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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 June 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. *

Quarterly Pricing Trends for Woodland Drives

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

Quarterly Pricing Trends for Woodland Drives Q2 '21 Q2 '22 Q2 '23 Q2 '24 Q2 '25 Q1 '26 Median sale price in Apr 2021 - Jun 2021: $230K 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 list price in Apr 2021 - Jun 2021: $265K 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: $485K Apr 2021 - Jun 2021 Median sale price $230K Median list price $265K 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 $485K Jan 2026 - Mar 2026 Median sale price $460K Median list price Unknown
Median sale price
Median list price
* Data provided by Redfin, a national real estate brokerage.
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Buyer’s Market
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Market gauge is calculated using active listings and pending sales from the most recently available reporting period (Mar 2026 - May 2026).

Homes in Woodland Drives are taking much longer to sell in this rolling three-month view, with the median days on market at 154. This sharp increase compared to a year ago contrasts with Tallahassee overall, where homes are moving faster and the market shows a more moderate 4 months of supply.

Prices have shifted downward even as sales activity fluctuates. The typical home value is down about 12% year over year, and the median list price has fallen nearly 22% over the same period. At the same time, months of supply has dropped by roughly half from last year to just 2.6 months, reinforcing a seller’s market.

Sales and listing activity remain limited, with only 5 homes sold and 2 new listings over the latest period. Even with softer pricing, almost 40% of recent sales closed above list price and the average sale-to-list ratio is just under 97%, showing buyers still pay close to asking for well-positioned homes. Compared with the broader Tallahassee market, Woodland Drives combines slower selling times with tighter inventory and somewhat higher prices. In this type of nuanced market, both buyers and sellers can benefit from Agent Pronto’s help in finding an experienced local agent who understands these trends.



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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“Working with Tony was an absolute pleasure. As a first time seller, I was completely overwhelmed, stressed and anxious. Tony's extensive knowledge of my neighborhood really put my mind at ease. He was always calm and patient with my ridiculous questions. His Dedication, Professionalism and quick response to my phone calls, texts and emails were amazing. Getting from listing day to closing day in exactly 45 days proves his market expertise and pricing it perfect to the market. It was an incredible, smooth and efficient transaction with no major hiccups. I will highly recommend Tony if you want an agent who delivers fast results. Muchos Gracias Tony !!!”

Grace Cruz · Kissimmee, FL

Photo of The Fuentes Team
eXp Realty
“Travis Crow was very valuable in selling our parent's home. He listed and provided marketing for just the right couple to buy and enjoy our family home. He was pleasant and very knowledgable about all our concerns. Inspections and closing went well due to his diligence and understading of real estate. We highly recommend Travis for the sale of your home and property!”

Barbara Thompson · Milton, FL

Photo of Travis Crow
Century 21 AmeriSouth Realty
“Tammy did an outstanding job selling our home and provided exellent guidance throughout the process. Any and all of our questions were answered promptly. I would recommend Tammy to anyone selling or buying a home on or off Amelia Island!”

Peter Smadu · Fernandina Beach, FL

Photo of Tammy Tingle
Century 21 Miller Elite
“Michelle Olds is a high octane, efficient and caring agent! I would strongly recommend her for your real estate dealings.”

Mladen Vladic · Pinellas Park, FL

Photo of Michelle Olds
LPT Realty
“Danny is great real estate agent you can trust and rely on”

Shiv Chudasama · Eustis, FL

Photo of Danny Dhannu
Elite Investors Reatly Luxury Real Estate
“She listened and understood what was needed/wanted. She was aggressive with offers and getting compensations. Would use her again.”

Aishah Bartolome · Kissimmee, FL

Photo of Cassandra Kelly
Century 21 Wolfs Crossing Realty
“Stephanie was absolutely amazing throughout the entire home-selling process. She worked incredibly quick, and within just a few days of listing my home, I had multiple offers. We listed on Thursday evening, and I accepted an offer that Sunday. As a first-time home seller, I had a lot of questions, and she was always quick to respond with honest, knowledgeable answers. She kept me informed every step of the way and made sure I understood the process from start to finish. One thing I appreciated was that I lived more than an hour away from the property and Stephanie made everything seamless by handling details on-site, coordinating with contractors and buyers when needed, and keeping things moving without requiring me to make constant trips. Whenever an issue came up, she addressed it immediately and kept me updated. Her professionalism, communication, and dedication made what could have been a stressful experience feel easy. I highly recommend her to anyone buying or selling a house.”

Laura · Cantonment, FL

Photo of Stephanie Bartek
Century 21 AmeriSouth Realty
“Abbey has been a blessing to work with from the onset of our search for a new home right up through the closing process. Her professionalism, support and transparency have been nothing short of excellent. She has been 100% committed to helping us through what has been an emotional transition and has gone above and beyond anything we might have expected. We now have family members who have decided to relocate to Florida. We have recommended wholeheartedly that they work with Abbey and have shared her contact information with them.”

Cathi and Willie Castillo · Greenacres, FL

Photo of Abbey Adair
Century 21 Realty Professionals
“Matt and his wife were very helpful throughout the sales process. They went above and beyond to facilitate the sale and showings of our home. Communication was excellent throughout.”

Shawn Burke · Cape Coral, FL

Photo of Bonson Team
Century 21 Selling Paradise
“Mary and Alex are a wonderful team. They were very professional. Their communication was on top of everything. Mary has a calming voice so when things got stressful she was very calming to talk to. They both got my house an offer, in contract and sold in 4 months! I highly recommend them.”

Patricia Harris · Port St Lucie, FL

Photo of Mary  Castro
eXp Realty ~ The Five Star Group
“Laurine was a delight to work with again! This is the second house she has helped me purchase. Laurine knows what questions to ask sellers and gets all the information needed to make a quality house purchase. I would highly recommend her for any purchase in Florida!”

Tim · Boca Raton, FL

Photo of Laurine Gauthier
Century 21 Beggins Enterprises
“David Dorman has sold my husband all of his previous homes and sold them as he moved and upgraded as well. Even so I wanted David to map out his strategy for selling my rental property home. He valued it correctly, promoted it quickly, got significant views and offers and held on until he negotiated the right deal. He knew how to not spend time off market with buyers who wouldn't complete the deal and steered me in the right directions. The home sold much faster than expected for what I was hoping to get. David gives each client the same world class service whether you Home range is $200K or Millions. Thank you David and Century 21 for making this process stress free.”

Moe Merkel · Orlando, FL

Photo of David Dorman
Century 21 Carioti
“Working with Lila was the absolute best part of this experience. From our very first conversation, she was completely focused on my goals, incredibly responsive, and made me feel like her top priority. I am so grateful for her guidance and support.”

Chomphunut Kittijaruphakdee · Middleburg, FL

Photo of Lila Keim
Century 21 Miller Elite
“Diane Teran is a very knowledgeable and experienced agent with excellent professional skills. She pays attention to the client needs and details. Diane is always willing to help and answering client's questions even beyond her working schedule. She has pleasant manners in communication with her clients and makes clients feel comfortable. Diane has personal approach with every client which helps to accommodate people's needs. I enjoyed working with Diane and would recommend her to anyone.”

Olga Sharonova · Poinciana, FL

Photo of Diane Teran
Lpt Realty
“Phililp Pisano,III answered all of my questions and provided any type of information or services I needed. He was very helpful and honest.”

Nancy Meskimen · Sarasota, FL

Photo of Sarasota Gulf Coast Living
Michael Saunders & Company
“Susan Summers was an excellent realtor to work with by myself. Can be very difficult to get along with but Susan made everything work. I would recommend her again to anyone and I will be using her on my next purchase of a home. She's the best. She understands what the client needs. She's just not a realtor. She's a friend.”

John Craveiro · Port Orange, FL

Photo of Susan Summers
Century 21 Sundance Realty
“Huge thank you to Eddie Petasne for helping us find and buy our new apartment! Eddie not only helped us choose the perfect place, but also guided us through all the paperwork, legal details, and every step of the process. Professional, knowledgeable, and always ready to help — we truly appreciate all your hard work and support. Highly recommended!”

Yakov Zherebetskiy · Hollywood, FL

Photo of Eddie Petasne
Century 21 King Realty
“Chasity Hill understood that my house was built in 1945, my parents home since 1973, therefore sentimental and a challenge to find the right buyer. Chasity kept frequent communication with me since I live out of state. Her compassion and understanding was amazing. She did an excellent job and I highly recommend her.”

Susie Brantley · Carrabelle, FL

Photo of Chasity Hill
Century 21 Collins Realty
“Brian is the most wonderful realtor. He was very helpful and made buying a house a much easier experience than we thought it would be.We would recommend him to everyone. He is also very knowledgeable and extremely professional”

Glenn and Tracy Viola · Weeki Wachee, FL

Photo of Brian Baker
Five Star Realty
“Carolina was great! We were in a hard situation with the sellers but she fought for us every step of the way. She cared about us and took our calls and texts everyday, we truly could not have asked for a better agent. We will forever be grateful for her helping us buy our first home and will reccomend anyone to her moving from out of state to Florida like us!”

Matthew King Sarah King · Riverview, FL

Photo of Carolina Aguiar
Century 21 Circle

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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