“Great experience! Very attentive, honest, and dedicated. Professional, efficient, and easy to work with. Highly recommended!”
Century 21 Affiliated
- Agent Pronto
- Maine
- Windham
The best way to find top real estate agents in Windham, ME
We analyze thousands of real estate agents in Windham and nationwide to find you proven local professionals, for free.
Compare top Windham real estate agents.
Agent Pronto analyzes transaction data, agent specialties, and client reviews to handpick the best agents in your area. Updated for April 2026. *
Shannon White
Maine Real Estate Experience
51 recent sales
$24K-$600K price range
$280K 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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Sell faster. Buy smarter. Get matched with proven agents who know your market—all for free.
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Windham real estate Market Report.
Information and statistics on the latest trends in the Windham real estate market, updated for April 2026. *
Year over year, Windham’s typical home value has dipped about 12.04 percent, even as Cumberland County values inched up around 2.02 percent. Inventory is also down roughly 26.67 percent from last year, while new listings have fallen about 19.44 percent. Pending sales have slowed as well, dropping about 29.41 percent compared with a year ago.
In March 2026, the typical home value in Windham stood near $475,000, with a median list price around $535,000 and 33 homes available. Buyers were seeing homes sit longer, with a median of 72 days on the market, yet the market still registered as a Seller's Market with just 2.2 months of supply, indicating limited selection for shoppers.
Recent activity shows a mix of price flexibility and strong demand, with about 39 percent of listings taking a price cut but roughly 46.67 percent of sales closing above the asking price and an average sale-to-list ratio of about 1.013. Looking ahead to April 2026, projections suggest the typical home value edging to about $475,750, median list prices around $474,275, and inventory ticking up to roughly 35 homes, which could offer a bit more breathing room without shifting overall conditions dramatically. Whether buyers want help navigating longer days on market or sellers aim to price correctly in a still seller-leaning environment, Agent Pronto can connect both with a Windham agent well suited to their needs.
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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 Windham has to offer.
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.
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“Appreciate Dan's help throughout the whole process. He was very helpful and went out of his way to help get me the deal done”
Century 21 Scheetz
“Shanan was absolutley FANTASTIC every step of the way in selling my property!! Very knowledgeable, very professional, and so willing to answer any questions or concerns on my end. Most importantly for me was her GREAT communication thoughout the entire process. I was nervous and had a million questions when I thought about selling my house. Looking back on it now, I see that when you work the right realestate professional, there is nothing to worry about. Shanan made the process effortless!! She is truly the the best!! I strongly recommend Shanan whether you are selling or buying!!”
Century 21 Gold Standard
“We had a wonderful experience working with Jeff. From the beginning his approach was thoughtful and well-planned. The marketing was outstanding with beautiful photography, great drone shots, and a listing description that truly captured our home. Jeff was strategic in how he positioned and marketed everything, set clear expectations, and kept us informed throughout the process. He was always responsive and brought a level of knowledge and confidence that made the experience feel smooth and extremely well-managed especially with my Type A personality! We went under contract within just a few days, received multiple offers, and sold for over asking, which we were so happy with. His assistants Ashli, Hannah, and Brenna were also fantastic to work with and made everything that much easier along the way. We would absolutely recommend Jeff to anyone looking to sell or buy!”
Century 21 Vanguard
“A overall great experience, we highly recommend Jerry. A true professional!!!”
Century 21 Gold Standard
“I can’t imagine there’s a better agent on Earth than Barrett. We first met him while casually exploring a move from San Diego to Florida, just walked in the office he works at—no pre-approval, probably not looking like serious buyers. Still, he treated us like top-priority clients from day one and always took us at our word. For 2 years, before we were even approved, Barrett stayed committed and worked hard for us the entire time. Within 2 weeks of approval, we bought a home that lined up with the intentions we had been projecting all along—proving we were serious all along. His only “weakness” is that his patience and work ethic are so strong they could be taken advantage of. No doubt in my mind: Barrett is the best. He deserves a medal.”
Century 21 Ocean
“10 stars! I've used John Kelly for multipe sales in the last few years and he is the only person I would consider asking to sell my next home. Helpful, kind, but most importantly knows exactly how to successfully sell a home. Thank You John!”
professional Pride Realty
“Extremely attentive to our needs and situation. Superb marketing skills with very responsive communication. Very knowledgeable about options for our next purchase and who to engage with. Sold our home quickly in a slowed-down market. She was even very responsive while on her vacation with family. High integrity. She is amazing.”
Lifestyle Real Estate Team PLLC
“Cassandra is amazing. As first-time home buyers we had about a million questions and Cassandra not only answered our questions, she anticipated our needs every step of the way. She is extremely knowledgeable, stays on top of communication, and is so easy to work with. I would highly recommend her!”
Berkshire Hathaway Ebby Halliday Real Estate
“We could not be happier with these two. Great people and wonderful responsiveness. We had our home sold in a month.”
Keller Williams Central
“Fred was/is very attentive to our needs for certain amenities in our home. He is very responsive with communication and made the buying process easy and understandable for us as first-time buyers.”
Pinnacle Realty Advisors
“Amy was amazing. She was available all times of the day, responded very quickly. One thing I really liked about Amy was that she shared her opionion as well as all types of options, but ultimately she left the decision up to us. I would recommend Amy to any buyer or seller in the area.”
Century 21 Morrison
“Bruce Montgomery is a phenomenal person & realitor!! We met him during an open house 12 years ago & we're so grateful we did! He sold us our very first home 12 years ago and now has helped us sell that home, as well as find our new dream home! He is so much more than just a great realtor, he's a great person! He is incredibly reliable, easy to communicate with, friendly and kind to everyone, even our children we often brought along to showings. Very professional & respectful. He also has an abundance of knowledge & recommendations which made the process so much better! There are not even words for how much we appreciate him & all he has done for us and to make a stressful life's moment so much easier because of his kind dedication to helping us. I would HIGHLY recommend utilizing Bruce Montgomery as your agent, whether it's to sell, buy or both! He's the best, never thought I would miss my realtor after completing house hunting, but we definitely will!”
Comey & Shepherd, Realtors
“Working with Rachel was the best! She was communicative, friendly, focused, and advocated for us fiercely! We love her!”
Howard Hanna Real Estate Services F.C. Tucker Company
“Very satisfied with Justin”
Century 21 Blackwell & Co
“Wendi is a pleasure to deal with. She's very knowledgeable and great at her job. She's very friendly and handles everything for her clients. I highly recommend Wendi and will use her again when buying or selling a home.”
Swanson Real Estate
“Troy went above and beyond to find me a great home. He had extensive knowledge and made sure that all of my "must haves" were met, and more. I felt very at ease with Troy, as he was able to manuver a tricky market and get me in a place that felt great. He walked me through every step of the way with truth and direct communication, and made moving into my first home feel like I was prepared for every step of the way. I would highly recommend Troy for your real estate needs!”
Boyes Group Realty Inc.
“We are extremely thankful to Kyleigh. She was knowledgeable and communicative through the entire process. She was always available and ready to explain anything that confused us. She was amazing at keeping everything on track and fought for us every step of the way! We would absolutely work with her again!”
Miller Homes Group
“I have been working with Akos for over 20 years on my rental properties This time i used him first time for sale of a property and he delivered as always. Great Guy , responsible , responsive , helpful. Strongly recommended !”
Berkshire Hathaway HomeServices KoenigRubloff Realty Group
“The Starkeys are true professionals with deep expertise in real estate transactions, and it’s clear they genuinely care about their clients. From the start, they set clear expectations for every aspect of selling our home and consistently followed up to keep everything on track. Amanda and Kevin work seamlessly as a team. Amanda provided invaluable guidance on staging, helping our home look its absolute best, while Kevin expertly led us through evaluating offers and negotiating terms. We felt aligned with his strategy throughout, including how to handle offers and inspection requests. Their approach delivered excellent results—we received multiple offers within just two days and ultimately sold to a wonderful couple, which meant a lot to us given how much pride we took in our home. I would highly recommend the Starkeys and would happily work with them again in the future.”
Sold By Starkey - Powered by Compass
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 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.
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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 Windham Realtor® or real estate agent today.
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