Find the perfect real estate agent in Pleasantdale, South Portland, ME

We analyze top real estate agents in South Portland’s Pleasantdale neighborhood and across the country to find you the most proven local agents, for free.

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Real estate in South Portland’s Pleasantdale neighborhood.

Compare the top 20 real estate agents in Pleasantdale

Agent Pronto analyzes transaction data, specialties, client reviews, and more to find the best agent for you. Updated for May 2025. *

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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.

“Janna was awesome and was continually looking out for us and making certain everything was on track. She is the best of the best!”
5 stars
DS
Dave S.
Wells, ME
“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!”
5 stars
EK
Elizabeth K.
Rochester, NH
“Very satisfied with the connection to realtor Eric Hall! ”
5 stars
RK
Rhonda K.
Rochester, NH
“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.”
5 stars
JM
Jenn M.
Dover, NH
“Mark and his team were wonderful!”
5 stars
CK
Cathy K.
Rochester, NH
“Very nice people, very proactive—would recommend them anytime, anywhere. I wish them good luck in their future. ”
5 stars
PA
Philip A.
Milford, ME
“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.”
5 stars
AB
Ashley N B.
Orland, ME
“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.”
5 stars
GZ
Gary Z.
Pownal, ME
“Karen Mathes deserves 10 stars, but 5 was the max. She was so easy to work with. I will be using her for ALL my reality needs moving forward. Outstanding business professional. ”
5 stars
JW
Jonathan W.
Rogers, AR
“I was able to find a great realtor, Jackie Nelson, with relative ease through this app. Assistance was immediate, highly appreciated, and acutely responsive. Moreover, Jackie's excellent assistance and familiarity of the area enabled finding the ideal home. Thank you.”
5 stars
LW
Len W.
Merrimack, NH

Pleasantdale real estate Market Report.

Information and statistics on the latest trends in the Pleasantdale real estate market, updated for May 2025. *

The typical home value in Pleasantdale is projected to be $762,500 for the month of May. April’s finalized data reported the typical value of a home in the neighborhood to be $700,000—up 105.13% over the previous 12 months. For comparison, city-level data pegged home values at $637,500 in South Portland for the most recent reporting period. That number is expected to float around $696,250 in May.

The number of days that homes have been on the market prior to going under contract has been fairly steady year-over-year. In April 2025, the median time for a listed property to go pending was 5 days, compared to 5 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.

Real estate in South Portland’s Pleasantdale neighborhood.
* Data provided by Redfin, a national real estate brokerage.

Learn more about what Pleasantdale has to offer.

Pleasantdale wonderfully combines charming community spirit with convenient access to local amenities, making it an ideal neighborhood for those seeking a welcoming and comfortable environment.

Pleasantdale is a neighborhood where community spirit thrives, blending coastal scenery with everyday convenience just minutes from downtown South Portland and across the bridge from Portland. Green spaces and tree-lined streets define the area, with the picturesque Hinckley Park serving as a favorite spot for walking, jogging, or enjoying the two tranquil ponds and dog-friendly trails. Nearby, the South Portland Greenbelt Walkway offers safe biking and walking routes stretching toward the waterfront.

Families are drawn to Pleasantdale for its access to quality schools, including the well-regarded Skillin Elementary School, where dedicated staff create a supportive and inclusive learning environment. Dining and shopping options abound, from locally owned eateries such as Red's Dairy Freeze—an ice cream institution—to coffee shops and convenient grocery stores along Ocean Street.

Unique to Pleasantdale is its strong sense of identity shaped by annual neighborhood events and proximity to Willard Beach, where summer days are spent on the sand or exploring the nearby Spring Point Ledge Lighthouse. Commuting is simple, whether heading into Portland for work or enjoying cultural attractions like the Portland Museum of Art just a short ride away.

From well-kept parks to easy access to the best of South Portland, Pleasantdale appeals to those seeking both tranquility and convenience. Whether you're buying your first home or considering listing your property, Agent Pronto connects you with trusted local real estate experts equipped to guide you through every step in Pleasantdale’s welcoming community.

Woman smiling

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!

Sarah W.

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 Pleasantdale 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 South Portland. 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!


Frequently Asked Questions

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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