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14 Herring Gull Lane, Hilton Head Island
$3,700,000
CLOSED Status ⋅ 5 Beds ⋅ 6 Baths ⋅ 5,722 SqFt. ⋅ HILTONHEAD-451501 MLS
This stunning home offers unparalleled, unobstructed views of the sound w/ the ocean in the backdrop & beautifully designed backyard. Spanning nearly 6,000 sq ft, this exceptional residence w/impressive curb appeal features 5 spacious ensuite BR, plus powder room. The 2nd floor office area has sweeping views of both the sound & backyard pool. Along with a brand-new designer kitchen the home offers the perfect space for entertaining & relaxation. Recent additions include a new whole home generator. Located in sought after amenity rich Hilton Head Plantation this property offers access to world-class golf facilities & picturesque nature trails.

14 Herring Gull Lane, Hilton Head Island

Listing courtesy of Howard Hanna Allen Tate Lowcountry. Selling Office: Howard Hanna Allen Tate Lowcountry.

31 Hearthwood Drive, Hilton Head Island
$2,150,000
CLOSED Status ⋅ 5 Beds ⋅ 6 Baths ⋅ 3,754 SqFt. ⋅ HILTONHEAD-452054 MLS
Sweeping marsh views from the balconies out to the sound in the heart of Sea Pines. This beautiful home is light & bright throughout & has a beautiful heated pool and spa, large screen porch w/ pretty wood octagonal ceiling. Chefs kitchen w /dbl ovens, propane cook top, 2 dishwashers, wine cooler beautiful counters, wood floors. With 5 bedrooms and 5.5 baths, this home can accommodate all of your family & guests. Currently being used as a rental property so buy now and benefit from the income until you can occupy full time! Fresh paint & beautifully furnished not far from Harbour Town or a bike ride to the beach. Life is simply better here!

31 Hearthwood Drive, Hilton Head Island

Listing courtesy of C 21 A Low Country Realty. Selling Office: Keller Williams.

3 Gull Point Road, Hilton Head Island
$3,000,000
CLOSED Status ⋅ 5 Beds ⋅ 6 Baths ⋅ 4,738 SqFt. ⋅ HILTONHEAD-451065 MLS
Get ready to be captivated by gorgeous marsh front, beach-oriented home in the heart of South Beach! Were excited to share some new improvements and stunning photos with you. Don't miss out on this incredible opportunity! Update: Brand New Roof Jun 2025, dining suite, upstairs flooring. This 5bed/5.5bath home featuring 1st floor primary suite and elevator is located on one of Sea Pines most loved Streets. An ideal spot for both relaxation and entertaining, whether on the deck of your private bedroom suite or by the pool and spa. The outdoor kitchen and seating area on the large, covered porch feature built in grill, TV, dining and shutters. The South Beach area of Sea Pines Resort is a stunning location, combining natural beauty with an easy 8 min walk to the beach and waterway fun.

3 Gull Point Road, Hilton Head Island

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

34 W Beach Lagoon Road, Hilton Head Island
$4,150,000
CLOSED Status ⋅ 4 Beds ⋅ 6 Baths ⋅ 2,872 SqFt. ⋅ HILTONHEAD-450742 MLS
Iconic, 2nd row West Beach Lagoon estate on over 1+ acre - a rare and extraordinary offering in one of Hilton Head Island's most coveted ocean-oriented enclaves! This magnificent coastal property is framed by ancient, moss-draped live oak trees, some over 200 years old, creating an enchanting Lowcountry setting with privacy, beauty, and serenity. From nearly every room in this thoughtfully restored home, enjoy stunning vistas - golf course views to the side and rear, and ocean breezes just steps away across the quiet street. The timeless architecture and charming design details pay homage to Sea Pines' early history, blending the allure of "Old Hilton Head" with the comforts of today, thanks to extensive modern updates that preserve the home's character while enhancing its livability.The grounds are equally impressive, offering a private sanctuary to gather, entertain, and relax. A recently added resort-style pool with surrounding terrace transforms this estate into a personal retreat, creating the feel of your own private resort. Whether enjoying the expansive lawns, meandering among majestic oaks, or strolling just across the street to access nearly five miles of pristine white-sand Atlantic beach, this is island living at its finest.This is a property with many possibilities: ideal as a luxurious primary residence, a serene second home getaway, a lucrative vacation rental or even as a homesite to build their own custom home on. Currently, it enjoys immense popularity as a high-performing short-term rental, grossing approximately $200,000 annually, providing strong income potential for investors seeking both lifestyle and return. Homesites of this caliber, size, and location are nearly impossible to duplicate on Hilton Head Island, making this a rare opportunity for a discerning buyer who values privacy, proximity to the beach, natural beauty, and timeless appeal. A legacy estate in the truest sense - ready to be enjoyed today and cherished for generations to come.

34 W Beach Lagoon Road, Hilton Head Island

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

73 Brams Point Road, Hilton Head Island
$6,125,000
CLOSED Status ⋅ 4 Beds ⋅ 6 Baths ⋅ 7,183 SqFt. ⋅ HILTONHEAD-451285 MLS
There is nothing quite like this home on Hilton Head Island. This modern architectural masterpiece offers unparalleled waterfront living w/ breathtaking dual water views of Broad Creek to the East and the shimmering Calibogue Sound to the West. Inside, 4 spacious ensuite bedrooms, custom Italian glass doors & a German-made gourmet kitchen elevate the art of living. Enjoy the Living Room w/ soaring 21-foot ceilings & natural light throughout. Step outside to discover a private oasis: a negative-edge upper pool cascades into 75' lap pool, a generously sized covered deck w/ space for future outdoor kitchen & separate 600 sqft Studio/Pool House.

73 Brams Point Road, Hilton Head Island

Listing courtesy of Sea Pines Real Estate - The Cottage Group, LLC. Selling Office: Premier Properties of Hilton Head Island.

15 Flamingo Street, Hilton Head Island
$3,200,000
CLOSED Status ⋅ 6 Beds ⋅ 7 Baths ⋅ 4,977 SqFt. ⋅ HILTONHEAD-451394 MLS
Stunning, better than new, 6 BR/5 ba Oceanside 3rd Row home exudes upscale elegance with thoughtful design. Comfortable, yet chic, well-curated interiors combine with open welcoming spaces ideal for socializing and relaxation. Three living areas, a screened porch, game room and covered living areas by the pool give owners and guests plenty of privacy. Home Features Four King master suites and one guest room with balcony offering a very generous ocean view. Just a short walk to the beach and close to all the fun things that are happening at popular Coligny Plaza.Excellent 4 yr rental history avg 225k with lots of use by owner & their guests.

15 Flamingo Street, Hilton Head Island

Listing courtesy of RE/MAX Island Realty. Selling Office: Charter One Realty.

9 Armada Street, Hilton Head Island
$4,600,000
CLOSED Status ⋅ 6 Beds ⋅ 8 Baths ⋅ 6,741 SqFt. ⋅ HILTONHEAD-451281 MLS
The ultimаte home, реrfeсt fοr еntertаіning! Spaciouѕ 2nd-rοw, 6 BR | 6 BA | 2 HB home on Armada in Palmetto Dunes just steps from 3 miles of award-winning beach. Freshly painted with coastal-chic décor, this home has a spectacular 1st floor featuring a chef's eat-in kitchen, dining room, living room, wet bar off the leisure room, powder room & sunroom. Offers a 3-stop elevator & three primary suites on the 2nd-floor. Outdoor entertainment area offers an idyllic wooded view, a covered lounging & dining area with a wet bar and grill, & a large pool with a spa. Ample parking with a large driveway & garage. Guests and owners have access to all the amenities in Palmetto Dunes: golf, tennis, pickleball, an 11-mile lagoon, golf at the Arthur Hills Golf Course in Leamington, and much more. Short walk or bike ride to the heart of Palmetto Dunes. Seasonal Dunes Buggy is available throughout Palmetto Dunes and the Shelter Cove area. Short walk or bike ride to resort amenities!

9 Armada Street, Hilton Head Island

Listing courtesy of Schembra Real Estate Group. Selling Office: Charter One Realty.

18 Oyster Shell Lane, Hilton Head Island
$2,975,000
CLOSED Status ⋅ 5 Beds ⋅ 6 Baths ⋅ 6,543 SqFt. ⋅ HILTONHEAD-450370 MLS
THE VIEW! Unobstructed sound views from this elegant 5BD/6BTH estate w/ direct beach access & private front courtyard. 2 story foyer opens to a beautifully renovated large living area w/ hardwood floors & glass sliders across back of home capturing the expansive water views. Formal dining rm, bar/study w/ full bth & living rm. Exquisite kitchen remodel, large sitting & eating area, amazing bonus suite over garage w/ laundry rm/kitchenette. Large primary suite w/ 2 bths. Upstairs, library w/ fireplace & 4 bdrms. Outdoor living w/ expansive deck, a lower covered patio w/ manicured lawn & a bridge over marsh to the private beach & water’s edge.

18 Oyster Shell Lane, Hilton Head Island

Listing courtesy of Keller Williams Realty. Selling Office: EXP Realty LLC.

25 N Calibogue Cay Road, Hilton Head Island
$4,200,000
PENDING Status ⋅ 6 Beds ⋅ 6 Baths ⋅ 6,000 SqFt. ⋅ HILTONHEAD-450230 MLS
Stunning deеp-watеr rеsіdеnсe іn Ѕea Pines feаtureѕ a private, oversized dock with a boat lift, offering unparalleled waterfront access. Spanning nearly 6,000 square feet, the open floor plan showcases breathtaking, unobstructed water views. The entertainer’s dream kitchen boasts a 60” Viking gas range, double stainless steel refrigerator, walk-in pantry, and a striking 12-foot granite bar complete with a wine cooler and ice maker. The outdoor living space features a circular driveway with pervious pavers, a resort-style private pool and hot tub, and a fire pit—all set within over 3,000 square feet of beautifully designed patio space. OSCREA

25 N Calibogue Cay Road, Hilton Head Island

Listing courtesy of DOT REAL ESTATE.

9 Brown Pelican Road, Hilton Head Island
$14,234,500
CLOSED Status ⋅ 6 Beds ⋅ 9 Baths ⋅ 7,000 SqFt. ⋅ HILTONHEAD-450301 MLS
The most sensational & remarkable home is under construction! Brand New masterpiece in World-Class Sea Pines Resort. Magnificent Oceanfront parcel, in the sought after South Beach Area. Finest finishes, trim, accessories, appliances, cabinets, flooring & fixtures. In addition to 6 ensuite bedrooms (3 master suites) there's an office, a sitting/wine tasting room, Butler's Pantry, huge 2nd floor recreation room w/wetbar opens up to a sprawling upper deck. Amazing pool, spa & outdoor areas. Main floor Master Suite suitable for Royalty; steam shower, free standing tub, double entry curb-less shower. Under parking for up to 8 vehicles. Elevator. Please see the extensive description in documents.

9 Brown Pelican Road, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty. Selling Office: EXP Realty LLC.

28 Planters Row, Hilton Head Island
$6,350,000
CLOSED Status ⋅ 5 Beds ⋅ 7 Baths ⋅ 6,346 SqFt. ⋅ HILTONHEAD-450493 MLS
This rare oceanfront opportunity sits in one of Hilton Head’s premier gated communities, offering direct access to the island’s finest beaches. Surrounded by pristine dunes and open space, the home features a private path leading directly to the sand. Designed with exquisite woodwork and fine craftsmanship, the home’s expansive interior has been lightly used as a secondary residence, ensuring exceptional condition. Enjoy breathtaking ocean views and stunning sunrises, embracing a coastal lifestyle. This property provides an unparalleled opportunity to own a refined oceanfront escape in one of Hilton Head’s most exclusive enclaves.

28 Planters Row, Hilton Head Island

Listing courtesy of Daniel Ravenel Sotheby's International Realty. Selling Office: Maxey Blackstream Christie's International Real Estate.

7 Swing About, Hilton Head Island
$3,205,000
CLOSED Status ⋅ 6 Beds ⋅ 7 Baths ⋅ 4,512 SqFt. ⋅ HILTONHEAD-450874 MLS
This stunning 6-bedroom, 6.5-bath new construction home sits on a massive lot along the serene 11 Mile Lagoon. Featuring an office and bonus room, this home is perfect for both work and leisure. Enjoy the elegance of custom inset cabinetry, 7-inch European white oak flooring, and cathedral ceilings. The home boasts custom tile, and intricate millwork throughout. Professionally decorated and sold turnkey, this residence is ready for you to move in and start enjoying luxurious waterfront living at its finest. All this just a short bike ride to the beach and all the amenities of Palmetto Dunes Resort. See 3D tour and floor plan.

7 Swing About, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty. Selling Office: The Homesfinder Realty Group.

20 Castlebridge Court, Hilton Head Island
$3,400,000
CLOSED Status ⋅ 5 Beds ⋅ 6 Baths ⋅ 4,566 SqFt. ⋅ HILTONHEAD-450788 MLS
Experience the ultimate Lowcountry lifestyle at this stunning harbor-view retreat nestled in the Wexford community. Located on a private cul-de-sac, this 5-BR, 4 BA, 2 1/2 BA home offers an exquisite blend of luxury, comfort, and breathtaking waterfront living. The private heated pool, hot tub, outdoor fireplace, and built-in grill are perfect for year-round entertaining. A private dock provides direct access to Wexford’s exclusive harbor, making boating effortless. The spacious floor plan includes a bonus room, spacious kitchen, 2 fireplaces, 3-car garage + golf cart bay. Amenities include golf, tennis, pickleball, & private marina.

20 Castlebridge Court, Hilton Head Island

Listing courtesy of RE/MAX Island Realty. Selling Office: Daniel Ravenel Sotheby's International Realty.

9 Sylvan Lane, Hilton Head Island
$1,794,500
CLOSED Status ⋅ 4 Beds ⋅ 6 Baths ⋅ 3,931 SqFt. ⋅ HILTONHEAD-450565 MLS
Superbly maintained residence with excellent curb appeal, quiet cul de sac locale & sweeping golf views (#7 Heron Pt Course) in world famous Sea Pines. Features incl. wood flooring, custom built-ins/millwork, plantation shutters, spray foam insulation, brick paver driveway, etc. Great rm floor plan with spacious Chef’s island kitchen, walk-in & Butler’s Pantry, formal/casual dining, wet bar & office nook. 4 expansive BR suites incl. primary suite w/cozy den. Screened porch & 2 covered decks great for entertaining & relaxing. Private pool with lush landscaping & specimen trees. All just a short stroll to Harbour Town shopping & dining.

9 Sylvan Lane, Hilton Head Island

Listing courtesy of Charter One Realty. Selling Office: Lowcountry Realty Group, LLC.

58 N Sea Pines Drive, Hilton Head Island
$4,340,000
CLOSED Status ⋅ 5 Beds ⋅ 7 Baths ⋅ 6,631 SqFt. ⋅ HILTONHEAD-450515 MLS
Offered for the first time, this 5th-row coastal, multi-generational retreat w/golf & lagoon views will captivate the most discerning buyer who is seeking location, luxury, & privacy all w/in a 3 min walk to the Sea Pines sun-kissed beaches. Enjoy 1st & 2nd floor owner suites, two family living spaces + a private upper deck, perfect for sunning or stargazing! The custom millwork, coffered ceilings, two fireplaces, gourmet kitchen w/double islands, an office or 6th BD plus a 3-car garage make this an exceptional home. All topped off by a spacious screened porch to enjoy evening breezes overlooking the resort-style pool, spa & lush landscaping.

58 N Sea Pines Drive, Hilton Head Island

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

8 Kings Tree Road, Hilton Head Island
$1,625,000
CLOSED Status ⋅ 4 Beds ⋅ 6 Baths ⋅ 4,065 SqFt. ⋅ HILTONHEAD-450383 MLS
Experience unparalleled luxury at 8 Kings Tree, a stunning residence in Long Cove Club that boasts breathtaking views of the lagoon & golf course. This exquisite home features 4 bedrooms, 4 baths, & 2 half baths, providing ample space for both relaxation & entertainment. The updated gourmet kitchen, equipped with Wolf and SubZero appliances, flows seamlessly into the family room adorned with custom woodwork. The first-floor primary suite offers a lavish bath & walk-in closets. Enjoy the outdoor living space with a private pool, separate pool bath & serene cul-de-sac location. Embrace the ultimate Lowcountry lifestyle in this exceptional home.

8 Kings Tree Road, Hilton Head Island

Listing courtesy of Daniel Ravenel Sotheby's International Realty. Selling Office: Charter One Realty.

30 W Beach Lagoon Road, Hilton Head Island
$5,900,000
CLOSED Status ⋅ 5 Beds ⋅ 6 Baths ⋅ 4,226 SqFt. ⋅ HILTONHEAD-450403 MLS
Prime "Beach Lagoon" location, 2nd row in Sea Pines! BEAUTIFUL home, high-quality custom built in 2017, set on nearly 3/4 of an acre. Spacious & open floor plan. Tall, beamed ceilings, 4 beds/4.5 baths on the main floor & newly added bunkroom/bath/loft up. Flooded with natural light. Wonderful bedroom separation for comfortable living. Huge backyard entertaining area with pool & separate spa overlooking the Atlantic Dunes golf course. Close enough to hear the waves crashing but set back enough for blissful privacy. Quick & Easy beach access. Use as your primary home or as a luxury investment. $248K gross 2024 w/ $221K already booked for 2025

30 W Beach Lagoon Road, Hilton Head Island

Listing courtesy of Sea Pines Real Estate - Beach Club. Selling Office: Charter One Realty.

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