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50 Squiresgate Road, Hilton Head Island
$590,000
4 Beds ⋅ 3 Baths ⋅ 2,473 SqFt. ⋅ HILTONHEAD-505845 MLS
Easy, coastal living begins here in Squiresgate-a quiet, established neighborhood. The end of the cul-de-sac location adds even more to relaxed feel. This fully renovated 4BR, 3BA home offers a comfortable, semi-open flow designed for both everyday living and gathering with friends and family. A welcoming foyer opens to a spacious living room with wood-burning fireplace, seamlessly connected to the dining area-perfect for hosting or simply enjoying a quiet evening at home. The kitchen sits just off the foyer, with a pass-through to the dining space that keeps everything connected while maintaining its own charm. The home unfolds into a light filled family room with views to the private backyard. The room shines with a built-in workspace, electric fireplace and surround sound wiring. Off the family room is both the Carolina room and the private primary suite. Whether it's morning coffee in the Carolina room or an evening glass of wine on the patio, the indoor-outdoor flow invites you to enjoy the Lowcountry lifestyle year-round. The primary suite is a retreat of its own including two large walk-in closets and another electric fireplace. The primary bath is complete with walk-in shower, double vanity, separate water closet, and the convenience of in-suite laundry. Three guest rooms are thoughtfully set apart on the opposite side of the home, including a second en-suite-ideal for visitors or multi-generational living. Set on a generous .31-acre lot, the property offers a beautiful yard, patio, storage shed, expanded parking pad w/ room for a small trailer, and a 1-car garage. Squiresgate is one of Hilton Head's hidden gems-no gates, fewer restrictions-just a peaceful setting across from waterfront dining, boating, and unforgettable sunsets along Skull Creek.

50 Squiresgate Road, Hilton Head Island

Listing courtesy of Charter One Realty. Selling Office: Harbour & Home Real Estate.

11 Kings Court, Hilton Head Island
$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. Selling Office: The Cobb Group brokered by eXp Realty.

23 Squiresgate Road, Hilton Head Island
$470,000
3 Beds ⋅ 2 Baths ⋅ 1,303 SqFt. ⋅ HILTONHEAD-505625 MLS
Welcome to 23 Squiresgate Road, a charming Hilton Head Island home tucked inside a small, quiet community near the waterfront along Skull Creek. This well maintained 3 bedroom, 2 bath home is perfectly situated within near distance of the water, where you can enjoy some of the island's most popular waterfront dining, beautiful sunsets, and the relaxed rhythm of Lowcountry living. Inside, the home offers a comfortable layout highlighted by 8" wire brushed hardwood floors throughout and dramatic cathedral ceilings in both the living room and primary bedroom, creating an open and inviting feel. The main living space flows naturally for everyday living and gathering, with pleasant afternoon light that brightens the home as the day unfolds. Outside, the backyard features a spacious, expanded patio that creates a generous outdoor living area. The space easily accommodates dining, lounging, and future additions such as a screened porch or outdoor kitchen. Mature tropical landscaping surrounds the yard, creating a private setting that becomes especially lush in the island's coastal climate.Important system updates provide peace of mind for future owners. The roof was replaced in 2018, ductwork was replaced in 2024, and a new HVAC system was installed in August 2025. Residents of Squiresgate enjoy a small community setting with a low HOA and the added convenience of boat and trailer storage. Nearby, the Rowing and Sailing Center at Squire Pope Community Park offers a fishing pier, kayak launch, playground, picnic areas, and views of Skull Creek.Whether you are looking for a primary residence, second home, or island retreat, 23 Squiresgate Road offers a peaceful setting with easy access to some of the best waterfront experiences Hilton Head Island has to offer.

23 Squiresgate Road, Hilton Head Island

Listing courtesy of RE/MAX Island Realty. Selling Office: Daniel Ravenel Sotheby's International Realty.

36 Squiresgate Road, Hilton Head Island
$430,000
3 Beds ⋅ 2 Baths ⋅ 1,216 SqFt. ⋅ HILTONHEAD-455070 MLS
Welcome to 36 Squiresgate Rd! This beautifully updated 3-bedroom, 2-bath home is nestled on a 0.3-acre lot with peaceful wooded views in the desirable Squiresgate community. It offers a sense of privacy while keeping you close to shops, dining, and all the essentials. Inside, you'll find modern updates throughout, including durable LVP flooring in the main living areas, newer carpet in all bedrooms, and a fresh neutral palette ready for your personal touch. Large windows flood the home with natural light, and the open layout creates a seamless, comfortable flow. Recent updates include a new HVAC system and windows installed in 2022, along with a new water heater in 2024-adding peace of mind and energy efficiency. Located in a quiet, established neighborhood just across from Skull Creek Boathouse and Hudson's, this puts waterfront dining and Island charm right at your doorstep!

36 Squiresgate Road, Hilton Head Island

Listing courtesy of Keller Williams Realty. Selling Office: Keller Williams Realty.

38 Squiresgate Road, Hilton Head Island
$425,000
3 Beds ⋅ 2 Baths ⋅ 1,366 SqFt. ⋅ HILTONHEAD-505732 MLS
This charming 3-bedroom, 2-bath single-family home offers the perfect blend of comfort and character, nestled in a quaint, welcoming neighborhood. Step inside to find a bright, open living space filled with natural light, ideal for both relaxing evenings and entertaining guests. The kitchen features ample cabinet space next to a cozy dining area that overlooks the backyard.The primary bedroom includes a private en-suite bath, while the two additional bedrooms are well-sized and versatile-perfect for family, guests, or a home office.Outside, a fully fenced backyard provides a private retreat-great for pets, gardening, or weekend gatherings. Whether you're enjoying a quiet morning coffee on the patio or hosting a barbecue, this outdoor space adds to the home's appeal.Located in a neighborhood with less restrictions this home offers a sense of community while still being conveniently close to everyday essentials. Offered AS IS.

38 Squiresgate Road, Hilton Head Island

Listing courtesy of Keller Williams Realty. Selling Office: EXP Realty LLC.

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