Wexford Homes with Trail(s) Amenities

Welcome to Wexford, a gem nestled in the heart of Hilton Head Island, South Carolina. Known for its stunning landscapes and vibrant community, Wexford offers a perfect blend of luxury living and natural beauty. This exclusive neighborhood is not just a place to call home; it's a lifestyle defined by tranquility and outdoor adventure.

Wexford is renowned for its beautiful homes that boast a variety of architectural styles, from classic Southern charm to modern elegance. Each property is thoughtfully designed to maximize comfort and style, often featuring spacious layouts, gourmet kitchens, and lush landscaping. With homes that come equipped with trail amenities, residents can enjoy the best of both worlds—easy access to scenic pathways for walking, jogging, or biking while surrounded by the breathtaking natural beauty of the Lowcountry.

The community is imbued with a sense of camaraderie, where neighbors become friends and outdoor enthusiasts thrive. Wexford’s trails meander through picturesque scenery, allowing residents to immerse themselves in the serene surroundings. Whether you’re taking a leisurely stroll or enjoying an invigorating bike ride, these trails provide a perfect escape into nature.

In addition to its outdoor amenities, Wexford offers access to a range of recreational activities, including golf, tennis, and boating, making it an ideal choice for those looking to embrace an active lifestyle. With its prime location on Hilton Head Island, residents enjoy proximity to stunning beaches, exquisite dining, and vibrant shopping, ensuring that life in Wexford is as fulfilling as it is beautiful. Discover your dream home in Wexford, where every day feels like a vacation!

Newest Wexford Homes with Trail(s) Amenities

$3,995,000

5 Beds ⋅ 7 Baths ⋅ 4,566 SqFt. ⋅ HILTONHEAD-512060 MLS

Waterfront living in Wexford doesn't get much better than this and 20 Castlebridge Court offers the ONLY harborfront setting currently available in the community. Set directly on the harbor at the end of a private cul-de-sac, this five-bedroom residence combines exceptional outdoor living with one of the neighborhood's most desirable settings. A heated pool and spa, outdoor fire pit, built-in grilling station, and private dock make the most of life on the water. The spacious floor plan features a grand living room upon entry, adjacent dining room, a generous kitchen enhanced by Sub zero and Viking appliances, two stately gas fireplaces, bonus room, bunk room, three-car garage, and dedicated golf cart bay. The quality of construction does not go unnoticed with solid wood doors, plantation shutters, wide-planked hardwood floors, elevated lighting, and built-in features throughout. Then there is Wexford itself. Boasting a newly redesigned clubhouse with indoor/outdoor dining, community pool, exceptional Arnold Palmer Signature golf, active tennis community, pickle ball, a private marina, and the signature lock-controlled 37 acre inland harbour. The community truly is unlike anything else on Hilton Head Island and for someone looking for harborfront living within Wexford, there is only ONE.

20 Castlebridge Court, Hilton Head Island

Listing courtesy of Daniel Ravenel Sotheby's International Realty.

$3,295,000

4 Beds ⋅ 6 Baths ⋅ 6,572 SqFt. ⋅ HILTONHEAD-508097 MLS

Set on nearly 0.70 acres in the heart of Wexford, this estate-sized golf course home is defined by its architectural character, impressive scale, and private setting. A sweeping horseshoe driveway framed by mature landscaping leads to a tucked courtyard that shares the front entry. Filled with unique design elements, the home showcases a dramatic barrel ceiling with a skylight in the foyer, antique doors throughout the main level, and rich reclaimed wood flooring that adds warmth and authenticity. The expansive great room is truly a centerpiece, offering the flexibility for multiple seating areas, formal and casual dining, and even space for a baby grand piano, all anchored by a massive stone fireplace and seamless access to outdoor living areas. Directly off the great room, the chef's kitchen features a breakfast area, a walk-in pantry, and direct access to the covered outdoor dining space. The primary suite is well-positioned for comfort and convenience, featuring a sitting area framed by floor-to-ceiling windows, a unique cross-vaulted ceiling, direct access to the pool and spa, an oversized walk-in closet, a secondary walk-in closet, private laundry, and a well-appointed bath with soaking tub and separate water closet. Add'l living spaces continue throughout the home, including a distinctive lower-level bar or collector's room with vaulted ceilings, exposed beams, built-in bar, intricate fireplace, access to the front courtyard, and a full bath. Over the garage, a large fitness room or den is complemented by two ensuite bedrooms - one featuring a private deck. The fourth guest ensuite offers generous closet space and French doors opening to the courtyard. Outdoors, the backyard is set on a golf course lot while still offering a quiet, private setting. A secluded pool and hot tub, covered lounging/dining area, and an add'l deck are surrounded by mature landscaping, creating a peaceful, highly private environment. Additional highlights include an oversized three-car garage, workshop, wine storage, and dual laundry areas for added convenience. In addition, Wexford has just celebrated the grand opening of the new construction Harbour Center. The clubhouse is currently undergoing an exciting expansion, scheduled to open spring/summer 2026, further enhancing the exceptional amenities within this private community. A rare opportunity to own a distinctive, estate-sized property in one of Hilton Head's most sought-after private club communities.

19 Wexford Club Drive, Hilton Head Island

Listing courtesy of Charter One Realty.

$2,049,000

4 Beds ⋅ 4 Baths ⋅ 4,150 SqFt. ⋅ HILTONHEAD-505262 MLS

Located in the heart of Wexford, 3 Roxbury Circle offers the ideal blend of comfort, flexibility, and Lowcountry lifestyle in a beautifully designed courtyard home. The main level features high ceilings and abundant natural light throughout the open kitchen, breakfast area, and great room. The great room is highlighted by coffered ceilings and custom-built-in cabinetry, while the bright kitchen includes a cleverly hidden pantry and flows effortlessly into the main living areas. Just off the family space, a screened terrace with a built-in hot tub provides the perfect setting for relaxing or entertaining. The main-level primary suite is a private retreat, offering a spacious walk-in closet, a well-appointed bath with a large zero-entry shower, and direct access to the screened terrace and hot tub. Also on the main level are a full guest suite with an ensuite, a dedicated home office, and a laundry room. Above the two-car plus golf cart garage, a generously sized guest bedroom and adjacent full bath occupy their own private level. A three-stop elevator conveniently connects the garage, main level, and this guest level. The second floor features an additional guest suite with an ensuite and sitting area, and direct access to a private covered deck. Set along a peaceful tidal lagoon, the property features a bulkhead along the rear of the homesite and a wraparound rear deck with a covered, built-in gas grill. The garage features an epoxy floor finish, built-in cabinetry, and a utility sink. Additional recent improvements include a new roof installed in 2025 and exterior paint in 2022. Ideally located within Wexford, the home is just moments from the driving range, tennis center, clubhouse, harbour, and pool complex. Residents enjoy world-class amenities, including a private marina, championship golf, tennis, pickleball, clubhouse dining, resort-style pool complex, croquet, a community fire pit, and a vibrant social calendar. In addition, Wexford has just celebrated the grand opening of the new Harbour Center. The clubhouse is currently undergoing an exciting expansion, scheduled to open in spring/summer 2026, further enhancing the exceptional amenities within this private community.

3 Roxbury Circle, Hilton Head Island

Listing courtesy of Charter One Realty.

$3,800,000

4 Beds ⋅ 6 Baths ⋅ 5,912 SqFt. ⋅ HILTONHEAD-503338 MLS

Currently under construction, this modern custom townhome offers marsh front views and scenic vistas of the Wexford golf course, just a short distance from the clubhouse and community pool. Thoughtfully designed for elevated Lowcountry living, the home features a chef's kitchen with custom cabinetry, premium appliances, and a dedicated scullery, opening to a spacious family room with fireplace. The primary suite is located on the first floor and includes a spa-inspired bath with custom vanity, a generous walk-in closet with direct access to the laundry room. Also on the main level are a private office and elevator access to all floors. The second floor offers an additional living room with gas fireplace and kitchenette, a second laundry room, and three ensuite guest bedrooms. A dedicated spa room provides space for a sauna and/or workout area and opens to a rooftop garden. The third floor features a versatile bonus space ideal for a media room, game room, or lounge, complete with built-ins, wet bar, fireplace, art room, and additional storage. Step outside to a private balcony with hot tub and a real wood-burning fireplace with gas starter. Additional highlights include a six-car garage with extensive walk-in storage and dedicated golf cart parking for up to three carts, spray foam insulation, tankless water heater, and modern construction throughout. Enjoy the Wexford lifestyle with a private marina on Broad Creek with a lock system, championship golf, tennis and pickleball, clubhouse dining, community pool, and a gated setting just minutes from Hilton Head Island beaches, dining, and shopping.

55 Wexford On The Green, Hilton Head Island

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

$2,495,000

7 Beds ⋅ 8 Baths ⋅ 6,593 SqFt. ⋅ HILTONHEAD-503299 MLS

A rare opportunity to own the only townhome on the market with panoramic Broad Creek views, this extraordinary 7BR, 7.5BA residence offers nearly 6,500 sq ft of impeccably crafted living space. Built by renowned Cambridge Construction and owned by only one family, the home showcases exceptional detail throughout-custom millwork, wood flooring, fireplace, and an elevator servicing all floors. Designed for grand living and effortless entertaining, the main level features an open great room/kitchen/dining concept with breathtaking water views. The dream kitchen includes premium appliances, extensive cabinetry, generous workspace, and a wet bar. Multiple verandas invite you to unwind while taking in the stunning creek vistas and coastal breezes. The first-floor owner suite provides convenience and privacy, while additional living spaces include an office, media room, a 2nd level owner's suite, and a top-level retreat perfect for kids or grandkids, complete with separate boys' and girls' bunk rooms and their own gathering area. The lower level offers a spa/hot tub overlooking Broad Creek, providing an unparalleled backdrop for relaxation. A spacious garage accommodates multiple vehicles, ideal for full-time or multigenerational living. Located near distance of everything Wexford offers, this residence enjoys access to world-class amenities: a private harbour and marina, championship Arnold Palmer Signature golf course, tennis and pickleball courts, croquet lawn, resort-style pool complex, clubhouse dining, and a vibrant year-round social calendar. Ongoing enhancements-including a 4,800 sq ft clubhouse addition, 7,300 sq ft Harbour Center, and new standalone golf shop - are scheduled for completion by April 2026. This is truly a once-in-a-lifetime offering - a stunning waterfront townhome with unmatched space, craftsmanship, and views, designed for gathering, celebrating, and creating unforgettable family memories. Purchaser to assume balance of special assessment ($9,800) over seven years.

22 Wexford On The Green, Hilton Head Island

Listing courtesy of Charter One Realty.

$12,900,000

8 Beds ⋅ 15 Baths ⋅ 18,056 SqFt. ⋅ HILTONHEAD-452855 MLS

This architectural masterpiece spans two waterfront lots and features a primary residence and guest home. The estate offers eight bedrooms, eleven full baths, and four half baths. Exceptional amenities include a grand foyer, a great room with coffered ceilings, a gourmet kitchen, a movie theater, a bowling alley, a media room, and a wine cellar. Additional highlights include an elevator, extensive millwork, an outdoor kitchen, pool, hot tub, Koi pond, piers, five fireplaces, a seven-car garage, and a spa area. This one-of-a-kind property does not exist anywhere else! Enjoy all that Wexford has to offer along with the luxury of 80 Bridgetown!

80 Bridgetown Ln, Hilton Head Island

Listing courtesy of Daniel Ravenel Sotheby's International Realty.

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