Wildhorse/Squire/Gumtree Homes for Sale

Wildhorse/Squire/Gumtree Homes for Sale

Welcome to the enchanting Wildhorse/Squire/Gumtree area of Hilton Head Island, South Carolina, where coastal charm meets serene living! Nestled within the picturesque Beaufort County, this delightful neighborhood offers a perfect blend of tranquility and vibrant community life.

Wildhorse, Squire, and Gumtree are known for their beautiful tree-lined streets, lush landscapes, and a friendly atmosphere that makes residents feel right at home. This area is ideal for families, retirees, and anyone seeking a peaceful retreat with easy access to the island's stunning beaches and recreational amenities. Imagine waking up to the sound of birds chirping and the gentle rustle of palm trees swaying in the sea breeze.

Homes for sale in this charming enclave range from cozy single-family residences to more spacious properties, each designed to cater to a variety of lifestyles and preferences. Many homes boast modern amenities, open floor plans, and private outdoor spaces perfect for entertaining or simply enjoying the beautiful Lowcountry sunsets. With a commitment to community and a focus on quality living, Wildhorse/Squire/Gumtree is a sought-after destination for those looking to invest in their dream home.

In addition to its stunning properties, this area offers easy access to world-class golf courses, dining, shopping, and recreational activities. Whether you’re taking a stroll along the beach, enjoying water sports, or exploring the local parks, Wildhorse/Squire/Gumtree promises an idyllic lifestyle that captures the essence of coastal living. Don’t miss your chance to be a part of this vibrant community—your dream home awaits!

Newest Wildhorse/Squire/Gumtree Homes for Sale

$1,299,000
4 Beds ⋅ 3 Baths ⋅ 2,298 SqFt. ⋅ HILTONHEAD-512456 MLS
No HOA! Rare find! .74 acres with marsh frontage. Enough land to subdivide into 2 lots, possibly 3. One existing home with 4 bedrooms and 3 bathrooms. This beautiful home has vaulted ceilings with wood and tile flooring throughout. A huge shaded Southern porch lends itself to an inviting and relaxing atmosphere while the rear sundeck off the kitchen offers additional outside space. Lush landscape and flower beds, including loquat and fruit trees add to the Lowcountry feel. The home has a large custom patio with a surrounding tiled seating area and fire pit. The attached 2nd story apartment has its own entrance, vaulted ceilings and 2 oversized light filled rooms with a separate kitchen. The lower level has 3 studio apartments, each with its own private entrance, full bath, individual heat and air units. This entire attached former garage and upstairs apartment can be reconfigured to a full size home, mother-in-law suite, ADU, or another garage with endless possibilities. This spacious .74 acreage has unlimited potential and is zoned for a 2nd residence, possibly 3. The sprawling driveway and yard offers room to store your, boat, toys, equipment, RV and more. Tucked away off the main road and five minutes to a boat launch and bridge to the mainland, creating a private compound. Walking distance to restaurants, bars, multiple town parks, schools, and the Island Recreation Center offering swimming, basketball, gym and much more. Current long-term rental income is $90K+ per year. Owner financing with 10% down, and/or open to trades. Owner is SCREA

23 Reggies Road, Hilton Head Island

Listing courtesy of Hilton Head Properties.

$1,195,000
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.

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.