views of the ocean. Ultimate privacy at the end of a cul-de-sac in prestigious Beach Lagoon and steps to "Hilton Head's Gold Coast". Never before offered for sale family home from the original days of Sea Pines in immaculate condition with updated kitchen and baths.
$4,200,000

1 Brigantine

1 Brigantine, Hilton Head Island, South Carolina 29928

8Bedroom(s)
7Bathroom(s)
46Picture(s)
5,130Sqft
Luxury Vacation Home 3rd Row Ocean, 35 seconds to the ocean and short walk to golf courses and Dunes Beach house, the estate has everything. 5,000 sq ft of luxury, sleeps 18, has 8 BRs, 7 Full BA, private pool, hot tub, deck, gourmet kitchen, living room, family room, TV room and sitting room.
$4,200,000

36 Jackfield

36 Jackfield Road, Bluffton, South Carolina 29910

4Bedroom(s)
5Bathroom(s)
49Picture(s)
5,866Sqft
Offering one of the most captivating views in all of Palmetto Bluff, 36 Jackfield has become available for the most discriminate buyer. One will appreciate this home's quality construction, thoughtful design and architecture, all in today's color palette.
$4,195,000

14 Herring Gull

14 Herring Gull Lane, Hilton Head Island, South Carolina 29926

5Bedroom(s)
5Bathroom(s)
44Picture(s)
5,722Sqft
New listing with nothing else like it on the market. Full unobstructed sound views overlooking the beautifully designed backyard. With almost 6000 sq ft this fantastic home offers curb appeal plus a number of highly desired features including 5 ensuite bedrooms & an additional half bath off the living room. A designated office space on the 2nd floor overlooks the sound and the backyard pool.
$3,995,000

896 May River

896 May River Road, Bluffton, South Carolina 29910

4Bedroom(s)
3Bathroom(s)
50Picture(s)
4,600Sqft
Nestled along the high bluff that the town of Bluffton is named for, 896 May River Road embodies the dreams of the most discerning of today’s waterfront buyers. Opposite the relaxing vistas of an upper river sandbar, this newly constructed home offers a most coveted southwestern exposure from nearly every room within.
$3,950,000

9 Ibis

9 Ibis Street, Hilton Head Island, South Carolina 29928

5Bedroom(s)
5Bathroom(s)
37Picture(s)
3,888Sqft
A one of a kind opportunity to own 2 lots, 4 rows from the beach, with a picturesque home, all included in list price. Private park-like setting, steps from the beach. Two minute bike ride to restaurants and shops. This soundly constructed home features large rooms, 3 outdoor porches, 2 light-filled sun rooms, and an in-law suite.
$3,800,000

67 Trout Hole

67 Trout Hole Road, Bluffton, South Carolina 29910

13Picture(s)
67 Trout Hole Road is an extraordinary 1.29-acre riverfront property in the secluded and sought-after May River Forest neighborhood.
$3,500,000

221 Sea Pines

221 Sea Pines Drive, Hilton Head Island, South Carolina 29928

6Bedroom(s)
7Bathroom(s)
29Picture(s)
3,750Sqft
Awesome BRAND NEW home being constructed with a third row Ocean location and walking distance to South Beach! Amazing outdoor living spaces, including a large covered porch with fireplace overlooking the waterfall spa, flowing into the wrap-around pool. Private courtyard area and a 3 car garage! Under Construction, use caution at site.
$3,500,000

956 May River Rd

956 May River Rd, Bluffton, South Carolina 29910

7Bedroom(s)
7Bathroom(s)
2Picture(s)
7,000Sqft
Rare opportunity to take advantage of the Coastal Lowcountry lifestyle! This 5+/- acre parcel is one of three that are uniquely positioned between the bluffs of the May River and Historic Bluffton. Plans are being finalized to offer multiple options to fit this special property (main home, pool house, guest guest, barn, etc.). It also comes with a dock slip directly on the property.
$3,500,000

171 Burnt Church Rd

171 Burnt Church Rd, Bluffton, South Carolina 29910

24Picture(s)
Incredible development property opportunity. 6+ acres located on Burnt Church road in Old Town Bluffton. Sold as is where is. Can be Sold together with the 6 additional adjoining acres adjoining: 1 and 3 Devonwood. Across the street from MC Riley school. Currently has multiple mobile homes on the property.
$3,500,000

Speedway

Speedway Boulevard, Hardeeville, South Carolina 29927

3Picture(s)
5.5 acres off of Speedway Blvd. Hwy 17 is well traveled and convenient to Downtown Savannah, and Georgia ports via 170 and 25. Lot has a lot of potential with approximately 370 feet of road frontage. Great access to the Georgia ports and the future South Carolina Ports.
$3,500,000

59 Stoney Creek

59 Stoney Creek Road, Hilton Head Island, South Carolina 29928

5Bedroom(s)
5Bathroom(s)
6Picture(s)
3,950Sqft
One-of-a-kind custom home, designed exclusively by Hagood Homes of the Lowcountry. An unassuming entry draws your eyes through the home, out the large retractable Marvin sliding doors & over the raised gunite pool & spa to the vast marsh grasses & Audubon forest beyond.
$3,448,000

101 Tom And Mike

101 Tom And Mike Road, Saint Helena Island, South Carolina 29920

3Bedroom(s)
2Bathroom(s)
50Picture(s)
4,112Sqft
Welcome to Camelot Farms, just 20 minutes from Historic Beaufort, 70+/- lush acres bordering the marshes of the Atlantic Ocean, presents an opportunity like no other for horses and people who love them.
$3,400,000

95 Pritcher Point

95 Pritcher Point Road, Okatie, South Carolina 29909

3Picture(s)
PRICE REDUCED $400,000. 16.8 ac portion of parcel. Commercial Acreage in PUD Zoning with frontage on Hwy 170. Balance of tract is currently being developed as a large residential community with a dock and long river views and is actively selling homes.
$3,400,000

95 Marshland

95 Marshland Road, Hilton Head Island, South Carolina 29926

4Bedroom(s)
5Bathroom(s)
50Picture(s)
3,150Sqft
Welcome to 95 Marshland Rd! This nearly new home sits on 9.5ac w/ stunning views of Broad Creek and 24/7 deep water access w/ no HOA restrictions. Enjoy the outdoors on your massive decks, or next to the in-ground pool, or at your very own deep water dock featuring a gazebo and a boat & ski lift.
$3,300,000

89 Camp Saint Marys

89 Camp Saint Marys Road, Okatie, South Carolina 29909

3Bedroom(s)
2Bathroom(s)
28Picture(s)
1,687Sqft
Oak Bluff at Camp St. Mary's is a RARE opportunity to own a large, high bluff estate on the Okatie River in Beaufort County, SC. Due to the size, quaint location, mature tree canopy and deep water, this is truly an unparalleled legacy property. 100+ year old Live Oaks, Pine and Red Oaks canopy over a wonderful mosaic of secret gardens filled with heirloom variety Camellias, Sasanquas and Azaleas.
$3,225,000

42 Freeport

42 Freeport Drive, Daufuskie Island, South Carolina 29915

6Bedroom(s)
6Bathroom(s)
50Picture(s)
6,212Sqft
An exquisite home in the most sought after location. This property sits on the coveted Freeport Drive with billion dollar views. Every room in this 6 bedroom house has been finished to complement the unobstructed views of the Calibogue Sound and Atlantic Ocean.
$3,200,000

3 Heyward

3 Heyward Place, Hilton Head Island, South Carolina 29928

6Bedroom(s)
6Bathroom(s)
27Picture(s)
5,672Sqft
Beautiful Tuscan estate with views of the ocean in private Port Royal. Separate guest quarters situated next to a tranquil courtyard pool Setting gives privacy to guests. Architectural details must be seen to Appreciate. 6 bedrooms, 6 1/2 baths with an exquisite master suite.
$3,199,000

70 Planters

70 Planters Row, Hilton Head Island, South Carolina 29926

3Bedroom(s)
4Bathroom(s)
50Picture(s)
4,477Sqft
Take in panoramic sunrises over the Atlantic Ocean from this contemporary 3 BR, 4.5 BA home! The 2nd floor primary living area enjoys sweeping ocean views from every room! Situated on .46 acres in the private, gated Port Royal community on Hilton Head Island, this home is perfect for entertaining.
$3,199,000

15 Front Light

15 Front Light Walk, Daufuskie Island, South Carolina 29915

5Bedroom(s)
5Bathroom(s)
50Picture(s)
5,842Sqft
Top to bottom renovation of this gracious sound front southern home with Lighthouse, Sound and Ocean Views. Updates features a brand new kitchen with top of the line appliances, completely repainted interior and exterior along with all new wide planked wood flooring. Updated lighting and hardware add just the right finishing touches! This home is simply stunning with the view to match.
$3,150,000

32 Bonny Shore Lndg

32 Bonny Shore Lndg, Okatie, South Carolina 29909

4Bedroom(s)
2Bathroom(s)
47Picture(s)
1,800Sqft
This 4 bed-2 bath 1,800 sq ft Cottage joins history with stunning simplicity. Designed by award winning architect Jim Strickland, the Cottage captures the spirit of Southern living imbued with the genteel grace and casual elegance unique to Spring Island. Positioned on a .
$3,100,000

Bolan Hall Road

Bolan Hall Road, Ridgeland, South Carolina 29936

27Picture(s)
This 100+ acres in the heart of the SC Lowcountry offers a setting of saltwater marshes, live oaks and mature pines. There is fishing, hunting, camping, boating and so much more along Hazzard Creek, branching off of the Broad River. 2,800 feet of exquisite water frontage is an outdoorsman’s dream with endless possibilities.
$3,000,000

3 Devonwood

3 Devonwood Court, Bluffton, South Carolina 29910

35Picture(s)
Development property 5+ acres located at the corner of Burnt Church and Devonwood road in Old Town Bluffton. Sold as is where is. Sold together with the 1 acre adjoining 1 Devonwood. Will not sell separately. Across the street from MC Riley school. Currently has 17 mobile homes on the property.
$3,000,000

7116 Lowcountry

7116 Lowcountry Drive, Ridgeland, South Carolina 29936

5Bedroom(s)
4Bathroom(s)
24Picture(s)
4,000Sqft
Indulge in a fine waterfront lifestyle this Ridgeland residence offers multiple living areas to choose from. With its secluded 46-acre lot, this incredible home showcases 5 bedrooms and 4.5 baths, giving you plenty of indoor and outdoor space. Several must-have features are yours to enjoy, including an outdoor grill with a pizza oven, a sauna to melt away your stresses, and more.
$2,999,000

1200 North Okatie Hwy

1200 North Okatie Hwy, Hardeeville, South Carolina 29927

4Picture(s)
General Commercial zoning in Hardeeville Town Limits on far eastern edge of Hardeeville on Jasper/Beaufort County border. Undeveloped property is 22.345 total acress with 19.958 upland acres between Riverwalk Business Park and Ferrellgass on Hwy 170. Excellent commercial location. Price based on 150,000.00 per upland acre. Survey available. Possible connection to Riverwalk Business Park in rear.
$2,999,000

15 Cedar

15 Cedar Lane, Hilton Head Island, South Carolina 29926

5Bedroom(s)
4Bathroom(s)
49Picture(s)
12,170Sqft
Remarkably unique Deepwater home in search of a creative and discretionary buyer. So incredibly built by industrialists, a new company was born during the 2+YR build. Reminiscent of a Frank Lloyd Wright with details usually only seen in the Worlds most expensive homes. Direct Eastern views capture such breathtaking sunrises over HHI, you'll become an early riser.
$2,997,300

4 Gadwall

4 Gadwall Road, Hilton Head Island, South Carolina 29928

4Bedroom(s)
4Bathroom(s)
47Picture(s)
3,100Sqft
Charming Lowcountry second row beach home with wrap-around porch and ocean views. Walk to the beach in seconds! Custom built by owner, this home is bright and airy with high ceilings and abundant windows, open concept great room, kitchen and dining area. Multiple masters, upstairs loft/sitting room with ocean views.
$2,995,000

77 Myrtle Island

77 Myrtle Island Road, Bluffton, South Carolina 29910

4Bedroom(s)
3Bathroom(s)
49Picture(s)
3,911Sqft
New home overlooking the May River on coveted Myrtle Island. This perfect sized house was custom built in 2020 by Randy Jeffcoat with the finest attention to detail. The 1st floor open floorplan features a gourmet chef's kitchen with all the bells & whistles, cathedral/beamed ceilings, wood floors, luxurious master suite, 2 guest bedrooms and an office.
$2,995,000

10 Singleton Shores

10 Singleton Shores Manor, Hilton Head Island, South Carolina 29928

7Bedroom(s)
7Bathroom(s)
6Picture(s)
5,009Sqft
Home maintained in immaculate condition. Gorgeous views of the Atlantic Ocean from heated pool and hot tub and multiple level balconies. Just a golf cart ride to the beach.
$2,950,000

1 Lost Oaks Drive

1 Lost Oaks Drive, Bluffton, South Carolina 29910

12Picture(s)
Visible From Hwy 278, Behind Infinity/Vaden Car Dealership, Across From Mercedes Benz Dealership Neighboring Island West Subdivision.
$2,900,000

62 Yorkshire

62 Yorkshire Drive, Hilton Head Island, South Carolina 29928

4Bedroom(s)
4Bathroom(s)
50Picture(s)
5,493Sqft
Situated on one of the premier & best homesites in all of Wexford! The grand foyer leads you into over 5490 ft of luxurious living space. 5-star master suite w/adjoining executive office plus an additional 3 bedrooms each w/private bath, formal LR, DR w/a 750 bottle wine room, chef's kitchen opens to the family & Carolina room.
$2,890,000

55 Fuskie

55 Fuskie Lane, Daufuskie Island, South Carolina 29915

8Bedroom(s)
8Bathroom(s)
38Picture(s)
8,000Sqft
This 8-bedroom Lowcountry masterpiece is situated on 1.7 acres of secluded oceanfront along the Atlantic Ocean just across from Hilton Head in the exclusive Bloody Point community.
$2,800,000

4 Highrigger

4 Highrigger, Hilton Head Island, South Carolina 29928

6Bedroom(s)
6Bathroom(s)
50Picture(s)
4,300Sqft
2nd row, 6 bedroom, 5 and 2 1/2 bathroom home steps to the beach! This reverse floor plan offers 4300 sq ft of indoor living space with multiple balconies and a spacious pool deck. The first floor has a family room surrounded by 4 bedrooms and access to the pool. The upper level is perfect for entertaining with an open floor plan with chef's kitchen, dining and living room.
$2,795,000

21 Dune

21 Dune Lane, Hilton Head Island, South Carolina 29928

6Bedroom(s)
4Bathroom(s)
46Picture(s)
2,314Sqft
Wonderfully decorated and maintained oceanfront cottage. A beach home that has been carefully designed to maximize its rental opportunity. Large screen porch provides 180 degree ocean views. 2 kitchens and 2 separate living spaces provide for multi-family rental with complete privacy. Three living areas and 2 kitchens.
$2,795,000

10 Sea Island

10 Sea Island Lane, Daufuskie Island, South Carolina 29915

5Bedroom(s)
4Bathroom(s)
46Picture(s)
5,131Sqft
This home has been rebuilt not just renovated. This is a once in a lifetime opportunity.
$2,750,000

705 Rock Beauty Rd

705 Rock Beauty Rd, Fripp Island, South Carolina 29920

6Bedroom(s)
5Bathroom(s)
49Picture(s)
4,459Sqft
Welcome home to the premier Fripp Island oceanfront home, most lovingly referred to as "Calypso" Immerse yourself in this coastal island masterpiece. Breathtaking panoramic ocean views from almost every room. No expense was spared and no detail overlooked in this 2005, custom-built home that features steel frame construction, updated AV electronics, coastal chic interior design and much more.
$2,690,000

1 Oak Point Landing

1 Oak Point Landing Road, Hilton Head Island, South Carolina 29928

5Bedroom(s)
5Bathroom(s)
50Picture(s)
6,285Sqft
Exceptional waterfront living in Long Cove! This stately 5 BD/5.5 BA home overlooks Broad Creek & is adjacent to the Long Cove Marina. The kitchen & family room/atrium is simply stunning w/ its open space, natural light & tremendous water views. If you like the outdoors, you will fall in love w/ the expansive terraced decking overlooking the water.
$2,650,000
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