Wildhorse/Squire/Gumtree Homes with Pool Amenities

Welcome to the enchanting neighborhood of Wildhorse/Squire/Gumtree, nestled in the heart of Hilton Head Island, South Carolina. This picturesque area, located in Beaufort County, is known for its lush landscapes, serene surroundings, and a vibrant community atmosphere that perfectly embodies the charm of coastal living.

Wildhorse/Squire/Gumtree is characterized by its beautiful homes that blend seamlessly with the natural beauty of the island. Many properties in this desirable region feature stunning pool amenities, providing the perfect oasis for relaxation and entertainment. Imagine basking in the warm South Carolina sun by your private pool, hosting summer barbecues, or enjoying peaceful evenings under the stars with family and friends. Whether you’re an avid swimmer or simply love lounging poolside with a good book, these homes cater to your every desire.

The community is also conveniently located near some of Hilton Head Island's finest attractions. With easy access to pristine beaches, world-class golf courses, and a variety of dining and shopping options, residents of Wildhorse/Squire/Gumtree enjoy the best of island living. This area is perfect for families, retirees, and anyone looking to embrace a laid-back lifestyle while still being close to all the action.

If you’re seeking a home that combines luxury, comfort, and a touch of Southern charm, look no further than Wildhorse/Squire/Gumtree. Experience the joy of living in a community that feels like a vacation destination all year round, complete with your very own pool to enjoy!

Newest Wildhorse/Squire/Gumtree Homes with Pool Amenities

$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.

$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.

$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.

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