Find the perfect real estate agent in Oakland, Middletown, OH

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

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Real estate in Middletown’s Oakland neighborhood.

The easiest way to find the best real estate agent.

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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.

“We were connected with an agent who was able to sell a challenging property! Our agent was fantastic, helpful, and always available.”
5 stars
EC
Eric C.
Middletown, OH
“Melissa was wonderful to work with and a true professional. We would highly recommend Melissa to everyone needing a really great gal and so much more. She will go out of her way to find you what you need in a home. We wish her continued success! ”
5 stars
MW
Mary & Carl W.
Fairfield, OH
“My experience with Agent Pronto was better than I ever expected. My agent was great! She was always professional, always available, and she made any bump that came up smooth and easy. She had all the local contacts needed to get my property ready to sell. She did a great job presenting the property to potential buyers, which resulted in a quick sell. I would recommend Aimee and Agent Pronto to anyone! They are a great team! Thank you ALL!”
5 stars
NH
Nora H.
Cleveland, OH
“I loved Caroline Edralin! She was a pleasure to work with!!!”
5 stars
JG
Jan G.
Columbus, OH
“I needed a realtor to sell my aunt's condo and I didn't know where to start. Agent Pronto's realtor was fantastic! She had multiple electronic contacts and sold the property in less than a week. Wow!”
5 stars
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Sharon E.
Columbus, OH
“Susan was such a pleasure to work with and we knew we were in capable hands on every detail. She went the extra mile to sell our older home. ”
5 stars
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Martin P.
Cincinnati, OH
“Mark was always there to answer our questions and was always quick to respond! ”
5 stars
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Glenn B.
Toledo, OH
“It was a great experience working with Char. She was considerate, she knew what she was doing, and got the job done quick. I would recommend her to anyone.”
5 stars
TJ
Trena J.
Columbus, OH
“Candy did an excellent job.”
5 stars
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Kevin S.
Akron, OH
“Kathy is friendly, knowledgeable and professional. Her advice was always spot-on. She worked hard to find solutions to the inevitable problems that arise during the selling of a house. We cannot praise her enough.”
5 stars
RC
Raymond C.
Akron, OH

Oakland real estate Market Report.

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

The typical home value in Oakland is projected to be $104,500 for the month of May. April’s finalized data reported the typical value of a home in the neighborhood to be $108,500—down 34.24% over the previous 12 months. For comparison, city-level data pegged home values at $221,500 in Middletown for the most recent reporting period. That number is expected to float around $233,750 in May.

The median listing price for homes in Oakland fell 7.56% from March to April, bringing the current median listing price to $110,000. 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 rose year-over-year. In April 2025, the median time for a listed property to go pending was 72 days, compared to -66 days in April 2024. However, in recent months the median number of days from listed to pending appears to be falling. That trend is predicted to have carried through to this May.

Real estate in Middletown’s Oakland neighborhood.
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Seller’s Market
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Buyer’s Market
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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.

* Data provided by Redfin, a national real estate brokerage.

Learn more about what Oakland has to offer.

Oakland offers residents a vibrant community with charming local amenities and welcoming neighborhoods that foster a strong sense of belonging.

Oakland sits at the heart of Middletown, offering a dynamic mix of residential comfort and local character. The neighborhood’s tree-lined streets reveal a blend of classic brick homes and well-kept yards, providing an inviting atmosphere for both new families and those who’ve lived here for generations. Residents appreciate close access to amenities and city offerings while enjoying a peaceful retreat from busier districts.

Families in Oakland benefit from proximity to Middletown City Schools, with Middletown High School just a short drive away and recognized for its athletic programs. Central Academy provides creative educational opportunities nearby. For relaxation, the expansive Smith Park beckons locals with walking trails and community events. The Middletown Arts Center brings diverse cultural programming and art classes, while Downtown Middletown, Inc. showcases year-round festivals, markets, and local shops just minutes from Oakland’s residential blocks.

Commuters value quick access to main thoroughfares, making trips to Dayton or the shopping and dining found in Butler County easy. Weekends often see neighbors gathering at Bulls Run Arboretum, where families explore trails and spot wildlife, enhancing the sense of community. With its blend of location, amenities, and local pride, Oakland is an excellent destination for those looking to settle into a welcoming corner of Middletown. If you’re considering buying or selling a home in Oakland, working with a knowledgeable real estate professional found through Agent Pronto can make your experience smooth and rewarding.

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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 Oakland 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 Middletown. 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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