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$1,379,000
3 Beds 3 Baths HILTONHEAD-512149 MLS
Tucked beneath a canopy of trees on desirable Osprey Circle, mid-island in Magnolia #7, this home feels like a private retreat, completely redesigned and rebuilt from the studs by a premier contractor, with no expense spared and no detail overlooked. Eastern exposure fills the home with soft morning light, while shaded afternoons and a long, private view of the golf course create a quiet, elevated sense of place.Essentially reborn as a new home, the residence was reconstructed with all-new stucco and exterior painting, all-new electrical, and all-new plumbing throughout. The interior showcases gorgeous segmented arches throughout, offering beautiful architectural character alongside 8' solid-core doors and hardwood flooring laid with laser precision. A redesigned hallway flows through graceful new archways into the kitchen and dining room, where custom wainscoting lends a refined, tailored finish. The kitchen is anchored by Taj Mahal quartzite countertops, while the spa-inspired bathrooms are finished in quartz, with redesigned tile showers and a master suite featuring a freestanding pedestal tub and brass fixtures.The Carolina room has been thoughtfully redesigned to frame the wooded, golf-course backdrop, with new screening and a glass door that blurs the line between indoors and out. Additional refinements include a butler's pantry with dry-bar and wine cooler, hurricane-impact windows, a tankless water heater, blown-foam attic insulation, and a fully restuccoed, stone-accented exterior complemented by newly curated landscaping.For the buyer who values craftsmanship and quality above all, this is a rare offering: a true turnkey residence where every element has been considered. Move in with complete peace of mind and begin your Callawassie Island Lifestyle.

90 Osprey Circle, Okatie

Listing courtesy of Coastal Real Estate Solutions II.

$7,900,000
5 Beds 6 Baths HILTONHEAD-511892 MLS
A rare offering for the discerning buyer seeking an exceptional property nestled within the prestigious May River Forest enclave of Palmetto Bluff. Privately situated on nearly two acres, the estate is surrounded by mature woodlands with tranquil views of protected wetlands and the renowned May River Golf Course. Designed as the personal residence of an award winning local architect, every element has been thoughtfully curated to deliver an unparalleled blend of innovation, craftsmanship, and timeless design. Encompassing over 5,600 heated square feet, the home is centered around effortless main-level living with an open-concept floor plan, soaring ceilings, expansive walls of glass, and seamless indoor-outdoor spaces designed for entertaining and everyday enjoyment. State-of-the-art systems and meticulously executed details define this one-of-a-kind retreat. Offering extraordinary privacy in one of Palmetto Bluff's most coveted neighborhoods, this is a truly rare opportunity to own a legacy home where every detail has been masterfully considered.

135 Mount Pelia Road, Bluffton

Listing courtesy of Corcoran HM Properties - Bluffton.

$1,400,000
4 Beds 5 Baths HILTONHEAD-511943 MLS
Looking for a fully remodeled home in Haig Point on Daufuskie Island with Harbour Town and water views? 66 Prestwick Green is a 4-bedroom, 4.5-bath furnished coastal home with over 3,000 square feet and sweeping views of Harbour Town, Calibogue Sound and the Atlantic Ocean.More than $700,000 in renovations were completed in 2025, making this an exceptional move-in-ready second home or full-time island residence. Major upgrades include a new roof, impact windows and sliders, new siding, new HVAC, new porches and decks, plus extensive interior improvements.The remodeled gourmet kitchen features custom cabinetry and a 48-inch Miele dual-fuel range. Every bathroom has been updated with custom cabinetry and designer tile. Custom cabinetry throughout the home, designer lighting, mahogany front doors and designer furnishings complete the coastal look. The home is offered fully furnished.Located in Haig Point, Daufuskie Island's private golf and waterfront community, owners enjoy 24-hour private ferry service and 24/7 water taxi service, with Harbour Town about 6 minutes away. Amenities include the Rees Jones Signature golf course, additional 9-hole course, tennis, pickleball, equestrian center, fitness center, pools, restaurants, Beach Club, beach bar, private beach access and deep-water community docks. Enjoy quiet mornings overlooking the water, golf-cart island living, days on the course or beach, and easy access to Hilton Head.Searching for a remodeled Haig Point home, Daufuskie Island second home, furnished coastal home, private golf community or home with Harbour Town and Calibogue Sound views? Schedule a private tour of 66 Prestwick​​‌​​​​‌​‌​​​​‌‌​​‌‌​‌‌​​‌​​​‌​‌ Green.

66 Prestwick Green, Daufuskie Island

Listing courtesy of Charter One Realty.

$7,399,500
5 Beds 6 Baths HILTONHEAD-511871 MLS
Welcome to 34 Ruddy Turnstone - a classic custom-built oceanfront home in Sea Pines designed by renowned Hilton Head architect Jakie Lee. Perfectly positioned on a large private homesite, this timeless residence showcases the charm, craftsmanship, and thoughtful design that define the finest Sea Pines properties. Exceptional quality is evident throughout with wide stairways, custom woodworking, soaring ceilings, and solid-core doors, all blending to create an atmosphere of relaxed yet refined coastal living. Designed for both comfort and entertainment, the home offers generous indoor and outdoor living spaces, including a heated pool and spa surrounded by lush privacy. The second level features the private Primary Suite with a sitting area, a spacious Great Room, Dining Room, and Eat-In Kitchen - all opening to an expansive IPE wood deck with elevated views overlooking the pool and the Atlantic Ocean. The entry level welcomes guests through a covered entrance into a dramatic foyer with high ceilings and access to the large Family Room complete with built-in beverage coolers and bar area. From here, enjoy seamless access to the covered porch, pool/spa and private beach path. Three Guest Bedrooms, each with their own Ensuite Bath, are also located on this level, along with an additional full bath and Laundry Room for added convenience. A fourth Guest Bedroom and full-size private Office with balcony occupy the mid-level, providing additional flexibility for family and guests. A newly installed elevator with service to all four levels, ensuring effortless enjoyment throughout the home. Thoughtfully designed and meticulously maintained by its original owners as a cherished second home, this exceptional oceanfront retreat offers the rare opportunity to enjoy a classic Sea Pines residence exactly as it is today - or reimagine and personalize it over time to create your own coastal legacy.

34 Ruddy Turnstone Road, Hilton Head Island

Listing courtesy of Charter One Realty.

$1,285,000
4 Beds 4 Baths HILTONHEAD-512110 MLS
Boylston House on Estill Beach Circle is an established classic, 1975 construction by Bobby Woods Builders; single owner; well maintained . Newer, metal roof, HVAC, & plumbing in recent years; 2.5 living levels, expansive decks and porches; large garage equipment room and shop; 4 bedrooms / 3.5 baths; 0.45 acre lot. Includes membership in May View Beach Community Association, Inc. with a 20' deepwater boat slip in the May River. Offered with "ready-to-go" furniture, fixtures and equipment (less personal items); renovations are optional, not essential. 200' from the May River with "peek-a-boo" river views. A fine primary or secondary property with unlimited upside. Association initiation fee and annual dues apply.

14 Estill Beach Circle, Bluffton

Listing courtesy of Kiser & Associates Inc.

$829,900
4 Beds 4 Baths HILTONHEAD-512069 MLS
A Fresh Opportunity in Oldfield! Experience the Oldfield lifestyle without sacrificing the space, flexibility and everyday comfort today's buyers are looking for. Offering 4 bedrooms, 3.5 baths and more than 2,500 square feet, 5 Caspian Lane combines classic Lowcountry character with an easy, functional floor plan designed for the way people live today.A large front porch overlooking the pond creates an inviting first impression and the perfect spot for morning coffee or an evening glass of wine. Inside, recently updated luxury vinyl plank flooring enhances the first floor, where an open great room with fireplace flows naturally into the kitchen and dining areas-comfortable for everyday living yet ready for entertaining.The first-floor primary suite provides privacy and convenience, while three additional bedrooms and flexible upstairs space give you options for guests, a home office, media room or hobby space. A screened porch extends the living area outdoors, while the detached two-car garage provides additional storage and functionality.What truly sets this home apart is everything that comes with living in Oldfield. Enjoy the Greg Norman Signature golf course, the Okatie River and Outfitters Center, boating and fishing, equestrian facilities, pools, fitness and racquet sports, walking trails, dining at the River Club and Magnolia Grill, and a year-round calendar of activities.5 Caspian Lane isn't simply a home in Oldfield-it's an opportunity to enjoy one of the Lowcountry's most distinctive lifestyles in a home that offers the space and versatility buyers want most. Come experience it for yourself.

5 Caspian Lane, Bluffton

Listing courtesy of The Homesfinder Realty Group.

$487,500
4 Beds 3 Baths HILTONHEAD-512071 MLS
This 2,108-square-foot, 4-bedroom, 2.5-bath home in the desirable Cypress Ridge community is designed for both everyday living and entertaining. The open-concept layout features abundant natural light, a brick archway, and a spacious living room with a fireplace that serves as the heart of the home.The kitchen offers generous counter space and a wet bar, making it ideal for hosting family and friends. Upstairs, the primary suite features a custom wood-inlay ceiling, while every bedroom includes built-in closet shelving to maximize storage and organization.Step outside to a spacious, fully fenced backyard with plenty of room to play, entertain, or simply unwind. A screened porch and two separate decks provide multiple outdoor living spaces to enjoy year-round.Residents of Cypress Ridge enjoy access to resort-style amenities, including a lazy river pool, fitness center, tennis and basketball courts, a community dock overlooking the pond, playgrounds, and walking trails. Conveniently located near shopping, dining, schools, and with easy access to Hilton Head, Okatie, and Savannah. This home offers the space, functionality, and amenities that make everyday living even more enjoyable. New HVAC 2022. New roof 2023.

144 Pickett Creek Lane, Bluffton

Listing courtesy of COAST PROFESSIONALS III brokered eXp Realty.

$999,000
4 Beds 5 Baths 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.

$739,000
3 Beds 3 Baths HILTONHEAD-511979 MLS
Overlooking the 6th hole of Moss Creek's South Course, this move-in ready 3-bedroom, 2.5-bath home offers the perfect blend of Lowcountry charm, thoughtful design, and effortless living in one of the area's most sought-after communities.Step inside to discover beautiful pine floors, soaring ceilings, and timeless architectural details throughout. Designed for both everyday living and entertaining, the open floor plan features a spacious kitchen that flows seamlessly into the vaulted great room, complete with a cozy fireplace and custom built-ins. A separate dining room with an elegant tray ceiling provides the perfect setting for family dinners and holiday gatherings.The main-level primary suite offers a private retreat with dual walk-in closets and a spacious bath featuring dual vanities, a soaking tub, a beautifully tiled walk-in shower, and a private water closet. Upstairs, two generously sized guest bedrooms, a full bath, and an oversized storage closet provide excellent separation and privacy for family and visitors.Step outside to the private deck and enjoy peaceful golf course views framed by mature landscaping. Additional highlights include a new roof (2026), new carpet (2026), oversized two-car garage, paver driveway and front walkway, laundry room, powder room, and a low-maintenance homesite designed for easy living. Residents of Moss Creek enjoy an exceptional lifestyle with two championship 18-hole golf courses, a deep-water marina, tennis and pickleball courts, fitness center, clubhouse, waterfront pool complex, nature trails, and Mackay's Grill. Offering the convenience of primarily one-level living, quality finishes, and a highly functional floor plan, this home is ideal as a full-time residence or a lock-and-leave Lowcountry retreat.

21 Wax Myrtle Court, Hilton Head Island

Listing courtesy of William Raveis - Carolina LLC.

$1,000,000
3 Beds 3 Baths HILTONHEAD-512024 MLS
Perfectly positioned on a quiet cul-de-sac in the prestigious Long Cove Club, 3 Grove Court enjoys expansive views across the fairway and greenside lagoon of neighboring Wexford's 15th hole, creating a peaceful, open backdrop with exceptional privacy. Just moments from Long Cove's renowned amenities, this beautifully maintained home offers an inviting blend of comfort, quality, and timeless Lowcountry living. Designed to maximize natural light, the open floor plan features expansive windows that frame the picturesque golf and lagoon views throughout the main living areas. The thoughtfully renovated kitchen is equipped with a commercial-grade DCS six-burner gas range, premium custom cabinetry with LED lighting, a granite island, and an elegant glass tile backsplash, making it equally suited for everyday living and entertaining.The spacious living areas are accented by two gas fireplaces, while the beautifully remodeled primary bath provides a spa-inspired retreat. Recent improvements include a freshly painted exterior, a newly added rear porch that creates the perfect setting to relax and enjoy the tranquil views, a new HVAC system, new flooring, remodeled bathrooms, custom wet bar and a new refrigerator. Offering a rare Long Cove location with sweeping views of Wexford's championship golf course, thoughtful updates throughout, and exceptional outdoor living, 3 Grove Court is ready to be enjoyed as either a primary residence or a Lowcountry retreat. Long Cove Club is a community that features world-class amenities, including a top ranked Pete Dye designed golf course, deep water marina facilities, Jr. Olympic size pool, tennis, pickleball, bocce ball, basketball court, dog park, playground and community garden.

3 Grove Court, Hilton Head Island

Listing courtesy of Daniel Ravenel Sotheby's International Realty.

$675,000
4 Beds 4 Baths HILTONHEAD-511775 MLS
This fully furnished 4-bedroom townhome with a sleeping loft in Haig Point with $50K Rental income is a must see. Located on Daufuskie Island this home offers the perfect mix of island living, comfort, and is move in ready. Located on a bridgeless island just 30 minutes by boat from Savannah and Hilton Head, you'll enjoy peaceful mornings, golf course views, and the security only and island life can offer. This spacious end-unit townhome offers 2,600 square feet with 4 bedrooms, a sleeping loft, 3.5 baths, a remodeled kitchen with a custom range hood, an updated primary bath, fresh interior paint, and beautiful coastal décor throughout. Sold fully furnished, it is move-in ready. Relax on the large screened in porch or the private balcony off the primary suite overlooking the 4th hole of Haig Point's Signature golf course. The third floor sleeping loft would make the perfect bunkroom and a separate bathroom can be added or make this your work from home office. Plenty of space on the first floor for your golf cart and bikes in this golf cart only community. Haig Point amenities include a private 24/7 ferry, water taxi to Harbour Town, championship golf, tennis, pickleball, fitness center, beach club, pools, restaurants, equestrian facilities, walking trails, deep-water dock, and golf cart transportation throughout the community. This rare property has generated approximately $50,000 in short-term rental income through Haig Point to date and is just a short walk to the ferry, making it ideal as a full-time home, vacation getaway, or income-producing property. Schedule your private tour today and discover why buyers searching for a golf course home near Hilton Head are choosing Haig Point on Daufuskie Island. Act now as the initiation fee goes up October 1, 2026.

32 Plantation Homes Drive, Daufuskie Island

Listing courtesy of Charter One Realty.

$4,250,000
3 Beds 3 Baths 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.

$2,500,000
4 Beds 5 Baths HILTONHEAD-511633 MLS
Beautiful Ocean Views from Multiple Rooms. This exceptional 3rd-row Port Royal home offers an inviting blend of coastal elegance, spacious living, and an unbeatable location. Soaring ceilings and a thoughtfully designed floor plan create an open, airy atmosphere with excellent separation of living spaces. Features include an eat-in kitchen, spacious family room, formal living and dining rooms, and a conditioned Carolina room for year-round enjoyment.Just steps from the Port Royal Beach Club, oceanfront pool, and beach access, this home offers the convenience of premier community amenities without the maintenance of a private pool. Port Royal is one of Hilton Head Island's most sought-after private oceanfront communities, featuring gated security, beach access, pickleball and tennis courts, and scenic leisure trails and more. Optional membership to the Port Royal Golf Club provides access to championship golf, tennis & dining. To preserve the community's peaceful residential character, short-term rentals are not permitted.

14 Salt Spray Lane, Hilton Head Island

Listing courtesy of Charter One Realty.

$249,500
3 Beds 1 Baths HILTONHEAD-511934 MLS
An incredible opportunity in the heart of Beaufort! This charming 3-bedroom ranch in desirable Polk Village offers something that's becoming harder to find - no HOA, no fees, and no restrictive covenants. Whether you're searching for a primary residence, an incredible long-term investment, or a home (and yard!) with the freedom to make it your own, this property checks all the boxes. Inside, you'll find an updated kitchen and comfortable living spaces, while outside, the spacious yard provides plenty of room to entertain, garden, or simply enjoy the Lowcountry lifestyle. Plus, a nice deck to enjoy the sun! The location is hard to beat - ideally situated just off Boundary Street, one of Beaufort's main corridors, and only minutes from the Spanish Moss Trail, offering miles of scenic walking and biking right nearby. You're also just 2.5 miles from MCAS Beaufort, 6.4 miles from Parris Island, and close to historic downtown Beaufort, shopping, dining, healthcare, and everyday conveniences. You can even walk to Chick-fil-A! With its unbeatable combination of value, flexibility, and the amazing central location, this is a rare opportunity to own in one of Beaufort's established neighborhoods - minutes from every imaginable creature comfort - without the added expense or restrictions of an HOA. Bring your boat, camper, work vehicle - no problem! One of Beaufort's VERY best values!!!

2813 Fourth Street, Beaufort

Listing courtesy of RE/MAX Island Realty.

$420,000
4 Beds 3 Baths HILTONHEAD-511791 MLS
Rare .75-acre unrestricted property with no HOA in an established Beaufort community, offering space, flexibility, and lifestyle. This 4-bedroom, 3-bath split-level home features multiple living areas and a private downstairs in-law suite with its own entrance and kitchenette, ideal for guests, extended family, or potential rental use. Enjoy the backyard retreat with an in-ground pool, fenced yard, back deck, chicken coop, and storage shed-perfect for entertaining or everyday living. Major updates include roof (2022), plumbing upgraded to PEX (2022), septic field and pump replaced and serviced (2023), and new water heater (2023). Additional highlights include wired whole-home generator, 30-amp RV hookup, and upstairs flooring replaced in 2024. Functional, versatile, and move-in ready.

4309 Pinewood Circle, Beaufort

Listing courtesy of Real Broker, LLC.

$1,075,000
4 Beds 4 Baths HILTONHEAD-511584 MLS
Among the Best Golf/Marsh views within Callawassie Island. This Club Cottage, at 2,965 sq. feet, has 4 bedrooms, 3 1/2 bath and terrific long views of the complete Dogwood 9th hole, bridge/lagoon and tidal marsh views. Primary Bedroom on 1st floor, with 2 bedrooms upstairs with an optional 4th bedroom or office. The Upstairs Bedroom private veranda provides even more elevated spectacular views. Callawassie Island Club Cottage Section is ideal for either a primary home, a 2nd home or a rental investment property. Callawassie Island Lifestyle offers, breathtaking natural beauty, endless activities, newly renovated Tom Fazio designed 27 holes of golf (optional) with total privacy and security.

24 River Marsh Lane, Okatie

Listing courtesy of Coastal Real Estate Solutions II.

$2,995,000
4 Beds 6 Baths 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.

$449,000
1 Beds 1 Baths HILTONHEAD-511842 MLS
Pack a bag, ferry over, hop on a golf cart, and follow the sandy dirt roads shaded by moss draped live oaks to the north end of Daufuskie's Historic District - where almost a full acre of wooded privacy boasts one of the island's most soulful little sanctuaries. Built in 2015 and crafted by its original owners to replicate a beloved church from their hometown, you simply must see to appreciate the level of thoughtful detail throughout this 1BR/1BA shotgun style cottage. Heart pine floors and vaulted ceilings throughout the interior plus huge windows, brickwork, wrought iron accents, and a metal roof come together to create an aesthetic that exudes classic southern charm. An upstairs loft adds additional flexible sleeping, living, working and/or storage space, while brand new updates include a reconfiguration of the floor plan to create an improved flow from the rear entry through the mudroom to the bathroom, kitchen and living room in the front, plus a fresh interior paint job. Outside, a detached, enclosed garage and a private outdoor shower add everyday functionality for island life. The rural residential zoning, freedom from HOA restrictions and generous lot size leaves room to dream big - build a workshop, an accessory dwelling, or consider the existing stamped, engineered architectural plans for a 3bed/3bath estate, drawn by the seller for an attached addition worthy of gracing a luxury Lowcountry home and lifestyle magazine - negotiable with the sale. Residents of Daufuskie's Historical District are welcome to have motor vehicles, boats on trailers, gardens, chickens, workshops, home based businesses and/or short term rentals as permitted in accordance with county codes. Enjoy the best of both worlds that the island has to offer with a membership to Haig Point - a private, gated, golf club community featuring world class amenities including 24/7 ferry service, valet, concierge, fine dining, fitness, tennis, equestrian center, socials, special events, reciprocity to other club communities and so much more. As the southernmost inhabited sea island in the state of South Carolina, situated just a short boat run away from Hilton Head, Palmetto Bluff and Savannah, with some of the best beaches on the entire east coast, welcome to 170 Old Haig Point Rd on Daufuskie Island, where moss-draped oaks mix with salty breezes and time seems to move slower, this southern sanctuary is waiting for it's next chapter to be written.

170 Old Haig Point Road, Daufuskie Island

Listing courtesy of Victory Realty Group.

$950,000
3 Beds 2 Baths HILTONHEAD-511543 MLS
Tucked away on a quiet cul-de-sac in the desirable Big Woods neighborhood of Hilton Head Plantation, this beautifully renovated 3 BR, 2 BA home offers spacious, single-level living with a flexible floor plan designed for everyday comfort and entertaining.The home underwent a comprehensive, top-to-bottom renovation in 2016, with finishes, fixtures, & major components replaced or updated throughout. The formal living room features a striking brick fireplace, impressive tall ceilings & a beautiful wood beam that adds warmth & architectural character. The open kitchen includes an eat-in area with a bay window and opens to a spacious family room featuring a second fireplace & elegant tray ceilings. Smooth ceilings throughout contribute to the home's clean, updated appearance.A large formal dining room with a bay window & a bright Carolina room provide additional spaces for entertaining, relaxing, working from home, or enjoying a quiet morning with a cup of coffee. The generously sized primary suite features its own bay window, a spacious walk-in closet, and master bath with a soaking tub plus large separate shower.Additional highlights include impact windows throughout, a 2-car garage, abundant living space & a large, private backyard with plenty of room to create an outdoor entertaining area or add a swimming pool.Hilton Head Plantation offers an exceptional Lowcountry lifestyle and an impressive collection of recreational amenities. At Spring Lake, residents enjoy a resort-style pool with zero-entry access, a lazy river, splash areas, and lap lanes, along with nearby tennis & pickleball facilities. Dolphin Head Recreation Park provides a beautiful waterfront setting along Port Royal Sound, while the restored Pine Island shoreline offers an expansive beach area that is perfect for walking the dog, watching the sunset, or settling in with a good book.Hilton Head Plantation can enjoy access to Sea Pines Resort with their property owner decal making it easy to visit Harbour Town and its popular shops, restaurants, & public attractions.The home is conveniently located near Hilton Head Plantation's front gate, providing easy access to grocery stores, shopping, dining, & everyday conveniences.This special home combines a peaceful cul-de-sac setting, extensive renovations, distinctive architectural details, flexible living spaces, outstanding community amenities, & a convenient north end location with easy beach access to the Islander or Coligny Beaches.

6 Horseman Lane, Hilton Head Island

Listing courtesy of Berkshire Hathaway HomeServices Hilton Head Bluffton Realty.

$1,849,500
3 Beds 3 Baths HILTONHEAD-511596 MLS
Classic Hilton Head Island architecture, perfectly preserved and completely reimagined. Set on a rare corner estate lot of more than three-quarters of an acre in Shipyard Plantation, 37 Kingston Road offers a level of finish and scale rarely found at this price point among the Island's premier gated communities. A complete renovation from top to bottom includes brand new HVAC systems with all new ductwork, a stunning new pool with a Pennsylvania flagstone deck, and designer finishes throughout. Vaulted ceilings, skylights, and thoughtful millwork bring warmth, character, and natural light to every room. The kitchen blends timeless design with tasteful updates, featuring white shaker cabinetry, stone countertops, stainless steel appliances, updated hardware and fixtures, and a center island. The split floor plan offers ideal separation between the primary suite and guest bedrooms, while the generous lot provides the opportunity to add a guest house or casita. The primary suite is spacious and serene, with direct access to the pool and a beautifully renovated bath featuring a marble walk-in shower and double vanity. Every bathroom reflects the same level of craftsmanship and attention to detail found throughout the home. Outside, the new pool and Pennsylvania flagstone deck create a private outdoor retreat surrounded by mature live oaks and classic Lowcountry landscaping. The bonus Carolina room extends the living space, creating a seamless connection between the home's interior and outdoor living areas. Offered furnished and available for immediate enjoyment, the home is just a five-minute bike ride to the Shipyard Beach Club and the Sonesta Resort, and only minutes from some of the Island's best dining, shopping, golf, and recreation. Short-term rental projections are available upon request. Whether the goal is a primary residence, a multigenerational retreat, a second home, or an income-producing investment property, 37 Kingston Road is uniquely positioned to deliver. A rare corner estate, completely renovated, furnished, and ready, at a price that rewards the discerning buyer who knows this market. *Owner is SCREA.

37 Kingston Road, Hilton Head Island

Listing courtesy of ELEVE PROPERTIES Brokered by EXP Realty.

$1,395,000
5 Beds 3 Baths 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.

$649,000
5 Beds 3 Baths HILTONHEAD-511641 MLS
Don't miss this spacious 5-bedroom Hilton Head Island home with NO HOA fees and a private wooded backyard oasis. Ideally located on the island's desirable north end, you'll enjoy easy access to shopping, Skull Creek waterfront restaurants, Cross Island Parkway, Bluffton, the south end of Hilton Head, and can walk to the school complex and Hilton Head Island Recreation Center. The flexible floor plan features a first-floor bedroom, four additional bedrooms upstairs, plus a dedicated office. Welcoming foyer, formal dining room, expansive great room, eat-in kitchen (newer appliances), abundant storage, luxury vinyl plank flooring throughout, and an attached 2-car garage. Relax or entertain on the large deck overlooking the peaceful backyard complete with a Tiki hut and fire pit. New HVAC (2022). A rare combination of space, location, privacy, and freedom without HOA restrictions.

20 Hanahan Lane, Hilton Head Island

Listing courtesy of The Cobb Group brokered by eXp Realty.

$975,000
2 Beds 3 Baths 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.

$319,000
2 Beds 2 Baths HILTONHEAD-503096 MLS
Step into this beautifully landscaped Acadia model, meticulously maintained and in absolute move-in condition. Features two bedrooms (or 2nd bedroom could be used as an office or a den), one full bath, one half bath, Open concept kitchen with granite countertops and lots of cabinets, opens to dining area and great room/living room just beyond. Great room/Living Room features large windows and transom windows that let in the natural light, making it light, bright and cheerful. Just beyond is a covered porch (could be screened) and a lovely paver patio adjacent to the porch. This cozy home combines comfort and functionality for an easy and active lifestyle. Freshly painted, with new luxury vinyl plank flooring, this home is ready to welcome its new owners ... just move in and enjoy all year round. With a brand-new roof and HVAC system, you can have peace of mind for years to come.

112 Cypress Hollow, Bluffton

Listing courtesy of Real Estate Five Of The Lowcountry.

$489,000
3 Beds 2 Baths 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.

$1,599,000
6 Beds 4 Baths HILTONHEAD-511679 MLS
Sandcastles by the Sea is a gated community gem centrally located mid-island and a 5-min walk (by direct bike path) to one of Hilton Head Island's most desired public beaches. This 6BR|4BA versatile luxury property has an array of opportunities including primary or secondary residence, multigenerational utilization, short/long term rental revenue or corporate investment for perks & prospects. Enjoy year-round swimming in the heated private pool or throw your cares to the southern breeze from a large balcony overlooking a wildlife haven in the neighborhood lagoon. An elevator provides seamless access to all three levels, offering everyday convenience while enhancing the home's comfort and refined design. Nestled within a gated, golf cart and low-speed vehicle-friendly community with nightly security patrols, this exceptional property offers the perfect blend of privacy, convenience, and coastal elegance. Just moments from the beach, the spacious residence is designed for effortless indoor-outdoor living, making it a rare opportunity to own a premier luxury retreat in one of Hilton Head Island's most desirable beachfront communities. Excellent rental history available upon request. House will be sold FULLY FURNISHED.

124 Sandcastle Court, Hilton Head Island

Listing courtesy of Beach House Boutique.

$675,000
3 Beds 4 Baths HILTONHEAD-511291 MLS
Outstanding curb appeal and a quiet cul-de-sac location make this 3-bedroom, 3.5-bath home a rare opportunity in highly sought-after Hilton Head Plantation. Fresh interior paint creates a bright, inviting atmosphere, while the spacious floor plan is designed for comfortable everyday living and effortless entertaining. Enjoy a private, wooded homesite that offers peace, privacy, and beautiful natural surroundings. The home features generous living spaces, a butler's pantry, a dedicated laundry room, and an attached one-car garage. With its functional layout and timeless appeal, this home provides the perfect opportunity to make it your own. Hilton Head Plantation offers an exceptional coastal lifestyle with championship golf, tennis and pickleball, a deep-water marina, Dolphin Head Recreation Area, Spring Lake, miles of leisure trails, waterfront parks, and 24-hour gated security. Just minutes from beaches, shopping, dining, and all that Hilton Head Island has to offer. Private wooded views, outstanding curb appeal, and an unbeatable location combine to make this a home you won't want to miss.

34 Sweet Bay Lane, Hilton Head Island

Listing courtesy of RE/MAX Island Realty.

$1,195,000
3 Beds 4 Baths 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.

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