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$5,800,000
4 Beds 7 Baths 6,013 SqFt. HILTONHEAD-454507 MLS
Stunning estate for those who love deeply, live fully & entertain effortlessly. Set on one of Wexford’s best harbour front/golf view parcels. Custom built like a castle yet welcoming & fun for gathering indoors & out—all year round.6,013 sf of timeless craftsmanship:Chef’s kitchen & Luxe finishes. 4 ensuite BRs, office/wine room, leisure room w/ wet bar & pool table, 3-stop elevator, pull-thru garage for 5 cars. Private dock for 70-ft yacht-no bridges, easy lock access. Pool/spa, screen porch w/fireplace & grill. Curved doors, stone columns, French Oak & Stone floors, Hebel block construction.The kind of home where holidays are unforgettable & every day feels like one.

56 Wexford Club Drive, Hilton Head Island

Listing courtesy of Charter One Realty. Selling Office: William Raveis - Carolina LLC.

$1,370,000
4 Beds 4 Baths 4,066 SqFt. HILTONHEAD-454531 MLS
Indulge in the pinnacle of refined Lowcountry luxury in the prestigious, gated community of Indigo Run. This elegantly appointed 4-bedroom, 3.5-bath estate seamlessly blends timeless sophistication with modern comfort. The open-concept design showcases an updated chef's kitchen with premium finishes, flowing effortlessly into expansive living spaces bathed in natural light. The private primary suite features a spa-like bath and an oversized walk-in closet with custom built-ins. A spacious flex/hobby room doubles as a deluxe laundry space, offering versatility to fit your lifestyle. Step outside to your private backyard sanctuary with panoramic views of the 9th Green of the Golden Bear course - complete with a resort-style pool, exquisite landscaping, and a generous stone patio designed for upscale entertaining and tranquil relaxation.

7 Shaftsbury Lane, Hilton Head Island

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

$4,150,000
4 Beds 6 Baths 6,084 SqFt. HILTONHEAD-454296 MLS
A distinguished residence set on a rare estate-sized lot showcases exceptional craftsmanship. The home features impressive ceiling heights on both levels, complemented by transom windows and wide plank flooring. Striking impact windows frame majestic oak trees, providing elegant shade, with the lush greenery of Heron Point visible in the distance. The kitchen is designed for both form and function, enhanced by a butler's pantry for added convenience. 4 spacious bedroom suites, with multiple options for a fifth bedroom, ensure comfort for all. Conveniently close to Harbour Town, beaches, tennis, restaurants, shops, and the forest preserve.

5 Twin Pines Road, Hilton Head Island

Listing courtesy of Keller Williams Realty. Selling Office: Sea Pines Real Estate - Beach Club.

$2,450,000
7 Beds 7 Baths 4,027 SqFt. HILTONHEAD-454425 MLS
Step into your own private paradise with this expansive backyard retreat, perfect for entertaining or unwinding in style. The centerpiece is a sparkling in-ground pool surrounded by lush landscaping and elegant lounge chairs that invite you to soak up the Lowcountry sun. As evening falls, gather around the firepit for cozy conversations under the stars. Multiple outdoor seating areas offer the ideal setting for al fresco dining, weekend barbecues, or simply enjoying the serenity of your surroundings. Located in the sought-after South Forest Beach community of Hilton Head Island, just across the street from the beach access, this interior designer-inspired, coastal chic retreat offers the perfect blend of elegance & comfort. Offering 7 bedrooms including a vibrant bunk room that sleeps six there is room for everyone to unwind in style. Step inside & be greeted by soaring ceilings and an airy open floor plan that effortlessly connects indoor & outdoor living. The heart of the home is the expansive chefs kitchen. This home has an excellent rental history with many return visitors, but the comfortable style would also make an excellent primary or second home!

3 Myrtle Lane, Hilton Head Island

Listing courtesy of HH Island Real Estate and Rentals. Selling Office: C 21 A Low Country Realty.

$1,800,000
6 Beds 6 Baths 5,163 SqFt. HILTONHEAD-454293 MLS
Tucked away on a private, oversized lot in Shipyard, this classic Lowcountry home offers timeless charm and coastal comfort. Heart pine flooring adds warmth, while a wide wraparound porch welcomes you, and the screened-in rear porch and spacious deck invite outdoor living. Inside, large bedrooms, elevator access and ample living space provide flexibility and comfort. The garage apartment is ideal for guests. New roof installed in 2026! Surrounded by lush landscaping on a quiet street and just moments from the beach, golf, and bike trails, this well-maintained home is the perfect second home or short term rental property, in one of Hilton Head's most beloved communities.

4 Saint Johns Place, Hilton Head Island

Listing courtesy of Daniel Ravenel Sotheby's International Realty. Selling Office: Keller Williams Realty.

$1,150,000
5 Beds 5 Baths 4,406 SqFt. HILTONHEAD-454021 MLS
Stunning Cambridge-built home on over 1/2 acre in a quiet cul-de-sac, just steps from the Lazy-River Pool and tennis courts. The spacious floor plan features 5 BR, 4.5 BA, an office/nursery & and a versatile bonus room. The kitchen boasts a brand-new induction range, ample cabinetry, and a bright eat-in area that seamlessly flows into the family room, complete with sliding doors leading to the back patio. New built-in grill, cozy firepit & a generous backyard with wooded view and an invisible fence. A three-car garage provides ample storage and parking. This home is the perfect blend of comfort, style, and prime location. One HVAC replaced in August 2025.

4 Annabella Lane, Hilton Head Island

Listing courtesy of Sea Pines Real Estate - The Cottage Group, LLC. Selling Office: RE/MAX Island Realty.

$5,020,000
5 Beds 6 Baths 4,501 SqFt. HILTONHEAD-453573 MLS
Introducing an iconic coastal view beyond compare. Perfectly positioned on one of Sea Pines most coveted streets, 17 Atlantic Pointe captures a one-of-a-kind scene - the rolling green of Atlantic Dunes iconic 15th hole, seamlessly giving way to the endless horizon of the Atlantic Ocean. Walls of windows flood the interiors with natural light and frame postcard-worthy vistas from nearly every room. Two primary suites, an elevator, and an extraordinary outdoor setting invite effortless coastal living. Meticulously maintained with an extraordinary backdrop, this residence allows you to bring your own aesthetic vision to life. Private beach access, pool, tennis, and pickleball for Atlantic Pointe residents and guests. Tucked at the quiet end of a cul-de-sac, this home blends architectural elegance, exclusivity, and a view that will never be duplicated. Don't miss this once-in-a-lifetime opportunity.

17 Atlantic Pointe Drive, Hilton Head Island

Listing courtesy of Greenplate Group Brokered by eXp Realty. Selling Office: Hilton Head Luxury Homes, Inc.

$7,050,000
6 Beds 9 Baths 7,789 SqFt. HILTONHEAD-453976 MLS
Unobstructed ocean views define this 1.16-acre Hilton Head Island estate cocooned in the privacy of a double lot. Designed for both quiet comfort and large-scale entertaining, noteworthy features include a temperature-controlled wine cellar for 1,000 bottles, an outdoor sports area with basketball, bocce, and shuffleboard, a beachfront putting green, a resort-style pool, and an outdoor kitchen. High ceilings and boundless windows allow for serene ocean vistas from the home's grand interiors, while coffered ceilings add to its timeless luxury. Complete with a temperature-controlled four-bay garage - this is the home for a true collector.

6 Overlook Pl, Hilton Head Island

Listing courtesy of Daniel Ravenel Sotheby's International Realty. Selling Office: Keller Williams Realty.

$1,750,000
5 Beds 5 Baths 4,119 SqFt. HILTONHEAD-452950 MLS
Charming porch welcomes you to this special home. Step inside. Open sliding doors. Step outside to spacious outdoor area. Expansive beautiful marsh view. Watch sunrise & sunset from suspended heated pool. Enjoy dining, entertaining, relaxing. Chef's kitchen. Top of the line appliances & pantry. Ensuite Bedroom downstairs. Spacious Primary Bedroom has inviting sitting area, dream bath, closet, view & opens to second floor porch. 3 more Bedrooms. One currently an exercise room. One with murphy bed allows flexibility of bedroom, office or both. Roll down hurricane shutters. Deep garage w/cart bay parks 6 vehicles. 3-stop elevator. AND LOTS MORE!

36 Percheron Lane, Hilton Head Island

Listing courtesy of Dunes Real Estate. Selling Office: COAST PROFESSIONALS Brokered by EXP Realty.

$5,050,000
5 Beds 7 Baths 5,560 SqFt. HILTONHEAD-453496 MLS
Live the ultimate Hilton Head lifestyle in this elegant lagoon-front estate, just minutes from the beach. Crafted for relaxed luxury, this home invites you to unwind, entertain, and savor every moment—whether dining al fresco, lounging by the pool or fireplaces, or enjoying tranquil water views from your screened living areas or private dock. Highest quality finishes and furnishings throughout offer coastal comfort with inviting spaces curated for connection and calm. Every detail, from the chef’s kitchen to the serene primary suite, enhances the experience of effortless island living. Offered fully furnished with designer touches throughout.

3 Port Tack, Hilton Head Island

Listing courtesy of Keller Williams Realty. Selling Office: Alliance Group Realty/Howard Hanna Tate.

$1,700,000
4 Beds 6 Baths 4,499 SqFt. HILTONHEAD-453558 MLS
Welcome to a bright and inviting Lowcountry-style home in the private, amenity-rich Long Cove Club. Tucked away on a quiet cul-de-sac, this golf view residence offers a serene escape with a very private pool and spa—perfect for relaxing, entertaining, or enjoying the outdoors in peace. From the moment you arrive, the large front porch invites you to slow down and stay awhile. Inside, natural light fills the home, creating an airy & comfortable atmosphere. The heart of the home is the spacious kitchen, beautifully outfitted with quartzite countertops, Wolf appliances, and plenty of room to cook, gather, and entertain. New Roof in 2023.

22 Trimblestone Lane, Hilton Head Island

Listing courtesy of Daniel Ravenel Sotheby's International Realty. Selling Office: Harbour & Home Real Estate.

$1,375,000
4 Beds 5 Baths 4,368 SqFt. HILTONHEAD-452859 MLS
Embrace the opportunity to relax in comfort while living your best life! Escape to a private oasis with a screened lanai, swimming pool and a professionally designed (well-established) landscaped yard! Palmetto Hall’s 8th green is nearby, yet the home is wonderfully distanced from play. This beautiful home offers a custom chef’s kitchen with a 5-burner (gas) range, oversized granite island, premium cabinetry, and high-end appliances. Elegant touches include architecturally inspired ceilings, multiple fireplaces, and rich cherry hardwood floors. A spacious home with an oversized garage, a dedicated office, and generous living spaces.

241 Fort Howell Drive, Hilton Head Island

Listing courtesy of Collins Group Realty. Selling Office: Daniel Ravenel Sotheby's International Realty.

$2,600,000
7 Beds 7 Baths 6,180 SqFt. HILTONHEAD-453048 MLS
Castle by the Sea! Income-generating 7BR home with 6 ensuite baths, custom closets, and multiple living spaces in a solid concrete build. Includes a 8th non-conforming bedroom as an owner’s lockout. Fully remodeled with newer geothermal systems, fresh paint, updated kitchen and baths, furnishings, and a pool heater. 12 foot ceilings throughout, heated and cooled floors with wood inlays, custom cabinetry and huge playroom. Four garages for multiple vehicles. Southern-facing views of the 11-mile lagoon. Private beach access close by. Located in Palmetto Dunes—Hilton Head’s top resort with 3 golf courses, pickleball, marina, dining, and shops.

25 Starboard Tack, Hilton Head Island

Listing courtesy of Hilton Head Properties. Selling Office: Coldwell Banker Access Realty.

$6,000,000
5 Beds 7 Baths 9,287 SqFt. HILTONHEAD-452750 MLS
Stately, Sound front home with Ocean views. 199 ft of Waterfront. Water views from every room to include Ocean, Sound, Lagoon and #6 Oyster Reef Golf green. The home boasts man-made and natural elements that make it Dazzle. Designed for Cooking and Entertaining with large open concept spaces surrounded by glass. Well designed Chefs Kitchen to include Sub zero refrigerators, Wolf cooktop and Miele appliances. Formal living spaces include Cypress ceilings, Rosewood inlays, White Oak flooring, Teak inlays and 2-story Stone and Copper clad Fireplace. Expansive Resort style Pool with Spa, Wading area, new decking and Pool House. 4 Car Garage with quiet lift door mechanisms. Glass door Elevator, Wine Room, Den, Game & Theater rooms.

16 Oyster Shell Lane, Hilton Head Island

Listing courtesy of Lighthouse Realty.

$7,300,000
5 Beds 7 Baths 5,386 SqFt. HILTONHEAD-452596 MLS
Own this architecturally custom-crafted 5BD/6.5BA, 1st row, oceanfront masterpiece in the world-class Sea Pines community on Hilton Head Island. Dramatic ocean views, substantial woodwork, custom beams, solid 8’ doors & skylights that bathe the space in natural light & beauty. Large gathering spaces including expansive great room, screened porch, multiple outdoor decks, study, oversized bdrms & massive bonus/rec room. Private walkway to beach + pool. Primary, vacation home, or a coveted short-term rental. The home is set back on a large lot w/ pines, live oaks & a natural landscape yet the ocean waves & sandy beach still take center stage.

36 Ruddy Turnstone Road, Hilton Head Island

Listing courtesy of Keller Williams Realty. Selling Office: Sea Pines Real Estate - Beach Club.

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