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54 Bermuda Pointe Circle, Hilton Head Island

Absolutely stunning contemporary waterfront home located in the gated Bermuda Pointe community, offering luxury coastal living with breathtaking direct water views. Completely rebuilt in 2011, this exceptional residence features 3 bedrooms, 5 bathrooms, and a spacious 3-car garage. Thoughtfully designed with high-end finishes throughout, the home showcases solid wood 8-foot doors, three fireplaces, and sophisticated architectural details that elevate every space. Designed for both entertaining and everyday living, the home features a true chef's kitchen with premium appliances and finishes, a spacious butler's pantry, and expansive living areas filled with natural light. The luxurious primary suite offers a private sitting area with fireplace, access to an all-glass sunroom overlooking the water, separate his-and-hers baths, oversized walk-in closets, and an impressive 6' x 7' steam shower creating a true spa-like retreat. Additional highlights include a dedicated office, private four-stop elevator, and seamless indoor-outdoor living spaces throughout. The rooftop entertainment area is truly exceptional, featuring a full outdoor kitchen, built-in grill and bar area, full bath off fourth floor deck, covered wood-burning fireplace, and TV lounge space - all perfectly positioned for unforgettable sunsets and star-filled evenings. Complete with a private pool and access to a community dock, this extraordinary waterfront property offers a rare opportunity to enjoy upscale Lowcountry waterfront living in a private gated setting on Hilton Head Island.

3 Beds ⋅ 5 Baths ⋅ 3,633 SqFt. ⋅ HILTONHEAD-509083 MLS

Absolutely stunning contemporary waterfront home located in the gated Bermuda Pointe community, offering luxury coastal living with breathtaking direct water views. Completely rebuilt in 2011, this exceptional residence features 3 bedrooms, 5 bathrooms, and a spacious 3-car garage. Thoughtfully designed with high-end finishes throughout, the home showcases solid wood 8-foot doors, three fireplaces, and sophisticated architectural details that elevate every space. Designed for both entertaining and everyday living, the home features a true chef's kitchen with premium appliances and finishes, a spacious butler's pantry, and expansive living areas filled with natural light. The luxurious primary suite offers a private sitting area with fireplace, access to an all-glass sunroom overlooking the water, separate his-and-hers baths, oversized walk-in closets, and an impressive 6' x 7' steam shower creating a true spa-like retreat. Additional highlights include a dedicated office, private four-stop elevator, and seamless indoor-outdoor living spaces throughout. The rooftop entertainment area is truly exceptional, featuring a full outdoor kitchen, built-in grill and bar area, full bath off fourth floor deck, covered wood-burning fireplace, and TV lounge space - all perfectly positioned for unforgettable sunsets and star-filled evenings. Complete with a private pool and access to a community dock, this extraordinary waterfront property offers a rare opportunity to enjoy upscale Lowcountry waterfront living in a private gated setting on Hilton Head Island.

54 Bermuda Pointe Circle, Hilton Head Island

Listing courtesy of Charter One Realty. Selling Office: Charter One Realty.

48 Bermuda Pointe Circle, Hilton Head Island

$1,605,000

Appraised at 1.6M, find instant equity and the Best sunset views at this deep waterfront coastal dream home in the cozy neighborhood of Bermuda Pointe in Hilton Head Island! Featuring luxurious upgrades and resort-style living with a metropolitan twist, this 2BD/3BA beauty boasts cathedral ceilings, pine wood floors, and floor-to-ceiling windows that flood the living space with natural light. Entertain in style with a separate dining room, redesigned 2024 kitchen with loads of cabinet space, Viking stainless steel appliances, gas stove, and large pantry. The elegant living room features a gas fireplace, wired surround sound, and an exposed 20ft brick wall. Step outside to a private oasis and entertain in style with an infinity pool, outdoor fireplace & BBQ, and uplighting in the surrounding trees. Back inside, enjoy your own floor of the house as the primary suite sprawls across the 2nd floor featuring a landing area that flows into a spacious bedroom, followed by steps up to a spa-inspired tiled bathroom with separate sinks, an infinity bathtub, separate rain shower & skylight, spilling out to a private balcony with hot tub. Guests enjoy their own floor as well on the top level, with full bathroom and walk in closet. Every inch of this property has been thoughtfully curated to maximize its potential, and that continues to the grade level additions--2 finished rooms; one with a full mini kitchen and closet, and the other with built in bunk beds plus room for a full bed and a bathroom with shower. Additional highlights include a metal roof, high-impact hurricane glass windows, 4-stop Elevator, drop zone on grade level, separate laundry with Maytag washer/dryer, Epoxy in the breeze way, 2-car garage with tabby concrete driveway, and stainless steel railings. Every detail combines elegance and convenience in this exceptional home on Hilton Head Island. Make your appointment today to view this masterpiece before it is too late!

2 Beds ⋅ 3 Baths ⋅ 3,408 SqFt. ⋅ HILTONHEAD-500878 MLS

Appraised at 1.6M, find instant equity and the Best sunset views at this deep waterfront coastal dream home in the cozy neighborhood of Bermuda Pointe in Hilton Head Island! Featuring luxurious upgrades and resort-style living with a metropolitan twist, this 2BD/3BA beauty boasts cathedral ceilings, pine wood floors, and floor-to-ceiling windows that flood the living space with natural light. Entertain in style with a separate dining room, redesigned 2024 kitchen with loads of cabinet space, Viking stainless steel appliances, gas stove, and large pantry. The elegant living room features a gas fireplace, wired surround sound, and an exposed 20ft brick wall. Step outside to a private oasis and entertain in style with an infinity pool, outdoor fireplace & BBQ, and uplighting in the surrounding trees. Back inside, enjoy your own floor of the house as the primary suite sprawls across the 2nd floor featuring a landing area that flows into a spacious bedroom, followed by steps up to a spa-inspired tiled bathroom with separate sinks, an infinity bathtub, separate rain shower & skylight, spilling out to a private balcony with hot tub. Guests enjoy their own floor as well on the top level, with full bathroom and walk in closet. Every inch of this property has been thoughtfully curated to maximize its potential, and that continues to the grade level additions--2 finished rooms; one with a full mini kitchen and closet, and the other with built in bunk beds plus room for a full bed and a bathroom with shower. Additional highlights include a metal roof, high-impact hurricane glass windows, 4-stop Elevator, drop zone on grade level, separate laundry with Maytag washer/dryer, Epoxy in the breeze way, 2-car garage with tabby concrete driveway, and stainless steel railings. Every detail combines elegance and convenience in this exceptional home on Hilton Head Island. Make your appointment today to view this masterpiece before it is too late!

48 Bermuda Pointe Circle, Hilton Head Island

Listing courtesy of Keller Williams Realty. Selling Office: EXP Realty LLC.

32 Bermuda Pointe Circle, Hilton Head Island

$950,000

Where else can you find exceptionally low fees, $1,800 annually for the POA and marina fees of only $1,500 in a true waterfront boating community? Bermuda Pointe offers a rare opportunity where your boat is docked just steps from your front door. This custom Intracoastal home blends refined craftsmanship with relaxed island living, featuring coffered ceilings, custom millwork, wood floors, and designer bathrooms. The open layout showcases a chef's kitchen, modern coastal tones, and an inviting fireplace, while the expansive porch is ideal for year round entertaining and sunset views. Additional highlights include an elevator, rare six-car parking, and immediate access to the pool and marina. With its iconic Bermuda pink exterior, signature shutters, and swaying palms, this home captures the essence of upscale coastal living..moments from waterfront dining and endless days on the water.

4 Beds ⋅ 4 Baths ⋅ 2,711 SqFt. ⋅ HILTONHEAD-503343 MLS

Where else can you find exceptionally low fees, $1,800 annually for the POA and marina fees of only $1,500 in a true waterfront boating community? Bermuda Pointe offers a rare opportunity where your boat is docked just steps from your front door. This custom Intracoastal home blends refined craftsmanship with relaxed island living, featuring coffered ceilings, custom millwork, wood floors, and designer bathrooms. The open layout showcases a chef's kitchen, modern coastal tones, and an inviting fireplace, while the expansive porch is ideal for year round entertaining and sunset views. Additional highlights include an elevator, rare six-car parking, and immediate access to the pool and marina. With its iconic Bermuda pink exterior, signature shutters, and swaying palms, this home captures the essence of upscale coastal living..moments from waterfront dining and endless days on the water.

32 Bermuda Pointe Circle, Hilton Head Island

Listing courtesy of Charter One Realty. Selling Office: Hilton Head Properties.

16 Bermuda Pointe Circle, Hilton Head Island

$800,000

Model perfect British West Indies island cottage located in a private gated waterfront community offering a community pool along with day dock and 16 slip mini marina on the Intracoastal Waterway. Premium features throughout the property including Brazilian cherry wood floors, stainless steel appliances and custom kitchen cabinets with unique dazzling counter-tops. A comfortable Carolina Room addition was added by the previous owner in 2010 that the taxable square footage does not reflect. Home built on-grade with bedroom and full ensuite bath on 1st floor. The 2nd floor includes 2 bedrooms, including true master, and both with ensuite baths. Spacious private back patio area. Whirlpool spa transfers with property.

3 Beds ⋅ 3 Baths ⋅ 2,361 SqFt. ⋅ HILTONHEAD-504420 MLS

Model perfect British West Indies island cottage located in a private gated waterfront community offering a community pool along with day dock and 16 slip mini marina on the Intracoastal Waterway. Premium features throughout the property including Brazilian cherry wood floors, stainless steel appliances and custom kitchen cabinets with unique dazzling counter-tops. A comfortable Carolina Room addition was added by the previous owner in 2010 that the taxable square footage does not reflect. Home built on-grade with bedroom and full ensuite bath on 1st floor. The 2nd floor includes 2 bedrooms, including true master, and both with ensuite baths. Spacious private back patio area. Whirlpool spa transfers with property.

16 Bermuda Pointe Circle, Hilton Head Island

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

1 Farmers Club Drive, Hilton Head Island

$800,000

Prime Hilton Head development opportunity! Approximately 2 acres at 1 Farmers Club Road, zoned RM-4, offering outstanding flexibility for residential use. Ideal for single-family homes, townhomes, or mobile homes. Conveniently located just off Highway 278 with excellent visibility, strong traffic exposure, and easy access to both Bluffton and Hilton Head Island, a rare chance for investors and developers to secure a well-positioned parcel in a rapidly growing market.

HILTONHEAD-502280 MLS

Prime Hilton Head development opportunity! Approximately 2 acres at 1 Farmers Club Road, zoned RM-4, offering outstanding flexibility for residential use. Ideal for single-family homes, townhomes, or mobile homes. Conveniently located just off Highway 278 with excellent visibility, strong traffic exposure, and easy access to both Bluffton and Hilton Head Island, a rare chance for investors and developers to secure a well-positioned parcel in a rapidly growing market.

1 Farmers Club Drive, Hilton Head Island

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

67 Bermuda Pointe Circle, Hilton Head Island

$710,000

The epitome of island living at its finest - in the gated and waterfront community of Bermuda Pointe. Located just steps from the community pool & marina, this West Indies inspired home in a tropical setting features new hardwood flooring, HVAC, exterior/interior paint, white and bright updated kitchen and an extensive re-landscaped design. Approx. 2300 sqft w/ 4 balconies, either facing the lagoon or peek-a-boo views of the sound, out to some of the best sunsets on the island. Bonus room on the first floor perfect for media room, fitness, den + hot tub on patio included. Just down the road from some of the best waterfront restaurants!

3 Beds ⋅ 3 Baths ⋅ 2,300 SqFt. ⋅ HILTONHEAD-448059 MLS

The epitome of island living at its finest - in the gated and waterfront community of Bermuda Pointe. Located just steps from the community pool & marina, this West Indies inspired home in a tropical setting features new hardwood flooring, HVAC, exterior/interior paint, white and bright updated kitchen and an extensive re-landscaped design. Approx. 2300 sqft w/ 4 balconies, either facing the lagoon or peek-a-boo views of the sound, out to some of the best sunsets on the island. Bonus room on the first floor perfect for media room, fitness, den + hot tub on patio included. Just down the road from some of the best waterfront restaurants!

67 Bermuda Pointe Circle, Hilton Head Island

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

$705,000

Discover unparalleled value in this exquisite five-bedroom residence, ideally situated on the desirable North end of Hilton Head Island. Perfectly positioned for effortless island living, this refined home offers seamless access to Island schools, shopping, dining, and easy on and off the Island. Step inside to a stunning chefs kitchen, designed to impress with a dramatic waterfall island, sophisticated herringbone backsplash, and sleek, state-of-the-art appliances. The open-concept living space flows beautifully for both entertaining and everyday comfort. A versatile main-floor guest suite offers flexibility as an office or playroom, complemented by a full bath. Enjoy serene indoor-outdoor living with a screened-in porch and a beautifully designed paver patio, all nestled on an expansive and private lot. This is more than a home its a lifestyle. A rare opportunity to own a 5 bedroom home at an exceptional value on Hilton Head Island.

5 Beds ⋅ 3 Baths ⋅ 2,361 SqFt. ⋅ HILTONHEAD-501399 MLS

Discover unparalleled value in this exquisite five-bedroom residence, ideally situated on the desirable North end of Hilton Head Island. Perfectly positioned for effortless island living, this refined home offers seamless access to Island schools, shopping, dining, and easy on and off the Island. Step inside to a stunning chefs kitchen, designed to impress with a dramatic waterfall island, sophisticated herringbone backsplash, and sleek, state-of-the-art appliances. The open-concept living space flows beautifully for both entertaining and everyday comfort. A versatile main-floor guest suite offers flexibility as an office or playroom, complemented by a full bath. Enjoy serene indoor-outdoor living with a screened-in porch and a beautifully designed paver patio, all nestled on an expansive and private lot. This is more than a home its a lifestyle. A rare opportunity to own a 5 bedroom home at an exceptional value on Hilton Head Island.

18 Dewees Lane, Hilton Head Island

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

20 Bermuda Pointe Circle, Hilton Head Island

$650,000

Great location - now offered at an attractive new price! This charming British West Indies-style island home is nestled behind the gates of the Bermuda Pointe community located on Skull Creek. Light-filled and inviting, this 3 bedroom, 2.5 bath home features a spacious great room anchored by a cozy fireplace. Easy-care luxury vinyl plank flooring runs throughout the first-floor living areas. Enjoy cooking in the kitchen complete with stainless steel appliances and granite countertops.You will love the convenient first-floor primary suite with a large bathroom featuring dual vanities, a soaking tub, and separate shower. Upstairs, you'll find two generously sized bedrooms along with a covered outdoor porch.Outside, the home offers a small, easy-to-maintain yard-perfect for low-maintenance living and more time enjoying the coastal lifestyle. Additional highlights include a new roof (2025) and an unbeatable location. Residents enjoy access to boat slips, a community dock, and a neighborhood pool, all set within a waterfront setting. This beloved year-round community is a local favorite, offering easy access to nearby beaches and Bluffton.

3 Beds ⋅ 3 Baths ⋅ 1,976 SqFt. ⋅ HILTONHEAD-506190 MLS

Great location - now offered at an attractive new price! This charming British West Indies-style island home is nestled behind the gates of the Bermuda Pointe community located on Skull Creek. Light-filled and inviting, this 3 bedroom, 2.5 bath home features a spacious great room anchored by a cozy fireplace. Easy-care luxury vinyl plank flooring runs throughout the first-floor living areas. Enjoy cooking in the kitchen complete with stainless steel appliances and granite countertops.You will love the convenient first-floor primary suite with a large bathroom featuring dual vanities, a soaking tub, and separate shower. Upstairs, you'll find two generously sized bedrooms along with a covered outdoor porch.Outside, the home offers a small, easy-to-maintain yard-perfect for low-maintenance living and more time enjoying the coastal lifestyle. Additional highlights include a new roof (2025) and an unbeatable location. Residents enjoy access to boat slips, a community dock, and a neighborhood pool, all set within a waterfront setting. This beloved year-round community is a local favorite, offering easy access to nearby beaches and Bluffton.

20 Bermuda Pointe Circle, Hilton Head Island

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

$635,000

Comfort Meets Casual Luxury - Carolina Isles, Hilton Head Island. 3 Bed | 2.5 Bath | ~2,100 SF | ~0.10 Acre Lot | 2023 HVAC | Plantation Shutters | Gated Community | POA $1,350/yr Every detail in this home has been thoughtfully considered, from neutral hardwood floors to an airy open-concept layout that maximizes flow and natural light. Plantation shutters throughout, excluding the front door sidelights and transom windows up, add a polished, cohesive finish.The kitchen is the heart of the home - sleek and modern, with crisp quartz countertops and updated cabinetry. The dining room is currently staged as a golf simulator room, and will be converted back prior to closing. Outdoor living is where this property stands out: a professional-grade brick paver patio extends the living space, ideal for weekend barbecues or evenings by a fire pit. Upstairs offers a private primary suite with dual vanities, water closet, soaking tub and shower, plus two guest bedrooms, convenient & stylish upstairs laundry and a bonus office/flex space between the primary suite and staircase. A 2023 HVAC installation means major mechanicals are already handled - move-in ready comfort with none of the near-term replacement costs buyers usually budget for. Located on the north end of Hilton Head Island at Gumtree Road and Carolina Drive, Carolina Isles is a small gated community with a low annual POA of $1,350 covering the gate and security - no bundled amenities to pay for that you won't use. The location does the work instead: mid-island beaches roughly 5 minutes away, the Cross Island Parkway about a mile out, and easy access to the Island Recreation Center, Skull Creek Boathouse, and nearby shopping and dining.

3 Beds ⋅ 3 Baths ⋅ 2,101 SqFt. ⋅ HILTONHEAD-511481 MLS

Comfort Meets Casual Luxury - Carolina Isles, Hilton Head Island. 3 Bed | 2.5 Bath | ~2,100 SF | ~0.10 Acre Lot | 2023 HVAC | Plantation Shutters | Gated Community | POA $1,350/yr Every detail in this home has been thoughtfully considered, from neutral hardwood floors to an airy open-concept layout that maximizes flow and natural light. Plantation shutters throughout, excluding the front door sidelights and transom windows up, add a polished, cohesive finish.The kitchen is the heart of the home - sleek and modern, with crisp quartz countertops and updated cabinetry. The dining room is currently staged as a golf simulator room, and will be converted back prior to closing. Outdoor living is where this property stands out: a professional-grade brick paver patio extends the living space, ideal for weekend barbecues or evenings by a fire pit. Upstairs offers a private primary suite with dual vanities, water closet, soaking tub and shower, plus two guest bedrooms, convenient & stylish upstairs laundry and a bonus office/flex space between the primary suite and staircase. A 2023 HVAC installation means major mechanicals are already handled - move-in ready comfort with none of the near-term replacement costs buyers usually budget for. Located on the north end of Hilton Head Island at Gumtree Road and Carolina Drive, Carolina Isles is a small gated community with a low annual POA of $1,350 covering the gate and security - no bundled amenities to pay for that you won't use. The location does the work instead: mid-island beaches roughly 5 minutes away, the Cross Island Parkway about a mile out, and easy access to the Island Recreation Center, Skull Creek Boathouse, and nearby shopping and dining.

6 Dewees Lane, Hilton Head Island

Listing courtesy of Dunes Real Estate. Selling Office: Berkshire Hathaway HomeServices Hilton Head Bluffton Realty.

$630,000

Tucked away in the desirable, gated Carolina Isles community, this 2014 constructed single-family home offers the perfect blend of privacy and Lowountry warmth. Step inside to find rich wood flooring flowing across the main level of this home. The heart of the home is a chef-inspired open kitchen featuring a massive island ideal for entertaining, which seamlessly opens to a large and open family room with a fireplace along with a dedicated dining area and a convenient guest powder room. Upstairs features an oversized primary suite with a large walk-in closet, alongside two spacious secondary bedrooms and a dedicated laundry area. The versatile bonus loft area easily transitions into a home office, gym, or media room. Relax on your private screened porch overlooking a low maintenance but beautifully landscaped yard. Located minutes from Hilton Head Schools, the Rec Center, and waterfront dining at Skull Creek, this home is a must-see on the north end of Hilton Head Island!

3 Beds ⋅ 3 Baths ⋅ 2,143 SqFt. ⋅ HILTONHEAD-510374 MLS

Tucked away in the desirable, gated Carolina Isles community, this 2014 constructed single-family home offers the perfect blend of privacy and Lowountry warmth. Step inside to find rich wood flooring flowing across the main level of this home. The heart of the home is a chef-inspired open kitchen featuring a massive island ideal for entertaining, which seamlessly opens to a large and open family room with a fireplace along with a dedicated dining area and a convenient guest powder room. Upstairs features an oversized primary suite with a large walk-in closet, alongside two spacious secondary bedrooms and a dedicated laundry area. The versatile bonus loft area easily transitions into a home office, gym, or media room. Relax on your private screened porch overlooking a low maintenance but beautifully landscaped yard. Located minutes from Hilton Head Schools, the Rec Center, and waterfront dining at Skull Creek, this home is a must-see on the north end of Hilton Head Island!

16 Dewees Lane, Hilton Head Island

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

101 Carolina Isles Drive, Hilton Head Island

$599,000

Like new and affordably priced! Designer finishes. Sellers had a job relocation so their loss is your gain. Only $625,000 and you can move into this beautiful home. Located on Hilton Head Island in the sought-after gated community of Carolina Isles which is close to the schools and easy off island access. Recent enhancements include wood-like flooring throughout, updated baths, and fresh interior paint. With a new HVAC, refrigerator, washer & dryer (2024), water heater (2025), and garage improvements. Step inside to an inviting open-concept layout where the living, dining, and kitchen spaces flow seamlessly perfect for gatherings or relaxed everyday living. The kitchen features updated cabinetry with stainless appliances, granite countertops and a large center island. Upstairs, you'll find three bedrooms, two full baths, and a versatile loft that can double as a home office, media space, or guest lounge. The private fenced backyard is a true highlight, offering a patio for outdoor dining. Located just minutes from Hilton Heads pristine beaches, championship golf, top-tier tennis, and an array of dining and shopping options, this home delivers the best of island living in a secure, well-maintained community.

3 Beds ⋅ 3 Baths ⋅ 2,078 SqFt. ⋅ HILTONHEAD-501828 MLS

Like new and affordably priced! Designer finishes. Sellers had a job relocation so their loss is your gain. Only $625,000 and you can move into this beautiful home. Located on Hilton Head Island in the sought-after gated community of Carolina Isles which is close to the schools and easy off island access. Recent enhancements include wood-like flooring throughout, updated baths, and fresh interior paint. With a new HVAC, refrigerator, washer & dryer (2024), water heater (2025), and garage improvements. Step inside to an inviting open-concept layout where the living, dining, and kitchen spaces flow seamlessly perfect for gatherings or relaxed everyday living. The kitchen features updated cabinetry with stainless appliances, granite countertops and a large center island. Upstairs, you'll find three bedrooms, two full baths, and a versatile loft that can double as a home office, media space, or guest lounge. The private fenced backyard is a true highlight, offering a patio for outdoor dining. Located just minutes from Hilton Heads pristine beaches, championship golf, top-tier tennis, and an array of dining and shopping options, this home delivers the best of island living in a secure, well-maintained community.

101 Carolina Isles Drive, Hilton Head Island

Listing courtesy of Keller Williams Realty. Selling Office: Lighthouse Realty.

$590,000

Easy, coastal living begins here in Squiresgate-a quiet, established neighborhood. The end of the cul-de-sac location adds even more to relaxed feel. This fully renovated 4BR, 3BA home offers a comfortable, semi-open flow designed for both everyday living and gathering with friends and family. A welcoming foyer opens to a spacious living room with wood-burning fireplace, seamlessly connected to the dining area-perfect for hosting or simply enjoying a quiet evening at home. The kitchen sits just off the foyer, with a pass-through to the dining space that keeps everything connected while maintaining its own charm. The home unfolds into a light filled family room with views to the private backyard. The room shines with a built-in workspace, electric fireplace and surround sound wiring. Off the family room is both the Carolina room and the private primary suite. Whether it's morning coffee in the Carolina room or an evening glass of wine on the patio, the indoor-outdoor flow invites you to enjoy the Lowcountry lifestyle year-round. The primary suite is a retreat of its own including two large walk-in closets and another electric fireplace. The primary bath is complete with walk-in shower, double vanity, separate water closet, and the convenience of in-suite laundry. Three guest rooms are thoughtfully set apart on the opposite side of the home, including a second en-suite-ideal for visitors or multi-generational living. Set on a generous .31-acre lot, the property offers a beautiful yard, patio, storage shed, expanded parking pad w/ room for a small trailer, and a 1-car garage. Squiresgate is one of Hilton Head's hidden gems-no gates, fewer restrictions-just a peaceful setting across from waterfront dining, boating, and unforgettable sunsets along Skull Creek.

4 Beds ⋅ 3 Baths ⋅ 2,473 SqFt. ⋅ HILTONHEAD-505845 MLS

Easy, coastal living begins here in Squiresgate-a quiet, established neighborhood. The end of the cul-de-sac location adds even more to relaxed feel. This fully renovated 4BR, 3BA home offers a comfortable, semi-open flow designed for both everyday living and gathering with friends and family. A welcoming foyer opens to a spacious living room with wood-burning fireplace, seamlessly connected to the dining area-perfect for hosting or simply enjoying a quiet evening at home. The kitchen sits just off the foyer, with a pass-through to the dining space that keeps everything connected while maintaining its own charm. The home unfolds into a light filled family room with views to the private backyard. The room shines with a built-in workspace, electric fireplace and surround sound wiring. Off the family room is both the Carolina room and the private primary suite. Whether it's morning coffee in the Carolina room or an evening glass of wine on the patio, the indoor-outdoor flow invites you to enjoy the Lowcountry lifestyle year-round. The primary suite is a retreat of its own including two large walk-in closets and another electric fireplace. The primary bath is complete with walk-in shower, double vanity, separate water closet, and the convenience of in-suite laundry. Three guest rooms are thoughtfully set apart on the opposite side of the home, including a second en-suite-ideal for visitors or multi-generational living. Set on a generous .31-acre lot, the property offers a beautiful yard, patio, storage shed, expanded parking pad w/ room for a small trailer, and a 1-car garage. Squiresgate is one of Hilton Head's hidden gems-no gates, fewer restrictions-just a peaceful setting across from waterfront dining, boating, and unforgettable sunsets along Skull Creek.

50 Squiresgate Road, Hilton Head Island

Listing courtesy of Charter One Realty. Selling Office: Harbour & Home Real Estate.

$560,000

Newly renovated 3 Bed/ 2.5 Bath townhome in Old Stoney Village. Features include LVP flooring throughout, quartz countertops, custom cabinetry, SS appliances, smooth and vaulted ceilings, spray foam insulation, fenced in back yard w/ large sun deck, finished one car garage w/extra. Perfect primary residence or investment property. Quick golf cart ride to Skull Creek Marina, local restaurants, parks and schools. Optional membership to The Country Club Of Hilton Head providing exclusive access to premier amenities!

3 Beds ⋅ 3 Baths ⋅ 1,582 SqFt. ⋅ HILTONHEAD-454673 MLS

Newly renovated 3 Bed/ 2.5 Bath townhome in Old Stoney Village. Features include LVP flooring throughout, quartz countertops, custom cabinetry, SS appliances, smooth and vaulted ceilings, spray foam insulation, fenced in back yard w/ large sun deck, finished one car garage w/extra. Perfect primary residence or investment property. Quick golf cart ride to Skull Creek Marina, local restaurants, parks and schools. Optional membership to The Country Club Of Hilton Head providing exclusive access to premier amenities!

10 Old Stoney Lane, Hilton Head Island

Listing courtesy of Schembra Real Estate Group. Selling Office: Schembra Real Estate Group.

$535,000

This is the only 5-bedroom furnished home on Hilton Head Island under $600k. From the front door you are welcomed by a 2-story foyer pierced with tons of natural light. The foyer is spacious and showcases a grand staircase which provides you that "This is Home" feeling. This nearly 2,500 sq ft home has been updated in all the right places and is move-in ready. Off the foyer you have a private bedroom currently used as an office and is one of the best seats in the house. The open kitchen, dining and living room has huge windows and glass sliding doors allowing you to fully enjoy the private wooded and fenced backyard. The kitchen has stainless steel appliances, granite countertops and a large pantry for additional storage. The large dry bar currently used for the coffee/tea/cocktail oasis is also ideal for a self-serve food station great for entertainment. Upstairs you will find a spacious loft large enough to accommodate several possibilities including fitness equipment, movies, gaming or play area for children. The owner's suite is oversized making it perfect for an ultimate retreat. There is a large soaking tub and tiled walk-in shower. The large walk-in closet has been customized with built-in shelving for maximized organization. Every bedroom in this home has built-in closets. The garage is painted and has epoxy floors. Additional upgrades include a newer hot water heater and HVAC. This north end location in the small community of Allenwood. It is gated and has a community pool. It is a15 minute walk to Hilton Head Schools, Rec Center and Boys and Girls Club, Hudson's, Doc Side and Boat House. Just minutes from multiple Golf courses. Easy access to the south end of Hilton Head and Bluffton. Seller is offering a $5,000 flooring credit.

5 Beds ⋅ 3 Baths ⋅ 2,461 SqFt. ⋅ HILTONHEAD-509834 MLS

This is the only 5-bedroom furnished home on Hilton Head Island under $600k. From the front door you are welcomed by a 2-story foyer pierced with tons of natural light. The foyer is spacious and showcases a grand staircase which provides you that "This is Home" feeling. This nearly 2,500 sq ft home has been updated in all the right places and is move-in ready. Off the foyer you have a private bedroom currently used as an office and is one of the best seats in the house. The open kitchen, dining and living room has huge windows and glass sliding doors allowing you to fully enjoy the private wooded and fenced backyard. The kitchen has stainless steel appliances, granite countertops and a large pantry for additional storage. The large dry bar currently used for the coffee/tea/cocktail oasis is also ideal for a self-serve food station great for entertainment. Upstairs you will find a spacious loft large enough to accommodate several possibilities including fitness equipment, movies, gaming or play area for children. The owner's suite is oversized making it perfect for an ultimate retreat. There is a large soaking tub and tiled walk-in shower. The large walk-in closet has been customized with built-in shelving for maximized organization. Every bedroom in this home has built-in closets. The garage is painted and has epoxy floors. Additional upgrades include a newer hot water heater and HVAC. This north end location in the small community of Allenwood. It is gated and has a community pool. It is a15 minute walk to Hilton Head Schools, Rec Center and Boys and Girls Club, Hudson's, Doc Side and Boat House. Just minutes from multiple Golf courses. Easy access to the south end of Hilton Head and Bluffton. Seller is offering a $5,000 flooring credit.

234 Ceasar Place, Hilton Head Island

Listing courtesy of Hilton Head Real Estate Partners. Selling Office: William Raveis - Carolina LLC.

$519,000

Welcome Home to Chinaberry, Hilton Head Island. One of the Island's most established and sought after communities, where towering trees line quiet streets and a true sense of neighborhood is alive and well. Lovingly cared for by a young family, 56 Monticello Drive is ready to welcome its next chapter. The single-level floor plan offers three bedrooms and two full baths and updated flooring, providing comfortable, easy living. A generous bonus room above the two-car garage adds invaluable flexibility - the perfect space for a home office, playroom, media room, golf simulator room or occasional guest retreat. The sellers have taken every step to ensure a seamless transition for the new owners. A brand new roof was recently installed, delivering the peace of mind that every buyer deserves from day one. The home has been meticulously prepared for its next owners, reflecting the pride of ownership evident throughout. Step outside and you'll see the natural landscape buffer along the rear and right side of the lot creates a sense of seclusion that is hard to come by - your own private retreat tucked within the neighborhood. The backyard itself is a blank canvas, open and versatile, just as the current family has enjoyed it: evenings around the fire pit, weekends at the grill, camping with the kids. Whatever your outdoor vision, this yard is ready for it. Chinaberry's lush canopy, neighborhood playground, and welcoming atmosphere make it a wonderful place to put down roots. And for those who crave the best of the island, you're just a short bike ride from the Rowing Center, Hudson's Seafood on the Docks, The Boathouse, and Dockside - a lineup of Lowcountry waterfront dining and recreation that residents simply never take for granted.

3 Beds ⋅ 2 Baths ⋅ 1,786 SqFt. ⋅ HILTONHEAD-509835 MLS

Welcome Home to Chinaberry, Hilton Head Island. One of the Island's most established and sought after communities, where towering trees line quiet streets and a true sense of neighborhood is alive and well. Lovingly cared for by a young family, 56 Monticello Drive is ready to welcome its next chapter. The single-level floor plan offers three bedrooms and two full baths and updated flooring, providing comfortable, easy living. A generous bonus room above the two-car garage adds invaluable flexibility - the perfect space for a home office, playroom, media room, golf simulator room or occasional guest retreat. The sellers have taken every step to ensure a seamless transition for the new owners. A brand new roof was recently installed, delivering the peace of mind that every buyer deserves from day one. The home has been meticulously prepared for its next owners, reflecting the pride of ownership evident throughout. Step outside and you'll see the natural landscape buffer along the rear and right side of the lot creates a sense of seclusion that is hard to come by - your own private retreat tucked within the neighborhood. The backyard itself is a blank canvas, open and versatile, just as the current family has enjoyed it: evenings around the fire pit, weekends at the grill, camping with the kids. Whatever your outdoor vision, this yard is ready for it. Chinaberry's lush canopy, neighborhood playground, and welcoming atmosphere make it a wonderful place to put down roots. And for those who crave the best of the island, you're just a short bike ride from the Rowing Center, Hudson's Seafood on the Docks, The Boathouse, and Dockside - a lineup of Lowcountry waterfront dining and recreation that residents simply never take for granted.

56 Monticello Drive, Hilton Head Island

Listing courtesy of Berkshire Hathaway HomeServices Hilton Head Bluffton Realty. Selling Office: Lighthouse Realty.

$510,000

Welcome to 11 Kings Court, one of the newest homes in Hilton Head's quietly coveted Squiresgate neighborhood and a standout opportunity to own a substantial two-story residence on the island's desirable north end. Built in 2005, this 3-bedroom, 2.5-bathroom home offers a generous 2,022 square feet of living space - notably larger than most properties in the surrounding established community, where the majority of homes date to the late 1970s and early 1980s. Just refreshed with brand-new interior paint and featuring easy-care tile flooring throughout the main level, the home is move-in ready for its next chapter. The flexible floor plan provides ample room for everyday living, entertaining, and working from home, while the attached two-car garage adds the kind of practical convenience increasingly hard to find at this price point on Hilton Head Island. Set on a private 0.28-acre wooded lot tucked along quiet Kings Court, the property delivers a peaceful setting with tree-lined views, a welcoming front porch, and a generously sized rear patio perfect for grilling, gathering, or simply enjoying long Lowcountry evenings outdoors. Squiresgate itself is one of Hilton Head's truly hidden gems - an unguarded, low-restriction neighborhood with a friendly, family-oriented atmosphere just minutes from everything that makes island life so special. You're located directly across from Skull Creek, home to legendary waterfront dining at Hudson's Seafood House on the Docks and Skull Creek Boathouse, where fresh local seafood, sunset cocktails, and unforgettable water views are part of the everyday rhythm. Boating, kayaking, and fishing are right at your doorstep, and Hilton Head's famed beaches, championship golf courses, shopping, and dining are all just a short drive away. Whether you're searching for a full-time residence, a relaxed vacation getaway, or a smart long-term investment, 11 Kings Court offers the rare combination of newer construction, generous square footage, and an unbeatable north-end location in a setting that's quietly become one of the island's best-kept secrets.

3 Beds ⋅ 3 Baths ⋅ 2,022 SqFt. ⋅ HILTONHEAD-507930 MLS

Welcome to 11 Kings Court, one of the newest homes in Hilton Head's quietly coveted Squiresgate neighborhood and a standout opportunity to own a substantial two-story residence on the island's desirable north end. Built in 2005, this 3-bedroom, 2.5-bathroom home offers a generous 2,022 square feet of living space - notably larger than most properties in the surrounding established community, where the majority of homes date to the late 1970s and early 1980s. Just refreshed with brand-new interior paint and featuring easy-care tile flooring throughout the main level, the home is move-in ready for its next chapter. The flexible floor plan provides ample room for everyday living, entertaining, and working from home, while the attached two-car garage adds the kind of practical convenience increasingly hard to find at this price point on Hilton Head Island. Set on a private 0.28-acre wooded lot tucked along quiet Kings Court, the property delivers a peaceful setting with tree-lined views, a welcoming front porch, and a generously sized rear patio perfect for grilling, gathering, or simply enjoying long Lowcountry evenings outdoors. Squiresgate itself is one of Hilton Head's truly hidden gems - an unguarded, low-restriction neighborhood with a friendly, family-oriented atmosphere just minutes from everything that makes island life so special. You're located directly across from Skull Creek, home to legendary waterfront dining at Hudson's Seafood House on the Docks and Skull Creek Boathouse, where fresh local seafood, sunset cocktails, and unforgettable water views are part of the everyday rhythm. Boating, kayaking, and fishing are right at your doorstep, and Hilton Head's famed beaches, championship golf courses, shopping, and dining are all just a short drive away. Whether you're searching for a full-time residence, a relaxed vacation getaway, or a smart long-term investment, 11 Kings Court offers the rare combination of newer construction, generous square footage, and an unbeatable north-end location in a setting that's quietly become one of the island's best-kept secrets.

11 Kings Court, Hilton Head Island

Listing courtesy of Rasmus Real Estate Group Inc. Selling Office: The Cobb Group brokered by eXp Realty.

$490,000

Located on a quiet cul-de-sac with No HOA fees, this immaculate 4BD/2.5BA home with a 2 car garage, covered patio, and fenced yard is ready for a new owner to enjoy at a great price point on Hilton Head Island! The great room flows into the dining area & kitchen which is enhanced with new SS appliances, quartz counters, & pantry for extra storage. Four bedrooms on the 2nd floor allow space for family, guest & hobbies/office. The owner has taken the worry out of home ownership with updates to the interior trim, flooring, kitchen, baths, newer insulated garage door & epoxy floors, gutters and an immaculately maintained home with ample parking!

4 Beds ⋅ 3 Baths ⋅ 1,742 SqFt. ⋅ HILTONHEAD-454226 MLS

Located on a quiet cul-de-sac with No HOA fees, this immaculate 4BD/2.5BA home with a 2 car garage, covered patio, and fenced yard is ready for a new owner to enjoy at a great price point on Hilton Head Island! The great room flows into the dining area & kitchen which is enhanced with new SS appliances, quartz counters, & pantry for extra storage. Four bedrooms on the 2nd floor allow space for family, guest & hobbies/office. The owner has taken the worry out of home ownership with updates to the interior trim, flooring, kitchen, baths, newer insulated garage door & epoxy floors, gutters and an immaculately maintained home with ample parking!

15 Hanahan Lane, Hilton Head Island

Listing courtesy of Keller Williams Realty. Selling Office: ERA Evergreen Real Estate Company.

$484,300

Discover move-in-ready Lowcountry living in this meticulously maintained 4-bedroom, 3.5-bath townhome on Hilton Head Island, built in 2019 and thoughtfully upgraded throughout. Offering modern construction, open-concept living, lagoon views, and flexible space, this residence is ideal for a primary home, second home, or long-term rental opportunity. The main living level showcases a bright, open-concept floor plan overlooking a tranquil lagoon, seamlessly connecting the kitchen, dining, and living areas-perfect for everyday living and entertaining. Step outside to the elevated screened-in porch, where peaceful water views create a private retreat for morning coffee or evening gatherings. Upstairs on the third level are 3 bedrooms, including the primary suite featuring a generous walk-in closet. A conveniently located laundry area on this level enhances everyday functionality and thoughtful design. The lower-level 4th bedroom was created through a professional conversion of the former garage space, adding valuable square footage and versatility. This flexible area works beautifully as a guest suite, home office, media room, or additional living space. Ideally situated within a mile to Hilton Head Island schools and just minutes from shopping, dining, and everyday conveniences, this townhome delivers exceptional accessibility in one of the island's most practical locations. Rentals are permitted with a six-month minimum lease, offering income potential while preserving a residential community atmosphere. With limited availability of 4BR townhomes on Hilton Head Island-particularly at this price point- this property presents a rare opportunity to secure space, comfort, and long-term value.

4 Beds ⋅ 4 Baths ⋅ 2,178 SqFt. ⋅ HILTONHEAD-503329 MLS

Discover move-in-ready Lowcountry living in this meticulously maintained 4-bedroom, 3.5-bath townhome on Hilton Head Island, built in 2019 and thoughtfully upgraded throughout. Offering modern construction, open-concept living, lagoon views, and flexible space, this residence is ideal for a primary home, second home, or long-term rental opportunity. The main living level showcases a bright, open-concept floor plan overlooking a tranquil lagoon, seamlessly connecting the kitchen, dining, and living areas-perfect for everyday living and entertaining. Step outside to the elevated screened-in porch, where peaceful water views create a private retreat for morning coffee or evening gatherings. Upstairs on the third level are 3 bedrooms, including the primary suite featuring a generous walk-in closet. A conveniently located laundry area on this level enhances everyday functionality and thoughtful design. The lower-level 4th bedroom was created through a professional conversion of the former garage space, adding valuable square footage and versatility. This flexible area works beautifully as a guest suite, home office, media room, or additional living space. Ideally situated within a mile to Hilton Head Island schools and just minutes from shopping, dining, and everyday conveniences, this townhome delivers exceptional accessibility in one of the island's most practical locations. Rentals are permitted with a six-month minimum lease, offering income potential while preserving a residential community atmosphere. With limited availability of 4BR townhomes on Hilton Head Island-particularly at this price point- this property presents a rare opportunity to secure space, comfort, and long-term value.

213 Ceasar Place, Hilton Head Island

Listing courtesy of The Agency Hilton Head. Selling Office: Keller Williams Realty.

68 Bermuda Pointe Circle, Hilton Head Island

$477,000

Rare deep-water homesite in the gated waterfront community of Bermuda Pointe on Skull Creek. Enjoy expansive Intracoastal Waterway views, breathtaking sunsets, and direct boating access from your neighborhood dock potential. This premier North End location offers quick access to open water, easy on and off island convenience, and close proximity to Skull Creek's popular waterfront dining and marinas. Design and build your custom coastal retreat in one of Hilton Head Island's most desirable boutique waterfront communities.

HILTONHEAD-504195 MLS

Rare deep-water homesite in the gated waterfront community of Bermuda Pointe on Skull Creek. Enjoy expansive Intracoastal Waterway views, breathtaking sunsets, and direct boating access from your neighborhood dock potential. This premier North End location offers quick access to open water, easy on and off island convenience, and close proximity to Skull Creek's popular waterfront dining and marinas. Design and build your custom coastal retreat in one of Hilton Head Island's most desirable boutique waterfront communities.

68 Bermuda Pointe Circle, Hilton Head Island

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

$475,000

Everyone loves this community, and you will too! This wonderful 3BR/2BA home features great bedroom separation, an open floor plan, and a large two-car garage. The private, fenced backyard with a new paver patio offers a relaxing atmosphere and serves as a retreat for morning coffee or after a long day. This home is as charming as can be! It is situated within the highly sought-after community of Chinaberry Ridge, which offers a great mix of families, young professionals, and retirees, and is conveniently close to schools, some of the island's finest restaurants, shopping, and more. Easily drive to all of the island's award-winning beaches, town parks, and is conveniently located to Old Town Bluffton and Savannah. Whether you're buying as a full-time residence or a 2nd home, this home is a best buy opportunity that you don't want to miss out on!

3 Beds ⋅ 2 Baths ⋅ 1,472 SqFt. ⋅ HILTONHEAD-501616 MLS

Everyone loves this community, and you will too! This wonderful 3BR/2BA home features great bedroom separation, an open floor plan, and a large two-car garage. The private, fenced backyard with a new paver patio offers a relaxing atmosphere and serves as a retreat for morning coffee or after a long day. This home is as charming as can be! It is situated within the highly sought-after community of Chinaberry Ridge, which offers a great mix of families, young professionals, and retirees, and is conveniently close to schools, some of the island's finest restaurants, shopping, and more. Easily drive to all of the island's award-winning beaches, town parks, and is conveniently located to Old Town Bluffton and Savannah. Whether you're buying as a full-time residence or a 2nd home, this home is a best buy opportunity that you don't want to miss out on!

10 Cranberry Lane, Hilton Head Island

Listing courtesy of Real Life Brokered By EXP Realty LLC. Selling Office: William Raveis - Carolina LLC.

$470,000

Let the light shine in! This 3 bedroom, 2 bath home is super airy and bright with windows, skylights & vaulted smooth ceiling. The eat-in kitchen is gorgeous with stainless steel appliances, granite counters, glass subway tile back splash & beadboard with chair rail. The primary suite has a tray ceiling, huge walk-in closet. A huge backyard with a paver patio & storage shed is great for entertaining, and the home is right across from a community play area. Chinaberry Ridge is conveniently located on the Island's North End with easy access to schools and all Hilton Head has to offer.

3 Beds ⋅ 2 Baths ⋅ 1,416 SqFt. ⋅ HILTONHEAD-507589 MLS

Let the light shine in! This 3 bedroom, 2 bath home is super airy and bright with windows, skylights & vaulted smooth ceiling. The eat-in kitchen is gorgeous with stainless steel appliances, granite counters, glass subway tile back splash & beadboard with chair rail. The primary suite has a tray ceiling, huge walk-in closet. A huge backyard with a paver patio & storage shed is great for entertaining, and the home is right across from a community play area. Chinaberry Ridge is conveniently located on the Island's North End with easy access to schools and all Hilton Head has to offer.

32 Monticello Drive, Hilton Head Island

Listing courtesy of Berkshire Hathaway HomeServices Hilton Head Bluffton Realty. Selling Office: Howard Hanna Allen Tate Lowcountry.

$470,000

Welcome to 23 Squiresgate Road, a charming Hilton Head Island home tucked inside a small, quiet community near the waterfront along Skull Creek. This well maintained 3 bedroom, 2 bath home is perfectly situated within near distance of the water, where you can enjoy some of the island's most popular waterfront dining, beautiful sunsets, and the relaxed rhythm of Lowcountry living. Inside, the home offers a comfortable layout highlighted by 8" wire brushed hardwood floors throughout and dramatic cathedral ceilings in both the living room and primary bedroom, creating an open and inviting feel. The main living space flows naturally for everyday living and gathering, with pleasant afternoon light that brightens the home as the day unfolds. Outside, the backyard features a spacious, expanded patio that creates a generous outdoor living area. The space easily accommodates dining, lounging, and future additions such as a screened porch or outdoor kitchen. Mature tropical landscaping surrounds the yard, creating a private setting that becomes especially lush in the island's coastal climate.Important system updates provide peace of mind for future owners. The roof was replaced in 2018, ductwork was replaced in 2024, and a new HVAC system was installed in August 2025. Residents of Squiresgate enjoy a small community setting with a low HOA and the added convenience of boat and trailer storage. Nearby, the Rowing and Sailing Center at Squire Pope Community Park offers a fishing pier, kayak launch, playground, picnic areas, and views of Skull Creek.Whether you are looking for a primary residence, second home, or island retreat, 23 Squiresgate Road offers a peaceful setting with easy access to some of the best waterfront experiences Hilton Head Island has to offer.

3 Beds ⋅ 2 Baths ⋅ 1,303 SqFt. ⋅ HILTONHEAD-505625 MLS

Welcome to 23 Squiresgate Road, a charming Hilton Head Island home tucked inside a small, quiet community near the waterfront along Skull Creek. This well maintained 3 bedroom, 2 bath home is perfectly situated within near distance of the water, where you can enjoy some of the island's most popular waterfront dining, beautiful sunsets, and the relaxed rhythm of Lowcountry living. Inside, the home offers a comfortable layout highlighted by 8" wire brushed hardwood floors throughout and dramatic cathedral ceilings in both the living room and primary bedroom, creating an open and inviting feel. The main living space flows naturally for everyday living and gathering, with pleasant afternoon light that brightens the home as the day unfolds. Outside, the backyard features a spacious, expanded patio that creates a generous outdoor living area. The space easily accommodates dining, lounging, and future additions such as a screened porch or outdoor kitchen. Mature tropical landscaping surrounds the yard, creating a private setting that becomes especially lush in the island's coastal climate.Important system updates provide peace of mind for future owners. The roof was replaced in 2018, ductwork was replaced in 2024, and a new HVAC system was installed in August 2025. Residents of Squiresgate enjoy a small community setting with a low HOA and the added convenience of boat and trailer storage. Nearby, the Rowing and Sailing Center at Squire Pope Community Park offers a fishing pier, kayak launch, playground, picnic areas, and views of Skull Creek.Whether you are looking for a primary residence, second home, or island retreat, 23 Squiresgate Road offers a peaceful setting with easy access to some of the best waterfront experiences Hilton Head Island has to offer.

23 Squiresgate Road, Hilton Head Island

Listing courtesy of RE/MAX Island Realty. Selling Office: Daniel Ravenel Sotheby's International Realty.

11 Chinaberry Circle, Hilton Head Island

$470,000

Don't miss this fantastic opportunity to own in Chinaberry Ridge on the north end of Hilton Head Island. Situated on the second-largest lot in the neighborhood, this well-maintained home offers space, privacy, and versatility. Inside, you'll find three bedrooms, two full baths, a dedicated office or dining room, and a convenient laundry room that opens directly into a spacious two-car garage. Step outside to enjoy the covered back porch overlooking a large, private, grassed backyard-perfect for entertaining, relaxing, or play. Chinaberry Ridge features a neighborhood playground and is ideally located near Hilton Head Island schools, premier shopping, and popular restaurants, all with a low HOA. Don't delay-come see this Hilton Head Island gem today.

3 Beds ⋅ 2 Baths ⋅ 1,579 SqFt. ⋅ HILTONHEAD-504427 MLS

Don't miss this fantastic opportunity to own in Chinaberry Ridge on the north end of Hilton Head Island. Situated on the second-largest lot in the neighborhood, this well-maintained home offers space, privacy, and versatility. Inside, you'll find three bedrooms, two full baths, a dedicated office or dining room, and a convenient laundry room that opens directly into a spacious two-car garage. Step outside to enjoy the covered back porch overlooking a large, private, grassed backyard-perfect for entertaining, relaxing, or play. Chinaberry Ridge features a neighborhood playground and is ideally located near Hilton Head Island schools, premier shopping, and popular restaurants, all with a low HOA. Don't delay-come see this Hilton Head Island gem today.

11 Chinaberry Circle, Hilton Head Island

Listing courtesy of Charter One Realty. Selling Office: Berkshire Hathaway HomeServices Hilton Head Bluffton Realty.

$467,000

You'll love this charming home with excellent curb appeal! It features an open floor plan, a large kitchen with an oversized island and breakfast bar, and a dining area. Upstairs is a spacious primary suite with vaulted ceilings, a generous en-suite bath, and an upgraded closet. Two additional bedrooms, a full bath, and laundry complete the upstairs. Enjoy a 2-car garage, a back porch overlooking a private wooded yard, newer appliances, new upstairs windows, and a brand new roof! Located in the desirable gated community of Allenwood with a pool, clubhouse, and lagoon.

3 Beds ⋅ 3 Baths ⋅ 1,744 SqFt. ⋅ HILTONHEAD-452328 MLS

You'll love this charming home with excellent curb appeal! It features an open floor plan, a large kitchen with an oversized island and breakfast bar, and a dining area. Upstairs is a spacious primary suite with vaulted ceilings, a generous en-suite bath, and an upgraded closet. Two additional bedrooms, a full bath, and laundry complete the upstairs. Enjoy a 2-car garage, a back porch overlooking a private wooded yard, newer appliances, new upstairs windows, and a brand new roof! Located in the desirable gated community of Allenwood with a pool, clubhouse, and lagoon.

312 Ceasar Place, Hilton Head Island

Listing courtesy of Keller Williams Realty. Selling Office: SERHANT.

$465,000

Beautiful one story home in the north end of Hilton Head Island in Chinaberry Ridge. This home sits on a beautifully wooded private lot on the backside of the neighborhood. The home boasts 3 bedrooms and 2 full baths with vaulted ceilings in the family room and kitchen. Directly across the street is the neighborhood playground. The home is conveniently located to the Island's schools, shopping, restaurants and hospital. Don't miss this opportunity.

3 Beds ⋅ 2 Baths ⋅ 1,602 SqFt. ⋅ HILTONHEAD-504226 MLS

Beautiful one story home in the north end of Hilton Head Island in Chinaberry Ridge. This home sits on a beautifully wooded private lot on the backside of the neighborhood. The home boasts 3 bedrooms and 2 full baths with vaulted ceilings in the family room and kitchen. Directly across the street is the neighborhood playground. The home is conveniently located to the Island's schools, shopping, restaurants and hospital. Don't miss this opportunity.

40 Monticello Drive, Hilton Head Island

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

$450,000

This beautifully updated 4-bedroom, 3.5-bath interior townhome offers space, style, and flexibility across three well-designed levels. The first floor features a private bedroom with a full bath-ideal for guests or a home office-along with access to a large covered patio and an oversized one-car garage.Upstairs, the main living level showcases updated LVP flooring throughout and an open-concept layout perfect for entertaining. The kitchen is a standout with white cabinetry, quartz countertops, stainless steel appliances, and a peninsula with bar seating, flowing seamlessly into the dining and family rooms. A convenient half bath and two covered decks complete this inviting space.The third floor is home to the primary suite, featuring an updated master bathroom with dual vanities and a spacious walk-in closet. Two additional bedrooms, a full bath, and a laundry room provide comfort and convenience for everyday living.

4 Beds ⋅ 4 Baths ⋅ 1,936 SqFt. ⋅ HILTONHEAD-505806 MLS

This beautifully updated 4-bedroom, 3.5-bath interior townhome offers space, style, and flexibility across three well-designed levels. The first floor features a private bedroom with a full bath-ideal for guests or a home office-along with access to a large covered patio and an oversized one-car garage.Upstairs, the main living level showcases updated LVP flooring throughout and an open-concept layout perfect for entertaining. The kitchen is a standout with white cabinetry, quartz countertops, stainless steel appliances, and a peninsula with bar seating, flowing seamlessly into the dining and family rooms. A convenient half bath and two covered decks complete this inviting space.The third floor is home to the primary suite, featuring an updated master bathroom with dual vanities and a spacious walk-in closet. Two additional bedrooms, a full bath, and a laundry room provide comfort and convenience for everyday living.

209 Ceasar Place, Hilton Head Island

Listing courtesy of Keller Williams. Selling Office: Charter One Realty.

$450,000

Discover effortless island living on Hilton Head Island in this completely updated, single-level ranch home-perfect as a primary residence, second home, or investment property. Thoughtfully remodeled throughout, this move-in-ready home features new luxury vinyl plank flooring, brand-new stainless appliances, sleek quartz countertops, modern light fixtures, and fully updated bathrooms with clean, contemporary lines . The open, functional layout offers comfortable everyday living and easy entertaining, while durable finishes make it ideal for coastal living. Enjoy low-maintenance ownership with all the updates already completed-no projects required. Located close to Hilton Head's pristine beaches, golf courses, bike paths, dining and shopping, this home captures the best of the Hilton Head Island lifestyle. Bonus feature; the seller is offering a home warranty allowing for peace of mind!

3 Beds ⋅ 2 Baths ⋅ 1,146 SqFt. ⋅ HILTONHEAD-503966 MLS

Discover effortless island living on Hilton Head Island in this completely updated, single-level ranch home-perfect as a primary residence, second home, or investment property. Thoughtfully remodeled throughout, this move-in-ready home features new luxury vinyl plank flooring, brand-new stainless appliances, sleek quartz countertops, modern light fixtures, and fully updated bathrooms with clean, contemporary lines . The open, functional layout offers comfortable everyday living and easy entertaining, while durable finishes make it ideal for coastal living. Enjoy low-maintenance ownership with all the updates already completed-no projects required. Located close to Hilton Head's pristine beaches, golf courses, bike paths, dining and shopping, this home captures the best of the Hilton Head Island lifestyle. Bonus feature; the seller is offering a home warranty allowing for peace of mind!

64 Shamrock Circle, Hilton Head Island

Listing courtesy of Keller Williams Realty. Selling Office: Charter One Realty.

$450,000

Beautiful one story home in Chinaberry Ridge on a great homesite with an awesome backyard and paver patio. 3 bedrooms and 2 full baths with loads of updating. Large Great room with cathedral ceilings. Very open kitchen with loads of cabinet space and breakfast area. Primary bedroom with an updated bath and large walk in closet with custom built ins. Split floorplan with Guest Bedrooms on the opposite side of the Primary bedroom. Large laundry room and an oversized 2 car garage. Loads of upgrades. Great value for an Island home in a great family neighborhood.

3 Beds ⋅ 2 Baths ⋅ 1,344 SqFt. ⋅ HILTONHEAD-502601 MLS

Beautiful one story home in Chinaberry Ridge on a great homesite with an awesome backyard and paver patio. 3 bedrooms and 2 full baths with loads of updating. Large Great room with cathedral ceilings. Very open kitchen with loads of cabinet space and breakfast area. Primary bedroom with an updated bath and large walk in closet with custom built ins. Split floorplan with Guest Bedrooms on the opposite side of the Primary bedroom. Large laundry room and an oversized 2 car garage. Loads of upgrades. Great value for an Island home in a great family neighborhood.

13 Monticello Drive, Hilton Head Island

Listing courtesy of Charter One Realty. Selling Office: EXP Realty LLC.

12 Fuller Pointe Drive, Hilton Head Island

$440,000

Become a true Islander, escape the traffic, and live ON Hilton Head Island near Skull Creek by waterfront dining at Hudson's, Benny's, The Boathouse, or Dockside, and Green Shell Park and the Rowing & Sailing Center right around the corner. Discover the ease of Lowcountry living in this semi-detached townhome that provides low-maintenance comfort and an unbeatable mid-island location. This property is equally appealing as a strong long-term rental opportunity. Step inside to an open-concept main level featuring rich hardwood floors, smooth-finished ceilings, and a bright living area that flows effortlessly to an elevated rear deck, perfect for relaxing or entertaining. The well-appointed kitchen blends style and function with stainless steel appliances, glazed cabinetry, and ample counter space for meal prep or casual dining. Upstairs, two generously sized bedroom suites offer comfort, privacy, and newly installed carpeting underfoot. Down below, a tandem-style garage and workshop add valuable storage and hobby space. A rare opportunity to embrace island life, right in the heart of Hilton Head Island!

2 Beds ⋅ 3 Baths ⋅ 1,800 SqFt. ⋅ HILTONHEAD-501004 MLS

Become a true Islander, escape the traffic, and live ON Hilton Head Island near Skull Creek by waterfront dining at Hudson's, Benny's, The Boathouse, or Dockside, and Green Shell Park and the Rowing & Sailing Center right around the corner. Discover the ease of Lowcountry living in this semi-detached townhome that provides low-maintenance comfort and an unbeatable mid-island location. This property is equally appealing as a strong long-term rental opportunity. Step inside to an open-concept main level featuring rich hardwood floors, smooth-finished ceilings, and a bright living area that flows effortlessly to an elevated rear deck, perfect for relaxing or entertaining. The well-appointed kitchen blends style and function with stainless steel appliances, glazed cabinetry, and ample counter space for meal prep or casual dining. Upstairs, two generously sized bedroom suites offer comfort, privacy, and newly installed carpeting underfoot. Down below, a tandem-style garage and workshop add valuable storage and hobby space. A rare opportunity to embrace island life, right in the heart of Hilton Head Island!

12 Fuller Pointe Drive, Hilton Head Island

Listing courtesy of Collins Group Realty. Selling Office: EXP Realty LLC.

$430,000

Welcome to 36 Squiresgate Rd! This beautifully updated 3-bedroom, 2-bath home is nestled on a 0.3-acre lot with peaceful wooded views in the desirable Squiresgate community. It offers a sense of privacy while keeping you close to shops, dining, and all the essentials. Inside, you'll find modern updates throughout, including durable LVP flooring in the main living areas, newer carpet in all bedrooms, and a fresh neutral palette ready for your personal touch. Large windows flood the home with natural light, and the open layout creates a seamless, comfortable flow. Recent updates include a new HVAC system and windows installed in 2022, along with a new water heater in 2024-adding peace of mind and energy efficiency. Located in a quiet, established neighborhood just across from Skull Creek Boathouse and Hudson's, this puts waterfront dining and Island charm right at your doorstep!

3 Beds ⋅ 2 Baths ⋅ 1,216 SqFt. ⋅ HILTONHEAD-455070 MLS

Welcome to 36 Squiresgate Rd! This beautifully updated 3-bedroom, 2-bath home is nestled on a 0.3-acre lot with peaceful wooded views in the desirable Squiresgate community. It offers a sense of privacy while keeping you close to shops, dining, and all the essentials. Inside, you'll find modern updates throughout, including durable LVP flooring in the main living areas, newer carpet in all bedrooms, and a fresh neutral palette ready for your personal touch. Large windows flood the home with natural light, and the open layout creates a seamless, comfortable flow. Recent updates include a new HVAC system and windows installed in 2022, along with a new water heater in 2024-adding peace of mind and energy efficiency. Located in a quiet, established neighborhood just across from Skull Creek Boathouse and Hudson's, this puts waterfront dining and Island charm right at your doorstep!

36 Squiresgate Road, Hilton Head Island

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

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