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Hilton Head Island Real Estate

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14 Rosecourt

14 Rosecourt Road, Bluffton, South Carolina 29910Palmetto Bluff

5Bedroom(s)
5Bathroom(s)
43Picture(s)
7,100Sqft
Introducing an incomparable equestrian estate nestled within the gates of Palmetto Bluff. Boasting over 7000 sq ft of exceptional quality construction throughout the 5 bedroom home and spanning nearly 8 pristinely manicured acres; 14 Rosecourt Rd. is the only private equestrian oasis of this quality currently available in the Lowcountry.
$9,995,000

1 Heffalump Rd

1 Heffalump Rd, Okatie, South Carolina 29909Beauf.Co - S. of Broad River

6Bedroom(s)
9Bathroom(s)
50Picture(s)
12,009Sqft
As you drive the winding entrance the beauty of nature and wildlife, views of marsh & river, surround you, creating a feeling of quiet relaxation. Serenity & comfort envelopes you in the 9200sf main house. A grand home for cozy living, entertaining or business meetings.
$6,995,000

6 Brown Pelican

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

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

125 Gascoigne Bluff

125 Gascoigne Bluff Road, Bluffton, South Carolina 29910Bluffton/General

7Bedroom(s)
7Bathroom(s)
50Picture(s)
6,530Sqft
New 7 Bedroom 9 Bathroom 6 acre estate on the banks of the May River just minutes to downtown Bluffton. A stylish modern compound with a custom designed home office, bonus flex room, gym & 1700 sq ft detached guesthouse. The main house offers a state of the art chefs kitchen with water views in every direction.
$6,495,000

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

17 Bald Eagle

17 Bald Eagle Road, Hilton Head Island, South Carolina 29928Sea Pines

4Bedroom(s)
4Bathroom(s)
38Picture(s)
3,431Sqft
Exceptional opportunity for a quintessential Oceanfront Cottage renovation or start from a blank slate and build your dream home. Smooth ceilings, wood, slate and terrazzo flooring. Two bedrooms up and two down. Large rectangular lot with 90 feet ocean frontage and 268 feet deep. Home takes up only 9% of this large lot. Roof replaced 3 years ago.
$5,500,000

95 Gascoigne Bluff

95 Gascoigne Bluff Road, Bluffton, South Carolina 29910Bluffton/General

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

135 Mount Pelia

135 Mount Pelia Road, Bluffton, South Carolina 29910Palmetto Bluff

4Bedroom(s)
4Bathroom(s)
50Picture(s)
5,659Sqft
Rare opportunity for the discriminate buyer looking for state of the art, innovative & newly built home, who wants to skip the build process! This one-of-a-kind retreat, located in highly desired May River Forest of Palmetto Bluff. Tucked away on almost 2 ac. surrounded by woods, w/ views of wetlands & golf course.
$5,450,000

4 Royal Tern

4 Royal Tern Road, Hilton Head Island, South Carolina 29928Sea Pines

7Bedroom(s)
7Bathroom(s)
20Picture(s)
5,196Sqft
Coming Soon, A BRAND NEW HOME on an oversized, 3rd. row walkway lot on a popular, low density street in Sea Pines! Due to strict setbacks & smaller lots on the oceanside, this sprawling home will be a rare and special gem! 7 Bedrooms, 7.5 baths, including 2 primary suites, media/gameroom, 2 laundry rooms, fabulous outdoor living area with grill & fireplace, elevator, 3 car garage.
$4,950,000

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

129 Dune

129 Dune Lane, Hilton Head Island, South Carolina 29928Forest Beach

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.
$4,850,000

1 Buck Island

1 Buck Island, Hilton Head Island, South Carolina 29928Hilton Head/General

3Bedroom(s)
4Bathroom(s)
8Picture(s)
6,756Sqft
See 3D VT link. Immerse yourself in beauty & exquisite privacy among the old-growth forests, meandering waterways & meticulous landscaping of this 10-acre private island, just off the coast of Hilton Head. Enjoy commanding views of Broad Creek, Intracoastal Waterway, Calibogue Sound & Harbour Town, just a short boat ride.
$4,500,000

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

1362 Kato Bay

1362 Kato Bay Road, Hardeeville, South Carolina 29927Jasper County

11Picture(s)
Rare industrial zoning with great visibility on HWY 17 and Interstate 95 with 3.25 miles of frontage. Willing to subdivide at $25,000 per acre. 7 Total Parcels totaling approximately 215 acres. Land lease is also an option.
$4,300,000

57 Oak Tree

57 Oak Tree Road, Bluffton, South Carolina 29910Colleton River

5Bedroom(s)
6Bathroom(s)
50Picture(s)
7,977Sqft
GRAND LOWCOUNTRY DEEPWATER ESTATE ON THE COLLETON RIVER! Flawless details abound in this 5 bedroom, 6.5 bath home! Tabby, shingle and board-and-batten exterior with metal roof, Savannah gray brick courtyard and a winding driveway through lush, manicured landscaping and magnolia, oak and pine trees, welcome you to this extraordinary home.
$4,200,000

9 Wild Heron

9 Wild Heron Point, Hilton Head Island, South Carolina 29928Long Cove

6Bedroom(s)
7Bathroom(s)
46Picture(s)
11,030Sqft
This is THE premier home located on 2 waterfront lots (#125 & 126) in private Long Cove Club - 1.2 acres with only one POA fee. This spectacular architectural masterpiece is one of a kind with custom built quality features and breath-taking sunset views over the Broad Creek. Remodel of kitchen and master suite in 2004. Additional upgrades in 2019.
$4,200,000

14 Herring Gull

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

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 sqft 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

34 Beach Lagoon

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

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.
$3,800,000

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

14 Salt Works

14 Salt Works Road, Bluffton, South Carolina 29910Palmetto Bluff

5Bedroom(s)
4Bathroom(s)
50Picture(s)
5,218Sqft
Expertly sited on a private lot in the May River Forest of Palmetto Bluff, this exceptional home blends classic design and lagoon and park views to create an idyllic retreat.
$3,750,000

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 29928Sea Pines

6Bedroom(s)
7Bathroom(s)
24Picture(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

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

16 Sand Dollar

16 Sand Dollar Road, Hilton Head Island, South Carolina 29928Folly Field

5Bedroom(s)
4Bathroom(s)
50Picture(s)
4,750Sqft
Exceptional oceanfront home in excellent condition on one of Hilton Head's best beaches! This home with direct ocean access has teak flooring, high ceilings, metal roof, beautiful custom elevator from oversized garage to insulated attic, 5 bedrooms 4.
$3,395,000

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

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

7 Loblolly

7 Loblolly Road, Hilton Head Island, South Carolina 29928Sea Pines

4Bedroom(s)
5Bathroom(s)
47Picture(s)
4,821Sqft
Easy walk to Sea Pines beach; views #14 of Davis Love III Atlantic Dunes #14. 4 Bedrooms, or 3 BR's and separate office; 5 1/2 baths; large den/FR; Very open floor plan. Home was constructed with the finest quality, attention to detail and craftsmanship. Spacious LR; Large eat-in Kitchen with pantry; DR; first floor owner's suite; heated pool.
$2,995,000

4 Gadwall

4 Gadwall Road, Hilton Head Island, South Carolina 29928Sea Pines

4Bedroom(s)
4Bathroom(s)
47Picture(s)
3,100Sqft
Charming Lowcountry second row beach home w/ wrap-around porch & ocean views. Walk to the beach in seconds! Custom built by owner, this home is bright & airy w/ high ceilings & windows galore, open concept great room & dining room, gourmet kitchen w/ Viking range. Multiple masters, upstairs loft/sitting room w/ 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

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

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

62 Yorkshire

62 Yorkshire Drive, Hilton Head Island, South Carolina 29928Wexford

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.
$2,790,000
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