Winona Homes under $500,000

Welcome to Winona, Texas – a charming gem nestled in the heart of Smith County! This delightful small town, with its rich history and warm community spirit, offers a unique blend of Southern charm and modern conveniences. Known for its picturesque landscapes and friendly atmosphere, Winona is the perfect place to settle down and create lasting memories.

With a population that embodies the essence of small-town living, residents enjoy a tight-knit community where neighbors become friends. The town is surrounded by lush greenery and beautiful parks, providing ample opportunities for outdoor activities, from leisurely strolls to family picnics. Winona also boasts a variety of local shops and eateries that showcase the best of Texan hospitality.

For those seeking a home in this idyllic locale, Winona offers fantastic options under $500,000. Whether you're a first-time homebuyer or looking to invest in a charming property, you'll find a diverse selection of homes that cater to various tastes and lifestyles. From cozy single-family residences to spacious modern builds, there’s something for everyone in this welcoming town.

The affordability of homes in Winona makes it an attractive choice for families and individuals alike, allowing you to enjoy the perks of small-town life without breaking the bank. With its strong sense of community, beautiful surroundings, and affordable housing options, Winona is not just a place to live—it's a place to call home. Come discover the charm of Winona, where your dream home awaits!

Newest Winona Homes under $500,000

$215,990

3 Beds ⋅ 3 Baths ⋅ 21402626 MLS

MLS# 21402626 - Built by NHC - February 2027 completion ~ Model 1298 B3 Acadia The Acadia from our Freedom Series is designed to give buyers more room where it matters most. With approximately 1,298 square feet, 4 bedrooms, 2.5 bathrooms, and an attached garage, this two-story plan offers the extra bedroom flexibility buyers need in a smart, efficient layout. The first floor is open and easy to live in, with the great room, dining area, and kitchen connected in one comfortable main living space. Whether you’re making dinner, helping with homework, or relaxing at the end of the day, the connected layout makes everyday life feel simple and comfortable. A powder room, laundry area, and garage access add convenience to the main level. Upstairs, the Acadia offers four bedrooms, giving buyers valuable flexibility beyond the main living areas. The primary bedroom includes a private bathroom and closet space, while three additional bedrooms can be used for family, guests, a home office, or hobbies. A second full bathroom is centrally located for convenience. With four bedrooms, open main-level living, and a space-efficient two-story layout, the Acadia offers practical comfort and flexibility with the value buyers expect from NHC. Known for providing the lowest price and price per square foot, National HomeCorp is here to help you get more home for your money! Disclaimer: Photos may not represent the actual home. They are for illustrative purposes only and may depict a similar home with the same floorplan.

208 Toro Dr, Winona

$229,990

4 Beds ⋅ 3 Baths ⋅ 21402630 MLS

MLS# 21402630 - Built by NHC - February 2027 completion ~ Model 1600-1 A3 - Everglades The Everglades Plan from our Freedom Series offers an ideal blend of space, functionality, and value. This charming 2-story home features 4 bedrooms, 2.5 bathrooms, a 1-car garage, and 1,600 square feet of thoughtfully designed living space. Step into the welcoming entryway, where you’ll find a convenient half bathroom and the staircase leading to the upper level. Continue down the hall past the laundry room and into the open concept living area. The kitchen, complete with a central island, overlooks the dining area and family room, creating a perfect space for meals and family time. Upstairs, the primary suite offers a private retreat with its own bathroom. Three additional bedrooms and a full bathroom complete the upper level, providing ample space for family or guests. Known for providing the lowest price and price per square foot, National Home Corp is here to help you get more home for your money! Disclaimer: Photos may not represent the actual home. They are for illustrative purposes only and may depict a similar home with the same floorplan.

209 Toro Dr, Winona

$221,990

4 Beds ⋅ 2 Baths ⋅ 21402605 MLS

MLS# 21402605 - Built by NHC - February 2027 completion ~ Model 1401 B3 - Yellowstone The Yellowstone Plan from our Freedom Series is thoughtfully designed for comfort and convenience, offering 4 bedrooms, 2 bathrooms, and 1,401 square feet of single-story living. As you enter the home, you’ll find three secondary bedrooms and a full bathroom, perfectly positioned to provide privacy and flexibility for family members or guests. Continue down the hall, and you’ll pass the conveniently located laundry room before reaching the heart of the home. The open-concept kitchen, complete with a central island, seamlessly overlooks the family room and dining area, creating a welcoming space for family time, meals, and for entertaining. Tucked off the dining area, the primary suite features a private bathroom and walk-in closet, offering a peaceful retreat from the rest of the home. Disclaimer: Photos may not represent the actual home. They are for illustrative purposes only and may depict a similar home with the same floorplan.

207 Toro Dr, Winona

$232,990

4 Beds ⋅ 3 Baths ⋅ 21402581 MLS

MLS# 21402581 - Built by NHC - February 2027 completion ~ Model 1600-1 B3 - Everglades The Everglades Plan from our Freedom Series offers an ideal blend of space, functionality, and value. This charming 2-story home features 4 bedrooms, 2.5 bathrooms, a 1-car garage, and 1,600 square feet of thoughtfully designed living space. Step into the welcoming entryway, where you’ll find a convenient half bathroom and the staircase leading to the upper level. Continue down the hall past the laundry room and into the open concept living area. The kitchen, complete with a central island, overlooks the dining area and family room, creating a perfect space for meals and family time. Upstairs, the primary suite offers a private retreat with its own bathroom. Three additional bedrooms and a full bathroom complete the upper level, providing ample space for family or guests. Known for providing the lowest price and price per square foot, National Home Corp is here to help you get more home for your money! Disclaimer: Photos may not represent the actual home. They are for illustrative purposes only and may depict a similar home with the same floorplan.

206 Toro Dr, Winona

$214,990

3 Beds ⋅ 3 Baths ⋅ 21402423 MLS

MLS# 21402423 - Built by NHC - Feb 2027 completion! ~ Model 1298 A3 Acadia The Acadia from our Freedom Series is designed to give buyers more room where it matters most. With approximately 1,298 square feet, 4 bedrooms, 2.5 bathrooms, and an attached garage, this two-story plan offers the extra bedroom flexibility buyers need in a smart, efficient layout. The first floor is open and easy to live in, with the great room, dining area, and kitchen connected in one comfortable main living space. Whether you’re making dinner, helping with homework, or relaxing at the end of the day, the connected layout makes everyday life feel simple and comfortable. A powder room, laundry area, and garage access add convenience to the main level. Upstairs, the Acadia offers four bedrooms, giving buyers valuable flexibility beyond the main living areas. The primary bedroom includes a private bathroom and closet space, while three additional bedrooms can be used for family, guests, a home office, or hobbies. A second full bathroom is centrally located for convenience. With four bedrooms, open main-level living, and a space-efficient two-story layout, the Acadia offers practical comfort and flexibility with the value buyers expect from NHC. Known for providing the lowest price and price per square foot, National HomeCorp is here to help you get more home for your money! Disclaimer: Photos may not represent the actual home. They are for illustrative purposes only and may depict a similar home with the same floorplan.

230 Nolan Farms Blvd, Winona

$213,990

3 Beds ⋅ 3 Baths ⋅ 21402395 MLS

MLS# 21402395 - Built by NHC - Feb 2027 completion! ~ Model 1298 A3 Acadia The Acadia from our Freedom Series is designed to give buyers more room where it matters most. With approximately 1,298 square feet, 4 bedrooms, 2.5 bathrooms, and an attached garage, this two-story plan offers the extra bedroom flexibility buyers need in a smart, efficient layout. The first floor is open and easy to live in, with the great room, dining area, and kitchen connected in one comfortable main living space. Whether you’re making dinner, helping with homework, or relaxing at the end of the day, the connected layout makes everyday life feel simple and comfortable. A powder room, laundry area, and garage access add convenience to the main level. Upstairs, the Acadia offers four bedrooms, giving buyers valuable flexibility beyond the main living areas. The primary bedroom includes a private bathroom and closet space, while three additional bedrooms can be used for family, guests, a home office, or hobbies. A second full bathroom is centrally located for convenience. With four bedrooms, open main-level living, and a space-efficient two-story layout, the Acadia offers practical comfort and flexibility with the value buyers expect from NHC. Known for providing the lowest price and price per square foot, National HomeCorp is here to help you get more home for your money! Disclaimer: Photos may not represent the actual home. They are for illustrative purposes only and may depict a similar home with the same floorplan.

205 Toro Dr, Winona

$232,990

4 Beds ⋅ 3 Baths ⋅ 21402391 MLS

MLS# 21402391 - Built by NHC - Feb 2027 completion! ~ Model 1600-1 B3 - Everglades The Everglades Plan from our Freedom Series offers an ideal blend of space, functionality, and value. This charming 2-story home features 4 bedrooms, 2.5 bathrooms, a 1-car garage, and 1,600 square feet of thoughtfully designed living space. Step into the welcoming entryway, where you’ll find a convenient half bathroom and the staircase leading to the upper level. Continue down the hall past the laundry room and into the open concept living area. The kitchen, complete with a central island, overlooks the dining area and family room, creating a perfect space for meals and family time. Upstairs, the primary suite offers a private retreat with its own bathroom. Three additional bedrooms and a full bathroom complete the upper level, providing ample space for family or guests. Known for providing the lowest price and price per square foot, National Home Corp is here to help you get more home for your money! Disclaimer: Photos may not represent the actual home. They are for illustrative purposes only and may depict a similar home with the same floorplan.

212 Toro Dr, Winona

$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

$285,000

3 Beds ⋅ 2 Baths ⋅ 21398414 MLS

Rare in-town acreage with nearly 5 acres, a fully updated home, a 30x40 shop, and plenty of room to spread out, all within Winona ISD! This move-in-ready 3-bedroom, 2-bath home gives you the privacy and space of country living while still being just minutes from town. The home has been thoughtfully updated throughout with new 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 a spacious walk-in pantry. Out back, the fenced yard is perfect for pets, kids, entertaining, or simply relaxing outdoors. Behind the home, approximately 4.6 acres open up to a beautiful mix of pasture and tree-lined privacy, with a creek along the back of the property and plenty of room for outdoor recreation, gardening, animals, or simply enjoying the peaceful East Texas setting. Bring the boat, ATV, or RV; there is plenty of space for it all. The 30x40 shop has its own electrical meter and RV hookup, making it a great option for a workshop, hobby space, equipment storage, or recreational vehicles. There is also a separate storage building for lawn equipment, tools, and anything else you need to tuck away. With nearly 5 acres, extensive updates, a large shop, and plenty of usable outdoor space, this property offers a hard-to-find combination of privacy, versatility, and convenience right in town.

605 Dallas St, Winona

$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

$409,000

3 Beds ⋅ 2 Baths ⋅ 20266774 MLS

Built in 2022, this thoughtfully designed 3-bedroom, 2-bath home sits on 4.6888 acres in Winona, TX, offering moder comfort, privacy, and a highly functional single-story layout. With 2,366 sq ft, the open floor plan provides excellent flow for everyday living and entertaining, all surrounded by peaceful East Texas scenery. The home welcomes you through a covered front porch and foyer into a spacious living area highlighted by tray ceilings, crown molding, recessed lighting, and durable LVP flooring. The kitchen is centrally located and open to the dining and living spaces, featuring abundant white cabinetry, expansive countertops, a large center island, pantry, stainless appliances, and tile backsplash. The primary suite offers a relaxing retreat with a large bedroom, walk-in closet, and a spa-inspired ensuite bath complete with a soaking tub and walk-in tiled shower. Two secondary bedrooms are located on the opposite side of the home and share a full bath with dual vanities. providing separation and flexibility for guests, family, or a home office. Additional highlights include a large laundry room, well -planned hallway storage, neutral finishes throughout, and a layout designed for comfort and functionality. Outside, enjoy nearly 5 acres of mostly wooded land offering privacy, space to roam, and future possibilities. A metal outbuilding provides excellent Storage or workshop potential. Conveniently located just minutes from Tyler, this property offers the perfect balance of quiet country living with easy access to city amenities. Move-in ready and thoughtfully built, this is a rare opportunity to own acreage with a modern home in Smith County

18680 Cr 352, Winona

$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

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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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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.