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$995,000
2 Beds ⋅ 2 Baths ⋅ 1,600 SqFt. ⋅ HILTONHEAD-511759 MLS
Tucked away in a quiet corner of Greenwood Garden Villas, this updated 3 BD, 2 BA end-unit looks out over the 4th hole of Heron Point. A freshly updated front courtyard with new landscaping creates a welcoming entrance before stepping inside. All on one level with no steps, the villa features a spacious Carolina Room overlooking expansive lagoon and golf views. Extra windows along the side, a feature only found in the end units, bring in plenty of natural light and make the villa feel bright and open. Recent updates include fresh interior paint, mostly new furnishings, updated appliances, and new light fixtures. Greenwood Garden is known for its quiet setting, many full-time owners, and one of the lowest-density villa communities in Sea Pines. Centrally located, you're just steps from the community pool and an easy bike ride to Sea Pines Beach Club, Harbour Town, and South Beach.

212 Greenwood Drive Unit 315, Hilton Head Island

Listing courtesy of Sea Pines Real Estate - The Cottage Group, LLC.

$2,499,000
4 Beds ⋅ 4 Baths ⋅ 2,982 SqFt. ⋅ HILTONHEAD-510784 MLS
Welcome to this 4 bedroom Sea Pines getaway! Lagoon and majestic live oaks in the backyard with private pool, gazebo and beautiful guest cottage. This updated single-level home offers the relaxed coastal lifestyle that makes Sea Pines one of Hilton Head Island's most sought-after destinations. Thoughtfully renovated and offered beautifully furnished, the home blends timeless Lowcountry charm with modern updates, making it ready to enjoy from day one.Inside, the open-concept floor plan is designed for gathering. The updated kitchen flows seamlessly into a bright and inviting family room with custom built-ins and a convenient desk nook for remote work or vacation planning. New flooring, updated lighting, and stylish finishes create a fresh, welcoming atmosphere throughout.The main house features three spacious bedrooms, while a separate guest cottage provides additional space for extended family, friends, or vacation guests. The flexible layout is ideal for second-home owners looking to maximize both enjoyment and rental potential.Step outside and discover the true magic of this property. A private Savannah brick courtyard surrounds the sparkling pool, creating an intimate outdoor retreat perfect for entertaining, relaxing, and making memories. Beyond the pool, a picturesque lagoon meanders through the backyard beneath a canopy of live oaks, providing a beautiful natural backdrop filled with Lowcountry wildlife and year-round scenery. A charming waterside gazebo offers the perfect spot for morning coffee, afternoon reading, or evening cocktails as the sun filters through the trees.Located in the heart of Sea Pines, owners and guests enjoy easy access to beaches, championship golf, miles of leisure trails, Harbour Town, South Beach Marina, shopping, dining, and all the amenities that have made Hilton Head Island a premier vacation destination for generations.Whether you're searching for a family retreat, a second home, or an investment property with proven vacation rental appeal, this exceptional Sea Pines residence delivers the best of island living.

37 Woodbine Place, Hilton Head Island

Listing courtesy of Hilton Head Properties.

$2,229,000
4 Beds ⋅ 5 Baths ⋅ 3,184 SqFt. ⋅ HILTONHEAD-510880 MLS
JUST A SHORT BIKE RIDE TO THE BEACH! Drive down your long private drive to this spacious home all on one level offering an open floor plan featuring 4 BR/ 4 1/2 BA with a private courtyard pool. This home is located on over a half an acre lot in the coveted Sea Pines Resort - one of Hilton Head Island's most desirable neighborhoods. Fabulous views looking out over a lush lawn, tranquil lagoon and Egret Island. Whether you're seeking a private family retreat, a savvy investment or an idyllic island getaway, this home delivers. Indulge in Sea Pines' world class amenities... from the Beach Club and golf to tennis, pickleball and miles of pristine beaches ... plus the charm of the iconic Harbour Town, deepwater views, shops and restaurants. Opportunity to join the Baynard Park Club for access to the sound-front pavilion & dock.

11 Baynard Park Road, Hilton Head Island

Listing courtesy of Sea Pines Real Estate South Beach.

$850,000
3 Beds ⋅ 3 Baths ⋅ 1,970 SqFt. ⋅ HILTONHEAD-510798 MLS
Lightly lived in 3 bedroom, 2 full bath home on a Club Course cul-de-sac backing up to Newhall Nature Preserve.

12 Club Course Lane, Hilton Head Island

Listing courtesy of Sea Pines Real Estate South Beach.

$825,000
3 Beds ⋅ 3 Baths ⋅ 1,504 SqFt. ⋅ HILTONHEAD-508219 MLS
Discover this turn-key, updated 3BR/3BA home in the highly sought-after Carolina Place community within Sea Pines. With rental projections exceeding $75,000 annually, this property offers the ideal blend of lifestyle and income potential. Enjoy a short stroll to the private community pool, tennis courts, and pickleball courts-exclusively available to owners and guests. Carolina Place features single-family detached homes with the convenience of low-maintenance living. The HOA ($370/month) includes weekly landscaping, trash service, monthly interior and exterior pest control, as well as pool maintenance and insurance. Inside, the home is light and bright with soaring cathedral ceilings, new luxury vinyl plank flooring, and stainless steel appliances. The updated kitchen showcases quartz countertops and Thomasville cabinetry, while all bathrooms have been tastefully renovated with tile flooring and modern vanities. Relax and unwind with serene "forever" views of open green space backing up to the Sea Pines Forest Preserve footprint, offering both privacy and natural beauty. Whether you're seeking a high-performing investment property or the perfect second home getaway, this is a standout opportunity to own in one of Hilton Head Island's premier gated communities.

78 Shell Ring Road, Hilton Head Island

Listing courtesy of Sea Pines Real Estate - Beach Club.

$869,000
2 Beds ⋅ 2 Baths ⋅ 1,088 SqFt. ⋅ HILTONHEAD-507799 MLS
Beautifully remodeled with modern coastal finishes, this 2BR/2BA Woodbine Villa combines an unbeatable walk-to-the-beach location with serene golf views! Both Sea Pines Beach Club and Plantation Golf Club are just a quick stroll down the bike path, while #47 Woodbine still provides a peaceful, private, cul de sac location in Sea Pines. Flanked by ancient live oaks and giant magnolia trees, this corner unit overlooking the 12th green on Atlantic Dunes golf course and has been completely refreshed with wide plank engineered wood floors, white quartz kitchen counters, stainless appliances, smooth ceilings with recessed lighting and subway tile accents in the kitchen and baths. Nothing was left untouched! Unwind on the brick paver back patio watching golf, or relax in a stunning, light-filled sunroom wrapped in walls of windows. A light bright, single level, pet-friendly community in Sea Pines. Absolutely perfect as your 2nd home beach retreat, vacation rental investment or primary bungalow. This property is a WOW and won't last!

2 Woodbine Place Unit 47, Hilton Head Island

Listing courtesy of Berkshire Hathaway HomeServices Hilton Head Bluffton Realty.

$899,000
2 Beds ⋅ 2 Baths ⋅ 1,516 SqFt. ⋅ HILTONHEAD-507616 MLS
You're invited to my Open House at my Sea Pines listing in Greenwood Forest! Tour this charming home while enjoying a light lunch prepared by Chef Chad Durkin, a graduate of Le Cordon Bleu College of Culinary Arts in Chicago. Chef Chad will showcase fresh, locally sourced ingredients from the Sea Pines garden, bringing the flavors of the Lowcountry to life. I look forward to seeing you there! This charming two-bedroom, two-bathroom home is nestled in the desirable Greenwood Forest community, right in the heart of Sea Pines. Surrounded by mature landscaping, the property offers a private backyard retreat-perfect for enjoying a quiet, relaxed Lowcountry setting. Whether as a primary residence, second home, or investment opportunity, this home presents a wonderful chance to own in one of Hilton Head Island's most sought-after communities.

10 Hollyberry Lane, Hilton Head Island

Listing courtesy of RE/MAX Island Realty.

$895,000
3 Beds ⋅ 2 Baths ⋅ 2,035 SqFt. ⋅ HILTONHEAD-504680 MLS
This beautifully updated residence offers laminate wood flooring throughout, designer lighting, and beautiful furnishings. The great room features a fireplace set against a striking shiplap wall, and a seamless flow into the dining area and Carolina room, ideal for everyday living and entertaining. The kitchen is inviting with warm wood countertops, custom cabinetry, stainless appliances, and a dedicated coffee bar area. The kitchen opens to the dining area and leads directly to the outdoor deck with Trex decking, perfect for indoor to outdoor gatherings. Two guest bedrooms each offer closets, sharing a beautifully appointed bath. The owner suite provides a private retreat with a walk-in closet and a spa-inspired bath featuring dual granite vanities, tile flooring, shiplap detail, and an impressive tiled shower. Enjoy the expansive outdoor living with an impressive Trex deck & cable railing overlooking a grassy open space, ideal for morning coffee, afternoon cocktails, and enjoying the Lowcountry breezes. A paver walkway leads from the driveway along the side of the home to the deck, and the driveway accommodates at least four cars. Enjoy the unmatched lifestyle of Sea Pines with beaches, boating, biking, and world-class recreation just moments from your door in this move-in-ready coastal retreat.

157 Otter Road, Hilton Head Island

Listing courtesy of Charter One Realty.

$5,295,000
5 Beds ⋅ 6 Baths ⋅ 4,965 SqFt. ⋅ HILTONHEAD-503477 MLS
A rare opportunity, nestled on over 2 acres in popular Sea Pines. This Lowcountry, custom estate features a private, detached multi-purpose cottage, quietly located in the rear of the property, accessed exclusively by a land bridge. A beautifully curated 5 bedroom compound, set among majestic live oaks and pines, offers a sanctuary with single level living on the main floor, a private lagoon, pool/spa along with multiple outdoor spaces, ideal for entertaining. Throughout the main living areas you'll find rich hardwood floors, beautiful trim details and walls finished in sophisticated, classic neutral tones-creamy whites and warm taupes. The kitchen sets the tone of the home with natural dolomite countertops, taupe perimeter and island cabinets with custom arched oak upper cabinets flanking the range, complete with pure brass hardware. The mix of traditional selections is balanced with a modern, linear light fixture over the island. The scullery kitchen provides ample prep space and storage in addition to a dedicated pantry. Enjoy mixing cocktails in the well appointed wet bar with floating shelves and knurled brass plumbing. Features in the bathrooms include timeless marble mosaics paired effortlessly with curated ceramics complete with custom cabinetry and classic hardware selections. This commitment to mixing the traditional with modern, high-end selections guarantees a home that will never go out of style. Experience working remotely in the study featuring custom built-in desks. Dramatic, cathedral ceilings make the home feel larger than life. A media room invites you to relax and linger. Details abound with ceilings trimmed in tongue and groove, shiplap walls, custom wood stained wall paneling, arched built-ins, custom built-in office. The versatile guest cottage welcomes friends and family, featuring a living room, wet bar, bedroom, full bathroom, and additional garage space for up to three vehicles. An expansive screened porch enhances the outdoor experience, making it perfect for gatherings such as oyster roasts or bourbon tastings, or simply relaxing while enjoying the picturesque natural surroundings. Experience a home that seamlessly integrates classic design with modern living amidst the scenic beauty rooted in Lowcountry heritage.This property offers a unique experience of residing on a secluded estate with world-class amenities including golf, tennis, stables, a nature preserve, restaurants and shops just a stroll away.

4 Plantation Drive, Hilton Head Island

Listing courtesy of Howard Hanna Allen Tate Lowcountry.

$1,590,000
4 Beds ⋅ 4 Baths ⋅ 2,235 SqFt. ⋅ HILTONHEAD-500985 MLS
Location, location! Overlooking the 2nd fairway of the world-famous Harbour Town Golf Links, this beautifully renovated 4-bedroom, 4-bath home offers the perfect Sea Pines lifestyle. Enjoy front-row views of the Heritage Classic Golf Tournament right from your backyard. Walk around the corner to Sea Pines Center to for dinner. Walk to the Harbor Town Pool in 5 minutes. The Beach Club is reached in no time by hopping on the Trolley at the stop right around the corner; or take a bike on the leisure trails. Recently renovated from top to bottom, the home feels brand new with fresh paint, all-new trim, doors, flooring, lighting and new furniture throughout. The Chef's Kitchen features a brand-new GE gas range with a downdraft and a new GE Refrigerator; a new HVAC system plus all-new duct work provides year-round comfort. Each bedroom has its own full bath, creating the perfect setup for family and guests. Only used as a 2nd home right now, rental projections are $98,800/year. Whether this will be your primary home, vacation retreat, or rental investment, it has a winning combo of modern updates, timeless comfort, and one of the most desirable locations in Hilton Head.

11 Muirfield Road, Hilton Head Island

Listing courtesy of Keller Williams Realty.

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