Winona, TX Homes for Sale under $500,000

• 

  

  

  /39

  $239,900

  $60K PRICE DROP

  • 4 Beds
  • 4 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 large residential home or home for a non-profit organization, ministry, offices, church or community facility. Built as a church

  

  Leslie Cain

  Leslie Cain Realty, LLC

  110 Church St, Winona, TX 75792
• 

  

  

  /35

  $430,000

  $43K PRICE DROP

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

  13240 County Road 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 County Road 353, Winona, TX 75792
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  /33

  $265,000

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

  114 Rose Row Ln, Winona, TX 75792

  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

  

  Diana Zamora

  Quality Choice Solutions, LLC

  114 Rose Row Ln, Winona, TX 75792
• 

  

  

  /31

  $265,000

  • 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
• 

  

  

  /28

  $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

  

  Rebecca Burks

  RE/MAX Professionals

  109 Rose Row Ln, 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
• 

  

  /48

  $350,000

  • 2 Beds
  • 4 Baths
  • 2,500 Sq Ft

  11157 Hamrick Lake Rd, Winona, TX 75792

  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,

  Betty Black Realty One Group Rose

  11157 Hamrick Lake Rd, Winona, TX 75792
• 

  

  /16

  $209,000

  • 3 Beds
  • 2.5 Baths
  • 2,258 Sq Ft

  4315 County Road 239, Winona, TX 75792

  HUD owned property. Case #511-184340. HUD properties are sold as-is. Broker must be registered with HUD to sell property. No repairs or alterations until after closing and funding. Escape to the country with this charming log cabin situated on 7.50 private acres in Winona, TX. The home features stained concrete floors, a striking stone fireplace in the living room, and an open layout connecting

  Chris Hinkle Chris Hinkle Real Estate

  4315 County Road 239, Winona, TX 75792
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  /26

  $249,900

  $30K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,909 Sq Ft

  124 Rose Row Ln, Winona, TX 75792

  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

  Maricxa Mora Mora Realty Group, LLC

  124 Rose Row Ln, 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

  Jeremy Caruthers Drake Real Estate & Investments

  0 Cr 359 Unit 24014957, Winona, TX 75792
• 

  

  /48

  $291,999

  New Construction

  • 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

  Jocole Doddy The Doddy Realty LLC

  113 Hay Meadow Dr, Winona, TX 75792
• 

  

  /20

  $239,900

  New Construction

  • 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

  Cheryl Sartain The Property Shoppe - eXp Realty, LLC

  234 Elm St, Winona, TX 75792
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  /40

  $216,400

  $13K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 1,200 Sq Ft

  311 Johnson Rd, Winona, TX 75792

  !!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,

  Pamela Jones National Agent Network

  311 Johnson Rd, Winona, TX 75792
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  /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

  Jessica Taylor Texas Premier Realty

  TBD County Road 372, Winona, TX 75792
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  /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
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  /30

  $343,704

  $21K 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
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  /9

  $226,000

  $5K PRICE DROP

  • Land
  • 21 Acres
  • $10,762 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

  John Mann EG Realty

  TBD 21 Acres Cr 3116, Winona, TX 75792
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  /9

  $377,000

  $8K PRICE DROP

  • Land
  • 42 Acres
  • $8,976 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

  John Mann EG Realty

  TBD 42 Acres Cr 3116, 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.

  Jeremy Caruthers Drake Real Estate & Investments

  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

  Tracey Blanks eXp Realty LLC

  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
• 

  

  /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
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  /38

  $335,000

  • 3 Beds
  • 2.5 Baths
  • 2,050 Sq Ft

  11408 County Road 3168, Winona, TX 75792

  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

  Jack McLemore Listing Results, LLC

  11408 County Road 3168, Winona, TX 75792
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  /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

  Charlotte Williams Keller Williams Realty-Tyler

  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.

  Von Toler Pinnacle Realty Advisors

  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.

  Daisy Betancourt Standard Real Estate

  12772 County Road 353, Winona, TX 75792
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  /28

  $369,724

  $20K PRICE DROP

  • 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

  Ryan Major Keller Williams Realty-Tyler

  16713 Creek Bottom Ct, Winona, TX 75792
• 

  

  /25

  $269,900

  New Construction

  • 3 Beds
  • 2 Baths
  • 1,630 Sq Ft

  203 Toro, Winona, TX 75792

  INCREDIBLE VALUE IN WINONA! STUNNING NEW CONSTRUCTION PRICED TO SELL AT $269,900! 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

  Antonio Carrillo MILLER HOMES GROUP

  203 Toro, 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
• 

  

  /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
• 

  

  /29

  $289,900

  New Construction Open Sat 2PM - 4PM

  • 3 Beds
  • 2 Baths
  • 1,426 Sq Ft

  11884 Fm 757, Winona, TX 75792

  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

  Maugno Mora Mora Realty Group, LLC

  11884 Fm 757, Winona, TX 75792
• 

  

  /29

  $409,000

  • 3 Beds
  • 2 Baths
  • 2,366 Sq Ft

  18680 County Road 352, Winona, TX 75792

  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

  Kyndal Martin East Texas Homes & Land LLC

  18680 County Road 352, 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
• 

  

  /48

  $299,000

  $31K PRICE DROP

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

  19413 US Highway 271, Winona, TX 75792

  HIGHLY 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

  Janis Cagle Integrity Real Estate Brokerage

  19413 US Highway 271, Winona, TX 75792
• 

  

  /31

  $285,000

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

  605 Dallas St, Winona, TX 75792

  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,

  Austin McFarland The Brian Chinn Team, eXp Realty

  605 Dallas St, 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 home is more than likely a teardown. 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

  William Green Hopkins-Green Real Estate

  18411 County Road 3134, 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.

  Leslie Lake Texas Homes & Land Realty

  12501 Fm 16e, Winona, TX 75792
• 

  

  /19

  $225,000

  • Land
  • 16.12 Acres
  • $13,958 per Acre

  16.12 AC Fm 757, Winona, TX 75792

  16.12 park like acres with water and electric at the road. Enjoy the quiet life in the country in this sleepy little town know by locals as Starville. Conveniently located close to Gladewater, Tyler and Longview, with easy access to I 20. The present owner has kept the property in park like condition, and there are drivable trails throughout. Several nice building spots, an abundance of wildlife,

  Steve L. Kuchta East Texas Farm And Ranch

  16.12 AC Fm 757, Winona, TX 75792

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