We analyze thousands of real estate agents in Oakland and nationwide to find you proven local professionals, for free.
Agent Pronto analyzes transaction data, agent specialties, and client reviews to handpick the best agents in your area. Updated for November 2026.*
*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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Information and statistics on the latest trends in the Oakland real estate market. *
Jul 1, 2026 - Sep 30, 2026
Rolling three-month data ending on quarter boundaries when available.
Rolling three-month data ending on quarter boundaries when available.
Rolling three-month data ending on quarter boundaries when available.
Rolling three-month supply and activity totals for the selected period.
Rolling three-month supply and activity totals for the selected period.
Rolling three-month supply and activity totals for the selected period.
Market gauge is calculated using active listings and pending sales from the most recently available reporting period (Jul 2026 - Sep 2026).
Year over year, Oakland’s typical home value has risen, with the rolling three-month median sale price up about 8 percent compared with last September. At the same time, the median list price has edged slightly lower than a year ago, pointing to sellers adjusting expectations even as underlying values trend higher.
Over this same rolling three-month period, inventory has expanded, with active listings up more than 12 percent and new listings rising around 11 percent from a year earlier. Months of supply has more than doubled to 5.5, and homes are taking longer to sell, with median days on market climbing to about two months.
Even with this looser supply picture, pricing is holding relatively firm, as the average sale-to-list ratio is just under 98 percent and the share of homes selling above list has inched up from last year. With 25 homes sold and 27 pending over the period, demand is steady but no longer racing ahead of supply, so both buyers and sellers can benefit from an Agent Pronto–recommended real estate agent who understands how to navigate Oakland’s changing conditions.
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.
See why so many people rely on Agent Pronto to make their real estate journey a success.
“David was amazing to work with! As first time home buyers, he made sure to educate us as well as ensure we understood every aspect of the process. He was very easy to get in touch with and made himself available when we needed him. Appreciate him helping us through this crazy fun venture & making what is often a stressful time in someone's life a smooth, stress-free process. Thank you David!”
“Cassandra Kelly is the utmost professional and knowledgeable real estate agent I've ever dealt with. Available all the time for questions, assisted us in locating the house. We wanted at a fair price and made shopping process very easy.”
“Paula understood our needs and knew we had little time. She found several houses that hit our criteria and made time to show all of them to us. Even after we put an offer in on a house, she checked in periodically to make sure everything was good until we were closed.”
“⭐⭐⭐⭐⭐ I’m incredibly grateful to Natalia for helping me through my home-buying journey! She was professional, patient, knowledgeable, and always willing to go the extra mile. Even when the process became stressful, she made sure I felt informed and supported every step of the way. Her dedication and genuine care made a huge difference. Thank you, Natalia, for helping me find the perfect home for my family! Highly recommended! 🏡❤️”
“I wish to give the highest most glowing review that I can to Kayla McClean and her staff at Zen Home Group in Winter Park, Florida. I will try to keep this review brief since it would contain volumes of information regarding how amazing of a job Kayla did with the home buying process from start to finish and beyond. She has been the most attentive, helpful, informative, supportive, and available realtor I have ever dealt with. I set out on the path to purchase a home in the Orlando area many months ago and Kayla's involvement with the process from showings, to finding a home, to drafting the offer, to coordinating with the bank I had chosen, to coordinating the home inspections and contractor quotes for repairs, to arranging the closing process, to the actual closing, and then assisting with coordination of contractors even after the sale has been way above and beyond what I would have ever have fathomed. She was always there to consult by text, email or phone and this mattered immensely since I was buying the home while out of state. Home buying is an immensely complicated and nuanced process and Kayla was just there during the whole thing smoothing things out as we went. My particular journey was especially difficult due to the timing of critical events required by a particularly picky bank, being out of state during most of the buying process, and my heavy work schedule, but with Kayla's help, we got it done! When seemingly insurmountable bank related tasks showed up, Kayla and her super personable associates at Zen Home made the most gracious, accommodations during and after hours to get the closing done on time at their office in Winter Park. As I mentioned above I could go on and on about how exceptional my experience was with working with Kayla and I most certainly will be seeking her out again for any other home purchase projects that I may take in the future in the area she serves. If I could give 10 stars to Kayla and her team, I would, I highly recommend Kayla McClean as a realtor to help you on your adventure in buying a home in and around Orlando. My wife and I are so thankful to have met her and to have her secure our newly purchased home.”
“Sarah went above and beyond helping me sell my property. She was always available and answered all of my questions. I would recommend Sarah to anyone who is looking to sell or buy property. It was a pleasure working with her!”
“We cannot recommend Yessenia highly enough! She was absolutely wonderful throughout both the process of selling our home and helping us find and buy our next one. Her honesty, professionalism, and attention to detail made such a difference. She gave us thoughtful, honest advice on getting our house ready to sell, always delivering feedback with kindness and tact. We truly appreciated that she was upfront with us while remaining supportive and encouraging every step of the way. Yessenia was also incredibly responsive, helpful, and proactive. No question was too small, and we always felt like she had our best interests at heart. She went above and beyond to make what can be a stressful process feel manageable, and we are so grateful for all her hard work. If you are looking for a realtor who is knowledgeable, honest, responsive, and genuinely cares about her clients, Yessenia is the one! We would recommend her without hesitation to anyone looking to buy or sell a home.”
“I can't say enough great things about Jackie and the incredible job she did helping me purchase my property in Kissimmee. From start to finish, she went above and beyond to make sure everything went smoothly. Jackie was extremely responsive, knowledgeable, and proactive throughout the entire process. She was always available to answer questions, help navigate challenges, and make sure my interests were protected. What really stood out was her attention to detail, willingness to go the extra mile, and genuine commitment to making sure I was happy with the purchase. Even after closing, Jackie continued to be helpful and supportive, which speaks volumes about the level of service she provides. I would absolutely recommend Jackie to anyone buying or selling a home in the Orlando/Kissimmee area. She truly cares about her clients and delivers an exceptional experience. I wouldn't hesitate to work with her again!”
“Zack from the first time we met in 2024 worked in my best interest and help our family get what we needed and as our family grew we called him again to help us find a house that better fit our needs he and Arnold worked to find exactly what we were looking for they listen and found it . In the first week grateful for them and will let anyone I know to give him a call , If you are looking for a home or rental him and his team are who you need to go with they did a outstanding job”
“My husband and I had a wonderful experience with Cristian. He was very attentive and always answered every single question we had. He was very patient and kept us up to date through out the entire buying process. If you’re looking for a realtor who genuinely enjoys what they do, and has your best interest at heart then I definitely recommend Cristian!”
“Kevin is amazing!!! It our first time purchasing a home and Kevin gave ALL the assurance we needed to ensure the process was going to go smooth. He answered EVERY single question we thought of. Took notes to make sure that we wanted is what we’d get. You have greats in all the sports, than you have the greats in Real-estate, Kevin is most certainly on that list. If you want a 10/10 service make Kevin your realtor.”
“Keith was outstanding! I genuinely appreciated his responsiveness, professionalism, and the care he brought to his work from the very onset. It was a pleasure collaborating with him, and I would wholeheartedly recommend him to anyone looking for someone with his level of skill and dedication. Although I did not get the chance to meet Keith in person, it was clear that he knew his craft, took great pride in what he did, and that really stood out to me. I hope I have the opportunity to collaborate with him on another real estate deal in the future.”
“Had the pleasure of working with Caleb. Great communicator that works relentlessly to get his deals closed. Caleb has grown up in the area and has a deep knowledge of the local Real Estate Market. I highly recommend working with Caleb.”
“Duc is not only my Realtor but also a great friend. He helped us find an amazing investment property in downtown Orlando at an unbeatable price. He answered all our questions upfront and guided us confidently throughout the entire process. We had such a great experience that we’re already working with him to purchase another property!”
“Tiona worked with us as first-time home buyers. She was extremely informative, responsive, and patient as we went through a stressful process in a crazy market! She had plenty of resources for us at every step of the way. She will be honest on things she is not 100% sure of, and will refer you to an expert to make a solid decision. She was available to us at absolutely any time of day and worked with our chaotic night shift hours. She is such a sweet person to work with and I am so thankful she helped us find our first home.”
“David was an unbelievable helpful broker in helping me navigate a Florida housing market i’m unfamiliar with. He knew skilled tradespeople and knew central Florida market well. Plus he’s fluently bilingual which was very helpful. i highly recommend contacting David for your real estate needs”
“I could not ask for a better Realtor. Danny is extremely knowledgeable about the real estate market and gives you honest information on which to base your decision. He actually cares and helps you to make the best decision for yourself. His responsiveness is extraordinary. If you have a question about the property in which you are interested, he will get you the information and pictures if necessary in quick time. He makes the entire process so smooth. He stays with his client from beginning to end and even after closing to ensure you are settling into your new home smoothly and comfortable. I would highly recommended Danny again and would use him again in a heartbeat if necessary.”
“Rich Noto is fantastic! He’s hardworking, dedicated, and extremely knowledgeable. We’re based in New York, and he has helped us tremendously with getting our new home ready in Orlando, Florida. Having someone we trust looking out for us while we’re out of state has made such a difference. He truly cares about his clients and their best interests. We’re grateful for all his help and highly recommend him!”
“Jennifer was the BEST! Hands down!! She is very knowledgeable of the area, weather, and other factors needed in buying or selling a house. She deals with the same issues home buyers or sellers were dealing with since she lives locally. Her input was well appreciated! She is also in immediate communication with you concerning issues that arise. She is very empathetic to your needs and will strive to get you the best deal possible. We are SO glad she was our realtor! You won't be disappointed!”
“Madison was great in helping me purchase my first home while being deployed. She was very knowledgeable about any questions I had throughout the process, she was constantly in contact with the other parties and made sure everything was good to go at all times. I would recommend Madison over any realtor in the state of Florida.”
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.
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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