Wildhorse/Squire/Gumtree Homes for Sale

Welcome to Wildhorse, Squire, and Gumtree—three of Hilton Head Island's most charming and desirable neighborhoods nestled in the heart of Beaufort County, South Carolina. This picturesque region is renowned for its stunning landscapes, vibrant community spirit, and close proximity to pristine beaches, making it an ideal destination for families, retirees, and anyone seeking the ultimate coastal lifestyle.

Homes for sale in Wildhorse, Squire, and Gumtree offer a delightful array of architectural styles, from cozy single-family homes to elegant estates. Many properties feature spacious layouts, modern amenities, and beautiful outdoor spaces perfect for entertaining or simply enjoying the serene surroundings. With an emphasis on natural beauty, these neighborhoods often boast lush greenery, tranquil ponds, and scenic walking trails that encourage an active and healthy lifestyle.

Living in this area means you’re just a stone's throw away from the island's world-class golf courses, gourmet dining options, and vibrant shopping districts. The community is also known for its family-friendly atmosphere, with excellent schools and numerous recreational activities available for residents of all ages. Whether you're an outdoor enthusiast eager to explore the nearby nature preserves or someone who enjoys the finer things in life, Wildhorse, Squire, and Gumtree have something to offer everyone.

If you’re ready to find your dream home in one of Hilton Head Island’s most sought-after neighborhoods, browse our listings today and discover the endless possibilities that await you in Wildhorse, Squire, and Gumtree! Your coastal paradise is just a click away.

Newest Wildhorse/Squire/Gumtree Homes for Sale

$1,395,000

5 Beds ⋅ 3 Baths ⋅ 3,420 SqFt. ⋅ HILTONHEAD-511733 MLS

Experience Lowcountry living at its finest in this beautifully updated home within one of Hilton Head Island's most private gated waterfront communities. Perfectly positioned to capture peaceful Intracoastal Waterway and pond views, this home offers exceptional privacy with no homes behind and only one neighboring home visible from the expansive porches and rooftop deck. Designed for both everyday living and entertaining, recent improvements include new pine flooring in the kitchen and living rooms, refinished hardwood floors, luxury carpet, fresh interior paint, HVAC, water heater, resurfaced rooftop deck, updated landscaping, new stucco, French drains, and an oversized two-car garage with workshop space, plus two large storage rooms. A three-stop elevator provides effortless access to every level, while the upstairs bonus room offers flexibility as a fifth bedroom, office, or media room. Enjoy coffee overlooking the water as coastal breezes, abundant wildlife, wading birds, and even the occasional bald eagle create an unforgettable setting. Spend evenings watching boats cruise the Intracoastal or take the short stroll down tropical walking trail to the community's newly renovated private dock, where dolphins are frequent visitors, fishing is just steps away, and spectacular sunsets never disappoint. Marina slips are available for only $125 per month, along with a convenient day dock. Residents enjoy low HOA fees of just $1,800 annually, a community pool within near distance, scenic waterfront trails, and quick access to some of Hilton Head's favorite waterfront restaurants including Benny's Coastal Kitchen, Hudson's Seafood House on the Docks, Dockside, and Skull Creek Boathouse. With multiple routes to Beach, the bridge, and Bluffton, this home offers the perfect blend of luxury waterfront tranquility, convenience, and island living.

42 Bermuda Pointe Circle, Hilton Head Island

Listing courtesy of Realty One Group - Lowcountry.

$659,000

5 Beds ⋅ 3 Baths ⋅ 2,363 SqFt. ⋅ HILTONHEAD-511641 MLS

Don't miss this spacious 5-bedroom Hilton Head Island home with NO HOA fees and a private wooded backyard oasis. Ideally located on the island's desirable north end, you'll enjoy easy access to shopping, Skull Creek waterfront restaurants, Cross Island Parkway, Bluffton, the south end of Hilton Head, and can walk to the school complex and Hilton Head Island Recreation Center. The flexible floor plan features a first-floor bedroom, four additional bedrooms upstairs, plus a dedicated office. Welcoming foyer, formal dining room, expansive great room, eat-in kitchen (newer appliances), abundant storage, luxury vinyl plank flooring throughout, and an attached 2-car garage. Relax or entertain on the large deck overlooking the peaceful backyard complete with a Tiki hut and fire pit. New HVAC (2022). A rare combination of space, location, privacy, and freedom without HOA restrictions.

20 Hanahan Lane, Hilton Head Island

Listing courtesy of The Cobb Group brokered by eXp Realty.

$489,000

3 Beds ⋅ 2 Baths ⋅ 1,524 SqFt. ⋅ HILTONHEAD-511701 MLS

Welcome to 17 Monticello Drive, a charming, move-in ready home nestled in the highly desirable Chinaberry Ridge community on Hilton Head Island. This inviting residence offers a spacious, open floor plan with vaulted ceilings, abundant natural light, and beautifully maintained living spaces perfect for everyday living or entertaining. The home features comfortable bedrooms, updated flooring, a bright kitchen and dining area, and a large two-car garage. Outside, you'll enjoy a private backyard surrounded by mature landscaping, creating a peaceful setting for relaxing or entertaining. Conveniently located near top-rated schools, parks, shopping, restaurants, beaches, and the Intracoastal Waterway, this home offers an exceptional opportunity for first-time buyers, retirees, or investors seeking the perfect blend of comfort, location, and value.

17 Monticello Drive, Hilton Head Island

Listing courtesy of RE/MAX Island Realty.

$589,999

3 Beds ⋅ 2 Baths ⋅ 1,829 SqFt. ⋅ HILTONHEAD-509111 MLS

Tucked away on a quiet cul-de-sac within the charming Squiresgate community on Hilton Head Island, this beautifully renovated 3-bedroom, 2-bathroom coastal bungalow offers the perfect blend of comfort, style, and convenience. Set on a generous .34-acre corner lot, the home welcomes you with a bright, open living space filled with natural light, flowing effortlessly into a warm and inviting family room overlooking a private, fenced backyard framed by lush, mature tropical landscaping. Thoughtfully updated throughout, recent improvements include a fully renovated kitchen and bathrooms, new flooring, interior paint, custom built-ins, doors, lighting, and fixtures-creating a fresh, modern feel with a relaxed boho-inspired aesthetic.Designed for both everyday living and entertaining, the main living areas transition seamlessly to an expansive patio, offering an ideal outdoor retreat with ample space for dining, lounging, or future enhancements such as a screened porch, outdoor kitchen and pool. Additional highlights include a 2-car garage, expanded parking pad with room for a boat or small trailer, and extra storage for recreational vehicles. Located in a golf cart-friendly neighborhood with low POA fees and minimal restrictions, Squiresgate is one of the island's hidden gems-just moments from waterfront dining along Skull Creek, local restaurants, public schools, and easy access on and off the island. Residents also have the option to join the nearby Country Club of Hilton Head, offering premier golf, tennis, pool, fitness, and spa amenities. This inviting home delivers a rare opportunity to enjoy relaxed coastal living in a peaceful, well-connected setting.

20 Kings Court, Hilton Head Island

Listing courtesy of Schembra Real Estate Group.

$510,000

3 Beds ⋅ 3 Baths ⋅ 2,022 SqFt. ⋅ HILTONHEAD-507930 MLS

Welcome to 11 Kings Court, one of the newest homes in Hilton Head's quietly coveted Squiresgate neighborhood and a standout opportunity to own a substantial two-story residence on the island's desirable north end. Built in 2005, this 3-bedroom, 2.5-bathroom home offers a generous 2,022 square feet of living space - notably larger than most properties in the surrounding established community, where the majority of homes date to the late 1970s and early 1980s. Just refreshed with brand-new interior paint and featuring easy-care tile flooring throughout the main level, the home is move-in ready for its next chapter. The flexible floor plan provides ample room for everyday living, entertaining, and working from home, while the attached two-car garage adds the kind of practical convenience increasingly hard to find at this price point on Hilton Head Island. Set on a private 0.28-acre wooded lot tucked along quiet Kings Court, the property delivers a peaceful setting with tree-lined views, a welcoming front porch, and a generously sized rear patio perfect for grilling, gathering, or simply enjoying long Lowcountry evenings outdoors. Squiresgate itself is one of Hilton Head's truly hidden gems - an unguarded, low-restriction neighborhood with a friendly, family-oriented atmosphere just minutes from everything that makes island life so special. You're located directly across from Skull Creek, home to legendary waterfront dining at Hudson's Seafood House on the Docks and Skull Creek Boathouse, where fresh local seafood, sunset cocktails, and unforgettable water views are part of the everyday rhythm. Boating, kayaking, and fishing are right at your doorstep, and Hilton Head's famed beaches, championship golf courses, shopping, and dining are all just a short drive away. Whether you're searching for a full-time residence, a relaxed vacation getaway, or a smart long-term investment, 11 Kings Court offers the rare combination of newer construction, generous square footage, and an unbeatable north-end location in a setting that's quietly become one of the island's best-kept secrets.

11 Kings Court, Hilton Head Island

Listing courtesy of Rasmus Real Estate Group Inc.

Start Your Search

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.