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$1,049,000
4 Beds 3 Baths 2,339 SqFt. HILTONHEAD-512033 MLS
Welcome to Your Beachside Retreat in Folly Field! Located just minutes from Folly Field beach, this beautifully updated 4-bedroom, 2.5-bath, 2339 square foot home offers the perfect blend of coastal charm and modern comfort. Step inside to find an updated kitchen featuring quartz countertops, stainless steel appliances, and ample storage. The open kitchen to dining area overlooks the landscaped fenced backyard. The living area is ideal for entertaining, complete with LVP floors. The spacious fourth bedroom or den on the first level provides great flexibility, perfect as a guest suite, home office, or playroom. The main suite is on the first floor and has a newly renovated ensuite bath and hardwood flooring. Enjoy the privacy of your fenced backyard oasis, ideal for relaxing afternoons or hosting summer BBQs with family and friends. Nestled in a quiet and sought-after neighborhood in the Folly Field area, you'll love being close to the beach, top tier shopping, dining, and everything Hilton Head has to offer. Don't miss this incredible opportunity to own a move-in ready home in one of the islands most desirable communities! Rental income projected at $75,000 gross income without a pool and $95,000 with a pool installed.

10 Camellia Street, Hilton Head Island

Listing courtesy of Howard Hanna Allen Tate Lowcountry.

$569,000
2 Beds 2 Baths 1,177 SqFt. HILTONHEAD-511988 MLS
Welcome to the highly-desired St. Andrews Common community in world-renowned Palmetto Dunes Resort! This beautifully updated 2BD / 2BA villa offers a light, inviting retreat in one of Hilton Head Island's most ideal locations. The spacious layout provides plenty of room for both everyday living and entertaining, making this a perfect primary residence, second home, or turnkey investment opportunity. Offered fully furnished and ready to rent - having achieved nearly $45K in gross rentals just last year! Enjoy the peaceful surroundings of St. Andrews Common, complete with a community pool and picturesque lagoon and landscape views throughout the neighborhood. You'll have easy access to miles of pristine beaches, championship golf, tennis and pickleball, dining, shopping, biking, kayaking and everything that makes the Hilton Head lifestyle so special.

20 Queens Folly Road Unit 1659, Hilton Head Island

Listing courtesy of Maxey Blackstream Christie's International Real Estate.

$847,000
3 Beds 3 Baths 1,955 SqFt. HILTONHEAD-512236 MLS
Imagine waking up on Hilton Head Island, grabbing your coffee, and taking a short stroll to one of the most beautiful beaches in America. This is the island lifestyle people dream about-and now it can be yours. Located in the desirable Beckingham section of Port Royal Village, this beautifully renovated 3-bedroom, 2.5-bath Hilton Head Island condo offers nearly 2,000 square feet of spacious coastal living just moments from Hilton Head Island's world-famous, award-winning beaches. Thoughtfully renovated and beautifully finished, this home combines the easygoing charm of the Lowcountry with the comfort and space of a full-time residence. The highly desirable first-floor primary bedroom makes everyday living effortless, while two additional bedrooms provide plenty of room for family, friends, or a home office. Outside, the large private patio creates your own peaceful retreat-perfect for morning coffee, evening cocktails, grilling after a day at the beach, or simply slowing down and enjoying the coastal air. Dedicated parking adds another layer of everyday convenience. Hilton Head Island was once again named America's Best Island by Condé Nast Traveler readers for the ninth consecutive year, and it doesn't take long to understand why. The island offers 250+ restaurants, more than 70 miles of leisure pathways, 19 public golf courses, incredible parks, boating, fishing, pickleball, tennis, shopping, and exceptional healthcare. Whether your perfect day means biking beneath moss-draped live oaks, playing a morning round of golf, spending the afternoon with your toes in the sand, or finishing the evening over fresh seafood and cocktails, Hilton Head Island makes everyday life feel a little more like vacation. With its generous size, renovated interior, first-floor primary suite, private outdoor living space, dedicated parking, and outstanding proximity to the beach, this Port Royal Village condo offers tremendous versatility. Make it your low-maintenance primary residence on Hilton Head Island, your family's second home at the beach, or take advantage of its great potential as a Hilton Head Island short-term vacation rental investment property. Some properties are simply a place to live. Others represent a completely different way of living. Schedule your private showing or video walkthrough today!

2 Wimbledon Court Unit 114, Hilton Head Island

Listing courtesy of EXP Realty LLC.

$3,995,000
5 Beds 7 Baths 4,566 SqFt. HILTONHEAD-512060 MLS
Waterfront living in Wexford doesn't get much better than this and 20 Castlebridge Court offers the ONLY harborfront setting currently available in the community. Set directly on the harbor at the end of a private cul-de-sac, this five-bedroom residence combines exceptional outdoor living with one of the neighborhood's most desirable settings. A heated pool and spa, outdoor fire pit, built-in grilling station, and private dock make the most of life on the water. The spacious floor plan features a grand living room upon entry, adjacent dining room, a generous kitchen enhanced by Sub zero and Viking appliances, two stately gas fireplaces, bonus room, bunk room, three-car garage, and dedicated golf cart bay. The quality of construction does not go unnoticed with solid wood doors, plantation shutters, wide-planked hardwood floors, elevated lighting, and built-in features throughout. Then there is Wexford itself. Boasting a newly redesigned clubhouse with indoor/outdoor dining, community pool, exceptional Arnold Palmer Signature golf, active tennis community, pickle ball, a private marina, and the signature lock-controlled 37 acre inland harbour. The community truly is unlike anything else on Hilton Head Island and for someone looking for harborfront living within Wexford, there is only ONE.

20 Castlebridge Court, Hilton Head Island

Listing courtesy of Daniel Ravenel Sotheby's International Realty.

$295,000
2 Beds 1 Baths 1,080 SqFt. HILTONHEAD-512198 MLS
One of the nicest Marshsides to hit the market! Welcome to this light & bright, 2br. and 2bath end-unit villa in popular Marshside Villas. Offered fully furnished and featuring peaceful, double lagoon views, this inviting one-story home has been thoughtfully updated and is ready to enjoy! Completely turnkey, the refreshed kitchen features newer, stainless appliances (all just a few years old), new sink, breakfast bar with additional storage and seating, new lighting and ample cabinet space. The great room with cathedral ceiling and wood-burning fireplace features: smooth ceilings, built-ins, new ceiling fan and added cabinets and shelves. Wood-like laminate flooring throughout, the home features two remodeled baths with custom showers. The end-unit location offers additional privacy and natural light, while the lagoon setting creates a relaxing low country backdrop. Owner occupied with love and care since 2021, a great deal lot of thought has been put into storage and outdoor living space. Furniture, fixtures, TV's, etc all convey as a convenience to the purchaser and seller. Marshside has an excellent reputation for a well-run regime and great location near schools and hospitals.

5 Gumtree Road Unit F-5, Hilton Head Island

Listing courtesy of RE/MAX Island Realty.

$375,000
2 Beds 2 Baths 1,140 SqFt. HILTONHEAD-512157 MLS
Discover easy resort-style living in this delightful 2 bed/2 bath Bayberry model home nestled in the vibrant 55+ community of Sun City. As you step inside, you are greeted by an abundance of natural light that fills the warm, welcoming open spaces, beautifully enhanced by brand-new LVP flooring throughout the main living areas. The spacious kitchen offers ample storage for all your culinary needs with new stainless steel appliances. Both comfortable bedrooms are designed for relaxation, with the guest suite thoughtfully featuring a built-in Murphy bed. Beyond the interior updates-which also include a brand-new roof in spring26' -this home invites you to embrace the outdoors. Step out onto the newly screened-in 4-season room to sip your morning coffee while taking in serene, peaceful wooded views. Ideally situated just a short golf cart ride away from the Hidden Cypress Golf Course and the Amenity Center, you will have effortless access to a first-class fitness center, outdoor pool, and on-site restaurant. Don't miss your chance to secure a turnkey, low-maintenance lifestyle in this wonderful property!

133 Cypress Run, Bluffton

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

$673,500
3 Beds 2 Baths 1,602 SqFt. HILTONHEAD-511997 MLS
Opportunity to own a beautifully updated 3-bedroom townhouse in Hilton Head Plantation for under $700,000. This is one of those homes you truly have to see to appreciate. Stunning renovated kitchen from top to bottom has it all, while the great room features a custom wood-trim ceiling that adds warmth and character. LVP extends throughout the first floor. The bathrooms have been thoughtfully updated with today's finishes. The versatile floor plan includes a 1st floor bedroom or den along with two 2nd floor bedrooms. Outside, you'll find a generously sized fenced front service yard that can also be used as a dog run. The expansive private rear stone patio, complete with a fire pit, creates a peaceful retreat for relaxing alone or with family and friends. Storage is another feature, with 2 separate storage areas--one is exceptionally large and could be a workshop. New Anderson sliding doors add both beauty and energy efficiency. This townhome checks all the boxes, making it a great property for a primary residence, 2nd home, starter home, or long-term rental. It is a low-maintenance lifestyle home, allowing you to enjoy all Hilton Head has to offer. As the saying goes, "Don't judge a book by its cover." This home has been transformed with remarkable updates and is one you won't want to miss.

4 Honeysuckle Court, Hilton Head Island

Listing courtesy of Charter One Realty.

$999,000
4 Beds 5 Baths 2,887 SqFt. HILTONHEAD-511895 MLS
The Old Ferry Keeper's coastal cottage is ready for its next chapter. Wake up to beautiful deep-water views from the primary bedroom or enjoy the same Lowcountry scenery with morning coffee on the open front porch. Located in Buckingham Landing, 4 Big Oak Street offers a Hilton Head address, nearly half an acre, and no HOA or POA restrictions. This newly renovated 4-bedroom, 4-bath home features solid white oak hardwood floors, custom white oak trim, shiplap accents, and fresh paint. The renovated chef's kitchen includes a marble island, quartz countertops, and new high-end appliances. Upstairs are three spacious bedrooms and three baths, including two recently updated bathrooms and a Jack-and-Jill layout. Downstairs, a private fourth bedroom, full bath, and laundry area offer flexibility for guests, an office, or potential rental income. Additional highlights include a whole-home water filtration system, new washer and dryer, a freshly updated four-car garage with additional storage or hobby space, a newly screened entertaining area, and ample room for a pool.

4 Big Oak Street, Hilton Head Island

Listing courtesy of Lowcountry Live Oak Realty.

$549,000
1 Beds 2 Baths 1,019 SqFt. HILTONHEAD-511782 MLS
Experience exceptional waterfront living in this beautifully renovated first-floor Dockmaster villa at Palmetto Bay Marina. This exclusive one-bedroom, one-and-a-half-bath end unit offers stunning Broad Creek views from its expansive private patio, perfect for enjoying spectacular sunrises, sunsets, and passing boats. Welcomed by a vibrantly landscaped entry patio, the bright and airy updated interior features direct water views with new hurricane windows and sliding glass doors, an electric fireplace, and a versatile office or bonus space off the primary bedroom enhanced by skylights that fill the room with natural light. The primary bedroom also features a cedar closet and shiplap walls in the updated bath with walk-in shower with rainfall shower head. The open kitchen offers Quartz countertops, Ruvati Italian-made sink, herringbone tile backsplash, and solid wood cabinets. The half bath features the original yellow pine solid wood floors with unique compass design, while the rest of the unit is flanked with wide-plank luxury vinyl. Enjoy the vibrant marina lifestyle with restaurants, water sports, and endless opportunities to get on the water just steps from your door. Boat owners will appreciate the convenience of docks directly in front of the condo, while residents may also enjoy access to the Palmetto Bay Marina Village pool. Offered fully furnished, this exceptional property is ready to enjoy as a full-time residence or coastal getaway. Palmetto Bay Marina does not allow short-term rentals, enhancing the relaxed residential atmosphere.

Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

$845,000
4 Beds 3 Baths 2,710 SqFt. HILTONHEAD-512000 MLS
Escape to your own private oasis with this charming four-bedroom, three-bath home nestled on more than 12 secluded acres. Surrounded by nature, this property offers the perfect blend of classic character, comfort, and outdoor living.Inside, you'll find timeless charm throughout, highlighted by a cozy wood-burning stove that creates a warm and inviting gathering space. The spacious floor plan provides plenty of room for family and guests while maintaining the home's welcoming atmosphere.Step outside to enjoy the expansive front porch, the perfect place to relax with your morning coffee or unwind while taking in the peaceful surroundings. The backyard is designed for entertaining and recreation, featuring a beautiful swimming pool with an adjoining deck-ideal for summer gatherings or quiet afternoons in the sun.Outdoor enthusiasts will appreciate the private fishing pond, offering a tranquil setting just steps from the home. A large workshop provides exceptional space for hobbies, equipment, storage, or a home-based business.Whether you're looking for a full-time residence, a private country retreat, or a place to enjoy the beauty of nature, this exceptional property delivers space, privacy, and endless possibilities. Rarely does a property combine acreage, charm, and amenities like this. Come experience the peaceful lifestyle you've been dreaming of with no restrictions or HOA fees and surrounded by three large landowners!

1196 Old House Road, Ridgeland

Listing courtesy of Legacy Realty of the Lowcountry, Inc.

$4,250,000
3 Beds 3 Baths 2,733 SqFt. HILTONHEAD-511980 MLS
This exceptional Oceanfront home Designed by internationally acclaimed architect Dean Winesett, whose work has been featured in *Architectural Digest* and *Southern Living*, is a remarkable expression of timeless Lowcountry architecture. Also featured in *Southern Living*, the home showcases Winesett's signature style and craftsmanship, exemplified in several of his most celebrated residences throughout Hilton Head Island and Bluffton. Nestled beneath magnificent live oaks and surrounded by mature, natural landscaping, this private oceanfront retreat offers sweeping beach views and an unparalleled sense of serenity. Ideally positioned in the most coveted section of Port Royal Plantation, the property enjoys a peaceful setting away from the island's resort corridor while remaining just minutes from Hilton Head's renowned dining, golf, shopping, and amenities. The thoughtfully designed residence features 3 bedrooms and 2.5 baths, with the existing half bath easily converted back to its original full bath configuration. Wide-plank pine floors, a beautifully renovated chef's kitchen, and walls of glass create warm, inviting interiors that seamlessly connect to the surrounding landscape. An expansive rear deck provides the perfect setting for entertaining, oyster roasts, or simply enjoying the ocean breeze and breathtaking coastal views. Offering ample room for expansion, this property presents a rare opportunity to personalize and enhance an already extraordinary oceanfront estate. As one of Hilton Head Island's most exclusive residential communities, Port Royal Plantation prohibits short-term rentals, preserving the privacy, tranquility, and exceptional quality of life that make this oceanfront enclave one of the island's most desirable addresses. Exclusive to Port Royal property owners and their guests, the community's exceptional private amenities further elevate the lifestyle. Residents enjoy an oceanfront Beach House with a swimming pool overlooking the Atlantic, tennis and pickleball courts, community gardens, leisure trails, and a host of recreational and social amenities that make Port Royal one of the island's premier private communities.A rare architectural legacy, an irreplaceable beachfront setting, world-class private amenities, and endless possibilities combine to create one of the finest opportunities currently available on Hilton Head Island.

4 Middleton Place, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS III brokered eXp Realty.

$2,995,000
4 Beds 6 Baths 6,366 SqFt. HILTONHEAD-511890 MLS
Rare opportunity to own one of Wexford's most distinctive residences, perfectly situated on an oversized corner double lot with picturesque harbor and Broad Creek water views and a 65 foot boat slip. This exceptional townhome combines the ease of low-maintenance living with the privacy, space, and amenities typically found in a single-family home.Designed for effortless living, the home features a private elevator providing convenient access to every level. The spacious, open-concept floor plan centers around a beautifully appointed kitchen that flows seamlessly into the dining room and living areas, making it ideal for entertaining but with the primary bedroom, laundry room and outdoor kitchen on the same level, this is perfect for easy living. Dedicated Library and office space, wine room and open third floor living space offer endless opportunity and something for everyone. Expansive windows fill the home with natural light while framing the tranquil waterfront setting and stunning multi level fountain.Outdoor living is equally impressive, with inviting spaces to relax, dine, and enjoy coastal breezes while overlooking the Broad Creek and harbor in both directions. A rare 6-8-car garage offers exceptional flexibility for automobile collectors, golf carts, recreational equipment, workshop space, and abundant storage.Recent improvements include a new roof, providing added value and peace of mind. Residents will also appreciate being just moments from Wexford's newly completed Harbour Center, featuring enhanced marina amenities, waterfront gathering spaces, and a vibrant social atmosphere.Located within the prestigious, gated Wexford community, residents enjoy world-class amenities including a championship golf course, deep-water marina with lock system, tennis and pickleball courts, swimming pool, clubhouse, fine dining, and an active lifestyle in one of Hilton Head Island's most sought-after private communities.Experience luxury waterfront living where exceptional views, outstanding amenities, and an unbeatable location come together at 2 Wexford on the Green.

2 Wexford On The Green, Hilton Head Island

Listing courtesy of BESTNEST By Beverly Serral.

$1,650,000
4 Beds 4 Baths 3,128 SqFt. HILTONHEAD-511837 MLS
Brand new construction in the private golf community of Belfair. With over 3,100 heated square feet this new home design offers 4 bedrooms, 4 full baths, study and a large great room/dining area combo all situated on one living floor. Your 16'x10' sliding glass door places you out on your 31-foot-long tiled screened rear porch with an outdoor grilling area. Large walk-in pantry with secondary refrigerator, GE Monogram appliance package, quartz counters throughout and an 80" three-sided electric LED fireplace just to name a few. The oversized three car garage offers an air-conditioned workshop and a rear 4th garage door which provides for a private golf cart entrance. Hundreds of square feet worth of attic storage from your walk-up attic stairs. Enjoy the golf/lagoon view located on the 5th hole of the West course. Completion set for the end of August 2026.

23 E Summerton Drive, Bluffton

Listing courtesy of Bryan Homes Realty.

$1,500,000
5 Beds 5 Baths 3,032 SqFt. HILTONHEAD-510354 MLS
Built in 2017 and expertly maintained, this 5-bed, 4.5-bath, lagoon-front home in gated Sandcastles by the Sea is one of Folly Field's most compelling turnkey investment opportunities. Offered fully furnished, with future bookings transferring at closing, this home is ready to perform from day one. Four levels of well-appointed living space accommodate up to 14 guests, anchored by two king primary suites, an open-concept main level, a loft lounge, and a top-floor suite designed for maximum occupancy. Every level opens to covered deck space with serene lagoon views, a consistent driver of repeat bookings. The private heated pool and gated community setting complete a package that guests and owners alike return to season after season. Folly Field Beach is just steps away, accessible by foot, bike, or golf cart in minutes. This level of beach access continues to drive strong guest demand and supports premium rental rates year after year. As a newer home with a well-documented history of expert care, this property offers something increasingly rare in the short-term rental market: true confidence in condition. Minimal maintenance and years of reliable operation ahead mean a buyer can close and focus on the return, not the upkeep.

64 Sandcastle Court, Hilton Head Island

Listing courtesy of ELEVE PROPERTIES Brokered by EXP Realty.

$1,295,000
5 Beds 3 Baths 3,420 SqFt. HILTONHEAD-511733 MLS
Experience Lowcountry living at its finest in this beautifully updated home within one of Hilton Head Island's most private gated waterfront communities. Perfectly positioned to capture peaceful Intracoastal Waterway and pond views, this home offers exceptional privacy with no homes behind and only one neighboring home visible from the expansive porches and rooftop deck. Designed for both everyday living and entertaining, recent improvements include new pine flooring in the kitchen and living rooms, refinished hardwood floors, luxury carpet, fresh interior paint, HVAC, water heater, resurfaced rooftop deck, updated landscaping, new stucco, French drains, and an oversized two-car garage with workshop space, plus two large storage rooms. A three-stop elevator provides effortless access to every level, while the upstairs bonus room offers flexibility as a fifth bedroom, office, or media room. Enjoy coffee overlooking the water as coastal breezes, abundant wildlife, wading birds, and even the occasional bald eagle create an unforgettable setting. Spend evenings watching boats cruise the Intracoastal or take the short stroll down tropical walking trail to the community's newly renovated private dock, where dolphins are frequent visitors, fishing is just steps away, and spectacular sunsets never disappoint. Marina slips are available for only $125 per month, along with a convenient day dock. Residents enjoy low HOA fees of just $1,800 annually, a community pool within near distance, scenic waterfront trails, and quick access to some of Hilton Head's favorite waterfront restaurants including Benny's Coastal Kitchen, Hudson's Seafood House on the Docks, Dockside, and Skull Creek Boathouse. With multiple routes to Beach, the bridge, and Bluffton, this home offers the perfect blend of luxury waterfront tranquility, convenience, and island living.

42 Bermuda Pointe Circle, Hilton Head Island

Listing courtesy of Realty One Group - Lowcountry.

$1,150,000
3 Beds 5 Baths 3,250 SqFt. HILTONHEAD-511807 MLS
Excellent value on updated, superbly maintained lifestyle home with private pool/spa and panoramic lagoon views on quiet cul de sac street in popular Hilton Head Plantation. Features include soaring, smooth vaulted & tray ceilings, wood & tile flooring, granite & composite counters, high end appliances (Forno 8 burner gas range & double Ovens, etc.), custom cabinetry/vanities/built-ins, plantation shutters, skylights, recessed lighting, ceiling fans, walls of windows to pool & lagoon views, 17 SEER high efficiency HVAC system, newer roof (2022) & mechanicals, etc. Very livable floor plan offers Chef's dream kitchen (large island, coffee/wet bar, butlers pantry, max cabinet & counter space), open to casual and formal dining, expansive great room, bonus/media room, much desired screened porch, 3 BR suites including well-appointed primary suite w/private courtyard, 2 ample guest BR's with updated baths (glass & tile surround showers, new vanities, counters, lighting), secluded den/study, 2 powder rooms, 2nd floor loft, walk-in attic space, 2 car garage and ample closet/storage space. All with charming curb appeal, circular drive, specimen live oaks, palms, azaleas, etc. and proximity to Crooked Pond Pool/Tennis, front gate & shopping/dining/entertainment + HHP's Spring Lake Pool Complex, Dolphin Head Recreational Area and newly refurbished Pine Island Beach Park!

3 Twisted Cay Lane, Hilton Head Island

Listing courtesy of Charter One Realty.

$829,000
2 Beds 2 Baths 1,473 SqFt. HILTONHEAD-511551 MLS
Move right into this beautifully furnished townhome featuring soaring ceilings, expansive windows, and picturesque golf course views, on a RARE end-unit. The spacious floor plan offers two bedrooms, two bathrooms, and a versatile loft that's perfect for a home office, media room, or additional guest accommodations. Located within the highly sought-after Palmetto Dunes Oceanfront Resort, you'll enjoy convenient access to the community pool, Fazio Golf Course Clubhouse, beach, tennis and pickleball facilities, kayak and bike rentals, restaurants, and the General Store. Easy access to one of Hilton Head Island's most beautiful beaches! Whether you're searching for a primary residence, vacation retreat, or investment property, this turnkey villa offers outstanding short-term rental potential in one of Hilton Head Island's premier resort communities, making it an excellent opportunity to generate rental income while enjoying the Lowcountry lifestyle.

59 Carnoustie Road Unit 273, Hilton Head Island

Listing courtesy of Maxey Blackstream Christie's International Real Estate.

$649,000
4 Beds 3 Baths 2,363 SqFt. HILTONHEAD-511641 MLS
Don't miss this flexible 4-bedroom Hilton Head Island home with NO HOA fees and a private wooded backyard oasis. Designed to evolve with the way you live, the versatile floor plan offers options for two offices, a TV den, guest space, or a 5th bedroom. There's even room to add a shower to the downstairs bath, creating the potential for an additional full bath. Inside, enjoy a welcoming foyer, formal dining room, expansive great room, eat-in kitchen, abundant storage, LVP flooring, and attached 2-car garage. Out back is where the fun begins-a large deck, Tiki hut, fire pit, and peaceful wooded setting create serious vacation vibes. Ideally located on Hilton Head's north end near schools, the Rec Center, bike paths, shopping, Skull Creek, Islanders Beach, Cross Island access, and Bluffton. New HVAC (2022). An investor's dream with exciting potential for long-term or short-term rental use, subject to applicable regulations-or make it your own full-time island home. So many options, so much flexibility, and a location that's hard to beat. BEST OF THE BEST!

20 Hanahan Lane, Hilton Head Island

Listing courtesy of The Cobb Group brokered by eXp Realty.

$975,000
2 Beds 3 Baths 2,032 SqFt. HILTONHEAD-511564 MLS
Beautifully renovated 2BR/2.5BA home in the heart of Sea Pines offering exceptional privacy on a corner lot backing to protected open space and an adjacent unbuildable lot. From the charming courtyard entry with privacy gate to the expansive outdoor living space, every detail has been designed for comfortable everyday living and effortless entertaining. Open kitchen, dining and living areas, separate den with fireplace and built-ins, smooth ceilings, parquet floors, renovated kitchen and owner's bath, spacious guest suite, expansive deck with covered pergola, 2016 roof and 2023 Lennox HVAC, and parking for 3 cars. Located in one of Sea Pines' most welcoming neighborhoods where neighbors truly know one another. Located within the world-renowned Sea Pines Resort, owners enjoy easy access to miles of leisure trails, championship golf, beaches, tennis, pickleball, Harbour Town, South Beach Marina, restaurants, shopping, and countless outdoor activities. Whether you're searching for a primary residence, second home, or Lowcountry getaway, 33 Oak Court delivers privacy, comfort, and timeless appeal in one of Hilton Head Island's most sought-after communities.

33 Oak Court, Hilton Head Island

Listing courtesy of Charter One Realty.

$299,999
2 Beds 3 Baths 1,025 SqFt. HILTONHEAD-511726 MLS
Welcome to this beautifully renovated 2-bedroom, 2.5-bath villa in Woodlake on Hilton Head Island. Peacefully tucked away with a serene lagoon view, this move-in-ready condo has been completely updated with a fresh, modern feel and thoughtful finishes throughout. The renovated kitchen and bathrooms complement the bright and inviting living spaces, creating a comfortable setting to relax or entertain. Both bedrooms offer comfortable private retreats, making this villa a great fit for a full-time residence, second home, or investment property. Enjoy the peaceful setting while still being just minutes from Hilton Head's beaches, restaurants, shopping, and everything the island has to offer. With its peaceful setting, extensive renovations, and convenient island location, this Woodlake villa is one you won't want to miss.

96 Mathews Drive Unit 142, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

$1,695,000
4 Beds 4 Baths 3,374 SqFt. HILTONHEAD-511697 MLS
Extremely rare opportunity! No expense spared in this 100% remodeled luxury penthouse villa with sweeping Skull Creek & ICW views. Top of the line, curated finishes by award winning design team throughout including wide plank maple flooring, soaring smooth ceilings, built-ins & millwork by master craftsmen, walls of windows & private terraces to view, high end designer fixtures, hardware, window treatments, wall & door coverings (MDF panels, polished stainless steel, leathered, etc.), lighting (crystal waterfall & raindrop chandeliers, sconces, pendant, niche, accent, recessed LED), stainless steel & glass staircase railings, dramatic floor to ceiling fireplace w/ herringbone tile surround, ultra custom cabinetry, limestone & quartz counters, acid etched mirrored backsplash, 800 series Bosch & Fisher-Paykel appliances, dual Fagor wine coolers, tankless water heater, floating vanities, glass & tile surround showers, wall-mounted fixtures, integrated Alexa system & built-in speakers, etc. Thoughtfully designed floor plan for living and entertaining includes first floor Chef's peninsula kitchen & breakfast bar open to spacious dining area, handsome den w/wet bar, awe-inspiring great room & water view sitting area, lavish primary suite with stunning bath, guest BR & bath + laundry room. 2nd floor offers game area, media area, office nook, ensuite BR's 3 & 4 with well-appointed baths + storage & mechanical access. A stunning transformation with a breathtaking locale... All with covered parking, large storage unit & private complex pool and cabana. And just down the street from CCHH, waterfront dining & entertainment + Spring Lake pool complex, Dolphin Head Recreational Area & recently renourished Pine Island Beach Park.

4 Village North Drive Unit 43, Hilton Head Island

Listing courtesy of Charter One Realty.

$489,000
3 Beds 2 Baths 1,524 SqFt. HILTONHEAD-511701 MLS
Welcome to 17 Monticello Drive, a charming, move-in ready home nestled in the highly desirable Chinaberry Ridge community on Hilton Head Island. This inviting residence offers a spacious, open floor plan with vaulted ceilings, abundant natural light, and beautifully maintained living spaces perfect for everyday living or entertaining. The home features comfortable bedrooms, updated flooring, a bright kitchen and dining area, and a large two-car garage. Outside, you'll enjoy a private backyard surrounded by mature landscaping, creating a peaceful setting for relaxing or entertaining. Conveniently located near top-rated schools, parks, shopping, restaurants, beaches, and the Intracoastal Waterway, this home offers an exceptional opportunity for first-time buyers, retirees, or investors seeking the perfect blend of comfort, location, and value.

17 Monticello Drive, Hilton Head Island

Listing courtesy of RE/MAX Island Realty.

$949,000
4 Beds 5 Baths 3,244 SqFt. HILTONHEAD-510115 MLS
The major investments have already been made. Featuring a new roof, two brand-new HVAC systems, fresh exterior paint, maintenance-free AZEK decking, a newer tankless water heater, new master bathroom with soaking tub, and a generator hookup, this well-maintained home offers the perfect opportunity to personalize the finishes while enjoying peace of mind. Situated on a larger corner homesite in Oldfield's desirable Lakeside Village, 106 Great Heron Way captures sweeping views of Goose Lake, one of Oldfield's stocked fishing lakes, and is just a short walk to the Sports Club. Filled with natural light, this Charleston-inspired home offers over 3,200 square feet of flexible living space with heart pine floors, 10-foot ceilings, and a floor plan designed for everyday living and entertaining. The first floor features a formal dining room connected to the kitchen by a butler's pantry, a dedicated office with an adjacent full bath that can serve as a fifth bedroom, and an open family room with a gas fireplace and custom built-ins. Upstairs, the spacious primary suite enjoys water views, a beautifully remodeled bath with a soaking tub, and a private screened porch. Two additional bedrooms share a Jack-and-Jill bath, while the finished third floor offers two versatile bonus spaces and walk-in attic storage. Outside, enjoy a fenced backyard, expansive porches, and the charm of brick-lined streets in one of Oldfield's most sought-after neighborhoods. Spend your evenings taking in breathtaking Lowcountry sunsets from the comfort of your home or the privacy of your screened porch.

106 Great Heron Way, Bluffton

Listing courtesy of The Agency Hilton Head.

$850,000
3 Beds 3 Baths 2,673 SqFt. HILTONHEAD-511037 MLS
BRAND NEW DUCT WORK AND HVAC (main system) - fully transferable. Tucked away at the end of a quiet cul-de-sac in sought-after Moss Creek, this light-filled contemporary home offers stunning long views of the North Course's 9th and 10th fairways. Vaulted ceilings, skylights, walls of glass, and an open floor plan create an airy, inviting feel. The spacious great room flows seamlessly to the dining area, living room, screened porch, and flagstone patio-perfect for entertaining or simply enjoying the scenery. The kitchen features a large island and sunny breakfast area overlooking the golf course. The luxurious primary suite is thoughtfully separated from the guest bedrooms for added privacy. Strong architectural bones, abundant natural light, and timeless design provide the perfect opportunity to make this home your own while enjoying Moss Creek's exceptional golf, marina, tennis, pickleball, fitness center, pools, and vibrant Lowcountry lifestyle.

107 Saw Timber Drive, Hilton Head Island

Listing courtesy of The Cobb Group brokered by eXp Realty.

$1,195,000
3 Beds 4 Baths 2,772 SqFt. HILTONHEAD-511567 MLS
Welcome to Windmill Harbour, one of Hilton Head Island's premier gated waterfront communities. This beautifully maintained 3-bedroom, 3.5-bath home offers the perfect blend of Lowcountry charm, comfort, and functionality. The thoughtfully designed floor plan features spacious living areas filled with natural light, creating an inviting atmosphere for both everyday living and entertaining. Enjoy multiple outdoor living spaces, including front and rear balconies and a private deck, all perfectly positioned to take in breathtaking Intracoastal Waterway and serene marsh views. Whether you're enjoying your morning coffee or unwinding at sunset, the picturesque Lowcountry scenery provides an ever-changing backdrop. Each bedroom offers privacy and comfort, making the home ideal for family and guests alike. Residents of Windmill Harbour enjoy access to the world-renowned lock-controlled marina, the South Carolina Yacht Club, scenic walking paths, and beautifully landscaped grounds. Conveniently located just minutes from Hilton Head's beaches, championship golf, dining, and shopping, this exceptional property offers the perfect combination of waterfront beauty, luxury, and the unmatched Lowcountry lifestyle.

135 Harbour Passage, Hilton Head Island

Listing courtesy of Charter One Realty.

$650,000
3 Beds 3 Baths 1,481 SqFt. HILTONHEAD-511467 MLS
Opportunity awaits on Hilton Head's highly desirable South End! Priced to sell, this is currently the least expensive single-family home available on the South End, making it an exceptional value and the perfect opportunity to update and personalize to your own style. Situated on a large corner lot with peaceful lagoon views, this charming 3-bedroom, 2.5-bath home offers a wonderful floor plan with the primary suite conveniently located on the first floor. The primary bedroom features a walk-in closet and an en-suite bath with a double vanity, soaking tub, and separate walk-in shower. Upstairs, two guest bedrooms share a Jack-and-Jill bath, and a large walk-in attic provides abundant storage. The kitchen features granite countertops, counter-height bar seating, and a dining area. The home offers an abundance of windows that fill the living spaces with natural light, creating a warm and inviting atmosphere. Enjoy outdoor living from the welcoming covered front porch or the back deck overlooking the fenced backyard and tranquil lagoon views. An oversized garage provides plenty of room for vehicles, golf carts, and additional storage. The roof is approximately 9 years old, the HVAC approximately 7 years old, and the water heater approximately 7 years old. With cosmetic updates needed, this is a wonderful opportunity to bring your vision to life and create a home that reflects your personal style. Located in a gated community with outstanding amenities including a community pool, tennis and pickleball courts, basketball court, and playground. Just minutes from the beach, Cross Island Parkway, the Bristol Sports Arena, public boat landing, restaurants, shopping, and Hilton Head's extensive leisure trails, you'll enjoy the very best of Lowcountry living in one of Hilton Head's most desirable locations.

65 Ashton Cove Drive, Hilton Head Island

Listing courtesy of RE/MAX Island Realty.

$349,900
2 Beds 2 Baths 2,193 SqFt. HILTONHEAD-511453 MLS
Discover riverfront living at its finest! Welcome to 554 Mariners Way in Garnett, SC. The location is truly an all season area, access is never restricted. This updated 2BR/2BA A-Frame offers 2,193 sq ft of charm on over 130' of pristine Savannah River frontage. Enjoy the updated finishes, a cozy wood-burning fireplace, and a spiral staircase leading to a private upstairs suite with full bath and two balconies overlooking the property. Expansive dual decks on the main floor create seamless indoor-outdoor living. Nestled at historic Stokes Bluff Boat Landing and surrounded by 27,000+ acres of public WMA land, this property offers a rare blend of serenity, recreation, and excellent STVR potential. Hook-up for for RV already in place, providing expanded lodging options. An easy drive from Savannah GA, Augusta GA, or Columbia SC, it's the perfect retreat for anyone seeking a truly unique rural lifestyle on the river.

554 Mariners Way, Garnett

Listing courtesy of Great SC Realty.

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