Spanish Wells Road Homes with Two Story Style

Spanish Wells Road Homes with Two Story Style

Welcome to the enchanting Spanish Wells Road area, nestled in the heart of Hilton Head Island, South Carolina. This picturesque locale in Beaufort County is renowned for its lush landscapes, serene atmosphere, and close-knit community feel. Spanish Wells Road offers an idyllic blend of tranquility and convenience, making it a sought-after destination for families, retirees, and anyone seeking a slice of paradise.

The real estate in this charming area features a variety of homes, with a particular emphasis on stunning two-story properties. These spacious residences are perfect for those looking to enjoy both comfort and style. With ample living space, two-story homes often boast open floor plans, modern amenities, and breathtaking views of the surrounding natural beauty. Imagine waking up to the gentle sounds of nature and enjoying your morning coffee on a sun-drenched balcony overlooking lush greenery.

Living on Spanish Wells Road means you’re just a stone’s throw away from the pristine beaches and vibrant recreational activities that Hilton Head Island has to offer. Whether you’re an avid golfer, a beach enthusiast, or someone who simply enjoys leisurely strolls along scenic paths, this area caters to all lifestyles.

Furthermore, the community spirit here is palpable, with friendly neighbors and local events that foster connections and create lasting memories. Spanish Wells Road is not just a place to live; it’s a lifestyle choice that embraces the beauty of coastal living. Come explore the two-story homes on Spanish Wells Road and discover your dream sanctuary in this beautiful corner of Hilton Head Island!

Newest Spanish Wells Road Homes with Two Story Style

$665,000
3 Beds 3 Baths 1,595 SqFt. HILTONHEAD-511940 MLS
Welcome to this beautifully reimagined 3-bedroom, 2.5-bath home in the desirable Tansyleaf community, where timeless Craftsman architecture meets today's modern comforts. Originally built in 2018 with an open-concept floor plan, this home has been extensively upgraded with high-end finishes, custom millwork, smart home features, and exceptional attention to detail throughout. The heart of the home is a stunning designer kitchen featuring quartz countertops, gray shaker cabinetry, a custom island with decorative millwork, stainless farmhouse sink, subway tile backsplash, pantry, breakfast bar, and an upgraded LG ThinQ smart appliance package. The kitchen flows seamlessly into the spacious dining and living areas, creating an ideal space for entertaining or everyday living. The inviting great room showcases a contemporary linear fireplace and an impressive custom floor-to-ceiling wine wall capable of storing more than 300 bottles, creating a true focal point for entertaining. Luxury vinyl plank flooring, fresh paint, updated lighting, custom window treatments, built-in shelving, and designer finishes continue throughout the home, providing a sophisticated yet comfortable coastal aesthetic. Step outside to enjoy the screened lanai complete with composite flooring and retractable solar/privacy shades overlooking a fully fenced backyard featuring a decorative paver patio, mature landscaping, privacy trellises, and inviting outdoor living spaces. Upstairs, the spacious primary suite offers a tray ceiling, walk-in closet with custom organization, luxury vinyl flooring, and an updated ensuite bath with dual vanities and framed mirrors. Two additional bedrooms, an upgraded guest bath, and a Samsung Smart laundry suite complete the second level. Additional upgrades include custom closet systems, hurricane shutters, fresh interior paint, luxury vinyl flooring throughout much of the home, updated lighting and ceiling fans, and meticulous documentation of warranties, finishes, and materials that will transfer to the next owner. This exceptional property offers the perfect blend of style, comfort, functionality, and lifestyle-just minutes from Hilton Head Island's beaches, golf, dining, shopping, and all the Lowcountry has to offer.

18 Tansyleaf Drive, Hilton Head Island

Listing courtesy of Dunes Real Estate.

$559,000
3 Beds 2 Baths 1,277 SqFt. HILTONHEAD-510514 MLS
OPEN HOUSE this Sunday, 9/13 from 12PM-2PM. There is no better value on Hilton Head Island under $600K. Cottage 9, known as Molly's Cottage in Bryant Park, 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, all with a $15,000 BUYER CREDIT AT CLOSING. Located in Bryant Park, Ross Chapin's celebrated pocket neighborhood design, this home overlooks the community park and pool, surrounded by garden paths and shared green space. 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, and the backyard offers room to create your own private courtyard retreat. Nestled in the desirable Spanish Wells community, known for its many amenities, homes like this one are rarely available. With its storybook charm and walkable garden paths, Bryant Park is truly unlike anything else on Hilton Head Island or in the surrounding area, a neighborhood built around genuine connection, where front porches and shared pathways naturally bring people together. It's all within near distance to Spanish Wells Club for golf, tennis, and sunsets, and just minutes from shopping, dining, healthcare, and Hilton Head Island's beaches. BUYER BONUS of $15,000 to be used for closing costs, an interest rate buydown, or future improvements. To learn more about the pocket neighborhood concept, visit RossChapin online.

625 Spanish Wells Road Unit Unit 9, Hilton Head Island

Listing courtesy of ELEVE PROPERTIES Brokered by EXP Realty.

$565,000
3 Beds 3 Baths 1,963 SqFt. HILTONHEAD-510252 MLS
Welcome to 12 Gold Oak Drive, a beautifully appointed 3-bedroom, 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.

Start Your Search
board logo

We do not attempt to independently verify the currency, completeness, accuracy or authenticity of the data contained herein. It may be subject to transcription and transmission errors. Accordingly, the data is provided on an “as is” “as available” basis only and may not reflect all real estate activity in the market. © 2026 REsides, Inc. All rights reserved. Certain information contained herein is derived from information, which is the licensed property of, and copyrighted by, REsides, Inc.