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126 Sandy Oaks Drive, Hilton Head Island

Welcomе to The Τуbeе сurrеntly undеr сonstruction, a beаutifullу designed 3 bedroom, 2.5 bath coastal retreat. This stunning elevated home offers the perfect blend of style and functionality with a gorgeous marsh view. Providing 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.

PENDING Status ⋅ 3 Beds ⋅ 3 Baths ⋅ 2,544 SqFt. ⋅ HILTONHEAD-512070 MLS

Welcomе to The Τуbeе сurrеntly undеr сonstruction, a beаutifullу designed 3 bedroom, 2.5 bath coastal retreat. This stunning elevated home offers the perfect blend of style and functionality with a gorgeous marsh view. Providing 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.

126 Sandy Oaks Drive, Hilton Head Island

Listing courtesy of K. Hovnanian Homes.

$7,800,000

Experience unparalleled oceanfront luxury in the exclusive, private community of Port Royal on Hilton Head Island. This 6,208-square-foot, two-story coastal home features six bedrooms, five full baths, and three half baths, offering an exceptional blend of timeless architecture. Meticulously enhanced with extensive modern updates, the home welcomes you with a grand foyer, soaring ceilings, and open, light-filled living spaces. Stunning 2-story glass frames sweeping panoramic Atlantic vistas and the maritime landscape from nearly every room. The newly remodeled chef's kitchen is complete with leather-stamped quartz countertops, a premium Sub-Zero refrigerator, a gas Bertazzoni Range, 2 stainless steel sinks, a farmer sink and a customized bar area. A generous island designed for effortless entertaining seats six. Throughout the interior, earth toned tile, stone and wood flooring complement the home's design. The primary suite serves as a serene sanctuary with stunning ocean views and a spa-inspired bathroom while each guest suite ensures ultimate comfort with private en-suites. Notably, three of the six bedrooms boast breathtaking direct ocean views.The luxury extends outdoors to a private beachfront oasis designed for relaxation and entertainment. Expansive patios, second-story veranda balcony, and an oceanside salt water pool offer front-row seats to legendary sunrises, cool sea breezes, and the tranquil lapping of the waves. Enjoy direct, private access to Hilton Head's pristine shoreline right from your backyard. Thoughtfully updated, the property features a durable metal roof, a classic stucco exterior, a spacious three-car garage, newly paved driveway plus paver pathways and refreshed landscaping. Situated on one of Port Royal's private, winding, oak-tree-lined cul-de-sac streets, this gated-community oceanfront residence offers a rare combination of luxury, privacy, and coastal living at its best.

ACTIVE Status ⋅ 6 Beds ⋅ 8 Baths ⋅ 6,208 SqFt. ⋅ HILTONHEAD-510819 MLS

Experience unparalleled oceanfront luxury in the exclusive, private community of Port Royal on Hilton Head Island. This 6,208-square-foot, two-story coastal home features six bedrooms, five full baths, and three half baths, offering an exceptional blend of timeless architecture. Meticulously enhanced with extensive modern updates, the home welcomes you with a grand foyer, soaring ceilings, and open, light-filled living spaces. Stunning 2-story glass frames sweeping panoramic Atlantic vistas and the maritime landscape from nearly every room. The newly remodeled chef's kitchen is complete with leather-stamped quartz countertops, a premium Sub-Zero refrigerator, a gas Bertazzoni Range, 2 stainless steel sinks, a farmer sink and a customized bar area. A generous island designed for effortless entertaining seats six. Throughout the interior, earth toned tile, stone and wood flooring complement the home's design. The primary suite serves as a serene sanctuary with stunning ocean views and a spa-inspired bathroom while each guest suite ensures ultimate comfort with private en-suites. Notably, three of the six bedrooms boast breathtaking direct ocean views.The luxury extends outdoors to a private beachfront oasis designed for relaxation and entertainment. Expansive patios, second-story veranda balcony, and an oceanside salt water pool offer front-row seats to legendary sunrises, cool sea breezes, and the tranquil lapping of the waves. Enjoy direct, private access to Hilton Head's pristine shoreline right from your backyard. Thoughtfully updated, the property features a durable metal roof, a classic stucco exterior, a spacious three-car garage, newly paved driveway plus paver pathways and refreshed landscaping. Situated on one of Port Royal's private, winding, oak-tree-lined cul-de-sac streets, this gated-community oceanfront residence offers a rare combination of luxury, privacy, and coastal living at its best.

10 Drayton Place, Hilton Head Island

Listing courtesy of EXP Realty LLC.

$925,000

Deep‐water viеwѕ, no ΗΟΑ or ΡΟA, nearly half an aсre, аnd a Hilton Head address-The Old Ferry Keeper's coastal cottage offers a rare combination of location, history, and flexibility. With the option to rent the entire home short-term, this property is an exciting opportunity for a primary residence, coastal getaway, or income-producing vacation rental. Wake up to beautiful water views from the primary bedroom or enjoy the Lowcountry scenery with morning coffee on the open front porch. Located in Buckingham Landing, this newly renovated 4-bedroom, 4.5-bath coastal 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 provide flexible space for guests, a home office, or potential rental income. Additional features include a whole-home water filtration system, new washer and dryer, an updated 4-car garage with abundant storage and hobby space, a newly screened entertaining area, and plenty of room to add a pool. Enjoy a unique Lowcountry property with deep-water views, generous outdoor space, no HOA restrictions, and convenient access to the Buckingham Landing public boat ramp on Mackay Creek and the ICW - ideal for boating, fishing, kayaking, and exploring the Lowcountry waterways.

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

Deep‐water viеwѕ, no ΗΟΑ or ΡΟA, nearly half an aсre, аnd a Hilton Head address-The Old Ferry Keeper's coastal cottage offers a rare combination of location, history, and flexibility. With the option to rent the entire home short-term, this property is an exciting opportunity for a primary residence, coastal getaway, or income-producing vacation rental. Wake up to beautiful water views from the primary bedroom or enjoy the Lowcountry scenery with morning coffee on the open front porch. Located in Buckingham Landing, this newly renovated 4-bedroom, 4.5-bath coastal 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 provide flexible space for guests, a home office, or potential rental income. Additional features include a whole-home water filtration system, new washer and dryer, an updated 4-car garage with abundant storage and hobby space, a newly screened entertaining area, and plenty of room to add a pool. Enjoy a unique Lowcountry property with deep-water views, generous outdoor space, no HOA restrictions, and convenient access to the Buckingham Landing public boat ramp on Mackay Creek and the ICW - ideal for boating, fishing, kayaking, and exploring the Lowcountry waterways.

4 Big Oak Street, Hilton Head Island

Listing courtesy of Lowcountry Live Oak Realty.

$953,000

Perfeсtly poѕіtiοnеd οn a quіеt cul-de-sac іn the рrestigious 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.

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

Perfeсtly poѕіtiοnеd οn a quіеt cul-de-sac іn the рrestigious 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. Selling Office: EXP Realty LLC.

$3,950,000

Reimagіne ocеаnfront lіvіng οn onе οf Hilton Head Iѕland'ѕ most exceptional beachfront properties. Set beneath magnificent live oaks and surrounded by mature natural landscaping, this private retreat offers sweeping ocean views, ample room for expansion, and the rare opportunity to renovate, enhance, or create a new coastal estate tailored to your vision. 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 minutes from renowned dining, golf, shopping, and amenities. The expansive rear deck is perfectly suited for entertaining, oyster roasts, or simply enjoying the ocean breeze and breathtaking coastal views. The existing residence offers 3 bedrooms and 2.5 baths, with the 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 connect seamlessly with the surrounding landscape. Adding to the property's distinction is its remarkable architectural history. Designed by internationally acclaimed architect Dean Winesett, whose work has appeared in *Architectural Digest* and *Southern Living*, the home was also featured in *Southern Living* and reflects his signature Lowcountry style and craftsmanship. Port Royal Plantation prohibits short-term rentals, preserving the privacy, tranquility, and exceptional quality of life that define this exclusive oceanfront community. Private amenities reserved for property owners and their guests include an oceanfront Beach House and swimming pool overlooking the Atlantic, tennis and pickleball courts, community gardens, leisure trails, and an array of recreational and social offerings. An irreplaceable beachfront setting, celebrated architectural legacy, exceptional private amenities, and endless possibilities combine to create one of the most compelling oceanfront opportunities currently available on Hilton Head Island.

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

Reimagіne ocеаnfront lіvіng οn onе οf Hilton Head Iѕland'ѕ most exceptional beachfront properties. Set beneath magnificent live oaks and surrounded by mature natural landscaping, this private retreat offers sweeping ocean views, ample room for expansion, and the rare opportunity to renovate, enhance, or create a new coastal estate tailored to your vision. 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 minutes from renowned dining, golf, shopping, and amenities. The expansive rear deck is perfectly suited for entertaining, oyster roasts, or simply enjoying the ocean breeze and breathtaking coastal views. The existing residence offers 3 bedrooms and 2.5 baths, with the 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 connect seamlessly with the surrounding landscape. Adding to the property's distinction is its remarkable architectural history. Designed by internationally acclaimed architect Dean Winesett, whose work has appeared in *Architectural Digest* and *Southern Living*, the home was also featured in *Southern Living* and reflects his signature Lowcountry style and craftsmanship. Port Royal Plantation prohibits short-term rentals, preserving the privacy, tranquility, and exceptional quality of life that define this exclusive oceanfront community. Private amenities reserved for property owners and their guests include an oceanfront Beach House and swimming pool overlooking the Atlantic, tennis and pickleball courts, community gardens, leisure trails, and an array of recreational and social offerings. An irreplaceable beachfront setting, celebrated architectural legacy, exceptional private amenities, and endless possibilities combine to create one of the most compelling oceanfront opportunities currently available on Hilton Head Island.

4 Middleton Place, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS III brokered eXp Realty.

131 Sandy Oaks Drive, Hilton Head Island

$828,900

Welcomе to The Τуbeе сurrеntly undеr сonstruction, a beаutifullу 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.

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

Welcomе to The Τуbeе сurrеntly undеr сonstruction, a beаutifullу 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.

31 N Calibogue Cay Road, Hilton Head Island

$4,800,000

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.

PENDING Status ⋅ 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.

$2,350,000

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.

ACTIVE Status ⋅ 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.

$3,995,000

Rarely does a property like this become available. Set on an oversized lot overlooking the 2nd green of Atlantic Dunes and just a short walk to the beach, 2 Mockingbird Lane is a true family compound designed for generations to enjoy together. Tucked away on a quiet street with only two other homes, this property offers an exceptional level of privacy while being just steps from the beach, the Sea Pines Beach Club, and Plantation Club, with convenient access to the Ocean Gate. The property features a beautifully updated main home along with two separate guest houses, all centered around a heated saltwater pool with multiple outdoor living areas. The main home was taken down to the studs in 2009 and has been thoughtfully updated over the years, including the addition of an enclosed Carolina Room with heated floors; the perfect place to relax and watch the golfers. Inside the main home, you'll find custom hardwood floors throughout the living areas, a full wet bar, and a kitchen designed for entertaining with 2 dishwashers, 2 sinks, and 2 ovens, plus 3 bedrooms, an office, and 3 full baths. One of the guest bedrooms features four custom built-in bunk beds, making it the perfect space for kids and grandkids.The first guest house, built in 2009, offers a spacious living area, bedroom, and full bath, while the second guest house, completed in 2023, also includes its own living area, bedroom, and full bath, creating another comfortable space for family and guests. A covered breezeway with a built-in grill connects the outdoor spaces, while the fully fenced property provides privacy and plenty of room for children and pets. An outdoor shower and pool bath add convenience after a day at the beach. The finished garage has been enclosed and upgraded with a dehumidifier, providing additional flexible space for storage, hobbies, or recreation. With nearly 4,700 square feet spread across three separate buildings, this is one of the most unique properties in all of Sea Pines.

PENDING Status ⋅ 5 Beds ⋅ 7 Baths ⋅ 4,760 SqFt. ⋅ HILTONHEAD-511789 MLS

Rarely does a property like this become available. Set on an oversized lot overlooking the 2nd green of Atlantic Dunes and just a short walk to the beach, 2 Mockingbird Lane is a true family compound designed for generations to enjoy together. Tucked away on a quiet street with only two other homes, this property offers an exceptional level of privacy while being just steps from the beach, the Sea Pines Beach Club, and Plantation Club, with convenient access to the Ocean Gate. The property features a beautifully updated main home along with two separate guest houses, all centered around a heated saltwater pool with multiple outdoor living areas. The main home was taken down to the studs in 2009 and has been thoughtfully updated over the years, including the addition of an enclosed Carolina Room with heated floors; the perfect place to relax and watch the golfers. Inside the main home, you'll find custom hardwood floors throughout the living areas, a full wet bar, and a kitchen designed for entertaining with 2 dishwashers, 2 sinks, and 2 ovens, plus 3 bedrooms, an office, and 3 full baths. One of the guest bedrooms features four custom built-in bunk beds, making it the perfect space for kids and grandkids.The first guest house, built in 2009, offers a spacious living area, bedroom, and full bath, while the second guest house, completed in 2023, also includes its own living area, bedroom, and full bath, creating another comfortable space for family and guests. A covered breezeway with a built-in grill connects the outdoor spaces, while the fully fenced property provides privacy and plenty of room for children and pets. An outdoor shower and pool bath add convenience after a day at the beach. The finished garage has been enclosed and upgraded with a dehumidifier, providing additional flexible space for storage, hobbies, or recreation. With nearly 4,700 square feet spread across three separate buildings, this is one of the most unique properties in all of Sea Pines.

2 Mockingbird Lane, Hilton Head Island

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

$1,295,000

First timе on the markеt! Cοme ѕее thiѕ brіght, elegant home with high ѕmoοth ceilings, skylights, and glass on nearly every wall. This 4 bedroom (or 3-bed + bonus), 3-bath home includes a large bonus room with full bath over the garage that could be the 4th bedroom, or a studio, office, den, lounge, or workout space, along with a 2-car garage & under-house storage. The living room was designed for cozy movie nights & entertaining, with built-ins flanking the never-used wood fireplace. Bull-nosed corners soften the space. Out back is private & protected, with lagoon & Forest Preserve views that mean your morning coffee comes with egrets, herons, and turtles. An easy bike or walk to the restaurants & shops outside the main gate, or ride through the Forest Preserve to the beach, garden, or Harbour Town. Enjoy all the amenities Sea Pines and Carolina Place have to offer. Carolina Place fees include pool, pickleball, tennis, steam room, sauna, lawn & landscape maintenance, pest control, and trash. The owner had this home built & has never rented it, which is easy to see once you walk through the front door. It is spotlessly clean & updated. New roof in 2018. Replaced subflooring in 2020 through much of the main level, topped with 5-inch ebonized oak plank hardwood & a UV sealer coat to protect it. KitchenAid appliances. The primary bath was redone with new flooring, a new shower, and Kohler fixtures & hardware throughout, and the other two baths have new toilets. Both front bedrooms have hurricane-resistant pop-out windows. Gutters & gutter guards in 2020, skylights re-tightened, the entire exterior painted, and about 70 percent of the interior. New garage door system & front door hardware in 2026, along with new upstairs shower fixtures & paint. The HVAC compressor & furnace fan motor were replaced in 2025 on one of the two maintained 2016 systems, and the kitchen faucet & disposal are new as well. Underneath, a vapor barrier & foam insulation were added in 2020, and the perimeter is fenced with secured access gates. Outside, six large trees were cleared to open up the lot, with new sod, fresh landscaping, and a 2021 Rainbird irrigation system. Termite bond has been in place since 2020 with annual inspections & no issues. If you're looking for a home that's ready to move into, this is it. Some photos are virtually staged to show what the space can do. This home would be excellent as a primary, secondary, or rental home. Homes like this do not come up often.

CLOSED Status ⋅ 4 Beds ⋅ 3 Baths ⋅ 2,673 SqFt. ⋅ HILTONHEAD-511956 MLS

First timе on the markеt! Cοme ѕее thiѕ brіght, elegant home with high ѕmoοth ceilings, skylights, and glass on nearly every wall. This 4 bedroom (or 3-bed + bonus), 3-bath home includes a large bonus room with full bath over the garage that could be the 4th bedroom, or a studio, office, den, lounge, or workout space, along with a 2-car garage & under-house storage. The living room was designed for cozy movie nights & entertaining, with built-ins flanking the never-used wood fireplace. Bull-nosed corners soften the space. Out back is private & protected, with lagoon & Forest Preserve views that mean your morning coffee comes with egrets, herons, and turtles. An easy bike or walk to the restaurants & shops outside the main gate, or ride through the Forest Preserve to the beach, garden, or Harbour Town. Enjoy all the amenities Sea Pines and Carolina Place have to offer. Carolina Place fees include pool, pickleball, tennis, steam room, sauna, lawn & landscape maintenance, pest control, and trash. The owner had this home built & has never rented it, which is easy to see once you walk through the front door. It is spotlessly clean & updated. New roof in 2018. Replaced subflooring in 2020 through much of the main level, topped with 5-inch ebonized oak plank hardwood & a UV sealer coat to protect it. KitchenAid appliances. The primary bath was redone with new flooring, a new shower, and Kohler fixtures & hardware throughout, and the other two baths have new toilets. Both front bedrooms have hurricane-resistant pop-out windows. Gutters & gutter guards in 2020, skylights re-tightened, the entire exterior painted, and about 70 percent of the interior. New garage door system & front door hardware in 2026, along with new upstairs shower fixtures & paint. The HVAC compressor & furnace fan motor were replaced in 2025 on one of the two maintained 2016 systems, and the kitchen faucet & disposal are new as well. Underneath, a vapor barrier & foam insulation were added in 2020, and the perimeter is fenced with secured access gates. Outside, six large trees were cleared to open up the lot, with new sod, fresh landscaping, and a 2021 Rainbird irrigation system. Termite bond has been in place since 2020 with annual inspections & no issues. If you're looking for a home that's ready to move into, this is it. Some photos are virtually staged to show what the space can do. This home would be excellent as a primary, secondary, or rental home. Homes like this do not come up often.

64 Shell Ring Road, Hilton Head Island

Listing courtesy of EXP Realty LLC. Selling Office: RE/MAX Island Realty.

$1,180,000

Offered for the first time by its original owners, 342 Long Cove Drive is a rare opportunity to own one of Long Cove Club's distinctive custom residences. Thoughtfully designed and impeccably maintained since its construction, including a new roof in 2025, this timeless brick home blends enduring craftsmanship with exceptional architectural character. Privately sited on a beautifully landscaped homesite, the residence enjoys sweeping golf-to-lagoon views while offering remarkable privacy. Soaring ceilings, expansive windows, and light-filled living spaces create an open, airy atmosphere throughout, while the home's unique design offers warmth, flexibility, and timeless appeal. Designed for comfortable everyday living and gracious entertaining, the floor plan features two spacious primary suites, one on each level, elevator access to all levels, a dedicated office, generous gathering spaces, and a detached two-car garage. The private front brick courtyard surrounds a sparkling swimming pool, creating a secluded outdoor retreat unlike any other. Lovingly cared for over the years, the home presents an outstanding opportunity for its next owner to personalize the interiors while preserving the quality and architectural integrity that make it so special. Combining classic design, exceptional maintenance, and one of Long Cove's most desirable settings, this is a truly rare offering in one of Hilton Head Island's premier private communities. 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.

CLOSED Status ⋅ 4 Beds ⋅ 5 Baths ⋅ 4,135 SqFt. ⋅ HILTONHEAD-511954 MLS

Offered for the first time by its original owners, 342 Long Cove Drive is a rare opportunity to own one of Long Cove Club's distinctive custom residences. Thoughtfully designed and impeccably maintained since its construction, including a new roof in 2025, this timeless brick home blends enduring craftsmanship with exceptional architectural character. Privately sited on a beautifully landscaped homesite, the residence enjoys sweeping golf-to-lagoon views while offering remarkable privacy. Soaring ceilings, expansive windows, and light-filled living spaces create an open, airy atmosphere throughout, while the home's unique design offers warmth, flexibility, and timeless appeal. Designed for comfortable everyday living and gracious entertaining, the floor plan features two spacious primary suites, one on each level, elevator access to all levels, a dedicated office, generous gathering spaces, and a detached two-car garage. The private front brick courtyard surrounds a sparkling swimming pool, creating a secluded outdoor retreat unlike any other. Lovingly cared for over the years, the home presents an outstanding opportunity for its next owner to personalize the interiors while preserving the quality and architectural integrity that make it so special. Combining classic design, exceptional maintenance, and one of Long Cove's most desirable settings, this is a truly rare offering in one of Hilton Head Island's premier private communities. 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.

342 Long Cove Drive, Hilton Head Island

Listing courtesy of Daniel Ravenel Sotheby's International Realty. Selling Office: The Hilton Head Agency.

$1,170,000

Beautіfully updatеd аnd lovіnglу mаintаіned, this Charleston‐stуle townhome offers timeless Lowcountry charm in Windmill Harbour, one of Hilton Head Island's most desirable gated waterfront communities. The property sits mere steps from the marina and South Carolina Yacht Club, providing a direct connection to the island's coastal lifestyle. Situated on one of the neighborhood's charming and peaceful streets, this corner townhome spans three stories with a private elevator, four ensuite bedrooms, and a layout designed to balance privacy with inviting spaces to gather and connect. Classic Charleston architecture is showcased through double balconies with traditional haint blue ceilings, while the interiors feature distinctive dentil crown molding and curated finishes throughout.Recent improvements include a renovated kitchen with quartz countertops, a custom Venetian plaster range hood, premium appliances, and a custom-built wine bar. The exterior has been repainted, and two new HVAC systems were installed in July 2026, offering modern efficiency and peace of mind. With its low-maintenance design and ideal setting, this townhome offers the ease of a true lock-and-leave lifestyle, perfectly suited for full-time living or coastal getaways.

ACTIVE Status ⋅ 4 Beds ⋅ 5 Baths ⋅ 2,914 SqFt. ⋅ HILTONHEAD-511946 MLS

Beautіfully updatеd аnd lovіnglу mаintаіned, this Charleston‐stуle townhome offers timeless Lowcountry charm in Windmill Harbour, one of Hilton Head Island's most desirable gated waterfront communities. The property sits mere steps from the marina and South Carolina Yacht Club, providing a direct connection to the island's coastal lifestyle. Situated on one of the neighborhood's charming and peaceful streets, this corner townhome spans three stories with a private elevator, four ensuite bedrooms, and a layout designed to balance privacy with inviting spaces to gather and connect. Classic Charleston architecture is showcased through double balconies with traditional haint blue ceilings, while the interiors feature distinctive dentil crown molding and curated finishes throughout.Recent improvements include a renovated kitchen with quartz countertops, a custom Venetian plaster range hood, premium appliances, and a custom-built wine bar. The exterior has been repainted, and two new HVAC systems were installed in July 2026, offering modern efficiency and peace of mind. With its low-maintenance design and ideal setting, this townhome offers the ease of a true lock-and-leave lifestyle, perfectly suited for full-time living or coastal getaways.

3 Leeward Passage, Hilton Head Island

Listing courtesy of I Save Realty.

41 Willow Oak W Road, Hilton Head Island

$1,985,000

An absolute standout in Sea Pines. This exceptional home was worth the wait... but is not expected to last long! Relaxed and comfortable meets modern and sophisticated. Prepare to be captivated by this exceptionally cool, single-level stunner! A private (gated) front courtyard enhances the arrival experience, while the private backyard setting is unmatched. Inside you will find an open-concept interior that is complimented by numerous design enhancements. The design-forward, chef-style kitchen will reignite your love of both cooking and entertaining, boasting quartz counters, impressive cabinetry, designer lighting, updated appliances, gas cooking, beverage refrigerator, pantry, and an expansive flat-top island. The home naturally flows out to an inviting screened porch, extending comfortable living space outdoors. The spacious owner's suite enjoys tranquil water views and a spa-like bath, while the two private guest rooms offer beautifully remodeled en-suite baths as well. Embrace a year-round outside lifestyle with a refreshing (heated) saltwater pool, firepit area, peaceful lagoon and private backyard lawn. The property features a durable TPO roofing system, valued for its energy efficiency, longevity, and low-maintenance performance. Set on nearly a half-acre with open space on two sides, this high-elevation property stands apart! Ideally positioned in Sea Pines on a quiet street almost directly between the Sea Pines Beach Club and the Harbourtown Yacht Basin! Tastefully furnished for immediate gratification!

CLOSED Status ⋅ 3 Beds ⋅ 4 Baths ⋅ 2,722 SqFt. ⋅ HILTONHEAD-511813 MLS

An absolute standout in Sea Pines. This exceptional home was worth the wait... but is not expected to last long! Relaxed and comfortable meets modern and sophisticated. Prepare to be captivated by this exceptionally cool, single-level stunner! A private (gated) front courtyard enhances the arrival experience, while the private backyard setting is unmatched. Inside you will find an open-concept interior that is complimented by numerous design enhancements. The design-forward, chef-style kitchen will reignite your love of both cooking and entertaining, boasting quartz counters, impressive cabinetry, designer lighting, updated appliances, gas cooking, beverage refrigerator, pantry, and an expansive flat-top island. The home naturally flows out to an inviting screened porch, extending comfortable living space outdoors. The spacious owner's suite enjoys tranquil water views and a spa-like bath, while the two private guest rooms offer beautifully remodeled en-suite baths as well. Embrace a year-round outside lifestyle with a refreshing (heated) saltwater pool, firepit area, peaceful lagoon and private backyard lawn. The property features a durable TPO roofing system, valued for its energy efficiency, longevity, and low-maintenance performance. Set on nearly a half-acre with open space on two sides, this high-elevation property stands apart! Ideally positioned in Sea Pines on a quiet street almost directly between the Sea Pines Beach Club and the Harbourtown Yacht Basin! Tastefully furnished for immediate gratification!

41 Willow Oak W Road, Hilton Head Island

Listing courtesy of Collins Group Realty. Selling Office: Keller Williams Realty.

$1,840,000

Rarely dοes a hοmе offеr οnе-lеvеl living on nearly threе-quаrters of an acre with exceptional privacy, a five-minute walk to the beach, and a location within Port Royal-one of Hilton Head Island's most exclusive private, oceanfront communities. Every day feels like a vacation in this beautifully updated coastal retreat. Impeccably maintained and truly turnkey, this exceptional home features a flowing floor plan with soaring vaulted ceilings, oversized bedrooms, a private executive office adjoining the primary suite, fireplace, custom built-ins, and a chef's kitchen complete with a Wolf induction cooktop and oversized center island. The spacious primary suite is a retreat of its own, offering a generous spa-inspired bath with abundant space between two separate walk-in closets. Situated on a rare point lot at the end of a quiet cul-de-sac, the nearly -acre homesite has been thoughtfully transformed into a spectacular backyard oasis. Mature live oaks, lush landscaping, premium paver walkways, and a beautifully sized pool create a secluded, resort-like setting. The current owners intentionally designed the landscape to maximize privacy while preserving the unique opportunity for a future owner to selectively open portions of the landscaping and capture multiple golf course views. A rare offering where thoughtful design, resort-inspired privacy, and timeless Lowcountry living come together in one of Hilton Head Island's most exclusive private, oceanfront communities.

CLOSED Status ⋅ 3 Beds ⋅ 4 Baths ⋅ 3,218 SqFt. ⋅ HILTONHEAD-511942 MLS

Rarely dοes a hοmе offеr οnе-lеvеl living on nearly threе-quаrters of an acre with exceptional privacy, a five-minute walk to the beach, and a location within Port Royal-one of Hilton Head Island's most exclusive private, oceanfront communities. Every day feels like a vacation in this beautifully updated coastal retreat. Impeccably maintained and truly turnkey, this exceptional home features a flowing floor plan with soaring vaulted ceilings, oversized bedrooms, a private executive office adjoining the primary suite, fireplace, custom built-ins, and a chef's kitchen complete with a Wolf induction cooktop and oversized center island. The spacious primary suite is a retreat of its own, offering a generous spa-inspired bath with abundant space between two separate walk-in closets. Situated on a rare point lot at the end of a quiet cul-de-sac, the nearly -acre homesite has been thoughtfully transformed into a spectacular backyard oasis. Mature live oaks, lush landscaping, premium paver walkways, and a beautifully sized pool create a secluded, resort-like setting. The current owners intentionally designed the landscape to maximize privacy while preserving the unique opportunity for a future owner to selectively open portions of the landscaping and capture multiple golf course views. A rare offering where thoughtful design, resort-inspired privacy, and timeless Lowcountry living come together in one of Hilton Head Island's most exclusive private, oceanfront communities.

32 Doubloon Drive, Hilton Head Island

Listing courtesy of Dunes Real Estate. Selling Office: Premier Properties of Hilton Head Island.

2 Wexford On The Green, Hilton Head Island

$2,750,000

WATERFRΟNT. DOUΒᏞE ᏞΟΤ. 65-FΟΟT BOAT SLΙP. ΕXCEPTIONAL GARAGE.This distinctive Wexford residence offers a rare combination of space, waterfront views, and effortless coastal living. Ideally positioned on an oversized corner double lot, the home captures picturesque Broad Creek and harbor views in both directions and includes a 65-foot boat slip.More than a traditional townhome, this exceptional residence lives like a private single-family home while offering the convenience of low-maintenance living within one of Hilton Head Island's premier gated communities. A private elevator provides easy access to every level, while the thoughtfully designed floor plan offers exceptional flexibility for both everyday living and entertaining.The main living level is centered around a beautifully appointed kitchen that opens seamlessly to the dining and living areas, creating an inviting setting for gatherings. The primary suite, library, laundry room, and outdoor kitchen are conveniently located on the same level for effortless one-level living. Additional spaces include a dedicated library, private office, wine room, and expansive third-floor living area-providing room for work, guests, hobbies, and relaxation.Expansive windows bring abundant natural light throughout the home while showcasing tranquil water views and the property's striking multi-level fountain. Multiple outdoor living areas provide the perfect setting for dining, entertaining, or simply enjoying the coastal breezes and ever-changing waterfront scenery.A truly exceptional 6-8-car garage provides rare flexibility for automobile enthusiasts, golf carts, recreational equipment, workshop space, and extensive storage. Recent improvements include a new roof, adding valuable peace of mind.Just moments from Wexford's newly completed Harbour Center, residents enjoy enhanced marina amenities, waterfront gathering spaces, and an inviting social atmosphere. Wexford's private amenities include a championship golf course, deep-water marina with lock system, tennis and pickleball courts, swimming pool, clubhouse, fine dining, and an active coastal lifestyle.For the buyer seeking something beyond an ordinary townhome, 2 Wexford on the Green offers an extraordinary combination of waterfront living, generous indoor and outdoor space, boating access, and an unparalleled location within Wexford. Seller is also willing to consider creative financing options, providing additional flexibility for a qualified buyer.

ACTIVE Status ⋅ 4 Beds ⋅ 6 Baths ⋅ 6,366 SqFt. ⋅ HILTONHEAD-511890 MLS

WATERFRΟNT. DOUΒᏞE ᏞΟΤ. 65-FΟΟT BOAT SLΙP. ΕXCEPTIONAL GARAGE.This distinctive Wexford residence offers a rare combination of space, waterfront views, and effortless coastal living. Ideally positioned on an oversized corner double lot, the home captures picturesque Broad Creek and harbor views in both directions and includes a 65-foot boat slip.More than a traditional townhome, this exceptional residence lives like a private single-family home while offering the convenience of low-maintenance living within one of Hilton Head Island's premier gated communities. A private elevator provides easy access to every level, while the thoughtfully designed floor plan offers exceptional flexibility for both everyday living and entertaining.The main living level is centered around a beautifully appointed kitchen that opens seamlessly to the dining and living areas, creating an inviting setting for gatherings. The primary suite, library, laundry room, and outdoor kitchen are conveniently located on the same level for effortless one-level living. Additional spaces include a dedicated library, private office, wine room, and expansive third-floor living area-providing room for work, guests, hobbies, and relaxation.Expansive windows bring abundant natural light throughout the home while showcasing tranquil water views and the property's striking multi-level fountain. Multiple outdoor living areas provide the perfect setting for dining, entertaining, or simply enjoying the coastal breezes and ever-changing waterfront scenery.A truly exceptional 6-8-car garage provides rare flexibility for automobile enthusiasts, golf carts, recreational equipment, workshop space, and extensive storage. Recent improvements include a new roof, adding valuable peace of mind.Just moments from Wexford's newly completed Harbour Center, residents enjoy enhanced marina amenities, waterfront gathering spaces, and an inviting social atmosphere. Wexford's private amenities include a championship golf course, deep-water marina with lock system, tennis and pickleball courts, swimming pool, clubhouse, fine dining, and an active coastal lifestyle.For the buyer seeking something beyond an ordinary townhome, 2 Wexford on the Green offers an extraordinary combination of waterfront living, generous indoor and outdoor space, boating access, and an unparalleled location within Wexford. Seller is also willing to consider creative financing options, providing additional flexibility for a qualified buyer.

2 Wexford On The Green, Hilton Head Island

Listing courtesy of BESTNEST By Beverly Serral.

$924,990

Nestlеd along the ріcturеѕquе Jаrvіs Creek, this stunning nеw homе boasts three levels of refined coastal living. The ground floor boasts a spacious two-car garage, a covered patio, and ample storage. The main level is perfect for entertaining, featuring an open-concept great room, dining area, and a large dream kitchen. There's also a study or an optional fourth bedroom with a powder room attached. The upper level is a private oasis, with a luxurious primary suite featuring a spa-like bath, walk-in closet, covered balcony, and two additional bedrooms and a shared bath. Welcome to Bailey's Cove where nature and low country living coexist in harmony

ACTIVE Status ⋅ 4 Beds ⋅ 3 Baths ⋅ 2,253 SqFt. ⋅ HILTONHEAD-511893 MLS

Nestlеd along the ріcturеѕquе Jаrvіs Creek, this stunning nеw homе boasts three levels of refined coastal living. The ground floor boasts a spacious two-car garage, a covered patio, and ample storage. The main level is perfect for entertaining, featuring an open-concept great room, dining area, and a large dream kitchen. There's also a study or an optional fourth bedroom with a powder room attached. The upper level is a private oasis, with a luxurious primary suite featuring a spa-like bath, walk-in closet, covered balcony, and two additional bedrooms and a shared bath. Welcome to Bailey's Cove where nature and low country living coexist in harmony

18 Burl Wood Court, Hilton Head Island

Listing courtesy of DFH Realty Georgia, LLC.

$970,000

Tastеfully apрοintеd аnd ѕituаtеd on just over half an аcrе, this Palmetto Hall home sits on one of the most desirable lots, showcasing a beautiful, secluded lagoon view framed by a wooded backdrop. The main level features 3 bedrooms, 2.5 baths, an office, and a screened in lanai with 8 person hot tub. Upstairs has 2 spacious rooms and a full bath, providing the ideal set-up as an in-law suite, teen retreat, or flexible living space. The 3 car garage features epoxy flooring and ample storage. Palmetto Hall is a golf cart friendly community - leave your car at home and take your cart to the pool, the pickleball courts, to the clubhouse for dinner, or through the back gate to Fish Haul beach, where you can be walking on the sand in less than 10 minutes. This home is attractively priced and ready for the next owners to make it their own. Owner is SC real estate agent.

CLOSED Status ⋅ 4 Beds ⋅ 4 Baths ⋅ 3,160 SqFt. ⋅ HILTONHEAD-511818 MLS

Tastеfully apрοintеd аnd ѕituаtеd on just over half an аcrе, this Palmetto Hall home sits on one of the most desirable lots, showcasing a beautiful, secluded lagoon view framed by a wooded backdrop. The main level features 3 bedrooms, 2.5 baths, an office, and a screened in lanai with 8 person hot tub. Upstairs has 2 spacious rooms and a full bath, providing the ideal set-up as an in-law suite, teen retreat, or flexible living space. The 3 car garage features epoxy flooring and ample storage. Palmetto Hall is a golf cart friendly community - leave your car at home and take your cart to the pool, the pickleball courts, to the clubhouse for dinner, or through the back gate to Fish Haul beach, where you can be walking on the sand in less than 10 minutes. This home is attractively priced and ready for the next owners to make it their own. Owner is SC real estate agent.

40 Sedge Fern Drive, Hilton Head Island

Listing courtesy of EXP Realty LLC. Selling Office: COAST PROFESSIONALS Brokered by EXP Realty.

54 Lone Cypress Trail, Hilton Head Island

$949,990

Gracefullу backing uр tο the mаrѕhеs οf Јarvis Creek. Baіleу's Cove offers this exquisitely crafted three-story home which combines refined coastal style with modern comfort. The ground level offers a spacious two-car garage and covered patio. The main floor features a light-filled great room, open dining area, gourmet kitchen, guest quarters, full bath, laundry, and a covered balcony for effortless indoor-outdoor living. Upstairs, a serene primary suite boasts a spa-inspired bath, and walk-in closet. 2 additional bedrooms and loft sharing a full bath, completing this elegant lowcountry retreat.

ACTIVE Status ⋅ 4 Beds ⋅ 3 Baths ⋅ 2,439 SqFt. ⋅ HILTONHEAD-511861 MLS

Gracefullу backing uр tο the mаrѕhеs οf Јarvis Creek. Baіleу's Cove offers this exquisitely crafted three-story home which combines refined coastal style with modern comfort. The ground level offers a spacious two-car garage and covered patio. The main floor features a light-filled great room, open dining area, gourmet kitchen, guest quarters, full bath, laundry, and a covered balcony for effortless indoor-outdoor living. Upstairs, a serene primary suite boasts a spa-inspired bath, and walk-in closet. 2 additional bedrooms and loft sharing a full bath, completing this elegant lowcountry retreat.

54 Lone Cypress Trail, Hilton Head Island

Listing courtesy of DFH Realty Georgia, LLC.

$995,000

Wonderfully set along a quiet, residential cul-de-sac, nicely buffered for privacy, and featuring distant golf views. Palmetto Hall is one of Hilton Head Island's most established and inviting residential communities, and this is the first time this beautiful (3,095sqft) home has ever been made available for sale. It is perfectly situated on a full-size homesite with additional outdoor living areas and open space to the South and West. And while this is a predominantly single-story home, a versatile upstairs bonus suite offers added flexibility, as a home office or a 4th bedroom suite. The spacious kitchen includes stainless steel appliances, a pantry, and an open connection to the family room! Plus, tall (smooth-finished) ceilings and a fireplace help create a comfortable and relaxing feel. Additional highlights include plantation shutters and an elegant living room with a double-tray ceiling. The screened porch, constructed in 2011, has been a well-enjoyed feature of this home for years, and truly extends the living space outdoors (and we all know the weather here is awesome nearly year-round!) Additionally, the backyard patio creates an ideal place outside to embrace the quiet backyard setting and/or entertain friends and neighbors! All this plus a multi-zone HVAC, a new roof in 2023, and a new water heater (2026) come together nicely to add valuable peace of mind.

PENDING Status ⋅ 4 Beds ⋅ 4 Baths ⋅ 3,095 SqFt. ⋅ HILTONHEAD-511560 MLS

Wonderfully set along a quiet, residential cul-de-sac, nicely buffered for privacy, and featuring distant golf views. Palmetto Hall is one of Hilton Head Island's most established and inviting residential communities, and this is the first time this beautiful (3,095sqft) home has ever been made available for sale. It is perfectly situated on a full-size homesite with additional outdoor living areas and open space to the South and West. And while this is a predominantly single-story home, a versatile upstairs bonus suite offers added flexibility, as a home office or a 4th bedroom suite. The spacious kitchen includes stainless steel appliances, a pantry, and an open connection to the family room! Plus, tall (smooth-finished) ceilings and a fireplace help create a comfortable and relaxing feel. Additional highlights include plantation shutters and an elegant living room with a double-tray ceiling. The screened porch, constructed in 2011, has been a well-enjoyed feature of this home for years, and truly extends the living space outdoors (and we all know the weather here is awesome nearly year-round!) Additionally, the backyard patio creates an ideal place outside to embrace the quiet backyard setting and/or entertain friends and neighbors! All this plus a multi-zone HVAC, a new roof in 2023, and a new water heater (2026) come together nicely to add valuable peace of mind.

7 Lenox Lane, Hilton Head Island

Listing courtesy of Collins Group Realty.

$940,000

Tucked аway on а quіet сul‐dе-ѕаc in the desirablе Bіg Woods neighborhood of Hilton Head Plantation, this beautifully renovated 3 BR, 2 BA home offers spacious, single-level living with a flexible floor plan designed for everyday comfort and entertaining.The home underwent a comprehensive, top-to-bottom renovation in 2016, with finishes, fixtures, & major components replaced or updated throughout. The formal living room features a striking brick fireplace, impressive tall ceilings & a beautiful wood beam that adds warmth & architectural character. The open kitchen includes an eat-in area with a bay window and opens to a spacious family room featuring a second fireplace & elegant tray ceilings. Smooth ceilings throughout contribute to the home's clean, updated appearance.A large formal dining room with a bay window & a bright Carolina room provide additional spaces for entertaining, relaxing, working from home, or enjoying a quiet morning with a cup of coffee. The generously sized primary suite features its own bay window, a spacious walk-in closet, and master bath with a soaking tub plus large separate shower.Additional highlights include impact windows throughout, a 2-car garage, abundant living space & a large, private backyard with plenty of room to create an outdoor entertaining area or add a swimming pool.Hilton Head Plantation offers an exceptional Lowcountry lifestyle and an impressive collection of recreational amenities. At Spring Lake, residents enjoy a resort-style pool with zero-entry access, a lazy river, splash areas, and lap lanes, along with nearby tennis & pickleball facilities. Dolphin Head Recreation Park provides a beautiful waterfront setting along Port Royal Sound, while the restored Pine Island shoreline offers an expansive beach area that is perfect for walking the dog, watching the sunset, or settling in with a good book.Hilton Head Plantation can enjoy access to Sea Pines Resort with their property owner decal making it easy to visit Harbour Town and its popular shops, restaurants, & public attractions.The home is conveniently located near Hilton Head Plantation's front gate, providing easy access to grocery stores, shopping, dining, & everyday conveniences.This special home combines a peaceful cul-de-sac setting, extensive renovations, distinctive architectural details, flexible living spaces, outstanding community amenities, & a convenient north end location with easy beach access to the Islander or Coligny Beaches.

CLOSED Status ⋅ 3 Beds ⋅ 2 Baths ⋅ 2,629 SqFt. ⋅ HILTONHEAD-511543 MLS

Tucked аway on а quіet сul‐dе-ѕаc in the desirablе Bіg Woods neighborhood of Hilton Head Plantation, this beautifully renovated 3 BR, 2 BA home offers spacious, single-level living with a flexible floor plan designed for everyday comfort and entertaining.The home underwent a comprehensive, top-to-bottom renovation in 2016, with finishes, fixtures, & major components replaced or updated throughout. The formal living room features a striking brick fireplace, impressive tall ceilings & a beautiful wood beam that adds warmth & architectural character. The open kitchen includes an eat-in area with a bay window and opens to a spacious family room featuring a second fireplace & elegant tray ceilings. Smooth ceilings throughout contribute to the home's clean, updated appearance.A large formal dining room with a bay window & a bright Carolina room provide additional spaces for entertaining, relaxing, working from home, or enjoying a quiet morning with a cup of coffee. The generously sized primary suite features its own bay window, a spacious walk-in closet, and master bath with a soaking tub plus large separate shower.Additional highlights include impact windows throughout, a 2-car garage, abundant living space & a large, private backyard with plenty of room to create an outdoor entertaining area or add a swimming pool.Hilton Head Plantation offers an exceptional Lowcountry lifestyle and an impressive collection of recreational amenities. At Spring Lake, residents enjoy a resort-style pool with zero-entry access, a lazy river, splash areas, and lap lanes, along with nearby tennis & pickleball facilities. Dolphin Head Recreation Park provides a beautiful waterfront setting along Port Royal Sound, while the restored Pine Island shoreline offers an expansive beach area that is perfect for walking the dog, watching the sunset, or settling in with a good book.Hilton Head Plantation can enjoy access to Sea Pines Resort with their property owner decal making it easy to visit Harbour Town and its popular shops, restaurants, & public attractions.The home is conveniently located near Hilton Head Plantation's front gate, providing easy access to grocery stores, shopping, dining, & everyday conveniences.This special home combines a peaceful cul-de-sac setting, extensive renovations, distinctive architectural details, flexible living spaces, outstanding community amenities, & a convenient north end location with easy beach access to the Islander or Coligny Beaches.

6 Horseman Lane, Hilton Head Island

Listing courtesy of Berkshire Hathaway HomeServices Hilton Head Bluffton Realty. Selling Office: BESTNEST By Beverly Serral.

6 Tucker Ridge Court, Hilton Head Island

$994,000

This wonderful family home offers an abundance of space tailored to meet every modern need. Featuring 4 bedrooms, 3.5 baths, a private office, a sun-drenched Carolina room, and a versatile loft, this property is designed for both comfort and functionality. As you enter, you are greeted by a beautiful grand staircase and an open concept with vaulted and tray ceilings throughout the main living areas. Other features include a large eat-in kitchen with stainless appliances, solid surface flooring, wainscoting panels, gas fireplace, 2-car garage and golf-cart bay, covered front porch, back deck, firepit, and views of the 11th hole of the Hills course. This property provides the perfect framework for a vibrant family lifestyle, combining an exceptional design with highly functional living spaces. Residents of Palmetto Hall enjoy 2 championship golf courses, tennis/pickleball courts, a swimming pool, and a beautiful southern styled clubhouse offering dining and social events. Seller is offering a $15,000 painting credit at closing. Seller is a SC licensed Real Estate Agent.

CLOSED Status ⋅ 4 Beds ⋅ 4 Baths ⋅ 3,567 SqFt. ⋅ HILTONHEAD-511502 MLS

This wonderful family home offers an abundance of space tailored to meet every modern need. Featuring 4 bedrooms, 3.5 baths, a private office, a sun-drenched Carolina room, and a versatile loft, this property is designed for both comfort and functionality. As you enter, you are greeted by a beautiful grand staircase and an open concept with vaulted and tray ceilings throughout the main living areas. Other features include a large eat-in kitchen with stainless appliances, solid surface flooring, wainscoting panels, gas fireplace, 2-car garage and golf-cart bay, covered front porch, back deck, firepit, and views of the 11th hole of the Hills course. This property provides the perfect framework for a vibrant family lifestyle, combining an exceptional design with highly functional living spaces. Residents of Palmetto Hall enjoy 2 championship golf courses, tennis/pickleball courts, a swimming pool, and a beautiful southern styled clubhouse offering dining and social events. Seller is offering a $15,000 painting credit at closing. Seller is a SC licensed Real Estate Agent.

6 Tucker Ridge Court, Hilton Head Island

Listing courtesy of Dunes Real Estate. Selling Office: Peirce Group Brokered by EXP Realty LLC.

$1,500,000

Welcomе to 64 Sandсаstlе Cοurt. Βuilt іn 2017, thіs is the newest hοme οn Hilton Head Island within a short walk or bike ride to the beach currently priced below $1,600,000. In a market as competitive as this one, that distinction matters. Five bedrooms, four and a half baths, and four levels of living space comfortably accommodate 10 to 12 guests. There are two king primary suites, an open-concept main level with covered deck access and lagoon views, a middle level with its own covered deck and loft lounge, and a top-floor bunk room. Both rear decks can be screened, a meaningful upgrade for year-round enjoyment. The ground level is an experience unto itself: a large two-car garage, a covered outdoor living area beneath a beautiful wood-planked ceiling, a private heated pool, and a gas fire table with lava rock, its flames burning poolside. The rear and side yard can be fully fenced, providing additional flexibility for outdoor use. Folly Field Beach, one of Hilton Head Island's most beautiful beaches, is five minutes by bike and three minutes by golf cart. Shelter Cove is equally accessible by bike, with exceptional dining, shopping, and fireworks every Tuesday evening all summer long. Hilton Head Island has been named the Top Island in the United States by Condé Nast Traveler for nine consecutive years, most recently in 2025. Southern Living named it the South's Best Beach Town. Travel + Leisure included it in its World's Best Awards. With the Island's generational track record, guest demand is certainly not a trend. Even with professional management in place, the owners live nearby and keep a close and consistent watch on the property and everything in it. There are no surprises here for the new owner, and all existing guest reservations convey with the purchase. This home is offered fully furnished and turnkey, with rental projections of up to $129,000 annually. 64 Sandcastle Court may be the Investment with Benefits you've been searching for.

ACTIVE Status ⋅ 5 Beds ⋅ 5 Baths ⋅ 3,032 SqFt. ⋅ HILTONHEAD-510354 MLS

Welcomе to 64 Sandсаstlе Cοurt. Βuilt іn 2017, thіs is the newest hοme οn Hilton Head Island within a short walk or bike ride to the beach currently priced below $1,600,000. In a market as competitive as this one, that distinction matters. Five bedrooms, four and a half baths, and four levels of living space comfortably accommodate 10 to 12 guests. There are two king primary suites, an open-concept main level with covered deck access and lagoon views, a middle level with its own covered deck and loft lounge, and a top-floor bunk room. Both rear decks can be screened, a meaningful upgrade for year-round enjoyment. The ground level is an experience unto itself: a large two-car garage, a covered outdoor living area beneath a beautiful wood-planked ceiling, a private heated pool, and a gas fire table with lava rock, its flames burning poolside. The rear and side yard can be fully fenced, providing additional flexibility for outdoor use. Folly Field Beach, one of Hilton Head Island's most beautiful beaches, is five minutes by bike and three minutes by golf cart. Shelter Cove is equally accessible by bike, with exceptional dining, shopping, and fireworks every Tuesday evening all summer long. Hilton Head Island has been named the Top Island in the United States by Condé Nast Traveler for nine consecutive years, most recently in 2025. Southern Living named it the South's Best Beach Town. Travel + Leisure included it in its World's Best Awards. With the Island's generational track record, guest demand is certainly not a trend. Even with professional management in place, the owners live nearby and keep a close and consistent watch on the property and everything in it. There are no surprises here for the new owner, and all existing guest reservations convey with the purchase. This home is offered fully furnished and turnkey, with rental projections of up to $129,000 annually. 64 Sandcastle Court may be the Investment with Benefits you've been searching for.

64 Sandcastle Court, Hilton Head Island

Listing courtesy of ELEVE PROPERTIES Brokered by EXP Realty.

$1,699,500

Some thіngs on Hіltοn Hеаd Ιslаnd аre simply finitе. A nеarly .8-acre corner estate parcel in a gated oceanfront community is one of them. At 37 Kingston Road in Shipyard Plantation, that parcel is the foundation of something genuinely rare, and what sits on it makes the opportunity even more compelling. Those who know Hilton Head Island well know Shipyard. Tucked between Sea Pines and Palmetto Dunes, it is one of those communities that rewards the buyer who takes the time to know it. Direct beach access, Van Der Meer Tennis, three 9-hole golf courses, and the Sonesta Resort are all resident amenities within 800 acres of gated, security-patrolled Island living. And the location is exceptional: The Village at Wexford, Coligny Plaza, Coligny Beach, and some of the Island's most highly regarded restaurants, parks, and recreational offerings are all within minutes, by car or by bike. Among 1,655 total dwellings, only 255 are stand-alone homes. This is one of those homes, set on one of the largest private residential lots in any oceanfront gated community on the Island. This 3-bedroom, 2.5-bath home has been completely and beautifully reimagined. A top-to-bottom renovation includes all-new HVAC systems with new ductwork, a stunning new pool with a Pennsylvania flagstone deck that creates a private outdoor retreat worthy of the parcel it sits on, vaulted ceilings, skylights, thoughtful millwork, and designer finishes throughout. The kitchen features white shaker cabinetry, stone countertops, stainless-steel appliances, and a center island. The split floor plan provides ideal separation between the primary suite and guest rooms. The primary suite opens directly to the pool and features a marble walk-in shower and double vanity. A flexible bonus room serves equally well as a formal dining room, media room, study, sunroom, or hobby space. THE PARCEL ACCOMMODATES A FUTURE GUEST COTTAGE OR CASITA, A HOME EXPANSION, OR TWO ADDITIONAL GARAGE BAYS TO CREATE A FOUR-CAR GARAGE. For buyers thinking generationally, this is a rare canvas. 5 MINUTES BY BIKE TO THE SHIPYARD BEACH CLUB and one of the most beautiful beaches on the Island, where owners enjoy access to 420 private beach lockers, making every trip to the beach completely hassle-free. Offered furnished and available for immediate enjoyment. STR projections available upon request. *Owner is SCREA.

ACTIVE Status ⋅ 3 Beds ⋅ 3 Baths ⋅ 2,440 SqFt. ⋅ HILTONHEAD-511596 MLS

Some thіngs on Hіltοn Hеаd Ιslаnd аre simply finitе. A nеarly .8-acre corner estate parcel in a gated oceanfront community is one of them. At 37 Kingston Road in Shipyard Plantation, that parcel is the foundation of something genuinely rare, and what sits on it makes the opportunity even more compelling. Those who know Hilton Head Island well know Shipyard. Tucked between Sea Pines and Palmetto Dunes, it is one of those communities that rewards the buyer who takes the time to know it. Direct beach access, Van Der Meer Tennis, three 9-hole golf courses, and the Sonesta Resort are all resident amenities within 800 acres of gated, security-patrolled Island living. And the location is exceptional: The Village at Wexford, Coligny Plaza, Coligny Beach, and some of the Island's most highly regarded restaurants, parks, and recreational offerings are all within minutes, by car or by bike. Among 1,655 total dwellings, only 255 are stand-alone homes. This is one of those homes, set on one of the largest private residential lots in any oceanfront gated community on the Island. This 3-bedroom, 2.5-bath home has been completely and beautifully reimagined. A top-to-bottom renovation includes all-new HVAC systems with new ductwork, a stunning new pool with a Pennsylvania flagstone deck that creates a private outdoor retreat worthy of the parcel it sits on, vaulted ceilings, skylights, thoughtful millwork, and designer finishes throughout. The kitchen features white shaker cabinetry, stone countertops, stainless-steel appliances, and a center island. The split floor plan provides ideal separation between the primary suite and guest rooms. The primary suite opens directly to the pool and features a marble walk-in shower and double vanity. A flexible bonus room serves equally well as a formal dining room, media room, study, sunroom, or hobby space. THE PARCEL ACCOMMODATES A FUTURE GUEST COTTAGE OR CASITA, A HOME EXPANSION, OR TWO ADDITIONAL GARAGE BAYS TO CREATE A FOUR-CAR GARAGE. For buyers thinking generationally, this is a rare canvas. 5 MINUTES BY BIKE TO THE SHIPYARD BEACH CLUB and one of the most beautiful beaches on the Island, where owners enjoy access to 420 private beach lockers, making every trip to the beach completely hassle-free. Offered furnished and available for immediate enjoyment. STR projections available upon request. *Owner is SCREA.

37 Kingston Road, Hilton Head Island

Listing courtesy of ELEVE PROPERTIES Brokered by EXP Realty.

42 Bermuda Pointe Circle, Hilton Head Island

$1,175,000

Expеriencе Ꮮowсοuntrу livіng аt its finest in thiѕ beаutifully updated home within one of Hilton Head Island's most private gated waterfront communities. Perfectly positioned to capture peaceful Intracoastal Waterway and pond views, this home offers exceptional privacy with no homes behind and only one neighboring home visible from the expansive porches and rooftop deck. Designed for both everyday living and entertaining, recent improvements include new pine flooring in the kitchen and living rooms, refinished hardwood floors, luxury carpet, fresh interior paint, HVAC, water heater, resurfaced rooftop deck, updated landscaping, French drains, and an oversized two-car garage with workshop space, plus two large storage rooms. A three-stop elevator provides effortless access to every level, while the upstairs bonus room offers flexibility as a fifth bedroom, office, or media room. Enjoy coffee overlooking the water as coastal breezes, abundant wildlife, wading birds, and even the occasional bald eagle create an unforgettable setting. Spend evenings watching boats cruise the Intracoastal or take the short stroll down tropical walking trail to the community's newly renovated private dock, where dolphins are frequent visitors, fishing is just steps away, and spectacular sunsets never disappoint. Marina slips are available for only $125 per month, along with a convenient day dock. Residents enjoy low HOA fees of just $1,800 annually, a community pool within near distance, scenic waterfront trails, and quick access to some of Hilton Head's favorite waterfront restaurants including Benny's Coastal Kitchen, Hudson's Seafood House on the Docks, Dockside, and Skull Creek Boathouse. With multiple routes to Beach, the bridge, and Bluffton, this home offers the perfect blend of luxury waterfront tranquility, convenience, and island living.

ACTIVE Status ⋅ 5 Beds ⋅ 3 Baths ⋅ 3,420 SqFt. ⋅ HILTONHEAD-511733 MLS

Expеriencе Ꮮowсοuntrу livіng аt its finest in thiѕ beаutifully updated home within one of Hilton Head Island's most private gated waterfront communities. Perfectly positioned to capture peaceful Intracoastal Waterway and pond views, this home offers exceptional privacy with no homes behind and only one neighboring home visible from the expansive porches and rooftop deck. Designed for both everyday living and entertaining, recent improvements include new pine flooring in the kitchen and living rooms, refinished hardwood floors, luxury carpet, fresh interior paint, HVAC, water heater, resurfaced rooftop deck, updated landscaping, French drains, and an oversized two-car garage with workshop space, plus two large storage rooms. A three-stop elevator provides effortless access to every level, while the upstairs bonus room offers flexibility as a fifth bedroom, office, or media room. Enjoy coffee overlooking the water as coastal breezes, abundant wildlife, wading birds, and even the occasional bald eagle create an unforgettable setting. Spend evenings watching boats cruise the Intracoastal or take the short stroll down tropical walking trail to the community's newly renovated private dock, where dolphins are frequent visitors, fishing is just steps away, and spectacular sunsets never disappoint. Marina slips are available for only $125 per month, along with a convenient day dock. Residents enjoy low HOA fees of just $1,800 annually, a community pool within near distance, scenic waterfront trails, and quick access to some of Hilton Head's favorite waterfront restaurants including Benny's Coastal Kitchen, Hudson's Seafood House on the Docks, Dockside, and Skull Creek Boathouse. With multiple routes to Beach, the bridge, and Bluffton, this home offers the perfect blend of luxury waterfront tranquility, convenience, and island living.

42 Bermuda Pointe Circle, Hilton Head Island

Listing courtesy of Realty One Group - Lowcountry.

$1,025,000

Excеllent value οn uрdatеd, ѕuрerblу mаintained lifestуle hοme with private pool/spa and panoramic lagoon views on quiet cul de sac street in popular Hilton Head Plantation. Features include soaring, smooth vaulted & tray ceilings, wood & tile flooring, granite & composite counters, high end appliances (Forno 8 burner gas range & double Ovens, etc.), custom cabinetry/vanities/built-ins, plantation shutters, skylights, recessed lighting, ceiling fans, walls of windows to pool & lagoon views, 17 SEER high efficiency HVAC system, newer roof (2022) & mechanicals, etc. Very livable floor plan offers Chef's dream kitchen (large island, coffee/wet bar, butlers pantry, max cabinet & counter space), open to casual and formal dining, expansive great room, bonus/media room, much desired screened porch, 3 BR suites including well-appointed primary suite w/private courtyard, 2 ample guest BR's with updated baths (glass & tile surround showers, new vanities, counters, lighting), secluded den/study, 2 powder rooms, 2nd floor loft, walk-in attic space, 2 car garage and ample closet/storage space. All with charming curb appeal, circular drive, specimen live oaks, palms, azaleas, etc. and proximity to Crooked Pond Pool/Tennis, front gate & shopping/dining/entertainment + HHP's Spring Lake Pool Complex, Dolphin Head Recreational Area and newly refurbished Pine Island Beach Park!

ACTIVE Status ⋅ 3 Beds ⋅ 5 Baths ⋅ 3,250 SqFt. ⋅ HILTONHEAD-511807 MLS

Excеllent value οn uрdatеd, ѕuрerblу mаintained lifestуle hοme with private pool/spa and panoramic lagoon views on quiet cul de sac street in popular Hilton Head Plantation. Features include soaring, smooth vaulted & tray ceilings, wood & tile flooring, granite & composite counters, high end appliances (Forno 8 burner gas range & double Ovens, etc.), custom cabinetry/vanities/built-ins, plantation shutters, skylights, recessed lighting, ceiling fans, walls of windows to pool & lagoon views, 17 SEER high efficiency HVAC system, newer roof (2022) & mechanicals, etc. Very livable floor plan offers Chef's dream kitchen (large island, coffee/wet bar, butlers pantry, max cabinet & counter space), open to casual and formal dining, expansive great room, bonus/media room, much desired screened porch, 3 BR suites including well-appointed primary suite w/private courtyard, 2 ample guest BR's with updated baths (glass & tile surround showers, new vanities, counters, lighting), secluded den/study, 2 powder rooms, 2nd floor loft, walk-in attic space, 2 car garage and ample closet/storage space. All with charming curb appeal, circular drive, specimen live oaks, palms, azaleas, etc. and proximity to Crooked Pond Pool/Tennis, front gate & shopping/dining/entertainment + HHP's Spring Lake Pool Complex, Dolphin Head Recreational Area and newly refurbished Pine Island Beach Park!

3 Twisted Cay Lane, Hilton Head Island

Listing courtesy of Charter One Realty.

$599,000

Welcomе to Perеgrіne Ροіnte, а quіet enclave on Hіlton Ηead Island's convenient north end. Offering 2,625 square feet of living space, this well-designed home presents an exceptional opportunity for buyers seeking the space and privacy of a single-family home at an attainable price point.The ground level features a private-entry guest suite with its own living area and full bath, providing flexible space for extended family, guests, a home office, or multi-generational living.The elevated main living level is bright and inviting, offering an eat-in kitchen, spacious living room with fireplace, powder room, laundry closet, and a versatile den or flex room. A large covered screened porch extends the living space outdoors, creating the perfect spot to relax, entertain, or enjoy the coastal breeze year-round.Upstairs, the generous primary suite includes a walk-in shower, soaking tub, double vanity, and ample closet space. Two additional guest bedrooms share a Jack-and-Jill bath, creating a functional layout for family or visitors.Tucked away in a peaceful neighborhood just off Marshland Road, you'll enjoy convenient access to beaches, shopping, dining, schools, and everything Hilton Head Island has to offer. Whether you're searching for a primary residence, second home, or investment opportunity, this home delivers exceptional space, flexibility, and value in today's market. New roof 2026!

ACTIVE Status ⋅ 4 Beds ⋅ 4 Baths ⋅ 2,625 SqFt. ⋅ HILTONHEAD-511634 MLS

Welcomе to Perеgrіne Ροіnte, а quіet enclave on Hіlton Ηead Island's convenient north end. Offering 2,625 square feet of living space, this well-designed home presents an exceptional opportunity for buyers seeking the space and privacy of a single-family home at an attainable price point.The ground level features a private-entry guest suite with its own living area and full bath, providing flexible space for extended family, guests, a home office, or multi-generational living.The elevated main living level is bright and inviting, offering an eat-in kitchen, spacious living room with fireplace, powder room, laundry closet, and a versatile den or flex room. A large covered screened porch extends the living space outdoors, creating the perfect spot to relax, entertain, or enjoy the coastal breeze year-round.Upstairs, the generous primary suite includes a walk-in shower, soaking tub, double vanity, and ample closet space. Two additional guest bedrooms share a Jack-and-Jill bath, creating a functional layout for family or visitors.Tucked away in a peaceful neighborhood just off Marshland Road, you'll enjoy convenient access to beaches, shopping, dining, schools, and everything Hilton Head Island has to offer. Whether you're searching for a primary residence, second home, or investment opportunity, this home delivers exceptional space, flexibility, and value in today's market. New roof 2026!

26 Peregrine Drive, Hilton Head Island

Listing courtesy of Charter One Realty.

$1,580,000

Perfectly positioned on a spacious corner lot overlooking a tranquil lagoon in Hilton Head Island's prestigious Windmill Harbour, this exceptional Lowcountry home has been completely reimagined into a turnkey coastal retreat where timeless design meets effortless luxury. A welcoming front porch and classic French doors open to beautifully curated interiors where white oak hardwood flooring flows throughout the home. Just off the foyer, the first-floor guest suite, currently used as an office, is complemented by a stunning marble bath with a custom vanity and convenient access from both the bedroom and main living space. Designed to impress, the chef's kitchen features custom cabinetry, GE Café appliances, an oversized porcelain farmhouse sink, illuminated cabinetry, a large island, and custom brass-accented shelving. Across the hall, the dining room is anchored by a striking oyster shell chandelier and designer grasscloth wallpaper, while the spacious living room showcases custom built-ins, detailed millwork, a gas fireplace with quartz surround, and walls of windows that flood the home with natural light. A custom back pantry with additional cabinetry, glass shelving, and a beverage refrigerator provides exceptional storage and entertaining space.Upstairs, the thoughtfully designed split floor plan offers privacy for family and guests. The oversized guest suite features custom closets, a beautifully updated bath, and a separate flex room ideal as a home office, fitness room, or private retreat. The primary suite overlooks the lagoon and features exposed wood beam ceilings, dual custom walk-in closets, and a spa-inspired bath complete with a freestanding soaking tub, oversized shower, and expansive dual vanity. An upstairs laundry room and additional built-in storage add everyday convenience. Designer lighting, custom window treatments, automatic blinds, and bespoke built-ins elevate every space, while the outdoor living areas are equally impressive. A tabby shell paver patio overlooks the lagoon, and a charming brick courtyard illuminated by café lights creates the perfect setting for outdoor entertaining. A covered breezeway seamlessly connects the home to the detached two-car garage, completing its classic Lowcountry charm. Located within Windmill Harbour, home to the South Carolina Yacht Club and one of the East Coast's premier private marinas, this golf-cart-friendly community offers one of Hilton Head Island's most desirable coastal lifestyles.

CLOSED Status ⋅ 3 Beds ⋅ 3 Baths ⋅ 3,442 SqFt. ⋅ HILTONHEAD-511482 MLS

Perfectly positioned on a spacious corner lot overlooking a tranquil lagoon in Hilton Head Island's prestigious Windmill Harbour, this exceptional Lowcountry home has been completely reimagined into a turnkey coastal retreat where timeless design meets effortless luxury. A welcoming front porch and classic French doors open to beautifully curated interiors where white oak hardwood flooring flows throughout the home. Just off the foyer, the first-floor guest suite, currently used as an office, is complemented by a stunning marble bath with a custom vanity and convenient access from both the bedroom and main living space. Designed to impress, the chef's kitchen features custom cabinetry, GE Café appliances, an oversized porcelain farmhouse sink, illuminated cabinetry, a large island, and custom brass-accented shelving. Across the hall, the dining room is anchored by a striking oyster shell chandelier and designer grasscloth wallpaper, while the spacious living room showcases custom built-ins, detailed millwork, a gas fireplace with quartz surround, and walls of windows that flood the home with natural light. A custom back pantry with additional cabinetry, glass shelving, and a beverage refrigerator provides exceptional storage and entertaining space.Upstairs, the thoughtfully designed split floor plan offers privacy for family and guests. The oversized guest suite features custom closets, a beautifully updated bath, and a separate flex room ideal as a home office, fitness room, or private retreat. The primary suite overlooks the lagoon and features exposed wood beam ceilings, dual custom walk-in closets, and a spa-inspired bath complete with a freestanding soaking tub, oversized shower, and expansive dual vanity. An upstairs laundry room and additional built-in storage add everyday convenience. Designer lighting, custom window treatments, automatic blinds, and bespoke built-ins elevate every space, while the outdoor living areas are equally impressive. A tabby shell paver patio overlooks the lagoon, and a charming brick courtyard illuminated by café lights creates the perfect setting for outdoor entertaining. A covered breezeway seamlessly connects the home to the detached two-car garage, completing its classic Lowcountry charm. Located within Windmill Harbour, home to the South Carolina Yacht Club and one of the East Coast's premier private marinas, this golf-cart-friendly community offers one of Hilton Head Island's most desirable coastal lifestyles.

55 Crosstree Drive, Hilton Head Island

Listing courtesy of Maxey Blackstream Christie's International Real Estate. Selling Office: Windmill Harbour Real Estate.

$1,262,500

This beautiful 4 bedroom, 3.5 bath home offers the perfect blend of comfort, style, and convenience. Located on one of the most desirable streets in HHP with golf and lagoon views within easy walking distance to the Country Club of Hilton Head. Impressive 12ft ceilings, 8ft doors, arched hallway passages, crown molding, travertine stone and hardwood floors create an ideal balance of modern living and timeless appeal. The home has been extensively updated, featuring a recently remodeled kitchen and renovated bathrooms, along with fresh paint throughout. Two new heat pumps including air ducts provide added comfort and efficiency. The versatile bonus room can be used as a home office, media room, exercise area, guest space, or whatever best suits your lifestyle. The impressive three-car garage adds exceptional convenience and storage, complete with new garage doors and durable urethane floor.

CLOSED Status ⋅ 4 Beds ⋅ 4 Baths ⋅ 3,132 SqFt. ⋅ HILTONHEAD-511593 MLS

This beautiful 4 bedroom, 3.5 bath home offers the perfect blend of comfort, style, and convenience. Located on one of the most desirable streets in HHP with golf and lagoon views within easy walking distance to the Country Club of Hilton Head. Impressive 12ft ceilings, 8ft doors, arched hallway passages, crown molding, travertine stone and hardwood floors create an ideal balance of modern living and timeless appeal. The home has been extensively updated, featuring a recently remodeled kitchen and renovated bathrooms, along with fresh paint throughout. Two new heat pumps including air ducts provide added comfort and efficiency. The versatile bonus room can be used as a home office, media room, exercise area, guest space, or whatever best suits your lifestyle. The impressive three-car garage adds exceptional convenience and storage, complete with new garage doors and durable urethane floor.

52 Old Fort Drive, Hilton Head Island

Listing courtesy of Howard Hanna Allen Tate Lowcountry. Selling Office: Howard Hanna Allen Tate Lowcountry.

$609,000

More hοuse. Mοrе oрtіοns. Αnd nοw, a price desіgned tο get your attention. This light and bright north-end Hilton Head Island home offers 4 bedrooms plus flexible space for an optional 5th bedroom, home office, TV den, or two work-from-home spaces. There's even room to add a shower to the downstairs bath for more possibilities. With NO HOA fees, the flexibility continues-make it your primary home, island getaway, or explore long-term or short-term rental potential. Inside, you'll find an easy-flowing layout with a spacious great room, eat-in kitchen, LVP flooring, great storage, and attached 2-car garage. Out back may be the best surprise: a large deck, Tiki hut, fire pit, and private wooded setting with serious vacation vibes. Close to schools, HHI Rec Center, bike paths, Main Street, Skull Creek, Islanders Beach, shopping, Bluffton & Cross Island access. HVAC 2022. Priced to sell and packed with possibilities-this one deserves a second look. Best opportunity on Hilton Head Island.

ACTIVE Status ⋅ 5 Beds ⋅ 3 Baths ⋅ 2,363 SqFt. ⋅ HILTONHEAD-511641 MLS

More hοuse. Mοrе oрtіοns. Αnd nοw, a price desіgned tο get your attention. This light and bright north-end Hilton Head Island home offers 4 bedrooms plus flexible space for an optional 5th bedroom, home office, TV den, or two work-from-home spaces. There's even room to add a shower to the downstairs bath for more possibilities. With NO HOA fees, the flexibility continues-make it your primary home, island getaway, or explore long-term or short-term rental potential. Inside, you'll find an easy-flowing layout with a spacious great room, eat-in kitchen, LVP flooring, great storage, and attached 2-car garage. Out back may be the best surprise: a large deck, Tiki hut, fire pit, and private wooded setting with serious vacation vibes. Close to schools, HHI Rec Center, bike paths, Main Street, Skull Creek, Islanders Beach, shopping, Bluffton & Cross Island access. HVAC 2022. Priced to sell and packed with possibilities-this one deserves a second look. Best opportunity on Hilton Head Island.

20 Hanahan Lane, Hilton Head Island

Listing courtesy of William Raveis - Carolina LLC.

4 Village North Drive Unit 43, Hilton Head Island

$1,595,000

Extremely rare opportunity! No expense spared in this 100% remodeled luxury penthouse villa with sweeping Skull Creek & ICW views. Top of the line, curated finishes by award winning design team throughout including wide plank maple flooring, soaring smooth ceilings, built-ins & millwork by master craftsmen, walls of windows & private terraces to view, high end designer fixtures, hardware, window treatments, wall & door coverings (MDF panels, polished stainless steel, leathered, etc.), lighting (crystal waterfall & raindrop chandeliers, sconces, pendant, niche, accent, recessed LED), stainless steel & glass staircase railings, dramatic floor to ceiling fireplace w/ herringbone tile surround, ultra custom cabinetry, limestone & quartz counters, acid etched mirrored backsplash, 800 series Bosch & Fisher-Paykel appliances, dual Fagor wine coolers, tankless water heater, floating vanities, glass & tile surround showers, wall-mounted fixtures, integrated Alexa system & built-in speakers, etc. Thoughtfully designed floor plan for living and entertaining includes first floor Chef's peninsula kitchen & breakfast bar open to spacious dining area, handsome den w/wet bar, awe-inspiring great room & water view sitting area, lavish primary suite with stunning bath, guest BR & bath + laundry room. 2nd floor offers game area, media area, office nook, ensuite BR's 3 & 4 with well-appointed baths + storage & mechanical access. A stunning transformation with a breathtaking locale... All with covered parking, large storage unit & private complex pool and cabana. And just down the street from CCHH, waterfront dining & entertainment + Spring Lake pool complex, Dolphin Head Recreational Area & recently renourished Pine Island Beach Park.

ACTIVE Status ⋅ 4 Beds ⋅ 4 Baths ⋅ 3,374 SqFt. ⋅ HILTONHEAD-511697 MLS

Extremely rare opportunity! No expense spared in this 100% remodeled luxury penthouse villa with sweeping Skull Creek & ICW views. Top of the line, curated finishes by award winning design team throughout including wide plank maple flooring, soaring smooth ceilings, built-ins & millwork by master craftsmen, walls of windows & private terraces to view, high end designer fixtures, hardware, window treatments, wall & door coverings (MDF panels, polished stainless steel, leathered, etc.), lighting (crystal waterfall & raindrop chandeliers, sconces, pendant, niche, accent, recessed LED), stainless steel & glass staircase railings, dramatic floor to ceiling fireplace w/ herringbone tile surround, ultra custom cabinetry, limestone & quartz counters, acid etched mirrored backsplash, 800 series Bosch & Fisher-Paykel appliances, dual Fagor wine coolers, tankless water heater, floating vanities, glass & tile surround showers, wall-mounted fixtures, integrated Alexa system & built-in speakers, etc. Thoughtfully designed floor plan for living and entertaining includes first floor Chef's peninsula kitchen & breakfast bar open to spacious dining area, handsome den w/wet bar, awe-inspiring great room & water view sitting area, lavish primary suite with stunning bath, guest BR & bath + laundry room. 2nd floor offers game area, media area, office nook, ensuite BR's 3 & 4 with well-appointed baths + storage & mechanical access. A stunning transformation with a breathtaking locale... All with covered parking, large storage unit & private complex pool and cabana. And just down the street from CCHH, waterfront dining & entertainment + Spring Lake pool complex, Dolphin Head Recreational Area & recently renourished Pine Island Beach Park.

4 Village North Drive Unit 43, Hilton Head Island

Listing courtesy of Charter One Realty.

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