We analyze thousands of real estate agents in South 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 September 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.
Sell faster. Buy smarter. Get matched with proven agents who know your market—all for free.
Information and statistics on the latest trends in the South 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).
South Windham’s rolling three-month numbers show softening prices compared with a year ago, while activity is holding fairly steady. The typical home value is down nearly 10% year over year, landing around $405,000 in the latest period. At the same time, homes sold have inched up versus last year, and the share selling above list has risen sharply over that span.
Looking at the latest rolling three-month view through July 2026, inventory is very limited, with only about five active listings and roughly 1.1 months of supply. This tight supply helps explain why about two-thirds of recent sales closed above the asking price and the average sale-to-list ratio is just over 102%, even with values easing from last year.
Homes in South Windham are spending a bit more time on the market in this recent window, with a median of 51 days before going under contract, yet nearly a quarter still go off-market in two weeks or less. New listings have dipped compared with a year ago, while pending sales have edged up, indicating steady buyer interest working through limited options. With conditions tilted toward sellers but price trends shifting, local insight has become especially important. Agent Pronto can connect buyers and sellers with a South Windham agent who understands these dynamics and can guide them through the next move.
South Windham offers residents a welcoming, close-knit community with easy access to outdoor recreation, quality local amenities, and a peaceful, scenic setting that supports a balanced everyday life.
South Windham stands apart from nearby Portland and Westbrook by feeling truly small-town while still offering quick access to regional employers, shopping, and dining. Centered along the Presumpscot River, it has an older mill village character combined with newer neighborhoods, creating a mix that appeals to long-time residents and newcomers alike.
Outdoor access is a major draw. Residents enjoy nearby Lowell Preserve for wooded trails, along with kayaking and fishing on the Presumpscot and local ponds. The Windham Parks & Recreation system adds seasonal programs and community events that help people connect beyond their street or subdivision.
Daily life feels practical and grounded. Families appreciate local schools within the RSU 14 Windham Raymond School District and easy trips to shopping along Route 302 in North Windham. The South Windham Library and nearby community resources provide cultural and educational options without traveling into the city every time.
The real estate market here can move quickly, especially for well-kept homes with good commuter access to Gorham and Falmouth. Whether you are selling a long-held property or looking for your first home near the river and trails, timing, pricing, and preparation matter. Agent Pronto can connect you with a South Windham agent who understands the local market and can guide both buyers and sellers through each step with confidence.
See why so many people rely on Agent Pronto to make their real estate journey a success.
“Had worked with Tom before & had a very good experience so we wanted to work with him again! Kept us informed & was very helpful in negotiating for us! Always available & answered our many questions! Would recommend & would definitely work with him again!”
“Working with Lynn is the best. Her organization allowed us to close in just a few weeks. She is so well connected with local contractors that we were able to get everything we needed. She kept us informed every step of the way which for us who lived a state away was so helpful. I cannot imagine there being anyone better than Lynn!”
“I recently sold my home with the assistance of Amy Machita at Century 21, and I can honestly say the experience was exceptional. Throughout the entire process, Amy provided constant communication and guided me through every step. She kept me reassured and confident, regardless of any obstacles that arose. Amy’s professionalism, deep industry knowledge, and personable attitude made the transaction seamless and stress-free. I am incredibly thankful for all the work and advice I received. My experience with Amy was absolutely perfect.”
“Micheal was amazing to work with. I would definitely recommend him to any of my friends or family that are wanting to move. He made things happen very fastly and smoothly. Very kind trustworthy man. We appreciate him very much. He made our dreams come true by helping us get into our dream home !!”
“Alex was great at explaining and helping us understand market and selling points for our house as well as making our over all experience quick and smooth sailing”
“Genuinely went well above and beyond. Friendly, knowledgeable, trustworthy and hard working.”
“Sandra is wonderful, answered all my questions and guided me every step of the way on what to expect and so on. She is extremely knowledgeable, very professional, friendly. There were times I called her with questions. Never did she mind or get frustrated, always happy to help. I recommend Sandra to anyone looking to get things done. No need to look any further, with Sandra you are in great hands.”
“Tyler was such a delight to work with. He absolutely listened to all of my concerns and needs when looking for a home. Tyler was easy to communicate with and always available for answering my questions. His professionalism outshines any other agent I have ever known. Tyler always kept me up-to-date with any and all progression during my home buying experience. I couldn't have asked for anyone better because I don't think someone out there exists. Thank you Tyler!”
“While shopping for a new home, Bryan was very patient and accommodating. When we found the right home, he made sure we saw it the same day that it hit the market. That was crucial for the transaction. He provided comparables to ensure that I was properly educated when making an offer. The transaction went off without a hitch!”
“Faustino was great to work with and made the process easy for me. I would highly recommend Faustino.”
“Our agent, Lori O'Malley was just amazing. She got us our dream house. She did such great work that we already gave her name to family members who are moving to SC also.”
“Matthew was great and very patient in the long process in selling our NJ home. He was very helpful in dealing with problems with issues with home inspections. He was very responsive in all communication.”
“I was looking at houses online - kind of a hobby of mine - until I found a house I loved & hoped to afford. I hadn't owned a home in nearly 13 years. Tom Noelke popped up & introduced himself - has his own brokerage AND was able to show me that house the very next morning. He was SO knowledgeable & professional, and educated me on down payments, DeSantis' $10,000 First Time Homebuyer program, even discussed the whys & when I'd like to buy. He wrote a contract that night at my request! That seller wanted a cash deal so declined my contract immediately. I found another dream home & Tom Noelke "held my hand" from showing me the home, same day contract & negotiation, all the way to closing - quicker than I thought possible! I am exceedingly pleased with Tom Noelke and recommend him specifically to anyone looking to buy.”
“We were very happy with the service Shelly provided for us. Almost home went the extra mile every step of the way. Thank you!”
“All I can say is " what a find " in regards to having the opportunity to meet Jeff Lesley & his team. My wife & I have purchased our fair share of homes over the years & worked with quite a few realtors. But, we must say that this home purchase was the smoothest, easiest, home purchase yet. Jeff & his team of Ashli, Hannah, & Brenna all assisted in making this the most painless process ever. Always there when we had questions, never questioned any moves that we wanted to make in negotiations, our needs were first & foremost in this process. Ashli & Jeff were with us all the way til the end. If we ever make another purchase in the area that Jeff & his team covers we will undoubtbly use their services. Actually, they are looking into a lot for us to purchase. This team comes highly recommened from The McFadden Family. PS - And the family culture that they possess doesnt stop after your settlement, they throw some very cool gatherings! Thank you again Jeff Lesley & team”
“Rebekah was patient and easy to work with. She kept me informed throughout the entire process and made sure the purchase went as planned. I will recommend her to anyone needing an agent.”
“Esanet Benedict is a rock star agent in my opinion. Everything went so smooth. I never dreamed my house would sell so fast. She was by my side every step of the way. I would never use anyone else as my realtor. Thank you Esy, for doing such a fantastic job with my home. It meant the world to me.”
“Dane is extremely available and personable Professional Thinks outside the box Aggressive Excellent”
“Treated like family during the whole process and had knowledge on every question i had.”
“Words cannot fully express my deepest gratitude for April Hugh of Century 21 Masters. April's patience never wavered through home buying process. She was intentional in treating my dream of homeownership with the utmost care, respect, and expertise. This wasn't just a business transaction, it was a life-changing milestone she helped me reach. Her knowledge of the VA Loan was key. Her constant reassurance kept me grounded through all the stress. I chose April, because of her continued support to helping Military, Veterans, and First Responders, find their way home. If you are looking for an agent who operates with true integrity, deep empathy, and remains committed to their clients after closing, then look no further than April Hugh.”
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 South 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 South Windham Realtor® or real estate agent today.
We’ll match you with top-rated real estate agents in just about any city—wherever your next move takes you.
