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$639,000
2 Beds 3 Baths 1,220 SqFt. HILTONHEAD-511442 MLS
Located in the desirable Windward Village enclave within the prestigious gated Shipyard community, this beautifully updated 2-bedroom, 2.5-bath villa offers a peaceful golf course setting, thoughtful upgrades, and an exceptional Hilton Head Island lifestyle. The spacious floor plan features soaring cathedral ceilings, abundant natural light, and a first-floor primary suite with an updated en-suite bath, enclosed walk-in closet with cedar shelving, and private deck. The living area opens to a screened porch with views through the mature trees toward the golf course, creating an inviting extension of the living space. The current owners completed extensive improvements between 2020 and 2022, including impact-resistant windows and two sliding glass doors, updated kitchen cabinetry and appliances, uniform tile flooring throughout, and beautifully renovated bathrooms. The two downstairs bathrooms feature heated tile floors, while the guest bath also includes a heated towel rack. Additional improvements include a screened porch with updated screening and tile flooring, HVAC system (2023), water heater (2023), and dishwasher (November 2025). Windward Village residents enjoy their own community pool, spa, and fire pit, all within the 800-acre Shipyard community. Shipyard offers private beach access via the Shipyard Beach Club, miles of leisure trails for walking and biking, 24-hour gated security, the 27-hole Shipyard Golf Club, Van Der Meer Tennis & Pickleball Center, Sonesta Resort Hilton Head Island, Hilton Head Health wellness resort, and a convenient south-end location just minutes from Coligny Plaza, shopping, dining, and entertainment. Whether you're searching for a primary residence, second home, or investment opportunity, this move-in-ready villa offers the perfect combination of comfort, quality, and coastal living.

148 Windward Village Drive, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

$825,000
3 Beds 2 Baths 1,279 SqFt. HILTONHEAD-510993 MLS
Turnkey Sea Pines Retreat with Proven Rental Income. Welcome to this beautifully updated single-level 3-bedroom, 2-bath townhouse nestled in one of Sea Pines' most peaceful and desirable communities. Offering the ease of one-level living, this furnished, move-in-ready home is the perfect primary residence, vacation retreat, or investment property, combining comfort, convenience, and outstanding income potential. The thoughtfully updated interior features luxury vinyl plank flooring, fully renovated bathrooms, vaulted ceilings in both the living room and primary bedroom, and an open, light-filled layout designed for relaxed coastal living. Recent improvements include a new water heater (2023), new HVAC system (2024), and freshly repainted exterior (2024), providing peace of mind for years to come. Enjoy your morning coffee on the private east-facing deck overlooking a tranquil lagoon, where herons, turtles, and other lowcountry wildlife create a peaceful natural setting. Multiple parking spaces are conveniently located directly outside the front door. Outdoor enthusiasts will appreciate being just a short walk from the Sea Pines Forest Preserve, offering miles of scenic walking trails and fishing lakes, as well as nearby Lawton Stables with horseback riding and a popular petting zoo. The Beach Club is just a 15-20 minute bike ride away, while the nearby Greenwood Gate provides quick and convenient access in and out of Sea Pines. The community features a large swimming pool with gazebo and grills, tennis courts, pickleball courts, well-maintained landscaping, and a low HOA. As a Sea Pines property owner, you'll enjoy access to world-class amenities including championship golf, tennis, the Sea Pines Beach Club, the private owner-only Tower Beach, Harbour Town, South Beach Marina, miles of leisure trails, dining, shopping, and everything that makes Sea Pines one of Hilton Head Island's premier resort communities. Being sold fully furnished, this turnkey property has generated $57,000 annually in documented annual short-term rental income while still allowing 15 weeks of owner use, a rare combination of strong investment performance and generous personal enjoyment. An elevation certificate is available, with the finished floor elevation measured at 7.3 feet, providing valuable information for insurance planning.

125 Greenwood Drive Unit 3423, Hilton Head Island

Listing courtesy of C 21 A Low Country Realty.

$749,000
2 Beds 3 Baths 1,238 SqFt. HILTONHEAD-510644 MLS
Here is the "DOLLHOUSE" you've always dreamed about! Located in the exquisite Carolina Place community in the heart of the Low Country you can live out your dream! This FEE SIMPLE 2 bedroom 2 and 1/2 bath townhome has the ideal layout, location and VIEW! Having been recently updated it is a turn-key opportunity to have a permanent primary, secondary or investment home in Sea Pines Plantation. The first floor is spacious and open with a HUGE screened-in back porch that runs the entire width of the townhome and is fully enclosed. It adds a welcome dimension to the living space and adds a variety of space for hosting friends and family. The view is peaceful and tranquil with the lagoon and the protected forest preserve backdrop behind it with only the natural wildlife as your neighbors. You can sit on your covered fully enclosed back porch and enjoy all the beauty that the Low Country has to offer! Both bedrooms are located upstairs and each have their own private updated bathroom. This home is easy in and located in close proximity to the ample amenities that Carolina Place has to offer! It has a large swimming pool with on sight spa with tennis and pickle ball courts too! Sea Pines Plantation has so much to offer with biking trails that run throughout the area taking you throughout Sea Pines including Harbour Town, South Beach Marina or the Beach Club....there's also a private access beach for owners of Sea Pines Properties.....not to mention the 4 different golf courses, tennis, pickle ball, boating, shopping and all the water sports imaginable!! There's a reason this particular area has so many happy owners.....come see for yourself and become a Sea Pines Residential owner TODAY!!

125 Greenwood Drive Unit APT 3407, Hilton Head Island

Listing courtesy of Keller Williams Realty.

$795,000
3 Beds 3 Baths 1,405 SqFt. HILTONHEAD-510370 MLS
Peaceful Sea Pines retreat with proven rental performance and a prime front-gate location! Projected to gross over $70K annually in gross rental revenue, 3416 Carolina Place is a 3-bedroom / 3-bathroom end-unit townhome in a tranquil, highly rated community just beyond the front gate of Sea Pines Resort-ideal for quick in-and-out access while remaining bikeable to Harbour Town, the beach, and the Sea Pines Forest Preserve. Tucked toward the back of the complex, the setting is serene with lagoon frontage and Forest Preserve views beyond, enjoyed from both the private back deck and a screened-in porch. Bright and open with high vaulted ceilings, this Lowcountry cottage is turn-key and offers a functional layout suited for personal use and guest stays. Major updates provide real buyer confidence, including a new roof, skylight, dishwasher, and HVAC system (2022), plus new memory-foam mattresses, updated light fixtures/ceiling fans, and a newly rescreened porch (2024). Carolina Place offers a large private community pool with a spacious deck and sauna area, along with well-maintained tennis and pickleball courts-then step out and live the Sea Pines lifestyle: afternoons at the Sea Pines Beach Club with oceanfront dining and amenities, sunset walks through Harbour Town Marina by the iconic lighthouse, world-class golf and tennis, and easy access to shopping and dining at The Shops at Sea Pines Center, plus South Beach Marina Village, Lawton Stables, miles of leisure trails, and the Forest Preserve-all just minutes away. This is the kind of Sea Pines retreat that makes you want to stay longer-and keeps guests coming back.

125 Greenwood Drive Unit APT 3416, Hilton Head Island

Listing courtesy of Greenplate Group Brokered by eXp Realty.

$599,000
3 Beds 3 Baths 2,049 SqFt. HILTONHEAD-510188 MLS
LOW-MAINTENANCE LIVING at its finest! Stunning 2018 townhome with over 2,000 SF in the heart of Hilton Head Island. This beautifully upgraded 3-bedroom, 2.5-bath townhome in the desirable Magnolia Place neighborhood offers move-in-ready comfort with high-end finishes and custom lighting throughout. The main level boasts 10' ceilings and gorgeous Brazilian cherry engineered hardwood floors as well as an open, flowing floor plan ideal for everyday living and entertaining. The expansive white kitchen is a showstopper featuring quartz countertops, stainless appliances, a large flat bar, and a cleverly converted pantry that now serves as a stylish coffee bar. A tiled mudroom with built-in storage bench and hooks leads directly into the 2-car garage with premium epoxy flooring and a large storage closet - complete with storm shutters and extra hardwood flooring on hand. The spacious dining area opens to a generous paver patio with privacy fencing on the back side, while the inviting living room features a cozy electric fireplace with blower. A powder room is discreetly tucked away near the front door for guest privacy. Upstairs, the landing provides flexible extra space perfect for a home office or den. You'll find three oversized bedrooms and two full baths, each with double vanities. The primary suite is a true retreat with ample space, TWO closets featuring auto-lights, a soaking tub, and an oversized shower. The conveniently located laundry room includes upgraded cabinetry on both sides and a quartz countertop. Magnolia Place is a charming newer neighborhood, outside the current flood zone(!), with low annual HOA fees of just $1,980. This covers termite bonding, front yard landscaping (including mulch), common areas, road maintenance, regular roof inspections, and occasional power washing. Enjoy effortless proximity to the beach, top restaurants, shopping, and entertainment. Need a community pool? The Island Recreation Center is less than 10 minutes away! Furnished with acceptable offer! What could be easier for full time living or lock and leave as a second home?

8 Creekstone Drive, Hilton Head Island

Listing courtesy of Dunes Real Estate.

$2,995,000
3 Beds 3 Baths 2,184 SqFt. HILTONHEAD-508697 MLS
A truly one-of-a-kind offering in Sea Pines, 19 Mizzenmast Court is an exceptionally rare opportunity to own a fully remodeled townhome with sweeping views across the 18th fairway of Harbour Town Golf Links to the Calibogue Sound. Thoughtfully upgraded with high-end finishes throughout and gently used only as a second home, this residence shows like a designer model and delivers a level of quality seldom found in this setting. A welcoming courtyard entry leads to the main level where a light-filled family room opens seamlessly to a covered deck with breathtaking, unobstructed views. The beautifully appointed kitchen and bar area are ideal for both everyday living and entertaining, while a private guest suite with en suite bath completes this level. The lower level is anchored by a luxurious primary suite featuring a spa-inspired bath, expansive custom closet, and a private laundry room. An additional bedroom with full ensuite bath-currently styled as a home office with a built-in Murphy bed-offers flexibility for guests or work-from-home needs. Outdoor living is elevated with three distinct levels of space: a main covered deck designed for soaking in the views, a private lower deck off the primary suite, and a ground-level paver courtyard complete with a hot tub for ultimate relaxation. Throughout the home, thoughtful details abound, including soaring cathedral ceilings, tall windows that frame the scenery, plantation shutters, designer lighting, and rich hardwood floors. Additional highlights include aluminum railings on both front and rear exteriors, a propane fireplace in the family room, and a second fireplace in the primary suite. Fully updated and meticulously maintained, 19 Mizzenmast Court delivers an unparalleled Sea Pines lifestyle with iconic views and exceptional craftsmanship at every turn.

19 Mizzenmast Court, Hilton Head Island

Listing courtesy of Charter One Realty.

$599,900
3 Beds 3 Baths 2,023 SqFt. HILTONHEAD-508610 MLS
Potential Owner Financing Available! Welcome to Magnolia Place at 25 Creekstone Drive, a beautifully appointed newer-construction townhome in the heart of Hilton Head Island. Offering over 2,000 square feet of thoughtfully designed living space, this 3-bedroom, 2.5-bath home also features a spacious loft/bonus area ideal for a home office, media room, or additional guest space. The open-concept floor plan features 10-foot ceilings on the main level and 9-foot ceilings upstairs, creating a bright and airy feel throughout. Stylish upgrades include crown molding, decorative shiplap accents, built-in bookshelves, fresh Sherwin-Williams paint, laminate flooring on the main level and loft, and newer carpet upstairs. The gourmet kitchen is designed for both everyday living and entertaining with granite countertops, stainless steel appliances, Bosch dishwasher, and a custom pantry with built-in coffee bar. The spacious primary suite includes custom closets and a luxurious ensuite bath with dual vanities, tiled shower, and soaking tub. Additional features include a customized laundry room with newer washer and dryer, LED lighting with dimmers and motion sensors, ceiling fans, window treatments, extra storage, mudroom, and a painted two-car garage with storage shelving. Enjoy outdoor living on the private paver patio, all located less than two miles from Folly Field Beach. Magnolia Place offers low HOA fees including landscaping, roof inspections, termite bond, and mulch service. Property owners also enjoy free parking at Islanders Beach Park and use of Hilton Head Island's transfer station with decal. Located outside of the flood plain, this exceptional townhome is ideal as a primary residence, second home, or investment property. Furnishings are negotiable.

25 Creekstone Drive, Hilton Head Island

Listing courtesy of Lowcountry Realty Group, LLC.

$1,095,000
1 Beds 2 Baths 816 SqFt. HILTONHEAD-507877 MLS
Searching for a truly private Sea Pines retreat with unmatched views just steps from Harbour Town? 2065 Deer Island Road offers a rare end-of-the-road setting in the coveted Sea Pines Resort, delivering breathtaking views of the marsh and out to the Calibogue Sound. Tucked away at the end of a quiet road, this unique home is surrounded by nature, where walls of windows flood the home with natural light and frame stunning water and wildlife views from every angle. Thoughtfully updated with luxurious finishes, the home features high-end appliances including a Sub-Zero refrigerator, JennAir range, and Bosch dishwasher and microwave, along with quartz countertops and an open-concept living space designed for relaxed coastal living. Heart pine floors upstairs and bamboo flooring on the lower level add warmth and character, while multiple decks provide the perfect setting to take in unforgettable sunsets over the water. The upstairs level of all Deer Island properties are similar and can be re-configured to accommodate various bedroom and bathroom layouts. This flexible layout lives beautifully as a second home or income-producing rental, offering a peaceful, private escape just a short walk or bike ride to the Harbour Town Lighthouse, the Quarterdeck Restaurant, and the shops, dining, and amenities of Harbour Town. A rare opportunity to own one of the most scenic and private homes in Sea Pines.

2065 Deer Island Road, Hilton Head Island

Listing courtesy of William Raveis - Carolina LLC.

$653,000
4 Beds 4 Baths 2,070 SqFt. HILTONHEAD-507272 MLS
Built in 2022 and offered fully furnished, this beautifully maintained Hilton Head Island townhome is tucked just off Spanish Wells Road in a quiet, charming Lowcountry setting-only ~3 miles to the beach With 3 levels of spacious living, this home offers 4 bedrooms, 3.5 bathrooms, and 2,079 sq. ft.-including two primary suites, making it ideal for guests, multi-generational living, or flexible use. Inside, you'll love the coastal beachy-boho vibe paired with modern finishes throughout. Features include LVP flooring throughout ALL floors (no carpet!), smooth high ceilings, recessed lighting, and stylish wainscoting in the main living areas. The kitchen is both functional and beautiful with quartz countertops, soft-close shaker cabinetry, stainless steel appliances, and ample pantry/storage space-perfect for everyday living or entertaining. The primary suite is a true retreat featuring a tray ceiling, LARGE walk-in closet, and a bonus flex area-perfect for a nursery, workout space, home office, sitting room, or dressing area. The ensuite bath includes a spacious walk-in shower. The second primary suite and additional bedrooms offer flexibility for guests, work-from-home needs, or hobbies. Enjoy Lowcountry living on the custom screened-in patio featuring low-maintenance, year-round turf-ideal for outdoor living, entertaining, or relaxing while enjoying private wooded views Additional highlights include a one-car garage, wide driveway, and golf cart-friendly location. Conveniently located near local dining, shopping, and everyday essentials-with quick access to the Cross Island Bridge, Bluffton, Marshland Road, Broad Creek, and all the best of Hilton Head Island. Like-new construction meets relaxed coastal living-perfect as a primary residence, second home, or investment property.

20 Pink Sand Lane, Hilton Head Island

Listing courtesy of EXP Realty LLC.

$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.

$1,174,000
3 Beds 4 Baths 2,317 SqFt. HILTONHEAD-504283 MLS
The perfect southern boating base-luxury, elevator equipped, lock and leave living on Hilton Head Island. Stunning 3 bedroom Townhome located in Hilton Head Plantation. Built in 2024, this beautifully designed residence features 3 ensuite bedrooms, 3.5 bathrooms, and a private elevator. The open-concept living and kitchen area is complemented by a screened porch ideal for relaxing or entertaining. The inviting living room showcases a custom floor to ceiling built in, electric fireplace with 3 sided glass and a Samsung Smart TV. The primary suite is conveniently located on the first floor and the laundry area is equipped with newer GE Smart washer & dryer. The 2nd floor offers an open sitting area and 2 additional bedrooms, providing excellent separation and privacy. Additional highlights include a 2 car garage and an adjacent additional 650 square foot flex space with ceramic tile flooring. This climate controlled room features a mini split HVAC system, making it ideal for a home office or studio, along with ample storage. The home is equipped with premium upgrades including a Culligan whole-house water filtration system, built in dehumidifier, smart thermostats, custom window treatments and a monitored security system. Ideally located just a 2 minute walk to the Skull Creek Marina and Country Club of Hilton Head, residents enjoy exceptional amenities including a private sandy beach on Port Royal Sound, a lazy river community pool, 12 tennis courts, bocce courts, pickleball, playgrounds, scenic trails, 2 nature conservancies with boardwalks, beautiful Bluff walking path on the Port Royal Sound and more.

5 Grandview Court, Hilton Head Island

Listing courtesy of RE/MAX Island Realty.

$3,800,000
4 Beds 6 Baths 5,912 SqFt. 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.

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