We analyze thousands of real estate agents in Winona and nationwide to find you proven local professionals, for free.
Agent Pronto analyzes transaction data, agent specialties, and client reviews to handpick the best agents in your area. Updated for November 2026.*
*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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Information and statistics on the latest trends in the Winona real estate market. *
Jul 1, 2026 - Sep 30, 2026
Rolling three-month data ending on quarter boundaries when available.
Rolling three-month data ending on quarter boundaries when available.
Rolling three-month data ending on quarter boundaries when available.
Rolling three-month supply and activity totals for the selected period.
Rolling three-month supply and activity totals for the selected period.
Rolling three-month supply and activity totals for the selected period.
Market gauge is calculated using active listings and pending sales from the most recently available reporting period (Jul 2026 - Sep 2026).
In Winona, the rolling three-month view through September 2026 shows a smaller pool of homes for shoppers to consider. Active listings are down more than a third from a year ago, and months of supply has dropped sharply from extremely elevated levels last year to about eight months, signaling a more balanced but still buyer-leaning environment.
Contract activity has shifted as well. Homes sold in this period have more than doubled compared with a year earlier, while pending sales are up strongly year over year even though new listings have barely grown, suggesting existing inventory is gradually getting absorbed.
Prices are adjusting to these conditions. The typical home value is down compared with last year, and the median list price has fallen even more, yet sellers are still achieving nearly full asking price with an average sale-to-list ratio just under 100 percent, and homes are spending far fewer days on the market than a year ago. Buyers and sellers who want to navigate Winona’s changing numbers can turn to Agent Pronto to connect with an agent who understands both sides of the deal.
Winona offers residents a welcoming, close-knit community with safe neighborhoods, strong schools, abundant parks and outdoor spaces, and a vibrant mix of local shops, services, and events that make everyday life feel connected and comfortable.
Winona is a small, close knit community that offers rural ease with convenient access to larger hubs like Tyler and Longview. With a modest population and strong local identity, it appeals to residents who value space, privacy, and a practical cost of living while staying connected to regional jobs, shopping, and healthcare.
Daily life centers on local schools and outdoor recreation. Families appreciate Winona ISD campuses, where smaller class sizes help keep school activities at the heart of the community. Nearby, residents can access the extensive medical and professional services clustered around UT Health Tyler. For a change of pace, the restaurants and entertainment of downtown Tyler are an easy drive, making it simple to enjoy dining, festivals, and cultural events without giving up quiet evenings at home.
Outdoor enthusiasts benefit from proximity to regional recreation spots such as Tyler State Park, known for its wooded trails, fishing, and camping opportunities. Local parks, youth sports, and community gatherings round out a lifestyle focused on practicality and connection rather than congestion.
Whether you are weighing acreage outside town or a home closer to schools and commuter routes, a real estate agent who knows Winona’s back roads, utilities, and zoning can save time and stress. Agent Pronto connects buyers and sellers with local experts who understand the area’s nuances, helping both sides move through the process with greater confidence and less hassle.
See why so many people rely on Agent Pronto to make their real estate journey a success.
“Mr. Bell was exceptional through this entire home buying process. I can’t thank him enough for everything that he did. He always reassured me and stayed positive when I was feeling anxious about anything. He was patient and attentive to my needs. Would definitely recommend!”
“Raquel was great to work with, she helped us while we were on a very limited time frame having flown in out of state to find our retirement home, and what home purchase can be more important for a couple than their proverbial last one, and looking back now we realized that of all the homes we asked her to show us, we decided on the one she suggested we go look at. She clearly exceeded our expectations, we would not have wanted to do this without her.”
“Logan is a top notch agent with so much knowledge in every area of real estate. He helped me buy a home I love, and was able to negotiate with the seller to get me a good deal and make me feel more comfortable.”
“James Exum was absolutely fantastic. His RE knowledge of the area and his willingness to go the extra mile for us was instrumental in my wife and I finding the perfect property.”
“Janet was amazing to work with! She was patient, responsive, and truly cared about helping us find the perfect home. The whole process was smooth from start to finish, and her knowledge and guidance made everything less stressful. Highly recommend!”
“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.”
“Cindy was great! she found this property and held my hand throughout! she helped me get the best deal and was patient with me, very knowledgeable about the area and the real estate business as a whole and does not mind sharing her knowledge! she is the best, and I would highly recommend her to anyone in the area to buy or sell their home.”
“Lisa Alston has knowledge and an eye for detail that will ensure you are getting a quality investment. She really will support your best interest. The ease of the process was comforting. Highly recommend.”
“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.”
“Karl was absolutely AMAZING! He made the whole process so easy, from start to finish. We were unexpectedly put on a time crunch but Karl made sure to work with us to find our dream home and was always available to answer any questions we had. We will definitely use him for any future realty needs!”
“Jacob is first of all, super friendly and very helpful. I felt very comfortable working with him for both buying and selling. He really is knowledgeable and helpful. He communicated with me continuously throughout the process. He took time to really help my find my home.”
“I contracted with Lindsey to represent me in the sale of my parents' home. At our initial meeting, she was confident, professional, and had a great handle on the local market. I felt like I was in good hands! The house hit the market on a Friday evening and was under contract at the end of the weekend. As residents of another state, Lindsey took the ball from us and handled everything on our behalf so that we did not have to travel back to Texas. We were able to handle everything remotely. I could not have asked for a better experience and would not hesitate to work with her again! Thanks, Lindsey!”
“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.”
“Amanda was selling my home and helping me find a new home. We had my home on the market and under contract in less than 1 week. She's the best realtor with whom we have worked. My family and I will not buy a home without her!”
“Erin Mahoney is a fantastic realtor. She helped me buy my home in 2015 and sold it for me in 2019. Erin had to come to the house every time someone wanted to view property, so she could take care of my dogs while they looked around. She had a relationship with me and my dogs :-)”
“Blake Smith has worked tirelessly to help us find the home we are looking for. We haven't found the right one yet but he continues to search for our criteria and keeps in contact with us. I highly recommend him for anyone searching for a home.”
“I was skeptical at first about the things she wanted me to do for the sale of my home, however I followed her instructions and my house sold. Thanks Laurie!”
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 covering the housing market in and around Winona. 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. Find your Winona Realtor® or real estate agent today.
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