
Est $1,760,474 Not Listed For Sale
- 4 Beds
- 3.5 Baths
- 3,646 Sq Ft
14 Chaplin Dr, Hilton Head Island, SC 29926

Est $1,760,474 Not Listed For Sale
14 Chaplin Dr, Hilton Head Island, SC 29926
$799,999
18 Brown Thrasher Rd, Hilton Head Island, SC 29926
Welcome to 18 Brown Thrasher Rd a beautifully updated 3 bed, 3 bath home on a generous lot in Hilton Head Plantation. This turnkey property is truly move-in ready, offering a long list of upgrades for modern Lowcountry living. Inside, you'll find all-new flooring, designer lighting, quartz countertops, and updated appliances throughout. The 1.5 car garage includes an EV charger, and the exterior
The Wedgeworth Team Charter One Realty (063)
$1,180,000 Sold Jul 29, 2025
283 Seabrook Dr, Hilton Head Island, SC 29926
Outstanding opportunity on this 4 Bedroom 3.5 Bath charmer with 3364 Sq Ft of space. If you enjoy an open floor plan you will love this home with one of the nicest kitchens you will see! High end S/S appliances including double ovens, warming drawer, gas cook top, Fisher/Paykel double drawer dishwasher and huge island. This home boasts high ceilings throughout, hardwood floors, fireplace in the
Addison Parrott William Raveis - Carolina LLC
Est $326,626 Not Listed For Sale
5 Gumtree Rd Unit G19, Hilton Head Island, SC 29926
$134,900
43 Jenkins Rd Unit 154, Hilton Head Island, SC 29926
Watch dolphins swim, manatees, bird and wildlife all from this perfect upscale water front living community! pet friendly, golf cart accessible, right on water-easy access to 278. Two pools-hot tub-tennis, picnic area, clubhouse, playground and marina on site. This beautiful lot has been completely renovated with pavers, firepit, seating, furniture, landscaping, lighting, plants, paths, and is
Coast Professionals COAST PROFESSIONALS Brokered by EXP Realty (901)
$770,175 Sold Jul 28, 2025
11 Burl Wood Ct, Hilton Head Island, SC 29926
11 Burl Wood Ct, Hilton Head Island, SC 29926Not Listed For Sale
5 Gumtree Rd Unit H11, Hilton Head Island, SC 29926
$699,000
73 Skull Creek Dr Unit 205, Hilton Head Island, SC 29926
Light-filled 3BR flat offering peaceful angled views of the Intracoastal through graceful oaks draped in Spanish moss. End unit lives larger w/ extra sunlight & a sense of privacy surrounded by nature. Spacious enclosed porch expands gathering space, perfect for morning coffee & Low Country sunsets! Stylishly updated;LVP floors, refreshed baths & fireplace, ss appliance etc. offering a light
Christina Forbis Charter One Realty (063D)
$1,200,000 Sold Jul 28, 2025
11 Blue Heron Point Rd, Hilton Head Island, SC 29926
Rare opportunity to own an updated home with a private dock in Hilton Head Island. Situated on over half an acre on the Intracoastal waterway, enjoy sunset views, fishing, crabbing, and paddle boarding right from your backyard. Soaring ceilings and expansive windows throughout create an airy atmosphere filled with natural light. Interior features include stainless appliances, gas cooktop, granite
Angela Wilkins Daniel Ravenel Sotheby's Inte
Est $450,085 Not Listed For Sale
141 Ceasar Place, Hilton Head Island, SC 29926
$599,000
31 Millwright Dr, Hilton Head Island, SC 29926
Build your dream home on this spacious homesite, just under 3/4 acre. Enjoy breathtaking salt water & natural rookery views within the exclusive Windmill Harbour community. Surrounded by majestic live oak trees adorned in Spanish moss & located near the HGTV Dream Home. The community's architectural style pays homage to historic Charleston & it's only minutes from HHI's renowned beaches, fine
Coast Professionals COAST PROFESSIONALS Brokered by EXP Realty (901)
$1,125,000 Sold Jul 28, 2025
264 Berwick Dr, Hilton Head Island, SC 29926
Rarely on the market, Berwick Green Townhome. Sold furnished 4 Bedrooms, 3.5 Baths with a panoramic view of the Lagoon and 10th Green of Golden Bear and a Tee to Green view of the 11th Fairway. Spacious Great Room with soaring ceilings and walls of windows. Chef’s Kitchen, separate Dining area. First Floor private Primary Suite with sitting area and Fireplace. 3 Bedrooms plus a loft are on the
Richard MacDonald Charter One Realty (063D)
Est $732,545 Not Listed For Sale
25 Seagrass Landing Ct, Hilton Head Island, SC 29926
$999,995
73 Skull Creek Dr Unit 314, Hilton Head Island, SC 29926
Welcome to 73 Skull Creek Dr #C314, a stunning Mariner's Point Villa offering breathtaking views of the Intracoastal waterways and marina. This 3BD/2.5BA villa features a bright and open living area, a modern kitchen with a pantry, and dining room. Versatile loft space can be a family room or office. Spacious primary suite provides tranquil vantage points over the water. Step outside to your
Timothy Peirce Peirce Group Brokered by eXp
$175,000 Sold Jul 25, 2025
5 Gumtree Rd Unit E-1, Hilton Head Island, SC 29926
Affordable studio condo in Hilton Head, SC for sale. This one level sun filled condo is located at the pet friendly Marshside community. Condo offers cathedral ceiling, eat in kitchen, fireplace and corner window and much more. Low density community offers community pool w hot tub, tennis courts, playground, work out room and nightly security. Just minutes to public schools, Main street dining
Richard Gataveckas RE/MAX Island Realty (521)
Est $504,323 Not Listed For Sale
285 Ceasar Place, Hilton Head Island, SC 29926
$4,000,000
210 Fish Haul Rd, Hilton Head Island, SC 29926
Premier 3.87-acre residential development opportunity on Hilton Head Island’s North End! Located at 210 Fish Haul Rd, this parcel is zoned residential & minutes from Fish Haul Beach Park, Port Royal Sound, Hilton Head Airport, golf, & more. Offered with the adjoining parcel, this combined offering expands development potential. Excellent site for a private estate, vacation homes, or a small
Colleen Sullivan Keller Williams Realty (322)
$751,261 Sold Jul 24, 2025
101 Heartleaf Rd, Hilton Head Island, SC 29926
101 Heartleaf Rd, Hilton Head Island, SC 29926Est $1,113,798 Not Listed For Sale
21 Paddocks Blvd, Hilton Head Island, SC 29926
$259,900
239 Beach City Rd Unit 3236, Hilton Head Island, SC 29926
Retreat or Investment-No Headaches!! All redone , No UNKNOWNS-(This means even Polybutylene Plumbing has been replaced- which is a $7500 savings to the new owners!) Investors (rental projection up to $35K) or 2nd home- this is your place to park when you come home from the beach! Smooth ceilings, fresh paint and new floors, new water heater, newer HVAC, new furniture in 2024- never rented and pet
Jennifer Wells Keller Williams Realty (322)
$743,699 Sold Jul 24, 2025
35 Lone Cypress Trail, Hilton Head Island, SC 29926
35 Lone Cypress Trail, Hilton Head Island, SC 29926Est $973,128 Not Listed For Sale
22 Paddocks Blvd, Hilton Head Island, SC 29926
$299,000
239 Beach City Rd Unit 3313, Hilton Head Island, SC 29926
Resort-style living at its best! This turnkey top-floor 2BD/2BA villa is just steps from one of Hilton Head's most secluded beaches. Recently renovated, it features LVP and tile flooring throughout, new furnishings, luxury linens, a fully stocked kitchen, and a BRAND NEW HVAC system. Relax on the screened porch with tranquil views, or enjoy The Spa at Port Royals' impressive amenities- pools,
Jim Couture EXP Realty LLC (938)
$849,000 Sold Jul 24, 2025
124 High Bluff Rd, Hilton Head Island, SC 29926
Situated on a peaceful secluded lot, this adorable 3 bedroom 2 and half bath home is ready for a family to relocate to the island and enjoy all the wonderful amenities Hilton Head Plantation has to offer.
Terry Notartomaso Vacation Time of HHI Inc (032)
Not Listed For Sale
155 Dillon Rd Unit 2422, Hilton Head Island, SC 29926
$550,000
56 Royal Pointe Dr, Hilton Head Island, SC 29926
Located just a short stroll from the scenic marsh, this 3-bedroom, 2-bath home offers the perfect blend of Lowcountry charm and comfort in the highly sought-after Moss Creek community. Nestled on a quiet street, this residence features a smart layout designed for easy living. Residents of Moss Creek enjoy world-class amenities, including two Fazio golf courses, a deepwater marina, a fitness
Craig Cleveland Charter One Realty (063D)
$720,000 Sold Jul 24, 2025
1 Teal Ln, Hilton Head Island, SC 29926
Overlooking the green of the #4 hole at Dolphin Head Golf Club, this 3BR/2BA home offers stunning lagoon and golf views down the full par-3 fairway. All on one level, it features an oversized family room, large dining area, and a spacious porch/deck for entertaining. Recent updates include a new roof (2024), HVAC (2022), exterior paint (2024), and insulation(2024). Just a short walk to Spring
Thomas Reed Charter One Realty
Est $275,766 Not Listed For Sale
155 Dillon Rd Unit 2113, Hilton Head Island, SC 29926
$799,000
55 Wax Myrtle Ct, Hilton Head Island, SC 29926
SELLER BONUS TO BUYER OF $20,000.00 TOWARDS MOSS CREEK CERTIFICATE ON SUCCESSFUL CONTRACT on this unique property with its 'own' community owned green space, giving a delightful sense of space and privacy to enjoy the superb golf views from the newly paved patio. 55 Wax Myrtle Court, in beautiful, amenity-rich Moss Creek, has been meticulously updated in all key areas, with new wood flooring,
Colleen Renew Renew Realty, LLC (328)
$510,000 Sold Jul 24, 2025
4 Indigo Run Dr Unit 1920, Hilton Head Island, SC 29926
The Magnolia 2/2 second floor unit with great sunlight in the unit , living room with fireplace , eat in kitchen, dining room., with 2 car garage. The primary bedroom offers access to a screened balcony, while the ensuite bath boasts a double vanity, separate shower, & garden tub. Located on Hilton Head Island's peaceful north end, you're close to Publix, Walmart, the beach, & top restaurants.
Renee Raffaele Realty One Group Lowcountry
Est $252,783 Not Listed For Sale
155 Dillon Rd Unit 2020, Hilton Head Island, SC 29926
$1,399,000
9 Summers Ln, Hilton Head Island, SC 29926
Experience the epitome of Lowcountry living in this elegantly updated Palmetto Hall residence, perfectly situated on a quiet cul-de-sac. Fresh exterior paint, lush new landscaping, and a paver-lined driveway create a stunning first impression that sets the tone for what lies within. Inside, soaring ceilings and oversized windows bathe the interiors in natural light, enhancing the homes airy,
Collins Group Collins Group Realty (291)
$355,000 Sold Jul 23, 2025
380 Marshland Rd Unit D12, Hilton Head Island, SC 29926
Arguably the best 2BR/2BA value on all of Hilton Head Island—fully updated first-floor unit with no steps! New granite counters, stylish vinyl flooring, LED lighting, steam shower for two, 9-jet whirlpool tub, updated appliances, and more. Screened porch, 2 walk-in closets, custom office nook. Summer House is gated and pet-friendly with a resort-style pool, hot tub, gym, cabana, and on-site
The Ken Oliver Team Dunes Real Estate (065)
Est $295,837 Not Listed For Sale
239 Beach City Rd Unit 3337, Hilton Head Island, SC 29926
$559,000
6 Village Dr N Unit 133, Hilton Head Island, SC 29926
This first-floor single-level unit offers stunning sunset and water views of the Intercoastal Waterway and Skull Creek. This 2 bedroom, 2 bath in the Flagship building with elevator, Waterway floor plan features great bedroom separation for privacy and large waterfront glassed porch. Unit is conveniently located close to the pool and carwash and does not allow short-term rentals. Easy access
Dawn Deeby-Wickline Howard Hanna Allen Tate Hilton Head (543)
$920,000 Sold Jul 23, 2025
7 Lavender Cir, Hilton Head Island, SC 29926
Stunning! Modern luxury with an abundance of comforts! Gorgeous wood flooring flows throughout the open-concept design, accented by shiplap details and designer lighting. The gourmet kitchen boasts floor-to-ceiling cabinetry, a 6-burner gas range, a farmhouse sink, and an oversized (flat) island. Retreat to the owner’s suite with a spa-like bath featuring subway tile and multi-shower heads.
Collins Group Collins Group Realty (291)
Est $354,712 Not Listed For Sale
239 Beach City Rd Unit 3325, Hilton Head Island, SC 29926
$275,000
400 William Hilton Pkwy Unit 110, Hilton Head Island, SC 29926
Investor-friendly condo in prime Hilton Head location! This 2BR, 3BA townhouse-style unit includes a spacious bonus room and newer HVAC. Ideal for short- or long-term rentals with strong income potential. Located in The Oaks, a pet-friendly community featuring a pool, playground, and private tennis/pickleball courts. Walk to dining, shopping, Starbucks, and entertainment — no bridge traffic! Just
Karina Padilla Brown EXP Realty LLC (938)
$1,200,000 Sold Jul 22, 2025
6 Grey Fox Ln, Hilton Head Island, SC 29926
Pristine, tastefully remodeled/expanded residence with panoramic Bear Lake views in popular HHP! Features include LVP flooring, smooth volume ceilings, quartz counters, ss appliance package, beautifully updated baths, custom cabinetry/ built-ins/millwork, designer fixtures/hardware/lighting/window treatments, wood burning FP, etc. Floor plan offers kitchen open to casual dining, great rm, DR, new
Patrick & Taylor Team Charter One Realty (063D)
Est $318,284 Not Listed For Sale
239 Beach City Rd Unit 3318, Hilton Head Island, SC 29926
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