Winona Homes under $500,000

**Discover Winona, Texas: Your Ideal Home Awaits**

Nestled in the heart of Smith County, Winona, Texas, is a charming small town that beautifully blends rustic charm with modern conveniences. Known for its warm community spirit and stunning natural landscapes, Winona is a hidden gem that offers a peaceful lifestyle just a short drive from the bustling city of Tyler. With its picturesque views and friendly atmosphere, it’s no wonder that families and individuals alike are drawn to this delightful destination.

Winona boasts a rich history and a close-knit community, making it an ideal place to call home. The town offers a variety of local amenities, including parks, shops, and dining options that cater to every taste. For those who love the outdoors, the surrounding areas provide ample opportunities for hiking, fishing, and exploring the scenic beauty of East Texas.

One of the most appealing aspects of Winona is the availability of homes priced under $500,000. Whether you are a first-time homebuyer, looking to downsize, or searching for a family-friendly residence, Winona has a diverse range of properties to suit your needs. From charming single-family homes with spacious yards to modern townhouses, there is something for everyone in this vibrant market.

With its affordable housing options and welcoming community, Winona is not just a place to live; it’s a place to thrive. Come explore what this enchanting town has to offer and find your dream home in Winona, Texas, today!

Newest Winona Homes under $500,000

$473,000

3 Beds ⋅ 2 Baths ⋅ 26013433 MLS

Discover this one-of-a-kind 3-bedroom, 2-bath home with a 3-car carport, perfectly set on 4.149 beautiful acres. From the moment you step inside, you’ll notice the incredible craftsmanship and character that make this home truly stand out. Beautiful wood paneling flows through the main living areas, adding warmth and timeless charm throughout the home. The spacious living room is the heart of the home—anchored by a grand stone fireplace that instantly draws your attention and surrounded by large windows that fill the space with natural light. The kitchen and dining areas offer plenty of room for gathering, while each bedroom and bathroom provides generous space and comfort for everyday living. Upstairs, you’ll find a second-floor retreat complete with its own balcony and exterior staircase—perfect for enjoying peaceful country views. The third bedroom is exceptionally large and even features its own fireplace, making it an inviting and versatile space that can be used as a primary suite, guest quarters, or entertainment area. Recent updates include a new roof in 2020, freshly painted upstairs bedrooms in 2024, and a new A/C unit for added peace of mind. Outside, a storage shed provides extra space for all your tools, hobbies, or outdoor equipment. With over 4 acres of land, timeless details, and thoughtful updates, this property offers endless possibilities and a true sense of home.

13240 County Road 353, Winona

Listing Courtesy of: with RE/MAX Professionals. rebecca@tylerhousehunters.com

$335,000

3 Beds ⋅ 3 Baths ⋅ 26013216 MLS

This 3 bed 2.5 bath homestead features a classic red brick farm house exterior with a real log cabin all wood interior! Renovated kitchen in October 2025 with granite countertops and a huge farmhouse sink. Gas range and stainless steel appliances with a large eat in dining area. Plenty of kitchen storage with 2 food pantries and extra built in’s. Included with the house is a 21.3 cu ft GE standup freezer. The master bedroom is your cabin oasis with large windows overlooking the garden. Attached updated full bath with fresh paint and new vanity in November 2025. Two extra bedrooms upstairs with a built in custom window seat. With a half bath to share. Downstairs, main living room is large and well lit with wall to wall windows providing great views of the property. Large stone fireplace centers the living room. With built in shelves and a large foyer. You will have more than enough land to fulfill all your gardening and food growing desires. This 2 acres is cleared and built out with dozens of growing spaces (raised and in ground). You will enjoy the thoughtfully designed landscape including a massive stone fire pit, picnic tables, fenced back yard, built in chicken coop and yard. A unique variety of mature trees and several new additions including a fruit orchard. As well as a 20x12 shop and a potting storage shed. This home is situated at the top of the neighborhood fully fenced with a combination of pipe fence and barbed wire. Surrounded by larger properties on both sides create an even bigger feel and a peaceful sanctuary. Conveniently located within 30 minutes of Tyler and Longview but just far enough that you get that peaceful country living.

11408 County Road 3168, Winona

Listing Courtesy of: with Listing Results, LLC. info@listingresults.com

$289,900

3 Beds ⋅ 2 Baths ⋅ 26013145 MLS

Welcome to 11884 FM 757 in Winona, Texas! This beautiful brand-new construction sits on a spacious, level half-acre lot and offers the perfect blend of modern finishes with a warm Texas country feel. Conveniently located near I-20, the location provides easy access for commuters traveling toward Tyler, Longview, or Dallas. The exterior features attractive board-and-batten siding complemented by Austin stone and a welcoming covered front porch. Inside, you’ll find over 1,400 square feet with a modern open-concept layout and desirable split-bedroom design. The spacious primary suite features a boxed ceiling, walk-in closet, and private bathroom with a walk-in shower and double vanities. The kitchen offers a large breakfast bar, nice appliances, plenty of workspace, and views overlooking the backyard. The two additional bedrooms are generously sized, and out back you’ll find a covered patio overlooking the large backyard—perfect for entertaining, relaxing, or enjoying those East Texas evenings. Beautiful new construction, plenty of space, and a convenient location make this one a must-see. Schedule your showing today!

11884 Fm 757, Winona

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

$285,000

3 Beds ⋅ 2 Baths ⋅ 26012213 MLS

In-town acreage in the Winona ISD is a rare find, especially with a move-in-ready home, large shop, and nearly 5 acres to enjoy! This 3-bedroom, 2-bath home offers the perfect combination of country living, privacy, and everyday convenience just minutes from town. Fully updated throughout, the home features newer flooring, renovated bathrooms, updated kitchen countertops, all-new PEX plumbing, spray foam insulation, a newer water heater and HVAC system, an updated electrical panel, and gas appliances for added efficiency. A spacious walk-in pantry provides plenty of additional storage, while the fenced backyard offers a great space for pets, kids, or outdoor entertaining. Step beyond the backyard and discover approximately 4.6 acres of open pasture, mature trees, peaceful views, and a creek running along the back of the property. There is plenty of room to enjoy the outdoors, bring your boat, ATV, or RV, or relax and take in the privacy and natural surroundings. The 30x40 shop adds even more versatility with its own electrical meter and RV hookup, making it ideal for a workshop, additional storage, hobbies, equipment, or extended guests. A separate storage building provides even more space for lawn equipment and tools. With nearly 5 acres, extensive updates, multiple outbuildings, and room to expand or explore future possibilities, this property offers the space and flexibility that can be difficult to find this close to town.

605 Dallas St, Winona

Listing Courtesy of: with The Brian Chinn Team, eXp Realty. brian@brianchinnteam.com

$265,000

3 Beds ⋅ 2 Baths ⋅ 26012085 MLS

Under appraisal value! Welcome home to this beautifully custom-built 2022 brick residence located in desirable **Winona ISD**. Offering 3 bedrooms, 2 bathrooms, and 1,635 square feet of thoughtfully designed living space, this home combines modern features with timeless style. Step inside to over 9-foot ceilings and stunning dark wood-grain ceramic tile flooring that flows seamlessly throughout the entire home—durable, elegant, and easy to maintain. The open-concept layout highlights a spacious wraparound kitchen complete with granite countertops, stainless steel appliances, and ample cabinetry for storage. The refrigerator is negotiable, adding extra convenience for the next owner. The generous-sized bedrooms provide comfortable living for family or guests. The primary suite is a true retreat, featuring double vanities, a separate glass-enclosed shower, a soaking tub, and a large walk-in closet. Additional features include a smart thermostat, garage door app capability, neutral color palette throughout, and a privacy fence surrounding the backyard. Enjoy outdoor living on the covered back porch—perfect for relaxing evenings or entertaining guests. With its custom finishes, modern upgrades, and like-new condition, this home is move-in ready and waiting for its new homeowners. Bring all offers.

114 Rose Row, Winona

Listing Courtesy of: with Quality Choice Solutions, LLC. diana@qualitychoicesoltions.com

$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

$350,000

2 Beds ⋅ 4 Baths ⋅ 26012018 MLS

Discover Waterfront Living on Hamrick Lake where bass fishing is at its finest. Looking for a special place where you can slow down and make lasting memories? Welcome to Hamrick Lake, where peaceful waterfront living meets the simple pleasures of fishing, gardening, and relaxing. Known for excellent bass fishing, Hamrick Lake provides a wonderful backdrop for quiet mornings with a cup of coffee, afternoons on the water, and evenings enjoying the peaceful views. Inside, the home is filled with warmth and character, featuring beautiful wood shelving and custom built-ins throughout. The family room, kitchen, and one of the bedrooms all take full advantage of the waterfront setting, offering beautiful views of the lake right from inside your home. A spacious 300-square-foot upstairs bonus room adds even more flexibility. Imagine it as a cozy guest room, art studio, home office, reading retreat, or the perfect play or bunkroom for the grandchildren. There’s also an interior workshop, making this home ideal for hobbies, projects, and creative pursuits. The seller was a master gardener, and the property is ready for someone with a love of flowers, plants, and outdoor living to bring it back to life. When winter makes an appearance, you’ll have peace of mind with a Generac whole-house generator installed a few years ago and ready when you need it. Family room features a wood burning fireplace for those chilly nights. Whether you’re looking for a peaceful full-time residence, a weekend retreat, a place to entertain family and friends, or simply a home where you can enjoy the beauty of the water every day, this property offers possibilities at every turn. Come experience the charm of Hamrick Lake. Home is being sold as is.

11157 Hamrick Lake Rd, Winona

Listing Courtesy of: with Realty One Group Rose. wolf@rogrose.com

$258,900

3 Beds ⋅ 2 Baths ⋅ 26011405 MLS

INCREDIBLE VALUE IN WINONA! STUNNING NEW CONSTRUCTION PRICED TO SELL AT NOW $258,900! Don't miss your chance to own this immaculate, move-in-ready 3-bedroom, 2-bathroom home. Boasting striking curb appeal, this property welcomes you with beautiful stone accents, modern board-and-batten siding, a covered front porch, and elegant exterior up-lighting that looks spectacular at night. Step inside to a bright, open-concept floor plan perfectly designed for modern living. Gorgeous wood-look luxury vinyl plank flooring flows seamlessly throughout the main living spaces. The heart of the home is the chef-inspired kitchen, featuring crisp white shaker-style cabinetry, stunning solid-surface countertops, stainless steel appliances (including a gas range), and a massive center island with an undermount sink and a striking rustic-modern light fixture. The spacious primary suite is a true private retreat. Its luxurious en-suite bathroom showcases a dual-sink vanity with a dedicated makeup/dressing station, chic gold-framed mirrors, and sleek matte-black fixtures. The guest bedrooms are generously sized, featuring excellent natural light and ceiling fans, and share a pristine full bathroom. Outside, relax on the covered back patio—complete with a ceiling fan to keep you cool—while overlooking a deep, expansive backyard fully enclosed by a brand-new wood privacy fence. With high-end design elements, a 2-car garage, and an unbeatable new price of $258,900, this exceptional home offers unmatched value and will not last long. Schedule your private showing today!

203 Toro Dr, Winona

Listing Courtesy of: with MILLER HOMES GROUP. mraterry@yahoo.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

$369,724

2 Beds ⋅ 2 Baths ⋅ 26010739 MLS

Welcome to Star Mountain Ranch, where peaceful country living meets the convenience of a nearly new home. Built in 2024, this 2-bedroom, 2-bath barndominium sits on 4.89 wooded acres, offering the perfect blend of privacy, functionality, and modern comfort. The thoughtfully designed 1,200-square-foot floor plan features an open-concept living, dining, and kitchen area with laminate and tile flooring, a spacious pantry, and all kitchen appliances—including the refrigerator—conveying with the home. Both bedrooms are conveniently located on the main level, with walk-in closets providing generous storage. A standout feature is the oversized 800-square-foot garage, providing ample room for multiple vehicles, recreational equipment, tools, or a workshop. Step outside and enjoy the natural beauty of the wooded surroundings from the open deck, while the sprinkler system and security lighting add convenience and peace of mind. An additional access point to FM 757 offers easy access in and out of the property. Located within the gated Star Mountain Ranch community with an annual HOA, this property offers the ideal setting for those seeking privacy, modern amenities, and a peaceful East Texas lifestyle just minutes from Tyler and surrounding communities.

16713 Creek Bottom Ct, Winona

Listing Courtesy of: with Keller Williams Realty-Tyler. annel@kw.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

$265,000

3 Beds ⋅ 2 Baths ⋅ 26009851 MLS

Welcome to this beautifully maintained 3-bedroom, 2-bath home offering 1,635 square feet of comfortable living space with a 2-car garage in the desirable Nolan Farms subdivision in Winona. Featuring an open floor plan, modern finishes, and a wonderful location, this home is ready for its next owners. Step inside to a bright and spacious open-concept living, dining, and kitchen area that's perfect for both everyday living and entertaining. Large windows fill the space with natural light, while the kitchen offers abundant cabinet storage, generous counter space, and plenty of room to cook, gather, and create lasting memories. The secondary bedrooms are comfortably sized and share a well-appointed guest bathroom, providing the perfect amount of space for family or guests. The primary suite is a true retreat, featuring a spacious bedroom, a large walk-in closet with abundant shelving and organization, and a beautifully designed ensuite bath complete with a separate soaking tub, walk-in shower, generous counter space, and an open, inviting layout. Step outside to enjoy a covered back patio that's perfect for relaxing or entertaining, all overlooking a spacious backyard with plenty of room for kids, pets, gardening, or creating your own outdoor oasis. With its open layout, thoughtful design, and excellent Winona location, this Nolan Farms home offers the perfect blend of comfort, style, and functionality.

109 Rose Row Ln, Winona

Listing Courtesy of: with RE/MAX Professionals. ben@tylerhousehunters.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.