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$799,000
4 Beds 5 Baths 2,278 SqFt. HILTONHEAD-511948 MLS
Rare opportunity to own a spacious 4 bedroom home with a separate guest house, private pool and over half an acre lot in the heart of Downtown Bluffton! Just a short distance from Calhoun Street, the Promenade, restaurants, art galleries and boutique shops this property offers the best of Bluffton's vibrant Old Town lifestyle while providing an exceptional amount of space and privacy. The main residence features four bedrooms, two screened porches and inviting indoor and outdoor living spaces overlooking the private pool. The spacious detached guest house adds tremendous flexibility and includes its own washer and dryer making it ideal for guests, extended family or rental income. Per the Town of Bluffton, the guest house may be rented short or long term, offering an attractive opportunity for an owner occupant seeking additional income. The property's 0.5+ acre lot and zoning provide additional possibilities including redevelopment (subject to applicable Town requirements and approvals). Unique Downtown Bluffton property combining location, land, pool, guest accommodations and income potential- an opportunity rarely found this close to the heart of Old Town.

18 Red Cedar Street, Bluffton

Listing courtesy of RE/MAX Island Realty.

$599,000
3 Beds 3 Baths 1,744 SqFt. HILTONHEAD-512072 MLS
Beautiful 3-bedroom, 2.5-bath home plus office located in the sought-after Bluffton Park community, known for its prime location and everyday convenience. Just a short distance to Old Town Bluffton, this home offers easy access to local restaurants, shopping, and schools. Inside, you'll find an open-concept layout with hardwood flooring, a spacious living area, and a well-appointed kitchen featuring granite countertops and a large center island. The primary suite includes a large walk-in closet and walk-in shower, while the two additional bedrooms provide flexible living space. Enjoy outdoor living with a covered front porch, spacious fenced yard, and a garage with a long driveway for ample parking. This property is currently generating income in the short term rental market.

74 9th Avenue, Bluffton

Listing courtesy of COAST PROFESSIONALS III brokered eXp Realty.

$669,300
5 Beds 6 Baths 2,850 SqFt. HILTONHEAD-511315 MLS
Rare Bluffton Village multifamily with built-in income, STR-friendly flexibility, and owner-occupant or full-investment potential! Located within walking/golf-cart distance to Old Town Bluffton and surrounded by major new commercial development, 66 Cassandra Lane presents a rare opportunity to secure triplex ownership in one of Bluffton's most convenient growth corridors. The property offers three distinct living spaces: a front 3-bedroom / 2.5-bath unit with a 2-car garage (Unit A), an attached studio with full bath (Unit B), and a standalone, 2-level, 1-bedroom / 1.5-bath (Unit C). Current tenants have been in place for 3+ years in both B and C units. The fully remodeled front unit is with an estimated rental potential of $2,800-$3,000+/month. The front unit was completely gutted and renovated in 2024 with approximately $150K in improvements, while a new roof and new HVACs in all units (3 total) add meaningful buyer confidence. Unit B and Unit C have some value-add opportunities, creating clear upside for the next owner to improve, reposition, or continue long-term rental use. With multiple balconies/porches, a quiet setting beside the Bluffton library, and POA-covered pest control and refuse, the property is practical, flexible, and income-oriented. In a market where true multifamily opportunities are limited, especially this close to Old Town Bluffton, 66 Cassandra offers the kind of versatility investors and owner-occupants rarely find. Seller is a SC Licensed Real Estate Agent.

66 Cassandra Lane, Bluffton

Listing courtesy of Greenplate Group Brokered by eXp Realty. Selling Office: Greenplate Group Brokered by eXp Realty.

$1,445,000
4 Beds 4 Baths 2,613 SqFt. HILTONHEAD-511128 MLS
Experience the best of Old Town Bluffton living at this custom-built home by one of the area's respected local builders. Completed in 2021, this thoughtfully designed residence blends timeless Lowcountry architecture with quality craftsmanship, featuring custom trim, detailed millwork, and high-end finishes throughout. The spacious main home is complemented by an exceptional carriage house above the detached garage, complete with its own full kitchen, living room, bedroom, full bath, laundry, and private entrance-ideal for extended family, guests, a home office, or rental income (6-month minimum rentals permitted). Outside, enjoy a private, fully fenced backyard designed for relaxing and entertaining. Located in the heart of Old Town Bluffton, you'll love being just a golf cart ride from the May River, Oyster Factory Park, the Promenade, weekly farmers market, festivals, boutiques, galleries, waterfront parks, coffee shops, and some of the Lowcountry's most celebrated restaurants. This is more than a home-it's your opportunity to experience the charm, convenience, and golf cart lifestyle that make Old Town Bluffton one of the South's most sought-after destinations.

25 Pritchard Street, Bluffton

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

$549,000
3 Beds 3 Baths 1,566 SqFt. HILTONHEAD-511160 MLS
Stylishly renovated and offered furnished, this 3 bed, 2.5 bath Bluffton Park home delivers easy Lowcountry living just minutes from the shops, dining, charm, and events of Old Town Bluffton, with Hilton Head Island beaches just a short drive away. Bright, welcoming, and truly move-in ready, the home features an open floor plan, quartz countertops, stainless steel appliances, luxury vinyl plank flooring throughout, fresh interior paint, fully renovated bathrooms, custom window treatments, a brand-new washer and dryer, and a new HVAC system (2025). Enjoy covered porches, a fenced backyard, an extra-long driveway, and an attached 2-car garage. Most furnishings, décor, kitchenware, plates, glasses, and everyday household items are available, with final inventory to be confirmed in writing. Currently set up as a short-term rental with 5-star guest reviews, this property offers flexibility as a primary residence, second home, Bluffton getaway, or income-producing opportunity.

75 10th Avenue, Bluffton

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

$800,000
4 Beds 4 Baths 2,603 SqFt. HILTONHEAD-508991 MLS
212 Goethe Rd is located in the heart of Old Town Bluffton, this mixed-use zoned townhome offers an unbeatable location just a short stroll from the shops, dining, and charm of The Promenade and Historic Bluffton. Currently operating as a successful owner-managed short-term rental, the property has generated nearly $70,000 in 2025 verified combined Airbnb income, with excellent potential for even greater revenue growth.From the moment you step inside, it is easy to understand the property's consistent 100% 5-star Airbnb rating. Offered fully turnkey, the home conveys beautifully furnished and fully outfitted down to the dishes and décor. The interiors capture a relaxed coastal ambience reminiscent of Serena & Lily style, blending comfort and sophistication throughout.This spacious end-unit townhome is filled with natural light thanks to abundant windows and features a welcoming wraparound front porch, soaring vaulted ceilings, and an open, airy floor plan. The flexible layout includes dual primary suites-one on the main level and one upstairs-along with two additional guest bedrooms and a generous loft space ideal for a second living area, office, or media room.

212 Goethe Road, Bluffton

Listing courtesy of ERA Wilder Realty, Inc - Bluffton. Selling Office: Maxey Blackstream Christie's International Real Estate.

$1,295,000
4 Beds 4 Baths 3,160 SqFt. HILTONHEAD-508596 MLS
Oldtown Bluffton isn't just a place... it's a lifestyle. Local shops, restaurants, the May River - this is where people want to be. 12 Tabby Shell sits on a charming, tree-lined street and welcomes you with a classic front porch made for slow mornings & evening conversations. Inside, the home offers an inviting, light-filled layout with comfortable living spaces and thoughtful finishes throughout. Beautiful screen porch w/ brick fireplace complemented by a private paver courtyard ideal for entertaining. A standout feature is the recently added detached 2-car garage with a fully equipped carriage house - bedroom, bathroom, living area & kitchen - ideal for guests, rental income, or private office. Rare flexibility in one of Bluffton's most desirable and conveniently located neighborhoods.

12 Tabby Shell Road, Bluffton

Listing courtesy of Moul, REALTORS®.

$300,000
HILTONHEAD-504144 MLS
The Vacant Lot at 56 Pritchard Street is the perfect location to work where you live in the Old Towne Bluffton Historic District. A $2 million project called the Pritchard Street Streetscape and Drainage Project is underway. The project will include new drainage infrastructure, new Sidewalks, ADA compliant pedestrian features, traffic calming measures, new streetscaping and new lighting. The improvements will define Pritchard Steet as an integral part of the Historic District and is likely to increase property values. The Neighborhood General Historic District allows Moderate-Density Residential Use with limited Commercial uses making Pritchard Street a great location for a Residential/Professional improvement. Zoning allows a main residential structure and separate Carriage House. Approximate lot dimensions 60' X 165' X 64' X 157' (.224 AC). Just a short walk to shops and restaurants in the Olde Towne Historic District; the Pocket Park on the May River at the end of Pritchard Street; and the waterfront park on the May River. A complete set of plans for a 2700+ s/f 2-story House and a detached Carriage House with full apartment for rental income is available. Plans were fully approved by the Town of Bluffton, but the approval has expired and would need to be renewed. Seller is a SCLR.

56 Pritchard Street, Bluffton

Listing courtesy of William Raveis - Carolina LLC. Selling Office: Realty One Group - Lowcountry.

$595,000
4 Beds 4 Baths 2,420 SqFt. HILTONHEAD-503908 MLS
Welcome to 86 Cassandra Lane, a rare opportunity in the heart of Bluffton Village offering two potential income streams in one beautifully renovated property. This end-unit 4-bedroom, 3.5-bath (total bed/bath count) townhome with tranquil lagoon views also features a private 1 bedroom 1 bath cottage above the detached 2-car garage, making it ideal for long-term or short-term rental opportunities. The main residence showcases an inviting open-concept floor plan filled with natural light and thoughtful upgrades throughout. Recent renovations include new luxury vinyl plank flooring, a fully updated kitchen with new cabinetry, quartz countertops, new appliances, updated hardware, fresh paint, and new windows. The owner spared no expense, creating a warm, modern, and move-in-ready home. The garage apartment offers a private entrance, providing flexibility to live in one space while renting the other, or lease both for maximum investment potential. This setup is perfect for investors, multigenerational living, or buyers seeking supplemental income. Ideally located just minutes from Old Town Bluffton, you'll enjoy walkable access to the post office, library, local shops, restaurants, and community amenities-all while being tucked into a peaceful lagoon-view setting.

86 Cassandra Lane, Bluffton

Listing courtesy of Trade & Tryon Realty. Selling Office: Trade & Tryon Realty.

$510,000
5 Beds 5 Baths 3,240 SqFt. HILTONHEAD-500929 MLS
Welcome to 50 Cassandra Lane, a rare triplex investment property in the heart of Bluffton, South Carolina, currently generating a strong $4,350/month gross rental income from three fully occupied units with potential for more! This property delivers instant ROI in one of the Lowcountry's most in-demand rental markets. With a combined 3,240 square feet, a two-car garage, and panoramic lagoon views, this property offers both beauty and performance. Located just minutes from Downtown Bluffton, residents enjoy walking paths, shopping, dining, and the laid-back coastal charm the area is known for. Whether you're expanding your portfolio or diving into your first multi-unit opportunity, this triplex checks every box: strong cash flow, stable tenancy, and unbeatable location.

50 Cassandra Lane Unit C, Bluffton

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

$1,395,000
4 Beds 5 Baths 2,753 SqFt. HILTONHEAD-500112 MLS
Welcome to 12 Lawrence Street, where timeless Southern charm meets bespoke Lowcountry luxury in the heart of Old Town Bluffton's historic district. Built in 2017, this 3-bedroom, 3.5-bath residence captures the essence of refined Southern living with craftsmanship that tells a story. The spacious front porch sets the tone, welcoming you into an elegant open floor plan with curated finishes and architectural detail throughout. Entertain in true Bluffton style on the expansive front porch or in the designer kitchen outfitted with a Thermador natural gas range and oven, crowned by a custom hood crafted from reclaimed wood sourced from a sharecropper's shack in Orangeburg County, SC the same historic wood graces the mantle above the wood-burning, full masonry fireplace. The fireplace surround features bricks salvaged from the ruins of a centuries-old South Carolina plantation, grounding the space in authentic heritage. The guest bath showcases a freestanding antique tub from Charleston, adding vintage elegance with a touch of charm. Out back, a private yard with firepit offers room to gather, entertain, or unwind with ample space to add a future pool. A detached two-car garage includes a beautifully finished carriage house with a full bath, kitchen, laundry, and sleeping area perfect for guests, rental income, or a quiet retreat (proven AirBnB rental with ~$20k/yr). Within 1-2 blocks from the Oyster Factory Park as well as boutiques, restaurants, and art galleries of Old Town Bluffton, this one-of-a-kind property blends historical soul with modern comfort in one of the most sought-after neighborhoods in the Lowcountry.

12 Lawrence Street, Bluffton

Listing courtesy of The Agency Hilton Head. Selling Office: Realty One Group - Lowcountry.

$658,000
2 Beds 3 Baths 2,182 SqFt. HILTONHEAD-440225 MLS
Renovated Townhome on Calhoun Street Promenade! Versatile for Living, Working, and Playing (as a primary residence, short-term rental, or home office). Step directly onto the Promenade, relish streetscape views, festivals, and park scenery. Boasting 2,180 sq ft of living space plus a private elevator, and an expansive 3rd-floor balcony. Fresh paint, flooring, lighting, vanities, woodwork, and more! A rare find in Bluffton's most coveted location! Short-term rentals permitted. Option to make this your second home and rent out for potential income exceeding $70,000. A ready-to-go lifestyle property capturing the essence of Bluffton living!

9 Promenade Street Unit 1223, Bluffton

Listing courtesy of Maxey Blackstream Christie's International Real Es. Selling Office: Weichert Realtors Coastal Properties.

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