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$4,795,000
4 Beds ⋅ 5 Baths ⋅ 4,386 SqFt. ⋅ HILTONHEAD-512195 MLS
Oceanfront Living, Elevated. Set directly along the Atlantic Ocean within Leamington, Palmetto Dunes, 136 South Shore Drive offers an exceptional combination of oceanfront living, privacy, and refined coastal comfort. Tasteful interiors and a spacious floor plan create an inviting setting for both everyday living and entertaining. Just beyond the residence, owners can enjoy the beach, pool, and the natural beauty of Hilton Head Island's coastline. South Shore's intimate setting provides a distinctive advantage. With no short-term rentals, the community maintains a quieter, more private residential atmosphere while remaining conveniently close to the golf, tennis, pickleball, dining, biking, and recreational amenities of Palmetto Dunes.136 South Shore Drive is a rare opportunity to enjoy a beautiful oceanfront residence in one of Hilton Head Island's most desirable and private coastal settings.

136 S Shore Drive, Hilton Head Island

Listing courtesy of Keller Williams Realty.

$2,550,000
4 Beds ⋅ 5 Baths ⋅ 3,710 SqFt. ⋅ HILTONHEAD-512736 MLS
Experience the best of Hilton Head Island waterfront living at 5 Sailwing Lane, a spacious harbour-front townhome in the coveted Windmill Harbour community. Offering over 3,700 square feet with four bedrooms - four full baths & 1 half bath, this distinctive residence combines generous living spaces with an enviable Lowcountry setting. The thoughtfully designed floor plan features a dream kitchen, dining room, family room, and den (or office or extra BR), providing abundant space for everyday living and entertaining. The curved staircase showcases one of the many exquisite touches throughout the home. The lower-level in-law suite offers exceptional flexibility for extended family, guests, a private office, or a separate retreat featuring a spacious BR, full BT, family room (or media room) plus a kitchen area. Built with durable Hebel block construction, the home offers the benefits of this energy-efficient, resilient building system while providing the comfort and spaciousness expected in a premier island residence. Need extra storage space? The top floor (just under 800 sq ft.) is heated and cooled and ready for all your storage needs or future expansion. Positioned directly on the harbour, this home captures the quintessential Hilton Head lifestyle, set within the private and picturesque community of Windmill Harbour. Residents will enjoy a distinctive Lowcountry lifestyle surrounded by water, beautiful landscaping, and a vibrant boating atmosphere. From relaxed mornings overlooking the boats to entertaining family and friends in the expansive living areas, 5 Sailwing Lane offers a rare combination of space, construction quality, flexibility, and prime harbour-front location. A special opportunity to own a substantial four-bedroom, four-bath waterfront townhome in one of Hilton Head Island's most desirable boating communities. The South Carolina Yacht Club is just steps away from your door - It is the perfect club to enjoy a world class meal, vibrant social activities and a competitive fitness environment. Why wait- Your new life awaits!

5 Sailwing Lane, Hilton Head Island

Listing courtesy of Charter One Realty.

$699,990
4 Beds ⋅ 4 Baths ⋅ 1,871 SqFt. ⋅ HILTONHEAD-512410 MLS
Welcome to 20 Old Stoney Lane in Old Stoney Village, a beautifully designed 4-bedroom, 3.5-bathroom townhome built in 2023 on Hilton Head Island with a fully fenced backyard and garage. Offering a rare combination of space, functionality, and value, this is an excellent opportunity for buyers looking to be under $700,000 on HHI. The thoughtfully designed floor plan features dual primary suites, with one conveniently located on the main level and a second spacious primary suite with high ceilings upstairs. The upper level also includes two additional bedrooms, a full bathroom, and the laundry room, complete with cabinets above the washer and dryer for added storage. The main level features an inviting kitchen with gorgeous cabinetry, granite countertops, and stainless-steel appliances, opening to the living and dining areas. The living room makes a dramatic impression with a very high, two-story ceiling, creating an exceptionally open and spacious feel. Hard-surface flooring runs through the kitchen and living room. Step outside to the screened-in porch and fully fenced backyard, offering a comfortable private outdoor space for relaxing, entertaining, or enjoying the island lifestyle. With a one-car garage and a driveway that can hold four cars, you'll have plenty of convenient parking and storage. The north end location provides easy access to nearby recreation and conveniences ~ a rowing center, biking and walking trails, and restaurants (like Benny's and Crazy Crab super close by) ~ plus the home is just a short distance from the public-school complex. This is an exceptional value for buyers seeking a better-than-new townhome with plenty of room, flexible living arrangements, and easy access to everything the Lowcountry has to offer! Add charming 20 Old Stoney Lane to your Must See List!

20 Old Stoney Lane, Hilton Head Island

Listing courtesy of RE/MAX Island Realty.

$499,990
4 Beds ⋅ 4 Baths ⋅ 1,936 SqFt. ⋅ HILTONHEAD-512638 MLS
Pristine, polished, and ready to go! This beautifully maintained 4-bedroom, 3.5-bath townhome in gated Allenwood is an absolute standout. Built in 2019. The main level features a gorgeous white kitchen with granite countertops (all appliances conveying), an inviting living room, half bath, and a large screened-in porch overlooking a lagoon with fountain ~ the perfect spot to start your day or wind down. Upstairs, the primary suite with high ceilings features a walk-in closet, dual sink extra-long vanity, and a view out to the lagoon. You'll also find two additional bedrooms, a full bath, and laundry on the top floor. The fourth bedroom and its full bath are located at the rear of the garage and offer a wonderful bonus: another screened-in porch ~ creating an ideal guest suite, office, or whatever you decide ~ the world is your oyster. All hard-surface flooring means no carpet anywhere. A one-car garage plus an extra-long two-car driveway provides plenty of parking. Allenwood has a great community pool, sidewalks, and is convenient to the public schools and fabulous waterfront restaurants. Available immediately and exceptionally pristine - this one is truly move-in ready and better than new!

207 Ceasar Place, Hilton Head Island

Listing courtesy of RE/MAX Island Realty.

$799,000
3 Beds ⋅ 3 Baths ⋅ 1,405 SqFt. ⋅ HILTONHEAD-512446 MLS
Tucked within the serene Carolina Place Community of Sea Pines, this inviting 3-bedroom, 3-bath refined retreat offers a rare combination of privacy, natural beauty, and effortless island living. Framed by mature trees and tranquil lagoon views, the setting feels wonderfully removed while remaining close to everything that makes Sea Pines special. Inside, the home unfolds with an easy, comfortable layout featuring two bedrooms on the main level and a private third bedroom upstairs- ideal for guests, family, or a quiet retreat. The light- filled kitchen brings a fresh, polished feel to the heart of the home, while the beautifully updated primary bath adds another layer of thoughtful refinement. A cozy fireplace anchors the living space, creating a warm gathering place after a day at the beach or exploring the island. Step outside onto the spacious back deck and let the Lowcountry landscape take center stage. With a peaceful lagoon backdrop and a sense of privacy rarely found so close to Sea Pines' many amenities, it is an ideal setting for morning coffee and evenings spent beneath the live oaks. Arrive, settle in, and enjoy this home. This property is offered beautifully furnished. A detailed list of improvements is provided for your review. A rare amenity advantage: Carolina Place offers its own private pool, pickleball, and tennis courts- an added luxury not found in all Sea Pines communities.

Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

$499,900
3 Beds ⋅ 2 Baths ⋅ 1,462 SqFt. ⋅ HILTONHEAD-512479 MLS
Beautiful & updated coastal townhome for under $500,000 in highly desired Hilton Head Plantation! This stunning 3BD/2BA lock and leave townhome is perfect for anyone looking for maintenance free living. With a newer roof and a short walk to Spring Lake Pavillion where all your world class amenities are, this location is ideal. Spacious floor plan with large living area, one bedroom and full bathroom on the first floor. Find two additional bedrooms and one full bathroom upstairs. Step outside to a generous deck and patio area surrounded by natural foliage-ideal for morning coffee, evening gatherings, or simply enjoying the quiet Lowcountry setting. With its cul-de-sac location, proximity to Dolphin Head, miles of leisure trails, and the Plantation's signature amenities, this home delivers both privacy and convenience. Maintenance free living with regime covering trash, pest control and landscaping. Come enjoy everything Hilton Head Plantation has to offer with their high-end amenities and beautiful nature that surrounds the community!

7 Windflower Court, Hilton Head Island

Listing courtesy of RE/MAX Island Realty.

$489,000
4 Beds ⋅ 4 Baths ⋅ 2,022 SqFt. ⋅ HILTONHEAD-512139 MLS
Offering a level of space and flexibility rarely found in townhome living, this four-bedroom, 3.5-bath Allenwood residence pairs a versatile multi-level floor plan with peaceful lagoon views and multiple outdoor living spaces. Front and rear balconies extend from the main living level, creating natural places to enjoy the Lowcountry setting.A defining feature of the home is the private fourth-bedroom suite located off the garage, complete with a full bath, walk-in closet, and its own waterfront porch. Separated from the primary living areas, this space creates exceptional flexibility for guests, extended family, a home office, or additional living space.Inside, generous living areas accommodate both everyday life and entertaining, while the oversized one-car garage provides valuable parking and storage. Offered partially furnished and move-in ready, the home is well suited for a primary residence, second home, or investment property.Allenwood is a gated Hilton Head Island community offering a neighborhood pool and a convenient location near beaches, dining, shopping, recreation, leisure trails, and the Hilton Head Island school campus. With four bedrooms, abundant outdoor living, water views, and a floor plan that offers genuine versatility, this residence brings together space, privacy, and the ease of island living. Some images have been virtually enhanced with conceptual furnishings.

315 Ceasar Place, Hilton Head Island

Listing courtesy of Engel & Volkers.

$2,250,000
6 Beds ⋅ 7 Baths ⋅ 2,786 SqFt. ⋅ HILTONHEAD-512306 MLS
Steps away from the famed 18th green lies a unique opportunity in the heart of Sea Pines' iconic Harbour Town. This turnkey furnished home boasts 6 en-suite bedrooms, perfect for family gatherings and countless vacation memories. Rows of sliders lead guests from the newly renovated kitchen and double-story living area to the freshly resurfaced swimming pool and spa. This unique home features a rooftop deck with views to Calibogue Sound and is walking distance to the famous lighthouse, Liberty Oak, and family friendly dining and retail. The Sea Pines trolley is a short stroll away with transportation to the Sea Pines Beach Club, Sea Pines Center and South Beach amenities. With an established rental history, premier location and sleeping space for 20 this home is truly an investor's dream.

7 Genoa Court, Hilton Head Island

Listing courtesy of The Hilton Head Agency.

$739,000
4 Beds ⋅ 5 Baths ⋅ 2,206 SqFt. ⋅ HILTONHEAD-512194 MLS
One of the only semi-custom floor plans in Old Stoney Village! This 4 bedroom 4.5 bath is full of custom home features including: each bedroom having its own ensuite bath, luxury LED lighted vanity mirrors, dining room bay window, living room built ins, upgraded closet shelving, oversized kitchen island with custom cabinets, full hop up quartz kitchen backsplash, enlarged tile showers, a gas range, dual laundry hookups on both floors, and an additional office/den. This home also features dual primary bedrooms (one on both first and second floor), garage, a grilling deck with propane hook up, front porch and the option to fence in the back yard. Set on a wooded corner lot, located off a quiet cul de sac, making this one of the most private lots in the neighborhood. Old Stoney Village is a pet and golf cart friendly community with a low HOA and close proximity to community waterfront parks, some of the islands best waterfront dining, schools and the Island rec center. Located on the north end of Hilton Head creating easy access to all of Hilton Head and Bluffton.

40 Old Stoney Lane, Hilton Head Island

Listing courtesy of Condomaximum Concepts Inc.

$635,000
3 Beds ⋅ 2 Baths ⋅ 1,602 SqFt. ⋅ HILTONHEAD-511997 MLS
Opportunity to own a beautifully updated 3-bedroom townhouse in Hilton Head Plantation for under $700,000. This is one of those homes you truly have to see to appreciate. Stunning renovated kitchen from top to bottom has it all, while the great room features a custom wood-trim ceiling that adds warmth and character. LVP extends throughout the first floor. The bathrooms have been thoughtfully updated with today's finishes. The versatile floor plan includes a 1st floor bedroom or den along with two 2nd floor bedrooms. Outside, you'll find a generously sized fenced front service yard that can also be used as a dog run. The expansive private rear stone patio, complete with a fire pit, creates a peaceful retreat for relaxing alone or with family and friends. Storage is another feature, with 2 separate storage areas--one is exceptionally large and could be a workshop. New Anderson sliding doors add both beauty and energy efficiency. This townhome checks all the boxes, making it a great property for a primary residence, 2nd home, starter home, or long-term rental. It is a low-maintenance lifestyle home, allowing you to enjoy all Hilton Head has to offer. As the saying goes, "Don't judge a book by its cover." This home has been transformed with remarkable updates and is one you won't want to miss.

4 Honeysuckle Court, Hilton Head Island

Listing courtesy of Charter One Realty.

$1,195,000
4 Beds ⋅ 5 Baths ⋅ 2,914 SqFt. ⋅ HILTONHEAD-511946 MLS
Beautifully updated and lovingly maintained, this Charleston-style townhome offers timeless Lowcountry charm in Windmill Harbour, one of Hilton Head Island's most desirable gated waterfront communities. The property sits mere steps from the marina and South Carolina Yacht Club, providing a direct connection to the island's coastal lifestyle. Situated on one of the neighborhood's charming and peaceful streets, this corner townhome spans three stories with a private elevator, four ensuite bedrooms, and a layout designed to balance privacy with inviting spaces to gather and connect. Classic Charleston architecture is showcased through double balconies with traditional haint blue ceilings, while the interiors feature distinctive dentil crown molding and curated finishes throughout.Recent improvements include a renovated kitchen with quartz countertops, a custom Venetian plaster range hood, premium appliances, and a custom-built wine bar. The exterior has been repainted, and two new HVAC systems were installed in July 2026, offering modern efficiency and peace of mind. With its low-maintenance design and ideal setting, this townhome offers the ease of a true lock-and-leave lifestyle, perfectly suited for full-time living or coastal getaways.

3 Leeward Passage, Hilton Head Island

Listing courtesy of I Save Realty.

$2,995,000
4 Beds ⋅ 6 Baths ⋅ 6,366 SqFt. ⋅ HILTONHEAD-511890 MLS
Rare opportunity to own one of Wexford's most distinctive residences, perfectly situated on an oversized corner double lot with picturesque harbor and Broad Creek water views and a 65 foot boat slip. This exceptional townhome combines the ease of low-maintenance living with the privacy, space, and amenities typically found in a single-family home.Designed for effortless living, the home features a private elevator providing convenient access to every level. The spacious, open-concept floor plan centers around a beautifully appointed kitchen that flows seamlessly into the dining room and living areas, making it ideal for entertaining but with the primary bedroom, laundry room and outdoor kitchen on the same level, this is perfect for easy living. Dedicated Library and office space, wine room and open third floor living space offer endless opportunity and something for everyone. Expansive windows fill the home with natural light while framing the tranquil waterfront setting and stunning multi level fountain.Outdoor living is equally impressive, with inviting spaces to relax, dine, and enjoy coastal breezes while overlooking the Broad Creek and harbor in both directions. A rare 6-8-car garage offers exceptional flexibility for automobile collectors, golf carts, recreational equipment, workshop space, and abundant storage.Recent improvements include a new roof, providing added value and peace of mind. Residents will also appreciate being just moments from Wexford's newly completed Harbour Center, featuring enhanced marina amenities, waterfront gathering spaces, and a vibrant social atmosphere.Located within the prestigious, gated Wexford community, residents enjoy world-class amenities including a championship golf course, deep-water marina with lock system, tennis and pickleball courts, swimming pool, clubhouse, fine dining, and an active lifestyle in one of Hilton Head Island's most sought-after private communities.Experience luxury waterfront living where exceptional views, outstanding amenities, and an unbeatable location come together at 2 Wexford on the Green.

2 Wexford On The Green, Hilton Head Island

Listing courtesy of BESTNEST By Beverly Serral.

$699,000
2 Beds ⋅ 2 Baths ⋅ 1,400 SqFt. ⋅ HILTONHEAD-511765 MLS
Discover this diamond in the rough! A 2-bedroom, 2-bath townhouse in the heart of Sea Pines Resort. This light filled villa offers approximately 1,400 square feet of single-level living with vaulted ceilings, an open floor plan, and peaceful lagoon views from the living room, primary suite, and spacious rear deck. Enjoy added privacy along with a welcoming front porch and excellent bedroom separation.Perfect as a primary residence, vacation home, or investment property with short-term rental potential, this villa also offers access to a community pool and tennis courts.Ideally located near the Sea Pines Forest Preserve, Harbour Town and pristine beaches, championship golf, bike trails, marinas, shopping, and dining, this is an outstanding opportunity to enjoy the very best of Hilton Head Island living. Brand new front and rear decks!

35 Lake Forest Drive Unit APT 3304, Hilton Head Island

Listing courtesy of ERA Wilder Realty, Inc.

$1,195,000
3 Beds ⋅ 4 Baths ⋅ 2,772 SqFt. ⋅ HILTONHEAD-511567 MLS
Welcome to Windmill Harbour, one of Hilton Head Island's premier gated waterfront communities. This beautifully maintained 3-bedroom, 3.5-bath home offers the perfect blend of Lowcountry charm, comfort, and functionality. The thoughtfully designed floor plan features spacious living areas filled with natural light, creating an inviting atmosphere for both everyday living and entertaining. Enjoy multiple outdoor living spaces, including front and rear balconies and a private deck, all perfectly positioned to take in breathtaking Intracoastal Waterway and serene marsh views. Whether you're enjoying your morning coffee or unwinding at sunset, the picturesque Lowcountry scenery provides an ever-changing backdrop. Each bedroom offers privacy and comfort, making the home ideal for family and guests alike. Residents of Windmill Harbour enjoy access to the world-renowned lock-controlled marina, the South Carolina Yacht Club, scenic walking paths, and beautifully landscaped grounds. Conveniently located just minutes from Hilton Head's beaches, championship golf, dining, and shopping, this exceptional property offers the perfect combination of waterfront beauty, luxury, and the unmatched Lowcountry lifestyle.

135 Harbour Passage, Hilton Head Island

Listing courtesy of Charter One Realty.

$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.

$619,000
3 Beds ⋅ 3 Baths ⋅ 1,600 SqFt. ⋅ HILTONHEAD-511119 MLS
Nearly new, immaculately maintained 3 bedroom 2.5 bath home with den/office. Screened back porch overlooking the large fenced in back yard with patio. Oversized primary bedroom with walk in closet and ensuite bath. This home has ample upgrades totaling over $30K including: a custom coffee bar, extra under stairs & garage storage, custom stair railings, tiled master shower & quartz countertops. Convenient neighborhood location within 2 miles of some of Hilton Heads best waterfront restaurants, waterfront parks, marinas, schools & rec center. North end location provides easy access to all of Hilton Head or Bluffton.

26 Old Stoney Lane, Hilton Head Island

Listing courtesy of Condomaximum Concepts Inc.

$729,000
2 Beds ⋅ 3 Baths ⋅ 1,238 SqFt. ⋅ HILTONHEAD-510644 MLS
Come see this totally RENOVATED FEE SIMPLE home Located in the exquisite Carolina Place community in the heart of the Low Country where you can live out your dreams of enjoying the island! This 2 bedroom 2 and 1/2 bath townhome has the ideal layout, location and VIEW! Complete privacy and serene view with wonderful wild life including deer, various Southern birds and so much more! 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 bathrooms. 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.

$515,000
3 Beds ⋅ 3 Baths ⋅ 1,572 SqFt. ⋅ HILTONHEAD-507530 MLS
Great opportunity for a mid-island home in the heart of it all, featuring a garage and additional space with potential to add another bedroom and bathroom. The kitchen has been beautifully remodeled with custom cabinetry, granite countertops, tile backsplash, and stainless-steel appliances. Smooth ceilings, gorgeous tile, and wood flooring are just a few of the standout updates and features. Enjoy a fenced yard and inviting outdoor living spaces. Yacht Cove offers a community pool and tennis, all conveniently located near shops, the beach, Shelter Cove Marina, dining, and more!

80 Jib Sail Court, Hilton Head Island

Listing courtesy of The Cox Team Brokered by EXP.

$775,000
2 Beds ⋅ 3 Baths ⋅ 1,610 SqFt. ⋅ HILTONHEAD-509566 MLS
Tucked within the world-renowned community of Sea Pines, this beautifully updated 2-bedroom, 2.5-bath villa offers the perfect blend of Lowcountry charm, investment opportunity, and resort lifestyle. Enjoy tranquil lagoon views from a spacious floor plan featuring a fully renovated lower level designed with today's coastal buyer in mind. Partially furnished with bedroom furnishings included, this turnkey retreat is ideal as a second home, vacation getaway, or income-producing short-term rental. Owners and guests enjoy access to pristine beaches, miles of leisure trails, and three championship golf courses including legendary Harbour Town Golf Links, home of the annual RBC Heritage. Just moments from Harbour Town's iconic marina, dining, shopping, and entertainment, this is an exceptional opportunity to own in one of Hilton Head's most sought-after destinations.

17 Lake Forest Drive Unit APT 3347, Hilton Head Island

Listing courtesy of Real Broker, LLC.

$2,795,000
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.

$579,000
3 Beds ⋅ 3 Baths ⋅ 1,628 SqFt. ⋅ HILTONHEAD-508118 MLS
Welcome to 9 Old Stoney Lane, a beautifully crafted 2023-built townhome offering modern Lowcountry living in one of the most desirable areas of Hilton Head Island. This practically new 3-bedroom, 2.5-bath residence features a bright and open-concept floor plan designed for both everyday comfort and effortless entertaining. The main living space flows seamlessly into a stylish kitchen with high-end finishes, creating a warm and inviting atmosphere throughout. Upstairs, the spacious bedrooms provide privacy and flexibility, with a well-appointed primary suite offering a relaxing retreat. Ideally located just minutes from Hilton Head?s renowned beaches, golf courses, dining, and shopping, this low-maintenance townhome presents an exceptional opportunity as a primary residence, second home, or investment property. Move-in ready and built with today?s standards in mind, 9 Old Stoney Lane combines location, quality, and convenience in one compelling offering!

9 Old Stoney Lane, Hilton Head Island

Listing courtesy of RE/MAX Island Realty.

$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.

$1,098,000
3 Beds ⋅ 4 Baths ⋅ 2,883 SqFt. ⋅ HILTONHEAD-507442 MLS
Rare opportunities in Berwick Green at Indigo Run are few and far between. Ideally positioned overlooking the 10th green and 11th tees of the Golden Bear Golf Club, this beautifully maintained 3-bedroom, 3.5-bath home with a spacious bonus room serving as a 4th bedroom offers the perfect blend of luxury, privacy, and Lowcountry charm. A versatile loft and additional walk-in room provide ideal space for a home office, hobby room, or climate-controlled storage. Enjoy peaceful mornings watching egrets, herons, songbirds, and a nesting eagle from your own back patio, where expansive views across the Golden Bear Golf Club create a remarkable sense of space, privacy, and natural beauty. Enjoy exclusive access to a private neighborhood pool as a Berwick Green resident. Just minutes from Hilton Head Island's beaches, recreation, dining, and shopping, with rear gate access to avoid main street traffic, this exceptional home is perfectly suited as a primary residence or luxurious island retreat.

266 Berwick Drive, 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.

$509,900
2 Beds ⋅ 2 Baths ⋅ 1,061 SqFt. ⋅ HILTONHEAD-506348 MLS
Refreshed and move-in ready! Great opportunity to be in Shipyard! This light and bright end-unit villa features a rare first-floor living floor plan and is ideally located in the hidden gem of Windward Village. Just inside the back gate of Shipyard, this fee-simple home offers walkable access to everything the Coligny area has to offer while enjoying the peace and privacy of a gated community with three 9-hole golf courses and an on-site pool with hot tub. The first-floor primary suite allows for easy, stair-free living and includes a newly remodeled full bath and generous closet space. Also on the main level are a spacious living room, built-in office alcove, and a large dining area highlighted by a wall of windows with unobstructed golf course views. The kitchen is equipped with all-new stainless steel appliances. Upstairs, you'll find a large, versatile loft currently used as a second bedroom, complete with a full bath and an oversized walk-in closet. Recent upgrades include a newly rebuilt rear deck, composite front deck, updated plumbing, new carpeting, and luxury vinyl flooring. This charming villa is ideal for full-time living, a vacation retreat, or taking over a successful 5-star rated short-term rental program with bookings already in place.

109 Windward Village Drive, Hilton Head Island

Listing courtesy of Charter One 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.

$749,900
4 Beds ⋅ 4 Baths ⋅ 1,874 SqFt. ⋅ HILTONHEAD-505680 MLS
Final new construction home in Old Stoney Village! Dual primary bedrooms, with one on the first floor and one on second floor. Light, bright and airy this home features a seamless indoor/outdoor space with a saltwater creek view and oversized screened porch. Just up the street from some of the islands best waterfront restaurants and parks. Easy access to all of the Island and Bluffton. Low maintenance/ lock and leave living.

39 Old Stoney Lane, Hilton Head Island

Listing courtesy of Condomaximum Concepts Inc.

$1,125,000
3 Beds ⋅ 4 Baths ⋅ 2,216 SqFt. ⋅ HILTONHEAD-505579 MLS
Built by Graves Construction in 2022, this 3 bed/3.5 bath luxury townhome end-unit is move-in ready and close to the many amenities within Hilton Head Plantation. The first floor main living area has a high elevation (20.8 ft) and high ceilings that give plenty of natural light. Kitchen has quartz counters, soft-hinge drawers, under hood vent, tiled backsplash and plenty of storage. Spacious screened porch with new plantings just outside. Living area has built-in shelves/cabinets and a propane fireplace. Primary bed/bath on the 1st floor. 2nd floor has 2 bed/2 baths and a compact living area that's perfect for an office. Elevator goes from the 2-car garage area to all floors. Garage area has almost 1,400 extra sq ft of unfinished space with a new epoxy floor coating. Can be used as a home gym, workshop or for extra storage. Steps away from the pool, fitness center and food/beverage within the Country Club of Hilton Head. Hilton Head Plantation includes miles of walking/bike trails, 4 golf courses, Dolphin Head Rec area with a mile-plus waterfront leisure path overlooking the Port Royal Sound, recently renourished Pine Island Beach Park, tennis, nature preserve, marina and more.

1 Grandview Court, Hilton Head Island

Listing courtesy of The Ocean Broker.

$1,149,999
3 Beds ⋅ 4 Baths ⋅ 2,317 SqFt. ⋅ HILTONHEAD-504283 MLS
"The Lock-And-Leave Life: Hilton Head Style"- Just steps from Skull Creek Marina and the Country Club of Hilton Head, this beautifully appointed 2024-built townhome delivers the ultimate Hilton Head lock-and-leave lifestyle. Designed for effortless living and entertaining, this 3-bedroom, 3.5-bath residence combines elevated finishes, thoughtful functionality, and an unbeatable location within Hilton Head Plantation. Step inside and immediately appreciate the open-concept design, private elevator, and abundance of natural light. The spacious living area features a stunning three-sided fireplace and custom floor-to- ceiling built in creating an inviting space to relax after a day on the water or at the beach. The adjoining kitchen and dining area flow seamlessly to a screened porch- an ideal spot for morning coffee, cocktails or casual entertaining. The first-floor primary suite offers exceptional convenience and privacy, while the second floor provides two additional bedrooms and a versatile sitting area. A private elevator makes every level easily accessible, with an additional 650 square feet of climate-controlled flex space-perfect for a home office, studio, fitness room, hobby space, or simply exceptional storage. A mini-split HVAC system keeps this bonus area comfortable all year round. The lower level features high-end wood-look ceramic tile for both style and durability. Everyday living is enhanced by premium upgrades including a Culligan whole-house water filtration system, built in dehumidifier, smart thermostats, custom window treatments and more. And then there's the location. Walk to Skull Creek Marina and the Country Club of Hilton Head in 2 minutes. 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. With its newer construction, private elevator, exceptional storage, flexible bonus space, and proximity to the water, this is a rare opportunity to enjoy Hilton Head on your own terms. Come for the boating. Stay for the lifestyle, Leave the maintenance behind!!

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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