Wildhorse/Squire/Gumtree Homes with Playground Amenities

Welcome to the enchanting Wildhorse, Squire, and Gumtree areas of Hilton Head Island, South Carolina, where coastal charm meets modern convenience. Nestled within Beaufort County, this picturesque locale offers a unique blend of serene living and vibrant community life, making it an ideal destination for families and individuals alike.

Wildhorse, Squire, and Gumtree are known for their lush landscapes, friendly neighborhoods, and an array of amenities that cater to a variety of lifestyles. One of the standout features of this region is its commitment to family-friendly living, highlighted by homes that boast playground amenities. Imagine your children laughing and playing just steps from your front door, enjoying the outdoors in a safe and welcoming environment.

The real estate in this area is as diverse as its residents, offering everything from charming single-family homes to modern townhouses, all designed with comfort and style in mind. Many of these properties feature spacious yards and easy access to community playgrounds, creating the perfect backdrop for family gatherings and outdoor adventures.

Living in Wildhorse, Squire, and Gumtree means embracing a lifestyle rich with recreational opportunities. The nearby beaches, parks, and nature trails provide endless possibilities for exploration and relaxation, while the community's vibrant social scene ensures there's always something happening.

Whether you’re seeking a tranquil retreat or a lively community atmosphere, Wildhorse, Squire, and Gumtree offer an unparalleled living experience on Hilton Head Island. Come discover your dream home in this delightful corner of South Carolina, where every day feels like a vacation!

Newest Wildhorse/Squire/Gumtree Homes with Playground Amenities

$375,000

2 Beds ⋅ 2 Baths ⋅ 1,080 SqFt. ⋅ HILTONHEAD-512488 MLS

Welcome to 5 Gum Tree Road, Unit M20, a desirable 2-bedroom, 2-bath end-unit villa in Marshside on Hilton Head Island. Enjoy peaceful lagoon views and the added privacy and natural light that come with an end-unit location. The well-designed layout offers comfortable living spaces, two generously sized bedrooms, and a relaxing Lowcountry setting that makes this villa ideal as a primary residence, second home, or island retreat. Marshside Villas offers a convenient Hilton Head location with easy access to the island's beaches, dining, shopping, golf, and miles of leisure trails. Whether you're enjoying your morning coffee overlooking the lagoon, heading out for a day at the beach, or exploring everything Hilton Head has to offer, M20 provides an opportunity to enjoy the island lifestyle in a quiet, established community. End unit, lagoon views, two bedrooms, two full baths, and a Hilton Head Island address-come see what makes this villa special.

5 Gumtree Road Unit M-20, Hilton Head Island

Listing courtesy of William Raveis - Carolina LLC.

$369,900

2 Beds ⋅ 2 Baths ⋅ 1,080 SqFt. ⋅ HILTONHEAD-512645 MLS

One of the nicest Marsh Side villas you'll find! This beautifully remodeled 2 bedroom, 2 full bath end-unit villa offers a tranquil lagoon view and exceptional attention to detail throughout. The villa has been thoughtfully updated with a brand-new kitchen featuring stone countertops, new cabinetry, and stainless-steel appliances. Additional improvements include luxury vinyl plank flooring, new windows, completely remodeled bathrooms with tiled showers/baths and new vanities, a newly tiled fireplace, recessed lighting, and new ceiling fans. Beyond the cosmetic updates, this villa has also undergone important structural improvements, including a newly supported subfloor and foundation-adding peace of mind to an already exceptional property. As an end unit, the villa benefits from additional windows and a cathedral ceiling that bring in abundant natural light. Other features include a storage shed and a private back deck overlooking the peaceful lagoon setting. Best of all, this villa is conveniently located just a short distance from the community pool and fitness center. One-level villas with this caliber of remodeling, desirable end-unit location, and tranquil lagoon view rarely come available. This is a special opportunity you won't want to miss!

5 Gumtree Road Unit F-20, Hilton Head Island

Listing courtesy of Charter One Realty.

$199,000

1 Beds ⋅ 2 Baths ⋅ 813 SqFt. ⋅ HILTONHEAD-512397 MLS

THE LEAST EXPENSIVE CONDO ON HILTON HEAD AND IN ONE OF THE MOST DESIRABLE COMMUNITIES ON THE NORTH END OF HILTON HEAD ISLAND. WHEN YOU PURCHASE A MARSH SIDE CONDO YOUR GETTING MUCH MORE THAN A PLACE TO LIVE. MARSH SIDE HAS MORE COMMUNITY AMENITIES THAN ANY COMMUNITY ON THE ENTIRE ISLAND INCLUDING SALTWATER POOL, TENNIS COURTS, PLAYGROUND, PICNIC AREA AND 24 HOUR FITNESS CENTER AND LAUNDRY FACILITY. CLOSE TO SCHOOLS AND MAIN STREET SHOPPING AND DINING. FOUR GREAT WATERFRONT RESTAURANTS WITH THE BEST SUNSET VIEWS RIGHT DOWN GUM TREE ROAD.THIS POPULAR 1BR 1 AND 1/2 BATH LOFT VILLA OFFERS AN INVITING LIVING SPACE FEATURING A COZY FIREPLACE IN THE LIVINGROOM OPEN TO THE KITCHEN AND CONVENIENT HALF BATH ON THE FIRST FLOOR . PERFECT PERMANENT RESIDENCE, SECOND HOME OR RENTAL INVESTMENT PROPERTY. NEW AC 3YR OLD, WATER HEATER 2YR OLD, AND LARGE STACKABLE WASHER AND DRYER ONE YEAR OLD. LARGE OUTSIDE STORAGE ROOM AT FRONT DOOR FOR BI843KES OR BEACH CHAIRS. LARGE WALK IN CLOSET OFF THE MASTER BEDROOM ON THE SECONDFLOOR WITH FULL BATH. EXTERIOR PAINTED JULY 2026. LOW POA FEES, ON-SITE PROPERTY MANAGERS AND OVERNIGHT PATROLS. YOU CAN ENJOY THE ISLAND BENEFITS WITHOUT THE WORRY OF OUTSIDE MAINTENCE. CLOSE TO THE ISLAND RECCREATION CENTER, PARKS, PUBLIC BOAT LANDINGS, SAILING & ROWING CENTER, CROSS ISLAND PARKWAY, THE LIBRARY, MEDICAL OFFICES, THE HOSPITAL, BANKS, GROCERY STORES AND THE HILTON HEAD ISLAND AIRPORT AND MILES OF WALKING AND BIKE TRAILS. THIS ONE WON'T LAST. CONDO SOLD AS IS INSPECTONS WELCOME SELLER TO MAKE NO REPAIRS.

5 Gumtree Road Unit E-10, Hilton Head Island

Listing courtesy of Premier Properties of Hilton Head Island.

$379,900

2 Beds ⋅ 3 Baths ⋅ 1,120 SqFt. ⋅ HILTONHEAD-511966 MLS

Completely renovated 2bd/2.5 bath townhome on slab foundation with wood burning fireplace. This condo has been completely remodeled to include LVP flooring, PEX plumbing and water heater moved to storage closet on front porch, new kitchen with quartz countertops, new carpet, new bathrooms and much more! This condo is located near the community pool, tennis courts, gym and playground - and getting off the island is a breeze as it is close to the HHI bridge.

5 Gumtree Road Unit D3, Hilton Head Island

Listing courtesy of Coastal Realty Group.

$234,900

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.

$384,900

2 Beds ⋅ 2 Baths ⋅ 1,080 SqFt. ⋅ HILTONHEAD-509080 MLS

#L-20 offers a rare opportunity to own a marsh-view villa tucked in a remarkably private corner of Marsh Side. Positioned to capture marsh views and Lowcountry sunsets, this 2-bedroom, 2-bath villa fills with natural light and offers open-concept living. Both bedrooms are en-suite, providing comfort and separation for owners and guests, alike. The primary bath adds smart everyday functionality with built-in outlets, dedicated hot-tool storage, and custom drawer organization. Improvements add significant substance and style, including a brand-new wood-burning fireplace and chimney, new stainless-steel appliances, custom countertops, and a new sliding glass door opening toward the marsh. Subfloors have been replaced throughout the majority of the villa, while hardwood flooring, shiplap accents, smooth ceilings, designer finishes, and fresh interior paint create a polished, cohesive feel. Located just off the Cross Island Parkway, Marsh Side offers convenient access to Hilton Head's south end, Bluffton, and Highway 278. Residents are within minutes of the Island Rec Center, local schools, parks, boating docks, waterfront restaurants, coffee shops, healthcare, and retail shopping. Combining community amenities, privacy, convenience, and intentional design, this villa offers an exceptionally easy, elevated Hilton Head Island lifestyle.

5 Gumtree Road Unit L-20, Hilton Head Island

Listing courtesy of ELEVE PROPERTIES Brokered by EXP Realty.

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