“Once again Paula came through for us. She was always available for us whenever we needed her. Second home purchase for us with Paula, and once again she was on top of everything.”
Century 21 Affiliated
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Agent Pronto analyzes transaction data, agent specialties, and client reviews to handpick the best agents in your area. Updated for October 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.
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“David is a great Broker/Agent. Always a pleasure to work with.”
Century 21 Carioti
“6:57 1 (24, .. . ★ Local Guide 3 days ago Whether you're selling a house or buying a house, it can be very stressful so having the right person on your side is very important and we are forever grateful for having Cassandra on our side and her closing team. They went above and beyond and always had our best interest first. Cassandra worked even while she was admitted at the hospital. She was amazing and was always attentive to how I was feeling even when she was not feeling well made sure we were always treated fairly And that things got done on time .we were well informed on all details at all times and felt confident that Cassandra was there to help us in any doubts or questions or concerns we had and helped resolve them we highly recommend her”
Century 21 Wolfs Crossing Realty
“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!”
CENTURY 21 Professional Group, Inc.
“Thank you so much for all your help with this move. I really appreciate it. You were so attentive and listen to all my needs.”
Coastal Real Estate Professionals LLC
“It was a very great experience with Debra Meyers representing my property. She was always available to discuss property & offers presented on the property, would gladly look forward to working with her on a future purchase.”
CanZell Realty
“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!”
Worth Clark Realty
“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.”
Keller Williams Realty At The Lakes
“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”
Century 21 Professional Group
“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!”
Optima One Realty
“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.”
Century 21 Professional Group Inc
“Zac Hernandez was brilliant in the entier process and I cannot thank him enough. You are lucky to have him on the Keller Williams team. He guided me through every step of the way and was not only professional, but very kind and patient with me. Thank you, Zac!”
Keller Williams Advantage 2 Realty
“Christine was awesome to work with. She kept me totally up to date with the process. She was kind and pleasant adding a personal touch. I would totally recommend Christine to any one buying a home.”
Real Broker LLC
“Chandra Mosley is AMAZING! She was so patient with me from the idea of me purchasing a home 2 years ago to helping make it a reality now. I appreciate her understanding, attentiveness, and knowledge. She made sure I understood every step of the process, understood my style, jumped in to provide me with additional resources during and after closing, and continue to support now that I am in my home in any way she can. I said YES to the best realtor/broker and the best buying experience tailored to fit my needs!! I will definitely work with her again when purchasing my next property!!”
Oliver Mosley Realty
“Yandy Estrada was an excellent choice for us to help us buy our house, he helped and guided us every step of the way. Their trust and professionalism made every step of this adventure very easy. Definitely in our next investment I would choose Yandy Estrada and Rosa Leon again.”
Century 21 Century21 Rosa Leon
“Fabio was very professional, open, transparent, and reliable throughout the entire process. He really cared about us, understood our entire needs... Best realtor I've ever met.”
RE/MAX Premium Properties
“I was looking for an agent to buy a new property, the first name that came to mind was Karuna. I had worked with her 5 years ago, buying and selling my first house and was very satisfied with her services. I love her professionalism, patience, flexibility and ability to always be on top of everything. If you looking for a great home purchase experience, Karuna is your go to agent.”
PRIMROSE REALTY
“Chaz and Chi Chi Tyler were very helpful and understood very well what we needed for our new home. They were able to find a great house for us in a matter of days. I would highly recommend them.”
Keller Williams Advantage Realty
“Extremely helpful and attentive to our issues and needs. Went above and beyond to be sure we had a stress-free experience! ”
Florida Realty Marketplace
“Danny is by the far the best, he is very patient, knowledgeable, honest, and he truly takes care of the client no matter what. Thank you Danny so Much for what you do, and I will always conduct business in the future with you.”
Elite Investors Reatly Luxury Real Estate
Oakland real estate Market Report.
Information and statistics on the latest trends in the Oakland real estate market, updated for October 2025. *
The typical home value in Oakland is projected to be $665,000 for the month of October. September’s finalized data reported the typical value of a home in the city to be $645,000—up 13.16% over the previous 12 months. For comparison, county-level data pegged home values at $435,000 in Orange County for the most recent reporting period. That number is expected to float around $441,380 in October.
Oakland had 4 new listings and 11 listings that went under contract in September, decreasing the area’s total available inventory to 26—down 33.33% from the previous month. Inventory is projected to have further decreased in October.
Of those 26 active listings, 46.15% reduced their price in the month of September. The median listing price for homes in Oakland grew 8.34% from August to September, bringing the current median listing price to $682,500. Based on projected data for October, listing prices may continue to grow.
The number of days that homes have been on the market prior to going under contract has been fairly steady year-over-year. In September 2025, the median time for a listed property to go pending was 42 days, compared to 43 days in September 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 October.
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Seller’s Market
Seller’s Market
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.
Learn more about what Oakland has to offer.
Oakland offers residents a welcoming, small-town atmosphere with plentiful green spaces and a convenient mix of local charm and easy access to nearby jobs, schools, and recreation.
Oakland offers lake views, shady streets, and an easy pace without sacrificing convenience. Along the southern edge of Lake Apopka, residents make the most of the outdoors on the West Orange Trail, a paved greenway perfect for morning rides and evening strolls, with access points just minutes away. Wildlife watching and quiet boardwalk walks are part of daily life at the Oakland Nature Preserve, a 128-acre sanctuary with a shoreline pier and hands-on environmental programs that connect all ages to the area’s ecology.
Families value education here, with the acclaimed Oakland Avenue Charter School serving elementary students and broader options available through Orange County. Community events, concerts, and exhibits at the Arts & Heritage Center add a cultural heartbeat, while Speer Park and local playgrounds keep weekends full. Everyday errands are simple, and dinner plans can range from food halls and breweries along Plant Street in nearby Winter Garden to lakeside dining spots a short drive away.
Commuters appreciate the straightforward access to Orlando, and recreation seekers find even more trailheads, golf, and freshwater fun toward Clermont. Housing spans classic bungalows and newer neighborhoods, with front porches and friendly sidewalks inviting conversation. Whether you’re upsizing, downsizing, or relocating for work or schools, Agent Pronto can connect you with a top local agent to help you buy or sell with confidence.
West Orange Trail • Oakland Nature Preserve • Oakland Avenue Charter School
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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