5 Winnsboro SC Homes with Pools

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$1,350,000
4 Beds ⋅ 4 Baths
Experience privacy and luxury at this extraordinary 37-acre gated estate ideally positioned between Charlotte and Columbia. Designed for those who value seclusion without sacrificing convenience, this property offers the perfect retreat for anyone seeking a private sanctuary away from the spotlight. The estate features resort-style amenities including a stunning pool and outdoor entertainment areas, guest accommodations for visiting family, friends, or staff, and expansive grounds that provide endless opportunities for recreation, fitness, and relaxation. A long private drive leads to the residence, creating a dramatic arrival experience while ensuring complete privacy from neighboring properties. Travel is remarkably convenient with Charlotte Douglas International Airport just 55 minutes away, downtown Columbia only 30 minutes away and immediate access to I-77 for effortless regional travel. Professional sports venues, upscale dining, and entertainment in Charlotte are within easy reach, making this an ideal home base for demanding schedules. Large garage and storage spaces gives room for vehicles, recreational equipment, and specialty collections. Nearby Lake Wateree provides additional opportunities for boating, fishing, and waterfront recreation. Disclaimer: CMLS has not reviewed and, therefore, does not endorse vendors who may appear in listings.

6268 Hope Rd, Winnsboro

Listing courtesy of Home & Land Pros LLC.

$425,000
4 Beds ⋅ 3 Baths
Country Living Redefined – Discover Winnsboro’s Hidden Gem!Welcome to your own private retreat in the charming & growing town of Winnsboro, South Carolina—where peaceful country living meets modern comfort & convenience. Situated on approximately 5 beautiful acres, this one-story brick home offers the perfect blend of space, relaxation, and endless possibilities.Inside, you’ll find a thoughtfully updated home featuring a media room, a bright sunroom overlooking the inviting inground swimming pool, & an expansive patio designed for entertaining, relaxing, & enjoying the beauty of your surroundings. The fully remodeled kitchen is truly the heart of the home, showcasing floor-to-ceiling cabinetry, quartz countertops, updated stainless steel appliances, a gas cooktop, & exceptional attention to detail.Beyond the main home, the property includes an additional guest/pool house bursting with potential. While it does need some renovations & finishing touches, it presents a fantastic opportunity to create a private guest retreat, pool house, teen suite, in-law suite, home office, or even an income-producing rental.Nature lovers will appreciate the approximately 2.5 acres of wooded land featuring a beautiful mix of pines, oaks, birch, beech, dogwoods, and other hardwoods—creating a serene setting for wildlife observation and outdoor exploration. The property also includes two storage sheds, providing additional space for hobbies, tools, & equipment.Located approximately 33 miles from Columbia, home to the University of South Carolina, & just 16 miles from Blythewood & the new Scout Motors automotive production center, this property offers the perfect balance of quiet country living & convenient access to growth and opportunity. Enjoy nearby attractions including the South Carolina Railroad Museum, Lake Wateree State Park. This is more than just a home—it’s a lifestyle, a retreat, and a rare opportunity to own a piece of Fairfield County’s natural beauty. Disclaimer: CMLS has not reviewed an Disclaimer: CMLS has not reviewed and, therefore, does not endorse vendors who may appear in listings.

2584 Old Douglass Rd, Winnsboro

Listing courtesy of Epique Realty.

$995,000
4 Beds ⋅ 4 Baths
11.456 acres; 4 Bed; 3.5 Bath; 4555 Sq Ft Heated; 692 Sq Ft Porches; 1046 Sq Ft Garage; Brick & Hardie SidingEscape to a slice of tranquility in the heart of upper Fairfield County, SC. This country home presents a serene, private lifestyle while still providing access to nearby conveniences.Property Features:The large front porch welcomes you inside to discover an open floor plan featuring mahogany floors, a stained cypress ceiling with large windows in the living room, gas fireplaces, and an elevator for easy movement between floors. The gourmet kitchen has custom cherry cabinets, new GE Cafe Stainless Steel appliances, granite countertops, a marble top island, a large farmhouse sink, and an adjoining walk-in pantry. The private office has custom cabinetry and a built-in desk made of top-grade cherry wood.The large master bedroom is located on the main floor and has a tray ceiling and fireplace with custom cherry surround. A laundry room conveniently adjoins the master. The "his and her" closets lead into the master bath which contains double sinks, Jacuzzi tub, walk-in shower, and a separate toilet room. An additional bedroom is nearby.The upstairs has a second master suite with full bath and closet. There is an open area overlooking the living room.The finished walk-out basement has 9 ft. ceilings with cherry engineered hardwood floors. It includes a full kitchen with new appliances and granite counter tops. The basement also includes a large living room with fireplace, a bedroom, and several rooms suitable for recreation and storage. French doors open to a large-covered patio.The outdoor oasis includes a swimming pool, pergola, gazebo, fire pit, garden shed and raised-bed garden, Additional features include a 3-car garage, whole-house vacuum system, and a mechanical room in the garage housing electrical and water equipment. A large cedar workshop with concrete floor is located near the home. The well and septic systems are already in place. No HOA. Disclaimer: CMLS has not reviewed and, therefore, does not endorse vendors who may appear in listings.

501 Fairfield Hill Rd, Winnsboro

Listing courtesy of Chosen Realty 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.