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11 Headwaters Road, Bluffton
$7,995,000
7 Beds ⋅ 9 Baths ⋅ 7,311 SqFt. ⋅ HILTONHEAD-500493 MLS
Ringed by the quiet serenity of untouched maritime forest, 11 Headwaters Road is a 7,311 square foot, fully furnished, seven-bedroom, eight-and-a-half bath family compound consisting of a main house, guest house and carriage house set on more than 24 acres in the blissfully secluded Headwaters community of Palmetto Bluff. Throughout the estate grounds you'll find quiet waterside beauty, deep enchanting forests, lushly landscaped gardens, outdoor living, a private covered dock, and its heart, a family home for generations. The craftsmanship of Johnson-Dulaney builders paired with architectural brilliance from Wayne Windham to create grand sweeping spaces that give everyone room to come together, dotted with quiet retreats for soaking in the Lowcountry's grandeur. In the main house, a soaring two-story great room anchors the home with reclaimed pine floors running toward a dramatic tabby fireplace that stretches to exposed beams. These beams carry into the airy formal dining and down to the open kitchen. Centered on a broad quartz center island, its six-burner gas range and plentiful counterspace and nearby wine cellar allow for even the largest family dinners. The main houses second floor also houses a bedroom as well as a full guest suite flanking an elevated sitting room, while the first floor is given over to the sprawling primary suite. A long gallery hall, which terminates in a pair of spacious offices with private baths, also leads to this blissful oasis. Enjoying private access to the screened patio, the primary suite indulges with gorgeous views of the property and amenities for two dual walk-in closets, and his-and-hers en suite baths. Such space is necessary in a property like this, where guests from the main house, guest house and carriage house will come together. Situated above the sprawling garage, with room for four cars, the carriage house offers full apartment living with expansive living room, kitchen and full suite with private bath. Anchored by a spacious living room with kitchenette, the guest house offers three bedrooms with spacious closets, two of which share a jack-and-jill bathroom with the third being a full suite. A private enclave of ten family compounds overlooking the beautiful May River, the gated Headwaters community is the ultimate location for privacy and seclusion.

11 Headwaters Road, Bluffton

Listing courtesy of Palmetto Bluff Real Estate Co.

8 Mansfield Circle, Bluffton
$2,100,000
4 Beds ⋅ 5 Baths ⋅ 4,522 SqFt. ⋅ HILTONHEAD-500446 MLS
Step into brand-new luxury in the prestigious Colleton River Club, where fresh designer finishes meet panoramic golf course and lagoon views along the 6th hole of the Jack Nicklaus Signature Course. This 4BR/4.5BA home offers a chefs kitchen with high-end appliances, butlers pantry, and full bar for seamless entertaining. Enjoy a heated & chilled pool with water feature and fire bowls, outdoor kitchen, and a golfers porch with stunning views. Additional highlights include a private study/home office, impact-rated windows, full paver driveway, and 3-car epoxy-floored garage. Residents enjoy two signature golf courses by Nicklaus and Dye, two clubhouses, fitness, tennis, pickleball, boating, and more in this gated waterfront community.

8 Mansfield Circle, Bluffton

Listing courtesy of Charter One Realty. Selling Office: Charter One Realty.

360 Great Harvest Road, Bluffton
$540,000
3 Beds ⋅ 3 Baths ⋅ 2,550 SqFt. ⋅ HILTONHEAD-500331 MLS
Clifton Model with over 2,500sq ft in the Reserve at Cypress Ridge! Low-maintenance living with lawn care included in this beautifully maintained home, ideally situated on a private wooded lot with peaceful views of the common area across the street. The stone-accented exterior and manicured landscaping provide inviting curb appeal.This spacious home offers 3 bedrooms, 3 full baths, a dedicated office with French doors, and an upstairs loft perfect for guests or additional living space. Move-in ready with neutral tones throughout and no carpet on the main floor for easy living. Gourmet kitchen, featuring large center island, a gas stove, walk-in pantry, and open layout ideal for entertaining. The main-level owner's suite includes an ensuite bathroom, two closets, one with a built-in organizational system.Step outside to a large screened lanai with epoxy flooring and an extended paver patio for your own backyard retreat! Additional features include: Plantation shutters, Upgraded lighting, Crown molding, Finished garage, Attic radiant barrier, Gutters, Tankless water heater, Murphy bed, and Extra storage space. Resort-style community amenities, Close proximity to The New Riverside Barn Park, May River Crossing, and Riverside Village.

360 Great Harvest Road, Bluffton

Listing courtesy of Keller Williams Realty. Selling Office: William Raveis - Carolina LLC.

12 Holly Grove Road, Bluffton
$1,875,000
6 Beds ⋅ 5 Baths ⋅ 4,464 SqFt. ⋅ HILTONHEAD-500291 MLS
Experience the perfect blend of Hamptons-inspired architecture and Lowcountry charm at this timeless six-bedroom, five-bath estate in the prestigious gated golf community of Berkeley Hall. The home boasts graceful rooflines, classic dormers, and a wide front porch. Inside, light-filled living spaces showcase rich hardwood and slate floors, custom millwork, and a chef's kitchen flowing seamlessly to both formal and casual dining areas and a stunning great room. The first-floor primary suite offers serene lake and fairway views, a luxurious spa-like bath with a soaking tub and expansive walk-in shower, and dual walk-in closets. Two additional guest suites on the main level provide ultimate comfort, while a private office overlooks the golf course ideal for work-from-home living. Upstairs, there are 2 additional guest suites, each with a private bath, and a media room with dual Murphy beds for those holidays when the house is extra full. Step outside through the screened porch to your private saltwater pool and spa framed by sweeping lake and golf vistas of the 15th fairway of the Tom Fazio designed South Course, perfect for entertaining or relaxing year-round. Recent updates elevate peace of mind: new wood floors in the primary suite and office, a whole-home water filtration system, fresh interior paint, new washer/dryer, and a Sentricon termite protection system. The unfinished 600 SF bonus space over the garage is ready for customization- theater room, home gym, art studio or guest retreat- and the plans are already in hand to do so! Located just minutes to Hilton Head beaches, world-class golf, boating, and vibrant Old Town Bluffton, this move-in ready luxury estate delivers the ultimate Lowcountry lifestyle with the unmatched amenities of Berkeley Hall's Tom Fazio golf courses, spa & fitness, and River Park access. Furnishings negotiable!

12 Holly Grove Road, Bluffton

Listing courtesy of The Agency Hilton Head. Selling Office: Charter One Realty.

87 Oak Tree Road, Bluffton
$5,950,000
4 Beds ⋅ 6 Baths ⋅ 6,628 SqFt. ⋅ HILTONHEAD-500226 MLS
Wrapped in water and refined to perfection, this Kermit Huggins-designed estate sits on a rare peninsula homesite offering over 250 degrees of uninterrupted deep water and marsh views. Nestled beneath a canopy of ancient live oaks on over 1.3 private acres, the property captures the true essence of Lowcountry living: natural beauty, quiet luxury, and effortless connection to the outdoors. Step into the backyard and you'll understand what makes this home the finest in the Lowcountry. A private dock stretches into the deep water of the Colleton River, perfect for your boat, kayak, or simply soaking breathless vistas. The pool and spa are ideally positioned to catch the glow of golden-hour skies, while the surrounding grounds were designed for both tranquility and entertaining; featuring a custom outdoor kitchen, misting system, and curated landscape lighting. Inside, the home blends modern luxury with timeless design. Clean architectural lines, abundant natural light, and an open, airy layout create a peaceful flow from room to room. The kitchen has been thoughtfully renovated with elevated finishes and chef-worthy appliances, anchoring the heart of the home. Whether you're hosting friends for sunset cocktails or enjoying a quiet morning coffee by the water, 87 Oak Tree offers a lifestyle few properties can match: private, polished, and undeniably Lowcountry.

87 Oak Tree Road, Bluffton

Listing courtesy of Engel & Volkers. Selling Office: Maxey Blackstream Christie's International Real Estate.

141 Inverness Drive, Bluffton
$3,400,000
3 Beds ⋅ 4 Baths ⋅ 3,960 SqFt. ⋅ HILTONHEAD-500177 MLS
Experience refined Lowcountry living in this award-winning 2023 custom-built masterpiece, designed by a renowned Dallas architect and nestled amidst breathtaking marsh and river views. Showcasing exceptional craftsmanship with bespoke black walnut and white oak cabinetry and beams, this home earned the 2023 Light House Award for Best Kitchen, Best Bathroom, Best Exterior, and Best Overall. Every detail speaks to luxury--from the architect-designed entry door and three ensuite bedrooms to two elegant wood-burning fireplaces with gas options, custom cast stone surrounds, and dual private offices. Entertain effortlessly on limestone patios, a screened rear porch with electric screens, and enjoy the oversized three-car garage with epoxy floors, Sonos sound system, art lighting, and stunning ceiling designs. This is coastal elegance at its finest.

141 Inverness Drive, Bluffton

Listing courtesy of Charter One Realty. Selling Office: Charter One Realty.

18 Hawthorne Road, Bluffton
$265,000
HILTONHEAD-500160 MLS
Exceptional 0.42-acre homesite located along Nicklaus Hole #2 with lush golf and lagoon views. This premium lot sits on a quiet street within one of the Lowcountry's most prestigious gated communities. Set on a private peninsula, Colleton River Club offers an unmatched lifestyle with two championship golf courses each with its own beautiful clubhouse, resort-style pool, state-of-the-art fitness center, tennis and pickleball courts, bocce, a playground, leisure trails, boat storage, and a day dock with kayak storage. Residents enjoy a vibrant social calendar, several excellent dining options, and beautifully maintained grounds. Build your dream home in a setting that combines natural beauty with world-class amenities, or simply hold for the purposes of membership (very few homesites not tied to construction are available).

18 Hawthorne Road, Bluffton

Listing courtesy of ELEVE PROPERTIES Brokered by EXP Realty. Selling Office: Dunes Real Estate.

345 Flatwater Drive, Bluffton
$1,065,000
4 Beds ⋅ 4 Baths ⋅ 2,756 SqFt. ⋅ HILTONHEAD-500059 MLS
Welcome to 345 Flatwater Drive where Lowcountry charm meets luxury living in the heart of the award-winning Hampton Lake community. This stunning Logan-built Anchor model is one of the most sought-after floor plans in the neighborhood, offering the perfect blend of spacious design, upscale finishes, and a truly serene setting. Featuring 4 bedrooms, 3.5 bathrooms, a dedicated study, and a large bonus room, this coastal-inspired home was designed for both comfort and sophistication. The spacious primary suite is privately tucked away on the main floor, creating a peaceful retreat with an oversized walk-in shower, dual vanities, and generous closet space. The secondary bedrooms are oversized and versatile, offering flexible living to suit your lifestyle. Currently being used and photographed as an additional living room and home office, these rooms showcase just how adaptable the layout is whether you need extra bedrooms, a hobby room, gym, or media space. Soaring vaulted ceilings, expertly crafted tray ceilings, and wide-plank hardwood floors flow throughout the living areas, enhancing the open and airy feel. The chefs kitchen is the heart of the home, showcasing quartz countertops, an oversized island, walk-in pantry, and upgraded cabinetry perfect for entertaining or enjoying a quiet night in. Step outside to your private screened-in lanai, where a custom-built outdoor kitchen awaits. Enjoy breathtaking water-to-wooded views and unforgettable sunsets, all from the comfort of your own backyard. The lot offers exceptional privacy, creating a peaceful escape that's hard to find. Meticulously maintained and lightly lived in, this home truly feels like new. As a resident of Hampton Lake, you'll enjoy a resort-style lifestyle unlike any other in the Lowcountry. Explore 21 miles of navigable lake, a state-of-the-art fitness center, full-service spa, community pool with lazy river, dog park, tennis and pickleball courts, on-site dining at Backwater Bills, and so much more. This private gated community is just minutes from the beaches of Hilton Head Island, Old Town Bluffton, and world-class golf and dining. If you're looking for a move-in ready, designer-appointed home with breathtaking views and access to the best amenities in the Lowcountry 345 Flatwater Drive is your dream come true.

345 Flatwater Drive, Bluffton

Listing courtesy of Keller Williams Realty. Selling Office: Keller Williams Realty.

119 Myrtle Island Road, Bluffton
$1,700,000
1 Beds ⋅ 1 Baths ⋅ 1,000 SqFt. ⋅ HILTONHEAD-455027 MLS
Perched on over an acre with panoramic, direct views of the May River, 119 Myrtle Island Road is a rare Lowcountry offering that blends privacy, potential, and postcard-perfect scenery. Located on one of Bluffton’s most beloved and picturesque roads, this property is golf cart friendly to the Old Town Historic District, yet remains a secluded riverfront retreat. An unfinished guest house structure is already on site, offering a head start on a flexible living space; ideal for extended family, guests, or future rental income. With minimal HOA restrictions and generous acreage, this property invites creative possibilities, from building your dream riverfront home to creating a multi-structure compound in one of Bluffton’s most desirable waterfront settings. Custom-designed and permit-ready cottage plans along with completed interior design lookbook are available upon request.

119 Myrtle Island Road, Bluffton

Listing courtesy of Daniel Ravenel Sotheby's International Realty. Selling Office: Maxey Blackstream Christie's International Real Estate.

5 Great Heron Way, Bluffton
$1,150,000
5 Beds ⋅ 5 Baths ⋅ 3,509 SqFt. ⋅ HILTONHEAD-454402 MLS
$15,000 seller contribution toward the Oldfield initiation fee. This move-in ready home offers a comfortable, easy-living layout designed to be enjoyed from day one but what truly sets it apart is the setting. With lake views from the front and a private preserve behind, the home offers a relaxed backdrop that feels a little like being on vacation every day. Inside, the open floor plan is designed for everyday comfort and effortless entertaining, with a kitchen featuring quartz countertops, a farmhouse sink, ceiling-height cabinetry, and double ovens, all flowing into the main living and dining areas anchored by a welcoming gas fireplace. The main-level primary suite provides a private, well-appointed retreat with dual vanities, a walk-in shower, and a spacious closet. Upstairs, a versatile loft connects a guest suite, two additional bedrooms with a Jack & Jill bath, and a pocket office. Positioned above the two-car garage with an additional golf cart garage, the private bonus room with a full bath offers flexible space for guests or a home office. The screened porch overlooks the fenced backyard and preserve, making it easy to enjoy quiet mornings and relaxed Lowcountry evenings. Located within the gated Oldfield community, residents enjoy golf, tennis, deepwater boating, an equestrian center, scenic trails, and access to the Okatie River. Few homes in Oldfield offer this combination of space, functionality, and setting at this value.

5 Great Heron Way, Bluffton

Listing courtesy of Charter One Realty. Selling Office: Howard Hanna Allen Tate Lowcountry.

20 Daffodil Farm Way, Bluffton
$760,000
3 Beds ⋅ 3 Baths ⋅ 2,351 SqFt. ⋅ HILTONHEAD-454574 MLS
Welcomе to 20 Daffodіl Fаrm Waу, а bеautіfullу maintained 3-bedrοom, 2.5‐bath ranch-style home offering 2,351 sq ft of thoughtfully designed single-level living in the sought-after gated community of May River Preserve. Built by David Weekley Homes and situated on over half an acre, this home combines comfort, function, and serene lagoon views to create the perfect Lowcountry retreat.Inside, you'll find a light-filled open-concept layout with a combination of wood, tile, and carpet flooring throughout. The spacious kitchen features a gas cooktop, stainless steel appliances, ample storage, and a generous island ideal for casual dining and entertaining. Plantation shutters throughout add timeless charm while enhancing privacy and natural light. The primary suite is a true retreat, featuring a tray ceiling, a large walk-in closet, and a bathroom with dual vanities and a zero-entry walk-in shower. Two additional bedrooms share a well-appointed full bath, and a separate powder room is available for guests. Step outside to enjoy the covered back porch overlooking the fenced backyard and tranquil lagoon, perfect for relaxing evenings or weekend gatherings. While the yard is low-maintenance, the lagoon views steal the show and provide a peaceful backdrop year-round. The home also includes a spacious 2-car garage. May River Preserve offers low HOA fees and access to a community pool, with plenty of room to enjoy the outdoors in this golf cart-friendly neighborhood. Ideally located just minutes from New Riverside Village for shopping and dining, and a short drive to Old Town Bluffton, Savannah, and Beaufort, this home delivers the lifestyle you've been looking for.

20 Daffodil Farm Way, Bluffton

Listing courtesy of Engel & Volkers. Selling Office: Engel & Volkers - Bluffton.

21 Cutter Circle, Bluffton
$730,000
3 Beds ⋅ 3 Baths ⋅ 3,031 SqFt. ⋅ HILTONHEAD-454527 MLS
Large ѕide yаrdѕ prοvіdіng a lοt οf privacy! New іmprοvements made. MOTIVATED SELLER wishes to sell this lovely Ariele model in beautiful Riverbend with an enormous amount of amenities for low POA/HOA fees making it one of the most desirable communities in Bluffton/HH. 3 bedrooms or 2 plus den/office, 2.5 baths, a large gorgeous Great Rm with windows from floor to ceiling, plus tall ceilings & a formal Dining area, Carolina Rm would be great for a Grand Piano, a pool table, game table or Just as a lovely Carolina Room which is open to the Kitchen w/eat-in breakfast area & bar. The 2 car Garage has a golf car garage attached or you can use for the golf cart or storage. Wonderful screened Lanai to enjoy outside evenings sipping on your evening aperitif or morning coffee bug free! Overlooking Nature Preserve views. Come enjoy the community Pool & Lodge on the River and enjoy all of the clubs & amenities more than any other community in Bluffton or on Hilton Head Island. This is a great LOW price to be able to get into Riverbend where homes are selling for $800,000 up to $2 million. Don't pass up this great opportunity!

21 Cutter Circle, Bluffton

Listing courtesy of RE/MAX Island Realty. Selling Office: RE/MAX Island Realty.

86 Meridian Point Drive, Bluffton
$1,250,000
HILTONHEAD-452321 MLS
Privatеly held for 80 уrѕ, NΟW іѕ yοur οpportunity to own аn untouсhed piece of history with soaring oaks and abundant wildlife. This 33.68acre estate with private island is located The Crescent. Parcel includes a stunning 1.9acre private island, providing unparalleled privacy & natural beauty. Surrounded by serene waters of the Colleton River, it boasts breathtaking water views and a blank canvas of endless possibilities for your dream home. This tremendous lot pays only one HOA Fee! Premium amenities, including a top-rated Arnold Palmer golf course, community pool, tennis, pickleball, club house, and more. Located only 3 miles to Hilton Head and a short drive to downtown Savannah.

86 Meridian Point Drive, Bluffton

Listing courtesy of William Raveis - Carolina LLC.

131 Red Cedar Street, Bluffton
$675,000
4 Beds ⋅ 3 Baths ⋅ 2,328 SqFt. ⋅ HILTONHEAD-453340 MLS
Escape to your own tropical oasis in this Bluffton Park gem! Lounge by your private pool, rinse off in the outdoor shower & take in peaceful lagoon & wooded views—ideal for gatherings or morning coffee on the screened porch. Inside offers 4 beds, 2.5 baths, den, formal dining & spacious living room. Drive up to the welcoming front porch & onto the oversized driveway with 2-car garage. You’re just a golf cart ride to Oscar Frazier Park with ball fields, dog park & playground & lively Old Town Bluffton—home to casual cafés, fine dining, local shops, live music & unforgettable sunsets over the May River. Live the ultimate Lowcountry lifestyle.

131 Red Cedar Street, Bluffton

Listing courtesy of Moul, REALTORS®. Selling Office: Daniel Ravenel Sotheby's International Realty.

53 Grovewood Drive, Bluffton
$444,900
3 Beds ⋅ 2 Baths ⋅ 1,450 SqFt. ⋅ HILTONHEAD-453568 MLS
Step into this beautiful 3 bd, 2 ba home that blends style & functionality. The open concept layout creates a seamless flow between living, dining, & kitchen spaces—ideal for gatherings & everyday comfort. A versatile bonus studio located in the garage offers endless possibilities, whether you need a home office, workout room, or creative studio. Outside, enjoy the screened-in lanai that opens to a serene side courtyard, perfect for unwinding & entertaining. The backyard is fully fenced with peaceful wooded views, offering a sense of privacy & calm. Plus, it's just a short golf cart ride to the new shops & restaurants at New River Crossing!

53 Grovewood Drive, Bluffton

Listing courtesy of COAST PROFESSIONALS III brokered eXp Realty. Selling Office: COAST PROFESSIONALS III brokered eXp Realty.

120 Sifted Grain Road, Bluffton
$465,000
4 Beds ⋅ 2 Baths ⋅ 2,004 SqFt. ⋅ HILTONHEAD-453533 MLS
Welcome to paradise in Cypress Ridge! This elegant single-story Litchfield Model delivers 4 beds (owner used 4th bedroom as an office), 2 baths on a quiet cul-de-sac with wooded views. Soaring 11-ft ceilings, LVP throughout, and an updated kitchen with quartz counters and soft-close drawers add luxury. Enjoy low-maintenance living. POA covers weekly landscaping, pest control, and annual pressure washing. Unwind on the screened lanai or dive into gated resort perks: Resort style pool with lazy river, 2nd pool, 3 story fitness center, indoor pickleball, tennis, basketball, trails, and dog park. Minutes to shops, dining, New Riverside Village & Barn Park, Historic Oldtown Bluffton; easy drives to Hilton Head, Savannah, Beaufort. Move-in ready!

120 Sifted Grain Road, Bluffton

Listing courtesy of Moul, REALTORS®. Selling Office: Keller Williams Realty.

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