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$999,000

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

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

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

4 Big Oak Street, Hilton Head Island

Listing courtesy of Lowcountry Live Oak Realty.

$1,250,000

42 Ashton Cove Drive is a rare South Island opportunity! Beautifully updated throughout, this home features an open-concept floor plan, chef's kitchen, high-end finishes, and three spacious bedrooms with resort-style baths. The lower level offers a private one-bedroom apartment with a full kitchen, full bath, laundry, and flexible living space-ideal for guests, in-laws, a home office, or rental potential (where permitted). Enjoy expansive covered porches with breathtaking marsh views, an outdoor kitchen with beverage refrigerator, a large back yard, fire pit, and multiple entertaining areas. The oversized lower level also includes a 3+ car garage, workshop, and abundant storage. Community amenities include a pool and racquet courts. Offered furnished (excluding personal items). No short-term rentals.

4 Beds ⋅ 4 Baths ⋅ 2,400 SqFt. ⋅ HILTONHEAD-511553 MLS

42 Ashton Cove Drive is a rare South Island opportunity! Beautifully updated throughout, this home features an open-concept floor plan, chef's kitchen, high-end finishes, and three spacious bedrooms with resort-style baths. The lower level offers a private one-bedroom apartment with a full kitchen, full bath, laundry, and flexible living space-ideal for guests, in-laws, a home office, or rental potential (where permitted). Enjoy expansive covered porches with breathtaking marsh views, an outdoor kitchen with beverage refrigerator, a large back yard, fire pit, and multiple entertaining areas. The oversized lower level also includes a 3+ car garage, workshop, and abundant storage. Community amenities include a pool and racquet courts. Offered furnished (excluding personal items). No short-term rentals.

42 Ashton Cove Drive, Hilton Head Island

Listing courtesy of Lowcountry Live Oak Realty.

$650,000

Opportunity awaits on Hilton Head's highly desirable South End! Priced to sell, this is currently the least expensive single-family home available on the South End, making it an exceptional value and the perfect opportunity to update and personalize to your own style. Situated on a large corner lot with peaceful lagoon views, this charming 3-bedroom, 2.5-bath home offers a wonderful floor plan with the primary suite conveniently located on the first floor. The primary bedroom features a walk-in closet and an en-suite bath with a double vanity, soaking tub, and separate walk-in shower. Upstairs, two guest bedrooms share a Jack-and-Jill bath, and a large walk-in attic provides abundant storage. The kitchen features granite countertops, counter-height bar seating, and a dining area. The home offers an abundance of windows that fill the living spaces with natural light, creating a warm and inviting atmosphere. Enjoy outdoor living from the welcoming covered front porch or the back deck overlooking the fenced backyard and tranquil lagoon views. An oversized garage provides plenty of room for vehicles, golf carts, and additional storage. The roof is approximately 9 years old, the HVAC approximately 7 years old, and the water heater approximately 7 years old. With cosmetic updates needed, this is a wonderful opportunity to bring your vision to life and create a home that reflects your personal style. Located in a gated community with outstanding amenities including a community pool, tennis and pickleball courts, basketball court, and playground. Just minutes from the beach, Cross Island Parkway, the Bristol Sports Arena, public boat landing, restaurants, shopping, and Hilton Head's extensive leisure trails, you'll enjoy the very best of Lowcountry living in one of Hilton Head's most desirable locations.

3 Beds ⋅ 3 Baths ⋅ 1,481 SqFt. ⋅ HILTONHEAD-511467 MLS

Opportunity awaits on Hilton Head's highly desirable South End! Priced to sell, this is currently the least expensive single-family home available on the South End, making it an exceptional value and the perfect opportunity to update and personalize to your own style. Situated on a large corner lot with peaceful lagoon views, this charming 3-bedroom, 2.5-bath home offers a wonderful floor plan with the primary suite conveniently located on the first floor. The primary bedroom features a walk-in closet and an en-suite bath with a double vanity, soaking tub, and separate walk-in shower. Upstairs, two guest bedrooms share a Jack-and-Jill bath, and a large walk-in attic provides abundant storage. The kitchen features granite countertops, counter-height bar seating, and a dining area. The home offers an abundance of windows that fill the living spaces with natural light, creating a warm and inviting atmosphere. Enjoy outdoor living from the welcoming covered front porch or the back deck overlooking the fenced backyard and tranquil lagoon views. An oversized garage provides plenty of room for vehicles, golf carts, and additional storage. The roof is approximately 9 years old, the HVAC approximately 7 years old, and the water heater approximately 7 years old. With cosmetic updates needed, this is a wonderful opportunity to bring your vision to life and create a home that reflects your personal style. Located in a gated community with outstanding amenities including a community pool, tennis and pickleball courts, basketball court, and playground. Just minutes from the beach, Cross Island Parkway, the Bristol Sports Arena, public boat landing, restaurants, shopping, and Hilton Head's extensive leisure trails, you'll enjoy the very best of Lowcountry living in one of Hilton Head's most desirable locations.

65 Ashton Cove Drive, Hilton Head Island

Listing courtesy of RE/MAX Island Realty.

$1,290,000

Located in the sought-after Paddocks community on Hilton Head Island, this beautifully designed five-bedroom, five-bath residence offers refined coastal living with a light-filled, modern aesthetic. Wide-plank hardwood floors flow throughout the home, complemented by an open floor plan and thoughtfully curated finishes. The chef's kitchen features quartz countertops, premium appliances, abundant cabinetry, and a spacious scullery for effortless entertaining. A private elevator provides convenient access to every level, while a dedicated office offers an ideal work-from-home space. Beneath the home, an expansive enclosed area offers endless possibilities for a workshop, home gym, abundant storage, or hobby space. Residents enjoy the privacy of this gated community with exceptional amenities, including a pavilion, pool, community day dock, and a scenic private island with leisure trails. Ideally positioned near world-class golf, Hilton Head's renowned beaches, the dining and shopping of both the island's north and south ends, and with convenient access to Bluffton, this home offers the very best of Lowcountry living.

5 Beds ⋅ 5 Baths ⋅ 3,594 SqFt. ⋅ HILTONHEAD-510858 MLS

Located in the sought-after Paddocks community on Hilton Head Island, this beautifully designed five-bedroom, five-bath residence offers refined coastal living with a light-filled, modern aesthetic. Wide-plank hardwood floors flow throughout the home, complemented by an open floor plan and thoughtfully curated finishes. The chef's kitchen features quartz countertops, premium appliances, abundant cabinetry, and a spacious scullery for effortless entertaining. A private elevator provides convenient access to every level, while a dedicated office offers an ideal work-from-home space. Beneath the home, an expansive enclosed area offers endless possibilities for a workshop, home gym, abundant storage, or hobby space. Residents enjoy the privacy of this gated community with exceptional amenities, including a pavilion, pool, community day dock, and a scenic private island with leisure trails. Ideally positioned near world-class golf, Hilton Head's renowned beaches, the dining and shopping of both the island's north and south ends, and with convenient access to Bluffton, this home offers the very best of Lowcountry living.

21 Paddocks Boulevard, Hilton Head Island

Listing courtesy of Daniel Ravenel Sotheby's International Realty.

$1,125,000

Nestled on a quiet cul-de-sac within the gated community of Old House Creek, this beautifully updated 3-bedroom, 2.5-bath residence offers breathtaking marsh-to-deepwater views and an exceptional Lowcountry lifestyle. Soaring ceilings, abundant natural light, and thoughtfully curated improvements create a warm and inviting retreat where every room embraces the beauty of the surrounding landscape. Features include new LVP flooring and interior paint (2025), renovated baths (2024), new sliders, hard-coat stucco and roof (2022). The great room showcases cathedral ceilings, built-ins and a wood-burning fireplace. Kitchen features honed black granite, soft-close cabinetry and stainless appliances. Owner's suite offers privacy, deck access, forever marsh views and a luxurious updated bath. A superb floor plan with guest suites on the opposite side of the house sharing an updated bath complete with chevron-tile flooring and new vanity. Outdoor living is truly spectacular, with an expansive deck perfectly positioned to capture panoramic marsh-to-deepwater views. A rare opportunity to enjoy privacy, security, low POA fees, and captivating scenery where passing boats and abundant wildlife create an ever-changing vista.

3 Beds ⋅ 3 Baths ⋅ 2,142 SqFt. ⋅ HILTONHEAD-511118 MLS

Nestled on a quiet cul-de-sac within the gated community of Old House Creek, this beautifully updated 3-bedroom, 2.5-bath residence offers breathtaking marsh-to-deepwater views and an exceptional Lowcountry lifestyle. Soaring ceilings, abundant natural light, and thoughtfully curated improvements create a warm and inviting retreat where every room embraces the beauty of the surrounding landscape. Features include new LVP flooring and interior paint (2025), renovated baths (2024), new sliders, hard-coat stucco and roof (2022). The great room showcases cathedral ceilings, built-ins and a wood-burning fireplace. Kitchen features honed black granite, soft-close cabinetry and stainless appliances. Owner's suite offers privacy, deck access, forever marsh views and a luxurious updated bath. A superb floor plan with guest suites on the opposite side of the house sharing an updated bath complete with chevron-tile flooring and new vanity. Outdoor living is truly spectacular, with an expansive deck perfectly positioned to capture panoramic marsh-to-deepwater views. A rare opportunity to enjoy privacy, security, low POA fees, and captivating scenery where passing boats and abundant wildlife create an ever-changing vista.

40 Old House Creek Drive, Hilton Head Island

Listing courtesy of Charter One Realty.

$1,049,000

Exceptional income-producing investment opportunity on Hilton Head Island. Situated in a unique marsh-oriented setting, this offering includes three separate new homesites, each improved with a 4-bedroom, 2-bath residence. All three homes are currently leased, providing immediate cash flow and a strong established rent roll from day one. With no HOA restrictions, investors benefit from increased flexibility and long-term upside in one of the island's most desirable rental markets. Opportunities to acquire multiple income-producing properties on separate homesites are increasingly rare on Hilton Head Island, making this a compelling opportunity for investors seeking stable income, strong tenant demand, and long-term appreciation potential in a premier Lowcountry location.

HILTONHEAD-509888 MLS

Exceptional income-producing investment opportunity on Hilton Head Island. Situated in a unique marsh-oriented setting, this offering includes three separate new homesites, each improved with a 4-bedroom, 2-bath residence. All three homes are currently leased, providing immediate cash flow and a strong established rent roll from day one. With no HOA restrictions, investors benefit from increased flexibility and long-term upside in one of the island's most desirable rental markets. Opportunities to acquire multiple income-producing properties on separate homesites are increasingly rare on Hilton Head Island, making this a compelling opportunity for investors seeking stable income, strong tenant demand, and long-term appreciation potential in a premier Lowcountry location.

120 Red Fox Manor, Hilton Head Island

Listing courtesy of RE/MAX Island Realty.

$250,000

Introducing 7 Silver Oak -an exceptional homesite located within the exclusive gated community of Silver Oak. Perfectly positioned along the marsh front, this premier lot showcases breathtaking panoramic views of Jarvis Creek stretching out to the Interacoastal Waterway. Immerse yourself in the natural beauty of the Lowcountry, where vibrant sunsets & tranquil surroundings create an idyllic backdrop for your future home. With the flexibility to choose your own builder & no required timeline to begin construction, you have the freedom to design & build at your own pace. Residents of Silver Oak enjoy a thought fully design array of amenities, including a secure gate entrance, a spacious community pool, and a private day dock-perfect for kayaking, fishing, birdwatching, or simply soaking in unforgettable sunsets over Caliboque Sound,

HILTONHEAD-508186 MLS

Introducing 7 Silver Oak -an exceptional homesite located within the exclusive gated community of Silver Oak. Perfectly positioned along the marsh front, this premier lot showcases breathtaking panoramic views of Jarvis Creek stretching out to the Interacoastal Waterway. Immerse yourself in the natural beauty of the Lowcountry, where vibrant sunsets & tranquil surroundings create an idyllic backdrop for your future home. With the flexibility to choose your own builder & no required timeline to begin construction, you have the freedom to design & build at your own pace. Residents of Silver Oak enjoy a thought fully design array of amenities, including a secure gate entrance, a spacious community pool, and a private day dock-perfect for kayaking, fishing, birdwatching, or simply soaking in unforgettable sunsets over Caliboque Sound,

7 Silver Oak Circle, Hilton Head Island

Listing courtesy of Charter One Realty.

$239,900

Amazing opportunity to build your dream home on a beautiful corner lot in one of Hilton Head Island's finest north end gated communities. The Paddocks is one of Hilton Head's best kept secrets. Enjoy the community dock, nature trails, fishing, kayaking, a community pool with hot tub, clubhouse, open air pavilion, outdoor fireplace, etc. The Paddocks sits off Jonesville Road which is located in an area that screams southern charm with moss dripping from live oaks. Make this lot your next and final homesite

HILTONHEAD-506404 MLS

Amazing opportunity to build your dream home on a beautiful corner lot in one of Hilton Head Island's finest north end gated communities. The Paddocks is one of Hilton Head's best kept secrets. Enjoy the community dock, nature trails, fishing, kayaking, a community pool with hot tub, clubhouse, open air pavilion, outdoor fireplace, etc. The Paddocks sits off Jonesville Road which is located in an area that screams southern charm with moss dripping from live oaks. Make this lot your next and final homesite

24 Welsh Pony Lane, Hilton Head Island

Listing courtesy of Howard Hanna Allen Tate Lowcountry.

$239,000

Welcome to 5 Silver Oak! This premiere homesite is nestled inside the gated community of Silver Oak. Experience the beauty of the Lowcountry from this exceptional marshfront lot, offering panoramic views of Jarvis Creek and extending to the Intracoastal Waterway. Enjoy vibrant sunsets and serene natural surroundings. Choose your own builder with no required time frame to begin construction. Community amenities include gated entrance, large pool, a private day dock ideal for kayaking, fishing, birdwatching, and capturing unforgettable sunsets over Calibogue Sound. Don't miss this rare opportunity to own a piece of paradise in the Lowcountry.

HILTONHEAD-453480 MLS

Welcome to 5 Silver Oak! This premiere homesite is nestled inside the gated community of Silver Oak. Experience the beauty of the Lowcountry from this exceptional marshfront lot, offering panoramic views of Jarvis Creek and extending to the Intracoastal Waterway. Enjoy vibrant sunsets and serene natural surroundings. Choose your own builder with no required time frame to begin construction. Community amenities include gated entrance, large pool, a private day dock ideal for kayaking, fishing, birdwatching, and capturing unforgettable sunsets over Calibogue Sound. Don't miss this rare opportunity to own a piece of paradise in the Lowcountry.

5 Silver Oak Circle, Hilton Head Island

Listing courtesy of Engel & Volkers.

$299,000

This roughly .36ac commercial/residential mix use parcel has around 74' of prime William Hilton Parkway frontage. All utilities available! It is located mid-island within the historic Gullah community of Chaplin which is one of the Town of Hilton Head Island's initiative areas. There are plans to redevelop Chaplin Park across the street and also plans for a 100+ac park at Port Royal. This lot is within walking distance to the beach and sits next door to a beautiful newly built, 3 townhome site development which in slated to expand. Don't let this amazing opportunity pass you by. Abandoned Mobile Home is "As-is"

HILTONHEAD-436745 MLS

This roughly .36ac commercial/residential mix use parcel has around 74' of prime William Hilton Parkway frontage. All utilities available! It is located mid-island within the historic Gullah community of Chaplin which is one of the Town of Hilton Head Island's initiative areas. There are plans to redevelop Chaplin Park across the street and also plans for a 100+ac park at Port Royal. This lot is within walking distance to the beach and sits next door to a beautiful newly built, 3 townhome site development which in slated to expand. Don't let this amazing opportunity pass you by. Abandoned Mobile Home is "As-is"

598 William Hilton Parkway, Hilton Head Island

Listing courtesy of Atlantic Real Estate Inc.