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$1,285,000
4 Beds 4 Baths 2,783 SqFt. HILTONHEAD-512110 MLS
Boylston House on Estill Beach Circle is an established classic, 1975 construction by Bobby Woods Builders; single owner; well maintained . Newer, metal roof, HVAC, & plumbing in recent years; 2.5 living levels, expansive decks and porches; large garage equipment room and shop; 4 bedrooms / 3.5 baths; 0.45 acre lot. Includes membership in May View Beach Community Association, Inc. with a 20' deepwater boat slip in the May River. Offered with "ready-to-go" furniture, fixtures and equipment (less personal items); renovations are optional, not essential. 200' from the May River with "peek-a-boo" river views. A fine primary or secondary property with unlimited upside. Association initiation fee and annual dues apply.

14 Estill Beach Circle, Bluffton

Listing courtesy of Kiser & Associates Inc.

$10,000,000
6 Beds 4 Baths 560 SqFt. HILTONHEAD-508833 MLS
This is your opportunity to claim your own private retreat at the center of the South Carolina Lowcountry with 65 acres of exquisite private island living on Jack Rowe Island. Set on the Cooper River as it winds away from Palmetto Bluff toward Hilton Head Island and down to Savannah, the location of this secluded getaway is marvel enough on its own, with world-class resort destinations just minutes away by boat. But why go anywhere when across these 65 acres you'll find maritime forests, tidal creeks, secluded lagoons and endless opportunities for fishing, boating and exploring. Adding to this staggering natural habitat are turnkey amenities that include existing well, septic and electric infrastructure, six deep-water docks and a variety of living quarters including 2,500-square-foot clubhouse, and five "glamping tents." With soaring vaulted ceilings, rustic hardwood flooring, and a large front porch, the clubhouse offers the perfect place to gather and enjoy the peaceful surroundings. Gathered around a pavilion for late night fires and gatherings, each of the glamping tents boast their own screened porch and air conditioning. Those wishing to build on the island will find everything they need to get started, from an 1,800-foot private landing strip, nine estate-sized and fully permitted waterfront homesites to equipment including 22,000 pound barge, D2 Caterpillar dozer, John Deere tractor with eight-foot bush hog front loader and Kubota lawnmower that all convey with the property. All told, Jack Rowe Island's incredible scale, secluded privacy and existing infrastructure make it a rare opportunity for building a family compound, boutique development or investment opportunity.

12 Jack Rowe Island Drive, Bluffton

Listing courtesy of Maxey Blackstream Christie's International Real Estate.

$1,990,000
4 Beds 4 Baths 3,791 SqFt. HILTONHEAD-508645 MLS
Imagine ending every day with a breathtaking Lowcountry sunset over the marsh and waking up with the May River just steps away. Welcome to a rare Bluffton, SC retreat offering privacy, panoramic views, and no HOA on over half an acre. Launch your kayak or paddleboard from your private launch and explore the scenic waterways leading to Oyster Factory Park, then return home to your own backyard oasis featuring a saltwater pool, separate hot tub, outdoor kitchen, gazebo, and expansive porches designed for entertaining and relaxation. A rooftop widow's walk provides an unmatched vantage point for taking in stunning sunsets and marsh vistas. Inside, the home blends timeless Lowcountry charm with modern comfort. The great room features soaring cathedral ceilings, custom built-ins, and a striking wood-burning fireplace, while the chef's kitchen flows seamlessly into the living and dining areas, all designed to maximize natural light and views. The first-floor primary suite offers spa-inspired finishes and direct access to the outdoor living spaces. A dedicated office or library provides the perfect work-from-home setting. Upstairs, two guest bedrooms each feature a private bath, along with a spacious media and flex room ideal for guests, recreation, or movie nights. Additional highlights include a 4+ car garage, RV and boat carport, workshop, and abundant storage. Located in Bluffton, SC, the charming neighboring town to Hilton Head Island, this exceptional property is approximately 40 minutes from Savannah/Hilton Head International Airport and offers convenient access to world-class golf, pristine beaches, renowned dining, and the very best of the Lowcountry lifestyle.

41 Buck Point Road, Bluffton

Listing courtesy of Maxey Blackstream Christie's International Real Estate.

$995,000
4 Beds 3 Baths 2,128 SqFt. HILTONHEAD-507460 MLS
Experience magnificent marsh and May River views from this delightful 2-story cottage complete with a generous screened porch and welcoming deck. Enjoy special gatherings in the bright kitchen featuring quartz countertops, white cabinets and stainless-steel appliances. Relax in the spacious living room featuring expansive double sliding glass doors opening to a large rear deck with breathtaking river views, tidal breezes and moss-draped oak trees. Unwind in the owner's suite with an oversized walk-in shower and custom vanity. Two additional large bedrooms, a guest bath and a laundry room complete the main level, while a comfortable in-law suite with a complete kitchen, spacious bedroom, full bath and private entrance finish off the lower level. Fabulous restaurants and shops in Old Town Bluffton and the Alljoy Boat Landing are just a short golf cart ride away. This home combines thoughtful design, scenic beauty and Lowcountry lifestyle into one exceptional opportunity. View it today! Virtually staged photos are meant to provide spatial information and decor inspiration. No structural modifications have been made.

12 Pine Island Road, Bluffton

Listing courtesy of Collins Group Realty.

$1,399,000
3 Beds 3 Baths 2,167 SqFt. HILTONHEAD-507554 MLS
There is a finite number of river waterfront properties left. This property is for the person who understands the value in obtaining 260 feet of riverfront now. The community is a rural neighborhood hidden from the bustling activity of hwy. 170. This is not just a home for sale, it is a way of life. Nearly 1 acre on the tidal waters of the Okatie river with a privacy fenced-in yard, TWO lots, private dock, boat lift, guest house & 3 outbuildings. Go crabbing or shrimping or fishing off your own private dock. Go boating to the Okatie, Colleton River or Broad River. The main house is on one lot along w/the Guest house & the dock. The second lot #16, 137 Cherry Point Rd., has been kept separate w/the county so you could sell it or build another dwelling or leave it as is. The main house has a charming cottage feel with Lowcountry designed front veranda and rear screened porch. The downstairs has real heart of pine floors throughout. Open floorplan for easy gatherings with friends and family gathered around your gas fireplace in your large living room. Both the living room and the master bedroom open out onto the screened porch. You will find yourself spending many days and many evenings here sipping coffee or cocktails and enjoying breezes you have only dreamed of. The master bedroom is downstairs w/2 guest rooms upstairs. The adjacent Guest house is your 4th bedroom efficiency w/living area, kitchenette & full bath as well as a rear patio. Don't let this one slip away. Owner SCRE.

139 Cherry Point Road, Okatie

Listing courtesy of Berkshire Hathaway HomeServices Hilton Head Bluffton Realty.

$1,895,000
4 Beds 3 Baths 3,229 SqFt. HILTONHEAD-505725 MLS
Perched above the May River in Historic Bluffton, this exceptional home captures the very best of Lowcountry living. Tucked away at the end of a quiet cul-de-sac in Martin's Place, it offers breathtaking May River views, unforgettable sunsets, and refreshing coastal breezes. The thoughtfully designed inverted floor plan places the great room, beautifully remodeled eat-in kitchen with high-end appliances and induction cooktop, office, and primary suite upstairs, where the scenery takes center stage. Relax on the classic double front porches full of Southern charm or unwind on the expansive rear deck overlooking the May River. Downstairs features three additional bedrooms plus the beloved "Oyster Room," a flexible gathering space perfect for entertaining after a day on the water. Additional highlights include an oversized garage, spray-foam insulated walk-up attic with expansion potential, and room for a pool. Martin's Place offers low HOA fees, a community dock with short-term docking privileges (up to 4 days/3 nights), and the rare ability to keep a trailered boat on your property-all just a short walk or golf cart ride to the restaurants, shops, galleries, parks, Farmers Market, and waterfront charm of Historic Old Town Bluffton.

44 Minuteman Drive, Bluffton

Listing courtesy of The Cobb Group brokered by eXp Realty.

$6,985,000
5 Beds 5 Baths 3,402 SqFt. HILTONHEAD-504994 MLS
One of the last remaining legacy waterfront estates in Bluffton, this extraordinary property is being offered for the first time in 65 years. Encompassing 16.6 acres of high ground adorned with majestic trees and heirloom plantings, the estate boasts 485 feet of frontage along the scenic May River, with sweeping views both upriver and downriver. Accessed from picturesque South Carolina Highway 46, the property enjoys a prime location just minutes from downtown Bluffton, approximately 20 minutes to historic Savannah, and 30 minutes to charming Beaufort. The existing approximately 3,400-square-foot residence, built in the 1960s, offers the opportunity for restoration or the perfect footprint for a custom new build. A private dock and swimming pool enhance the waterfront lifestyle, while rare Old Line Camellia plantings add character and timeless Southern charm. With substantial acreage between May River Road and the riverfront, the estate offers exceptional privacy and flexibility-ideal for a multigenerational family compound, equestrian retreat, or legacy waterfront residence. A rare opportunity to secure one of Bluffton's most significant remaining riverfront properties.

942 May River Road, Bluffton

Listing courtesy of Charter One Realty.

$455,000
HILTONHEAD-503447 MLS
An exceptional opportunity to own 5.1 acres of deep-water frontage on the scenic Lowcountry New River, located within a private, gated community-with no HOA. Welcome to 3904 Okatie Highway, where true waterfront living meets freedom, privacy, and unbeatable location. Enjoy deep water access ideal for boating, fishing, and kayaking directly from your backyard, with the New River Boat Landing just moments away. Boaters will love the easy access to the waterways, including a 35-minute boat ride to Daufuskie Island, and close proximity to the new marina at Palmetto Bluff. Perfectly positioned near New Riverside shopping and dining, and centrally located between Savannah, Beaufort, and Hilton Head Island, with **Old Town Bluffton just 10 minutes away. A septic tank permit is already in hand, making this an ideal setting for a private estate, riverfront retreat, or long-term investment-where Lowcountry living is defined by space, water, and possibility investment.

3904 Okatie Highway, Bluffton

Listing courtesy of Maxey Blackstream Christie's International Real Estate.

$5,995,000
6 Beds 5 Baths 8,000 SqFt. HILTONHEAD-502780 MLS
A rare Lowcountry treasure, this exceptional 13+ acre estate spans sweeping marsh and May River frontage and features one of the largest residential docks on the river, at an impressive 150 linear feet. Recently reimagined with a remarkable transformation, this grand property offers a level of scale, privacy, and craftsmanship that truly must be experienced in person. Inside, the main level hosts five spacious bedrooms and four redesigned bathrooms, all thoughtfully designed for effortless single level living. The kitchen has been expanded greatly and flows effortlessly into the expansive great room while an additional poolside living space provides a favored riverfront place of respite. Upstairs, a fully appointed apartment wrapped in rich heart pine paneling provides additional living space with endless views that stretch across the tidal waters. Everywhere you turn, the landscape steals the show. With its unmatched acreage, expansive waterfront, and extraordinary dock, the potential to shape a legacy property for generations to come is unmistakable. This is Lowcountry living at its most timeless, gracious, and unforgettable.

45 Linden Park E Drive, Bluffton

Listing courtesy of Daniel Ravenel Sotheby's International Realty.

$1,250,000
HILTONHEAD-452321 MLS
Privately held for 80 yrs, NOW is your opportunity to own an untouched 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.

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