Winona Real Estate

Welcome to Winona, Texas – a hidden gem nestled in Smith County that perfectly blends small-town charm with modern conveniences. This quaint community is known for its welcoming atmosphere, making it an ideal place for families, retirees, and anyone seeking a peaceful lifestyle while still being close to the vibrant city of Tyler, just a short drive away.

Winona boasts a rich history and a tight-knit community, where neighbors quickly become friends. The town is dotted with beautiful parks, offering ample opportunities for outdoor recreation, picnicking, and leisurely strolls. The annual events, such as the Winona Rodeo and local farmers’ markets, bring residents together, fostering a sense of belonging and community spirit.

For those who appreciate the arts, Winona is conveniently located near various cultural attractions in Tyler, including galleries, theaters, and museums. The thriving local economy ensures that residents have access to essential services, shopping, and dining options. Additionally, the excellent school system in the area provides quality education for children, making it a desirable place for families.

Nature enthusiasts will love the surrounding landscapes, featuring picturesque views and opportunities for hiking, fishing, and exploring the great outdoors. With its friendly vibe and beautiful surroundings, Winona offers a peaceful retreat without sacrificing the amenities of urban living.

Whether you're looking to buy your first home or seeking a serene place to retire, Winona, TX, welcomes you with open arms. Discover the warmth and charm of this delightful community, where your dream home awaits!

Newest Listings in Winona

$99,900

26010288 MLS

Come experience peaceful East Texas. 7.4 wooded waterfront acres. Huge mature pines and hardwoods. This property has approximately 1000ft of waterfront on the Sabine Old River channel. During Sabine high river levels, the Old River channel connects to the main river and flows, and during low Sabine river levels, there is a long lake. The property has great access with 429ft of frontage on Hwy 155, and is only 5min North of Winona and 4min from Big Sandy. Approximately 2.5acres is buildable non-floodplain property that gently slopes down to the Old River. Abundant wildlife. Power is already on the property. Water is by well only. Lots of other photos and videos available, just reach out. This would make a wonderful luxury RV park or Cabin rental property.

Tbd Hwy 155 N, Winona

$77,220

21339668 MLS

Hard to find, 2.5 Acre lot with beautiful trees and a great location. Property is about 3 miles from I20 on corner of Hwy 16and CR 363.

14386 County Road 363, Winona

$85,830

21339654 MLS

Hard to find, 2.8 Acre lot with beautiful trees and a great location. Property is about 3 miles from I20 on corner of Hwy 16and CR 363.

14414 Cr-363, Winona

$85,980

21339633 MLS

Hard to find, 2.8 Acre lot with beautiful trees and a great location. Property is about 3 miles from I20 on corner of Hwy 16and CR 363.

14442 Cr-363, Winona

$91,230

21339058 MLS

Hard to find, 3 Acre tract with beautiful trees and a great location. This property is about 3 miles from I20 on corner of Hwy16.

14470 Cr-363, Winona

$94,590

21339055 MLS

Hard to find, 3 Acre tract with beautiful trees and a great location. This property is about 3 miles from I20 on corner of Hwy16.

14498 Cr-363, Winona

$94,590

20265258 MLS

Hard to find, 3 Acre tract with beautiful trees and a great location. This property is about 3 miles from I20 on corner of Hwy16.

LOT 1 Tbd Ne Cr 363, Winona

$91,230

20265257 MLS

Hard to find, 3 Acre tract with beautiful trees and a great location. Property is about 3 miles from I20 on corner of Hwy 16.

LOT 2 Tbd Ne Cr 363, Winona

$85,980

20265256 MLS

Hard to find, 2.8 Acre lot with beautiful trees and a great location. Property is about 3 miles from I20 on corner of Hwy 16and CR 363.

LOT 3 Tbd Ne Cr 363, Winona

$85,830

20265255 MLS

Hard to find, 2.8 Acre lot with beautiful trees and a great location. Property is about 3 miles from I20 on corner of Hwy 16and CR 363.

LOT 4 Tbd Ne Cr 363, Winona

$77,220

20265254 MLS

Hard to find, 2.5 Acre lot with beautiful trees and a great location. Property is about 3 miles from I20 on corner of Hwy 16and CR 363.

LOT 5 Tbd Ne Cr 363, Winona

$599,900

4 Beds ⋅ 3 Baths ⋅ 26010106 MLS

Experience the perfect blend of luxury, privacy, and community in this exceptional custom home, built in 2025 and situated on 3.98 scenic acres in one of Winona's premier master-planned communities. Offering 3,381 square feet of thoughtfully designed living space, this home features 4 spacious bedrooms, 3 full bathrooms, a 3-car garage, and a versatile bonus room ideal for a large home gym, media room, or playroom! Designed with both everyday living and entertaining in mind, the home is full of premium finishes, a beautifully appointed kitchen, and a convenient butler's pantry providing additional prep space and storage. One of the property's most remarkable features is the approximately 1,700-square-foot geothermal greenhouse, complete with its own well and home to an impressive collection of tropical trees and plants—creating endless opportunities for gardening enthusiasts, sustainable living, or simply enjoying a truly one-of-a-kind retreat. The geothermal properties of the greenhouse keep the greenhouse around 55 degrees when the weather is below freezing outside & keeps it cooler in the heat of the Texas summer. Nestled among the rolling hills of Winona, this community was thoughtfully designed to foster connection while offering the peace and space of country living. Enjoy frequent visits from neighborhood deer, breathtaking natural surroundings, and the tranquility of East Texas, all while remaining just a short drive from Tyler's shopping, dining, and medical amenities. If you've been searching for a home that offers luxury, acreage, and an extraordinary lifestyle, this rare property delivers it all. Buyer and buyer’s agent to verify all HOA rules, dues, and restrictions.

16634 Caeli Heights Ct, Winona

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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.