“It was great working with Carolina. Very knowledgeable and professional! I would highly recommend her!”
Century 21 Circle
- Agent Pronto
- Florida
- Tallahassee
- Woodland Drives
The best way to find top real estate agents in Woodland Drives, Tallahassee, FL
Skip the search. We analyze thousands of real estate agents in Tallahassee’s Woodland Drives neighborhood and nationwide to find you proven local pros, for free.
Compare top Woodland Drives 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. *
Bill Enright
Coldwell Banker Hartung, LLC
73 recent sales
$26K-$1.05M price range
$330K 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.
The easiest way to find a top agent you can trust.
Sell faster. Buy smarter. Get matched with proven agents who know your market—all for free.
- Tell us what you need.
- Answer a few quick questions about your real estate goals.
- Get matched.
- We’ll find your top local agents based on performance, expertise, and customer reviews.
- Connect and compare.
- Review your personalized recommendations and choose who’s right for you.
- Move forward with confidence.
- Whether you’re buying, selling, or both, you’ll have a proven expert on your side.
Woodland Drives real estate Market Report.
Information and statistics on the latest trends in the Woodland Drives real estate market, updated for March 2026. *
Homes in Woodland Drives have been taking their time to sell, with a median of 99 days on the market in February 2026, unchanged from the prior month but up about 17 percent from last year. This slower pace reflects a more deliberate environment where buyers have room to compare options and negotiate.
Pricing has been adjusting alongside that pace. The typical home value reached about $352,000, roughly 23.73 percent higher than a year ago and notably above the Tallahassee city typical value of $306,000. At the same time, the median list price pulled back to around $269,000, dropping about 45.1 percent month over month and projected to ease further to about $158,500.
Supply conditions also point toward favorable conditions for buyers. Inventory measured 8 homes in February, up about 33.33 percent from last year but down 11.11 percent from the prior month, with only 1 new listing and 1 pending sale as activity slowed. Sellers have been accepting a bit less than asking, with sale-to-list ratios averaging about 96 percent and no homes selling above list. This all adds up to a buyer’s market reading near 80 on the local gauge, and both buyers and sellers can benefit from using Agent Pronto to connect with an agent who understands these dynamics.
80
Buyer’s Market
Seller’s Market
Buyer’s Market
0
10
20
30
40
50
60
70
80
90
100
0
25
50
75
100
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 Woodland Drives has to offer.
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.
Trusted by over 500,000 buyers and sellers.
See why so many people rely on Agent Pronto to make their real estate journey a success.
“I had an excellent experience working with Elizabeth and her husband throughout the home-buying process. From start to finish, they were incredibly supportive, professional, and attentive to every detail. They truly cared about helping me find the right home and made the entire process smooth and stress-free. They were always available to answer my questions, guided me through every step, and went above and beyond to make sure everything was handled properly. I really appreciated their honesty, patience, and dedication. I highly recommend Elizabeth Colón to anyone looking to buy a home. You’ll be in great hands!”
eXp Realty
“Casey was an amazing agent. The first home we put an offer in had many red flags that we later found out. In trusting Casey and with going through the process with him we felt very secure knowing that we may need to back off and seek other options for houses in the area. In our (now newly first home) that we found with Casey during our second search, we trusted in his knowledge and insight which we greatly appreciate. Since it is our first home we purchased we felt that Casey guided us through the process in a very smooth manner which we greatly appreciate. We highly recommend Casey to anyone who is looking for a home (either first or second, etc) and wants a trustworthy agent.”
Century 21 Lighthouse Realty
“I have worked with dozens of realtors, Tammy is right up there being the best. She answered my questions immediately and advocated for improvements to the property I purchased. Her knowledge of the area and services is a great help since I am from away. Tammy has a great personality and is easy to work with. I wouldn't think twice about working with her again. She is wonderful.”
Century 21 Miller Elite
“Cat was a true professional. She was available to answer any inquiry anytime, if she didn't have an answer she was sure to get one that was timely and accurate. She was a pleasure to work with, no gimmicky sales tactics , no pressure - just facts , options , information to help us make a decision.”
The Real Brokerage Real Broker LLC
“I would like to thank Century 21 and Mrs. Valentina Moreno For her services she was very instrumental in helping my wife and me with our first Home. She was very informative with the process Very eager and motivated So we are very happy with our new home in the Connerton community of Land O Lakes Florida. Sincerely, Mr. & Mrs Diaz”
Century 21 Circle
“Susan listed the property on the third and closed it on the second of the very next month. Exactly one month and the buyer had to get financing. Amazing. She never lets me down. Such an asset to Century 21.”
Century 21 Sundance Realty
“This is the 5th time I have used Victor Cruz's services. He is professional, reliable, dedicated and shows genuine care and support. He is very knowledgeable and knows the market, and responsive to your needs to make you feel valued. He kept us informed and handled all issues during negotiations and closing. I highly recommend Victor Cruz to anyone who is looking for a reliable and trustworthy realtor to purchase or sell a home.”
Miami Home Brokers Realty
“Regla came highly recommended and she did not disappoint!”
Century 21 Stein Posner
“Dania Perry negotiated a fantastic price on our home purchase. We really appreciated her efforts. We would not hesitate to work with her again.”
Century 21 Jim White and Associates
“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.”
Century 21 Carioti
“I would recommend Kimberly to anyone trying to sell a high-priced home. She is knowledgeable about the market and was able to sell our house in 2 weeks, even though it had previously sat on the market for 9 months pre-COVID. Her customer service is excellent, and she is helpful with questions and contacts throughout the selling process.”
Orlando Regional Realty, Inc.
“Chris was a breath of fresh air. He was attentive, knowledgeable and overall he communicated effectively keeping me abreast of all feedback received while comparing current market trends each week. I would highly recommend him. He sold our home within 30 days which was an added bonus. Would I use him again? ABSOLUTELY. Thanks Chris”
Century 21 Beggins Enterprises
“Gabriel was a pleasure to deal with. Extremely polite and professional. He answered all of our questions and concerns. Made buying our new home a breeze.”
eXp Realty
“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.”
Century 21 Wolfs Crossing Realty
“Thank you for selling my house! It was a pleasure having you as my realtor!”
CENTURY 21 Alton Clark
“Lila is a gem. When mu husband and I bought the 55530 house originally (for sale by owner), she represented us. Discovering her by a random search on the internet, we found a treasure. She has an authenticity and kindness that brought us back to her when we decided to sell that same house 5 years later. During those 5 years, she continued to check in with us via texts, cards, and an occasional visit...which we always welcomed. She became a friendly face that we trusted in a business that sometimes makes the word "trust" suspicious. We knew she had our backs, and she did. Today, we call Lila both an excellent, seasoned real estate agent and a Friend. If you are looking to buy or to sell a house, we highly recommend Lila Keim.”
Century 21 Miller Elite
“James was the absolute best agent to work with! I would recommend him to everyone as his knowledge and professionalism is unmatched. James treated us with kindness and dignity and went above and beyond to make sure we were happy. The communication with James was beyond impressive and he always made sure we were his number 1 priority. Thank you James for all you did to make buying our new home so much fun!”
Century 21 Sunbelt Realty
“Realtor for us was Jen Tobey. She came to initial meeting prepared and educated. She is professional & and market knowledgeable. We signed up with her. She showed the home several times and gave us good feedback. When the house was sold the process went smoothly, even though it was a probate sale. All of my phone calls, emails and text messages were immediately answered. What a pleasure working with her after dealing with courts, judges, banks, lawyers, financial advisors, retailers, inspectors and roofers to name a few. We also had a wonderful title company handle the closing.”
RE/MAX Champions
“I was blown away by how quickly everything happened. Loodmy listed my home, and within just a few days, we had multiple offers. He’s professional, easy to talk to, and knows how to market a property the right way. I felt confident from start to finish.”
Keller Williams KW Reserve Palm Beach
Frequently Asked Questions
-
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.
Looking for an agent in a different Tallahassee neighborhood?
We’ll match you with top-rated real estate agents in just about any city—wherever your next move takes you.