We analyze thousands of real estate agents in Winslow 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 September 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 Winslow real estate market. *
May 1, 2026 - Jul 31, 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 (May 2026 - Jul 2026).
Winslow currently leans toward a seller’s market, with the gauge reading 14. Tight inventory supports this, as there are only about 1.6 months of supply available in the rolling three-month view. Homes are also moving quickly, spending a median of just 9 days on the market.
Home values have climbed sharply over the past year in this rolling three-month period. The typical home value is up more than 80 percent year over year, while the median list price has risen over 40 percent. Buyer activity has strengthened as well, with homes sold jumping more than threefold compared with a year ago and pending sales up noticeably.
Even with rising prices and stronger demand, sellers are not routinely getting more than asking price right now. The average sale-to-list ratio sits just over 94 percent, and no recent sales closed above list, suggesting buyers still have room to negotiate. At the same time, about 79 percent of homes are going under contract within two weeks, so prepared buyers need to move efficiently when a good option appears. Whether you are a buyer trying to navigate fast-moving listings or a seller aiming to price correctly in this evolving market, Agent Pronto can connect you with a local Winslow agent who fits your needs.
Winslow offers residents a close-knit community, convenient local amenities, inviting neighborhoods, and plenty of outdoor spaces that support a balanced, connected lifestyle.
Winslow stands apart from nearby spots like Petersburg and Oakland City with its quieter, close-knit feel and strong ties to the surrounding countryside. Daily life here still revolves around community routines, school events, and familiar faces at the gas station or local diner, giving Winslow a grounded identity that appeals to both lifelong residents and newcomers.
Outdoor time is a big part of living in Winslow. Patoka River National Wildlife Refuge is just a short drive away, offering hiking, birding, and fishing through its official refuge site. Families appreciate access to Pike Central through Pike County School Corporation, which serves the broader area with academics and extracurriculars. For a change of pace, shopping, dining, and services in Princeton and Jasper are within reasonable reach, while regional resources from Pike County support residents and local businesses.
Winslow’s housing options range from long-held family homes on quiet streets to properties with more land on the outskirts, attractive to buyers who want space without giving up access to nearby towns. With evolving buyer interest in small communities and ongoing shifts in inventory, timing and preparation matter. A knowledgeable local agent can help sellers position their property effectively and guide buyers through pricing, inspections, and negotiations. Agent Pronto connects both buyers and sellers with the right Winslow real estate professional to be ready for the market when the moment is right.
See why so many people rely on Agent Pronto to make their real estate journey a success.
“We absolutely loved Patty!!! She has been so kind and patient throughout both or selling and buying process. She truly is a gem and we appreciate her fast responses and excellent customer service!! I would recommend her to anyone! We love you Patty!”
“Nick is wonderful! I’m grateful he was my realtor and sold my house with ease. I was impressed with his knowledge. I highly recommend Nick Walters!”
“Amy was super helpful in every part of selling our old home and then buying a new one. I would recommend everyone to go to Amy for any help selling or buying!”
“Tyler was such a delight to work with. He absolutely listened to all of my concerns and needs when looking for a home. Tyler was easy to communicate with and always available for answering my questions. His professionalism outshines any other agent I have ever known. Tyler always kept me up-to-date with any and all progression during my home buying experience. I couldn't have asked for anyone better because I don't think someone out there exists. Thank you Tyler!”
“Brandi Oakes was terrific to work with. She was thorough and went above and beyond in communication. Our experience in buying a house with her our as agent was wonderful. We are looking forward in continuing to work with her on the sale of our current house. If and when we ever decide to move again we will definitely be contacting her. We would highly recommend Brandi Oakes as an agent because she genuinely cares and makes the whole process easy.”
“Shelley is the absolute best realtor. Kind, caring and known every way.”
“Caring realtor, very patient”
“Zach was simply amazing through this entire process. He was clear and concise on what was needed from us. He sold our property so fast it was amazing!! I definitely would highly recommended him for all of your realtor needs. I would definitely use him again!!! Thanks again Zach you rock !!!”
“Working with Rebekah as our agent to buy and later sell our house was a great experience! She made the entire process seamless, and did a wonderful job answering any of our questions. She is very knowledgeable and works hard for you at the negotiation table, and we have been very pleased to have her on our side for our realtor needs.”
“Excellent Service.”
“Kim was fantastic to work with and always very honest with us! She helped set us up for success as first time homeowners!”
“Michele Burkheimer was absolutely amazing in helping us find and purchase our dream home! From the very beginning, she listened to what we were looking for, understood what was important to us, and was always there when we needed her. Buying a home can be stressful, but Michele made the entire process feel smooth and manageable. Her knowledge, attention to detail, responsiveness, and genuine care for her clients really set her apart. She worked hard to make sure we understood every step and helped us navigate the process with confidence. We couldn’t be happier with our new home, and we are so thankful that Michele was the one by our side to help us make it happen. If you’re looking for a realtor who truly cares about her clients and goes above and beyond, we highly recommend Michele Burkheimer!”
“We could not of asked for a better realtor. Every I was dotted and every T was crossed. From start to finish. If your selling or buying a home. This is your gal.”
“Jeff was a perfect agent for me and my wife, we explained to him our wants in buying a new home and he did everything he could to make it happen.. Best decision we made was to have him as our real estate agent...”
“Moving from one house to another can be stressful. But a state to state move raises the stress to an even higher level. Nichole's personality had a calming effect which was very reassuring and helpful. Even when a major course correction needed to be made mid stream, Nichole adjusted beautifully. I'm so happy to finally be in my home and Nichole was right there be my side every step of the the way!”
“Kristen is even helpful!”
“What we appreciated most about Sarah was her honesty. She never sugarcoated the process or told us only what we wanted to hear. Instead, she came prepared, did her research, offered thoughtful guidance, and helped us set realistic expectations from the start. At the same time, Sarah was reassuring, confident, and encouraging throughout the selling process. Listing a longtime home can feel intimidating, but she made us feel comfortable and supported every step of the way. She communicated proactively, answered our calls, responded to our texts, and never overwhelmed us. If you are looking for a straight shooter who combines honest guidance with excellent communication, Sarah is the right person to work with.”
“Barketa is fantastic! She walked with us and pointed out things that maybe an issue. She was great at figuring out what met our needs. Barketa is straightforward and honest. We felt super comfortable when working with her. Barketa is a wonderful agent and if we have anything like this again, I would 100% work with her again. I would recommend her to anyone looking in the area”
“We sold my mom's lake house on Corey Lake a lot faster than what I expected. Dennis Bamber and his team, were excellent to help get everything we needed for a speedy closing. We couldn't be happier!”
“10/10 always!! Thank you Robert!”
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 Winslow. 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 Winslow Realtor® or real estate agent today.
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