Wildhorse/Squire/Gumtree Real Estate

Welcome to the enchanting Wildhorse, Squire, and Gumtree area of Hilton Head Island, South Carolina—a hidden gem that perfectly blends natural beauty with vibrant community living. Nestled in Beaufort County, this charming locale offers a unique slice of island life, making it a desirable destination for both residents and visitors alike.

Wildhorse, Squire, and Gumtree are known for their picturesque surroundings, featuring lush landscapes, serene waterways, and a rich tapestry of wildlife. The area is characterized by its stunning homes, many of which boast spacious lots and beautiful architectural designs that reflect the coastal charm of the Lowcountry. Whether you’re searching for a cozy family home or a luxurious retreat, this community has something to suit every taste and lifestyle.

Living in this idyllic region means you’re never far from the best that Hilton Head Island has to offer. With pristine beaches just a short drive away, residents can indulge in sun-soaked days by the ocean or partake in a variety of water sports. The area is also home to an array of golf courses, parks, and nature reserves, providing ample opportunities for outdoor recreation and relaxation.

Additionally, Wildhorse, Squire, and Gumtree are conveniently located near vibrant shopping and dining options, ensuring that you have access to everything you need for a fulfilling lifestyle. With its perfect blend of tranquility and convenience, this area is not just a place to live—it’s a place to thrive. Experience the charm and allure of Wildhorse, Squire, and Gumtree, and discover your dream home in this beautiful corner of Hilton Head Island!

Newest Listings in Wildhorse/Squire/Gumtree

$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.

$244,900

1 Beds ⋅ 1 Baths ⋅ 600 SqFt. ⋅ HILTONHEAD-511617 MLS

Essentially new following a major studs-out renovation, this one-bedroom villa enjoys a grassy front lawn, majestic shade tree, and tranquil lagoon views from the sunny rear deck. Formerly a studio, the redesigned layout now offers a private bedroom retreat while retaining the lower studio-level HOA assessment. Updates include reinforced 12-inch-on-center floor joists, new subflooring and insulation, PEX plumbing, smooth volume ceilings, luxury plank flooring, lighting, doors, trim, and slider glass. The all-new kitchen features white quartz counters, expanded cabinetry, subway tile, and new appliances. The remodeled bath offers designer wave tile, a soaking tub, new fixtures, and updated lighting. Enjoy a wood-burning fireplace, abundant storage, a storm door with roll-down screen, and new rear gutter system. Exterior painted July 2026 new water heater relocated outside. Low POA fees, with all 2026 exterior and insurance assessments paid.

5 Gumtree Road Unit H-17, Hilton Head Island

Listing courtesy of Collins Group Realty.

$385,000

3 Beds ⋅ 2 Baths ⋅ 1,303 SqFt. ⋅ HILTONHEAD-511180 MLS

Discover one of the best values on Hilton Head Island! This beautifully updated 3-bedroom, 2-bath end-unit townhome in Marshside Unit C8 offers the perfect combination of privacy, convenience, and Lowcountry living. Nestled in this desirable community, with a community pool, tennis, picnic and playground area, this rare 3 bedroom home overlooks a tranquil lagoon and is adjacent to greenspace, creating a peaceful setting that's hard to find. Inside, you'll love the spacious open-concept floor plan featuring a vaulted great room with a cozy fireplace, wood-look laminate flooring, and a sliding glass door leading to the private patio where you can relax and enjoy the serene water views. The dining area flows seamlessly into the updated kitchen, complete with granite countertops, 2 pantries, ample counterspace, refreshed cabinetry, and newer stainless steel appliances-ideal for everyday living and entertaining. The thoughtfully designed layout includes two bedrooms with ensuite bathrooms, providing flexibility for guests, roommates, or a home office. Whether you're looking for a primary residence, second home, or investment property, this townhome offers exceptional value in a prime Hilton Head location. Convenience is unmatched! With fresh exterior paint, on-site property managers and beautiful landscaping you can enjoy the island benefits without the worry of maintenance. You're just minutes from Hilton Head Island beaches, Island Recreation Center, parks, public boat landings, the Sailing & Rowing Center, Cross Island Parkway, Main Street, shopping, restaurants, grocery stores, schools, the library, medical offices, the hospital, banks, Hilton Head Island Airport, and miles of scenic leisure bike paths. With its desirable end-unit location, peaceful lagoon views, numerous updates, and central island location close to everything Hilton Head has to offer, this home is a rare opportunity you won't want to miss.

5 Gumtree Road Unit C-8, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

$639,000

3 Beds ⋅ 3 Baths ⋅ 1,600 SqFt. ⋅ HILTONHEAD-511119 MLS

Nearly new, immaculately maintained 3 bedroom 2.5 bath home with den/office. Screened back porch overlooking the large fenced in back yard with patio. Oversized primary bedroom with walk in closet and ensuite bath. This home has ample upgrades totaling over $30K including: a custom coffee bar, extra under stairs & garage storage, custom stair railings, tiled master shower & quartz countertops. Convenient neighborhood location within 2 miles of some of Hilton Heads best waterfront restaurants, waterfront parks, marinas, schools & rec center. North end location provides easy access to all of Hilton Head or Bluffton.

26 Old Stoney Lane, Hilton Head Island

Listing courtesy of Condomaximum Concepts Inc.

$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.

$599,000

3 Beds ⋅ 3 Baths ⋅ 1,628 SqFt. ⋅ HILTONHEAD-508118 MLS

Welcome to 9 Old Stoney Lane, a beautifully crafted 2023-built townhome offering modern Lowcountry living in one of the most desirable areas of Hilton Head Island. This practically new 3-bedroom, 2.5-bath residence features a bright and open-concept floor plan designed for both everyday comfort and effortless entertaining. The main living space flows seamlessly into a stylish kitchen with high-end finishes, creating a warm and inviting atmosphere throughout. Upstairs, the spacious bedrooms provide privacy and flexibility, with a well-appointed primary suite offering a relaxing retreat. Ideally located just minutes from Hilton Head?s renowned beaches, golf courses, dining, and shopping, this low-maintenance townhome presents an exceptional opportunity as a primary residence, second home, or investment property. Move-in ready and built with today?s standards in mind, 9 Old Stoney Lane combines location, quality, and convenience in one compelling offering!

9 Old Stoney Lane, Hilton Head Island

Listing courtesy of RE/MAX Island Realty.

$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.

$555,000

4 Beds ⋅ 4 Baths ⋅ 2,042 SqFt. ⋅ HILTONHEAD-506353 MLS

Welcome to 285 Ceasar Place, a beautifully maintained 4-bedroom, 3.5-bath townhome located on the desirable north end of the island, just minutes from top-rated schools, shopping, dining, and everyday conveniences. Offering 2,032 square feet of thoughtfully designed living space, this home blends comfort, flexibility, and Lowcountry lifestyle. The versatile first-floor suite features a private full bath, making it ideal for multigenerational living, a guest retreat, home office, or potential lockout. This level also opens to a screened-in porch, creating a private outdoor retreat for guests or extended living space. Upstairs, the open-concept main living area is bright and inviting, perfect for both relaxing and entertaining. Extend your living space outdoors with a second screened-in porch off the main level-ideal for year-round enjoyment. A third open-air balcony at the front of the home adds additional outdoor space and charm. Enjoy peaceful lake views with a tranquil fountain, providing a serene backdrop to everyday living. This well-kept property also includes a spacious 1-car garage and has been meticulously maintained, offering true move-in-ready appeal. Located within a gated community, residents enjoy access to a clubhouse and pool, combining security with resort-style amenities. Whether you're seeking a primary residence, second home, or investment opportunity, this property offers exceptional value in a prime island location.

285 Ceasar Place, Hilton Head Island

Listing courtesy of COAST - Brokered by EXP Realty.

$474,000

4 Beds ⋅ 4 Baths ⋅ 1,936 SqFt. ⋅ HILTONHEAD-505806 MLS

This beautifully updated 4-bedroom, 3.5-bath interior townhome offers space, style, and flexibility across three well-designed levels. The first floor features a private bedroom with a full bath-ideal for guests or a home office-along with access to a large covered patio and an oversized one-car garage.Upstairs, the main living level showcases updated LVP flooring throughout and an open-concept layout perfect for entertaining. The kitchen is a standout with white cabinetry, quartz countertops, stainless steel appliances, and a peninsula with bar seating, flowing seamlessly into the dining and family rooms. A convenient half bath and two covered decks complete this inviting space.The third floor is home to the primary suite, featuring an updated master bathroom with dual vanities and a spacious walk-in closet. Two additional bedrooms, a full bath, and a laundry room provide comfort and convenience for everyday living.

209 Ceasar Place, Hilton Head Island

Listing courtesy of Keller Williams.

$749,900

4 Beds ⋅ 4 Baths ⋅ 1,874 SqFt. ⋅ HILTONHEAD-505680 MLS

Final new construction home in Old Stoney Village! Duel primary bedrooms, with one on the first floor and one on second floor. Light, bright and airy this home features a seamless indoor/outdoor space with a saltwater creek view and oversized screened porch. Just up the street from some of the islands best waterfront restaurants and parks. Easy access to all of the Island and Bluffton. Low maintenance/ lock and leave living.

39 Old Stoney Lane, Hilton Head Island

Listing courtesy of Condomaximum Concepts Inc.

$689,000

4 Beds ⋅ 4 Baths ⋅ 1,943 SqFt. ⋅ HILTONHEAD-504657 MLS

Beautiful 4-bedroom 3.5 bath home in Old Stoney Village. Duel primary bedrooms, landscaped back yard, Screen back porch, one car garage, oversized driveway for extra parking. Less than 2 miles to four waterfront restaurants, and two marinas. short walk to waterfront parks and playground. Conveniently located near schools, hospital, Rec Center and shopping. Easy access to Bluffton and Savannah.

17 Old Stoney Lane, Hilton Head Island

Listing courtesy of Condomaximum Concepts Inc.

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