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$850,000
2 Beds ⋅ 1 Baths ⋅ 1,256 SqFt. ⋅ HILTONHEAD-511351 MLS
Prime Calhoun Street Opportunity! Located in the heart of Old Town Bluffton, this stand-alone mixed use building sits in one of the most sought-after, high-traffic areas in town. A contributing historic resource in the Town of Bluffton, this property was originally a residence and has been thoughtfully converted for retail use but can easily be converted back to resident for short or long term rental. Surrounded by shops, galleries, and restaurants, the location supports a variety of mixed-use possibilities, from short/long term rental, retail and office to studio or gallery space. Don't miss this rare chance to own a piece of real estate on Calhoun Street, one of Bluffton's most iconic and vibrant corridors. Brand new hot water heater installed and seller is replacing exterior and minor plumbing.

27 Calhoun Street, Bluffton

Listing courtesy of William Raveis - Carolina LLC.

$1,150,000
4 Beds ⋅ 4 Baths ⋅ 4,011 SqFt. ⋅ HILTONHEAD-510562 MLS
Nestled on 1.09 private acres in the exclusive waterfront enclave of Myrtle Island, this exceptional property presents a rare opportunity to create your dream Lowcountry estate in one of Bluffton's most coveted locations. Framed by majestic live oaks and stately magnolias, a winding circular driveway welcomes you to a timeless brick residence inspired by classic Southern architecture. Enjoy captivating views of the May River from expansive porches designed for relaxing mornings, evening gatherings, and embracing the beauty of Lowcountry living. Inside, warm wood floors, a desirable first-floor primary suite, and spacious living areas provide a solid foundation for your vision. Offering four bedrooms and generous living spaces, the home is ready for thoughtful renovation, or serves as the perfect setting to build a custom residence tailored to your lifestyle. With ample room to expand, the 1.09-acre homesite offers the flexibility to add an accessory dwelling, guest cottage, studio, or additional outdoor living spaces (subject to applicable approvals), creating a true family compound or private retreat .Located just moments from the charm, dining, boutiques, and galleries of Downtown Bluffton, this is an extraordinary opportunity to own one of Bluffton's most exclusive addresses. Whether you choose to restore its Southern character or bring an entirely new vision to life, this remarkable waterfront property invites you to create a legacy surrounded by natural beauty, timeless architecture, and the unmatched serenity of the May River. Bring your imagination. Expand your horizons. Experience the authentic Southern lifestyle you've always envisioned.

93 Myrtle Island Road, Bluffton

Listing courtesy of Keller Williams.

$799,000
4 Beds ⋅ 2 Baths ⋅ 1,972 SqFt. ⋅ HILTONHEAD-511020 MLS
Rare opportunity to own a versatile property in the heart of Old Town Bluffton with no HOA or restrictions. This charming home offers easy living just minutes from local shops, restaurants, parks, and schools. The main residence features updated finishes, abundant natural light, and comfortable living spaces with 3 bedrooms and 1 bathroom. A renovated attached guest cottage provides additional flexibility for guests, rental income, or multigenerational living. Outside, enjoy a fully fenced yard complete with a new paver fire pit-perfect for Lowcountry evenings. A 2-car carport and storage shed provide plenty of space for vehicles, tools, and hobbies. The property is further enhanced by a thriving juvenile citrus field, creating a unique backyard retreat. Offered fully furnished with an acceptable offer, making this a truly turnkey opportunity.

34 Alljoy Road, Bluffton

Listing courtesy of Keller Williams.

$1,500,000
2 Beds ⋅ 2 Baths ⋅ 432 SqFt. ⋅ HILTONHEAD-508273 MLS
Deep dock permit approved by DHEC/OCRM is in hand! Seller will convey at closing. This property is being sold for lot value/As Is. Must See!!! Extraordinary unfettered southeast views over the May River - one of the most desirable and coveted estuaries in the Lowcountry. With your new dock, you'll have easy 24/7 access to deepwater and in-shore fishing, water sports, pleasure cruising, and ingress to the intracoastal Waterway. This .41-acre parcel is prime for your dream home, just a short golf cart ride to all the shops and restaurants that have made Bluffton one of South Carolina's most desirable locations.

17 Ulmer Drive, Bluffton

Listing courtesy of EXP Realty LLC.

$2,500,000
2 Beds ⋅ 2 Baths ⋅ 803 SqFt. ⋅ HILTONHEAD-505694 MLS
Rare riverfront opportunity overlooking the iconic May River in Bluffton, SC. Build your dream home on this premier homesite, just a golf cart ride from Old Town Bluffton's shops, dining, and charm. Enjoy one of the larger docks on the May River, featuring a 14' pier head, 40' floating dock, and 16k lb boat lift-ideal for boating, fishing, and breathtaking Lowcountry sunsets. Brand new 2-4 car garage apartment and driveway. The garage apartment features a large deck with amazing views, stainless steel appliances, and vaulted ceilings. A true waterfront lifestyle awaits in one of the area's most sought-after locations. OSCREA

90 Alljoy Road, Bluffton

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

$810,000
3 Beds ⋅ 2 Baths ⋅ 2,075 SqFt. ⋅ HILTONHEAD-503992 MLS
Motivated Seller - owner closed on new property today and needs this one sold. Huge price drop of 81K from original list price. House appraised for $1,050,000.00 which gives new owners instant equity! Fully renovated older home with lots of character. Non gated, no HOA no restrictions ( can air BNB). Move in ready. Close to downtown Bluffton (golf-cart-able) but on a quiet street with panoramic marsh views. Backyard is fenced in for dogs or kids! Great sandy area before marsh to build sand castle, family games or chase the fiddler crabs. 2 year old golf cart is negotiable with house. Seller is ready so bring your offers.

7 Driftwood Drive, Bluffton

Listing courtesy of Realty One Group - Lowcountry. Selling Office: Peirce Group Brokered by EXP Realty LLC.

$515,000
2 Beds ⋅ 2 Baths ⋅ 1,581 SqFt. ⋅ HILTONHEAD-503413 MLS
PRICED TO SELL, this quaint Lowcountry coastal cottage-originally built in the late 1950s-is located on Myrtle Island Road in the highly sought-after Alljoy area, one of Old Town Bluffton's most desirable and rarely available streets. Set on a private, wooded half-acre lot with no HOA and no rental restrictions, this property offers a rare blend of character, flexibility, and location-and is being sold fully furnished. This 2BR/2BA home spans 1,581 square feet and has been thoughtfully updated over the years with major system improvements, including a new roof (2024) and new water heater (2025), along with refreshed kitchen, bath, and interior finishes-preserving its original charm while providing modern comfort and peace of mind. Surrounded by mature live oaks and classic Lowcountry scenery, the setting feels peaceful and established, yet remains just a short golf cart ride to the heart of Old Town Bluffton. Two nearby boat ramps offer convenient access to the May River and surrounding waterways. With room to expand, enhance outdoor living, or simply enjoy the privacy of the oversized lot, this coastal cottage delivers true Old Town Bluffton living. Opportunities along Myrtle Island Road are exceptionally rare.

10 Myrtle Island Road, Bluffton

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

$2,100,000
3 Beds ⋅ 2 Baths ⋅ 1,556 SqFt. ⋅ HILTONHEAD-503133 MLS
Charming Cottage on May River - Prime waterfront location nestled on the serene May River, 3BD/2BA cottage offers the perfect blend of waterfront living & potential for customization. Situated on deep water w/ample clearance even at low tide, this property provides direct access to the river with boating, fishing & waterfront sunsets from your doorstep. Plenty of room for expansion, this home presents a fantastic opportunity for renovation or create your dream riverside retreat. The property also offers potential for adding a guest cottage, making it ideal for entertaining family and friends. Lot #13 R600 039 00C 04780 0000 is included.

6 Nanny Cove Road, Bluffton

Listing courtesy of Sea Pines Real Estate - Beach Club. Selling Office: Sea Pines Real Estate - Beach Club.

$550,000
2 Beds ⋅ 1 Baths ⋅ 825 SqFt. ⋅ HILTONHEAD-502926 MLS
Price Reduced!! You must see this stunning Lowcountry oasis on the marsh front on the May River in Bluffton,SC. Offers the best sunrises, sunsets and lowcountry boils in your very own covered pavilion with a wonderful firepit for evening fires, tiki hut bar and hot tub. The entire property has been beautifully upgraded and landscaped and will take your breath away! Home has been upgraded with stainless steel appliances, LVP flooring, newly surfaced ceilings, tub refurbished and new cabinet in bathroom, new hot water heater, metal roof on pavilion and so much more. The perfectly attached screened in porch for enjoying meals with family and friends. Or you can take a boat or kayak to explore the May River to enjoy incredible views! You can also take a short ride to beautiful historical downtown Bluffton. Enjoy all that Bluffton has to offer with shopping, restaurants, quaint Farmers Markets and festivals throughout out the year!! Currently a short term rental with great income. Schedule your tour today to see this incredible and unique property that feels a bit like heaven!!

9 Sailors Choice, Bluffton

Listing courtesy of 25 Westbury Realty.

$950,000
2 Beds ⋅ 2 Baths ⋅ 1,015 SqFt. ⋅ HILTONHEAD-502574 MLS
Own a piece of paradise. Watch the sunrise from your back deck or your private dock. NO HOA. Minutes from Old Town Bluffton and next to the Alljoy Boat Ramp. Enjoy the property AS-IS or build your dream home and be a part of this very special place.

8 Croaker Street, Bluffton

Listing courtesy of BHHS Bay Street Realty Group (Beaufort).

$1,575,000
3 Beds ⋅ 2 Baths ⋅ 2,053 SqFt. ⋅ HILTONHEAD-502555 MLS
RARE 3.59 Acres in Bluffton! Tired of being on top of your neighbors!? Introducing 1124 May River - a spectacular waterfront opportunity with 3 parcels close to downtown Historic Bluffton! Build your dream home while staying in the 3 BED / 2 BATH cottage home with pool that was completely remodeled from the studs out in 2021 - featuring a new roof, water heater, drywall, appliances, bathrooms, kitchen flooring, fixtures, Murphy bed behind barn doors, pool pump, & asphalt driveway. Take a dip in the pool or unwind on the spacious grounds, all while enjoying the Lowcountry scenery - this property offers the best of Bluffton living! Very Unique!

1124 May River Road, Bluffton

Listing courtesy of Moul, REALTORS®. Selling Office: ERA Evergreen Real Estate Company - Bluffton.

$1,150,000
2 Beds ⋅ 2 Baths ⋅ 871 SqFt. ⋅ HILTONHEAD-501999 MLS
Set in the heart of Old Town Bluffton, this mixed-use zoned property at 38 Boundary Street presents an extraordinary chance to live, work, or invest in one of the South's most beloved small towns. Just across from Dubois Park and a short stroll to shops, galleries, and dining. Originally built in 1946, this quintessential Lowcountry cottage underwent a complete transformation in 2022 and is now being offered fully furnished. Every inch of the home blends timeless Bluffton charm with designer sophistication. The renovation spared no detail from the spray-foam insulation and tankless water heater to the custom finishes, luxury furnishings, and new appliances. The open living space is warm and inviting, highlighted by natural light, smooth ceilings, wood flooring, and a glass-enclosed fireplace. The kitchen features modern cabinetry, a farmhouse sink, wine cooler, and stylish tile accents. Both bedrooms are thoughtfully designed with a mix of comfort and function, and the screened porch extends the living space, offering a peaceful place to enjoy morning coffee or an evening cocktail under the canopy of Bluffton's oaks.Beyond its beauty, this property presents an exceptional opportunity: An additional 500 sq feet can be added to the home with approval of the Historical Society and the lot can accommodate an additional structure of up to 1,200 square feet (up to 800 sq feet enclosed on slab and remaining on second level) allowing for a guest cottage, studio, or future income-producing addition. The homes metal roof, irrigation system, and hurricane protection add to its appeal, while the corner lot ensures privacy and presence in one of Bluffton's most cherished neighborhoods. Old Town Bluffton is known for its charm, character, and commitment to preservation. The Bluffton Historic Preservation Society, founded in 1981, plays a vital role in safeguarding the towns architectural heritage and the stories behind it ensuring that Bluffton's State of Mind endures for generations. Living in Old Town means being part of this remarkable legacy: a community where historic cottages stand beside galleries, farmers markets line the streets, and the May Rivers breezes remind residents daily why Bluffton is one of the Souths most sought-after small towns. 38 Boundary Street represents the rarest of opportunities to own Bluffton history that's been beautifully reimagined for modern life, offering the potential for future expansion right in the center of everything.

38 Boundary Street, Bluffton

Listing courtesy of Maxey Blackstream Christie's International Real Estate (898). Selling Office: Maxey Blackstream Christie's International Real Estate (898).

$639,000
3 Beds ⋅ 2 Baths ⋅ 1,350 SqFt. ⋅ HILTONHEAD-502029 MLS
11 Whiting Street is the quintessential Brighton Beach cottage, lovingly built circa 1945 and just a stones throw from the Alljoy boat landing. From the main living area, enjoy peaceful river views that perfectly capture the magic of this special Bluffton neighborhood. Tucked beneath the shade of a grand live oak, this sweet cottage invites easy mornings, sunrise strolls to the water, and the laid-back, eclectic lifestyle that makes this part of Bluffton so unique. Come "cut the beach" and make this slice of Lowcountry charm your own.

11 Whiting Street, Bluffton

Listing courtesy of Daniel Ravenel Sotheby's International Realty.

$380,000
5 Beds ⋅ 4 Baths ⋅ 3,340 SqFt. ⋅ HILTONHEAD-500719 MLS
Rare opportunity in the heart of Alljoy! Situated on a desirable corner lot, this duplex is just minutes from the Alljoy boat ramp and a short golf cart ride to Old Town Bluffton. The property features two separate units on one parcel- perfect for rental income, multi-generational living, or a primary residence with a private guest suite. One side offers 3 bedrooms (with the option to convert the bonus room into a 4th) and 3 full baths, while the other side includes 2 bedrooms and 1 full bath. Both units are equipped with full kitchens and separate laundry areas. With its prime location and versatile layout, this property is a true gem in Blufftons highly sought-after Alljoy area.

6634 Thomas Lawton Drive, Bluffton

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty. Selling Office: William Raveis - Carolina LLC.

$435,000
3 Beds ⋅ 2 Baths ⋅ 1,720 SqFt. ⋅ HILTONHEAD-454634 MLS
Free from the restrictions of an HOA, this charming home is ideally situated on the river side of May River Road, just minutes from downtown Bluffton. Nestled on a spacious one-acre lot, the property offers privacy, mature trees and views of a pond and the scenic marshes of the May River. This is a prime opportunity to get a handyman special and make the home yours! Home is sold AS-IS.

38 Vinel Lane, Bluffton

Listing courtesy of Brokers Real Estate. Selling Office: COAST PROFESSIONALS Brokered by EXP Realty.

$830,000
3 Beds ⋅ 2 Baths ⋅ 1,360 SqFt. ⋅ HILTONHEAD-454135 MLS
Nestled on highly traveled May River Road, this rare 3-bed, 1.5-bath, 1,360sqft home on 3.23 wooded acres offers exceptional visibility and unlimited potential. Whether you're dreaming of a private homestead, live-work property, or a boutique commercial venture, this parcel is a one-of-a-kind find in Bluffton. With its expansive lot, mature trees, and proximity to shops and major routes, this is a rare chance to secure both presence and privacy in a booming market. Zoned for flexibility—seize it!

521 May River Road, Bluffton

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

$520,000
2 Beds ⋅ 3 Baths ⋅ 1,130 SqFt. ⋅ HILTONHEAD-448160 MLS
Discover your perfect getaway in the highly desirable All Joy area of Bluffton. This charming 2-bed, 2.5-bath home boasts updated kitchen & baths, new roof & expansive deck with views of the sunrise over the May River. With no restrictions or HOA, you'll enjoy the freedom of coastal living; boat days and fire pit nights with fresh fish from the May River, room for a garden and chickens, you may never leave. A short golf cart ride takes you into the heart of historic Old Town Bluffton for shopping, dining, and entertainment. Enjoy this highly desirable coastal lifestyle or a lucrative investment opportunity when you make this gem your own!

11 Flounder Street, Bluffton

Listing courtesy of COAST PROFESSIONALS II - Brokered by EXP Realty. Selling Office: Collins Group Realty.

$950,000
3 Beds ⋅ 2 Baths ⋅ 1,440 SqFt. ⋅ HILTONHEAD-444594 MLS
Old Town Bluffton Developers Dream.. Property consists of 3 lots totaling .65 acres. #5 is .25 acres, #7 is .23 acres and #9 is .17 acres on Wharf St. (see plat map in documents). #7 has a 3 bedroom brick home rented for $1200 per month. #9 has a mobile home rented for $1200 per month. Tenants will vacate with 60 day notice. Easy walk to Old Town Bluffton, Oyster Factory, May River, the Promenade and public boat ramp. Property being sold AS IS.

5 Wharf Street, Bluffton

Listing courtesy of Vacation Time of HHI Inc.

$900,000
3 Beds ⋅ 2 Baths ⋅ 1,380 SqFt. ⋅ HILTONHEAD-443848 MLS
AMAZING PROPERTY IN THE HEART OF BLUFFTON!! Nearly 4 acres off May River Rd. with Marsh Access and View. Property has been cleared & maintained. Mature trees surround the property. Quaint homestead. 3 Bedroom 2 Baths, Family Room with Vaulted Ceilings and Fireplace. Kitchen with Dining Area leads into the Heated / Cooled Carolina Room with lovely view of the Back Yard. Attached and detached garages. Well maintained. New HVAC and Hot Water Tank. Newer Roof. Septic, Air Ducts and Pest Control recently serviced. This is a Lowcountry dream come true! This wont last, schedule your showing now.

26 Lazy J Lane, Bluffton

Listing courtesy of Moul, REALTORS®. Selling Office: Maxey Blackstream Christie's International Real Es.

$4,000,000
7 Beds ⋅ 4 Baths ⋅ 3,791 SqFt. ⋅ HILTONHEAD-441714 MLS
An exceedingly rare opportunity to own a direct deepwater riverfront home in Bluffton. This truly is a once in a lifetime opportunity, as riverfront homes in the heart of Old Town Bluffton simply do not often transfer ownership. Built on nearly 1.5 acres, the home sits proudly atop one of the highest points in the downtown district. A separate four bedroom guest house offers views of the river as well. Downtown Bluffton is a golf cart friendly community, providing easy access to dining, shops, and nearby art galleries.

113 Bridge Street, Bluffton

Listing courtesy of Daniel Ravenel Sotheby's International Realty. Selling Office: Daniel Ravenel Sotheby's International Realty.

$440,000
3 Beds ⋅ 1 Baths ⋅ 1,134 SqFt. ⋅ HILTONHEAD-439708 MLS
Great opportunity to live in one of the most sought after parts of downtown Bluffton. Minute stroll to the May River. No HOA fees. Enjoy riding your golf cart to all of the amenities of historic downtown Bluffton. This is an opportunity that you don't want to miss! This property has so much potential! Live the Bluffton State of Mind!! Huge fenced in yard. Lot next door is also on the market for sale. Lots of room to build your dream home.

41 Oyster Street, Bluffton

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

$1,500,000
2 Beds ⋅ 1 Baths ⋅ 1,054 SqFt. ⋅ HILTONHEAD-440029 MLS
Incredible opportunity for investors in the historic district of Old Town Bluffton! 2 acres with historic contributing structure, specimen hardwoods, potential cove access, and newly run sewer lines at the road. One of the few remaining parcels existing with the potential for multiple homesites.

34 Thomas Heyward Street, Bluffton

Listing courtesy of Daniel Ravenel Sotheby's International Realty. Selling Office: Daniel Ravenel Sotheby's International Realty.

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