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$1,350,000

The Elmore-Henderson House | c. 1821Some homes were built to impress. This one was built to endure.Established in the early 1820s by U.S. Congressman Franklin Harper Elmore, this historic Federal-style residence remains one of Walterboro's most significant and recognizable estates. Set behind gates on over seven private acres within the Hickory Valley Historic District, the property offers a rare combination of architectural presence, land, and legacy--just over an hour from Charleston.From the moment you enter the property, there is a sense of arrival that cannot be replicated. A long approach framed by mature trees and established plantings gradually reveals the residence, positioned with intention and surrounded by grounds that have been thoughtfully designed to complement both tharchitecture and the natural landscape. The main residence encompasses approximately 5,800+ square feet, offering 4 bedrooms and 3.5 bathrooms arranged within a traditional central hall floor plan. The home retains the symmetry and proportion characteristic of the Federal period, with 11-foot ceilings, expansive formal and informal living spaces, and original architectural details that reflect the craftsmanship of the early 19th century. Natural light moves easily throughout the home, highlighting the scale of each room and reinforcing the connection between interior and exterior spaces. The wraparound veranda with stately columns provides a defining architectural feature, offering multiple vantage points to enjoy the surrounding grounds while creating seamless indoor-outdoor living typical of the Lowcountry. The landscape design is a defining element of the property. Carefully curated by a respected landscape designer, the grounds have been composed to feel both refined and natural. Mature oaks anchor the property, while expansive lawn areas, layered gardens, and seasonal plantings create depth, texture, and year-round visual interest. Brick pathways and garden spaces introduce structure without interrupting the organic flow of the land, resulting in an environment that feels established, balanced, and private. Beyond the main residence, the estate functions as a true compound--an increasingly rare offering. A c. 1880 historic law office remains on the property, a nod to its long-standing role in the community. Additional guest accommodations and outbuildings provide flexibility for extended stays, workspace, or creative use, all while maintaining the integrity and character of the estate. Walterboro itself holds historical significance as a summer refuge for Lowcountry families seeking higher ground and healthier air, and properties of this caliber were reserved for those of influence and means. That legacy is still evident here--not only in the architecture, but in the way the property has been preserved, respected, and thoughtfully maintained over time. This is not simply a historic home. It is a property defined by continuity--where land, architecture, and landscape come together in a way that cannot be recreated. For the buyer seeking authenticity, scale, and a connection to the Lowcountry's past--while still being within reach of Charleston--527 Wichman Street represents a rare and meaningful opportunity.

4 Beds ⋅ 5.5 Baths ⋅ 26009306 MLS

The Elmore-Henderson House | c. 1821Some homes were built to impress. This one was built to endure.Established in the early 1820s by U.S. Congressman Franklin Harper Elmore, this historic Federal-style residence remains one of Walterboro's most significant and recognizable estates. Set behind gates on over seven private acres within the Hickory Valley Historic District, the property offers a rare combination of architectural presence, land, and legacy--just over an hour from Charleston.From the moment you enter the property, there is a sense of arrival that cannot be replicated. A long approach framed by mature trees and established plantings gradually reveals the residence, positioned with intention and surrounded by grounds that have been thoughtfully designed to complement both tharchitecture and the natural landscape. The main residence encompasses approximately 5,800+ square feet, offering 4 bedrooms and 3.5 bathrooms arranged within a traditional central hall floor plan. The home retains the symmetry and proportion characteristic of the Federal period, with 11-foot ceilings, expansive formal and informal living spaces, and original architectural details that reflect the craftsmanship of the early 19th century. Natural light moves easily throughout the home, highlighting the scale of each room and reinforcing the connection between interior and exterior spaces. The wraparound veranda with stately columns provides a defining architectural feature, offering multiple vantage points to enjoy the surrounding grounds while creating seamless indoor-outdoor living typical of the Lowcountry. The landscape design is a defining element of the property. Carefully curated by a respected landscape designer, the grounds have been composed to feel both refined and natural. Mature oaks anchor the property, while expansive lawn areas, layered gardens, and seasonal plantings create depth, texture, and year-round visual interest. Brick pathways and garden spaces introduce structure without interrupting the organic flow of the land, resulting in an environment that feels established, balanced, and private. Beyond the main residence, the estate functions as a true compound--an increasingly rare offering. A c. 1880 historic law office remains on the property, a nod to its long-standing role in the community. Additional guest accommodations and outbuildings provide flexibility for extended stays, workspace, or creative use, all while maintaining the integrity and character of the estate. Walterboro itself holds historical significance as a summer refuge for Lowcountry families seeking higher ground and healthier air, and properties of this caliber were reserved for those of influence and means. That legacy is still evident here--not only in the architecture, but in the way the property has been preserved, respected, and thoughtfully maintained over time. This is not simply a historic home. It is a property defined by continuity--where land, architecture, and landscape come together in a way that cannot be recreated. For the buyer seeking authenticity, scale, and a connection to the Lowcountry's past--while still being within reach of Charleston--527 Wichman Street represents a rare and meaningful opportunity.

527 Wichman Street, Walterboro

Listing courtesy of Listing Agent: Lisa Patterson from Listing Office: Daniel Ravenel Sotheby's International Realty.

$699,500

Welcome to a home designed for both everyday comfort and unforgettable gatherings. From the inviting curb appeal to the spacious interior, this impressive over 4500 sqft home offers the perfect blend of warmth and functionality. At the heart of the home is a chef's dream kitchen featuring abundant cabinetry, generous counter space and wonderful appliances.Every bedroom enjoys access to a bathroom, with one being on the main floor, providing comfort and privacy for family members and guests alike. The primary suite upstairs is a true retreat, offering space to unwind and recharge. The stunning primary bath feels spa-inspired with dual vanities, a soaking tub, and an oversized tiled shower that elevates daily living. The huge walk around closet is everyone's dream!The spacious great room offers a warm and inviting atmosphere, perfectly positioned just off the kitchen for everyday living and entertaining. Beautiful hardwood floors flow adding great character. The beautifully framed gas fire place is a classic focal point that anchors the room and provides cozy ambiance during the cooler months. Flexible spaces throughout the home offer endless possibilities -- create a home gym, office, playroom, or additional living area to fit your needs. A spacious three-car garage adds practicality with room for vehicles, storage, or hobbies. Step outside to your fully fenced private backyard oasis that is over an acre that features lovely landscaping, a beautiful in ground pool with hot tub, and patio area, which is perfect for summer gatherings and quiet evenings at home. Most of the pool furniture will convey. Come see this home in person to appreciate all it has to offer. Priced below recent appraisal.

5 Beds ⋅ 5.5 Baths ⋅ 26005652 MLS

Welcome to a home designed for both everyday comfort and unforgettable gatherings. From the inviting curb appeal to the spacious interior, this impressive over 4500 sqft home offers the perfect blend of warmth and functionality. At the heart of the home is a chef's dream kitchen featuring abundant cabinetry, generous counter space and wonderful appliances.Every bedroom enjoys access to a bathroom, with one being on the main floor, providing comfort and privacy for family members and guests alike. The primary suite upstairs is a true retreat, offering space to unwind and recharge. The stunning primary bath feels spa-inspired with dual vanities, a soaking tub, and an oversized tiled shower that elevates daily living. The huge walk around closet is everyone's dream!The spacious great room offers a warm and inviting atmosphere, perfectly positioned just off the kitchen for everyday living and entertaining. Beautiful hardwood floors flow adding great character. The beautifully framed gas fire place is a classic focal point that anchors the room and provides cozy ambiance during the cooler months. Flexible spaces throughout the home offer endless possibilities -- create a home gym, office, playroom, or additional living area to fit your needs. A spacious three-car garage adds practicality with room for vehicles, storage, or hobbies. Step outside to your fully fenced private backyard oasis that is over an acre that features lovely landscaping, a beautiful in ground pool with hot tub, and patio area, which is perfect for summer gatherings and quiet evenings at home. Most of the pool furniture will convey. Come see this home in person to appreciate all it has to offer. Priced below recent appraisal.

121 Wintergreen Road, Walterboro

Listing courtesy of Listing Agent: Kelly Rozier from Listing Office: Brand Name Real Estate.

$525,000

PERFECT HOME FOR AN EXTENDED FAMILY. This brick ranch offers many features not easily found in Forest Hills: large (3157 SF), one level, large lot (.74 acres) with backyard privacy, 4/5 bedrooms, 3 baths and much more. A living room, bedroom and bath are located on one end of the house away from the main living area and offers a separate entrance - perfect for parents or the adult child who has returned home. It is conveniently located within short walking distance to public tennis courts and the Gladys Whidden Park.Upon entering the foyer, the large formal living room is located to the right and features a fireplace with gas logs. Beyond the living room is the formal dining room that features built-in shelves and cabinets for your dishes.The adjoining family room features a second fireplace with gas logs and also a double sliding door to access the large solarium overlooking the back yard. The primary suite and two guest bedrooms are located down the adjoining hall along with the second full bath. The master bath features separate privacy areas for the tub/shower unit and toilet. On the opposite end of the house are located two rooms with closets and the third full bath. One of the rooms has a separate entrance which allows those rooms to be separate from the rest of the house. All floors are wood or tile. The back yard is private and contains a gazebo and two separate workshops/storage sheds and many varieties of camellias, azaleas and other flowering shrubs. Freshly painted kitchen, bedroom, utility room, gazebo and exterior trim as of 5/1/2026. Don't miss out on this unique property.

4 Beds ⋅ 3 Baths ⋅ 25021318 MLS

PERFECT HOME FOR AN EXTENDED FAMILY. This brick ranch offers many features not easily found in Forest Hills: large (3157 SF), one level, large lot (.74 acres) with backyard privacy, 4/5 bedrooms, 3 baths and much more. A living room, bedroom and bath are located on one end of the house away from the main living area and offers a separate entrance - perfect for parents or the adult child who has returned home. It is conveniently located within short walking distance to public tennis courts and the Gladys Whidden Park.Upon entering the foyer, the large formal living room is located to the right and features a fireplace with gas logs. Beyond the living room is the formal dining room that features built-in shelves and cabinets for your dishes.The adjoining family room features a second fireplace with gas logs and also a double sliding door to access the large solarium overlooking the back yard. The primary suite and two guest bedrooms are located down the adjoining hall along with the second full bath. The master bath features separate privacy areas for the tub/shower unit and toilet. On the opposite end of the house are located two rooms with closets and the third full bath. One of the rooms has a separate entrance which allows those rooms to be separate from the rest of the house. All floors are wood or tile. The back yard is private and contains a gazebo and two separate workshops/storage sheds and many varieties of camellias, azaleas and other flowering shrubs. Freshly painted kitchen, bedroom, utility room, gazebo and exterior trim as of 5/1/2026. Don't miss out on this unique property.

201 Overhill Drive, Walterboro

Listing courtesy of Listing Agent: Horace Kinsey from Listing Office: Colleton Realty, LLC.

$275,000

3 Beds ⋅ 2 Baths ⋅ 25015056 MLS

710 Gadsden Loop, Walterboro

Listing courtesy of Listing Agent: Shannon Guess from Listing Office: All Country Real Estate, LLC.

$225,000

An abundance of updates has transformed this charming 1,289-sqft brick ranch into a fresh, inviting, move-in-ready home! Featuring 4 bedrooms and 1 beautifully updated bathroom, this home offers a functional and comfortable layout designed for everyday living. Inside, you'll find a bright sunroom, a spacious family room that flows seamlessly into an eat-in kitchen with a stunning new look. Kitchen updates include butcher block countertops, new lower cabinets, updated hardware, and brand-new appliances. Additional improvements throughout the home include new flooring, and refinished hardwood floors. Conveniently located just minutes from Colleton Medical Center, grocery stores, restaurants, boutiques, coffee shops, bookstores, and local parks. This home offers both comfort and convenience.

4 Beds ⋅ 1 Baths ⋅ 25001975 MLS

An abundance of updates has transformed this charming 1,289-sqft brick ranch into a fresh, inviting, move-in-ready home! Featuring 4 bedrooms and 1 beautifully updated bathroom, this home offers a functional and comfortable layout designed for everyday living. Inside, you'll find a bright sunroom, a spacious family room that flows seamlessly into an eat-in kitchen with a stunning new look. Kitchen updates include butcher block countertops, new lower cabinets, updated hardware, and brand-new appliances. Additional improvements throughout the home include new flooring, and refinished hardwood floors. Conveniently located just minutes from Colleton Medical Center, grocery stores, restaurants, boutiques, coffee shops, bookstores, and local parks. This home offers both comfort and convenience.

348 Cleveland Street, Walterboro

Listing courtesy of Listing Agent: Shannon Guess from Listing Office: All Country Real Estate, LLC.