The best way to find top real estate agents in Woodland Drives, Tallahassee, FL

We analyze thousands of real estate agents in Tallahassee’s Woodland Drives neighborhood and nationwide to find you proven local professionals, for free.

Real estate in Tallahassee’s Woodland Drives neighborhood.

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 October 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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Woodland Drives real estate Market Report.

Information and statistics on the latest trends in the Woodland Drives real estate market. *

Latest Rolling 3-Month Snapshot

Jun 1, 2026 - Aug 31, 2026

Median sale price
$429K
+5.9% from Q2 '26
Median list price
$396K
-4.5% from Q2 '26
Active listings
8
-27% from Q2 '26
Homes sold
3
-40% from Q2 '26
New pendings
4
-20% from Q2 '26
New listings
2
-50% from Q2 '26

Quarterly Pricing Trends for Woodland Drives

Rolling three-month data ending on quarter boundaries when available.

Quarterly Pricing Trends for Woodland Drives Q3 '21 Q3 '22 Q3 '23 Q3 '24 Q3 '25 Q2 '26 Median sale price in Jul 2021 - Sep 2021: $288K Median sale price in Oct 2021 - Dec 2021: $287K Median sale price in Jan 2022 - Mar 2022: $320K Median sale price in Apr 2022 - Jun 2022: $395K Median sale price in Jul 2022 - Sep 2022: $301K Median sale price in Oct 2022 - Dec 2022: $329K Median sale price in Jan 2023 - Mar 2023: $401K Median sale price in Apr 2023 - Jun 2023: $317K Median sale price in Jul 2023 - Sep 2023: $352K Median sale price in Oct 2023 - Dec 2023: $383K Median sale price in Jan 2024 - Mar 2024: $282K Median sale price in Apr 2024 - Jun 2024: $380K Median sale price in Jul 2024 - Sep 2024: $334K Median sale price in Oct 2024 - Dec 2024: $364K Median sale price in Jan 2025 - Mar 2025: $285K Median sale price in Apr 2025 - Jun 2025: $416K Median sale price in Jul 2025 - Sep 2025: $380K Median sale price in Oct 2025 - Dec 2025: $310K Median sale price in Jan 2026 - Mar 2026: $460K Median sale price in Apr 2026 - Jun 2026: $405K Median list price in Jul 2021 - Sep 2021: $320K Median list price in Oct 2021 - Dec 2021: $289K Median list price in Jan 2022 - Mar 2022: $325K Median list price in Apr 2022 - Jun 2022: $349K Median list price in Jul 2022 - Sep 2022: $300K Median list price in Oct 2022 - Dec 2022: $527K Median list price in Jan 2023 - Mar 2023: $248K Median list price in Apr 2023 - Jun 2023: $349K Median list price in Jul 2023 - Sep 2023: $380K Median list price in Oct 2023 - Dec 2023: $349K Median list price in Jan 2024 - Mar 2024: $310K Median list price in Apr 2024 - Jun 2024: $440K Median list price in Jul 2024 - Sep 2024: $325K Median list price in Oct 2024 - Dec 2024: $317K Median list price in Jan 2025 - Mar 2025: $417K Median list price in Apr 2025 - Jun 2025: $463K Median list price in Jul 2025 - Sep 2025: $350K Median list price in Oct 2025 - Dec 2025: $500K Median list price in Apr 2026 - Jun 2026: $415K Jul 2021 - Sep 2021 Median sale price $288K Median list price $320K Oct 2021 - Dec 2021 Median sale price $287K Median list price $289K Jan 2022 - Mar 2022 Median sale price $320K Median list price $325K Apr 2022 - Jun 2022 Median sale price $395K Median list price $349K Jul 2022 - Sep 2022 Median sale price $301K Median list price $300K Oct 2022 - Dec 2022 Median sale price $329K Median list price $527K Jan 2023 - Mar 2023 Median sale price $401K Median list price $248K Apr 2023 - Jun 2023 Median sale price $317K Median list price $349K Jul 2023 - Sep 2023 Median sale price $352K Median list price $380K Oct 2023 - Dec 2023 Median sale price $383K Median list price $349K Jan 2024 - Mar 2024 Median sale price $282K Median list price $310K Apr 2024 - Jun 2024 Median sale price $380K Median list price $440K Jul 2024 - Sep 2024 Median sale price $334K Median list price $325K Oct 2024 - Dec 2024 Median sale price $364K Median list price $317K Jan 2025 - Mar 2025 Median sale price $285K Median list price $417K Apr 2025 - Jun 2025 Median sale price $416K Median list price $463K Jul 2025 - Sep 2025 Median sale price $380K Median list price $350K Oct 2025 - Dec 2025 Median sale price $310K Median list price $500K Jan 2026 - Mar 2026 Median sale price $460K Median list price Unknown Apr 2026 - Jun 2026 Median sale price $405K Median list price $415K
Median sale price
Median list price
* Data provided by Redfin, a national real estate brokerage.
20
Seller’s Market
Seller’s Market
Buyer’s Market
0
25
50
75
100

Market gauge is calculated using active listings and pending sales from the most recently available reporting period (Jun 2026 - Aug 2026).

Homes in Woodland Drives have been changing hands at a noticeably quicker clip in the latest rolling three-month period. The median days on market has dropped to 44, down about one-third from a year ago and sharply lower than just a few months back.

Prices have generally trended upward even as the pace has improved. The typical home value is now around $429,000, up modestly year over year, and the average sale-to-list ratio has risen to nearly 98 percent. Listing activity has cooled, with active listings down by almost half from last year and new listings falling more than 70 percent. Months of supply sits near 4.3, very similar to the broader Tallahassee market but with far fewer homes actually available in Woodland Drives.

This mix of fewer listings, faster sales, and firmer pricing points to a seller’s market where well-priced homes can attract solid offers, yet buyers still have some time to evaluate options. With just three homes sold and four under contract in the most recent period, every transaction carries extra weight for local values. Buyers who want to compete effectively and sellers who aim to price and time their sale well can both benefit from having an experienced local real estate agent, and Agent Pronto can help connect them with the right one.



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.

Find your Woodland Drives real estate agent today →


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See why so many people rely on Agent Pronto to make their real estate journey a success.

“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!”

Tony & Jenny Sweeney · Cape Coral, FL

Photo of Bonson Team
Century 21 Selling Paradise
“Extremely helpful. Made the process quick and easy”

Jeffrey Swanson · Tallahassee, FL

Photo of The Jacobs Chavez Team
Coldwell Banker Hartung
“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”

Jim Dadio · Hallandale Beach, FL

Photo of Rowand Group
Canvas Real Estate
“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.”

Ricardo Cristobal · Parrish, FL

Photo of Dennisse Nieves
CENTURY 21 Affiliated
“I had a wonderful experience working with Abbey on my condo rental in Boynton Beach. She was professional from start to finish and kept me informed every step of the way, so I never had to wonder where things stood. She was genuinely helpful and someone I felt I could trust completely. I'd highly recommend Abbey to anyone looking for a real estate agent in the area!”

Christine · Boynton Beach, FL

Photo of Abbey Adair
Century 21 Realty Professionals
“I do not have sufficient words to express my gratitude to you as my realtor. Allow me to say now “ THANK YOU SO MUCH “ for everything Your patience Your kindness Your thorough service and guidance we appreciate you and will always recommend you to our family for buying or selling. You got a friends and client in us. Beyond grateful we have met you. You are the sweetest and kindest 🙌🏿.”

Sherlande · Lake Worth, FL

Photo of Diane Teran
Lpt Realty
“Dania and her team were exceptionally professional. They did a tremendous amount of research on comps prior to listing. They have a great number of contacts with buyers in our price range, which was high. They were very careful in staging the home and were always present at showings. Her team created great presentation materials for advertising the home. She is a great communicator and an even better negotiator/strategist. If you want to sell a home, particularly in the higher price range, she is the absolute best.”

Jonathan Wolf · Redington Shores, FL

Photo of Dania Perry
Century 21 Jim White and Associates
“We've engaged with Susan on three property transactions in the last five years (buying and selling) and she is exactly what you would expect from a Real Estate agent. A consummate professional dedicated to her craft. Knowledgable, friendly, efficient, timely and always makes us feel comfortable along every step of the process. She always strives for the best outcome whether we're buying or selling. Highly recommend!”

Louis and Rebecca · New Smyrna Beach, FL

Photo of Susan Summers
Century 21 Sundance Realty
“Tammy and the team at Century 21 were amazing to work. Tammy made our home purchase easy from the showings to the closing. Her knowledge of the market and relationships with other agents and service providers proved beneficial. We would highly recommend Tammy!”

Mark · Fernandina Beach, FL

Photo of Tammy Tingle
Century 21 Miller Elite
“Stephanie was with us for the sale of our home and the purchase of our new home. She was with us all the way responding promptly to our concerns, as well as, the buyers realtor. We had a few hiccups with the sale of our home but Stephanie's knowledge and understanding helped us overcome all of the issues we faced. Our home sold quickly and we couldn't have asked for a better outcome. Her communication and negotiation skills regarding the purchase of our new home was excellent. We were able to view homes quickly and find our new home in the area. I would recommend Stephanie, as her goal is to produce results and provide honest feedback every step of the way.”

Allison J Bryan Meyers · Pensacola, FL

Photo of Stephanie Bartek
Century 21 AmeriSouth Realty
“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.”

Jason Villarreal · Sarasota, FL

Photo of Michelle Olds
LPT Realty
“Mandie did an awesome job, it made buying my first home a lot easier”

Joseph Cook · Youngstown, FL

Photo of Mandie Kadel
Century 21 Commander Realty
“Patricia's supper professional and knowledgeable and easy to talk”

Anthony Costagliola · Pompano Beach, FL

Photo of Patti Davila
Century 21 Hansen Realty
“Larry was an absolute gem during our home buying process. He actively sought out properties that met our needs/desires and brought them to the table ASAP. We placed multiple offers on properties and Larry guided us with his expertise of the market and leveraged practical comparisons to make the correct offers. In the end, we found our new home in under 3 weeks of working with Larry, and we couldn't be happier. We would gladly use Larry again on a future buy, and highly recommend him to others.”

Matthew MacPherson · Palmetto, FL

Photo of Larry Lanni
eXp Realty
“I enjoyed working with Allison on every level. She did a great job marketing the property and I trusted her judgement.”

Martin Cole · Parkland, FL

Photo of Allison Kaufman
Century 21 Stein Posner
“Best quality from Narallia was her resopnsiveness & communication with me. She slway responded quiclky And kept me informed I really appreciated that”

Larry Fuchs · Dania Beach, FL

Photo of Natallia Ivanova
Compass Florida LLC
“​I cannot say enough wonderful things about Deb. She seamlessly handled both the sale of my home and the purchase of my new one. Her dedication is unmatched—she answered every late-night text and early-morning call without hesitation. She truly goes above and beyond for her clients and feels like family by the end of the process. Thank you, Deb!”

Nancy Harris · Spring Hill, FL

Photo of Debra & Jacob Myers
CanZell Realty
“Brian did a great job on helping us to find the right condo. We started our search without not really knowing what we were looking for. Brian helped us figure it out. I looked at a lot of properties, until we narrowed it down to 4 And we found what we were looking for. Thanks Brian!”

Rey P. · South Pasadena, FL

Photo of Brian Hollenbeck
Coldwell Banker Realty
“Valentina provided realistic expectations during the sales process given current market conditions. She is very knowledgeable of the area and trends occurring in our Tampa community. I especially appreciated her quick responses to any questions and concerns we had.”

Overby · Tampa, FL

Photo of Valentina Moreno
Century 21 Circle
“I cannot recommend Evelyn highly enough! She helped me navigate a very challenging transaction in which the seller and selling agent were often unprepared. She remained proactive, organized, and focused on finding solutions at every step. Even when unexpected issues arose, she stayed ahead of them, kept me informed, and made sure nothing jeopardized our closing date. She consistently prioritized my needs, advocated for my best interests, and went far beyond what was expected to ensure we closed on time. She was always responsive, patient with my questions, and willing to do whatever was necessary to move the process forward. Her professionalism, dedication, attention to detail, and genuine commitment to her clients are truly exceptional. I am incredibly grateful for everything she did to help me purchase my home and would confidently recommend her to anyone looking for a realtor who will truly go above and beyond!”

Chad Dunlap · Altamonte Springs, FL

Photo of Evelyn Hartnett
Southern Realty Enterprises Inc.

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.


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