Winona Homes under $250,000

Welcome to Winona, Texas – a charming small town nestled in the heart of Smith County. With its friendly atmosphere and rich community spirit, Winona is a hidden gem that offers a delightful blend of small-town charm and modern convenience. Located just a short drive from Tyler, this quaint city is surrounded by picturesque landscapes, making it an ideal place for families, retirees, and first-time homebuyers alike.

Winona boasts a variety of amenities, including local shops, parks, and schools, ensuring that residents have everything they need right at their fingertips. The town is known for its welcoming community events and outdoor recreational opportunities, allowing you to enjoy the beautiful East Texas scenery year-round.

If you're searching for affordable housing options, Winona has an impressive selection of homes available for under $250,000. This makes it a fantastic opportunity for those looking to invest in their first home or downsize without breaking the bank. From cozy single-family homes to charming bungalows, the real estate market in Winona is diverse and caters to various tastes and lifestyles.

Whether you're drawn to the serene environment, the sense of community, or the affordability of housing, Winona is a place where you can truly feel at home. Discover the possibilities that await you in this delightful Texas town, and let Winona be the backdrop for your next chapter!

Newest Winona Homes under $250,000

$249,900

3 Beds ⋅ 2 Baths ⋅ 26012045 MLS

Welcome to 124 Rose Row Ln in Winona, TX! This beautiful and spacious home offers over 1,900 square feet of comfortable living space with 3 bedrooms, 2 bathrooms, and a 2-car garage. Conveniently located just a short 5-minute walk from Winona High School, this home offers a great combination of space, comfort, and location. Step inside to a bright and inviting floor plan featuring a designated dining area, a spacious breakfast bar perfect for casual meals or entertaining, granite countertops, and durable LVP flooring throughout the main living areas. The bedrooms are comfortably finished with carpet, creating a cozy retreat. The living room is highlighted by a beautiful electric fireplace that adds warmth and character to the space. Out back, enjoy a covered porch overlooking the community pond—the perfect spot to relax, enjoy your morning coffee, or unwind at the end of the day. With plenty of space inside and a peaceful outdoor setting, 124 Rose Row Ln is ready to welcome its next owner. Come take a look and see everything this home has to offer!

124 Rose Row Ln, Winona

Listing Courtesy of: with Mora Realty Group, LLC. maugnomora0@gmail.com

$239,900

3 Beds ⋅ 2 Baths ⋅ 26010965 MLS

Brand-new construction home with builder warranty completed in August 2026! This carefully designed 3-bedroom, 2-bath home in the heart of Winona offers 1,417 square feet of stylish and functional living space with modern finishes throughout. The open-concept floor plan features a spacious living area that flows seamlessly into the kitchen and dining spaces. The kitchen showcases granite countertops, stainless steel appliances, a large center island, and ample cabinet space. The private primary suite includes a spacious walk-in closet and an en-suite bath with double vanities. Additional features include an oversized laundry room, energy-efficient all-electric construction, covered back patio, privacy-fenced backyard, and covered carport parking. Conveniently located near Winona schools with easy access to Tyler and Lindale, this new home combines small-town charm with modern comfort and convenience.

234 Elm St, Winona

Listing Courtesy of: with The Property Shoppe - eXp Realty, LLC. tx.membership@exprealty.com

$229,000

3 Beds ⋅ 2 Baths ⋅ 26010439 MLS

Nice 3/2 home in Winona on a quiet street! This home features an open floor plan as well as a Master-Split arrangement. Plenty of natural light from the windows on the east and west sides of the home. Nice stainless appliances in the kitchen + Washer and Dryer that are staying with the property. Good sized backyard!

427 Garrett Cir, Winona

Listing Courtesy of: with RealEdge Real Estate - Tyler. amanda.davis4646@gmail.com

$209,000

2 Beds ⋅ 1 Baths ⋅ 26009718 MLS

!!MOTIVATED SELLER!! Welcome home to this charming cottage featuring classic white picket fencing and timeless curb appeal! Situated on a spacious 0.399-acre lot, this beautifully renovated home offers the perfect blend of character and modern updates. Conveniently located near downtown Winona, the UT Tyler Health Science Center, and Interstate 20, you’ll enjoy easy access to shopping, dining, work, and travel. Offering approximately 1,200 square feet, this inviting and renovated home features 2 bedrooms, 1 bathroom, a spacious living room, dining area, kitchen, and dedicated laundry room. As you arrive, you’ll be welcomed by the covered front porch complete with a porch swing—the perfect spot to enjoy your morning coffee or unwind at the end of the day. Inside, you’ll find hardwood floors throughout and a warm and inviting living room filled with natural light and centered around a cozy wood-burning fireplace. The two generously sized bedrooms offer ample closet space and share a thoughtfully designed bathroom featuring additional storage. The bright and cheerful kitchen showcases beautiful butcher block countertops, a gas range, and abundant natural light, making it both functional and welcoming. Just beyond the kitchen is a convenient laundry room with access to the back deck, creating an ideal space for outdoor entertaining or relaxing. Outside, the property continues to impress with a 2-car carport, storage shed, and chicken coop, providing plenty of room for hobbies, gardening, storage, or creating your own backyard retreat. If you’ve been searching for a move-in-ready home full of charm, modern updates, and small-town appeal, this delightful Winona cottage is one you won’t want to miss!

311 Johnson Rd, Winona

Listing Courtesy of: with National Agent Network. wana@wanarealtor.com

$169,900

3 Beds ⋅ 1 Baths ⋅ 26009306 MLS

This charming and cozy home, situated in a lovely Winona neighborhood and nestled on just under one acre features three bedrooms, one bathroom, a one car garage, and a detached three car carport. There are so many amazing features throughout: Original hardwood floors in most of the living and bedroom areas, a darling kitchen with plenty of cabinet and counter space, large dining area with a built in buffet that can also be used as a desk/office area, and great closet and storage space throughout the home. The bathroom is spacious and has nice recent updates. The third bedroom would also make a great den or office. Outside this beautiful property has areas for gardening with raised beds and fruit trees and pens at the back of the yard for dog, chickens or other animals. The detached three car carport has its own driveway to the back and has a large enclosed storage room or work shop. With easy access to Tyler, Longview and I-20, this adorable home has it all!! Do not miss an opportunity to make it yours!

110 Starnes, Winona

Listing Courtesy of: with Ebby Halliday - Tyler. gingergill@ebby.com

$240,000

3 Beds ⋅ 2 Baths ⋅ 26009104 MLS

Nearly New 2022-Built Home in Garrett Estates – Winona, TX! Move right into this beautifully maintained 3-bedroom, 2-bath home in the desirable Garrett Estates neighborhood. Built in 2022, this like-new single-story offers modern finishes and thoughtful upgrades throughout. The open living area features custom paint colors and durable vinyl plank flooring that flows seamlessly from room to room. The upgraded kitchen is a standout with granite countertops, a large center island, custom cabinetry, and stainless steel appliances — perfect for everyday living and entertaining. Enjoy the convenience of a Tesla charger in the carport, making this home EV-ready. Outside, relax on the covered back patio overlooking the fully fenced backyard — ideal for pets, play, or quiet evenings. Located in the Winona School District, this home is walkable to schools and just minutes from medical facilities. You’ll love the peaceful country setting while still being close to everything: only 10 minutes to the medical center, minutes to Tyler hospitals, easy I-20 access, and just 13 minutes to downtown Lindale. This well-built home in a growing community combines small-town charm with modern comfort. Don’t miss your chance to own this move-in-ready gem!

429 Garrett Cir, Winona

Listing Courtesy of: with Pinnacle Realty Advisors. texasbroker@pinnaclera.com

$229,000

4 Beds ⋅ 4 Baths ⋅ 26008586 MLS

Two properties for this price - you can't beat this deal. 104 S Tyler St. is a lot that is included in this listing. It could be built on or sold separately. Zoned commercial and residential, this historic downtown Winona property offers many possibilities as either a large residential home or home for a non-profit organization, ministry, offices, church or community facility. Built as a church in 1926, this property has been an important part of the history of this town. History lovers would be interested in the sea level marker located on its sidewalk. The property is made up of 6 lots and the back part of the property has electric, water, and sewage hook ups for RV or another build site. The rooms are very large and offer many options for use. Absolutely enormous kitchen with tons of counter space and cabinetry and a huge pantry would be ideal for a church or community center or a big family. Walls downstairs are 14.25" thick with 3 layers of brick and regular studded walls. Highlights include newer roof, new pex water lines throughout, gas fixtures and a 20x20 covered deck. All electrical has been inspected. Remodeled Kitchen, front bedroom (new carpet) and paint. Living room fresh paint. New flooring in kitchen, downstairs bathrooms and office. New vanities in downstairs bathrooms. New dishwasher and garbage disposal. Downstairs features 2 bedrooms and 2 full and one half bath. Upstairs offers 2 additional bedrooms and another half bath that is ready for tub/shower to be installed making it a full bath. Priced well below recent appraisal for a quick sale. *Some photos virtually staged

110 Church St, Winona

Listing Courtesy of: with Leslie Cain Realty, LLC. lesliecainsells@gmail.com

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The data relating to real estate for sale on this website comes in part from the Internet Data Exchange (IDX) of the Greater Tyler Association of REALTORS Multiple Listing Service. The IDX logo indicates listings of other real estate firms that are identified in the detailed listing information. The information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. This information is deemed reliable, but not guaranteed.