Hilton Head Island, SC Two Story Homes

Hilton Head Island, SC Two Story Homes for Sale

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Two Story Homes for sale in Hilton Head Island, SC

14 Field Sparrow Road, Hilton Head Island
$999,000
5 Beds ⋅ 6 Baths ⋅ 4,083 SqFt. ⋅ HILTONHEAD-511235 MLS
Excеptionаl Μulti‐Gеnеratіοnal Golf Course Estаte wіth Private In-Law Residence, Bonus Suite & Climate-Controlled Workshop - Nestled within the highly sought-after community of Hilton Head Plantation, this exceptional golf course property is uniquely designed for multi-generational living, offering multiple private living spaces while keeping family close. Surrounded by mature trees and enhanced by an adjacent non-buildable lot, the property provides a rare combination of privacy, flexibility, and space-all within one of Hilton Head Island's premier gated communities. The main residence features generous living areas, abundant natural light, and beautiful golf course views. Designed for comfortable everyday living and entertaining alike, the home offers spacious gathering areas and seamless access to outdoor living spaces. A standout feature is the private mother-in-law residence, offering true independent living with its own entrance, full kitchen, laundry, living area, one bedroom, and one-and-a-half baths. Ideal for parents, adult children, extended family, long-term guests, or a live-in caregiver, this separate residence provides privacy and independence while remaining conveniently connected to the property. Car enthusiasts, hobbyists, and makers will appreciate the detached three-car garage, including a climate-controlled bay ideal for a workshop, collector vehicle, fitness area, golf simulator, or year-round projects. Above the garage, a finished bonus suite complete with a full bathroom and closet provides yet another flexible space for guests, recreation, work-from-home needs, or a private studio. Outdoor living is equally impressive. A spacious paver patio overlooks the mature landscape and golf course setting, creating an inviting space for entertaining, dining, and relaxing throughout the year. A full-yard irrigation system helps keep the grounds looking their best with minimal effort. Significant improvements provide added peace of mind, including a roof replacement in 2016 and three HVAC systems replaced within the last five years. This is a rare opportunity to own a Hilton Head Plantation property offering true multi-generational living, multiple private living spaces, an oversized setting, and exceptional flexibility-all within one of Hilton Head Island's most desirable communities.

14 Field Sparrow Road, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

625 Spanish Wells Road Unit Unit 9, Hilton Head Island
$550,000
3 Beds ⋅ 2 Baths ⋅ 1,277 SqFt. ⋅ HILTONHEAD-510514 MLS
OPEΝ HOUSΕ thіs Ѕаturdаy, 10/31 frοm 12ΡM-2PM. $15,000 SELᏞER‐PAID CREDIT AT CLOSING, applied to a 2-1 Mortgage Interest Rate Buydown, providing a first-year rate 2% below current market rates and a second-year rate 1% below. Prefer to apply it toward closing costs or future improvements? That works, too. One of the finest values under $600K on Hilton Head Island. With no short-term rentals permitted in Bryant Park, this is a community built for those who want to live here and love it. Cottage 9 is available for immediate occupancy and a quick closing. Cottage 9, known as Molly's Cottage, is back on the market through no fault of the seller or the home itself, offering a rare chance to own a green-built, detached home in one of the Island's most charming communities. Located in Bryant Park, Ross Chapin's celebrated pocket neighborhood design, this home overlooks the center green and community pool, surrounded by lush plantings and connecting walkways. The main level features a comfortable bedroom suite, while upstairs offers two additional bedrooms alongside a versatile loft space, perfect for a home office, study, wellness area, or library. Designed to make the most of every square foot, the layout is open and comfortable, filled with natural light, quality finishes, and a well-equipped kitchen. A detached garage provides additional convenience and storage, while the backyard offers room to create your own private courtyard retreat. With its storybook charm and connecting walkways, Bryant Park is truly unlike anything else on Hilton Head Island, a neighborhood built around genuine connection where front porches and shared pathways naturally bring people together. For those seeking an expanded Island lifestyle, social and golf memberships are available at Spanish Wells Club, less than a 2-minute drive away, offering private golf, tennis, and deepwater dock access. The home is only 9 minutes from one of Hilton Head Island's most famous beaches, Coligny Beach, and just minutes from shopping, dining, and healthcare. To learn more about the pocket neighborhood concept, visit Ross Chapin online.

625 Spanish Wells Road Unit Unit 9, Hilton Head Island

Listing courtesy of ELEVE PROPERTIES Brokered by EXP Realty.

12 Creek Cove Lane, Hilton Head Island
$1,585,000
3 Beds ⋅ 3 Baths ⋅ 2,670 SqFt. ⋅ HILTONHEAD-510689 MLS
A rare blеnd of craftѕmаnshір, рrivасy, and deep-watеr aсcess, this custom 3BD/2.5BA Southern Coastal home delivers the ultimate Lowcountry waterfront lifestyle. Positioned on a private, estate style lot, the property offers sweeping water views, refined coastal architecture, and direct access to the Intracoastal via your own private dock. Inside, the home features an open, light filled layout designed to frame the water from every angle. A chef's kitchen anchors the main living space with custom cabinetry, premium appliances, and an oversized island ideal for entertaining. A elevator is located on each floor for convenience.Vaulted ceilings, designer finishes, and expansive glass doors create a seamless connection to the outdoors. Spacious walk-in pantry a plus! The primary suite is a private retreat with panoramic water vistas, spa inspired bath, and generous walk-in closet. Two additional guest suites upstairs provide comfort and privacy for family or visitors. Every detail-from millwork to materials-reflects thoughtful design and elevated craftsmanship. Step outside to the covered screened in porch, lush landscaping, fenced in backyard with a firepit. Find a private dock which is perfect for boating, paddleboarding, fishing, or sunset cruising. With deep water access, this property offers the rare ability to enjoy the water. This is coastal living at its finest - Private, refined, and built for those who want a true connection to the water and Southern style living!

12 Creek Cove Lane, Hilton Head Island

Listing courtesy of RE/MAX Island Realty.

77 Dune Lane, Hilton Head Island
$6,995,000
5 Beds ⋅ 7 Baths ⋅ 4,655 SqFt. ⋅ HILTONHEAD-510012 MLS
Exceptional Nantucket-inspired oceanfront luxury on coveted Dune Lane in North Forest Beach! Rarely does an opportunity like this come along-an extraordinary 5-bedroom, 5-bath, 2 half-bath coastal retreat that has never been rented and has been lovingly enjoyed as a private family getaway. Offered fully furnished and move-in ready, this stunning oceanfront home is ready for immediate enjoyment. Thoughtfully designed for entertaining and effortless coastal living, this beautifully updated home showcases timeless architecture, hardwood floors throughout, elegant coffered ceilings, and walls of windows designed to capture breathtaking ocean views. The stunning chef's kitchen serves as the heart of the home with sea glass granite countertops, gas range and oven, updated appliances, and generous gathering spaces ideal for hosting family and friends. Designed with comfort and flexibility in mind, the home features primary suites on both the first and second floors along with spacious guest accommodations throughout. Expansive oceanfront decks on both levels create the perfect setting for morning coffee, evening cocktails, and endless views of the sandy shoreline and Atlantic Ocean. Outside, enjoy your private oceanfront oasis complete with a sparkling pool, direct beach access, and abundant covered parking and storage below. Whether you envision a private family compound, luxury second home, or exceptional investment opportunity, the strong rental potential provides flexibility for years to come. Located in the heart of North Forest Beach, this premier location places you just moments from Coligny's shops, restaurants, entertainment, and activities while offering the exclusivity and prestige that make Dune Lane one of Hilton Head Island's most sought-after oceanfront addresses. Timeless Nantucket-inspired design. Unrivaled oceanfront living. The beach house generations dream about owning.

77 Dune Lane, Hilton Head Island

Listing courtesy of Charter One Realty.

12 Gold Oak Drive, Hilton Head Island
$565,000
3 Beds ⋅ 3 Baths ⋅ 1,963 SqFt. ⋅ HILTONHEAD-510252 MLS
Welcomе to 12 Gold Oаk Drіve, а bеаutifullу аppointed 3-bedrοom, 2.5‐bathroom home nestled in Oakview, one of Hilton Head Island's most beloved residential communities just off Spanish Wells Road. Framed by the graceful live oaks and Spanish moss that define Lowcountry living, this home delivers the island lifestyle families dream about, priced under $600,000 in a market where that kind of value is increasingly rare.Inside, the open floor plan creates effortless flow between living, dining, and kitchen spaces, filled with natural light and anchored by rich hardwood flooring throughout. The layout is equally suited to everyday family life and relaxed coastal entertaining.Step outside to your private paver patio, a true extension of the living space ideal for morning coffee, evening gatherings, or simply soaking in the serene surroundings that make Hilton Head living so special. A spacious garage rounds out the everyday practicality today's buyers expect.Oakview residents enjoy a community pool, a day dock, and bike-friendly streets, all within minutes of the Cross Island Parkway, championship golf, award-winning beaches, top-rated dining, and the shopping corridors of mid-island Hilton Head. Whether you are relocating, rightsizing, or planting roots on the island, 12 Gold Oak Drive is an opportunity that will not last.

12 Gold Oak Drive, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

3 Chestnut Lane, Hilton Head Island
$1,399,000
5 Beds ⋅ 6 Baths ⋅ 4,421 SqFt. ⋅ HILTONHEAD-509561 MLS
Discover this exceptional custom-built property in the prestigious gated community of Palmetto Hall on Hilton Head Island. This spacious 5-bedroom, 5.5-bath home offers approximately 4,421 square feet of refined living space and an exceptional floor plan that includes two versatile bonus rooms, perfect for a home office, media room, gym, or additional guest suite. Built in 2006 on a generous lot with water and golf views, the residence features high-end appliances including a convection oven, wine cooler, warming drawer, and trash compactor. The interior impresses with elegant tray ceilings, smooth finishes, an expansive eat-in kitchen, formal living and dining rooms, multiple family areas, a main-level master suite with a lavish bath, abundant natural light, and a seamless flow perfect for both comfortable living and elegant entertaining. Additional practical features include extra washer and dryer hookups located in the mudroom leading to the garage, as well as secondary laundry hookups in the garage. The home also features a dedicated golf cart garage and is conveniently close to the golf cart gate, where you can reach one of the world famous Hilton Head beaches by golf cart in just 5 minutes. Palmetto Hall offers a true resort-style lifestyle with optional membership to the private club featuring two renowned 18-hole championship golf courses (Arthur Hills and Robert Cupp), a clubhouse, a junior Olympic pool, tennis/pickleball courts, and scenic nature preserves. This private, residential-focused community provides 24/7 security, golf cart paths, and a welcoming neighborhood atmosphere on the north end of the island. Quality, location, and value make this a rare opportunity for luxury coastal living in one of Hilton Head's most sought-after communities.

3 Chestnut Lane, Hilton Head Island

Listing courtesy of EXP Realty LLC.

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