“Kathy is absolutely amazing! She's very professional, knowledgeable, and has been very helpful every time we use her as our realtor! I can't recommend her enough!!”
Keller Williams Realty West
- Agent Pronto
- Missouri
- Winchester
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Compare the top real estate agents in Winchester
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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“Patty (and her husband Mike) were terrific. Patty is the consummate professional. She is well connected with agents and service providers, knows the real estate market and skillfully guides you through the process. I retained Patty several years ago when I purchased my house -- and hired her again when I sold it. Throughout my recent engagement, she was prepared, responsive and caring. She and Mike were particularly helpful when the house went under contact and I had to relocate quickly. They handled numerous tasks for me before closing while I was unavailable, then again when I moved to Virginia. Thank you Patty (and team Stellern) for outstanding service and assistance!”
Keller Williams Realty
“Kathy Willenbrink is fantastic & was very patient with me, as I am a first time homebuyer. She's extremely knowledgeable and goes above and beyond. Other family members also will be working with Kathy in the near future involving a sale of a home. Obviously, we are very pleased with her services.”
Keller Williams KW Chesterfield
“Megan was amazing. I was going through a stressful situation and Megan made it easy for me. She is knowledgeable and hard working. I highly recommend her to everyone”
eXp Realty
“I can not say enough about Pam! She is a real fighter. Never say die. If I needed one person in my corner, I want it to be Pam! She is my HERO!”
Epique Realty
“Upon giving my information, I received a prompt inquiry from The Kittner Group about possibly listing my home. From there it was a very smooth process all the way through closing day.”
Keller Williams The Kittner Real Estate Group
“Great in every way! Was very patient walking me through every step of the process.”
Donna Marie Realty LLC
“I used the Gellman Team for both buying and selling. They were tremendous. Explained the entire process in detail. Would absolutely use them again.”
eXp Realty The Gellman Team
“My husband and I couldn't have asked for a better first time homebuying experience. Stephanie answered all of our questions, was extremely knowledgeable about the process and provided outstanding service. She also helped us narrow down exactly what we were looking for in our first home. In the the end, we fell in love with a house she suggested we go see. We will be recommending Stephanie and her team to our family and friends!”
Keller Williams Realty West
“Tammy knows the area and the pricing was competitive for a couple houses being sold at the same time. Selling our home before it hit the market was a win-win situation for us all. Tammy made it happen and in a professional manner.”
Worth Clark Realty
Winchester real estate Market Report.
Information and statistics on the latest trends in the Winchester real estate market, updated for August 2025. *
Winchester had 1 active listings in June, including 2 new listings. Overall, active listings were down 66.67% from the previous month.
Of those 1 active listings, 100.0% reduced their price in the month of June. The median listing price for homes in Winchester grew 19.78% from May to June, bringing the current median listing price to $272,450. Based on projected data for July, listing prices may continue to grow.
Learn more about what Winchester has to offer.
Winchester warmly welcomes residents with its charming community spirit and a variety of local amenities that foster a cozy, connected lifestyle.
Winchester offers a tranquil residential atmosphere while keeping the conveniences of St. Louis County close at hand. Its quiet neighborhoods and tree-lined streets cultivate a strong sense of community perfect for raising a family or settling down in a peaceful setting. Outdoor enthusiasts can explore the meticulously maintained Winchester City Park, which provides playgrounds, trails, and sports courts for year-round recreation. Its central pavilion often hosts family picnics and community gatherings, fostering connections among neighbors.
Families in Winchester benefit from access to the Rockwood School District, celebrated for its commitment to academic achievement and innovative programming. Kellison Elementary, one of the top elementary schools serving the community, offers engaging educational opportunities and vibrant extracurricular activities. Older students are supported at Rockwood Summit High School, which is recognized for both its athletic programs and commitment to college preparation.
Shopping and dining options abound along Manchester Road, where local favorites and national brands provide variety and convenience. Art and history lovers often visit the nearby Museum of Transportation for a deep dive into the region’s heritage, just minutes from Ballwin and the amenities of Chesterfield. Winchester’s location offers easy access to major highways, making commutes to the St. Louis metro area seamless for work or play.
Whether you’re drawn to Winchester for its excellent schools, quiet neighborhoods, or abundant recreation, you’ll find plenty of reasons to feel at home. When you’re ready to buy or sell a property, Agent Pronto is ready to match you with a top local real estate agent who’s perfectly suited to your needs.
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!
Take the guesswork out of finding an agent.
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 Winchester 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.
Data analysis with a human touch.
Agent Pronto works through troves of local and national housing data, client reviews, and agent performance metrics to find the top agents in Winchester. 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!
Resources for buyers and sellers.
Tips and market insights to make your Winchester real estate journey a success.
Frequently Asked Questions
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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.
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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.
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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.
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No. Agent Pronto is a free service for home buyers and sellers and you are under no obligation to work with our recommended agents.
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