“Mình rất hài lòng khi làm việc với Thắng. Em rất nhiệt tình, trung thực và luôn phản hồi nhanh mỗi khi tôi cần hỗ trợ. Highly recommended!!!”
- Agent Pronto
- Florida
- Oakland
The best way to find top real estate agents in Oakland, FL
Skip the search. We analyze thousands of real estate agents in Oakland and nationwide to find you proven local pros, for free.
Compare top Oakland real estate agents.
Agent Pronto analyzes transaction data, agent specialties, and client reviews to handpick the best agents in your area. Updated for March 2026. *
30 recent sales
$120K-$2.7M price range
$450K median price
* 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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Oakland real estate Market Report.
Information and statistics on the latest trends in the Oakland real estate market, updated for March 2026. *
The typical home value in Oakland is projected to be $493,000 for the month of February. January’s finalized data reported the typical value of a home in the city to be $537,000—down 26.44% over the previous 12 months. For comparison, county-level data pegged home values at $428,040 in Orange County for the most recent reporting period. That number is expected to float around $422,590 in February.
Oakland had 15 new listings and 7 listings that went under contract in January, increasing the area’s total available inventory to 27—up 28.57% from the previous month. Inventory is projected to have further increased in February.
Of those 27 active listings, 18.52% reduced their price in the month of January. The median listing price for homes in Oakland fell 30.93% from December to January, bringing the current median listing price to $690,000. Based on projected data for February, 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 January 2026, the median time for a listed property to go pending was 34 days, compared to -11 days in January 2025. In recent months the median number of days from listed to pending appears to be increasing. That trend is predicted to have carried through to this February.
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 close-knit community with safe neighborhoods, plenty of green space, convenient local amenities, and easy access to nearby urban opportunities, all while preserving a relaxed, small-town feel.
Oakland offers small town scale with quick access to major job and entertainment centers. Positioned just west of Orlando, it sits near the Florida Turnpike and key commuter routes, which makes daily travel to downtown offices, hospitals, and universities practical while keeping home life quieter and more relaxed.
Residents enjoy a strong connection to the outdoors. The paved West Orange Trail runs through town, popular with cyclists, runners, and families out for an evening stroll. Waterfront parks along Lake Apopka, including Oakland Nature Preserve, provide boardwalks, birding platforms, and educational programs, adding an easy way to unwind close to home.
Daily needs are straightforward. Groceries, healthcare, and services cluster along nearby corridors into Winter Garden and Clermont, while local eateries such as Crooked Can Brewing Company in adjoining Plant Street Market and the Downtown Winter Garden district give residents dining and social options without a long drive. Families look closely at school options within Orange County Public Schools, as well as nearby charter and private campuses.
With growth bringing new neighborhoods and rising demand, having a local real estate expert can make a real difference. An agent who understands Oakland’s traffic patterns, school zones, and hidden pockets of value can simplify decisions, anticipate issues, and keep timelines on track. Agent Pronto connects both buyers and sellers with those professionals so the process feels less stressful and more manageable from first showing to closing.
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See why so many people rely on Agent Pronto to make their real estate journey a success.
“This is the 2nd time I've utilized Debra's services. She is very good at her job. She is knowledgeable, efficient, always available and cares about the customer. I highly recommend her to anyone looking to buy or sell. Thanks, Debra!!”
“Cory did an excellent job from start to finish. He was professional, responsive, and made the entire process smooth and stress-free. I really appreciated his attention to detail and clear communication. Highly recommend working with him.”
“David is truly a professional and dedicated to his trade. Extremely strong communication and answered all concerns in a timely fashion. It is clear David has a great deal of experience in real estate and it shows! Would highly recommend David and 100% will utilize him again in the future if it is needed.”
“Great expreience start to finish. I threw some challenging cureballs and she dealt with them professionally and quickly. I would definatlely use her again for any selling or buyiong I had to do in the area. 5 star experience.”
“My name is Kenneth Martin my family and I had a really bad experience with a different real estate agent while trying to find a house and we stumbled upon Cassandra through days of research and reading every review on every realtor on the Internet and it was a blessing we closed on a house in two weeks and Cassandra was one of the best thing that happened to my family.”
“I had never worked with a realtor. And I continuously kept getting advice not to get a Realtor... because everyone put a money value on Realtors job. I am so glad I did Not listen to all those people!!! Getting a Realtor like Chasandra was the best decision I made when purchasing a home... I didn't feel any presure to choose the first home I saw... she is honest. Helpful, professional and above all she is looking out for your best interest in purchasing a home...she walks you threw the entire process....I was a pleasure having chasandra as my realtor and I will never forget her impact on my life ...”
“We absolutely loved working with Madeleine! From day one, she was so friendly and easy to talk to. She was always available to answer our questions or set up a showing, no matter how many houses we wanted to see. Her knowledge and guidance made the whole process so much easier and less stressful. We always felt like she genuinely cared about helping us find the right home. Couldn’t have asked for a better realtor — highly recommend!”
“Erika was the key to getting this house sold. Without her help and experience the wonderful outome would not have been achieved. Erika was knowledgeable, professional, friendly and went above and beyond to help with this property sale. You would benefit from Erika's help on any property purchase or sale!”
“Zach has been nothing but 100% professional. He answers all correspondence quickly and effectively. I must also say that his ability to get a deal finished is unparalleled. He truly has a gift with working in real estate.”
“I highly recommend Rich Noto for new home construction. He was a fantastic advocate throughout my build, especially since I was relocating from Pennsylvania to Florida. Living states away, he sent detailed videos of construction progress and found defects during various inspections. His communication and availability far exceeded my expectations. Rich has a keen eye for potential issues and a deep understanding of building codes that many other agents, and even some inspectors, might miss. He truly knows the critical phases of construction, from the foundation on, and when to schedule inspections. He understands the tricks builders use to hide problems and is a fierce advocate for his clients. I have no doubt he saved me from future headaches. He is an invaluable resource who ensured I ended up with a high-quality home.”
“I feel that this world is a better place knowing that there are people like Mr. Milo Smith in it. He goes above and beyond the the call of duty, he is a hard worker and he makes himself available which means a lot in his type of business. Thank God for him! I know he will keep up the good work because he was that way from start to finish. I will tell everyone to get in touch with Milo.”
“Excellent experience”
“I had the pleasure of working with Claudia Garzón as my realtor, and I couldn't be more satisfied with her work. From the very beginning, she showed a high level of professionalism, responsibility, and an inspiring motivation that made the entire process much smoother and more manageable. Claudia has an exceptional ability to solve any issues that may arise, always finding quick and effective solutions. Her experience and dedication made a real difference at every stage of the transaction. I highly recommend her with complete confidence. Thank you, Claudia, for your outstanding work!”
“Patty is a pleasure to work with. Florida was not a market that I had experience with, but Patty's knowledge and expertise put me at ease from our first Zoom meeting. She is very personable, and has a great attention to detail which I really appreciate. Patty would go the extra mile to perform any research necessary to address my questions or concerns. It is no surprise she is a leader in her market. I would definitely look forward to work with Patty again.”
“Charles listened to all of our wants, showed us an amazing house that we instantly loved and was more helpful then we could have imagined”
“Sam sheen realty was FANTASTIC !! I COULDN'T HAVE ASKED FOR BETTER AGENTS”
“Elsie was very knowledgeable, professional and worked with us with our best interest in mind. She facilitated all the process contacting the broker, inspectors, etc and kept us posted at all time. Working with her, instead of an agent trying to make a comission, we felt like a very close friend or a family member was taking care and looking after us. We have purchased multiple properties in the past and never had an experience even close to this one. She went out of her way to help us and we are very grafetul for that. Can't recommend Elsie high enough, expect excellence!”
“Daniel is an amazing person to work with. The level of communication and knowledge that he brings to the table everyday is top notch. I would recommend him to anyone looking to purchase a new home or sell their existing home. People say they care about their clients, Daniel shows this in his actions and commitment. It was a pleasure having the opportunity to work with him!”
“Deanna, thank you for staying the course. You had to re-center me a few times since I had family "stuff" happening simultaneously. I needed someone I could trust and I'm thankful that my friend recommended you.”
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 covering the housing market in and around Oakland. 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. Find your Oakland Realtor® or real estate agent today.
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