Winnsboro Homes under $500,000

Winnsboro Homes under $500,000

Welcome to Winnsboro, Texas – a charming small town that perfectly blends Southern hospitality with a rich tapestry of history and community spirit. Nestled in the heart of East Texas, Winnsboro boasts picturesque landscapes, friendly neighbors, and a vibrant downtown area filled with unique shops, delightful eateries, and local art galleries. With its lush pine forests and serene lakes, outdoor enthusiasts will find endless opportunities for fishing, hiking, and enjoying nature’s beauty.

One of the most appealing aspects of Winnsboro is its affordability in the housing market. Here, you can discover charming homes under $500,000 that offer exceptional value without compromising on comfort or style. Whether you are a first-time homebuyer or looking to downsize, Winnsboro presents a range of options, from quaint cottages to spacious family homes, all set against a backdrop of scenic views and a welcoming community.

The town’s strong sense of community is reflected in its numerous events and festivals throughout the year, fostering connections among residents and celebrating local culture. With excellent schools, low crime rates, and an abundance of recreational activities, Winnsboro is not just a place to live; it’s a place to thrive.

Explore the possibility of making Winnsboro your home today. With homes available under $500,000, you can experience the charm and warmth of this delightful town while investing in your future. Let us help you find the perfect property that suits your lifestyle and budget in this hidden gem of East Texas!

Newest Winnsboro Homes under $500,000

514 Mcmillan Dr, Winnsboro
$199,999
3 Beds ⋅ 2 Baths ⋅ 21404186 MLS
Classic charm meets thoughtful updates in this 3-bedroom, 1.5-bath Winnsboro home offering 1,306 square feet of inviting living space! Located in an established neighborhood just west of downtown, this home combines the character of an older home with several significant recent improvements. Inside, beautiful refinished hardwood floors flow through much of the home, while spacious living and dining areas provide plenty of room to gather. The kitchen offers abundant cabinetry, updated countertops and finishes, a breakfast bar, and plenty of workspace. A brick fireplace adds even more warmth and character. The seller has invested in several major improvements, including a new roof in 2024, recent house leveling and replacement of floor joists, replacement of drain lines beneath the home, updated plumbing under the kitchen sink, and additional attic insulation added in 2026. The ceilings, carport, and walls have also been freshly painted, with additional updates made to the kitchen and bathrooms. Outside, mature trees give the property an established feel, while the large fenced backyard provides plenty of room for pets, gardening, entertaining, or weekend BBQs with family and friends. Conveniently located between Hwy 11 and Pine Street, you're just minutes from historic downtown Winnsboro and its locally owned shops, restaurants, Farmers' Market, and Winnsboro Center for the Arts. With classic character, generous outdoor space, and many of the big-ticket improvements already completed, this Winnsboro home is ready for its next chapter!

514 Mcmillan Dr, Winnsboro

320 Pr 8585, Winnsboro
$365,000
3 Beds ⋅ 1 Baths ⋅ 21390959 MLS
Escape to the woods! Tucked among the trees in gated 4D Estates, this beautifully remodeled 3 bedroom, 1 bath home offers thoughtful design, abundant natural light and incredible outdoor living. Built in 1992 and extensively remodeled in 2024, the home also features a roof installed in July 2025. Inside, an open concept floor plan and expansive windows showcase the surrounding woods, creating a seamless connection between indoors and out. LVP flooring flows throughout the living spaces. The kitchen features imported Brazilian countertops, stainless steel KitchenAid appliances, gas cooktop and stainless vent hood. The spa inspired bathroom features a glass enclosed tiled shower, tiled flooring, warm natural wood walls and tongue and groove ceilings. Outside, a 12 foot wraparound deck, covered deck and patio create plenty of space for relaxing and entertaining, while a path through the woods leads to lake access. For the gardener or anyone dreaming of a more self sufficient lifestyle, the property offers an incredible setup with a custom greenhouse featuring natural wood framing, growing benches and shelving. Multiple raised and container garden beds, trellises and established plantings provide room to grow vegetables, herbs, flowers and more. Enjoy persimmons, peaches, tomatoes, blackberries, blueberries, onions and other homegrown favorites. A chicken coop and custom outdoor pizza oven add even more character. The insulated 20x28 shop offers electricity, a bay door, pass through door and 12x20 lean to. A separate heated and cooled office features tile flooring and large picture windows. A two car carport provides covered parking. A truly one of a kind property designed for enjoying the outdoors, growing your own food and embracing a little piece of country life.

320 Pr 8585, Winnsboro

250 Private Rd, Winnsboro
$330,000
3 Beds ⋅ 2 Baths ⋅ 21362413 MLS
TWO INCOME-PRODUCING HOMES ON 2.2 ACRES! This distinctive property offers immediate rental income and exceptional flexibility for investors, owner-occupants, or those seeking a multigenerational setup. Each residence has its own private entrance and driveway, while a six-foot wooden fence separates the homes for added privacy. The 1,240-square-foot main house, built in 1949, features three bedrooms, two full bathrooms, and a rare basement. Fully renovated in 2022, major improvements included a new roof, HVAC system, septic system, plumbing, electrical system, and foundation repairs. The home is currently operating as a successful short-term rental through Airbnb. The second residence is a truly unique 450.5-square-foot tiny home created from a converted 53-foot semi-trailer. It features one bedroom, one full bathroom, and an attached porch that expands the outdoor living space. The tiny home is currently leased for $1,000 per month ( lease ends February 1, 2027, providing established monthly income. A generator installed in May 2026 serves both residences, offering added convenience and peace of mind during power interruptions. Continue using both homes as rentals, live in one while the other helps offset expenses, or create a private guest house, multigenerational retreat, or home-plus-income property. With two existing income streams, separate access, privacy between the homes, extensive improvements, and room to enjoy 2.2 acres, this property presents an opportunity rarely found in one purchase.

250 Private Rd, Winnsboro

2140 County Road 4778, Winnsboro
$379,900
3 Beds ⋅ 2 Baths ⋅ 21353490 MLS
3 Homes on almost 3 Acres! Looking for a unique property with endless possibilities? This 2.766 acre fenced property in Winnsboro, Texas, located in Wood County, offers the perfect setup for a family compound, multi-generational living, or an incredible income-producing investment. With 3 well maintained Fleetwood & Oak Creek homes, there’s room for everyone while still providing privacy. The primary residence is a 2017, 1440 sf 3BR-2BA Fleetwood with an open concept floor plan that’s perfect for entertaining. The spacious kitchen overlooks the living area, making it easy to stay connected with family & guests. The split primary suite offers are laxing retreat with dual sinks, a walk-in shower, and a large walk-in closet. The second home is a 2016, 1344 sf 3BR-2BAFleetwood with a split bedroom design, open living spaces, & a private primary with en-suite bathroom. The third home is a2017, 896 sf 2BR-2BA Oak Creek with an open living & kitchen area making it ideal for extended family, guests, or tenants. Step outside and enjoy the many amenities this property has to offer, including an 28 ft above ground swimming pool, 30x20shop with a roll-up door, 20x18 carport, 30x20 storage shed, 50 amp RV hookup with water, greenhouse, grapes with irrigation, garden beds, chicken yard with 2 houses + water, storm shelter, & a generator for the main home & shop. Whether you’re looking for a place to accommodate multiple generations under one property, provide space for adult children or parents, or generate rental income, this versatile property checks all the boxes. Opportunities like this don’t come along often!

2140 County Road 4778, Winnsboro

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Listings provided by North Texas Real Estate Information Systems (NTREIS). Listing data has been deemed reliable but is not guaranteed to be accurate by the MLS.

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