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 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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“Kelly's knowledge and work ethic has impressed us and more than earned our recommendation. Kelly's guidance, efforts and help through the selection and purchase process made it clear to us that we chose the right agent. If your looking the best agent, then you need Kelly.”
“My wife and myself are so happy how this process went. We have been saving for years and wanted to have a home for our girls. Zack and his team helped us achieve this very fast.”
“Heather Rice is an absolute gem. I felt comfortable with her on our first visit. She is thorough, knowledgeable and was always accessible if I had a question or concern. I enjoyed working with her through the entire process of selling my house.”
“Peggy was a pleasure to work with. Her knowledge and experience was comforting to us doing the whole selling experience. She was recommended by a friend and I'm glad I took his advice. I would recommend Peggy to anyone who needs to buy or sell their property.”
“Ava was incredible to work with! From the very first interaction, she was warm, friendly, and made me feel like part of the family. As a first-time homebuyer, I had so many questions and uncertainties, but I knew I could trust her judgment every step of the way. She was always quick to respond, guided me through the process with patience and expertise, and made what could have been a stressful experience feel surprisingly easy. I can’t recommend Ava enough—she truly goes above and beyond for her clients!”
“We saw Jeannie's name on the For Sale sign and texted her. She was able to show us the house even though it was Mother's Day. Everything went smoothly as she represented both Seller and Buyer. She went above and beyond her duties as a realtor. We are very pleased!”
“Vicky was great to work with. She was easily accessible, knowledgeable and smart. She priced the house correctly and got us a full price offer twice. I would strongly recommend Vicky for you future realtor needs.”
“Jon and Team were great to work with! Delivered on promises! I have worked with Jon for many years on multiple property transactions and will continue to do so!! Highly recommended!!”
“First time home-buyer here. As someone totally new to the process Robin did a great job of explaining every step along the way and always making herself available whenever needed. Robin made sure that my partner and I saw as many homes as necessary to be confident in our ultimate decision. We are now loving our new home! Can't recommend Robin enough.”
“Kelli was not only very professional, she was also personable. She kept us informed and on track of every detail. We were made aware of any potential problems and she throughly discussed them with us as they were successfully resolved. We highly endorse and recommend her.”
“Patrick was always looking outf or us,through the maketing and sale also with what we could do to improve the chances of a quick sale. Would recommend his services to anyone selling or buying. Thank you Patrick.”
“Shayla & her team are fantastic at what they do! This is the second time we used Shayla for a purchase and from start to finish her & the team were responsive, professional, and invested in helping us find the right home! Then even took the time to answer the silliest of questions we had during the buying process. Their knowledge of the market & commitment to us made the process smooth with minimum stress from beginning to end! Thanks y'all! We appreciate all your assistance in opening the chapter to our new home!”
“Excellent realtor, very helpful finding a home that suited my needs and expectations, great guy and very informative, definitely will hire to be my realtor in the future again! 10/10 would definitely recommend!!”
“Katrina was the nothing short than exceptional. She was very personable and yet had a strong knowledge base to answer any questions that came up along the way. She went above and beyond without being asked on a number of occasions for us and our home. Our home sale took longer than we were expecting. However, Katrina reassured us along the way and never stopped promoting, advertising, making calls, and reaching out to different avenues until we accepted our offer. I have sold a number of homes and properties in my life and Katrina was HEADS and SHOULDERS above anyone else I have ever worked with. She was an absolute delight to work with!”
“Trista was wonderful to work with. Helped us find a perfect home that fit all of the needs of our growing family. We would highly recommend using Trista to all of our friends and family in the area.”
“We did not have previous experience selling a home and property. John Fox was very helpful, knowledgeable, accessible, nice to work with and professional. We would totally recommend him to anyone who wanted to sell or buy a home.”
“Susan Wood is an extraordinary realtor. She is incredibly knowledgeable about the market and the process which goes a long way to making for a smoother house finding and buying experience. She responds to questions lightning fast and works TIRELESSLY to get the answers for your concerns. Susan masters an understanding of your specific tastes and needs and then patiently sends you as many listings and shows you as many houses as it takes. In that process she makes note of clogged downspouts, heating systems that are noisy, then highlights a quality finish and points out spaces that might be difficult to furnish. She has developed trusted contacts for inspections and lenders and she makes sure that they are addressing your needs. Susan Wood clearly cares about her clients and she keeps at it until you find your home. We felt like we were in the very best of hands. We are grateful for her hard work and guidance. We cannot imagine a better person to have in our corner.”
“Stephanie was professional, friendly and knowledgeable - a great combo. We have relocated several times and she by far was the best realtor we have ever had. Thank you, Stephanie!”
“Kerry is very knowledgeable and professional. When dealing with Kerry you are getting a straight shooter with no fluff! Another smooth transaction. Thanks again Kerry!!”
“This was the second time I have worked with Gabi. Both times was an excellent experience.”
Information and statistics on the latest trends in the Winslow real estate market, updated for August 2025. *
The typical home value in Winslow is projected to be $352,050 for the month of July. June’s finalized data reported the typical value of a home in the city to be $298,000—up 26.81% over the previous 12 months. For comparison, county-level data pegged home values at $305,000 in Kennebec County for the most recent reporting period. That number is expected to float around $314,380 in July.
Winslow had 10 new listings and 11 listings that went under contract in June, decreasing the area’s total available inventory to 12—down 0.0% from the previous month. Inventory is projected to have further decreased in July.
Of those 12 active listings, 33.33% reduced their price in the month of June. The median listing price for homes in Winslow grew 103.73% from May to June, bringing the current median listing price to $324,950. Based on projected data for July, listing prices may continue to grow.
The number of days that homes have been on the market prior to going under contract fell year-over-year. In June 2025, the median time for a listed property to go pending was 77 days, compared to 120 days in June 2024. In recent months the median number of days from listed to pending appears to be decreasing. That trend is predicted to have carried through to this July.
Market gauge is calculated based on the the number of active listings divided by home sales over the most recently available reporting period.
Winslow offers its residents a charming blend of scenic natural beauty and a close-knit community atmosphere that enriches daily life.
Winslow offers residents an inviting blend of natural beauty, historical landmarks, and community spirit, making it an attractive choice for homebuyers and families seeking a welcoming setting. Perfectly situated along the eastern banks of the Kennebec River, Winslow is just across the water from Waterville, providing quick access to the amenities, dining, and culture of a neighboring city while retaining its own distinct identity.
Outdoor enthusiasts appreciate a range of recreational options, from the scenic 115-acre Fort Halifax Park, which is home to one of the oldest blockhouses in the nation, to the inviting pathways at Pleasant Point Park, a favorite for hiking and picnicking. Winslow’s events calendar is another highlight, featuring the annual Winslow Family 4th of July Celebration, drawing families together for festivities, music, and fireworks.
For families prioritizing education, the Winslow Public Schools system serves the community with a commitment to academic excellence from elementary through high school. Students benefit from caring faculty, small class sizes, and strong extracurricular offerings. Residents also enjoy convenient access to Kennebec County's cultural sites and shopping, while the close proximity to Colby College in Waterville offers artistic and educational opportunities for all ages.
Dining in Winslow is varied, with friendly local favorites such as Big G's Deli offering hearty sandwiches and a warm welcome. The town’s sense of heritage and pride is evident everywhere, from its well-preserved neighborhoods to active civic organizations.
Whether you’re looking to buy your first home or sell and relocate, Agent Pronto is here to connect you with the right real estate professional to make your transition in Winslow smooth and successful.
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. 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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