- Agent Pronto
- Maine
- Windham
Find the perfect real estate agent in Windham, ME
We analyze top real estate agents in Windham and across the country to find you the most proven local agents, for free.
Compare the top 20 real estate agents in Windham
Agent Pronto analyzes transaction data, specialties, client reviews, and more to find the best agent for you. Updated for May 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.
The easiest way to find the best real estate agent.
Sell your home fast and for top dollar or find your dream home at the best possible price. Use our free service to find top agents you can trust.
- Tell us what you need.
- Answer a few quick questions about your real estate needs so we can begin our search.
- Match with the perfect agent.
- Our personalized matching system will connect you with a top-rated real estate agent with the local expertise and experience you need.
- Meet your agent.
- Review the details of your top agent recommendations and speak with them to learn exactly how they can make your real estate journey a success.
- Buy and sell with confidence.
- While real estate decisions are among the most important financial and personal decisions we make, you can rest easy knowing that you have a proven real estate professional on your side.
Home buyers and sellers love Agent Pronto.
Here’s what some of the 400,000+ home buyers and sellers have had to say about our service.
“Mark and his team were wonderful!”
“Agent Pronto called me immediately and connected me with the best agent I could have hoped for, Maria, who sold my house within three days of listing it. Best real estate transaction ever.”
“Janna was awesome and was continually looking out for us and making certain everything was on track. She is the best of the best!”
“Very satisfied with the connection to realtor Eric Hall! ”
“Being matched with my agent Lylah was a really positive experience for me. Without Agent Pronto, our paths may not have crossed which would have resulted in a very different home purchasing experience for me. I'm so glad Lylah was my agent, as she clearly had my best interests in mind at every point in the process. She was also very reliable and timely which was very important to me. I would highly recommend Lylah to anyone buying or selling a home!”
“Carol Kilburn went the extra mile to resolve issues as they came up. Carol kept us up to date as issues evolved. I would recommend her to to anyone seeking an agent. She is a five-star agent.”
“Very nice people, very proactive—would recommend them anytime, anywhere. I wish them good luck in their future. ”
“Agent Pronto was very professional and committed to giving me the best experience possible. He did great with following up with me and being very responsive if I did need any assistance. Overall amazing experience.”
“Agent Pronto provided me with a selection of agents with proven track records in just minutes and agents contacted me shortly thereafter. Altogether a very satisfying experience.”
“Helen was always there to talk to and answer questions. Even when she was on vacation she took time to always answer my texts. Great experience and I will recommend her to any friend or family looking to sell or buy. Thank you, Helen, for making our dream come true! ”
Windham real estate Market Report.
Information and statistics on the latest trends in the Windham real estate market, updated for May 2025. *
The typical home value in Windham is projected to be $580,000 for the month of May. April’s finalized data reported the typical value of a home in the city to be $545,000—up 11.22% over the previous 12 months. For comparison, county-level data pegged home values at $580,000 in Cumberland County for the most recent reporting period. That number is expected to float around $600,000 in May.
Windham had 40 new listings and 34 listings that went under contract in April, increasing the area’s total available inventory to 50—up 31.58% from the previous month. Inventory is projected to have further increased in May.
Of those 50 active listings, 22.0% reduced their price in the month of April. The median listing price for homes in Windham fell 13.74% from March to April, bringing the current median listing price to $464,950. Based on projected data for May, listing prices may continue to fall.
The number of days that homes have been on the market prior to going under contract fell year-over-year. In April 2025, the median time for a listed property to go pending was 24 days, compared to 40 days in April 2024. However, in recent months the median number of days from listed to pending appears to be rising. That trend is predicted to have carried through to this May.
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 its residents a vibrant community filled with picturesque parks, engaging local events, and convenient access to outdoor recreation, making it an ideal place to live and thrive.
Windham offers a blend of serene countryside and lively community spirit, drawing families and professionals seeking an ideal place to call home. Just a short drive from Portland, this town delivers the comfort of suburban living with easy access to the region’s employment and cultural opportunities. The draw of Sebago Lake State Park is ever-present, providing residents with opportunities to paddle, swim, or hike amidst some of the area’s most beautiful natural scenery.
Outdoor activities thrive here—from fishing on the Presumpscot River to biking along the Mountain Division Trail, there’s no shortage of ways to enjoy Windham’s landscape. For shopping and dining, residents frequent the bustling North Windham Village, a vibrant hub teeming with local restaurants, specialty shops, and community events. Families appreciate the highly regarded Windham Raymond School District, which includes schools like Windham High School, celebrated for its academic and extracurricular achievements.
Cultural enthusiasts find a home at the Schoolhouse Arts Center, where year-round theater productions and arts education create a close-knit creative community. For local knowledge, the Windham Public Library is a resourceful haven, while the annual Windham Summerfest brings together residents with music, parades, and food in a true show of hometown pride.
Whether you’re searching for a peaceful retreat or a place full of community connection, Windham excels in maintaining a welcoming atmosphere and strong educational foundation. If you’re ready to make your move, Agent Pronto is equipped to match both home buyers and sellers with the right real estate expertise for a smooth journey ahead.
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!
Take the guesswork out of finding an agent.
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 Windham 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.
Data analysis with a human touch.
Agent Pronto works through troves of local and national housing data, client reviews, and agent performance metrics to find the top agents in Windham. 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!
Resources for buyers and sellers.
Tips and market insights to make your Windham real estate journey a success.
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. 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.
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