Find the perfect real estate agent in Winston, MO

We analyze top real estate agents in Winston and across the country to find you the most proven local agents, for free.

Compare the top real estate agents in Winston

Agent Pronto analyzes transaction data, specialties, client reviews, and more to find the best agent for you.

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The easiest way to find the best real estate agent.

Sell your home fast and for top dollar or find your dream home at the best possible price. Use our free service to find top agents you can trust.

Tell us what you need.: Answer a few quick questions about your real estate needs so we can begin our search.
Match with the perfect agent.: Our personalized matching system will connect you with a top-rated real estate agent with the local expertise and experience you need.
Meet your agent.: Review the details of your top agent recommendations and speak with them to learn exactly how they can make your real estate journey a success.
Buy and sell with confidence.: While real estate decisions are among the most important financial and personal decisions we make, you can rest easy knowing that you have a proven real estate professional on your side.

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Home buyers and sellers love Agent Pronto.

We’ve helped over 500,000 home buyers and sellers find their ideal real estate agent.

“Working with Amanda Greenwood was an absolute pleasure from start to finish. Their professionalism, attention to detail, and deep knowledge of the market made the entire process smooth and stress-free. They took the time to truly understand my needs and went above and beyond to find the perfect home. What impressed me most was their constant communication and willingness to guide me through every step—whether it was explaining contracts, coordinating showings, or negotiating on my behalf. I always felt supported and confident knowing I had someone so dedicated in my corner. Thanks to Amanda Greenwood, I not only found the right home but also enjoyed the journey along the way. I cannot recommend her highly enough to anyone looking to buy or sell a home—you will be in excellent hands!”

Amanda Greenwood

Century 21 Prestige

“Chris is a great guy to work with he is at the top of his game when it comes to a realtor he is very professional and curtious constantly on the go and fast with the documentation to get the job done”

Chris Smith

Century 21 Community

“Patty and Alexa have assisted me with three real estate transactions. This team demonstrates all the important skills and traits. They are: knowledgeable, experienced, professional, proactive, loyal, honest, resourceful, energetic, and timely. Without a doubt, their dedication and skills have maximized my real estate transactions. Thank you Patty and Alexa!”

Patty Stellern

Keller Williams Realty

“It was a pleasure working with Sean. Everything went really smooth. I would definitely recommend him to anyone who is looking to sell or buy a property in Columbia area”

Sean Moore & Associates

RE/MAX Boone Realty

“Jon Hulsizer is an excellent realtor and represents his company very well. From the start you'll notice his strong attention to detail.”

Jon Hulsizer

Century 21 Integrity Group

“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!!”

Kathy Bradley

Keller Williams Realty West

“Beckie is phenomenal! Gave me honest feedback and recommendations. So sweet, and genuinely cares about her clients and goes above and beyond to make sure me and my kids needs were met.”

Beckie Davis

Gateway Real Estate

“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.”

Kathy Willenbrink

Keller Williams KW Chesterfield

“Marissa Lightsey is an excellent real estate agent. Very knowledgeable, professional, down to earth, personable, and friendly. Her personality is so welcoming and open. I would recommend Marissa to anyone that needs to sell or purchase a house. Such a friendly woman. I can't thank her enough for walking me through the whole bittersweet process.”

Marissa Lightsey

Century 21 Peak, Marking & Associates Inc.

“Great experience. He was on top of everything . Quickly responded to questions and got answers fast . I would highly recommend Daniel Cornell .”

Dan Cornell

Wolfe Realty

“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”

Megan Hudson

eXp Realty

“Heather was fantastic in helping us find our home! She was knowledgable and kept us in the loop during the whole process. We highly recommend her to anybody buying or selling their home!”

Heather Peters

Keller Williams Heather Peters Real Estate

“Kris Wheeler did an excellent job with helping us sell our property. His communication skills are excellent. He kept us informed of potential buyers and provided great feedback for us. We are so thankful our property sold. We could not have done that without Kris's help.”

Kris Wheeler

Keller Williams KC North

“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!”

Schroeder McGrael Properties

Epique Realty

“This was a HUGE (and necessary) decision to sell my house and i was scared beyond belief not knowing what I was doing. I was referred to Jennifer by some very close friends. They AND SHE did not disappoint!!! Jennifer is top shelf. She handled absolutely everything right from the get go and made me feel so involved, content and at ease. It was such a pleasure working with her. If you are looking for an agent, look no further. She's who you want.”

Jennifer Prine

Century 21 Properties Unlimited

“Marla was very helpful with the whole process . She helped us find someone to sell the items in the house (estate sale). She kept us up to date on all the showings overall she was amazing and would use her again”

Marla & Sterling Roberts

Century 21 Peterson Real Estate

“Barbara was truly amazing! She was quick to respond to all of our questions, she helped explain anything that we didn't understand, and she made us feel very supported. We would highly recommend her to anyone looking for a home in the Hannibal area!”

Barbara Broughton

Century 21 Broughton Team

“Gaye was professional and very helpful. She was prompt will all questions and direct with all things that needed to be corrected to make a smooth and easy sale. I appreciated her efficiency and no nonsense approach to getting my sale done and quickly and problem free.”

Gaye Black

Coldwell Banker General Properties

“Laura helped us stay on top of our whole experience. She stayed in contact with us throughout the whole process keeping us focused in our search for a home. She tirelessly supported us and we recommend working with her. Thank you Laura for making home ownership a reality for a veteran like me!”

Laura MacDonald

West + Main

“It was and is an absolute pleasure having met Christina Hill. I would highly recommend her when buying or selling real estate. When deciding on making an offer on a home, Christina provided me with several options. Additionally, her knowledge of the area where I wanted to live was extremely helpful. She also pointed out details of the home that I would have otherwise missed. She made handling of contracts and paperwork in general effortless and clearly answered all my questions.”

Christina Hill

Keller Williams Key Partners

Learn more about what Winston has to offer.

Winston offers residents a tight-knit community, convenient local amenities, and a welcoming small-town atmosphere with ample outdoor recreation and cultural opportunities.

Winston pairs small-town ease with wide-open horizons in Daviess County, a short drive from Gallatin and an easy hop down I‑35 to Cameron. Neighbors know each other by name, Friday nights revolve around school events, and local history still sparks conversation—the town was the site of the 1881 Rock Island train robbery associated with the James Gang. Quiet streets and acreage properties make room for gardens, hobbies, and starry skies.

Families appreciate the one-campus feel of the Winston R‑VI School District, while lifelong learners tap the programs and workforce certificates at North Central Missouri College. Readers and remote workers lean on the services, classes, and high-speed connectivity at the Daviess County Library.

Weekends bring quick escapes to two standout state parks: shady trails and a fishing lake at Wallace State Park, plus sweeping prairie overlooks at Crowder State Park. For a change of pace, day-trip to the region’s renowned Amish country in Jamesport and explore its official events and markets through the Jamesport Community Association. Healthcare is close by at Cameron Regional Medical Center, and everyday driving is straightforward thanks to real-time updates from MoDOT.

Whether you’re buying land for a future build or preparing to sell a long-loved farmhouse, Agent Pronto can quickly connect you with a top-rated local real estate agent who understands Winston’s pace, price points, and possibilities.

Frequently Asked Questions

: 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 Winston. 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 Winston Realtor® or real estate agent today.

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