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4 Sparwheel Lane, Hilton Head Island
$1,525,000
3 Beds ⋅ 4 Baths ⋅ 3,078 SqFt. ⋅ HILTONHEAD-513235 MLS
Excеptionаl thrеe‐bеdrοom, 3.5‐bаth patio home in рreѕtigious gated Windmill Harbour, home of the South Carolina Yacht Club, offering an unparalleled Lowcountry boating lifestyle. Built by acclaimed Sandcastle Construction, this all-block home combines quality craftsmanship with elegant, comfortable living. The light-filled main level features a beautifully appointed kitchen with quartz countertops, gas cooktop, stainless-steel appliances, abundant cabinetry, and a spacious butler's pantry with double ovens and warming drawers. The kitchen opens seamlessly to the living and dining areas, while the breakfast area and adjacent office/reading room overlook a tranquil lagoon. New upstairs flooring, custom closet systems, and stylish new light fixtures add a fresh, sophisticated feel throughout. Outside, inviting porches and a beautiful brick patio provide ideal spaces for relaxing or entertaining while enjoying the serene Lowcountry setting. A rare opportunity to enjoy refined island living in one of Hilton Head's premier gated waterfront communities.

4 Sparwheel Lane, Hilton Head Island

Listing courtesy of Windmill Harbour Real Estate.

625 Spanish Wells Road Unit Unit 6, Hilton Head Island
$599,000
2 Beds ⋅ 2 Baths ⋅ 1,203 SqFt. ⋅ HILTONHEAD-512893 MLS
Welcome to Sarah's Cottage at Bryant Park Cottages, a beautifully maintained detached home nestled in the heart of Mid-Island Hilton Head. Inspired by the renowned Ross Chapin neighborhood design, this charming community embraces "front porch" living, creating a warm and welcoming sense of connection. From the inviting front porch, enjoy tranquil views across the expansive community courtyard toward the community pool. Garden trails wind throughout the neighborhood, adding to the peaceful, walkable setting and inviting residents to slow down and enjoy the outdoors.Inside, thoughtful design and recent updates make this cottage truly move-in ready. The primary suite is conveniently located on the main level, while vaulted cathedral ceilings and skylights fill the living spaces with natural light. A gas fireplace creates a cozy focal point, complemented by built-in shelving that adds both character and functionality. The updated kitchen features all-new stainless steel appliances, while LVP flooring extends throughout the home. The entire interior has also been recently painted, offering a fresh, cohesive feel.The private detached garage provides secure parking and valuable additional storage, with convenient pull-down attic stairs leading to the attic space. A new HVAC system adds to the home's comfort and peace of mind.Bryant Park Cottages offers a unique blend of neighborhood charm, community amenities, and low-maintenance island living. With its inviting architecture, generous courtyard, pool, garden trails, and welcoming front-porch lifestyle, this is a special place to call home. Conveniently located near the Cross Island Parkway, Sarah's Cottage provides easy access to both sides of Hilton Head Island, making trips to the beaches, shopping, dining, golf, and other island amenities a breeze. Come experience the charm of cottage living in one of Mid-Island's most distinctive communities.

625 Spanish Wells Road Unit Unit 6, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

42 Wax Myrtle Court, Hilton Head Island
$729,000
4 Beds ⋅ 3 Baths ⋅ 2,065 SqFt. ⋅ HILTONHEAD-512779 MLS
FOUND! Lοok no further! .... Α unіque, uрgrаdеd and ѕuрer comfortable homе neѕtled in nature! No either or's.... has it all! Quiet yet connected.... Top of line amenities in a superbly managed community.... yet affordable and a very competitive POA/HOA! This spacious and wonderfully upgraded home with such a clever use of space will have you STUNNED! Four bedrooms OR 3 with study/office, delightful kitchen with a WOW (who knew) butler's pantry, super laundry and drop zone, spacious bedrooms with updated bathrooms, (including a half!) and large, open and light living areas with views onto a serene natural lagoon from screened in porch and recently refurbished deck! On a quiet cul-de-sac within easy reach of beautiful, renovated club house with wonderful restaurant, driving range, two outstanding golf courses! A short drive to the well appointed Bostwick Point, the marvelous heated, salt water lap pool, baby pool and general family pool, fitness center, dog park, and boat dock. Pickle ball, Tennis, Stables .... It does NOT get better than this at this price!!!

42 Wax Myrtle Court, Hilton Head Island

Listing courtesy of Renew Realty, LLC.

5 Possum Lane, Hilton Head Island
$799,000
3 Beds ⋅ 2 Baths ⋅ 1,590 SqFt. ⋅ HILTONHEAD-512728 MLS
Fantastic opportunity to own a spacious, single-level 3-bedroom, 2-bath home in a peaceful Club Course setting! Offering just under 1,600 square feet, this home features a move-in-ready foundation with plenty of opportunity to add your own personal touches.The inviting living room features a tray ceiling, fireplace, and built-in cabinetry, creating a comfortable space for relaxing or entertaining. Step outside to the oversized rear deck-ideal for outdoor dining, entertaining family and friends, or simply unwinding at the end of the day. Enjoy the convenience of being able to leave the car at home and walk or bike to nearby restaurants, shopping, the movie theater, and grocery stores. The combination of a quiet residential setting and easy access to everyday conveniences makes this location especially appealing.With one-level living, three bedrooms, two full baths, generous outdoor space, and approximately 1,600 square feet, this home is a great alternative to villa living. Whether you're looking for a primary residence, second home, or Hilton Head Island getaway, this property offers tremendous potential and value. Bring your finishing touches and make it your own! Inspections welcome but home sold AS-IS.

5 Possum Lane, Hilton Head Island

Listing courtesy of DOT REAL ESTATE.

2017 Deer Island Road, Hilton Head Island
$749,900
1 Beds ⋅ 2 Baths ⋅ 816 SqFt. ⋅ HILTONHEAD-512659 MLS
Rare opportunity to create your own Lowcountry retreat on Deer Island with expansive deep water views of the Calibogue Sound. Ready for a new vision, 2017 Deer Island offers incredible potential for someone looking to renovate and make it their own while taking full advantage of its exceptional waterfront setting. Enjoy ever changing views of the Sound, passing boats, and unforgettable sunsets right from home. Tucked beneath a canopy of mature oaks and palms, Deer Island feels wonderfully private while being just a short stroll from the heart of Harbour Town. Enjoy easy access to the marina, restaurants, shopping, golf, tennis, community pool, and miles of leisure trails throughout Sea Pines. An incredible opportunity to own on Deer Island and transform this property into something truly special.

2017 Deer Island Road, Hilton Head Island

Listing courtesy of Sea Pines Real Estate - The Cottage Group, LLC.

157 Otter Road, Hilton Head Island
$876,000
3 Beds ⋅ 2 Baths ⋅ 1,882 SqFt. ⋅ HILTONHEAD-512297 MLS
Welcome to effortless Lowcountry living in the desirable Club Course neighborhood of world-famous Sea Pines Resort. This beautifully maintained 3-bedroom, 2-bath Hilton Head Island home is light, bright, and move-in ready, offering the perfect combination of comfort, location, and island lifestyle. Thoughtful updates include new LVP flooring, fresh paint, updated primary bathroom, Trex decking, and a 2025 Trane HVAC system. The spacious back deck is ideal for outdoor dining, entertaining, or relaxing, while the large backyard offers space for a pool and for creating a private oasis. Located near the main gate of Sea Pines, this home provides quick and convenient access to everything Hilton Head Island has to offer while still enjoying the privacy and amenities of one of the island's most iconic communities. Sea Pines is home to three renowned public golf courses, miles of pristine beaches, numerous restaurants, Harbour Town, private owner and guest beach access at Tower Beach, and the exciting redevelopment of South Beach. From biking beneath moss-draped live oaks to golf, boating, dining, and days spent on the beach, the Sea Pines lifestyle is truly hard to beat. Hilton Head Island has also been recognized as the #1 Island in the U.S. for nine consecutive years, further reinforcing why so many people choose to call this special place home. Whether you're searching for a primary residence in Sea Pines, a Hilton Head Island second home, or a short-term rental investment / coastal getaway, this turnkey property is ready for its next owner. Move in, unpack, and start enjoying the Hilton Head Island lifestyle from day one. Schedule your in-person or live video walkthrough today.

157 Otter Road, Hilton Head Island

Listing courtesy of EXP Realty LLC.

13 Ocean N Point, Hilton Head Island
$2,950,000
4 Beds ⋅ 4 Baths ⋅ 3,300 SqFt. ⋅ HILTONHEAD-511945 MLS
Oceanfront living takes center stage at this inviting residence in Ocean Point, a private section of the prestigious Port Royal community on Hilton Head Island. Set along the Atlantic, the home enjoys an exceptional coastal setting, with the oceanfront property between the residence and beach maintained by Ocean Point-providing owners the beauty of this remarkable landscape without the responsibility of maintaining it themselves.Inside, the home offers a comfortable blend of classic character and refreshed coastal style, with spacious living areas designed to complement the spectacular setting. Warm heart-of-pine floors, a natural connection between the kitchen and Carolina Room, and multiple bedrooms with ocean views create an inviting island retreat. The first-floor primary suite offers a private escape, while generous gathering spaces are ideal for family and entertaining.Ocean Point owners enjoy a private pool immediately adjacent to the property, as well as exclusive beach access. Port Royal's exceptional amenities add even more to the lifestyle, including an oceanfront Olympic-size pool, Beach House, playground, fire pits, pickleball and tennis courts, leisure trails, and private security.Thoughtfully refreshed and beautifully appointed, this special oceanfront residence offers a rare opportunity to enjoy the best of Hilton Head Island-where the ocean, exceptional amenities, and relaxed coastal living are right outside your door.

13 Ocean N Point, Hilton Head Island

Listing courtesy of Charter One Realty.

20 Toppin Drive, Hilton Head Island
$580,000
2 Beds ⋅ 2 Baths ⋅ 2,030 SqFt. ⋅ HILTONHEAD-511687 MLS
This charming two bedroom home is one not to be missed!. Two story ceiling in living room with fireplace. Walls of windows allowing natural light to flow inside all day long! Updated kitchen appliances and counters. Tile and wood floors throughout, no carpet! Primary suite on first floor with cathedral ceiling, fireplace and large walk-in closet. Ensuite second bedroom and loft/sitting room/office on second floor. Rarely offered in these patio homes is a 2-car garage! Perfect for year-round living in beautiful Moss Creek! Enjoy all MC has to offer; amenities include 2 championship golf courses. beautifully remodeled clubhouse, 4 pickleball courts, Racket Center with 7 Har Tur Courts, Equestrian Center, 5 Fishing/crabbing docks, marina, 2 nature preserves, Bocce Courts, Dog Park, firepits and miles of leisure trails. Don't miss this special opportunity!

20 Toppin Drive, Hilton Head Island

Listing courtesy of Sea Pines Real Estate - The Cottage Group, LLC.

33 Oak Court, Hilton Head Island
$925,000
2 Beds ⋅ 3 Baths ⋅ 2,032 SqFt. ⋅ HILTONHEAD-511564 MLS
Beautifully renovated 2BR/2.5BA home in the heart of Sea Pines offering exceptional privacy on a corner lot backing to protected open space and an adjacent unbuildable lot. From the charming courtyard entry with privacy gate to the expansive outdoor living space, every detail has been designed for comfortable everyday living and effortless entertaining. Open kitchen, dining and living areas, separate den with fireplace and built-ins, smooth ceilings, parquet floors, renovated kitchen and owner's bath, spacious guest suite, expansive deck with covered pergola, 2016 roof and 2023 Lennox HVAC, and parking for 3 cars. Located in one of Sea Pines' most welcoming neighborhoods where neighbors truly know one another. Located within the world-renowned Sea Pines Resort, owners enjoy easy access to miles of leisure trails, championship golf, beaches, tennis, pickleball, Harbour Town, South Beach Marina, restaurants, shopping, and countless outdoor activities. Whether you're searching for a primary residence, second home, or Lowcountry getaway, 33 Oak Court delivers privacy, comfort, and timeless appeal in one of Hilton Head Island's most sought-after communities.

33 Oak Court, Hilton Head Island

Listing courtesy of Charter One Realty.

31 Ocean S Point, Hilton Head Island
$2,500,000
3 Beds ⋅ 4 Baths ⋅ 2,869 SqFt. ⋅ HILTONHEAD-511247 MLS
Experience the quintessential beachside lifestyle in this residence reminiscent of historic, coastal cottages of years past. The home's interior wraps you in rich character with washed pine walls, crisp painted wood ceilings, and beautifully refinished pine floors, striking balance between nostalgic coastal elegance and modern sophistication. The heart of the home kitchen appointed with 6-burner Viking gas cooktop, convenient refrigerator drawers, a warming drawer, wine cooler and spacious pantry. Included are stone countertops and island with bar seating, open to Great Room and Carolina Room/Dining overlooking water view. Split-floorplan prioritizes privacy with the Owners ensuite and lounge occupying one wing overlooking the water view separated by a gallery hallway leading to two private guest ensuites in separate wing. Enjoy peace of mind with updated operating systems including backup whole-house generator, newer HVAC and ductwork, tankless water heater, new plumbing pipes, young roof & spray foam insulation beneath main floor. Exterior painted within the last 4 years and features high-end permeable driveway & walkway pavers, blending curb appeal with eco-friendly design. Just an easy, short stroll away from two community pools and the sandy shore, this home offers move-in-ready, oceanside living at its finest!

31 Ocean S Point, Hilton Head Island

Listing courtesy of Charter One Realty.

25 Fernwood Court, Hilton Head Island
$620,000
3 Beds ⋅ 2 Baths ⋅ 1,610 SqFt. ⋅ HILTONHEAD-511050 MLS
Welcomе to eaѕу livіng іn thе deѕіrable Fernwood communіty wіthin Hilton Head Plantation. Tucked into one of the neighborhood's most private settings, this beautifully maintained one-story residence offers the comfort and feel of a single-family home. Surrounded by mature landscaping, the 3-bedroom, 2-bath home provides exceptional privacy with wooded and distant views of Dolphin Head Golf Course. Offering 1,610 square feet of thoughtfully designed space, plus a spacious screened porch that serves as a true outdoor living room, the home lives much larger than its size. Inside, warm and inviting spaces feature a fireplace, soaring finished ceilings accented with beadboard and wainscoting, a comfortable living room, separate dining area, and an eat-in kitchen perfect for casual mornings or entertaining friends and family. The seamless connection between the indoor living areas and the screened porch creates the perfect setting to enjoy Hilton Head's year-round coastal climate.Fernwood offers the ideal "lock-and-leave" lifestyle. Owners enjoy the privacy and comfort of a detached home while the community's thoughtfully maintained appearance preserves its charm and appeal. Life in Hilton Head Plantation includes some of the island's finest amenities, including the Dolphin Head Recreation Area, Pine Island Beach, community pool with lazy river, fire pits, playground, community centers, restaurant, miles of leisure trails, and 4 championship golf courses. The Plantation's sought-after north-end location also provides convenient access to shopping, dining, entertainment, and the island's main entrance.With no short-term or weekly vacation rentals permitted, Fernwood offers a peaceful residential atmosphere, making it an exceptional choice for a primary residence, second home, or anyone seeking carefree island living.

25 Fernwood Court, Hilton Head Island

Listing courtesy of Charter One Realty.

5 Stable Gate Road, Hilton Head Island
$649,999
2 Beds ⋅ 3 Baths ⋅ 1,575 SqFt. ⋅ HILTONHEAD-510759 MLS
Expеriencе ultіmatе Ꮮοwcοuntrу luxury in this fully renοvatеd single-story home inside the private club community of Moss Creek. Completely updated inside and out in 2026, this no steps layout is designed for seamless accessibility and modern living. The open floor plan features two primary suites, a versatile flex room, an expanded laundry room, and an elegant powder bath. Every detail reflects high-end craftsmanship and pristine finishes. Located just minutes from Hilton Head Island, this gated community offers premier resort-style amenities. Enjoy exclusive access to two -18 hole championship Fazio courses, a vibrant tennis and pickleball center, a private deep-water marina, and miles of scenic walking trails. The waterfront clubhouse features recently refreshed dining and social spaces. Whether you're searching for a turn-key golf property, single-level living, or a coastal retreat. This renovated move-in-ready home offers the perfect opportunity.

5 Stable Gate Road, Hilton Head Island

Listing courtesy of Charter One Realty.

625 Spanish Wells Road Unit Unit 9, Hilton Head Island
$550,000
3 Beds ⋅ 2 Baths ⋅ 1,277 SqFt. ⋅ HILTONHEAD-510514 MLS
OPEΝ HOUSΕ thіs Ѕundау, 10/4 from 12ΡΜ-2PM. $15,000 SELLΕR-ΡAID CREDIT AT CLOSING, applied to a 2-1 Mortgage Interest Rate Buydown, providing a first-year rate 2% below current market rates and a second-year rate 1% below. Prefer to apply it toward closing costs or future improvements? That works, too. One of the finest values under $600K on Hilton Head Island. With no short-term rentals permitted in Bryant Park, this is a community built for those who want to live here and love it. Cottage 9 is available for immediate occupancy and a quick closing. Cottage 9, known as Molly's Cottage, is back on the market through no fault of the seller or the home itself, offering a rare chance to own a green-built, detached home in one of the Island's most charming communities. Located in Bryant Park, Ross Chapin's celebrated pocket neighborhood design, this home overlooks the center green and community pool, surrounded by lush plantings and connecting walkways. The main level features a comfortable bedroom suite, while upstairs offers two additional bedrooms alongside a versatile loft space, perfect for a home office, study, wellness area, or library. Designed to make the most of every square foot, the layout is open and comfortable, filled with natural light, quality finishes, and a well-equipped kitchen. A detached garage provides additional convenience and storage, while the backyard offers room to create your own private courtyard retreat. With its storybook charm and connecting walkways, Bryant Park is truly unlike anything else on Hilton Head Island, a neighborhood built around genuine connection where front porches and shared pathways naturally bring people together. For those seeking an expanded Island lifestyle, social and golf memberships are available at Spanish Wells Club, less than a 2-minute drive away, offering private golf, tennis, and deepwater dock access. The home is only 9 minutes from one of Hilton Head Island's most famous beaches, Coligny Beach, and just minutes from shopping, dining, and healthcare. To learn more about the pocket neighborhood concept, visit Ross Chapin online.

625 Spanish Wells Road Unit Unit 9, Hilton Head Island

Listing courtesy of ELEVE PROPERTIES Brokered by EXP Realty.

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.

22 Stable Gate Road, Hilton Head Island
$475,000
2 Beds ⋅ 2 Baths ⋅ 1,330 SqFt. ⋅ HILTONHEAD-501796 MLS
Don't misѕ this inсrеdiblе οрpοrtunіty to own in sought-аfter Μoss Creek! This charming single-story residence offers 2 bedrooms, 2 bathrooms, and peaceful saltwater lagoon views, all just steps from the neighborhood pool. Beautifully renovated throughout, this home features new kitchen cabinets, countertops, and appliances, along with new bathroom vanities, new carpet in the bedrooms, scraped ceilings, and fresh interior paint. The thoughtful updates make this home move-in ready while still offering the relaxed Lowcountry lifestyle Moss Creek is known for. Moss Creek is a private, gated community with exceptional amenities, including two championship golf courses, deep-water boat slips, clubhouse dining, tennis and pickleball courts, playgrounds, a fitness center with classes, and resort-style pools. Whether you are looking for a primary residence, second home, or investment property, this beautifully updated home is full of potential and won't last long.

22 Stable Gate Road, Hilton Head Island

Listing courtesy of Charter One Realty.

10 Wax Myrtle Court, Hilton Head Island
$698,000
3 Beds ⋅ 3 Baths ⋅ 2,241 SqFt. ⋅ HILTONHEAD-454493 MLS
Among the bеst valueѕ іn Mοѕѕ Creеk аt just $312 per square fοot, thіs exceptionally well-built and meticulously maintained home offers an outstanding opportunity to own a quality property in one of Hilton Head's premier private communities. Architectural details include soaring 12-foot coffered ceilings, crown molding, craftsman-quality millwork, and rounded corners throughout. The updated kitchen features GE Profile appliances, a gas range, convection oven, and speed convection microwave. Expansive family room windows frame peaceful lagoon views and open to a large covered back porch, creating the perfect setting for indoor-outdoor Lowcountry living. Priced to allow the next owner to customize cosmetic finishes while enjoying the confidence of a quality, meticulously maintained home. The photo gallery includes several digitally enhanced images illustrating how simple cosmetic updates can transform the home's appearance. Moss Creek offers spectacular Lowcountry scenery and an exceptional lifestyle with two private 18-hole golf courses, lighted Har-Tru tennis courts, pickleball, a deep-water marina, dry boat storage, a beautifully updated clubhouse, fitness facilities, pools, miles of nature trails, and much more. Owner LSCRA.

10 Wax Myrtle Court, Hilton Head Island

Listing courtesy of Dunes Real Estate.

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