“I was very impressed with her patience and even temper. She went out of her way to make time for us for which we are very grateful.”
CENTURY 21 Scheetz
- Agent Pronto
- Indiana
- Winslow
The best way to find top real estate agents in Winslow, IN
Skip the search. We analyze thousands of real estate agents in Winslow and nationwide to find you proven local pros, for free.
Compare top Winslow real estate agents.
Agent Pronto analyzes transaction data, agent specialties, and client reviews to handpick the best agents in your area. Updated for March 2026. *
David Woods
Fathom Realty IN LLC
91 recent sales
$16K-$415K price range
$192K median price
* 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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Winslow real estate Market Report.
Information and statistics on the latest trends in the Winslow real estate market, updated for March 2026. *
Winslow is currently tilted in favor of sellers, with the market gauge at 7 and just 1 month of supply. Only 2 homes are on the market, yet there are 3 pending sales. This imbalance between limited inventory and steady buyer interest is keeping conditions tight.
With a typical home value of about $53,750 in February 2026, Winslow sits well below Pike County’s typical value of $97,500, making it a more affordable option within the area. Homes are taking longer to sell at a median of 53 days on the market, and the average sale-to-list price ratio of about 0.97 suggests buyers sometimes negotiate modest discounts while sellers still retain reasonable pricing power.
Half of recent sales closed above the list price, highlighting that well-priced homes can still attract strong offers even in a slower-paced environment. Looking ahead to March 2026, inventory is projected to hold at around 2 listings, so buyers may continue to face limited choices while sellers see steady interest. In Pike County overall, typical values are projected around $53,750, indicating the broader area may be moving closer to Winslow’s price point. Whether buyers are seeking value or sellers are aiming to make the most of these conditions, Agent Pronto can help them find an agent who understands the Winslow market.
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Market gauge is calculated based on the the number of active listings divided by home sales over the most recently available reporting period.
Learn more about what Winslow has to offer.
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.
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“Working with Scott and Heather was a productive, transformative, and pleasurable experience. With their knowledge, expertise, and down to earth approach they supported our family through every step of preparing to sell, selling, and all the details throughout. Most importantly, they helped our family reunite after months of living separately due to work requirements. They transfomed what felt impossible into reality and we will forever be grateful.”
Century 21 Breeden Realtors
“The whole package all wrapped up into one person. Absolutely amazing service and attention to details. We closed and moved within 30 days because she moved as quick as possible. Anytime anything was needed, she responded and jumped on it immediately. Massive thank you to Michele and the entire Century 21 group.”
Century 21 Circle
“Amy is excellent. She quickly responded to all my inquiries and kept me well informed. I trust her explicitly!”
Century 21 Elite
“Very professional work, had an excellent time and outcome working with Tyler.”
Century 21 Bradley Realty, Inc.
“From the first time we contacted Rebekah she was quick to respond and was very easy to communicate with throughout the buying and selling experience. We already knew which house we wanted so the real work was going to be with selling our existing home. She kept our expectations grounded and absolutely delivered. I would not hesistate to work with her again or recommend her to someone.”
Century 21 Scheetz
“Nicole has been an incredible partner on our home building journey. She is very accountable, knowledgeable and thoughtful. We are in a much better place than we would be without her!”
Century 21 Scheetz
“Sarah was incredible. She was incredibly transparent and helped us navigate the process as first time homebuyers. She helped pick professionals such as a contractor that was fantastic. Additionally she helped navigate home buying as soon to be parents, showing us what to consider with a future little one. She helped negotiate to get us the best deal and was extremely helpful with endless questions. We will always recommend her.”
Century 21 Scheetz
“Excellent service like always.”
Century 21 Scheetz
“Barketa was attentive, knowledgeable, and full of helpful information and suggestions throughout the process. As an out-of-state seller, I especially appreciated having someone local I could trust to guide me and look out for my best interests. Her communication and professionalism made the entire experience smooth and reassuring.”
Century 21 Circle
“Rachel was amazing to work with because she is very communicative, encouraging, and honest! Her knowledge of the industry and connections to local vendors/area helped the journey seem less daunting. We were first time home buyers and did not know what to expect during the home buying process. We are still so thankful for her guidance and expertise in the process. We love our home!”
Howard Hanna Real Estate Services F.C. Tucker Company
“Zach was the best choice for us as new home buyers. He was attentive, kind, patient and professional. He took the time to learn not only about what we wanted in our home but also about us as a family. He truly made it a personalized experience. Zach was our voice of reason during this entire process. We honestly do not know what we would have done without him and his expertise. I am a person who worries about, well a lot, but I new we could count on Zach to ensure things got done and get the clarification we needed whenever we needed it. We absolutely love our home and we have him to thank for finding it and suggesting we take a look. We never expected to purchase a brand new home but he helped make that possible. Couldn't have asked for a better realtor.”
eXp Realty
“We are so grateful for all the guidance Brandi gave us!! Her attention to detail and knowledge!!! Buying a new home is exciting and very stressful, but Brandi made sure we had a great experience and we had her help every step of the way!!!! We love our new home and are Blessed to have a great agent!! Thank you Brandi from the bottom of our hearts!!!!!!!”
CENTURY 21
“I greatly appreciate Nick's availability in assessing the property sale. I appreciate his aggressiveness showing responses to various offers. Nick was always available and a fast responder! Nick provided quick answers for all my questions. Thank you! Kevin Dooley”
Century 21 Scheetz
“Kristen went above and beyond in selling my home and I cannot recommend her enough. She understood the real estate market in my area intimately and made sure I made informed decisions. She was also instrumental in helping me negotiate a good deal. Highly, highly recommend you use her services.”
Century 21 Scheetz
“Patty is always a joy to work with and very knowledgeable. She takes the time to understand exactly what you are looking for and is committed to giving you the best possible outcome.”
Century 21 Circle
“This was the estate of my father. Kim was very compassinate, understanding and moved at my pace. When I was feeling overwhelmed, unsure and extermely anxious, she Kim, would come down to my level and talk me through. I would use her services again and again.”
Century 21 Bradley
“I would utilize Mark Overly again. He was awesome!!! Great experience.”
Century 21 Scheetz
“Dan exceeded every expectation I had from start to finish of this process. I thoroughly enjoyed working with him and was always made to feel more like a friend than just another client and even gave me a housewarming gift at closimg which meant a lot to me. If I ever went through this process again or new of someone looking for a realtor I would 100% use and recommend Dan I honestly have not one single complaint. Thank you again Dan look foward to speaking with you again”
Century 21 Scheetz
“I bought and so many houses over the years, always used in a realtor. This is the first time, with Kim, that I felt like I had a realtor that was really representing me. I've always fell to the past that the realtors weren't really interested in what I wanted or didn't want. Kim seemed to be very interested in my wants and needs and worked hard to make them come through”
Century 21 Bradley Realty Inc
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 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.
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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. Find your Winslow Realtor® or real estate agent today.
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