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$1,849,500
3 Beds ⋅ 3 Baths ⋅ 2,440 SqFt. ⋅ 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 thoughtful 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.

$1,150,000
4 Beds ⋅ 4 Baths ⋅ 2,486 SqFt. ⋅ HILTONHEAD-511190 MLS
A rare 4-bedroom villa in Shipyard that lives more like a home than a condo! Not used as a rental, this spacious residence offers an ideal primary-home feel with generous living areas, a gated front courtyard, fireplace, plantation shutters, smooth ceilings, solid-core doors, cherry wood flooring, and high-end finishes throughout. The impressive kitchen will please any chef, and three sets of updated French doors bring in natural light and provide access to an oversized rear patio. Set within an approximately 23-acre regime with a lighted paver walkway to the pool, this property benefits from a strong regime with reserves, no special assessments, and fees that include insurance, cable, internet, and water. Buildings were recently painted in 2026. A special opportunity in Shipyard with rare size, quality, and flexibility - the seller would like to sell in 2026 and welcomes all offers.

63 Shipyard Drive Unit 1806, Hilton Head Island

Listing courtesy of Collins Group Realty.

$575,000
2 Beds ⋅ 2 Baths ⋅ 1,280 SqFt. ⋅ HILTONHEAD-510017 MLS
Southern elegance and natural beauty await you in this 2026 Renovation walkable to the 27 hole Clipper/Galleon Shipyard Golf Club! Van Der Meer Tennis Club is a 15 minute walk. Waterford Village offers a community pool, small gym & pickleball. Grill out and dine el fresco under the majestic Carolina pines and moss draped oaks while over looking the Shipyard Golf Course on your private deck. Stroll over to the community pool to cool off. Shipyard Beach Club is an easy bike ride on paved paths! Relax into the sectional sofa and enjoy the 70" Smart TV in the large family room. Cooking will be a breeze with stainless steel appliances and generous counter space in the fully equipped kitchen. Prepare your favorite zesty dishes and gather around the 6-person dining table for a quality meals with your family and friends. Brand new half bath has been added to the first floor! Exhausted from a long day on the beach, at the pool, on the tennis court or golf course; then sink into the King Master Suite with walk in shower and Smart TV. The guest bedroom offers two full beds with bath/shower combo and Smart TV. Top quality linens and toiletries provided. Drive or ride bikes to the Shipyard Beach Club (2miles from townhouse) to enjoy 11 miles of sandy white beaches and rolling waves on the shore.

31 Shipyard Drive Unit 5B, Hilton Head Island

Listing courtesy of Palmetto Residential Services.

$540,000
2 Beds ⋅ 2 Baths ⋅ 1,270 SqFt. ⋅ HILTONHEAD-508312 MLS
Tucked away in a quiet corner of Shipyard Plantation, 147 Colonnade Club offers the kind of island setting owners quietly seek out and rarely leave. Known by those familiar with the community for its peaceful atmosphere and ideal location right along the leisure paths, Colonnade Club Villas provides an easy walk or bike ride to the beach while still feeling tucked away from it all. This bright and coastal 2 bedroom, 2 bath villa is filled with natural light and relaxed Lowcountry charm. Whether you're searching for a primary residence, second home, or income producing property, this villa is ready for its next owner to enjoy everything that makes owning on Hilton Head Island so special like morning beach walks, bike rides beneath the oaks, and the laid-back lifestyle that keeps people coming back year after year.

100 Colonnade Drive Unit 147, Hilton Head Island

Listing courtesy of Dunes Real Estate.

$599,000
2 Beds ⋅ 3 Baths ⋅ 1,530 SqFt. ⋅ HILTONHEAD-508444 MLS
Beautifully furnished and updated 2 bedroom, 2.5 bath villa in very popular Shipmaster community. Great outdoor spaces. Large bedrooms can accommodate multiple bedding configurations for rental market. The living area has an oversized slider that overlooks an extended patio in a park like setting. The second floor has 2 large bedrooms with ensuite baths and sliding doors to private balconies. Walk, bike or drive .7 miles to the Shipyard Beach Club and boardwalk access. Close to private community pool and private tennis/pickleball court and a short walk to beach. Amazing rental potential, ideal for a primary residence or relaxing getaway.

63 Shipyard Drive Unit 1703, Hilton Head Island

Listing courtesy of Berkshire Hathaway HomeServices Hilton Head Bluffton Realty.

$1,325,000
3 Beds ⋅ 3 Baths ⋅ 2,122 SqFt. ⋅ HILTONHEAD-504945 MLS
Beautifully renovated 3-bedroom, 2.5-bath home set on a private 0.75-acre lot in the gated, beachfront community of Shipyard Plantation. This home is in excellent condition and has been thoughtfully redesigned throughout, featuring new white oak hardwood flooring, an updated kitchen with all new appliances, smooth painted ceilings, and new Andersen Windows. Additional upgrades include new attic insulation, and a new HVAC system with updated ductwork. The spacious layout offers a first-floor dedicated office and large primary suite complete with a sunroom, while two generously sized guest bedrooms are located upstairs-providing excellent separation and flexibility. The living room showcases high ceilings and abundant natural light, enhanced by elegant finishes, new lighting fixtures, and ceiling fans. All bathrooms have been fully and tastefully renovated with tile showers, a jetted tub, new vanities, and marble flooring, it's all been done for you. Custom wood trim work and molding can be found throughout, adding a refined touch to every space. The exterior features durable new siding, and a newly added side-entry two-car garage enhances both functionality and curb appeal. Each bedroom includes sliding doors with access to a patio or private balcony, seamlessly blending indoor and outdoor living. Surrounded by over 100 beautiful trees, the property offers exceptional privacy along with scenic golf views, creating a peaceful, resort-like setting. There is also ample room to add a full-size pool. Residents of Shipyard enjoy outstanding amenities, including private beach access, miles of leisure trails, golf, tennis facilities, and the security of a gated community-all in a prime location close to everything Hilton Head has to offer. Bike to the beach with ease and enjoy the best of coastal living

20 Gloucester Road, Hilton Head Island

Listing courtesy of Charter One Realty.

$529,900
2 Beds ⋅ 3 Baths ⋅ 1,385 SqFt. ⋅ HILTONHEAD-504023 MLS
Beautiful 2-bedroom, 2.5-bath townhome located in the highly desirable, gated oceanfront community of Shipyard Plantation. Just 0.4 miles-a five-minute walk-to the Shipyard beach access, this property is ideal as a primary residence, second home, or investment opportunity. The home overlooks a tranquil golf course [#7 of Galleon Course] and features a spacious deck off the living room, perfect for outdoor living and entertaining. Inside, you'll find luxury vinyl plank and tile flooring throughout, along with a beautifully updated kitchen featuring quartz countertops, stainless steel appliances, and modern finishes. The primary suite boasts an updated bath with a walk-in tile shower. Additional highlights include a newer HVAC system and abundant natural light throughout. The Greens Villas community offers its own private pool, and residents enjoy easy access to tennis courts, championship golf, scenic biking and walking trails, lagoons, and the beach. Walk to the Sonesta Resort and embrace the unmatched lifestyle Shipyard is known for. Start living your coastal dream today!

113 Shipyard Drive Unit 193, Hilton Head Island

Listing courtesy of EXP Realty LLC.

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