St Helena Island Homes with Two Story Style

Welcome to St. Helena Island, a hidden gem nestled in the heart of Beaufort County, South Carolina. This enchanting coastal paradise is renowned for its rich history, breathtaking landscapes, and vibrant culture. Surrounded by the serene waters of the Atlantic Ocean and lush marshlands, St. Helena Island offers a unique blend of tranquility and adventure, making it an ideal location for those seeking a peaceful retreat or a vibrant community.

As you explore the island, you’ll discover charming local shops, delightful eateries, and a strong sense of community that welcomes newcomers with open arms. The island is steeped in Gullah culture, offering a glimpse into the traditions and heritage of its African-American inhabitants, which enriches the local experience.

For those considering a home on this picturesque island, St. Helena boasts a variety of properties, including stunning two-story homes that perfectly capture the essence of coastal living. These spacious residences typically feature open floor plans, expansive windows that invite natural light, and outdoor spaces that are perfect for entertaining or simply enjoying the gentle sea breeze. Many two-story homes are designed with modern amenities while maintaining a classic Lowcountry charm, providing the ideal backdrop for family gatherings and creating lasting memories.

Whether you’re drawn to the island's natural beauty, its rich cultural tapestry, or the allure of a two-story home that offers both comfort and style, St. Helena Island is a place where dreams take root. Come and experience the magic of this coastal haven—your new home awaits!

Newest St Helena Island Homes with Two Story Style

$959,000

3 Beds ⋅ 3 Baths ⋅ 2,728 SqFt. ⋅ HILTONHEAD-512447 MLS

Beautifully updated and ideally situated on Longfield Lake in the private community of Dataw Island, this 3-bedroom, 2.5-bath home offers exceptional Lowcountry living with a thoughtful, easy-flowing floor plan. Built by Jim May of Mayfair Homes, one of Dataw Island's premier builders, the residence features beautiful pine wood floors, a first-floor primary suite, and a dedicated study-perfect for a home office, den, or quiet retreat.The first-floor primary suite provides both convenience and privacy. The updated primary bath features an oversized walk-in shower, Kohler plumbing fixtures, marble-topped dual vanities, a large soaking tub, Visual Comfort lighting, a private water closet, and an extra-large linen closet. The spacious primary bedroom closet includes a custom organization system.The updated kitchen is both stylish and functional, featuring a Thermador gas cooktop, KitchenAid dishwasher, microwave and oven, granite countertops, and Visual Comfort lighting.Upstairs, two additional bedrooms, an updated bath, and a loft area provide comfortable accommodations for family and guests. A large, climate-controlled storage room offers exceptional additional space for seasonal items, hobbies, or personal belongings.The detached two-car garage includes an additional bay for a golf cart, providing ample room for vehicles, golf equipment, and additional storage. Outdoor features include a tabby driveway, inviting front porch, screened porch, and spacious rear patio.Recent improvements include a new roof and two new HVAC systems, both installed in 2025. Additional features include a tankless water heater, custom cabinetry, and beautifully landscaped grounds.Properly maintained and thoughtfully updated, this exceptional home combines classic Lowcountry character with modern amenities, all in a serene setting overlooking Longfield Lake on Dataw Island.

160 Dataw Drive, St Helena Island

Listing courtesy of Charter One Realty.

$850,000

4 Beds ⋅ 4 Baths ⋅ 2,186 SqFt. ⋅ HILTONHEAD-512251 MLS

Welcome to your own private coastal retreat on Harbor Island. Tucked away at the end of a quiet cul-de-sac, this beautifully renovated home offers breathtaking views of the salt marsh, lagoon, and Atlantic Ocean from both levels, including expansive rear porches designed to capture the beauty of the Lowcountry. Enjoy stunning sunsets from the sunroom, porches, and several bedrooms, creating a serene backdrop for everyday living. Featuring four spacious bedrooms, this home provides ample room for family and guests, whether you're seeking a full-time residence or the perfect beach getaway. In 2021, the owner completed an extensive renovation and upgrade, including new plumbing, updated electrical systems, upgraded HVAC, new tile flooring throughout. Property sold AS IS.

8 Windjammer Lane, St Helena Island

Listing courtesy of RE/MAX Dream.

$748,000

3 Beds ⋅ 2 Baths ⋅ 1,626 SqFt. ⋅ HILTONHEAD-511906 MLS

Ready for island living in a lush and private area on Harbor Island? Ocean Marsh is a golf cart ride away from the beach and multiple amenities. Proposed new construction marsh front custom three bedroom two and a half bath home with nine foot ceilings and 575 square feet of deck and porches. Respected builder, JOCO, will build your island dream house on the marsh to suit your style. Room for 3 cars and a golf cart. Elevator can be added for 27K. Plans are approved and in place but you choose cabinets, countertops, paint colors and more. Finishes in photos may vary from building allowance. Within near distance there is fishing and crabbing off nearby dock, tennis and pickleball sports court, Harbor pool complex with adjacent community garden and dog park. Surveys already completed. Lot available for purchase as land.

16 Lakeview Lane, St Helena Island

Listing courtesy of The Homesfinder Realty Group.

$574,900

3 Beds ⋅ 3 Baths ⋅ 1,401 SqFt. ⋅ HILTONHEAD-511777 MLS

Welcome to your own piece of the Lowcountry! Nestled on a beautiful 0.68-acre lot overlooking the marshes and Eddings Point Creek on St. Helena Island! This custom-built 3-bedroom, 2.5-bath home offers stunning views, incredible natural beauty, and endless potential. Built in 1994, the home is ready for its next chapter and provides a nearly blank canvas for someone looking to create their own Lowcountry retreat. Wake each morning to gorgeous sunrises from the expansive wraparound porches, surrounded by majestic live oak trees draped in Spanish moss. With sweeping marsh and creek views as the backdrop, this property captures the peaceful, unhurried lifestyle that makes the South Carolina Lowcountry so special. St. Helena Island is a place rich in history, culture, and natural beauty. One of the historic Sea Islands surrounding Beaufort, St. Helena is deeply connected to the Lowcountry's Gullah Geechee heritage and has retained much of its rural character through generations. From its winding roads and moss-draped oaks to its marshes, waterways, and historic landmarks, the island offers a glimpse into a side of the Lowcountry that feels increasingly rare. With no HOA and no restrictions, you'll have the freedom to make this property truly your own. Enjoy the tranquility of island living while remaining just 10 minutes from local shops and restaurants and approximately 20 minutes from the charm of Historic Downtown Beaufort, known for its beautiful antebellum architecture, waterfront park, locally owned shops, restaurants, and centuries of Lowcountry history. Whether you're searching for a full-time residence, weekend getaway, or investment opportunity, this property offers a wonderful combination of location, freedom, history, and natural beauty. Bring your vision and transform this hidden gem into the Lowcountry home you've always imagined!

6 Locust Lane, St Helena Island

Listing courtesy of Coldwell Banker Realty.

$1,699,000

4 Beds ⋅ 3 Baths ⋅ 2,600 SqFt. ⋅ HILTONHEAD-511364 MLS

Custom Lowcountry living on the Beaufort River, impeccably maintained. Wood floors, coffered ceilings, tiled baths, plantation shutters, and porches with water and beautiful landscape views. The rear fenced rear yard is a private oasis - a heated and cooled pool set among palmettos, live oaks, and lush landscaping, added in 2024. A deep-water dock with boat lift sits steps away, reachable by golf cart. Cross Port Royal Sound to Hilton Head's restaurants, run upriver to Port Royal and Beaufort, or slip into pristine creeks, beaches, and Fripp Island. Just 15 minutes to Lady's Island shopping along a beautiful country road past St. Helena's farms. Beautiful Bermuda Bluff is gated, with clubhouse, pool, tennis, community dock and boat ramp.

108 Front Street, St Helena Island

Listing courtesy of Southern Coast Realty LLC.

$668,000

4 Beds ⋅ 3 Baths ⋅ 2,968 SqFt. ⋅ HILTONHEAD-510817 MLS

Remodeled home located on beautiful Saint Helena Island. 7 miles from the Atlantic Ocean. Enjoy over 3,000SF of living space on one acre surrounded by mature oaks. Home includes a two-story foyer and a library room. Enjoy a large eat-in kitchen that connects to a formal dining room. First floor full bathroom with two big closets. Four large upstairs bedrooms with big closets. Master bedroom includes a huge walk-in closet, ensuite bathroom, and sitting area. Property has a double car garage and two sheds. No HOA. No covenants. Ten minutes to Hunting Island State Park beach. Fifteen minutes to downtown Beaufort.

100 Fripp Point Road, St Helena Island

Listing courtesy of Chosen Realty LLC.

$1,140,000

3 Beds ⋅ 4 Baths ⋅ 2,037 SqFt. ⋅ HILTONHEAD-510693 MLS

Welcome to 5 Tradewind Lane, a stunning coastal retreat in the private gated community of Harbor Island on Saint Helena Island, where modern coastal design meets the natural beauty of the South Carolina Lowcountry. Built in 2023 and positioned just five rows back from the oceanfront, this move-in-ready home offers ocean views, lagoon frontage, privacy, comfort, and strong investment potential. Thoughtfully designed with 3 bedrooms, 3 full bathrooms, and 1 half bath across 2,037 square feet, this practically new home features a bright open-concept layout ideal for both everyday living and entertaining. An interior elevator provides easy access to all levels, while the expansive third-floor wraparound cantilever deck captures sweeping views of the Atlantic Ocean, Saint Helena Sound, and the tranquil lagoon. Located directly on the lagoon, the outdoor living spaces highlight true island living while offering daily views of Harbor Island's abundant coastal wildlife, including shorebirds, egrets, and deer. Both ensuite guest bedrooms include private screened-in decks, creating peaceful retreats to enjoy the coastal breeze and scenery. Additional highlights include elevated positioning on one of Harbor Island's higher points, all-newer appliances, quartz kitchen countertops, and a spacious garage with ample storage and a workshop area. The sale also includes a 2023 upgraded golf cart for convenient island travel. With newer construction throughout, the home offers peace of mind with modern systems and custom finishes, and is completely move-in ready. Short-term and long-term rentals are allowed, making this an excellent opportunity for investors, second-home buyers, or full-time residents. Harbor Island offers resort-style amenities including a clubhouse, three pools, fitness center, tennis, basketball and pickleball courts, putting and chipping green, crabbing docks, and picnic pavilion areas perfect after a beach day. Conveniently located minutes from Hunting Island and Fripp Island and approximately 30 minutes to historic downtown Beaufort, this home delivers the ideal blend of relaxation, recreation, and Lowcountry coastal living.

5 Tradewind Lane, St Helena Island

Listing courtesy of RE/MAX Island Realty.

$1,595,000

5 Beds ⋅ 4 Baths ⋅ 3,400 SqFt. ⋅ HILTONHEAD-507852 MLS

Experience the best of coastal living on the beautiful shores of Fripp Island. This inviting island retreat offers the perfect blend of comfort, space, and investment potential in one of the Lowcountry's most desirable coastal communities. Featuring approximately 3,400 square feet of heated living space and situated on a generous 0.437 acre homesite, this home provides ample room for relaxing, entertaining, and enjoying the coastal lifestyle. The spacious layout and outdoor living areas create an ideal setting for gatherings, quiet getaways, or full-time island living. This property also presents an outstanding investment opportunity, currently generating approximately $6,000 per week in vacation rental income, making it an attractive option for buyers seeking both lifestyle and income potential. With access to the beaches, boating, and resort-style amenities that make Fripp Island so special, this home is perfectly suited as a primary residence, vacation getaway, or income-producing property. Discover the coastal charm that defines island living at its finest.

756 Marlin Drive, St Helena Island

Listing courtesy of Daniel Ravenel Sotheby's International Realty.

$990,000

3 Beds ⋅ 3 Baths ⋅ 2,464 SqFt. ⋅ HILTONHEAD-505265 MLS

Experience the best of coastal living in this beautifully crafted deepwater home in the desirable beachfront community of Coffin Point Plantation. Featuring timeless Lowcountry architecture, a private deepwater dock, and easy beach access, this rare St. Helena Island retreat offers direct boating to St. Helena Sound and the Intracoastal Waterway. Enjoy a renovated chef's kitchen, hardwood floors, inviting front porch, outdoor fire pit, shower, and abundant storage for all your coastal toys. Just minutes from Hunting Island State Park, this exceptional property is perfect as a full-time residence, second home, or a highly desirable short-term vacation rental with outstanding income potential. Own the Lowcountry lifestyle you've always imagined.

77 Inglewood Circle, St Helena Island

Listing courtesy of The Homesfinder Realty Group.

$255,000

2 Beds ⋅ 3 Baths ⋅ 1,080 SqFt. ⋅ HILTONHEAD-505373 MLS

BEST DEAL that you can find on Harbor Island. This two-bedroom villa is listed for less than the price of a one-bedroom condo, offering an incredible chance to own more space in one of the most peaceful coastal beach communities and is less than a 5 minute walk to the beach and a 2 minute walk to the pool. Tucked away on the private shores of Harbor Island, this beautifully refreshed two-story condo offers the kind of relaxed coastal lifestyle people dream about when they think of the South Carolina Lowcountry. The home feels fresh, bright, and welcoming from the moment you step inside. With two spacious bedrooms and 2.5 bathrooms, the layout provides comfortable separation between living and sleeping spaces, making it ideal for a family vacation. The heart of the home opens to a private balcony , where salty breezes set the tone for slow mornings with coffee and relaxing evenings after a day on the beach. This condo is not on a rental market so you can enjoy your place from day one or you can simple share it with other families that enjoy coming to Harbor Island. It also features a rare outdoor storage closet, perfect for keeping beach chairs, fishing gear, and all the essentials for island living neatly tucked away. Amenities include full access to the beach and raquet clubs swimming pools, tennis courts, pickle ball, basket ball court, fitness center and a well appointed clubhouse with lounge. The fishing in our coastal waters won't disappoint either. Go out in your boat or just fish and crab at one of the 2 community docks. If you are lucky, you can see dolphins come through. Whether you're searching for a primary residence, second home, or investment opportunity, this Harbor Island condo blends coastal charm, comfort, and location-inviting you to slow down and savor the Lowcountry lifestyle. Whether you're looking for a personal seaside escape, a future investment, or a place to slow down and enjoy the rhythm of the coast, this Harbor Island gem delivers charm, comfort, and exceptional value.

1 Cedar Reef Drive Unit F204, St Helena Island

Listing courtesy of Keller Williams.

$375,000

2 Beds ⋅ 3 Baths ⋅ 1,080 SqFt. ⋅ HILTONHEAD-505094 MLS

Wake up to peaceful marsh views and the relaxed rhythm of Lowcountry living in this beautifully situated 2 story villa on Harbor Island, a gated private island with its own beach, which is less than 5 minute walking distance from the condo. Overlooking the marsh, this 2-bedroom, 2.5-bath villa offers a front-row seat to nature's daily show-ever-changing tides, coastal breezes, and serene sunsets. Inside, the home is thoughtfully appointed and comes fully furnished, allowing for an easy, turnkey transition. The kitchen features granite countertops (replaced December 2025), providing both style and functionality, while both brand new vanities (replaced December 2025) in the upstairs bedrooms add a fresh, modern touch to the space. The spacious primary suite enjoys tranquil marsh views, creating a private retreat where mornings begin calmly and evenings unwind effortlessly. A second bedroom with its own bath offers comfort and privacy for guests. Amenities include full access to the beach and raquet clubs swimming pools, tennis courts, pickle ball, basket ball court, fitness center and a well appointed clubhouse with lounge. The fishing in our coastal waters won't disappoint either. Go out in your boat or just fish and crab at one of the 2 community docks. If you are lucky, you can see dolphins come through. Whether you're searching for a primary residence, second home, or investment opportunity, this Harbor Island condo blends coastal charm, comfort, and location-inviting you to slow down and savor the Lowcountry lifestyle.

4 Cedar Reef Drive Unit B202, St Helena Island

Listing courtesy of Keller Williams.

$1,100,000

4 Beds ⋅ 3 Baths ⋅ 2,492 SqFt. ⋅ HILTONHEAD-504235 MLS

EASY SHOWINGS & OCEAN VIEWS FROM PRACTICALLY EVERY ROOM - "The Crown of the Coast" at Harbor Island in Beaufort, South Carolina. SHORT TERM RENTALS ALLOWED. Perfectly positioned one row back from the Atlantic within the gated resort community of Harbor Island, this exceptional coastal residence captures sweeping ocean views from nearly every vantage point. Designed for both privacy and connection, the home offers multiple primary suites and dual living spaces, creating flexibility for multi-generational living, guests, or refined coastal entertaining.The crown jewel is the expansive top floor primary suite a private sanctuary with its own ocean view porch, wood burning fireplace, in suite coffee and beverage bar, generous walk in closet, and a spacious bath with dual vanities. Elevated and serene, it truly lives above it all.With four bedrooms total, including two primary suites with ensuite baths, the layout balances comfort and separation. Guest bedrooms are thoughtfully positioned and also enjoy beautiful water views, reinforcing the seamless coastal experience throughout.The gourmet kitchen, dining area, and main living room anchored by a wood burning fireplace, all open toward the ocean, flowing naturally into an enclosed porch sunroom designed for year-round enjoyment. Expansive and spacious decking extends the living areas outdoors, inviting sunrise coffees, afternoon breezes, and sunset gatherings. Beach access sits directly across from the home, making toes in the sand moments effortless. Short-term rentals are permitted, offering both lifestyle flexibility and investment potential."The Crown of the Coast" is a rare opportunity to own elevated ocean view living, one row back, yet worlds away. Beach access directly across the street. Easy showings!

2 Ebb Tide Court, St Helena Island

Listing courtesy of Maxey Blackstream Christie's International Real Estate.

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