Browse All Bluffton SC Historical Properties for Sale

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.

$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.

$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).

$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.

$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.

Start Your Search

We do not attempt to independently verify the currency, completeness, accuracy or authenticity of the data contained herein. It may be subject to transcription and transmission errors. Accordingly, the data is provided on an “as is” “as available” basis only and may not reflect all real estate activity in the market. © 2026 REsides, Inc. All rights reserved. Certain information contained herein is derived from information, which is the licensed property of, and copyrighted by, REsides, Inc.

Bluffton Historical Real Estate

Our website features the best real estate search for historical properties available in Bluffton and surrounding areas. It is the only site you will ever need! It is easy-to-use and updated by the official Realtor®’s database every 15 minutes.

You can save searches, and get daily email alerts of new listings, price changes, sold data, and market reports. Our Interactive Map Search allows you to view properties on a map or refine your search by drawing the boundaries around the area you desire.

Curious about what’s happening in your neighborhood? You can create a custom market report to see what’s active, under contract, and sold in your neighborhood!

Considering selling or refinancing your home? Get an INSTANT property valuation now!