Wildhorse/Squire/Gumtree Homes with Three Story Style

Welcome to the enchanting Wildhorse/Squire/Gumtree area of Hilton Head Island, South Carolina, where coastal charm meets modern living. Nestled in Beaufort County, this picturesque community offers an idyllic blend of natural beauty and vibrant lifestyle, making it a sought-after destination for homebuyers looking for their slice of paradise.

One of the standout features of this area is its stunning selection of three-story homes. These architectural gems provide not only ample living space but also breathtaking views of the surrounding landscapes, whether it’s the lush greenery of the Lowcountry or the serene waters of the Atlantic. With their spacious layouts, three-story homes are designed to accommodate families, guests, and entertaining with ease. Imagine waking up to panoramic vistas or enjoying sunset cocktails from your private balcony—this is the lifestyle that awaits you in Wildhorse/Squire/Gumtree.

The community is known for its friendly atmosphere, with residents enjoying a variety of amenities including parks, walking trails, and easy access to the pristine beaches that Hilton Head Island is famous for. Whether you’re an outdoor enthusiast, a golf lover, or someone who simply enjoys the laid-back coastal lifestyle, this area has something for everyone.

With its prime location, beautiful homes, and welcoming community, Wildhorse/Squire/Gumtree is not just a place to live; it’s a place to thrive. Discover the perfect three-story home that fits your lifestyle and immerse yourself in the charm of Hilton Head Island. Your dream home awaits!

Newest Wildhorse/Squire/Gumtree Homes with Three Story Style

$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.

$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.

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.