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34 Spanish Pointe Drive, Hilton Head Island
$3,200,000
5 Beds ⋅ 6 Baths ⋅ 4,383 SqFt. ⋅ HILTONHEAD-504786 MLS
Completely renovated estate in the private gated enclave of Spanish Pointe. Set on an expansive homesite beneath majestic live oaks and flowing Spanish moss, this exceptional Hilton Head Island retreat offers sweeping marsh views, rare privacy, and timeless Lowcountry elegance. Reimagined from top to bottom, the home blends architectural presence with warm coastal sophistication. Soaring ceilings, refined finishes, and walls of windows create light-filled living spaces that feel both grand and inviting. The chef's kitchen flows seamlessly into generous gathering areas designed for effortless entertaining and relaxed everyday living.The 1st-floor primary suite is a peaceful sanctuary with a spa-inspired bath, while spacious guest suites and a dedicated 1st-floor office provide comfort and flexibility. Outside, a heated and chilled pool, expansive terraces, and mature landscaping create a private resort setting in one of Hilton Head Island's most coveted communities.

34 Spanish Pointe Drive, Hilton Head Island

Listing courtesy of The Cobb Group brokered by eXp Realty. Selling Office: Keller Williams Realty.

750 Spanish Wells Road, Hilton Head Island
$2,550,000
HILTONHEAD-507026 MLS
Truly phenomenal, unique, gated, deep-water homesite on Hilton Head Island, offering an unparalleled living experience in the highly sought-after private community of Spanish Wells. This captivating 1-acre deep-water property boasts expansive, 180-degree Intracoastal views, allowing you to embrace the beauty of living on the Calibogue Sound while enjoying the most stunning sunsets on the island. You'll even see dolphins stranding on your beach and playing around the dock every day. This is the only lot with deep water for sale in Spanish Wells. A private, well-maintained 5x220 ft dock extends out to a spacious covered 20x20 pier head and a 14x24 floating dock with 3 jet ski platforms, all situated in deep water at all tides, offering easy access for boating, fishing, and water sports. Unique features include a gated front entrance, a privacy wall, and a bulkhead along the waterline. We've already laid the groundwork for an exceptional build: full floor plans and elevations completed and copyrighted by a 40-year award-winning architect. The custom design includes a 3-car garage with a 2BD/2BTH apartment above, a porte-cochere attached to a lovely 4BD/4.5BTH home, and a pool house with a pool. A variance has been granted to reduce the front setback from 50' to 15', significantly expanding the building area to encompass a gracious and private campus. Temporary electric service is in place, with 50-amp service run 220' to the bulkhead and another 220' to the pier head, plus a 50/30/110 power tower on the floating dock. Water and sewer plans have been filed with the town, and city water has already been brought to the property, continuing underground to both the bulkhead and the pier head. The pier head pilings have been sistered and reinforced for enhanced stability. Majestic live oaks have been meticulously trimmed, and all lot overgrowth has been removed, fully preparing the site for construction. Owner financing available to qualified Buyers. Terms to be negotiated.

750 Spanish Wells Road, Hilton Head Island

Listing courtesy of Keller Williams Realty. Selling Office: RE/MAX Island Realty.

49 Widewater Road, Hilton Head Island
$1,350,000
4 Beds ⋅ 5 Baths ⋅ 3,448 SqFt. ⋅ HILTONHEAD-505799 MLS
Welcome to 49 Widewater in the highly sought-after waterfront community of Spanish Wells. Set on over 1.4 acres, this beautiful Lowcountry home offers exceptional privacy, expansive outdoor space, and a stunning private pool-perfect for relaxing or entertaining. A charming front porch welcomes you into the home, where you'll find a bright two-story living room filled with natural light. The open layout flows seamlessly into the eat-in kitchen, creating a comfortable space for everyday living and gatherings with family and friends. The primary suite is conveniently located on the first floor, while three additional bedrooms are situated upstairs. A spacious bonus room over the two-car garage provides flexible space that can serve as a playroom, media room, office, or guest area. Step outside to your own private retreat featuring a large pool deck, outdoor shower, and generous backyard surrounded by mature landscaping. With a newer roof and gutters already in place, this home offers a fantastic opportunity to enjoy privacy, space, and the relaxed lifestyle Spanish Wells is known for.

49 Widewater Road, Hilton Head Island

Listing courtesy of Charter One Realty. Selling Office: Charter One Realty.

21 Mcintosh Road, Hilton Head Island
$1,260,000
4 Beds ⋅ 4 Baths ⋅ 2,978 SqFt. ⋅ HILTONHEAD-506834 MLS
Set on over an acre with golf views in one of the most sought-after communities on Hilton Head Island, this charming single-level home offers easy living today and incredible potential for what's next. Thoughtfully maintained and improved over the years, 21 McIntosh Road features 4 bedrooms, 3.5 baths, easy one-level living, and inviting spaces for gathering. It also includes a separate entrance ideal for a mother-in-law suite, multigenerational living, or guests. Garage features a 50 AMP EV plug-in and charger plus a festive "After 9" Pub with its own exterior access. Live as well outside as you do inside with a large deck, expansive yard, built-in fire pit, and plenty of room to entertain. Spanish Wells is a golf cart community with deep water access, golf, tennis, and clubhouse offering a lifestyle that is as compelling as the property itself. Whether you are looking for an entry point into a neighborhood people rarely leave, or have a vision for the opportunity to expand, add a pool, and create something exceptional, this home appeals to all.

21 Mcintosh Road, Hilton Head Island

Listing courtesy of William Raveis - Carolina LLC. Selling Office: William Raveis - Carolina LLC.

2 Orista Place, Hilton Head Island
$980,000
5 Beds ⋅ 4 Baths ⋅ 3,376 SqFt. ⋅ HILTONHEAD-502272 MLS
Discover island tranquility in one of the most sought after neighborhoods of Spanish Wells! Nestled on 1.5 acres, this serene oasis blends ample space, complete privacy, and stunning natural beauty. This 5-bedroom, 3.5-bath home features a sunlit Carolina room, a convenient walk-in pantry/office, and a lush yard shaded by over 50 majestic oaks. Freshly painted inside and out with polished, gleaming floors throughout. Step into your private sanctuary beneath soaring oak canopies, or wander to the shared deep-water dock for spectacular sunsets across Calibogue Sound. Spanish Wells fosters a warm community spirit, featuring a clubhouse, pool, private beach, tennis courts, optional golf membership, and easy access to nearby beaches, dining, shopping, and entertainment.

2 Orista Place, Hilton Head Island

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

21 Widewater Road, Hilton Head Island
$960,000
3 Beds ⋅ 3 Baths ⋅ 2,071 SqFt. ⋅ HILTONHEAD-501815 MLS
Rare opportunity to own a charming Cape Cod-style home in the exclusive Spanish Wells community on Hilton Head Island for under $1M. Situated on a private one-acre lot overlooking a lagoon and the golf course, this home features wide-plank heart-of-pine floors, abundant natural light, and a spacious layout with a first-floor primary suite. Enjoy the serene backyard with a majestic live oak and lush landscaping. A finished room above the two-car garage offers space for an office or studio. Spanish Wells Club membership is required to access club amenities which include a golf course, pool, clubhouse, deep water dock, and the beach on Calibogue Sound. All this in a quiet, friendly neighborhood with easy access to the islands best attractions.

21 Widewater Road, Hilton Head Island

Listing courtesy of Berkshire Hathaway HomeServices Hilton Head Bluffton Realty. Selling Office: Charter One Realty.

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