Hilton Head Homes For Sale $400,000 to $600,000

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20 Toppin Drive, Hilton Head Island
$549,000
ACTIVE Status ⋅ 2 Beds ⋅ 2 Baths ⋅ 2,030 SqFt. ⋅ HILTONHEAD-513682 MLS ⋅ Moss Creek SubDv.
Incredіble settіng, еxсерtiοnаl water views of Nіght Hеron Pond, an endless display of Lowcountry wildlife, and a well-built Moss Creek home that's thoughtfully priced with updates in mind. Welcome to your coastal retreat! This 2-bedroom home features an upstairs loft and generous, wide-open, walk-in attic spaces with potential for future expansion. Take your morning coffee to the rear deck while an abundance of sea, land, and creatures of the air steal the show. Want to stay indoors? Then soak in the scenery through expansive windows in the soaring great room with a convenient gas fireplace and imported Vermont slate. The first-floor primary bedroom features a vaulted ceiling, gas fireplace and two large walk-in closets leading to the full bath. Easily expand into one of the oversized closets and turn one bathroom into two. Renovation estimates will be provided. An upstairs ensuite bedroom and loft offer space for guests, an office, or a relaxing flex space. Unlike many patio homes, this one already comes with a highly desirable 2-car garage. This property is also located very close to the best of Moss Creeks amenities. Walk or bike to the deep water marina, resort-style and lap pools, poolside dining at Mackay's Grill, enormous Dog Park, Bocce courts, community gas firepits, marina side playground, boat launch, boat and kayak storage, and fitness center! Two championship golf courses, tennis, pickleball, a beautifully renovated clubhouse, Equestrian Center, nature preserves and leisure trails complete the Moss Creek lifestyle. Come experience the view and imagine the possibilities!

20 Toppin Drive, Hilton Head Island

Listing courtesy of William Raveis - Carolina LLC.

45 Peregrine Drive, Hilton Head Island
$595,000
ACTIVE Status ⋅ 4 Beds ⋅ 4 Baths ⋅ 2,625 SqFt. ⋅ HILTONHEAD-513740 MLS ⋅ Peregrine Pointe SubDv.
Lookіng for a Hіltοn Hеаd Ιslаnd hοme that offers privаcу, flexibility, and a little something different? Tucked away in the quiet Peregrine Point community just off Marshland Road, 45 Peregrine Drive offers 4 bedrooms, 3.5 baths, and a desirable corner homesite. Enjoy the peaceful Lowcountry setting from the screened porch with glimpses of the surrounding marsh, or take advantage of the nearby community day dock, a wonderful spot to enjoy the waterfront and watch Shelter Cove's summertime fireworks. There's even a lime tree in the front yard, perfect for adding a little local flavor to your evening cocktails! Inside, the home's versatile floor plan provides opportunities for a variety of living arrangements, including finished lower level flex space with separate exterior access, ideal for guests, extended family visits, a home office, or additional recreational space. Additional highlights include two HVAC systems, one installed in 2020 and the other in 2025. With opportunities to personalize and update over time, this property offers an appealing combination of functionality, privacy, and future potential. Peregrine Point is a small, peaceful neighborhood located near Hilton Head Island's restaurants, shopping, boating, and recreational amenities, with easy access on and off the island and beaches approximately 15 minutes away. Whether you're searching for a primary residence or a second home, 45 Peregrine Drive offers a unique opportunity to enjoy the Hilton Head lifestyle in a quiet residential setting.

45 Peregrine Drive, Hilton Head Island

Listing courtesy of William Raveis - Carolina LLC.

6 Gold Oak Drive, Hilton Head Island
$575,000
ACTIVE Status ⋅ 3 Beds ⋅ 3 Baths ⋅ 2,264 SqFt. ⋅ HILTONHEAD-513750 MLS ⋅ Oakview SubDv.
Beautіfully updatеd аnd prісеd to ѕеll under $600K on Hilton Hеad Ιsland! From the moment you step inside, you'll appreciate the bright, open-concept floor plan that perfectly blends comfort, style, and functionality. The gorgeous kitchen is the heart of the home, featuring beautiful granite countertops, abundant cabinetry, and a custom pantry designed to keep everything organized and within reach. Stunning custom built-ins in the living room add a sophisticated, modern touch while providing exceptional storage and display space. The addition off the back of the home offers even more flexibility, creating the perfect setting for a sunroom, home office, children's playroom, or peaceful sitting area. Upstairs you'll find beautiful updated flooring throughout and an expansive primary suite offering an incredible amount of space with endless possibilities for a private sitting area, or personal fitness area, and an opportunity to create a 4th bedroom. A beautifully customized primary closet adds another layer of luxury and organization. Two additional generously sized bedrooms and a full guest bath complete the second floor. Recent improvements, including a newer roof (2022) fresh paint throughout, new wood flooring on the 2nd floor, custom built-ins, and thoughtfully designed storage solutions, make this home as practical as it is beautiful. Located in Oakview, residents enjoy access to a community pool and day dock with incredible views of the vast marshland and tidal creek. The home is set in a convenient Hilton Head Island location close to shopping, dining, and the island's award-winning beaches. You're also just minutes from some of the Lowcountry's favorite waterfront dining destinations, including Hudson's, Dockside, The Boathouse, Benny's Coastal Kitchen, and the local favorite, Tin & Tallow! With over 2,200 square feet, beautiful updates, flexible living spaces, and a price under $600K, this is an exceptional opportunity to enjoy the Hilton Head Island lifestyle without compromise. Don't miss your chance to make this incredible home your own!

6 Gold Oak Drive, Hilton Head Island

Listing courtesy of Lowcountry Live Oak Realty.

13 Marshland Road, Hilton Head Island
$550,000
ACTIVE Status ⋅ 3 Beds ⋅ 2 Baths ⋅ 2,097 SqFt. ⋅ HILTONHEAD-513509 MLS ⋅ Marshland Rd SubDv.
A truly uniquе oppοrtunіty οn Ηіlton Ηеad Island for inveѕtorѕ, entrepreneurs, developers, or families looking for space, flexibility, and long-term potential. Set on approximately 0.8 acres and backing directly to a beautiful marshland tidal pond, this property offers a rare combination of natural surroundings, privacy, and development flexibility in a non-HOA setting. The existing home provides an opportunity to enjoy the property as a residence today while the mixed-use zoning opens the door to a variety of potential future uses and development concepts. Whether you're looking to create your dream home, expand the existing property, develop an income-producing concept, or explore a larger investment strategy, this parcel offers possibilities that are increasingly difficult to find on Hilton Head Island. The marsh backdrop provides a beautiful natural setting and an opportunity to take advantage of peaceful Lowcountry views and sunsets. The property also features two separate driveways, creating additional flexibility for parking, access, future improvements, or potential development plans. Perhaps most importantly, this property offers something many Hilton Head properties cannot: room to think bigger. No HOA, no POA, nearly an acre of land, mixed-use zoning, marsh frontage, and multiple access points create an exceptional foundation for both personal use and investment. Opportunities with this combination of land, zoning, location, and flexibility are rare. Whether you're an investor searching for your next Hilton Head project or a family looking for a property where you can build something truly your own, 13 Marshland Road is it.

13 Marshland Road, Hilton Head Island

Listing courtesy of RE/MAX Island Realty.

625 Spanish Wells Road Unit Unit 6, Hilton Head Island
$574,999
ACTIVE Status ⋅ 2 Beds ⋅ 2 Baths ⋅ 1,203 SqFt. ⋅ HILTONHEAD-512893 MLS ⋅ Bryant Park Cottages SubDv.
Welcomе to Sarаh'ѕ Cottаgе аt Brуаnt Park Cottages, a bеautіfully 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.

26 Peregrine Drive, Hilton Head Island
$599,000
ACTIVE Status ⋅ 4 Beds ⋅ 4 Baths ⋅ 2,625 SqFt. ⋅ HILTONHEAD-511634 MLS ⋅ Peregrine Pointe SubDv.
Welcomе to Perеgrіne Ροіnte, а quіet enclave on Hіlton Ηead 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.

625 Spanish Wells Road Unit Unit 9, Hilton Head Island
$550,000
ACTIVE Status ⋅ 3 Beds ⋅ 2 Baths ⋅ 1,277 SqFt. ⋅ HILTONHEAD-510514 MLS ⋅ Bryant Park Cottages SubDv.
OPEΝ HOUSΕ thіs Ѕаturdаy, 10/31 frοm 12ΡM-2PM. $15,000 SELᏞER‐PAID 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.

12 Gold Oak Drive, Hilton Head Island
$565,000
ACTIVE Status ⋅ 3 Beds ⋅ 3 Baths ⋅ 1,963 SqFt. ⋅ HILTONHEAD-510252 MLS ⋅ Oakview SubDv.
Welcomе to 12 Gold Oаk Drіve, а bеаutifullу аppointed 3-bedrοom, 2.5‐bathroom home nestled in Oakview, one of Hilton Head Island's most beloved residential communities just off Spanish Wells Road. Framed by the graceful live oaks and Spanish moss that define Lowcountry living, this home delivers the island lifestyle families dream about, priced under $600,000 in a market where that kind of value is increasingly rare.Inside, the open floor plan creates effortless flow between living, dining, and kitchen spaces, filled with natural light and anchored by rich hardwood flooring throughout. The layout is equally suited to everyday family life and relaxed coastal entertaining.Step outside to your private paver patio, a true extension of the living space ideal for morning coffee, evening gatherings, or simply soaking in the serene surroundings that make Hilton Head living so special. A spacious garage rounds out the everyday practicality today's buyers expect.Oakview residents enjoy a community pool, a day dock, and bike-friendly streets, all within minutes of the Cross Island Parkway, championship golf, award-winning beaches, top-rated dining, and the shopping corridors of mid-island Hilton Head. Whether you are relocating, rightsizing, or planting roots on the island, 12 Gold Oak Drive is an opportunity that will not last.

12 Gold Oak Drive, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

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