Browse All Winnsboro SC Historical Properties for Sale

Investor Opportunity Just Minutes from Historic Downtown Winnsboro!Bring your vision to this 3-bedroom, 1-bath ranch offering approximately 1,462 square feet of living space on a generously sized, shaded lot with mature trees. Many hardwood floors inside. This vinyl-sided home is ready for a complete renovation and offers excellent potential for investors, flippers, or buyers looking to create a custom home. No heat or air conditioning. Inside, you'll find a spacious living room featuring a fireplace and a large picture window that fills the room with natural light. A temporary partition was added to create an additional bedroom but could easily be removed to restore the original open living space. The home also includes a good-sized kitchen, covered front porch, convenient side entrance, and a functional ranch-style floor plan ready for your updates. Outside, the mature landscaping has been trimmed, providing a great starting point for enhancing the property's curb appeal. Located just outside historic downtown Winnsboro, you'll enjoy convenient access to shopping, restaurants, schools, and local events while still having the feel of an established neighborhood. Property is being sold AS IS. Cash or renovation financing recommended. Don't miss this opportunity to restore this home and unlock its potential. Disclaimer: CMLS has not reviewed and, therefore, does not endorse vendors who may appear in listings.

802 Hudson St, Winnsboro

Listing courtesy of United Ctry/Carolina RE Co,LLC.

$539,900

6 Beds ⋅ 7 Baths

Step back in time as you approach this grand 1912 home in Winnsboro, where wide wrap-around porches invite you to slow down, relax, and enjoy the timeless charm of Southern living. With more than 5,000 square feet, 6 bedrooms, and 6.5 bathrooms, this property offers a rare blend of historic character and modern livability. Currently operating as a bed and breakfast, the home could easily transition back into a single-family residence. From the moment you enter, you’ll find details that tell the story of another era: original oak and mahogany floors, pocket doors, hand-placed dental molding, plaster ceilings, and elegant chandeliers. The formal living room is both welcoming and refined, while the office/library showcases rich coffered ceilings and intricate plasterwork. The dining room, framed with oak wainscoting, is built for gathering, with the kitchen and laundry nearby for convenience. The main level includes the primary suite and a private back porch, perfect for quiet mornings. Upstairs are five additional bedrooms, each with its own bathroom, along with an enclosed porch now serving as extra sleeping space. Every corner of the home reflects craftsmanship you rarely see today. Whether you choose to continue its tradition as a bed and breakfast or make it your personal residence, this property is a true showpiece. **This home is not on the Historic registry so any updates do not need approval!** Serious inquiries only, please. Disclaimer: CMLS has not reviewed and, therefore, does not endorse vendors who may appear in listings.

116 N Zion St, Winnsboro

Listing courtesy of Coldwell Banker Realty.

$89,900

4 Beds ⋅ 2 Baths

Disclaimer: CMLS has not reviewed and, therefore, does not endorse vendors who may appear in listings.

445 Oak Street St, Winnsboro

Listing courtesy of Transit Realty LLC.

$164,850

2 Beds ⋅ 1 Baths

Welcome home to this beautifully renovated ranch-style home at 255 Columbia Road in Winnsboro, South Carolina. This charming two-bedroom, one-bath home has been completely updated from top to bottom, featuring all new HVAC, plumbing, and electrical systems. With approximately 1,032 square feet of thoughtfully designed space, every detail has been refreshed.Inside, you’ll find a spacious formal living room filled with natural light, all-new carpet, flooring, and fresh paint throughout. The large kitchen is a standout feature, boasting beautiful granite countertops, all-wood cabinets, and a generous eat-in area. The kitchen also provides access to the backyard through a convenient back door. Plus, these renovations include energy-efficient upgrades—new windows and doors ensure a more comfortable, cost-effective living experience.Relax on the covered front porch and enjoy the peace of mind that comes with major system upgrades. The former garage offers flexible potential—it can easily be converted into a shed, workshop, or even a garage space. With all this, it’s a move-in-ready gem. Disclaimer: CMLS has not reviewed and, therefore, does not endorse vendors who may appear in listings.

255 Columbia Rd, Winnsboro

Listing courtesy of United Ctry/Carolina RE Co,LLC.

$55,000

3 Beds ⋅ 1 Baths

Whether you're looking for your next fix-and-flip, rental investment, or renovation project, this property has solid potential. With a functional layout and plenty of outdoor space, there’s room to create something special here.Located in a quiet area of Winnsboro, this property offers the charm of country living while still being within a reasonable drive to Columbia and surrounding areas.Features:3 Bedrooms, 1 Bath Large lot with plenty of spaceInvestment opportunity No HOA Sold AS-IS. Cash or renovation loans likely best.Don’t miss your chance to turn this diamond in the rough into something great—opportunities like this don’t sit long! Disclaimer: CMLS has not reviewed and, therefore, does not endorse vendors who may appear in listings.

269 Cherry Rd, Winnsboro

Listing courtesy of Home Advantage Realty.

$325,000

4 Beds ⋅ 4 Baths

Disclaimer: CMLS has not reviewed and, therefore, does not endorse vendors who may appear in listings. 201 Hillcrest Drive is a very nice brick, traditionally styled home set on a large corner lot just minutes from the heart of the small charming town of Winnsboro. It offers exceptional convenience to schools, shopping, and community activities. Thoughtfully designed and beautifully maintained, this residence blends timeless charm with comfortable everyday living.The home features four spacious bedrooms and three-and-a-half baths, complemented by hardwood floors and LVP flooring throughout the main living areas. A gracious formal living room with fireplace and an elegant formal dining room provide ideal spaces for hosting and entertaining. The inviting great room, also with a fireplace and with built-in bookcases, serves as the heart of the home—perfect for gathering with family and friends.The well-appointed kitchen offers abundant cabinetry, generous counter space, and a large pantry, making it as functional as it is welcoming. Just off the great room, a large screened porch creates an exceptional indoor-outdoor living space—ideal for entertaining, relaxing evenings, or enjoying morning coffee in a peaceful setting.Additional highlights include ample storage throughout, comfortable bedroom sizes, and a floor plan that flows effortlessly for both everyday living and special occasions. Mature landscaping and the generous lot size add to the home’s curb appeal and sense of privacy, all while remaining conveniently close to town amenities.Classic, comfortable, and ideally located, 201 Hillcrest Drive is a wonderful opportunity to enjoy traditional Southern living in a well-established neighborhood. It also offers convenience to Columbia and Charlotte via I-77 for airports and those desiring to live outside the cities. Disclaimer: CMLS has not reviewed and, therefore, does not endorse vendors who may appear in listings.

201 Hillcrest Dr, Winnsboro

Listing courtesy of Debbie Lewis Realtors.

$340,000

4 Beds ⋅ 2 Baths

Please schedule through ShowingTime. The key in the lockbox will open the gate, please make sure the gate is closed and locked when you leave. The code for the front door will be provided in ShowingTime once the appointment is confirmed. Disclaimer: CMLS has not reviewed and, therefore, does not endorse vendors who may appear in listings.

13083 State Hwy 200, Winnsboro

Listing courtesy of Chucktown Homes Team by LPT.

$89,500

Prime commercial opportunity in the heart of Winnsboro! This approximately 1,980 SF building is ideally positioned on the town’s main thoroughfare, offering excellent visibility, steady traffic exposure, and convenient access for customers and clients alike. The property is partially tenant occupied, providing immediate income potential while leaving additional space available for owner use, expansion, or future leasing opportunities. With solid bones and plenty of potential, the building does need some updating and repairs, making it an excellent value-add opportunity for investors, entrepreneurs, or business owners looking to customize a space to fit their vision. Suitable for a variety of commercial uses including retail, office, service-based businesses, or mixed-use concepts. Whether you’re looking to grow your investment portfolio or establish your business in a high-visibility location, this property offers location, potential, and upside at an attractive entry point. Disclaimer: CMLS has not reviewed and, therefore, does not endorse vendors who may appear in listings.

314 S Congress St, Winnsboro

Listing courtesy of Southern Visions Realty I LLC.

$260,000

4 Beds ⋅ 3 Baths

Discover the charm and timeless character of this beautifully located mid-century gem with 4 bedrooms and 2.5 bathrooms with an abundance of space to live, entertain, and make your own. From the moment you come inside, you’ll appreciate the warmth, architectural details, and inviting layout that make this home truly special.The oversized kitchen serves as the heart of the home, seamlessly flowing into a cozy wood-paneled den perfect for relaxed evenings, hosting guests, or everyday gatherings. Multiple living spaces including a spacious great room, formal living room, family room, and dining room provide incredible flexibility for both entertaining and comfortable day-to-day living.French doors open from the great room onto a charming patio, creating an effortless indoor-outdoor connection ideal for enjoying morning coffee, weekend cookouts, or peaceful evenings at home. Three fireplaces thoughtfully placed throughout the home add warmth, ambiance, and classic mid-century appeal.Natural light pours through oversized windows, highlighting the home’s character and creating a bright, welcoming atmosphere throughout. An enclosed back porch offers additional living or relaxation space, while the brand-new water heater adds peace of mind for the next owner.Rich in charm, functionality, and opportunity, this home is the perfect blend of timeless style and comfortable living all in an ideal location close to everything you need. Disclaimer: CMLS has not reviewed and, therefore, does not endorse vendors who may appear in listings.

116 W Moultrie St St, Winnsboro

Listing courtesy of Real Broker LLC.

$259,900

2 Beds ⋅ 3 Baths

Historic Charm Meets Modern, Eco-Friendly Luxury in Winnsboro!Nestled in the heart of historic Winnsboro, this beautifully renovated 1933 cottage seamlessly blends timeless character with premier modern upgrades. Spanning 1,692 square feet, this 2-bedroom, 2-bathroom home provides an open, inviting atmosphere perfect for comfortable living and seamless entertaining.Step inside to appreciate the thoughtful renovations, anchored by major mechanical peace of mind, including a premium HVAC unit installed in 2022. The interior spaces flow effortlessly, offering a layout that maximizes both privacy and shared living areas.The outdoor oasis is where this property truly shines. The backyard features a pristine, in-ground saltwater pool, creating a private retreat for warm South Carolina days. Sustainability and efficiency are front and center with a fully paid-off solar panel system, allowing you to enjoy massive energy savings from day one. Additionally, the detached open shed/garage comes equipped with a dedicated electric vehicle (EV) charging station, ready for your hybrid or electric vehicle.Opportunities to own a historic home completely optimized for the future do not come along often. Schedule your private tour today to experience this unique property firsthand! Disclaimer: CMLS has not reviewed and, therefore, does not endorse vendors who may appear in listings.

120 Cedar St, Winnsboro

Listing courtesy of Keller Williams Realty.

$995,000

4 Beds ⋅ 4 Baths

Steeped in nearly a century of history, Honeysuckle Acres is a rare and remarkable Antebellum-style estate tucked just outside historic Winnsboro, SC. Built in 1927 and thoughtfully preserved, this 5,280 sq ft grand colonial residence sits on 7 private acres and offers an unmatched combination of timeless elegance, modern updates, and extraordinary versatility. A circular driveway leads to a breathtaking portico framed by four massive columns. Inside, a large central hall opens to a grand staircase and a stunning ballroom featuring original plaster cornices from the historic Lace House in Columbia, circa 1854. A living room with fireplace, formal dining room, fully equipped kitchen with a breakfast nook, and a scullery complete the main level. Upstairs, four spacious bedrooms are served by three full baths, including a master suite with it’s own bonus space that could serve as an office, nursery, or large dressing room. Original hardwood floors, soaring ceilings, plaster walls, and gold-leafed medallions are found throughout. Major updates include a new roof (2018), new windows with lifetime warranty (2020–2025), tankless water heater (2025), new PVC plumbing (2025), dual HVAC systems in four independent zones.Additional structures include a 20x40 covered pavilion, a two-story garden house with built-in library shelves, a converted stable with outdoor kitchen, above-ground pool with new liner (2026), and permanent carport. No HOA. Previously operating as a beloved bed and breakfast and wedding venue for over a decade, this estate is ready for all of your dreams. Whether your vision is a private residence, an event venue, or a new chapter for one of South Carolina's most storied properties, Honeysuckle Acres is ready. Disclaimer: CMLS has not reviewed and, therefore, does not endorse vendors who may appear in listings.

70 Honeysuckle Ln, Winnsboro

Listing courtesy of BHHS Midlands Real Estate.

$469,000

3 Beds ⋅ 2 Baths

Lake time perfected in this 3 bedroom lake cabin! Large waterfront lot with plenty of room for play, private boat ramp, large dock, boat lift, jet ski port, and almost 300 feet waterfrontage make this property shine when compared to others! The large screen porch is the perfect spot to relax lakeside regardless of weather. Grilling porch to maximize the lake time entertaining experience. Take the party to the firepit for fire and star gazing in the evening. The home is cozy and comfortable. The living room opens to the kitchen to handle a larger crowd. Plenty of memories to be made at this lake retreat! Disclaimer: CMLS has not reviewed and, therefore, does not endorse vendors who may appear in listings.

858 Pinehurst Rd, Winnsboro

Listing courtesy of Lake Wateree Properties Inc.

$169,750

2 Beds ⋅ 2 Baths

Charming one-level brick home situated on a spacious 1-acre lot with a border of mature trees creating a sense of privacy yet just a short 3-4 block walk to historic downtown Winnsboro. This 2-bedroom, 2-bath home offers 1702 sqft with a large welcoming foyer, hardwoods throughout and a functional layout full of character.The updated kitchen features new granite countertops, new cabinetry and new appliances-while also showcasing a builtin vintage section of cabinetry that adds warmth, character and timeless appeal, also a walk in pantry area. The separate dining room and living room are connected by elegant French doors, creating the perfect flow for entertaining or everyday living. Just off the living room, a side screened-in porch, ideal place to relax. The primary bedroom has a private bathroom. There is also a full bath conveniently located for guest and 2nd bedroom.Enjoy the rare combination of space and walkability with downtown shops, dining, and local events just 3-4 blocks away, plus a park only 2 blocks from home. A wonderful opportunity to own a classic brick home with historic charm in the heart of Winnsboro. New Roof 2/2026. Disclaimer: CMLS has not reviewed and, therefore, does not endorse vendors who may appear in listings.

209 W Moultriie St, Winnsboro

Listing courtesy of JPAR Magnolia Group.

$314,000

3 Beds ⋅ 2 Baths

Charming 3-bedroom, 2-bath freshly painted brick bungalow situated on a beautiful 5.3-acre hilltop setting! This home features hardwood flooring and a flexible layout full of charm and possibilities.Enjoy peaceful country living with a horse shed/barn already in place, perfect for horses, hobby farming, storage, or outdoor equipment. The property also includes two additional septic tanks and public water run to the back of the property, offering excellent potential for additional homesites, a guest cottage, or investment opportunities.A Generac generator with transferable warranty through Cassell Brothers will also convey with the property for added peace of mind.So many possibilities at a fantastic price! Schedule your showing today! Disclaimer: CMLS has not reviewed and, therefore, does not endorse vendors who may appear in listings.

3404 Us Hwy 321, Winnsboro

Listing courtesy of Keller Williams Realty.

$139,900

3 Beds ⋅ 1 Baths

Remodeled and modernized move in ready home in a nice location with a great floor plan. This home features a newly remodeled kitchen among many other great features. The updated kitchen boasts all new appliances, new granite counters, white shaker style cabinetry, and includes a new Fridge! More features include beautiful wood and new luxury plank flooring, updated bathroom, all new paint inside, all new fixtures, new landscaping and more! There is also a nice backyard with no homes behind....all with a location close to downtown Winnsboro, the new Scout and Mega Metals plants, various shopping, and close freeway access to Charlotte and Columbia making this the perfect home! Disclaimer: CMLS has not reviewed and, therefore, does not endorse vendors who may appear in listings.

36 Mckay Cir, Winnsboro

Listing courtesy of Coldwell Banker Realty.

$189,000

2 Beds ⋅ 3 Baths

This beautiful listed home sits on a 5 acre property and is walking distance to the charming downtown of Winnsboro. The house has 968 heated square feet with another 1,500 square feet of basement. The basement has a bathroom along with four rooms. When accessing the house through the front door, you enter into the living room. A bedroom is located directly on your right upon entering the house. The living room adjoins the kitchen and the master bedroom is off of the living room. The master bedroom has a bathroom and shower. The second full bathroom is located just outside of the kitchen. A large wooden deck is located outside of the back door. The heated square feet has everything needed to be your new home. A carport is attached to the home as well. The basement is entered from the outside back of the house. It is unfinished but with a little work would make a great addition to the main living quarters or could be rented out as an apartment. The house is located on a spacious 5 acre tract of land. The acreage has large mature oak trees directly behind the house. As you walk past the large oaks, the tract becomes a predominately mature pine forest. The acreage could be used to expand the yard and create a great hiking trail. The property is located just outside the Town of Winnsboro in a peaceful and quiet area. This house and acreage would make a perfect home or investment property. Call the listing agent today to set up a showing or receive more information. Disclaimer: CMLS has not reviewed and, therefore, does not endorse vendors who may appear in listings.

1236 Newberry Rd, Winnsboro

Listing courtesy of Hillcrest Land.

$71,500

1 Beds ⋅ 1 Baths

Freshly updated and move-in ready 1BR/1BA home with major improvements already completed. Features include fresh interior/exterior paint, updated bathroom with new tub/shower, ceiling, and flooring, plus new flooring in the kitchen and laundry room. Energy-efficient mini-split system, insulated attic, and insulated exterior walls help keep utility costs low.Large private backyard includes freshly mulched flower beds and raised garden bed ready for planting. Recent termite and pest inspection completed. Great starter home, downsizing option, or investment property with strong rental potential. Conveniently located 15 minutes to Blythewood, 30 minutes to Columbia, and within easy reach of Charlotte, Charleston, Lake Wateree, and Lake Murray. Move-in ready with little to no immediate investment needed.Sold as-is.Square footage, year built, and lot size are best estimates based on county tax records. Buyer should verify all information Disclaimer: CMLS has not reviewed and, therefore, does not endorse vendors who may appear in listings.

215 Eighth St, Winnsboro

Listing courtesy of Home Advantage Realty.

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