Hilton Head Island and Bluffton Area Real Estate Search

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If you are interested in buying or selling a home or homesite on Hilton Head Island or Bluffton on the Mainland, call Sean Ryan today. He's Making a Lasting Impact in Local Real Estate!

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Newest Hilton Head Island and Bluffton Area Homes and Condos for Sale

$2,195,000
HILTONHEAD-513047 MLS
Set within the highly sought-after May River Forest neighborhood of Palmetto Bluff, 22 Smilax Vine Road presents a rare opportunity to create a custom Lowcountry retreat on an exceptional 2.21-acre homesite. Tucked away on a quiet cul-de-sac and surrounded by protected maritime forest, the homesite enjoys a remarkable sense of privacy while opening to beautiful views of the 16th fairway of the Jack Nicklaus Signature Golf Course. The generous acreage provides an inspiring canvas for a thoughtfully designed residence, with the golf course setting creating a picturesque backdrop and an opportunity to embrace expansive outdoor living. Surrounded by the distinctive landscape of May River Forest, the homesite captures the essence of Palmetto Bluff-where architecture and nature are thoughtfully intertwined. Life at Palmetto Bluff is defined by an extraordinary connection to nature and an unparalleled collection of amenities. Miles of walking and biking trails wind through forests and along waterways, while the community offers championship golf, equestrian facilities, fitness and wellness experiences, boating and river access, restaurants, shops, and an abundance of outdoor pursuits. From quiet mornings surrounded by nature to afternoons on the river and evenings gathered with family, Palmetto Bluff offers an enduring Lowcountry lifestyle unlike any other. With its combination of 2.21 acres, golf course views, mature natural surroundings, and coveted May River Forest location, 22 Smilax Vine Road represents an exceptional opportunity to create a one-of-a-kind Lowcountry legacy property-one thoughtfully designed for both the beauty of today and the generations to come.

22 Smilax Vine Road, Bluffton

Listing courtesy of Palmetto Bluff Real Estate Co.

$495,000
4 Beds 3 Baths 2,431 SqFt. HILTONHEAD-512620 MLS
Why start from scratch when so much is already done? Built in 2022 and beautifully maintained, 77 Mainland Lakes offers the newer-home feel buyers want with many of the upgrades, improvements, and outdoor additions already in place. The flexible floor plan features 4 bedrooms, 2.5 baths, a loft/flex space, and a generous media/bonus room. At the heart of the home, the open kitchen and living area are designed for everyday living and entertaining, with quartz countertops, double ovens, a gas range, oversized island, large walk-in pantry, upgraded hardware, and smart-home features. Upstairs, the primary suite offers dual vanities, a walk-in shower, and two walk-in closets, including one extensively customized for additional storage. Fresh interior paint, updated lighting, ceiling fans, and thoughtful improvements throughout add to the move-in-ready appeal. Outside, the screened porch, fenced backyard, and storage shed are already complete-valuable additions that would otherwise require additional time and expense after closing. The gated Lakes at New Riverside offers a community pool, pickleball, playground, fire pit, park space, and access to the extensive New Riverside trail system. Just beyond the neighborhood, New Riverside Village continues to grow with restaurants, shops, services, and gathering spaces, while May River High School and other Bluffton conveniences are nearby. For buyers considering new construction, 77 Mainland Lakes offers a compelling alternative: a newer home, established setting, completed upgrades, and a location that puts both neighborhood amenities and the growing New Riverside area close at hand.

77 Mainland Lakes Drive, Bluffton

Listing courtesy of Engel & Volkers.

$629,000
3 Beds 3 Baths 1,634 SqFt. HILTONHEAD-512789 MLS
Tucked away in the desirable Crooked Pond neighborhood of Hilton Head Plantation, this beautifully renovated 3-bedroom, 3-bath home offers an exceptional combination of style, comfort, and privacy. The interior has been completely refreshed with new paint, all-new LVP flooring, upgraded doors and trim, and new lighting fixtures throughout, along with a new roof installed in 2026.The beautifully redesigned kitchen features new Matrix cabinetry, Lamataj quartz countertops, an Ivy Hill Kingston White tile backsplash, new appliances, and a clean, updated look that opens naturally to the surrounding living spaces. The thoughtful floor plan offers both the primary suite and a guest bedroom on the main level. The primary bath has been completely updated with a new double vanity and spacious walk-in tile shower, while the guest bath features a new vanity and tub with custom tile surround. Upstairs, a generous third bedroom and full bath with a walk-in tile shower create a private and comfortable space for family or guests. A dedicated laundry room adds everyday convenience. One of the property's standout features is its exceptional privacy, with community-owned green space along one side and behind the home, creating a peaceful wooded setting. Residents of Crooked Pond enjoy access to the neighborhood pool and pickleball court, along with the broader amenities of Hilton Head Plantation, including the Spring Lake Recreation Area, additional pools, leisure trails, golf, tennis, pickleball, boating access, and more. Move-in ready and beautifully updated throughout, with the added benefit of a new 2026 roof, this home is an ideal full-time residence or second-home retreat in one of Hilton Head Island's most established and sought-after communities.

15 Stillwater Lane, Hilton Head Island

Listing courtesy of Charter One Realty.

$428,000
3 Beds 3 Baths 1,572 SqFt. HILTONHEAD-512907 MLS
Beautifully updated and filled with Lowcountry charm, this 3BR/3BA home offers 1,572 SF plus 275 SF of inviting porch space in desirable Westbury Park. Situated on a corner lot, the Catesby floorplan has double Charleston-style porches, a private fenced courtyard, garage and carport, with 9' ceilings on both levels. Inside, an open, light-filled layout creates an effortless flow for everyday living and entertaining. The kitchen features white cabinetry, stainless appliances and a breakfast bar overlooking the main living space. A first-floor bedroom and full bath provide flexibility for guests or a home office. Upstairs, the oversized primary suite is joined by an additional ensuite bedroom and conveniently located laundry. Extensive improvements elevate the home, including new LVP flooring throughout most living areas, removal of popcorn ceilings, fresh paint throughout, solid oak stairs, updated lighting and hardware, new tile in both upstairs baths, and a beautifully renovated primary shower with frameless glass enclosure. Additional upgrades include Ring cameras, keyless entry at every door, an epoxy-coated garage floor and sealed soffits in the garage to allow the garage to allow for air conditioning. A thoughtfully refreshed home combining classic Charleston-inspired architecture with modern finishes and exceptional indoor-outdoor living.

17 Abbey Avenue, Bluffton

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

$5,250,000
5 Beds 6 Baths 4,698 SqFt. HILTONHEAD-513037 MLS
The perfect amalgam of luxury and privacy, 124 South Shore Drive represents a truly rare oceanfront offering on Hilton Head Island. This four bedroom, four bathroom townhome property showcases exceptional craftsmanship and construction quality throughout. The living area's two-story ceilings capture natural lighting as it shines off the Atlantic Ocean, while the chef's kitchen features the culinary offerings of Sub-Zero and Wolf appliances. Awaken to your beach landscape from the first floor owner's suite, complete with spa bathroom and substantial oceanfront terrace. Family and visitors will delight in the ample en-suite guest rooms and large second floor media room space. A bonus third floor office, flex room offers additional convenience to both owners and guests. A private residential elevator services the entirety of the space. The home's whole bottom floor has been re-imagined by the current owner to create an oasis of private recreation and leisure. A collector's garage showcases a hardwood ceiling and led lighting, leading to a professional grade gym capable of multiple fitness stations. The climate controlled workshop and storage room showcase a commercial grade dehumidifier, custom shelving and access to the property's telecommunications hub. Begin your beach days from the owner's private oceanfront pathway and eventually unwind by the home's pool and spa, complete with cabana-style bathroom. Exceptional upgrades such as twenty-year warranty exterior paint, geothermal HVACs and dual 85 gallon heat pumps ensure lasting quality and comfort. This exceptional real estate offering is located within the private gates of Leamington, restricting any short-term vacation rentals. Additional offerings include an owners only beach pavilion, community pool, day dock on the 11 mile lagoon system and multiple golf courses, all nestled on the southern shores of Hilton Head Island.

124 S Shore Drive Unit 124, Hilton Head Island

Listing courtesy of The Hilton Head Agency.

$1,375,000
3 Beds 4 Baths 2,420 SqFt. HILTONHEAD-513022 MLS
Like NEW and beautifully maintained, this quintessentially Southern residence was constructed in 2025 and has served exclusively as a second home. From the moment you arrive, timeless Lowcountry charm is on full display with classic Savannah Gray brick porches, refined architectural details, and elevated millwork throughout. Designed for both comfortable everyday living and effortless entertaining, the home features a fabulous great room that flows seamlessly into a beautifully appointed kitchen, complete with a wet bar perfect for hosting family and friends. The thoughtfully designed floor plan offers 3 spacious bedrooms, 3.5 baths, and a serene primary suite with a spa-inspired bath featuring a freestanding soaking tub. A screened porch overlooking a live oak extends the living space outdoors, creating the perfect setting for morning coffee, evening cocktails, or simply enjoying the coastal lifestyle. Home furnishings are negotiable, offering the chance for a truly seamless transition into your dream home. Imagine passing through the canopy of the iconic Avenue of Oaks daily as you enter one of the area's most naturally beautiful, award-winning golf communities. Residents enjoy two championship Fazio golf courses, a state-of-the-art Fitness Center, Golf Learning Center, tennis, pickleball, a dog park, and an exceptional collection of amenities designed around an active, social lifestyle. A rare opportunity to enjoy a nearly new home with timeless Southern character, sophisticated finishes, and the resort-style lifestyle that makes Lowcountry living so special.

46 Kershaw Drive, Bluffton

Listing courtesy of Realty One Group - Lowcountry.

$639,000
3 Beds 3 Baths 1,489 SqFt. HILTONHEAD-513021 MLS
Welcome to this beautifully maintained 3-bedroom, 3-bath townhome offering 1,489 heated sq. ft. in a desirable, pet-friendly community just steps from the beach, Coligny Plaza, and Celebration Park. With a thoughtful layout, extensive updates, and exceptional community amenities, this villa is perfectly suited for full-time living, a vacation getaway, or investment use.The first-floor primary suite provides convenience and privacy, while the two additional bedrooms and bathrooms upstairs offer plenty of space for family and guests. The villa features quartz countertops, new stainless steel appliances (2022), and all-new cabinet and vanity doors with soft-close hinges. Smooth ceilings and fresh interior paint create a clean, modern feel throughout. Major mechanical updates provide added peace of mind, including a new 50-gallon water heater, new HVAC system installed in spring 2026, and a new dual-zone dampening system. Storage is abundant, with a pull-down attic and additional storage areas throughout the Enjoy the outdoors and resort-style amenities without leaving the community, including onsite tennis courts, a community pool, and hot tub. The community is pet-friendly for both owners and guests, making it easy to bring the whole family along. Ideally located within easy reach of the beach, shopping, dining, recreation, and entertainment, this townhome offers the perfect combination of comfort, convenience, and coastal living. Whether you're looking for your own beach retreat or a property with excellent flexibility, this updated townhome is ready to welcome you home.

19 Lemoyne Avenue Unit 69, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

$650,000
3 Beds 3 Baths 1,876 SqFt. HILTONHEAD-512957 MLS
Picture coming home to a place where island life feels easy from the moment you pull through the gates. Tucked inside Beach City Place, 38 Circlewood Drive is a 2019-built, 3-bedroom home with approximately 1,876 square feet of warm, welcoming space designed around the way you actually live.The popular Cumberland floor plan flows naturally from room to room, giving you space to gather, cook, relax, and host without ever feeling crowded. Your first-floor primary suite offers a private retreat at the end of the day, with everything you need on one level. Upstairs, two additional bedrooms and a versatile loft give you room to grow into, whether that means a guest space for visiting friends, a quiet home office, a cozy movie spot, or a corner for the hobbies you love.One of the home's most inviting spaces is the Carolina Room, a bright, relaxing spot to sip your morning coffee, curl up with a book, or simply enjoy the Lowcountry light in every season. From there, step out to your fenced backyard, ready for evening cookouts, a small garden, or lazy weekend afternoons outdoors. A two-car garage keeps bikes, beach chairs, and everyday essentials neatly tucked away. Beach Life in Beach City Place means the beach is part of your routine, easily reached by bike, golf cart, or on foot all less than five minutes. Cable and Wi-Fi are included in the HOA, so settling in is refreshingly simple.With a newer build, first-floor primary living, flexible space, and a location woven into the island's beach lifestyle, 38 Circlewood Drive is ready to welcome you home. Come see it for yourself and imagine the life you could create here.

38 Circlewood Drive, Hilton Head Island

Listing courtesy of EXP Realty LLC.

$225,000
HILTONHEAD-512993 MLS
Clubhouse Lot 259 is often admired by many and now offered for sale. This large lot offers an incomparable blend of privacy, outdoor living, and rental appeal. Designed to accommodate a 45-foot motorcoach plus two vehicles, this expansive clubhouse lot is surrounded by mature trees and lush landscaping that creates a peaceful Lowcountry setting. This desired lot features an outdoor kitchen designed for resort-style living. The kitchen includes a built-in grill, prep and cleanup sink, refrigerator, multiple storage drawers and beautiful granite top. The built-in kitchen lighting creates an inviting atmosphere for evening gatherings and outdoor dining. An added plus is the custom cover protecting the kitchen while you're traveling. The long seating area has a sectional sofa and fire table providing the perfect place to relax and enjoy Hilton Head Island evenings. The lot is enhanced with a full irrigation system and large storage shed. Hilton Head Island Motorcoach Resort is an amenity-rich community designed exclusively for Class A, Class C and Super C motorcoaches, offering a heated pool and hot tub, pickleball and tennis courts, fitness center, clubhouse, and dog park, along with cable, Wi-Fi, water, sewer, and trash pickup. Located just minutes from Coligny Beach, Atlantic Ocean access, miles of bike paths, over 250 restaurants, golf courses, and island shopping, this property offers the ideal blend of resort-style living and the Lowcountry lifestyle. Hilton Head Island is recognized by Condé Nast Traveler magazine as the Best U.S. Island and the Hilton Head Island Motorcoach Resort has taken top honors from Motor-Home Magazine, RV Magazine, RV.com, and USA Today reader's choice awards has put the resort as # 1 Luxury Resort in America.

133 Arrow Road Unit 259, Hilton Head Island

Listing courtesy of Howard Hanna Allen Tate Lowcountry.

$480,000
4 Beds 3 Baths 2,297 SqFt. HILTONHEAD-512991 MLS
OVERSIZED FENCED LOT | COVERED OUTDOOR LIVING | WOODED VIEW | MAIN-FLOOR PRIMARY Set near the end of the cul-de-sac, on one of the largest lots in The Meadows, this 4-bedroom, 2.5-bath home is designed to make the most of its exceptional outdoor space. A large covered patio creates a natural extension of the living area, while the expansive, fully fenced backyard provides plenty of room for pets, play, gardening, and entertaining, all backed by a peaceful wooded view. Off the open-air patio is a built-in fire pit. A substantial storage shed with electricity adds even more functionality for tools, lawn equipment, hobbies, or additional storage. The main living area begins in the kitchen, where rich cabinetry, granite countertops, a center island, and pantry provide plenty of workspace and storage. The kitchen flows into the dining area, which opens directly to the living room. A fireplace anchors the space, while the dramatic two-story cathedral ceiling creates an open, airy feel and adds architectural interest. Just beyond the living room, the sunroom offers an additional place to relax, work from home, or enjoy the wooded backyard view. The first-floor primary suite offers the convenience of main-level living and includes a walk-in closet and ensuite with dual sinks and a walk-in shower. Upstairs, three additional bedrooms and a full bath provide flexibility for loved ones, guests, office space, or hobbies. The Meadows is a golf cart-friendly community, and residents enjoy community amenities including swimming pools, a playground, basketball court, and nearby walking and biking trails. The New Riverside location provides convenient access to shopping, restaurants, parks, and everyday services, with an easy drive to Old Town Bluffton, Hilton Head Island, Savannah, and Beaufort.

149 Red Northern Oak Way, Bluffton

Listing courtesy of The Homesfinder Realty Group.

$2,875,000
5 Beds 5 Baths 3,376 SqFt. HILTONHEAD-512720 MLS
Welcome to 11 Gunnery Lane, a beautifully updated and exceptionally spacious 5-bedroom, 4.5-bath Sea Pines residence offering style, comfort, and versatility in a peaceful lagoon setting. Ideal for use as a primary or second home, or as a top tier vacation rental with with established history. Filled with natural light, the home features multiple living and gathering spaces and an easy floor plan equally suited to a primary residence, second home, or vacation property. The main level centers around a bright, open kitchen and living area, complemented by a fabulous bar with wine refrigerator and ice maker-perfect for entertaining. A generous primary suite (with steam shower) plus an additional ensuite guest bedroom provide desirable first-floor accommodations. Upstairs, a second primary suite and flexible family and guest spaces offer exceptional privacy and room for family and friends. Outside, enjoy a private pool and spacious deck overlooking the tranquil lagoon and mature Lowcountry landscape. Direct access to the Sea Pines leisure trail makes exploring the resort by bike or on foot effortless, while the beach is approximately a 10-minute walk away. Additional features include multiple living areas, dedicated office/work space with lagoon views, game and media spaces, full laundry room, two-car garage, abundant storage, and generous parking. Beautifully maintained, thoughtfully updated, and ideally located, 11 Gunnery Lane offers a wonderful combination of space, privacy, proximity to the beach, and effortless Sea Pines living.

11 Gunnery Lane, Hilton Head Island

Listing courtesy of BESTNEST By Beverly Serral.

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