We analyze top real estate agents in Winona and across the country to find you the most proven local agents, for free.
Agent Pronto analyzes transaction data, specialties, client reviews, and more to find the best agent for you. Updated for August 2025. *
* Sales data is calculated based on transaction information available to Agent Pronto at the time of publishing and may not accurately reflect all transactions for a given agent.
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“Reva is a kind, friendly, and very helpful person to work with when looking for a home or property to purchase. She was very attentive to our needs and very accessable when we had a question or concern. Reva was willing to "fight" for us when the process began to be a little discouraging because of some problems within the sellers situation. But, thanks to her, everything turned out well.”
“Very professional all the way through the experience of buying my home.”
“Malyssa was wonderful and on top of every phase of the process. On the market an hour and a half and got over asking price.”
“He was such a great realtor!”
“She was professional and was very attentive and helped us find the right property. We would strongly recommend her”
“I contacted them to help me find a realtor to sell my parents' home. Agent Pronto referred me to Larry Chapman of Drake Chapman Realty. What I thought was going to be a difficult drawn out process was exactly the opposite. Teresa and Larry were so kind and helpful! They answered all of our questions and made the process pain free! I highly recommend Drake Chapman Realty and would absolutely use Agent Pronto again.”
“Jennifer was professional, knowledgeable, and always responded to questions quickly. She attended most showings to ensure the property was secured after the showing. This was important because I moved out of state. Overall a good experience.”
“Lynlea was very knowledgeable, accommodating, always accessible and totally recognized what an important process this was for me. She was respectful and addressed my concerns in a professional manner. I plan to ask for her guidance and support again soon to sell my previous home. I would definitely recommend her to my friends and family.”
“Tammy went the extra mile. An offer had been made on a house we were very interested in and Tammy requested a back-up offer option. That offer was accepted, the previous offer fell through and we now own the property. Had she not taken that extra step, we may not have known about the situation with the first offer.”
“I have known Cindy for some time. I had no hesitation in selecting Cindy for our home search. I knew she would put forth her greatest effort and we were not disappointed and greatly pleased with the hard work and commitment she presented in the search for our new home. Cindy did a great job!”
“Working with Diane was great, she did an awesome job. This sale would not have happened without her hard work and I was completely satisfied with the service.”
“Agent Pronto had me in touch with two different agents the day I signed up with them. One of the agents, Neil Clements, was aggressive in his approach which we loved, and we were in contact with him the next day. The overall experience was extremely professional, fast, and pleasant. I highly recommend!”
“My experience was good. Working with Mrs. Koble was great. She was professional and knowledgeable. ”
“Amber was amazing to work with due to the long distance of our partnership during the sale of my property. Being a first time seller, she explained all aspects of the process so it was easier for me to understand everything. She was patience and understanding during the whole process was greatly appreciated.”
“Debby was great and helped us get a great house. Professional, polite and easy to work with.”
“Laurie Wallace is very knowledable and easy to work with. She made buying our first home a breeze and did a good job keeping us informed on each step of the home buying journey.”
Information and statistics on the latest trends in the Winona real estate market, updated for August 2025. *
Winona had 2 new listings and 2 listings that went under contract in June, decreasing the area’s total available inventory to 17—down 19.05% from the previous month. Inventory is projected to have further decreased in July.
Of those 17 active listings, 35.29% reduced their price in the month of June. The median listing price for homes in Winona grew 7.72% from May to June, bringing the current median listing price to $344,700. Based on projected data for July, listing prices may continue to grow.
Market gauge is calculated based on the the number of active listings divided by home sales over the most recently available reporting period.
Winona offers residents a welcoming community atmosphere combined with charming small-town amenities and natural beauty that foster a delightful quality of life.
Winona offers a small-town atmosphere with easy access to the amenities of Tyler and surrounding East Texas communities. For families considering a move, Winona Independent School District stands out for its commitment to academic excellence and well-rounded student development, reflected in its active community involvement and diverse extracurricular options. The Winona ISD website provides updates about school programs and events for those eager to get connected early.
The town is known for its sense of togetherness, which is best seen at local gatherings such as the annual Wildcat Festival—a celebration that highlights Winona’s welcoming spirit. Outdoor enthusiasts enjoy nearby Tyler State Park, which offers hiking, fishing, and tranquil picnics beneath towering pines just a short drive from the heart of town. The Red Springs neighborhood offers additional recreational possibilities, broadening the range of nearby activities.
Access to essentials is smooth, thanks to well-placed shops, the Winona Public Library, and dining options that showcase authentic Texas flavors. The convenience of being close to the economic and cultural opportunities of Smith County adds to its growing appeal for professionals, families, and retirees alike.
For those buying or selling a home in Winona, Agent Pronto is ready to connect you with trusted local real estate professionals who understand the community’s unique charm and are passionate about helping you achieve your real estate goals.
Within a few minutes, I was paired up with an awesome agent who really knew the local area and helped me find a great condo in a super tight market. It was daunting to think about how to find the right agent. Agent Pronto got me the right agent, pronto!
With over 2 million real estate agents across the U.S., it’s not easy deciding who to trust when buying or selling a home.
We’ve analyzed performance metrics, close rates, specialties, and client reviews of the top real estate agents in Winona to qualify the best agents for your specific needs.
We know that choosing the right real estate agent can be a stressful task. With Agent Pronto, it doesn’t have to be.
Agent Pronto works through troves of local and national housing data, client reviews, and agent performance metrics to find the top agents in Winona. But we don’t stop there.
Our Agent Specialists will take into account any special requests you have when searching for your real estate agent recommendation.
Need a great agent who speaks fluent Spanish and is a luxury condo expert in your neighborhood? No problem!
Tips and market insights to make your Winona real estate journey a success.
There are more than 2 million real estate agents across the U.S., and you want to be sure the one you partner with is an experienced and trustworthy professional with strong local expertise. Working with a proven agent will help you sell your home faster and for more money, and help you find your dream home at the best possible price.
Choosing a real estate agent to help you buy or sell property is one of the most important decisions you’ll make in your lifetime. You want to make sure your agent is an expert in your area, has a proven record helping people buy and sell similar homes to yours, and is well regarded by their previous clients. Let us know a few details about the property you are selling or the kind of home you want to buy, and Agent Pronto will match you with trusted real estate agents that have the experience you need. And before you interview an agent, check out our top five questions to ask a buyer’s agent and listing agent.
We consider performance metrics, close rates, specialties, and client reviews to qualify the best full-time agents. We then take the information you provide about the home you are selling or the kind of home you want to buy, and analyze the top local agents with the right experience for your specific needs. For more than a decade, we've helped hundreds of thousands of home buyers and sellers find the right agent. Get started now and find the perfect real estate agent.
No. Agent Pronto is a free service for home buyers and sellers and you are under no obligation to work with our recommended agents.
We can help you find the perfect real estate agent just about anywhere.
