Winona, TX Homes for Sale under $500,000

• 

  

  

  /31

  $275,000

  $35K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,635 Sq Ft

  114 Rose Row, Winona, TX 75684

  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 withtimeless style. Step inside to over 9-foot ceilings and stunning dark wood-grain ceramic tile flooring that flows seamlesslythroughout the entire

  

  Diana Zamora

  Quality Choice Solutions, LLC

  114 Rose Row, Winona, TX 75684
• 

  

  

  /37

  $259,900

  $40K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 3,869 Sq Ft

  110 Church St, Winona, TX 75792

  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 largeresidential home or home for a non-profit organization, ministry, offices, church or community facility. Built as a

  

  Leslie Cain

  Leslie Cain Realty

  110 Church St, Winona, TX 75792
• 

  

  

  /35

  $430,000

  • 3 Beds
  • 2 Baths
  • 3,672 Sq Ft

  13240 Cr 353, Winona, TX 75792

  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

  

  Rebecca Burks

  RE/MAX Professionals

  13240 Cr 353, Winona, TX 75792
• 

  

  

  /45

  $284,500

  $10K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 1,606 Sq Ft

  108 Hay Meadow Dr, Winona, TX 75792

  Welcome to this beautifully designed, better than new, 4-bedroom, 2-bath home offering the perfect blend of comfort, style, and everyday functionality. Built in 2023, this move-in ready residence features 1,606 square feet of thoughtfully planned living space with a desirable split-bedroom layout for added privacy. Step inside to discover an open and inviting interior with continuous luxury vinyl

  Shelly Porretto Smith & Crisp Realty Group, LLC

  108 Hay Meadow Dr, Winona, TX 75792
• 

  

  

  /26

  $215,000

  $29K PRICE DROP

  • Land
  • 17.7 Acres
  • $12,147 per Acre

  17584 Fm 1252 W, Winona, TX 75792

  Undeveloped acreage for sale in Smith County, near Winona, TX, and just 10 minutes from Tyler, with utilities, water, and electricity on the property. It's only minutes away from Tyler State Park. The front of the property is wooded, featuring open fields in the center and more woods at the back. There are numerous wildlife trails and signs of deer throughout the area. A good dirt road system

  Ben Jackson United Country Legacy Land Company

  17584 Fm 1252 W, Winona, TX 75792
• 

  

  /26

  $215,000

  • Land
  • 17.7 Acres
  • $12,147 per Acre

  17584 Farm-To-market 1252 W, Winona, TX 75792

  Undeveloped acreage for sale in Smith County, near Winona, TX, and just 10 minutes from Tyler, with utilities, water, and electricity on the property. It's only minutes away from Tyler State Park. The front of the property is wooded, featuring open fields in the center and more woods at the back. There are numerous wildlife trails and signs of deer throughout the area. A good dirt road system

  Ben Jackson United Country Legacy Land Company

  17584 Farm-To-market 1252 W, Winona, TX 75792
• 

  

  /18

  $395,000

  $4K PRICE DROP

  • Land
  • 32 Acres
  • $12,344 per Acre

  TBD Farm To Market 16 E, Winona, TX 75792

  32 Acres in Winona, Texas – Exceptional Land with Endless Potential Spanning 32 acres in Winona, Texas, this expansive property offers unmatched opportunities for development, recreation, or investment. The property provides versatility to accommodate a variety of visions. Key Features include a ;large amount of road frontage on 16 with several access points. Simpson creek borders the land on the

  Matt Shomer Pioneer DFW Realty, LLC

  TBD Farm To Market 16 E, Winona, TX 75792
• 

  

  /6

  $290,000

  • Land
  • 29 Acres
  • $10,000 per Acre

  0 Cr 359 Unit 24014957, Winona, TX 75792

  Development opportunity on 29 acres in Winona, Texas! Situated on County Road 359, this versatile property offers many possibilities, whether you're looking to develop, build, or invest. Key Features: Utilities Available: Water and electricity are accessible, simplifying the development process and allowing for immediate use or building. Dividable Property: The land can be divided, providing

  Peter Craine Craine Realty

  0 Cr 359 Unit 24014957, Winona, TX 75792
• 

  

  /48

  $291,999

  • 4 Beds
  • 2 Baths
  • 1,840 Sq Ft

  113 Hay Meadow Dr, Winona, TX 75792

  Owner Financing Available! Blending modern finishes with timeless design, this beautifully crafted home offers a level of quality and attention to detail that's hard to find. From the moment you arrive, you'll be welcomed by attractive curb appeal featuring a combination of brick and board-and-batten accents, professional landscaping, landscape lighting, and a stunning stained wood front entry

  113 Hay Meadow Dr, Winona, TX 75792
• 

  

  /20

  $239,900

  • 3 Beds
  • 2 Baths
  • 1,417 Sq Ft

  234 Elm St, Winona, TX 75792

  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

  Stephanie Land Terry Graham Realty

  234 Elm St, Winona, TX 75792
• 

  

  /38

  $229,400

  • 2 Beds
  • 1 Bath
  • 1,200 Sq Ft

  311 Johnson Rd, Winona, TX 75792

  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.

  Pam Jones National Agent Network

  311 Johnson Rd, Winona, TX 75792
• 

  

  /12

  $225,000

  • Land
  • 27.22 Acres
  • $8,266 per Acre

  TBD County Road 372, Winona, TX 75792

  Have you ever imagined owning a slice of East Texas wilderness where cool, fresh water runs and possibilities feel endless? This wooded acreage delivers exactly that, all at a price point that keeps the dream realistically attainable. The land offers quiet abundance. Towering trees form a natural canopy, providing shade, seclusion, and the unmistakable scent of pine and earth. A spring-fed creek

  ANITA PRENTISS Jack Hestand ETX Realty

  TBD County Road 372, Winona, TX 75792
• 

  /2

  $400,000

  • Land
  • 40 Acres
  • $10,000 per Acre

  0 Cr-359 Unit 20822218, Winona, TX 75792

  40 Acres in Winona, Texas – Exceptional Land with Endless Potential Spanning 40 acres in Winona, Texas, this expansive property offers unmatched opportunities for development, recreation, or investment. With the option to divide the land into separate tracts, the property provides versatility to accommodate a variety of visions. Key Features include, Expansive Road Frontage on County Road 359,

  Matthew Marshall Drake Real Estate

  0 Cr-359 Unit 20822218, Winona, TX 75792
• 

  

  /42

  $437,500

  • Land
  • 125 Acres
  • $3,500 per Acre

  TBD State Highway 155, Winona, TX 75792

  East Texas Riverfront Hunting Land! 125 ± Acres in Winona, Texas, boasting grand river bluffs along 1⁄2± mile of Sabine River frontage. Heavily wooded, Excellent waterfowl hunting potential - holds wintering mallards and other migratory waterfowl, Well-established network of trails, a Small bunkhouse - runs off generator. Ag exemption in place and Convenient to Tyler, Dallas, & Shreveport. Loaded

  Blake Ledyard White Wing Realty

  TBD State Highway 155, Winona, TX 75792
• 

  

  /49

  $285,000

  $10K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,618 Sq Ft

  12421 Star Village Ln, Winona, TX 75792

  NEWLY COMPLETED AND READY TO BE YOUR HOME! The builder thought of everything in this one, including affordability! It has a split 3 bedroom floor plan with 2 baths and a spacious 24' X 29' 2 car garage. The 8 ft door with remote access helps make all your dreams come true! Not only will your Suburban fit, but so will all of your tools and work benches! The builder also put flooring in the attic

  SHERRY WATSON Miller Homes Group - Gladewater

  12421 Star Village Ln, Winona, TX 75792
• 

  

  /28

  $350,000

  $15K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 1,775 Sq Ft

  16889 County Road 3224, Winona, TX 75792

  This is a pristine single-story home offering peaceful country living with easy access to everyday conveniences. Move-in ready, the 4 bedroom, 2 bath home welcomes you with a bright and airy living room featuring on-trend luxury vinyl plank flooring, crown molding, soft neutral paint, a cozy fireplace, and large windows that fill the space with natural light. Blinds throughout the home and tinted

  Josh Kesterson Redfin Corporation

  16889 County Road 3224, Winona, TX 75792
• 

  

  /31

  $265,000

  • 3 Beds
  • 2 Baths
  • 1,635 Sq Ft

  109 Rose Row Ln, Winona, TX 75792

  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

  Christi McDermott East Texas Properties

  109 Rose Row Ln, Winona, TX 75792
• 

  

  /36

  $369,000

  • 3 Beds
  • 3 Baths
  • 2,045 Sq Ft

  110 Rose Row Ln, Winona, TX 75792

  Welcome to your dream home! This beautiful 3-bedroom, 2.5-bath residence is truly one of a kind in this peaceful neighborhood. Nestled on two spacious lots filled with mature trees, this property offers the perfect balance of modern comfort and natural beauty. Step inside to an open floor plan flooded with natural light, ideal for everyday living and entertaining. The modern kitchen features

  Christopher Beverly II Ebby Halliday, REALTORS® - Tyler

  110 Rose Row Ln, Winona, TX 75792
• 

  

  /25

  $289,900

  $59K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,800 Sq Ft

  605 Dallas St, Winona, TX 75792

  In-town acreage in the Winona school district, with a move-in-ready home and a large shop, is a rare find. This nearly 5-acre property offers the perfect blend of convenience and privacy, complete with a creek along the back and ample space for your boat, ATV, or RV. The 3-bedroom, 2-bath home has been fully updated throughout, featuring new flooring, renovated bathrooms, updated kitchen

  605 Dallas St, Winona, TX 75792
• 

  /2

  $400,000

  • Land
  • 40 Acres
  • $10,000 per Acre

  000 County Rd 359, Winona, TX 75792

  40 Acres in Winona, Texas – Exceptional Land with Endless Potential Spanning 40 acres in Winona, Texas, this expansive property offers unmatched opportunities for development, recreation, or investment. With the option to divide the land into separate tracts, the property provides versatility to accommodate a variety of visions. Key Features include - Expansive Road Frontage on County Road 359.

  Peter Craine Craine Realty

  000 County Rd 359, Winona, TX 75792
• 

  

  /47

  $256,950

  $8K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 2,070 Sq Ft

  206 Elm St, Winona, TX 75792

  Prepare to be impressed by the thoughtful design features and extensive mechanical updates throughout this beautifully refreshed home. Step inside to discover a welcoming entry and living room accented by a stylish pallet wall, a separate formal dining room, and a cozy living area centered around a charming fireplace. The kitchen offers both functionality and style with granite countertops, a

  206 Elm St, Winona, TX 75792
• 

  

  /45

  $259,950

  • 3 Beds
  • 2 Baths
  • 2,070 Sq Ft

  206 Elm St, Winona, TX 75792

  Prepare to be impressed by the thoughtful design features and extensive mechanical updates throughout this beautifully refreshed home. Step inside to discover a welcoming entry and living room accented by a stylish pallet wall, a separate formal dining room, and a cozy living area centered around a charming fireplace. The kitchen offers both functionality and style with granite countertops, a

  Tracey Blanks eXp Realty LLC

  206 Elm St, Winona, TX 75792
• 

  

  /32

  $379,000

  $11K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 2,500 Sq Ft

  22058 Interstate 20 E, Winona, TX 75792

  ****Seller will give $5,000 for buyer closing costs!!**** Welcome to your own slice of East Texas! Nestled on 5 picturesque acres in Chapel Hill ISD, this Winona property has the perfect mix of open land and woods. Step past the spacious front yard's magnificent magnolia tree and enter the home's comfortable layout. Upstairs, you will find 3 spacious bedrooms, HUGE master closet that could be

  Kristin Elder Miller Homes Group - Gladewater

  22058 Interstate 20 E, Winona, TX 75792
• 

  

  /17

  $435,000

  • Land
  • 19.5 Acres
  • $22,308 per Acre

  704 Dallas St, Winona, TX 75792

  Opportunities like this don’t come around often! Discover 19.5 gorgeous acres right in Winona offering the perfect blend of beauty, privacy, and endless potential. With gently sloping terrain, mostly open pasture land, and a backdrop of mature trees at the rear of the property, this land offers both stunning scenery and incredible versatility. Imagine building your forever home tucked away among

  Nacole Eaton Texas Real Estate Executives

  704 Dallas St, Winona, TX 75792
• 

  

  /22

  $217,000

  $37K PRICE INCREASE

  • Land
  • 33.8 Acres
  • $6,420 per Acre

  TBD Cr 3102 Unit NO road frontage on, Winona, TX 75792

  Located just outside of Kilgore, is this 33 acre tract of heavily wooded, unrestricted land with tons of animal tracks seen! Large 2-story shop partially finished on property, a lot of potential available for hunting cabin or workshop! Creek runs through north side of land. Barbwire fenced. *NO road frontage on CR 3102, deeded access from private driveway on CR 3102 back to the land - look for

  Lindsey Farnham Blue Sky Group Realty

  TBD Cr 3102 Unit NO road frontage on, Winona, TX 75792
• 

  

  /9

  $231,000

  • Land
  • 21 Acres
  • $11,000 per Acre

  TBD 21 Acres Cr 3116, Winona, TX 75792

  Welcome to this beautiful 21-acre tract in Winona, conveniently located just minutes off I-20. If you've been looking for a place to build your dream home with room to spread out, this property is worth a look. The land features nearly 50 feet of elevation change, creating rolling terrain, scenic views, and several excellent homesite options. Mature pine trees and native hardwoods cover much of

  Judy Magee Willow Property Group

  TBD 21 Acres Cr 3116, Winona, TX 75792
• 

  

  /32

  $439,900

  • 4 Beds
  • 3 Baths
  • 2,007 Sq Ft

  17224 Stella Maris St, Winona, TX 75792

  Tucked into the Veritatis Splendor community in a peaceful East Texas setting, this property offers a blend of space, comfort, and everyday functionality. Priced well below build cost, it presents a strong value opportunity in today’s market. Spray foam insulation enhances energy efficiency, improving air sealing, and helping reduce outside noise for a quieter interior environment. The home also

  Shellie Lee Century 21 First Group

  17224 Stella Maris St, Winona, TX 75792
• 

  

  /19

  $240,000

  • 3 Beds
  • 2 Baths
  • 1,468 Sq Ft

  429 Garrett Cir, Winona, TX 75792

  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.

  429 Garrett Cir, Winona, TX 75792
• 

  

  /9

  $450,000

  • Land
  • 9 Acres
  • $50,000 per Acre

  12772 County Road 353, Winona, TX 75792

  Beautiful 9 acres in Winona offering quiet, peaceful surroundings while still being just minutes from Tyler, Lindale, and I-20. Utilities are nearby with easy access to electric and water. Whether you are looking to build your dream home, invest, or subdivide, this property offers endless potential and plenty of room to grow.

  12772 County Road 353, Winona, TX 75792
• 

  

  /27

  $389,426

  • 2 Beds
  • 2 Baths
  • 1,200 Sq Ft

  16713 Creek Bottom Ct, Winona, TX 75792

  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

  Caryn Couch Julie Woods & Associates - Kilgore

  16713 Creek Bottom Ct, Winona, TX 75792
• 

  

  /6

  $290,000

  • Land
  • 29 Acres
  • $10,000 per Acre

  0 Cr 359 Unit 20767613, Winona, TX 75792

  Development opportunity on 29 acres in Winona, Texas! Situated on County Road 359, this versatile property offers many possibilities, whether you're looking to develop, build, or invest. Key Features: Utilities Available: Water and electricity are accessible, simplifying the development process and allowing for immediate use or building. Dividable Property: The land can be divided, providing

  Matthew Marshall Drake Real Estate

  0 Cr 359 Unit 20767613, Winona, TX 75792
• 

  

  /3

  $209,500

  • Land
  • 20 Acres
  • $10,475 per Acre

  TBD County Road 369, Winona, TX 75792

  20 Acres of Beautiful East Texas Land - RESIDENTIAL USE ONLY (not commercial) – Unlimited Potential! NO RESTRICTIONS! Offers a mix of mature, wooded timber and wildlife. Property is gated and partially fenced. Survey is already complete. Water and electricity are available. Come build a barndominium, move in a manufactured home, start a mini farm or weekend retreat! Whether you’re looking to

  Lindsay Wilson Century 21 First Group - Lindale

  TBD County Road 369, Winona, TX 75792
• 

  

  /20

  $299,500

  • 3 Beds
  • 2 Baths
  • 1,715 Sq Ft

  107 Rose Row Ln, Winona, TX 75792

  Dreaming of a lower mortgage payment? Assumable 4.99% Interest Rate (for qualified buyers) – a rare opportunity in today's market! Welcome to this beautifully maintained, like-new, gently lived in and in exceptional condition home. With only one occupant, much of the home feels barely touched—offering a fresh start for its next owner. Designed with a thoughtful split floorplan, this home features

  Cheryl Sartain The Property Shoppe - eXp Realty, LLC

  107 Rose Row Ln, Winona, TX 75792
• 

  

  /10

  $385,000

  • Land
  • 42 Acres
  • $9,167 per Acre

  TBD 42 Acres Cr 3116, Winona, TX 75792

  Welcome to this beautiful 42-acre tract in Winona, conveniently located just minutes off I-20. If you've been looking for a place to build your dream home with room to spread out, this property is worth a look. The land features nearly 50 feet of elevation change, creating rolling terrain, scenic views, and several excellent homesite options. Mature pine trees and native hardwoods cover much of

  Judy Magee Willow Property Group

  TBD 42 Acres Cr 3116, Winona, TX 75792
• 

  

  /44

  $230,000

  • 3 Beds
  • 2 Baths
  • 1,980 Sq Ft

  11593 County Road 3116, Winona, TX 75792

  Beautifully maintained manufactured home offering a peaceful country oasis in a highly convenient central location. This open concept layout provides effortless everyday living and an ideal setup for entertaining. The split primary suite features a walk in closet and a spacious ensuite bathroom with soaking tub, separate shower, and double vanity, creating a true zen retreat. Wrap around decking

  Jessica Radabaugh Perdue Coldwell Banker Lenhart

  11593 County Road 3116, Winona, TX 75792
• 

  

  /20

  $379,900

  $5K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 2,000 Sq Ft

  19732 Cr 366, Winona, TX 75792

  Country living done right! This freshly updated 3-bed, 2-bath ranch style home sits on 12 beautiful acres. Half open and half wooded with wildlife everywhere you look. You get the quiet, the space, and the view, all while staying close to Tyler and Gladewater. Inside, the vaulted ceilings, barn style doors, and open floor plan gives this home that Texas charm we all love. Outside, the front porch

  Cory Tutt Coldwell Banker Home Place Realty - Henderson

  19732 Cr 366, Winona, TX 75792
• 

  

  /50

  $310,000

  $20K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 2,100 Sq Ft

  19413 US Highway 271, Winona, TX 75792

  MOTIVATED SELLER!!!!! Come home and relax in this home that has something for everyone. Inside you'll find plenty of storage and walk-in closets , you'll have a game room/office/bedroom, 2 full bedrooms, 2 full baths and a half bath by the laundry room(washer/dryer included).The heart of the home is the large kitchen where all appliances are staying and waiting for you. There is a place for a

  Janis Cagle Integrity Real Estate Brokerage

  19413 US Highway 271, Winona, TX 75792
• 

  

  /4

  $231,400

  $231K PRICE DROP

  • 2 Beds
  • 800 Sq Ft

  18411 County Road 3134, Winona, TX 75792

  Looking to Homestead in gorgeous East Texas? Look no further--23.14 acres of beautiful timberland with a peaceful pond and an 800 SF. older frame home built in 1980 near Winona. The land is beautifully wooded, offering privacy, natural beauty, and an ideal habitat for wildlife. Winona is a quick 30 minute drive to downtown Tyler and less than two hours to Dallas.

  William Green Hopkins-Green Real Estate

  18411 County Road 3134, Winona, TX 75792
• 

  

  /88

  $274,230

  $10K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,628 Sq Ft

  203 Toro, Winona, TX 75792

  Brand New Construction in Nolan Farms! Built in 2024 and never lived in, this stunning 3-bedroom, 2-bathroom home sits on a 0.22-acre lot in the highly sought-after Nolan Farms Subdivision within Winona ISD. Offering 1,628 sq. ft. of beautifully designed living space, this affordable new construction home was built with the highest level of care and integrity. Step inside to an open-concept floor

  Buddy Wall RE/MAX Associates Northeast

  203 Toro, Winona, TX 75792
• 

  

  /7

  $210,000

  • Land
  • 4.57 Acres
  • $45,952 per Acre

  12501 Fm 16e, Winona, TX 75792

  Completely fenced property with good road frontage (438 feet) FM 16 & (424 feet) on CR 349. Gas, Water and Electric available. All materials on the property will be removed. Great property for commercial or residential development. Nice area with new homes on acreage.

  Debbie McHenry Texas Premier Properties R E

  12501 Fm 16e, Winona, TX 75792

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