We analyze thousands of real estate agents in Tallahassee’s Woodland Drives neighborhood 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 October 2026.*
80 recent sales
$75K-$1.05M price range
$320K 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.
Sell faster. Buy smarter. Get matched with proven agents who know your market—all for free.
Information and statistics on the latest trends in the Woodland Drives 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).
Homes in Woodland Drives are changing hands at a noticeably different pace than a year ago. In this rolling three-month view through September 2026, the median time to go under contract has dropped to 44 days, about 25 percent faster than last year, and nearly half of listings are off the market within two weeks.
Prices have been moving higher even as activity slows. The typical home value is up a little over 9 percent year over year, while the median list price has climbed more than 25 percent. Fewer sellers are entering the market, with new listings down roughly 63 percent compared with a year ago.
Supply has tightened as well, with active listings down about 58 percent year over year and months of supply at 3.2, below Tallahassee’s 4.7 months and consistent with a seller’s market. Homes are generally trading close to asking price, with an average sale-to-list ratio just above 97 percent, but none of the recent sales closed above list. With only three homes sold in the latest period and pending sales down nearly 50 percent from last year, both buyers and sellers can benefit from Agent Pronto’s help finding an agent who understands these shifting dynamics.
Woodland Drives offers residents a welcoming, family-friendly community with tree-lined streets, convenient access to parks and schools, and a strong sense of neighborhood connection.
Woodland Drives in Tallahassee offers a quiet, tree-lined setting where daily life feels relaxed yet connected. Morning walks often follow the curving streets toward nearby Cascades Park, while quick errands and coffee runs are easy with downtown just a few minutes away. Many homes are mid‑century with spacious yards, giving the area a classic residential feel that appeals to long‑time locals and new arrivals alike.
Residents appreciate how simple it is to move around the city from Woodland Drives. The neighborhood sits close to Myers Park and Governor’s Park, offering tennis courts, playgrounds, and shaded picnic spots. Cultural and civic destinations, including the LeRoy Collins Leon County Public Library, are an easy drive, and access to the Tallahassee core keeps dining, arts, and government offices within easy reach.
Families often look to nearby schools in Leon County, as well as recreation programs through Tallahassee Parks, Recreation & Neighborhood Affairs, when weighing a move to Woodland Drives. Proximity to the Florida State Capitol and the campuses of Florida A&M University and Florida State University adds to the area’s appeal for professionals and students.
Whether you are preparing to list your home or hoping to move into Woodland Drives, a knowledgeable local real estate agent can help you navigate pricing, inventory, and timing. Agent Pronto connects both buyers and sellers with the right Woodland Drives expert so you can move forward with confidence.
See why so many people rely on Agent Pronto to make their real estate journey a success.
“Millie is the experienced pro you need to sell your home. She knows the market and you can trust her advice. Her attention to detail makes you feel confident and assured your home will sell when you need it. She follows a process in every step along the way to be successful for her client.”
“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”
“I contacted Tammy when I got a Zillow alert on a rare ocean-facing lot she had just listed. She immediately responded despite the late hour, and within 2 hours was under contract as my Buyer's Broker and had a contract on the property which was accepted the next morning. This allowed me to beat out other offers on this high demand property so we can build our dream home. Definitely recommend Tammy and her team--they are extremely knowledgable and their service is unmatched!”
“Abbey was excellent to work with. This was a very hard sale as the new buyers were brutal. She did everything possible to make the deal happen. She is very professional and went above and beyond what other agents would have done. We have nothing but high praise for her. We would recommend Abbey to anyone who needs a realtor that really works for her client. We love her and could not be happier with the outcome.”
“Stephanie Bartek was everything we could have asked for in a realtor and more. She stepped in after our agent, Travis, tragically passed away and never missed a beat. During such a difficult time, she handled the transition with compassion and professionalism and kept everything moving smoothly. She was excellent with negotiations, offered thoughtful ideas, and helped us navigate the entire sale from out of state. She truly provides full service. When we had belongings left behind after our move, Stephanie and her husband loaded them into moving pods at no cost to us. That kindness and willingness to go above and beyond meant so much to our family. Stephanie took care of both the sale and the people behind it. We are so grateful for everything she did and wholeheartedly recommend her!”
“Susan has been been absolutely fantastic throughout all of our real estate transactions over the past few years. She's on top of every step, every party, for every transaction. She's responsive, timely, and demonstrates that she cares about what's important to us. She's earned the trust of our immediate and extended family, and we highly recommend for your buying and selling needs!”
“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!”
“Muy profesional, a cualquier hora que se llamara siempre fui atendido con cualquier duda, en cada paso que debía dar siempre estuvo ella guiando y velando que todo saliera correctamente”
“I would not even consider working with anyone else other than Dania Perry.”
“Evelyn was the best. She was attentive to our needs and got to know us better before speaking with potential buyers. She was thorough in everything that we asked her to do, including working with vendors on repair projects after the inspection was done. We liked her recommendations on the appearance of our condo before it went on the market. We would definitely recommend her to others that are selling a condo in our neighborhood.”
“Diane was the realtor I needed as a first-time home buyer. She took the time to understand what I could actually afford and found a place that fit my price range, without pushing me toward something outside it. Every step of the way she was patient with my questions, kind when I was unsure, and genuinely supportive. She never made the process feel rushed or overwhelming, and she stayed steady when I needed guidance. I cannot say enough good things about her. If you are buying for the first time or even if you're buying for the 10th time and want someone who will look out for you from start to finish, Diane is the one to call.”
“Lila was absolutely wonderful to work with throughout my entire home-buying experience. From the beginning, she was professional, patient, knowledgeable, and always willing to answer any questions I had. She kept me informed throughout the process and made sure I understood what was happening at each step. Buying a home can be stressful and overwhelming, but Lila made the experience much easier and gave me confidence throughout the process. She was always responsive and went above and beyond to make sure everything went smoothly. I truly appreciate all of her hard work and dedication. I would definitely recommend Lila to my family, friends, and anyone looking for a reliable and trustworthy real estate agent.Best realtor in the world.”
“It's great to have Tony on your side, he is Knowledgeable, always thinking ahead. He will guide you in detail. You will have a stress-free experience. Tony, Keep up the great service, Thank You.”
“We worked with Matt and Candie on real estate transactions in Cape Coral, FL, Ft. Myers, FL and Madison, WI. With all 4 transactions, their knowledge of the market and neighborhoods was excellent. They have great negotiation skills when it came to purchasing and selling our homes. They were also very helpful in all the aspects of selling and buying a new home. Whether you needed help finding a service provider to get something repaired, coordinating with getting utilities switched over, or getting your modem out of the home before closing, Matt & Candie were always there. They are really great partners to have when selling or buying your home!”
“Extremely helpful. Made the process quick and easy”
“Chip did a great job maneuvering through a difficult sale. He always kept in informed and responded immediately when ever I emailed or text him. He was a pleasure to work with”
“Would absolutely recommend Dennisse. She is the best. Principle-centered, highly competent, empathetic, tenacious, candid...all the qualities of a technically competent and caring professional. Most profound thanks for the great service. One can tell this is far more than a job to Dennisse, it is her ministry.”
“First time home buyer here. From day one Michelle ensured I was taken care of. She took the time to walk me through all the processes and gave valuable input that helped me find my beautiful new home! Grateful for the time and energy she and her team put in to make the process easy and smooth. 10/10! I will be recommended all my my friends and family looking to purchase property out this way to work with Michelle.”
“Mandie did an awesome job, it made buying my first home a lot easier”
“Patricia's supper professional and knowledgeable and easy to talk”
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 Woodland Drives. 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.
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 Woodland Drives Realtor® or real estate agent today.
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