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Agent Pronto analyzes transaction data, agent specialties, and client reviews to handpick the best agents in your area. Updated for October 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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“From the first phone call Jill communicated competence. She clearly knows the home buying process inside and out and helped my wife and I understand every step of the process. She's helped us all through the process, sending us recommendations and coming to showings with us. She pointed out things about the houses we were looking at that I would not have noticed and helped us get better at looking critically at properties.”
“Melissa is a very professional, thoughtful realtor who goes above and beyond. She is an amazing realtor and I highly recommend her to anyone looking to buy or sell your home. I truly appreciate all she did for us. We love our new home!”
“Amanda was absolutely incredible to work with. She personally walked through every house we showed interest in and even went as far to give us opinions and point out concerns during her walkthroughs. Throughout the entire process it didn't feel as though she was rushing us into a house, but rather taking her time to help us find our home. If we ever need a realtor in Missouri again, Amanda is our families only choice.”
“Cari was available for every house that we found of Interest and accommodated our availability, which was quite narrow. Her patience was incredible as we were quite vague when it came to defining our wants and needs. Her superpower was knowing what homes would qualify for VA and those that had already been reviewed and found wanting per VA standards.”
“You just couldn't get a better person representing you and your property, Nicole is truly a professional and understands how important selling your house is, from the first time we met she truly understood what we wanted and how to get it, we really were not expecting that she would sell it so fast, as soon as we listed it the first people she brought put in a offer, and what was even more surprising was it was full offer. Nicole is an incredible realtor someone who really seems to care and loves what she does, I've already recommended her to people in my town and I would highly recommend her for anyone selling a house in Saskatchewan.”
“Chasity is the best!”
“We are beyond grateful to Charlie DeMatteo!! He is not your every day realtor, he is a friend. He went above and beyond our expectations, insured all our boxes were checked, and helped make the process of buying our new home seamless. He is patient, kind, knowledgeable, and understanding. From where to go to restaurants and live music day to night time, his recommendations have always been spot on!! You will be very lucky to have him as your realtor and to help find your forever home like he did ours!!”
“Bill was extremely knowledgeable and was able to answer all the questions my wife and I had when discussing what we were looking for. He was thourough throughout every point in the process and was quick to point out anything that may benefit or be a concern. He had our best interests in mind at all times. He was very responsive and always available to view houses or even just answer a question. We will definitely be looking forward to doing business with him again and LivRealty in the future.”
“Brennan was incredible to work with. He went above and beyond in helping sell an estate property, handling every step with professionalism and care. What really stood out was his communication - he kept me informed, answered every question, and made sure I always knew what to expect. On top of that, his sense of humour made the process so much easier and more enjoyable, even during the stressful moments. Brennan’s knowledge of the market and attention to detail were clear from day one, and his confidence gave me peace of mind. Brennan truly exceeded expectations and made a complicated sale feel simple. I can't thank him enough!!!”
“Usually buying or selling a home can be a stressful experience. Angela Averill, and her team, make your experience much easier. They are very experienced and are able to get things done quickly. This is the second time that I worked with Angela Averill. She is not a 9-5 worker. Her availability is great! Which is nice because sometimes you may have a question and need to reach out. Angela Averill will be there for you. If I ever need real estate help in the future, I will definitely call Angela Averill.”
“Incredibly professional and hyper competent”
“Angie is the best, of you want to get it done call her. Without a dout my best experience ever with a realtor and I have bought several homes. Can't beat a 21 day from listing to closing ever.”
“Mike has not only help us find our home, he also Helped My Mother, Daughter and Son . He is very professional, Knowledgeable and very easy to work with. We highly recommend him !!!! Best of all he's just a great guy and family friend.”
“Sheila, was the BEST realtor I could have hoped for. She went above and beyond. She anticipated needs and met them all with a smile on her face and expert advice. She was an absolute pleasure to work with and made the selling of our home and the purchasing of our new home seamless. We feel so blessed that she was our realtor.”
“We have had the pleasure of working with Levi over the years, and his professionalism and dedication have been outstanding. Throughout our home search, he consistently demonstrated exceptional market knowledge, clear communication, and genuine commitment to helping us find the perfect home. Levi’s guidance made the process seamless and enjoyable, and we are truly grateful for his expertise in helping us achieve our dream of homeownership.”
“Chris does an excellent job of assessing the market, providing guidance to prepare the property for sale and communicating with you from beginning to end. This is the second time to work with Chris and both times were an excellent experience!”
“We enjoyed working with Curt greatly. We were moving from another state and he was very helpful with providing information about different areas and neighborhoods. He took a lot of time taking us around and picked up on what we liked and didn't love quickly. He was a professional, friendly & fun!! Made the process very enjoyable when it could have been very stressful!! Definitely recommend!!!”
“She really listened to us and help us find a home that fit our needs and what we were looking for.”
“Jessica Clemens was very flexible in her time to work with me when I came into town to view the numerous homes she set up ahead of time so that I could really see my options based on my criteria and settle on what to go forward with. Even after closing there were a few issues with the house and Jessica was right on it to help get them resolved to eliminate the burden on an already stressful move. She knew who to contact and made arrangements. Jessica helped reduced the stress and frustration in the entire house hunting and move in experience.”
“Communicated well and kept me informed throughout the entire process.”
Information and statistics on the latest trends in the Pleasantdale real estate market, updated for October 2025. *
The typical home value in Pleasantdale is projected to be $566,250 for the month of October. September’s finalized data reported the typical value of a home in the neighborhood to be $555,000—up 14.67% over the previous 12 months. For comparison, city-level data pegged home values at $504,000 in South Portland for the most recent reporting period. That number is expected to float around $486,000 in October.
Pleasantdale had 2 new listings and 4 listings that went under contract in September, increasing the area’s total available inventory to 2—up 100.0% from the previous month. Inventory is projected to have further increased in October.
The median listing price for homes in Pleasantdale fell 7.73% from August to September, bringing the current median listing price to $507,500. Based on projected data for October, 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 September 2025, the median time for a listed property to go pending was 38 days, compared to 65 days in September 2024. In recent months the median number of days from listed to pending appears to be steady. That trend is predicted to have carried through to this October.
Market gauge is calculated based on the the number of active listings divided by home sales over the most recently available reporting period.
Pleasantdale offers residents a welcoming, walkable community with generous green spaces, convenient access to shops and services, strong schools, and a relaxed coastal vibe.
Pleasantdale radiates the welcoming spirit that South Portland is known for, offering a unique blend of residential tranquility and easy access to local amenities. This established neighborhood appeals to both families and professionals seeking a true sense of community. With walkable streets shaded by mature trees and well-tended homes, Pleasantdale cultivates a warm, friendly atmosphere perfect for anyone eager to settle into South Portland.
Recreation and the outdoors take center stage here. The neighborhood is just steps from Hinckley Park, a beloved local green space known for its dog-friendly trails and scenic pond. Families and fitness enthusiasts often frequent the park’s paths throughout the year. Nearby, Mill Creek Park hosts seasonal events, farmers markets, and offers serene walking paths—adding to Pleasantdale’s appeal for those who appreciate both activity and relaxation.
For families, the neighborhood is located near educational standouts like South Portland High School and Mahoney Middle School. The South Portland Public Library is nearby, serving as a community hub with engaging programs and resources for all ages.
Dining and daily conveniences are never far, with the Mill Creek shopping district offering everything from independent cafes to major grocers. Residents appreciate quick access to Portland and Scarborough, while remaining firmly rooted in Pleasantdale’s neighborly environment.
Whether you are seeking to buy your first home or considering selling in this inviting corner of South Portland, Agent Pronto’s personalized service can help you connect with the ideal real estate professional for your needs.
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 Pleasantdale. 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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