We analyze thousands of real estate agents in Windham 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 August 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 Windham 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).
Windham’s rolling three-month numbers show prices holding relatively steady compared to a year ago, with the typical home value down slightly year over year. New listings have inched higher over that time, while the number of homes sold has dipped a bit. Inventory has grown compared to last year, pushing months of supply up over the same period.
Looking at the latest rolling three-month view through July 2026, the typical home value sits around $510,000, with a median list price near $545,000. Homes are moving at a moderate pace, spending about 25 days on the market, and roughly 45 percent of recent sales closed above the asking price.
Conditions still lean toward sellers, with only 2.3 months of supply and an average sale-to-list ratio just above 100 percent. Activity is solid, with 163 active listings, 113 new listings, and 89 homes sold, while more than half of properties go under contract within two weeks. Buyers can use these trends to gauge how quickly they may need to act and how close to list price they might need to be. Sellers can see that well-priced homes are still attracting strong offers. Both buyers and sellers in Windham can turn to Agent Pronto to connect with a local real estate agent who understands these dynamics and can guide their next move.
Windham offers residents a welcoming, family-friendly community with strong schools, abundant outdoor recreation, and convenient access to shops and services.
Windham offers a distinct balance of lakeside living and everyday convenience that sets it apart from nearby Portland and South Portland. Residents enjoy quick access to the coast and city amenities, yet come home to quieter neighborhoods, wooded backroads, and views of Sebago Lake and the Presumpscot River.
Outdoor life shapes the local identity. Families and boaters gravitate to Sebago Lake State Park and Raymond just up the road, while trail lovers explore Blackstrap Hill Preserve and the Mountain Division Trail. In town, everyday errands center around the commercial corridor of North Windham, with local favorites like Rose’s Italian Restaurant and other independent shops alongside larger retailers.
Community ties are strong. Events at Windham High School and town gatherings at Windham Public Library bring neighbors together, and the town’s official website keeps residents connected to services, permits, and local boards. Commuters appreciate straightforward routes into Portland and nearby Gorham, yet home still feels distinctly small town.
For buyers, homes in Windham can move quickly, especially near the lakes and in established neighborhoods. Sellers benefit from steady regional demand but need the right pricing and presentation to stand out. Agent Pronto can connect both buyers and sellers with a Windham area agent who understands timing, preparation, and the nuances of this community.
See why so many people rely on Agent Pronto to make their real estate journey a success.
“We are very happy and satisfied with the service Erika and Carlos have provided. They are knowledgeable, professional and have made the home buying process so smooth and stress-free. They were always accessible and thoroughly answered all questions we had. They are thrusworthy and I definitely recommend working with them!”
“We worked with Andrew McCatty and he could not have made the process smoother! He was very responsive, prepared, and showcased the house spectacularly - we had an offer in 4 days! Andrew worked with Mike to put together the listing and it was excellent. We had an independent appraisal done before we chose the McCattys and we are so glad we got a second opinion. I cannot recommend them enough!”
“Chris was absolutely fantastic throughout our entire home buying process. He was knowledgeable, responsive, patient, and always willing to answer our questions or help us work through any concerns we had. Buying our first home was stressful at times, but Chris made the process much easier and always made us feel like we were in good hands. He genuinely cared about helping us find the right home and went above and beyond to make sure everything came together. We couldn’t be happier with our experience and would highly recommend Chris Smith to anyone looking to buy or sell a home. We’re extremely grateful to have had him as our realtor!”
“Our second home with Daryl caring for the sale. We have great comfort that he cared for our needs and managed the tough parts of the transaction on our behalf. He allowed us to focus on our move here from out of state. Highly recommend him!”
“April Hugh was wonderful to work with. I was a first-time homebuyer, and her knowledge and expertise were crucial throughout the process. She explained every step clearly and helped me understand my options. Overall, she made the whole complex process feel manageable.”
“This is the third purchase that we asked Amy Hullet to help us with because of her expertise and integrety. It was a 'no-brainer' to choose Amy Hullet. Amy Hullet commumicated with the seller for us which made the purchase as smooth as possible in what can be a stressful experience. Amy Hullet is awesome (and fun, too)!!”
“I came into town for just over 24 hours. Lili had plenty of homes ready for me to look at. Included was the perfect home for us. I wrote the offer on my way to the airport and lily made it all easy from there.”
“Working with Tracy gave me peace and confidence when I was doubtful and unsure. Her professionalism reassured me that I was heading in the right direction. She listened about my requirements and I was impressed when she remembered.”
“From start to finish, So Yong has been there every step away. Her guidance, expertise, and attention to detail was crucial to help me sell my house when the time was right. She advised me on repairs, staging, and most of all pricing. She has definitely went above and beyond! It has been a pleasure working with her!”
“Working with Chantelle Souther was an absolute pleasure from start to finish! She brought a wealth of local market knowledge, professionalism, and dedication to the table that made the entire process seamless. Chantelle was incredibly responsive, always keeping me informed and patiently answering every question I had. Thanks to her sharp negotiation skills, I got an amazing deal. If you are looking for a trustworthy, hardworking, and highly skilled real estate professional, I cannot recommend Chantelle highly enough!"”
“Mr.Gonzalez is very Professional and Honest, He is punctual and very organized. He was on point with everything I ask for pertaining to what i was looking for in the property he found for me. I am glad I found this Realator,I will be recommending him to everyone.”
“We had to navigate a home sale in a market where the bottom dropped out due to economy not being great. Kathy's experience and dedication was the reason we were able to sell in such a tough market. Kathy brought in a team that assisted in marketing the home on several digital media platforms and provided market trend analysis so we would know where to set our pricing for optimal buyer interest. She even steered me away from a couple of bad decisions that I was actually considering in my attempts to sell faster. In a very stressy period of our lives, Kathy did an amazing job at keeping us focused on the best solutions. She will be my go to if and when I decide to buy or sell a home in the STL area. Thanks so much, Kathy!”
“Maura went above and beyond our expectations. Especially as first time home buyers. She made it so easy for us, and really fought for our needs and interests.”
“Jim was very straight forward and not pushy just to make a sale definitely would work with him again if you want a person that cares and doesnt try to sell you something you dont want and doesnt have a big ego about him Jim is definitely the guy to get in contact with”
“A most wonderful person to work with and a Pleasure To Know Laurie”
“Lynn was absolutely stellar, better than any expectation, I wish I had another house to sell just to work with her again.”
“David did an outstanding job with the sale of our lake property. He was easy to reach, and spot on with the asking price. We will definately use him again.”
“Michelle was exceptional throughout the entire home-buying process! She was always on top of the paperwork, deadlines, and everything we needed to get our purchase completed. Her responsiveness, organization, and attention to detail made the process so much smoother. We truly appreciated all her hard work and would highly recommend her to anyone looking to buy a home!”
“I had a wonderful house hunting experience and with not knowing much going into the process he made sure I understood everything going into each process. Would definitely recommend to anyone I know looking to buy a home!”
“Katelyn went above and beyond to keep us informed and engaged in the selling process. She provided helpful insight and guidance without ever pushing -- always leaving the decision in our hands. We look forward to working with Katelyn again when our next property is ready to list.”
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 Windham. 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 Windham Realtor® or real estate agent today.
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