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$2,195,000
4 Beds ⋅ 5 Baths ⋅ 2,930 SqFt. ⋅ HILTONHEAD-512616 MLS
Just 100 yards from the Atlantic Ocean, this 4-bedroom, 4.5-bath Singleton Beach home offers an exceptional combination of beach proximity, beautiful marsh views, and relaxed coastal living. With 2,930 sq. ft., the home features a private pool, elevator, two-car garage, and multiple balconies designed to take advantage of the surrounding island scenery and coastal breezes. Each bedroom offers its own en-suite bath, while the primary suite enjoys a private balcony overlooking the marsh. The versatile layout is ideal as a primary residence, second home, or vacation rental investment. Enjoy an easy walk to the beach along with convenient access to Chaplin Park, bike paths, pickleball, shopping, dining, and Coco's on the Beach. Ideally positioned in the heart of Hilton Head Island, this Singleton Beach property delivers the sought-after combination of ocean access, marsh views, private outdoor living, and strong rental potential. Rental projection available.

91 Singleton Beach Road, Hilton Head Island

Listing courtesy of Daniel Ravenel Sotheby's International 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.

$1,299,000
4 Beds ⋅ 3 Baths ⋅ 2,298 SqFt. ⋅ HILTONHEAD-512456 MLS
No HOA! Rare find! .74 acres with marsh frontage. Enough land to subdivide into 2 lots, possibly 3. One existing home with 4 bedrooms and 3 bathrooms. This beautiful home has vaulted ceilings with wood and tile flooring throughout. A huge shaded Southern porch lends itself to an inviting and relaxing atmosphere while the rear sundeck off the kitchen offers additional outside space. Lush landscape and flower beds, including loquat and fruit trees add to the Lowcountry feel. The home has a large custom patio with a surrounding tiled seating area and fire pit. The attached 2nd story apartment has its own entrance, vaulted ceilings and 2 oversized light filled rooms with a separate kitchen. The lower level has 3 studio apartments, each with its own private entrance, full bath, individual heat and air units. This entire attached former garage and upstairs apartment can be reconfigured to a full size home, mother-in-law suite, ADU, or another garage with endless possibilities. This spacious .74 acreage has unlimited potential and is zoned for a 2nd residence, possibly 3. The sprawling driveway and yard offers room to store your, boat, toys, equipment, RV and more. Tucked away off the main road and five minutes to a boat launch and bridge to the mainland, creating a private compound. Walking distance to restaurants, bars, multiple town parks, schools, and the Island Recreation Center offering swimming, basketball, gym and much more. Current long-term rental income is $90K+ per year. Owner financing with 10% down, and/or open to trades. Owner is SCREA

23 Reggies Road, Hilton Head Island

Listing courtesy of Hilton Head Properties.

$650,000
4 Beds ⋅ 4 Baths ⋅ 1,939 SqFt. ⋅ HILTONHEAD-512286 MLS
Welcome to this charming Charleston-style 4-bedroom, 3.5-bath home overlooking the lagoon in the gated community of Victoria Square. Designed across three levels, the home offers a flexible floor plan with a true fourth bedroom and full bath on the first floor-ideal for giving guests a private space of their own-along with direct access to a spacious screened patio. The beautifully updated kitchen features crisp white cabinetry, stone countertops, a tile backsplash, and generous workspace, opening to a bright dining area surrounded by windows. The comfortable living room offers space to relax, a nook for your special piece of furniture or a convenient placement for a desk and flows onto an oversized screened porch, creating an inviting space for relaxing or entertaining while enjoying the lagoon setting. The third-floor primary suite opens to its own private balcony, while three distinct levels of outdoor living provide plenty of ways to enjoy Hilton Head's coastal climate. Additional features include a welcoming front porch, abundant storage, and a spacious tandem garage offering plenty of room for parking, a workshop, bikes, beach gear, and more. Centrally located on Hilton Head Island, Victoria Square offers low HOA fees and desirable amenities, including a community pool, playground, leisure trails, a two-acre lagoon, security gate, and convenient boat and RV storage. Shopping, waterfront dining, parks, and everyday conveniences are easily accessible...and the beach is a short ride away. This is an excellent opportunity to enjoy a spacious island home, flexible guest accommodations, and relaxed Lowcountry living in a convenient mid-island location.

65 Victoria Square Drive, Hilton Head Island

Listing courtesy of Keller Williams 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.

$1,295,000
4 Beds ⋅ 4 Baths ⋅ 3,126 SqFt. ⋅ HILTONHEAD-512185 MLS
Lake views, abundant natural light, and a spacious corner setting define this 4BD/4BA home offering approximately 3,126 heated square feet. Positioned on a corner home site, the home enjoys water views from two sides for an added sense of openness and privacy. The main living level features an open layout with coffered ceilings, custom shiplap, fireplace, and gourmet kitchen, while generous windows fill the space with natural light. Just off the main living area, the screened balcony overlooks Lake Russell and provides a comfortable spot for morning coffee, evening sunsets, or simply enjoying the Lowcountry setting. A private elevator connects each level, including the climate-controlled ground floor, where you'll find one of the home's most memorable features, a custom "Little Big Bamboo" bar inspired by Hilton Head's Big Bamboo Cafe. An additional flex room provides space for a home gym, hobbies, or other creative uses. The three-door garage offers tandem parking for 4 cars plus plenty of room for a golf cart, bikes, beach gear, workshop space, and storage. With its corner location, lake views, flexible ground level, oversized garage, and thoughtful details throughout, this home offers the space and versatility to accommodate a variety of needs,interests, and lifestyles.

32 Hackney Pony Lane, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

$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.

$949,000
4 Beds ⋅ 5 Baths ⋅ 2,887 SqFt. ⋅ HILTONHEAD-511895 MLS
Deep-water views, no HOA or POA, nearly half an acre, and a Hilton Head address-The Old Ferry Keeper's coastal cottage offers a rare combination of location, history, and flexibility. Wake up to beautiful water views from the primary bedroom or enjoy the Lowcountry scenery with morning coffee on the open front porch. Located in Buckingham Landing, this newly renovated 4-bedroom, 4.5-bath coastal home features solid white oak hardwood floors, custom white oak trim, shiplap accents, and fresh paint. The renovated chef's kitchen includes a marble island, quartz countertops, and new high-end appliances. Upstairs are three spacious bedrooms and three baths, including two recently updated bathrooms and a Jack-and-Jill layout. Downstairs, a private fourth bedroom, full bath, and laundry area provide flexible space for guests, a home office, or potential rental income. Additional features include a whole-home water filtration system, new washer and dryer, an updated 4-car garage with abundant storage and hobby space, a newly screened entertaining area, and plenty of room to add a pool. Enjoy a unique Lowcountry property with deep-water views, generous outdoor space, no HOA restrictions, and convenient access to the Buckingham Landing public boat ramp on Mackay Creek and the ICW - ideal for boating, fishing, kayaking, and exploring the Lowcountry waterways.

4 Big Oak Street, Hilton Head Island

Listing courtesy of Lowcountry Live Oak Realty.

$1,088,145
4 Beds ⋅ 3 Baths ⋅ 2,253 SqFt. ⋅ HILTONHEAD-511893 MLS
Nestled along the picturesque Jarvis Creek, this stunning new home boasts three levels of refined coastal living. The ground floor boasts a spacious two-car garage, a covered patio, and ample storage. The main level is perfect for entertaining, featuring an open-concept great room, dining area, and a large dream kitchen. There's also a study or an optional fourth bedroom with a powder room attached. The upper level is a private oasis, with a luxurious primary suite featuring a spa-like bath, walk-in closet, covered balcony, and two additional bedrooms and a shared bath. Welcome to Bailey's Cove where nature and low country living coexist in harmony

18 Burl Wood Court, Hilton Head Island

Listing courtesy of DFH Realty Georgia, LLC.

$1,062,990
4 Beds ⋅ 3 Baths ⋅ 2,439 SqFt. ⋅ HILTONHEAD-511861 MLS
Gracefully backing up to the marshes of Jarvis Creek. Bailey's Cove offers this exquisitely crafted three-story home which combines refined coastal style with modern comfort. The ground level offers a spacious two-car garage and covered patio. The main floor features a light-filled great room, open dining area, gourmet kitchen, guest quarters, full bath, laundry, and a covered balcony for effortless indoor-outdoor living. Upstairs, a serene primary suite boasts a spa-inspired bath, and walk-in closet. 2 additional bedrooms and loft sharing a full bath, completing this elegant lowcountry retreat.

54 Lone Cypress Trail, Hilton Head Island

Listing courtesy of DFH Realty Georgia, LLC.

$650,000
4 Beds ⋅ 3 Baths ⋅ 1,840 SqFt. ⋅ HILTONHEAD-511832 MLS
Welcome to this charming Charleston-style 4-bedroom, 2.5-bath home situated on a large corner lot in the desirable gated community of Victoria Square on Hilton Head Island. Designed for relaxed coastal living, this home offers an abundance of outdoor living spaces, including a cozy front porch, a screened patio on the first floor, an oversized screened porch off the living room, and a spacious open balcony off the primary suite on the top floor-perfect for soaking up the sunshine or enjoying peaceful evenings. The beautifully renovated kitchen features new appliances, full-height cabinetry, granite countertops with a matching backsplash, and tile flooring. The spacious living room is highlighted by a cozy fireplace, creating a warm and inviting gathering space. Upstairs, you'll find new luxury vinyl plank flooring throughout all bedrooms. Enjoy peace of mind with numerous recent upgrades, including a newer roof, gutters, French drain, ductwork, HVAC systems, and water heater. The private backyard has been enhanced with new landscaping, creating a tranquil outdoor retreat. Additional features include a two-car garage and an extended driveway for ample parking. Ideally located in the heart of Hilton Head Island, this home is just a short bike ride to the beach, parks, shopping, and restaurants. Victoria Square offers low HOA dues and outstanding amenities, including a community pool, playground, leisure trails, 2 acre lagoon, a security gate, and boat and RV storage, making it the perfect place to enjoy the Lowcountry lifestyle.

10 Victoria Square Drive, Hilton Head Island

Listing courtesy of Keller Williams Realty.

$619,000
4 Beds ⋅ 4 Baths ⋅ 2,625 SqFt. ⋅ HILTONHEAD-511634 MLS
Welcome to Peregrine Pointe, a quiet enclave on Hilton Head Island's convenient north end. Offering 2,625 square feet of living space, this well-designed home presents an exceptional opportunity for buyers seeking the space and privacy of a single-family home at an attainable price point.The ground level features a private-entry guest suite with its own living area and full bath, providing flexible space for extended family, guests, a home office, or multi-generational living.The elevated main living level is bright and inviting, offering an eat-in kitchen, spacious living room with fireplace, powder room, laundry closet, and a versatile den or flex room. A large covered screened porch extends the living space outdoors, creating the perfect spot to relax, entertain, or enjoy the coastal breeze year-round.Upstairs, the generous primary suite includes a walk-in shower, soaking tub, double vanity, and ample closet space. Two additional guest bedrooms share a Jack-and-Jill bath, creating a functional layout for family or visitors.Tucked away in a peaceful neighborhood just off Marshland Road, you'll enjoy convenient access to beaches, shopping, dining, schools, and everything Hilton Head Island has to offer. Whether you're searching for a primary residence, second home, or investment opportunity, this home delivers exceptional space, flexibility, and value in today's market. New roof 2026!

26 Peregrine Drive, Hilton Head Island

Listing courtesy of Charter One Realty.

$1,250,000
4 Beds ⋅ 4 Baths ⋅ 2,400 SqFt. ⋅ HILTONHEAD-511553 MLS
42 Ashton Cove Drive is a rare South Island opportunity! Beautifully updated throughout, this home features an open-concept floor plan, chef's kitchen, high-end finishes, and three spacious bedrooms with resort-style baths. The lower level offers a private one-bedroom apartment with a full kitchen, full bath, laundry, and flexible living space-ideal for guests, in-laws, a home office, or rental potential (where permitted). Enjoy expansive covered porches with breathtaking marsh views, an outdoor kitchen with beverage refrigerator, a large back yard, fire pit, and multiple entertaining areas. The oversized lower level also includes a 3+ car garage, workshop, and abundant storage. Community amenities include a pool and racquet courts. Offered furnished (excluding personal items). No short-term rentals.

42 Ashton Cove Drive, Hilton Head Island

Listing courtesy of Lowcountry Live Oak Realty.

$7,400,000
4 Beds ⋅ 6 Baths ⋅ 5,831 SqFt. ⋅ HILTONHEAD-511454 MLS
Cross your private bridge into one of Hilton Head Island's most discreet and protected oceanfront enclaves. Stella del Mare is one of only three beachfront communities on Hilton Head Island where short-term rentals are not permitted, ensuring year-round privacy, security, and a consistently quiet residential environment. This 4-bedroom, 5.5-bath Mediterranean estate offers a rare alternative to the island's oceanfront rentals. Positioned along the coveted Bradley Beach shoreline, this gated enclave of three Oceanfront homes and two 2nd row parcel provides expansive Atlantic views without the weekly rental influx common elsewhere. Originally featured nationally for its design and architectural significance, Stella del Mare set a new benchmark for luxury construction. Built by skilled European craftsmen using imported and timeless materials, the residence showcases hand-laid walnut flooring, carved travertine, silk wall coverings, Venetian glass, and custom wrought-iron detailing. Many architectural elements were sourced internationally to achieve authenticity and permanence rarely replicated today. Constructed using the Hebel Block system for superior durability, strength, and insulation, this home was designed to endure for generations. Every detail reflects substance over trend. Outdoor living includes a private courtyard, freshly renovated pool and spa, elevator access, and multiple oceanfront balconies designed for quiet sunrise mornings and uninterrupted coastal views - without the transient traffic associated with short-term rental communities. Recent enhancements include complete exterior stucco refinishing in 2024; replacement of numerous exterior windows, new geothermal HVAC system, and complete pool renovation demonstrating continued investment and meticulous care. This property presents the perfect offering for the discerning buyer seeking a legacy beachfront residence in a gated, owner-focused community - where privacy, architectural integrity, and long-term enjoyment take precedence.

3 Stella Del Mare Manor, Hilton Head Island

Listing courtesy of William Raveis - Carolina LLC.

$375,000
4 Beds ⋅ 3 Baths ⋅ 1,600 SqFt. ⋅ HILTONHEAD-511055 MLS
Perfectly positioned between Hilton Head Island and Bluffton, this rare detached home in The Gatherings offers the best of both worlds - single-family living with the ease of a condo association's worry-free exterior maintenance. Nestled on a quiet cul-de-sac, this elevated 4-bedroom home is one of only a few true four-bedroom properties in the community, making it a highly sought-after find in the Hilton Head Island real estate market. Enjoy serene marsh views right from home, plus a 1-car garage and additional storage space beneath. Residents of The Gatherings enjoy access to community amenities, including a pool and tennis courts, all just minutes from the shopping, dining, beaches, and golf that make Hilton Head Island and Bluffton, SC, two of the most desirable places to live on the East Coast.

19 Pine Burr E Road Unit 16, Hilton Head Island

Listing courtesy of Keller Williams Realty.

$699,990
4 Beds ⋅ 3 Baths ⋅ 2,253 SqFt. ⋅ HILTONHEAD-511033 MLS
Nestled along the picturesque Jarvis Creek, this stunning new home boasts three levels of refined coastal living. The ground floor boasts a spacious two-car garage, a covered patio, and ample storage. The main level is perfect for entertaining, featuring an open-concept great room, dining area, and a large dream kitchen. There's also a study or an optional fourth bedroom with a powder room attached. The upper level is a private oasis, with a luxurious primary suite featuring a spa-like bath, walk-in closet, covered balcony, and two additional bedrooms and a shared bath. Welcome to Bailey's Cove where nature and low country living coexist in harmony

166 Heartleaf Road, Hilton Head Island

Listing courtesy of DFH Realty Georgia, LLC.

$299,999
4 Beds ⋅ 3 Baths ⋅ 1,254 SqFt. ⋅ HILTONHEAD-510727 MLS
4BR/3BA stand-alone condo in The Gatherings community, Hilton Head Island. 1,950 sq ft. Two primary suites on the first floor for easy one-level living. Bright, open layout with abundant natural light. Enjoy the private deck overlooking serene lagoon views and wildlife.Community amenities: pool, tennis, basketball courts, and playground. Excellent location at the foot of the bridge with easy access to beaches, shops, restaurants, and Bluffton. Great investment opportunity for primary residence, vacation home, or rental income.

42 Wee Road Unit 42, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

$325,000
4 Beds ⋅ 3 Baths ⋅ 1,950 SqFt. ⋅ HILTONHEAD-510643 MLS
Beautifully remodeled & meticulously maintained 4-bed 3-bath home located in the lovely community of The Gatherings. Conveniently located at the mouth of the Hilton Head bridge, the home boasts a HHI address while being located in Bluffton; the location doesn't get much better. Newer cabinets, subway tile backsplash, and granite countertops invite you into the fresh kitchen space. 52 Salt Marsh offers a first-floor primary w/ a fully renovated bathroom and custom tiled shower, w/ laundry room and second bed/bath across the hall. Upstairs includes its own two-bedroom retreat and bath with a centrally located kitchenette separating the two spaces. A large back deck offers tranquil lagoon views. Technically classified as a condo, you get all the pros of villa living, yet with the space and privacy of a single-family home w/ a true lock and leave opportunity. The Gatherings easily offers the best bang for your buck in the area. Home was fully repainted in July 2026. HVAC replaced in 2022. The home has been fully replumbed w/ PEX and spray foamed with all new flooring. New tubs in both auxiliary bathrooms were added in July 2026. Home receives two assigned parking spots. This is truly a turn key opportuniy for a primary, secondary, or proven investment property.

52 Salt Marsh Drive Unit 52, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

$310,000
4 Beds ⋅ 3 Baths ⋅ 1,250 SqFt. ⋅ HILTONHEAD-510380 MLS
Motivated Seller. Nestled among mature trees in the desirable Gatherings community, this spacious 4bedroom, 3bath, 1741sq ft home offers the perfect blend of privacy, comfort and convenience. Soaring vaulted ceilings, abundance natural light, and an inviting fireplace create a warm and welcoming atmosphere. The open concept features hardwood flooring, a spacious kitchen and is a seamless flow between living, dining and entertaining areas. Large windows and sliding doors bring the outdoors in, showcasing peaceful wooded and lagoon views from nearly every room.The primary suite offers a relaxing retreat with generous closet space and an en-suite bath. Step outside to an expansive private deck overlooking a serene natural setting with lagoon.Steps away residents enjoy access to a community swimming pool, tennis courts and playground.Experience Lowcountry living at it's best in this charming home.The house has just been painted on the outside. The landscaping is well maintained by the regime. Security patrol on site. New washer, dryer, dishwasher, and new blinds and ceiling fans throughout the home. Two assigned parking spots, up to four vehicles. Zoned for Hilton Head Island schools. Convenient to Tanger Outlets, Bluffton and Savannah. HOA includes flood insurance.

58 Pine Burr Road Unit 58, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

$674,900
4 Beds ⋅ 3 Baths ⋅ 2,414 SqFt. ⋅ HILTONHEAD-510227 MLS
Welcome to Timbercrest, a beautiful tree-lined Hilton Head Island neighborhood with sidewalks, mature landscaping and a peaceful residential feel. This inviting 4-bedroom, 2.5-bath home offers generous living spaces and a flexible floor plan with plenty of room to grow. The expansive top-floor bedroom has an additional bathroom already underway, framed, drywalled and enclosed with a door, offering the opportunity to complete the space and create a 3.5-bath home. The main living areas flow easily outdoors to Trex decking and a paver fire pit area, perfect for enjoying the Lowcountry setting. Adding to the lifestyle is Spanish Wells Club, just a short walk, bike or golf cart ride away, with memberships available for purchase. Members can enjoy golf, tennis, pickleball and the outdoor pool, along with the waterfront clubhouse and Holbrook Grill overlooking Calibogue Sound. The club's deep-water day dock, covered pier, small beach and expansive waterfront areas offer incredible views and sunsets, with opportunities for fishing, boating, kayaking, paddleboarding and simply relaxing by the water. The paved driveway extends to a spacious two-car parking pad designed with a future detached garage in mind. Several homes in the neighborhood have added detached garages with finished second-level spaces, creating possibilities for a guest space, home office, game room or even a long term rental for additional investment potential. Timbercrest also offers an exceptionally convenient Island location, with quick access to the Cross Island Parkway and bridge, putting Hilton Head's south end or the route off-island just minutes away. Beaches, shopping, dining and everyday necessities are all close by. Whether you're looking for a primary residence or an Island getaway, this home combines a gorgeous established neighborhood, an enviable Lowcountry lifestyle, room to grow and exciting possibilities for the future.

22 Timbercrest Circle, Hilton Head Island

Listing courtesy of RE/MAX Island Realty.

$330,000
4 Beds ⋅ 3 Baths ⋅ 1,950 SqFt. ⋅ HILTONHEAD-510211 MLS
Perfectly positioned at the gateway to Hilton Head Island yet firmly rooted in the heart of beautiful and historic Bluffton, this precious 4-bedroom, 3-bath property offers more than just a place to live - it offers a way of life. Unlike a traditional condo or townhome, this home has no shared walls, no neighbors above or below, and lives just like a private single-family residence. You get the privacy, space, and independence of your own home, while enjoying the convenience and lower-maintenance lifestyle that comes with condominium ownership. Imagine mornings spent sipping coffee on your back deck as the birds and wildlife awaken around you. Inside, the home welcomes you with warm coastal charm, inviting spaces, and room for everyone you love. What truly sets this property apart is its place within the newly imagined community of The Gatherings. Designed around connection, friendship, and the simple joys of everyday life, this is a neighborhood where front porches matter, conversations happen naturally, and neighbors become lifelong friends. This isn't just another home for sale. It's a front-row seat to the beauty of the Lowcountry. A launching point for Island adventures. A place where memories will be made for years to come. A coastal cottage that captures everything people dream about when they imagine living where the marsh meets the ocean. Your Regime fee covers insurance, roof, security, exterior maintenance and trash collection - truly carefree living. Incredible opportunity for an investment property, second home or primary coastal escape. Some homes are viewed. Others are experienced. And this one simply must be seen to be fully appreciated. Come discover what life can look like when charm, location, community, and the beauty of the South Carolina coast come together in one unforgettable place.

48 Salt Marsh Drive Unit 48, Hilton Head Island

Listing courtesy of Charter One Realty.

$1,175,000
4 Beds ⋅ 4 Baths ⋅ 2,600 SqFt. ⋅ HILTONHEAD-509808 MLS
Experience breathtaking sunsets, panoramic marsh and deepwater views, and exceptional outdoor living from this one-of-a-kind custom home in Ashton Cove, an exclusive gated community of just 88 homes on Hilton Head's desirable South End. Ideally located near the beach, Cross Island Parkway, golf, parks, shopping, dining, and miles of leisure trails, this hidden gem offers the perfect blend of privacy, convenience, and coastal living.Designed to maximize spectacular views of Broad Creek, Calibogue Sound, and the ever-changing marsh landscape, this custom residence features 4 bedrooms, 3.5 baths, and quality finishes throughout. Outdoor living takes center stage with four covered porches and decks, including three expansive rear decks overlooking the marsh and water. Enjoy outdoor televisions, firepit gathering areas, and a top-level covered deck featuring a vaulted tongue-and-groove ceiling, outdoor bar, and spiral staircase. Whether enjoying morning coffee, entertaining guests, or taking in unforgettable Lowcountry sunsets, every space showcases the beauty of the surrounding landscape.The ground level offers a climate-controlled two-car garage, spacious recreation/game room with custom bar, flexible office or fitness room, abundant storage, and half bath. Outside, a covered tiled patio, custom paver gathering area, and wood-burning firepit sit directly along the marsh.The main living level features an open-concept design with heart pine flooring, abundant natural light, and stunning views. The updated kitchen includes quartz countertops, refinished cabinetry, center island cooktop, and pendant lighting. The family room offers custom built-ins, a gas fireplace, and access to a covered porch overlooking the water. A guest bedroom and full bath complete this level.Upstairs, the primary suite features vaulted ceilings, dual closets, private deck access, and an updated bath with custom tile, walk-in shower, and double vanity. Two additional bedrooms share a beautifully updated hall bath, while a dedicated office provides an ideal work-from-home space with inspiring views. A laundry room completes the level.Recent improvements include exterior painting, new aluminum railings, composite decking, and updated exterior pavers. Ashton Cove amenities include a pool, tennis courts, pickleball courts, playground, and beautifully maintained grounds.A rare opportunity to enjoy some of Hilton Head's most captivating marsh and water views in a truly exceptional custom home.

22 Ashton Cove Drive, Hilton Head Island

Listing courtesy of RE/MAX Island Realty.

$699,900
4 Beds ⋅ 4 Baths ⋅ 1,855 SqFt. ⋅ HILTONHEAD-510127 MLS
Sales Agents onsite 10am-4pm Wednesday- Saturday! Private Backyard Plunge Pool Included at the Current List Price - A Luxury Rarely Found in Hilton Head Townhome Living.Introducing the Somerset at The Homes at Olive Shell, one of Hilton Head Island's newest gated communities. This 4-bedroom Somerset includes a professionally installed private backyard plunge pool, creating a true outdoor retreat that's perfect for relaxing after a day at the beach, entertaining family and friends, or simply enjoying your own private slice of island life.This thoughtfully designed 4-bedroom, 3.5-bath residence offers approximately 1,855 square feet of beautifully finished living space featuring an open-concept floor plan, quartz countertops, shaker-style cabinetry, stainless steel appliances, designer finishes, abundant natural light, a spacious primary suite, screened porch, private balcony, attached garage, and generous storage. Every detail has been carefully selected to deliver effortless coastal living with the quality and style expected in a luxury Hilton Head home.Residents enjoy a gated community with resort-style amenities including a community pool, pool house, walking trails, and convenient access to Hilton Head Island's world-class beaches, championship golf, marinas, shopping, dining, and the island's renowned bike path network.Whether you're searching for a primary residence, a second home, or a vacation home with income potential, the Somerset offers the perfect combination of luxury, low-maintenance living, and exceptional outdoor space. The included private plunge pool sets the Somerset apart from nearly every other townhome offering on Hilton Head Island, delivering a level of outdoor living typically associated with much larger single-family homes.Offered unfurnished, buyers have the opportunity to personalize the home to reflect their own style. For those seeking a truly turnkey experience, a professionally curated furniture package is available for purchase separately.Seller will install the private plunge pool prior to closing. Listing photos include an identical completed plunge pool and accurately represent the pool design that will be installed with this home.

220 Olive Shell Court Unit 35, Hilton Head Island

Listing courtesy of SERHANT.

$699,900
4 Beds ⋅ 4 Baths ⋅ 1,855 SqFt. ⋅ HILTONHEAD-510125 MLS
Sales Agents onsite 10am-4pm Wednesday- Saturday! Private Backyard Plunge Pool Included at the Current List Price - A Luxury Rarely Found in Hilton Head Townhome Living.Introducing the Somerset at The Homes at Olive Shell, one of Hilton Head Island's newest gated communities. This 4-bedroom Somerset includes a professionally installed private backyard plunge pool, creating a true outdoor retreat that's perfect for relaxing after a day at the beach, entertaining family and friends, or simply enjoying your own private slice of island life.This thoughtfully designed 4-bedroom, 3.5-bath residence offers approximately 1,855 square feet of beautifully finished living space featuring an open-concept floor plan, quartz countertops, shaker-style cabinetry, stainless steel appliances, designer finishes, abundant natural light, a spacious primary suite, screened porch, private balcony, attached garage, and generous storage. Every detail has been carefully selected to deliver effortless coastal living with the quality and style expected in a luxury Hilton Head home.Residents enjoy a gated community with resort-style amenities including a community pool, pool house, walking trails, and convenient access to Hilton Head Island's world-class beaches, championship golf, marinas, shopping, dining, and the island's renowned bike path network.Whether you're searching for a primary residence, a second home, or a vacation home with income potential, the Somerset offers the perfect combination of luxury, low-maintenance living, and exceptional outdoor space. The included private plunge pool sets the Somerset apart from nearly every other townhome offering on Hilton Head Island, delivering a level of outdoor living typically associated with much larger single-family homes.Offered unfurnished, buyers have the opportunity to personalize the home to reflect their own style. For those seeking a truly turnkey experience, a professionally curated furniture package is available for purchase separately.Seller will install the private plunge pool prior to closing. Listing photos include an identical completed plunge pool and accurately represent the pool design that will be installed with this home.

230 Olive Shell Court Unit 34, Hilton Head Island

Listing courtesy of SERHANT.

$774,999
4 Beds ⋅ 4 Baths ⋅ 2,490 SqFt. ⋅ HILTONHEAD-509078 MLS
Experience exceptional Lowcountry living in this beautifully designed marshfront home located in the gated community of Salt Creek Landing. Built in 2016, this elevated 4-bedroom, 3.5-bath residence blends newer construction style with stunning waterfront views of Old House Creek. The spacious floor plan includes a first-floor bedroom and three additional bedrooms upstairs, offering flexibility for guests and family alike. Designed for both everyday comfort and entertaining, the home features an expanded living area with 6 feet of extra living space, abundant natural light, extensive kitchen cabinetry, generous storage throughout, and an oversized 2-car garage with additional storage space. Outdoor living is just as impressive with two screened porches, an extended patio, and direct access from the porch to the backyard, perfect for enjoying the coastal setting and marsh views. Salt Creek Landing offers residents access to a community day dock and boat storage, all tucked behind the gates on desirable Spanish Wells Road.

12 Hammock Oaks Circle, Hilton Head Island

Listing courtesy of Charter One Realty.

$875,000
4 Beds ⋅ 4 Baths ⋅ 2,858 SqFt. ⋅ HILTONHEAD-508266 MLS
Ashton Cove is one of Hilton Head Island's hidden gems - a welcoming community of just 88 homes where both primary and second-home owners enjoy a true neighborhood atmosphere. With no short-term rentals permitted, residents appreciate the sense of community, peaceful surroundings, and exceptional South End location, just a short drive to Hilton Head's beautiful beaches, shopping, dining, and the Cross Island Parkway. Tucked away on a quiet cul-de-sac street, 8 Deixler Lane offers a thoughtful layout, flexible living spaces, and an unbeatable location. This 4-bedroom, 3.5-bath home is centered around an open kitchen that serves as the heart of the main level, with a spacious living room, cozy den, and dining area all flowing seamlessly from this central gathering space. A welcoming front porch sets the tone, while the rear screened porch and grilling deck provide ideal spots for relaxing or entertaining. Upstairs, the primary suite features a beautifully updated bath and a private laundry area, along with two additional bedrooms that share a full hall bath. The top level offers exceptional versatility with a large ensuite bedroom and bonus flex space - perfect for guests, a home office, or a media room. The ground level includes an oversized two-car garage, covered carport, and dedicated workshop area, offering ample storage and functionality. Residents enjoy access to a community pool, basketball court, tennis and pickleball courts, while the neighborhood's prime South End location provides quick access to the Cross Island Parkway, making travel to both the north end of Hilton Head and Bluffton simple and convenient.

8 Deixler Lane, Hilton Head Island

Listing courtesy of Charter One Realty.

$649,990
4 Beds ⋅ 4 Baths ⋅ 1,999 SqFt. ⋅ HILTONHEAD-508244 MLS
Situated on scenic Jarvis Creek, this elegant NEW CONSTRUCTION residence offers three levels of refined coastal living. The ground floor features a spacious two-car garage, covered patio with ample storage space. The main level is ideal for entertaining, with an open-concept great room, dining area and large dream kitchen. This level also includes the Primary Suite; a private sanctuary, showcasing a lavish primary suite with spa-like bath, walk-in closet and covered balcony. The upper level provides three additional bedrooms with two full baths providing comfort and privacy for all those who reside. Welcome to Bailey's Cove where low country living and nature blend seamlessly

146 Heartleaf Road, Hilton Head Island

Listing courtesy of DFH Realty Georgia, LLC.

$555,000
4 Beds ⋅ 4 Baths ⋅ 2,042 SqFt. ⋅ HILTONHEAD-506353 MLS
Welcome to 285 Ceasar Place, a beautifully maintained 4-bedroom, 3.5-bath townhome located on the desirable north end of the island, just minutes from top-rated schools, shopping, dining, and everyday conveniences. Offering 2,032 square feet of thoughtfully designed living space, this home blends comfort, flexibility, and Lowcountry lifestyle. The versatile first-floor suite features a private full bath, making it ideal for multigenerational living, a guest retreat, home office, or potential lockout. This level also opens to a screened-in porch, creating a private outdoor retreat for guests or extended living space. Upstairs, the open-concept main living area is bright and inviting, perfect for both relaxing and entertaining. Extend your living space outdoors with a second screened-in porch off the main level-ideal for year-round enjoyment. A third open-air balcony at the front of the home adds additional outdoor space and charm. Enjoy peaceful lake views with a tranquil fountain, providing a serene backdrop to everyday living. This well-kept property also includes a spacious 1-car garage and has been meticulously maintained, offering true move-in-ready appeal. Located within a gated community, residents enjoy access to a clubhouse and pool, combining security with resort-style amenities. Whether you're seeking a primary residence, second home, or investment opportunity, this property offers exceptional value in a prime island location.

285 Ceasar Place, Hilton Head Island

Listing courtesy of COAST - Brokered by EXP Realty.

$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.

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