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$699,900
3 Beds 4 Baths HILTONHEAD-503347 MLS
This home now represents one of the finest values on Callawassie Island, granting a buyer flexibility to improve and elevate the property to their liking. Boasting phenomenal views of the newly renovated Tom Fazio Magnolia course Hole 3 green. An entertainers' dream home with an ample kitchen and luxurious wet bar with custom built-ins is the icing on the cake for this gem! Further detailed by a grand office, dining room, fireplace, and generously sized primary bedroom. An additional bedroom and full bedroom with bathroom over the garage complete the property. Natural light abounds with soaring cathedral and tray ceilings as well as oversized windows. Take pride in living in South Carolina's first certified Wildlife Habitat Community.

49 Winding Oak Drive, Okatie

Listing courtesy of Charter One Realty.

$3,800,000
4 Beds 6 Baths HILTONHEAD-503338 MLS
Currently under construction, this modern custom townhome offers marsh front views and scenic vistas of the Wexford golf course, just a short distance from the clubhouse and community pool. Thoughtfully designed for elevated Lowcountry living, the home features a chef's kitchen with custom cabinetry, premium appliances, and a dedicated scullery, opening to a spacious family room with fireplace. The primary suite is located on the first floor and includes a spa-inspired bath with custom vanity, a generous walk-in closet with direct access to the laundry room. Also on the main level are a private office and elevator access to all floors. The second floor offers an additional living room with gas fireplace and kitchenette, a second laundry room, and three ensuite guest bedrooms. A dedicated spa room provides space for a sauna and/or workout area and opens to a rooftop garden. The third floor features a versatile bonus space ideal for a media room, game room, or lounge, complete with built-ins, wet bar, fireplace, art room, and additional storage. Step outside to a private balcony with hot tub and a real wood-burning fireplace with gas starter. Additional highlights include a six-car garage with extensive walk-in storage and dedicated golf cart parking for up to three carts, spray foam insulation, tankless water heater, and modern construction throughout. Enjoy the Wexford lifestyle with a private marina on Broad Creek with a lock system, championship golf, tennis and pickleball, clubhouse dining, community pool, and a gated setting just minutes from Hilton Head Island beaches, dining, and shopping.

55 Wexford On The Green, Hilton Head Island

Listing courtesy of Maxey Blackstream Christie's International Real Estate.

$1,895,000
4 Beds 4 Baths HILTONHEAD-503202 MLS
Tranquil waterfront views set the tone for this custom H2-built Belfair home, where Lowcountry beauty, abundant wildlife, and majestic Live Oaks and palms create a private, peaceful setting. Thoughtfully designed, the home boasts timeless architectural details, arched doorways, custom moldings, and tray ceilings, with meaningful upgrades including a 2024 roof, three-car garage, two new water heaters, and integrated surround sound. The oversized kitchen serves as the heart of the home, featuring Sub-Zero and Wolf appliances, gas cooktop, Instahot, and generous prep space ideal for both everyday living and entertaining. The main level offers three bedrooms, including a refined primary suite, two guest suites, one with a steam shower, and a dedicated office. Upstairs, a spacious room over the garage provides exceptional flexibility, complete with a full bath and abundant walk-in storage. The 1,125 SF screened lanai and outdoor kitchen extend the living space outdoors, perfectly positioned to take in the serene water views and natural surroundings.

87 Cumberland Drive, Bluffton

Listing courtesy of Charter One Realty.

$255,000
2 Beds 2 Baths HILTONHEAD-503368 MLS
Welcome to Hilton Head Resort! This beautifully renovated 2-bedroom, 2-bath villa offers the perfect blend of comfort, convenience, and coastal charm. Overlooking the tennis courts, this light and bright villa is fully furnished and move-in ready. Ideal as a primary residence, second home, or short-term rental investment. Inside, you'll find a tastefully updated interior with a cheerful coastal vibe and thoughtful details throughout. The open-concept living area flows seamlessly into the dining space and updated kitchen, featuring LVP flooring throughout for easy maintenance and style. Conveniently located near the laundry room, grilling area, and outdoor pool, this villa's position within the community couldn't be more ideal. Enjoy easy access to the private boardwalk to the beach, or take advantage of the seasonal shuttle for a quick and relaxing ride to the sand. Hilton Head Resort is a gated ocean-oriented community known for its outstanding amenities, including direct beach access, two outdoor pools, an indoor heated pool, indoor track, six lighted tennis courts, jacuzzi, sauna, and a fitness center. You'll also love the beach bar located at Building 1's pool, a favorite gathering spot for owners and guests alike. Located mid-island near Shelter Cove, you're just minutes from shops, dining, entertainment, and all that Hilton Head Island has to offer. Experience resort-style living every day in this move-in-ready coastal retreat!

663 William Hilton Parkway Unit 4332, Hilton Head Island

Listing courtesy of Maxey Blackstream Christie's International Real Estate.

$1,170,000
3 Beds 4 Baths HILTONHEAD-500114 MLS
Don't miss this rare opportunity to revel in maintenance-free, lakefront luxury! Situated in the award-winning Hampton Lake community, this seldom available Coach Home provides the perfect blend of elegance & easy living. The Hartwell floorplan offers 3BD/3.5BA, plus a sophisticated & dedicated executive study with custom built-in shelving. The inviting two-story grand foyer holds a PRIVATE ELEVATOR that provides convenient access to both floors, while the many closets ensure everything has its place. The open-concept living space delivers abundant natural light with unobstructed & expansive lake views from nearly every room. Just off of the great room, you'll find a screened porch with built-in kitchen to make entertaining a breeze. Located just steps from the Lakeside Amenity Center, this home places recreation & relaxation right at your fingertips. Enjoy Hampton Lake's world-class amenities including two community pools, Crystal Lake, state-of-the-art fitness facility & spa, pickleball, tennis, bocce courts, dog park, boat rental, on-side restaurant & beer garden, & more!

184 Hampton Lake Crossing Unit 1473, Bluffton

Listing courtesy of Maxey Blackstream Christie's International Real Estate.

$3,925,000
5 Beds 4 Baths HILTONHEAD-501665 MLS
A rare opportunity to own one of Bluffton's most extraordinary waterfront estates on Myrtle Island. Set on nearly 1.5 acres along the May River, this single-story home captures the essence of Lowcountry living with sweeping water views and stunning sunrises from the backyard. Fully renovated in 2024 by Bluffton Builders with interiors by Kelly Caron Design, every detail combines timeless craftsmanship with modern comfort. A circular drive framed by lush gardens leads to a porte cochere, an air-conditioned two-car garage, and ample guest or boat parking. Inside, the open floor plan features soaring ceilings, a grand living room with custom built-ins and gas fireplace, a formal dining area, and a cozy breakfast nook. The chef's kitchen is a showpiece - double islands, panel-ready appliances, custom hood with brass detailing, and a butler's pantry with second refrigerator, double ovens, and dishwasher drawer. A full bar with stone countertops and custom cabinetry makes entertaining effortless, complemented by a spacious family room with another gas fireplace. The primary suite overlooks the river and opens to the back porch, featuring dual vanities, soaking tub, walk-in shower, and custom closets. Step outside to a resort-style setting with pool, hot tub, multiple patios, and a fenced backyard perfect for oyster roasts or Lowcountry boils. Myrtle Island is golf cart distance to Old Town Bluffton and nearby boat landings - a true hidden gem offering privacy, charm, and a lifestyle like no other. Additional features include a whole house generator, spray foam insulation, encapsulated crawl space, water booster system, and tankless water heater.

107 Myrtle Island Road, Bluffton

Listing courtesy of Maxey Blackstream Christie's International Real Estate.

$1,445,000
5 Beds 6 Baths HILTONHEAD-501620 MLS
Welcome to Callawassie Island, a private gated wildlife sanctuary community. Drive across the causeway and enjoy the tidal marsh with Spartina grass, exquisite waterfowl, and occasionally playful dolphins. Enter the island with Spanish moss draped trees and world class golf views. Arrive at 3 Woodstork Watch, an estate-style home situated on one of the most beautiful and private homesites in the Lowcountry. This one-of-a-kind location with two lots combined for a 1+ acre site (POA Fees Assessed on only one lot) has 372' of road frontage and 347' on the pond with added privacy from adjacent open space area. Step outside to the beautiful porch featuring views of the pond and saltmarsh and from many vantage points throughout the property ideal for morning coffee and evening sunsets. Enjoy entertaining in your gracious great room with fireplace, large wet bar, chef's delight kitchen with 2 ovens, large island, and new appliances. Choose dining inside surrounded by tall windows or on the large porch where you'll eat outside, both with awesome views. Relax in your primary suite on the main floor with tall windows for observing wildlife. Upstairs the large balcony captures a stunning 270-degree panoramic view of the pond, marsh, fountain, winding path and treetops of magnolias, pines, oaks, and palm trees. Your family and guests will appreciate the view from the gathering/entertainment room and en-suite bedrooms with bay windows. One of the greatest advantages of this estate is its flexibility for multigenerational living, offering the ability for family and guests to enjoy privacy without sacrificing togetherness. The carriage house with separate living space over the garage creates an ideal setup for extended family, long-term guests, live-in caretakers, or a private retreat for children and grandchildren, a sought-after feature in luxury Lowcountry living. Downstairs walk through a breezeway covered stairs or on a fern and flower basket lined ramp to your carriage house. Plenty of space on your double lot to expand the main structure or add additional guest house. 372 feet of street frontage. Callawassie Island lifestyle includes for your pleasure 27 holes of golf, 2 pools, 2 clubhouses, tennis, pickle ball, fitness center, docks on the river, butterfly garden, dog park and vibrant community. Above all, what makes this home truly special is its estate setting - the rare, one-of-a-kind property on the island and unmatched privacy and views that come with it.

3 Woodstork Watch, Okatie

Listing courtesy of William Raveis - Carolina LLC.

$284,900
2 Beds 2 Baths HILTONHEAD-501152 MLS
Beachfront resort! Seller offering $5k towards closing costs/upgrades. This fully furnished villa is located in the gated community and stands out as one of the larger 2 bedroom, 2 bath units approximately 100 sq. ft. bigger than most comparable condos. Located in building 4 this rare unit features full washer and dryer (a hard to find upgrade in this community). Additional highlights include bamboo wood flooring, an updated kitchen, and meticulous maintenance throughout. The washer, dryer, and water heater were all replaced in February, giving buyers peace of mind. Community amenities include a complimentary golf cart shuttle that takes you across the boardwalk during peak season to enjoy food & drinks at popular beachfront tiki bar. Residents and guests also enjoy two outdoor pools, tennis courts, hot tub, fitness room, running track, and sauna.

663 William Hilton Parkway Unit 4325, Hilton Head Island

Listing courtesy of Town Square Realty LLC.

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