- Agent Pronto
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Find the perfect real estate agent in Oakland, FL
We analyze top real estate agents in Oakland and across the country to find you the most proven local agents, for free.
Compare the top real estate agents in Oakland
Agent Pronto analyzes transaction data, specialties, client reviews, and more to find the best agent for you. Updated for June 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.
“Our agent was matched perfectly. Professional and knowledgeable!”
“Agent Pronto was excellent. I emailed them and instantly got a reply. An agent contacted me right away and we set up an appointment. We were out of state and didn't know where to start. Other realtors we contacted would never return our calls because we were from out of state. Agent Pronto took care of all our needs and exceeded our expectations. We were matched with a wonderful realtor who was willing to work with us and went out of her way to make our experience as easy and pleasant as possible.”
“Jenny Zamora was easy to work with and was very knowledgeable.”
“We had a great experience with our agent Patrick Reid. He was responsive, honest and very helpful. We knew pretty much nothing about the Cape Coral area, and he took the time to answer our numerous questions. I could not have asked for a better agent!”
“The agent, Patricia, was professional, energetic, and empathetic to my needs. She went the extra mile to make sure I had the place that was right and then made sure all details were taken care of, so I could move in without worry.”
“We had an excellent experience with Donna. She was very responsive and always available. Would give us great advice. We enjoyed working with her and would highly recommend her to anyone looking or selling property! ”
“Corbin Mitchell was excellent to work with.”
“Gerry was very helpful from the beginning. He assisted me with all phases of the sale including getting a loan officer and insurance agent. Gerry was always available and replied promptly to text messages or phone calls. I was able to see the properties I requested and he always gives his feedback or input on each. He was a pleasure to work with and I greatly recommend him.”
“Everything went smoothly and I was kept informed during the entire process. The real estate agent, Tammy Garcia, was extremely professional and knowledgeable about the market conditions, ethical responsibility, and the entire selling process.”
“Gave us excellent service. Extremely satisfied!!”
Oakland real estate Market Report.
Information and statistics on the latest trends in the Oakland real estate market, updated for June 2025. *
The typical home value in Oakland is projected to be $667,500 for the month of June. May’s finalized data reported the typical value of a home in the city to be $690,000—up 25.45% over the previous 12 months. For comparison, county-level data pegged home values at $445,000 in Orange County for the most recent reporting period. That number is expected to float around $448,000 in June.
Oakland had 16 new listings and 11 listings that went under contract in May, increasing the area’s total available inventory to 29—up 26.09% from the previous month. Inventory is projected to have further increased in June.
Of those 29 active listings, 31.03% reduced their price in the month of May. The median listing price for homes in Oakland fell 0.02% from April to May, bringing the current median listing price to $649,890. Based on projected data for June, 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 May 2025, the median time for a listed property to go pending was 33 days, compared to 57 days in May 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 June.
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 Oakland has to offer.
Oakland offers residents a charming blend of scenic natural beauty, vibrant community events, and a welcoming small-town atmosphere that enriches everyday life.
Oakland offers a peaceful retreat with a genuine sense of community that sets it apart in the heart of Orange County. Nature is never far away, as the town is bordered by lush conservation land and the scenic West Orange Trail, where locals jog, cycle, and connect with the beauty of Florida’s outdoors. Waterfront views abound at Oakland Nature Preserve, a hidden gem with walking trails, boardwalks, and interactive environmental programs perfect for families and nature enthusiasts.
The spirit of the town is enlivened by regular gatherings at Speer Park, which boasts playgrounds, tennis courts, and shaded picnic areas. For families considering a move, educational opportunities are impressive—Oakland Avenue Charter School stands apart for its personalized approach and community engagement. Nearby, residents can easily access the shopping, dining, and entertainment found in Winter Garden, while remaining insulated from the busyness of larger urban centers.
Local events, such as farmer’s markets and seasonal celebrations, foster a sense of belonging and make it easy to form new connections. Whether you’re captivated by small-town charm or searching for a serene place to call home, Oakland delivers a blend of tranquility, recreation, and convenience. Should you be ready to explore the possibilities of buying or selling a home here, Agent Pronto is ready to match you with knowledgeable real estate professionals dedicated to making your move seamless.
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 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 Oakland. 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 Oakland 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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