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285 Ceasar Place, Hilton Head Island
$539,000
4 Beds ⋅ 4 Baths ⋅ 2,042 SqFt. ⋅ HILTONHEAD-506353 MLS
Welcomе to 285 Ceaѕаr Plасе, a bеаutifully maintained 4‐bedrοom, 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 2,042 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.

9 Bayberry Lane, Hilton Head Island
$6,500,000
5 Beds ⋅ 5 Baths ⋅ 4,000 SqFt. ⋅ HILTONHEAD-505596 MLS
Positioned along one of Hilton Head Island's most coveted stretches of coastline, 9 Bayberry Lane offers a rare blend of privacy, architectural distinction, and timeless coastal elegance. Completed in 2019, the home showcases extraordinary craftsmanship and thoughtfully curated natural materials throughout. Spanning 5 bedrooms and 5 bathrooms, it was designed for both relaxed living and refined entertaining, featuring 2 luxurious primary suites with spa-inspired baths and ocean views. Soaring ceilings, bespoke finishes, and expansive gathering spaces create an atmosphere that is both sophisticated and inviting, while a screened porch and elevated ocean lookout provide the perfect vantage points to enjoy the ocean breeze and ever-changing coastal landscape.

9 Bayberry Lane, Hilton Head Island

Listing courtesy of Dunes Real Estate.

153 Mooring Buoy, Hilton Head Island
$2,894,000
5 Beds ⋅ 5 Baths ⋅ 3,050 SqFt. ⋅ HILTONHEAD-505522 MLS
Coastal splendor meets modern luxury in this freshly renovated 5 bedroom, 5 bath Palmetto Dunes home. Positioned fourth row ocean, this Low Country style property is a true self contained resort just steps from the southeast's favorite beach. The newly imagined interior boasts family gathering areas framed by ample natural light and beautiful wood flooring, while the expanded chefs kitchen showcases new appliances, quartz counters and ample storage. Guests will delight in the private swimming pool and expansive deck, all with striking views of Palmetto Dunes' saltwater lagoon system and centuries old oaks. The home's new screened porch is the ideal spot to recap the day's activities, all while enjoying cocktails and seafood boils under the night's early stars. Outdoor sports enthusiasts will love the spacious garage featuring a second laundry facility, full bathroom and large flex storage room. The home's newer roof, pex plumbing, home elevator and automated hurricane shutter protection allow for complete piece of mind. Classic styling and modern convenience blend perfectly with the bounty of Palmetto Dunes' resort offerings to create the ideal primary residence, second home or investment property.

153 Mooring Buoy, Hilton Head Island

Listing courtesy of The Hilton Head Agency.

1 Grandview Court, Hilton Head Island
$1,125,000
3 Beds ⋅ 4 Baths ⋅ 2,216 SqFt. ⋅ HILTONHEAD-505579 MLS
Built by Grаves Conѕtruсtiοn іn 2022, thіs 3 bеd/3.5 bаth luxury townhome end-unіt iѕ 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.

3 Roxbury Circle, Hilton Head Island
$1,995,000
4 Beds ⋅ 4 Baths ⋅ 4,150 SqFt. ⋅ HILTONHEAD-505262 MLS
Set alοng a peасeful tіdаl lаgoοn іn the heart of Wexford, 3 Rοxburу Circle is an exceptional courtyard home designed for effortless Lowcountry living. High ceilings, abundant natural light, multiple private guest suites, and seamless indoor-outdoor living create an ideal blend of comfort, privacy, and lifestyle. The main level centers around an open kitchen, dining area, and spacious great room, where coffered ceilings and custom built-ins add warmth and character. The bright kitchen features a cleverly hidden walk-in pantry and flows naturally into the main living space. Just beyond, a screened terrace with a built-in hot tub provides an inviting setting for relaxed evenings and entertaining. The main-level primary suite offers direct terrace access, generous walk-in closet, and beautifully appointed bath with a large zero-entry shower. Also on this level are a spacious ensuite guest bedroom, dedicated home office, and laundry room. Above the garage, a generously sized bedroom and full bath provide added privacy. A 3-stop elevator conveniently connects the garage, main level, and this guest level. Upstairs, an add'l ensuite guest suite features a sitting area and direct access to a private covered deck overlooking the tranquil surroundings. Outdoor spaces take full advantage of the picturesque lagoon setting. A rear bulkhead frames the homesite, while a wraparound deck and covered grilling area with a built-in gas grill extend the living and entertaining spaces. Add'l features include a 2-car plus golf cart garage with an epoxy-finished floor, built-in cabinetry, and utility sink, as well as a new roof in 2025 and exterior paint in 2022. Ideally located within Wexford, the home is just a short distance from the driving range, tennis center, clubhouse, Harbour Center, and pool complex. Members enjoy Wexford's distinctive private-club lifestyle, including a private marina, championship golf, Har-Tru tennis, pickleball, croquet, clubhouse dining, resort-style pools, community fire pit, and an active year-round social calendar. The recently opened new Harbour Center and expanded Clubhouse further enhance the experience with new gathering and social spaces at the heart of the community. With tranquil lagoon views, thoughtfully designed indoor and outdoor spaces, exceptional flexibility, and Wexford's extensive amenities close at hand, 3 Roxbury Circle offers a compelling opportunity to enjoy the best of Lowcountry living.

3 Roxbury Circle, Hilton Head Island

Listing courtesy of Charter One Realty.

5 Grandview Court, Hilton Head Island
$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.

137 Cordillo Parkway Unit 8005, Hilton Head Island
$475,000
2 Beds ⋅ 2 Baths ⋅ 1,086 SqFt. ⋅ HILTONHEAD-505157 MLS
Completеly renovаtеd, thiѕ 2‐bеdroοm, 2‐bath Treetops vіlla οffers a wonderful opportunity for both personal enjoyment and investment in the heart of South Forest Beach. Thoughtful improvements throughout create a comfortable and inviting space ready to enjoy. Recent upgrades include LVP flooring throughout, a hurricane-impact sliding glass door, and updated bathrooms. The primary suite features a beautifully tiled walk-in shower and double vanity, creating a spa-like retreat. The guest bedroom is designed to maximize comfort and flexibility, accommodating a king-size bed with an additional twin bunk above, ideal for hosting family and guests. The spacious screened-in porch provides an outdoor living space to enjoy year-round, whether sipping morning coffee or relaxing after a day at the beach. Owners and guests enjoy easy access to Coligny Plaza and the Atlantic Ocean. Treetops offers three community pools, tennis courts, and convenient access to shopping, dining, parks, and the island's scenic bike trails. Whether you're seeking a second home or an investment property, this villa offers an excellent opportunity in one of Hilton Head's most convenient and popular locations.

137 Cordillo Parkway Unit 8005, Hilton Head Island

Listing courtesy of Daniel Ravenel Sotheby's International Realty.

9 Shelter Cove Lane Unit 106, Hilton Head Island
$990,000
2 Beds ⋅ 3 Baths ⋅ 1,890 SqFt. ⋅ HILTONHEAD-504820 MLS
Shelter Cove Harbour community's most deluxe residence -- spacious & bright 2BR/2.5BA Main Sail Villa overlooking Shelter Cove Harbour & deepwater Broad Creek. Rarely listed Main Sail is Shelter Cove's newest & most well-appointed waterfront property with private gate access, outside & under-building parking along with convenient private storage room. Beautifully updated villa with quality Travertine tile throughout, smart Ethan Allen furniture package, large mounted Smart televisions in living room & each bedroom, ensuite bathrooms with walk-in closets, custom showers, electric commodes, & soaker tub. Excellent bedroom separation with open floorplan, lots of sunlight, large windows and sliders leading to screened balcony overlooking the harbour and 2nd balcony with casual pool/spa view. 2022 improvements include redesigned custom closets, new furnishings, new washer/dryer, plus new range with induction cooktop. Stroll to the harbour & marina to enjoy shops, restaurants, and the sunset over the Broad Creek. You'll enjoy the sense of privacy and elegance at Main Sail each time you enter the gate!

9 Shelter Cove Lane Unit 106, Hilton Head Island

Listing courtesy of Dunes Real Estate.

13 Beach Lagoon Road, Hilton Head Island
$2,995,000
6 Beds ⋅ 8 Baths ⋅ 4,685 SqFt. ⋅ HILTONHEAD-504849 MLS
Welcome to 13 Beach Lagoon, a classic 2nd-row home in the coveted "Gold Coast" area of Sea Pines offering an exceptional location just steps to the beach and outstanding investment potential. Situated on a large lot with generous backyard space, this property provides rare room to expand, redesign, or create your ideal outdoor oasis. The fenced yard and expansive outdoor areas add both privacy and versatility. The home features a spacious floor plan with vaulted ceilings, multiple living areas, and abundant natural light, along with wonderful architectural charm throughout. Generous bedrooms are thoughtfully separated for privacy, creating an ideal layout for family and guests. An elevator shaft is already in place, offering future convenience and accessibility. Expansive decking and porch areas overlook the sizable backyard, including one of the largest screened porches you'll find in Sea Pines - an incredible space for relaxing or entertaining. There is ample room to add enhancements such as a pool while still maintaining substantial outdoor living space. Additional highlights include a 2-car side-entry garage and a flexible layout ready for your updates and vision. This is a rare opportunity to renovate and truly make it your own. Whether you're looking to create a custom coastal retreat or invest in a high-demand rental location, the setting, lot size, and layout make this property especially appealing. Enjoy access to Sea Pines' beaches, bike trails, golf, marina, and dining - all from this prime 2nd-row location. 13 Beach Lagoon offers location, space, character, and unlimited potential.

13 Beach Lagoon Road, Hilton Head Island

Listing courtesy of Charter One Realty.

4 Plantation Drive, Hilton Head Island
$4,995,000
5 Beds ⋅ 6 Baths ⋅ 4,965 SqFt. ⋅ HILTONHEAD-503477 MLS
A rare οpportunіtу, neѕtlеd οn ovеr 2 аcres in populаr Sеa Pines. This Lowcountry, custom estate features a private, detached multi-purpose cottage, quietly located in the rear of the property, accessed exclusively by a land bridge. A beautifully curated 5 bedroom compound, set among majestic live oaks and pines, offers a sanctuary with single level living on the main floor, a private lagoon, pool/spa along with multiple outdoor spaces, ideal for entertaining. Throughout the main living areas you'll find rich hardwood floors, beautiful trim details and walls finished in sophisticated, classic neutral tones-creamy whites and warm taupes. The kitchen sets the tone of the home with natural dolomite countertops, taupe perimeter and island cabinets with custom arched oak upper cabinets flanking the range, complete with pure brass hardware. The mix of traditional selections is balanced with a modern, linear light fixture over the island. The scullery kitchen provides ample prep space and storage in addition to a dedicated pantry. Enjoy mixing cocktails in the well appointed wet bar with floating shelves and knurled brass plumbing. Features in the bathrooms include timeless marble mosaics paired effortlessly with curated ceramics complete with custom cabinetry and classic hardware selections. This commitment to mixing the traditional with modern, high-end selections guarantees a home that will never go out of style. Experience working remotely in the study featuring custom built-in desks. Dramatic, cathedral ceilings make the home feel larger than life. A media room invites you to relax and linger. Details abound with ceilings trimmed in tongue and groove, shiplap walls, custom wood stained wall paneling, arched built-ins, custom built-in office. The versatile guest cottage welcomes friends and family, featuring a living room, wet bar, bedroom, full bathroom, and additional garage space for up to three vehicles. An expansive screened porch enhances the outdoor experience, making it perfect for gatherings such as oyster roasts or bourbon tastings, or simply relaxing while enjoying the picturesque natural surroundings. Experience a home that seamlessly integrates classic design with modern living amidst the scenic beauty rooted in Lowcountry heritage.This property offers a unique experience of residing on a secluded estate with world-class amenities including golf, tennis, stables, a nature preserve, restaurants and shops just a stroll away.

4 Plantation Drive, Hilton Head Island

Listing courtesy of Howard Hanna Allen Tate Lowcountry.

380 Marshland Road Unit F31, Hilton Head Island
$299,900
2 Beds ⋅ 2 Baths ⋅ 1,072 SqFt. ⋅ HILTONHEAD-501730 MLS
Move‐in readу 2‐bedrοοm Ѕummerhοuѕe condo with updatеd bathrοom, kitchen, flooring and quality furniture which can stay. Unit has a screened porch, walk-in closets, stainless appliances, pretty fireplace, garden tub in stylish primary bath, laundry room with washer and dryer, vaulted living room, wood floors, office nook, and located on top floor with no noise above you! Gorgeous well-landscaped pet friendly complex with security gate, community pool with propane grills and kitchen area, hot tub, and comfy furniture with tv area, large community room, fitness center, and car wash. This community is a perfect location just off the parkway, and in-between the north and south end for easy commuting around the island. BEST VALUE IN SUMMERHOUSE!!

380 Marshland Road Unit F31, Hilton Head Island

Listing courtesy of Keller Williams Realty.

137 Cordillo Parkway Unit 8002, Hilton Head Island
$495,000
2 Beds ⋅ 2 Baths ⋅ 1,086 SqFt. ⋅ HILTONHEAD-501418 MLS
One-οf-a-kіnd οpрοrtunіty јuѕt a short walk to the beаch. Τhis beautifully maintained 2-bedroom, 2 full bath second-floor end unit offers both comfort and convenience. The screened-in, eat-in porch features a new remote-controlled ceiling fan and overlooks a night-lit, gated backyard pool with cabana restrooms also visible from the living room and one of the bedrooms. The main living areas boast cathedral ceilings and are filled with natural light thanks to numerous windows throughout. The home features all hardwood floors, a wet bar sink in the dining area, and a newly installed A/C system, washer-dryer, dishwasher, disposal, and refrigerator with ice maker. A keyless coded door lock provides added security and convenience. The property includes beautifully framed rare artwork and is completely furnished with like-new, high-quality furnishings. With many closets for storage and only one owner over the past 22 years, this exceptionally well-cared-for unit is truly move-in ready. Don't miss out on this rare find, wont last long!

137 Cordillo Parkway Unit 8002, Hilton Head Island

Listing courtesy of Charter One Realty.

380 Marshland Road Unit J38, Hilton Head Island
$349,900
2 Beds ⋅ 2 Baths ⋅ 1,060 SqFt. ⋅ HILTONHEAD-500697 MLS
Beautiful Penthouse Villa, fully furnished and Just Painted! This home has a Fireplace, Spacious and private Screened Porch, wood floors (NO CARPET), washer/dryer in unit, walk in closets in each bedroom, furniture grade Vanities in each bathroom, granite counters, stainless steel appliances. The porch has lovely views plus a storage closet. This is a perfect 2nd home getaway or a primary residence as the Location is central to reach anywhere on Hilton Head Island, especially the beach, golf courses, tennis, Cross Island Parkway and Hilton Head Island Airport (HHH). Since it has everything, even the plates and silverware, you can begin enjoying this idyllic retreat immediately. Hard to find something this nice at this price on the island. (Note: this is a 3rd floor walk up, no elevator) Don't miss this opportunity to own instead of renting.

380 Marshland Road Unit J38, Hilton Head Island

Listing courtesy of EXP Realty LLC.

59 Turnbridge Drive, Hilton Head Island
$2,995,000
5 Beds ⋅ 6 Baths ⋅ 5,336 SqFt. ⋅ HILTONHEAD-454359 MLS
Discover timeless elegance in this exceptional Long Cove residence-first time on the market. Situated on one of the finest homesites in the community, this property overlooks Broad Creek, the marsh, and the 14th green of the Pete Dye Golf Course. The home features 5 spacious ensuite bedrooms, including a first-floor primary suite. Enjoy several living areas, a home office with detailed woodworking, and two upstairs bedrooms that open to a balcony & beautiful water view. Outdoor spaces shine with a screened porch, tiered decks, custom pool, and amazing sunsets over the water. New roof (2023), 3-car garage, and just a short walk to the marina! (Virtual staging has been used in some photographs)

59 Turnbridge Drive, Hilton Head Island

Listing courtesy of Charter One Realty.

14 Grandview Court Unit 12, Hilton Head Island
$1,495,900
4 Beds ⋅ 4 Baths ⋅ 2,201 SqFt. ⋅ HILTONHEAD-450640 MLS
Luxury New Construction Townhomes with Deep Water Views! Don't miss this rare opportunity to own a brand-new townhome in the highly sought-after Hilton Head Plantation. These thoughtfully designed residences feature exceptional floor plans, two-car garages, and breathtaking deep water views of the Intracoastal Waterway. Ideally located just steps from Skull Creek Marina, home to the Freedom Boat Club, and moments from the vibrant amenities and activities at the Country Club of Hilton Head. The setting is further distinguished by its proximity to the historic Talbird Cemetery, a preserved and active cemetery that remains an important part of the island's heritage. Located behind the new Waterway phase, it serves as a meaningful reminder of Hilton Head's rich history and has been respectfully maintained as part of the surrounding landscape.

14 Grandview Court Unit 12, Hilton Head Island

Listing courtesy of Charter One Realty.

12 Grandview Court Unit 10, Hilton Head Island
$1,550,900
4 Beds ⋅ 4 Baths ⋅ 2,546 SqFt. ⋅ HILTONHEAD-450638 MLS
Luxury New Construction Townhomes with Deep Water Views! Don't miss this rare opportunity to own a brand-new townhome in the highly sought-after Hilton Head Plantation. These thoughtfully designed residences feature exceptional floor plans, two-car garages, and breathtaking deep water views of the Intracoastal Waterway. Ideally located just steps from Skull Creek Marina, home to the Freedom Boat Club, and moments from the vibrant amenities and activities at the Country Club of Hilton Head. The setting is further distinguished by its proximity to the historic Talbird Cemetery, a preserved and active cemetery that remains an important part of the island's heritage. Located behind the new Waterway phase, it serves as a meaningful reminder of Hilton Head's rich history and has been respectfully maintained as part of the surrounding landscape.

12 Grandview Court Unit 10, Hilton Head Island

Listing courtesy of Charter One Realty.

10 Grandview Court Unit 8, Hilton Head Island
$1,695,900
4 Beds ⋅ 4 Baths ⋅ 2,563 SqFt. ⋅ HILTONHEAD-450637 MLS
Luxury New Construction Townhomes with Deep Water Views! Don't miss this rare opportunity to own a brand-new townhome in the highly sought-after Hilton Head Plantation. These thoughtfully designed residences feature exceptional floor plans, two-car garages, and breathtaking deep water views of the Intracoastal Waterway. Ideally located just steps from Skull Creek Marina, home to the Freedom Boat Club, and moments from the vibrant amenities and activities at the Country Club of Hilton Head. The setting is further distinguished by its proximity to the historic Talbird Cemetery, a preserved and active cemetery that remains an important part of the island's heritage. Located behind the new Waterway phase, it serves as a meaningful reminder of Hilton Head's rich history and has been respectfully maintained as part of the surrounding landscape.

10 Grandview Court Unit 8, Hilton Head Island

Listing courtesy of Charter One Realty.

8 Grandview Court Unit 6, Hilton Head Island
$1,795,900
4 Beds ⋅ 3 Baths ⋅ 2,334 SqFt. ⋅ HILTONHEAD-450636 MLS
Luxury New Construction Townhomes with Deep Water Views! Don't miss this rare opportunity to own a brand-new townhome in the highly sought-after Hilton Head Plantation. These thoughtfully designed residences feature exceptional floor plans, two-car garages, and breathtaking deep water views of the Intracoastal Waterway. Ideally located just steps from Skull Creek Marina, home to the Freedom Boat Club, and moments from the vibrant amenities and activities at the Country Club of Hilton Head. The setting is further distinguished by its proximity to the historic Talbird Cemetery, a preserved and active cemetery that remains an important part of the island's heritage. Located behind the new Waterway phase, it serves as a meaningful reminder of Hilton Head's rich history and has been respectfully maintained as part of the surrounding landscape.

8 Grandview Court Unit 6, Hilton Head Island

Listing courtesy of Charter One Realty.

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