We analyze top real estate agents in Winslow 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 September 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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“Jeff was a delight to work with! From start to finish, he was able to answer all my questions in a way that made sense to me. I felt like he became a part of the family. He was encouraging when the process looked grim. He went above and beyond to close the deal when I found the home of my dreams. I would recommend Jeff to anyone looking to buy a home!”
“easy to work wit, professional, knowledgable, responsive”
“Amy was beyond excellent. Always avaialble, good communicator, super helpful in setting up inspections and referrals, well connected. Worked hard to get the deal done.”
“We recently relocated from Indianapolis to the Michiana area and worked with Barketa Kearns as our realtor — she was fantastic! From day one, her deep knowledge of the area helped us understand the neighborhoods and what we could realistically afford. She was honest, thoughtful, and always respectful of our wishes, offering guidance without ever being pushy. Barketa was incredibly attentive to the details, even stepping in to do virtual tours when one of us couldn’t be there in person. And when she wasn’t available, she made sure other agents at Century 21 Circle stepped in to help — one of them even came to pick us up when our car broke down! That kind of care and flexibility made all the difference. Her professionalism, patience, and dedication turned what could’ve been a stressful move into a smooth and even enjoyable experience. We truly couldn’t have asked for a better partner in the process!”
“Sarah make sure all my needs were met while selling this house. I actually came back to her to sell my place as she originally was that I worked with to purchase this place and in doing so I had even a better time selling it for it was a bittersweet moment.”
“Stockton was so so patient with us during our house hunt. Bloomington is not an easy market to find something to fit your needs and budget, but Stockton never got frustrated with us and we were very picky. We just love Stockton so much!!!”
“I would trust Robert with any of my property sales. He is very professional. I have no complaints, he puts everything into making you feel comfortable. He is constantly updating you with the progress and goes out of his way to keep you informed. Top notch realtor in my opinion.”
“I moved from Virginia to Indiana and Cheryl was exactly what I needed to make the transition a smooth and comfortable one. She kept me apprised throughout the contract and purchasing process without prompting. This was crucial considering all that I needed to accomplish for my new job and with my family.”
“Lisa is an amazing realtor. She goes way above and beyond! She is very knowledgeable and I felt very fortunate to have gone through this experience with her. Would recommend her to anyone!”
“Rebekah is such a caring and kind person and she brings that when working with he clients. I couldn't ask for a better partner and advocate in this process.”
“Nicole was amazing! She is knowledgable, friendly, and very helpful. She is an excellent problem-solver when challenges arose. She gave 110% on everything. She was the best real estate agent we have ever worked with. We have referred her to anyone we know in the market for a new home.”
“It's important to note that my family has been working with Kim for over a decade!! We LOVE her, and she just helped me buy back my childhood home, which she also sold for us over 10 years ago. This journey of selling my first home earlier this year, and buying my childhood home shortly thereafter has not only become an unforgettable experience, but an experience I couldn't have done without Kim by my side. She truly is the best of the best! I'm so happy my parents found her years ago, and have been working with her ever since. Now as an adult, I finally get the chance to say that working with her is seamless, fun, and this girl knows her stuff, so there's never any room for doubt. Thank you so much Kim, not only for being the best realtor, but also for basically being a part of our family!!”
“Michele Burkheimer was great, I feel very fortunate that she was my Realtor. Michele made the process go smoothly, kept me informed, educated me, and "went to bat for me", it was very good communication, she answered all my questions, help me to get things done right and on time, gave me good advices. Michele went above and beyond what, I think would be normally expected. I would certainly ask her to represent me when buying or selling real-estate and will highly recommend her to others.”
“Jim was referred to me by a family member who had a great experience working with him. I had high expectations before meeting Jim based off this, and he exceeded them throughout the house buying process. He was very thoughtful and communicative, which I appreciated as a first time home owner. He always made sure to point out things while touring the home and explained critical things to look for that I never considered. Jim was very flexible during the process and always made himself available to answer questions and update offers. He always put my wife and I first, and we never felt pressured while looking for a home. I would strongly recommend Jim to anyone looking for a home in Hamilton County.”
“Matt was great! Very friendly and open, super helpful.”
“Great experience, very streamlined process for negotiating and handling communication with the seller's realtor, the appraiser, the bank, etc.”
“Laura was awesome! She walked us through every step of the process to sell our house and was very knowledgeable and supportive. She was super responsive and made sure all our questions were answered and provided sound advice. Laura made the process painless and is the best realtor we've had! We would gladly work with her again and confidently recommend her services.”
“Colleen Gordon is our trusted realtor every time we are in the market to buy or sell a home. Her professionalism and deep expertise make the process smooth and stress-free. She's incredibly approachable, goes the extra mile in negotiations, and handles every detail with care and dedication.”
“Dedicated and communicative agent. She worked very hard to get our property sold as timely as possible. We couldn't have asked for anything more and I believe her to be a valuable asset to her Century 21 team. Thank you Patty!”
“Rachel is amazing. Her communication and honest approach is very important when it comes to selling and buying homes. We love Rachel and will continue to use her if we sell and buy again .”
Information and statistics on the latest trends in the Winslow real estate market, updated for September 2025. *
Winslow offers a tight-knit community with friendly neighbors, convenient local amenities, parks and outdoor recreation, and opportunities for residents to connect, grow, and enjoy a balanced, small-town lifestyle.
Winslow folds small-town ease into a life shaped by woods, water, and wide skies. Set along State Road 64, it offers quick connections to nearby hubs like Petersburg, Princeton, and Oakland City, while keeping daily routines wonderfully low-key. Weekend plans often start outdoors: anglers and birders head to the Patoka River National Wildlife Refuge for quiet backwaters, migratory flyways, and photo-worthy sunsets, and families gather at Prides Creek Park for trails, disc golf, and a popular campground.
Education is a community priority through the Pike County School Corporation, which serves local students from early grades through high school with strong extracurriculars and practical career pathways. Lifelong learners plug into the Pike County Public Library for maker activities, e-books, and research resources. Everyday conveniences are close to home, yet the broader employment and shopping options of Pike County and its neighboring towns are an easy commute, keeping schedules flexible for work, errands, and after-school practices.
Winslow also carries a proud coal and rail heritage that still shows up in local stories and seasonal gatherings, giving newcomers quick ways to feel connected. Whether you’re upsizing, downsizing, or searching for acreage, Agent Pronto can introduce you to a top real estate professional who knows Winslow’s streets, schools, and market rhythms—someone ready to help buyers and sellers move with confidence.
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 Winslow 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 Winslow. 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 Winslow 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 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.
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