“We used them both to buy our home and later to sell it. In every instance, the process was seamless and stress-free. They do an amazing job and are extremely helpful. I highly recommend them!”
Coldwell Banker Hartung
- Agent Pronto
- Florida
- Tallahassee
- Winewood
The best way to find top real estate agents in Winewood, Tallahassee, FL
We analyze thousands of real estate agents in Tallahassee’s Winewood neighborhood and nationwide to find you proven local professionals, for free.
- Client Testimonials and Reviews
- Local Market Reports
- Tailored Agent Recommendations
- Free Home Value Estimates
- Agent Sales Histories
- 100% Free, No Obligation
Compare top Winewood real estate agents.
Agent Pronto analyzes transaction data, agent specialties, and client reviews to handpick the best agents in your area. Updated for November 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.
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 you 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.
Winewood real estate Market Report.
Information and statistics on the latest trends in the Winewood real estate market. *
Latest Rolling 3-Month Snapshot
Jul 1, 2026 - Sep 30, 2026
Median sale price
$149K
-64%
from Q2 '26
Median list price
$186K
-41%
from Q2 '26
Active listings
10
-17%
from Q2 '26
Homes sold
4
-20%
from Q2 '26
New pendings
6
+20%
from Q2 '26
New listings
4
-33%
from Q2 '26
Quarterly Pricing Trends for Winewood
Rolling three-month data ending on quarter boundaries when available.
Median sale price
Median list price
Quarterly Pricing Trends for Winewood
Rolling three-month data ending on quarter boundaries when available.
Median sale price
Median list price
Quarterly Pricing Trends for Winewood
Rolling three-month data ending on quarter boundaries when available.
Median sale price
Median list price
Quarterly Inventory and Sales Activity for Winewood
Rolling three-month supply and activity totals for the selected period.
Active listings
Homes sold
New pendings
New listings
Quarterly Inventory and Sales Activity for Winewood
Rolling three-month supply and activity totals for the selected period.
Active listings
Homes sold
New pendings
New listings
Quarterly Inventory and Sales Activity for Winewood
Rolling three-month supply and activity totals for the selected period.
Active listings
Homes sold
New pendings
New listings
17
Seller’s Market
Seller’s Market
Buyer’s Market
0
20
40
60
80
100
0
25
50
75
100
Market gauge is calculated using active listings and pending sales from the most recently available reporting period (Jul 2026 - Sep 2026).
Year-over-year, Winewood’s rolling three-month data points to softer prices and slower movement. The typical home value is down around the mid-teens in percentage terms from last year, while median days on market have risen about 22 percent to 90 days, signaling that homes are taking longer to sell.
Inventory and listing activity have also pulled back compared with a year ago. Active listings are down roughly a third and new listings are off nearly half, yet pending sales have surged by about 100 percent, suggesting buyers who are in the market are committing even as supply tightens.
In the most recent rolling period ending in September 2026, Winewood’s typical home value sits at about $148,500 with a median list price near $185,500. With 4.8 months of supply, an average sale-to-list ratio just under 93 percent, and no recent sales closing above list price despite the broader Tallahassee area having higher prices overall, both buyers and sellers can benefit from an Agent Pronto–recommended agent to navigate this nuanced market and get the guidance they need.
Learn more about what Winewood has to offer.
Winewood offers residents a welcoming, family-friendly enclave with well-kept parks, convenient amenities, and easy access to outdoor recreation and everyday services.
Winewood in Tallahassee offers a practical mix of residential comfort and everyday convenience, appealing to both long‑time locals and future residents. Located near the heart of the city, it provides quick access to major routes, government offices, and downtown employers, which keeps commutes manageable and routines predictable.
The neighborhood sits close to plenty of shopping and services, with nearby destinations like Logan Square Shopping Center and Apalachee Parkway retail options making errands straightforward. Outdoor time is easy to enjoy at spaces such as Cascades Park and Tom Brown Park, where trails, playgrounds, and open fields offer room to unwind. Families appreciate proximity to local schools and the broader educational resources of Florida State University and Florida A&M University.
Cultural and civic amenities are within reach as well. Residents can take advantage of events at Tallahassee-Leon County Civic Center and library services through LeRoy Collins Leon County Public Library, while the broader Tallahassee area offers additional neighborhoods such as Betton Hills and Killearn Estates for comparison. Nearby Leon County resources support everything from parks to community programming.
Navigating different pockets of Winewood, evaluating school zones, and understanding micro‑market trends can feel complex. A real estate professional who works Winewood every day can explain pricing, timing, and contract details clearly, helping buyers compete confidently and helping sellers position their homes strategically. Agent Pronto connects both buyers and sellers with the right local agent so that each step feels more organized and less stressful.
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.
“Selling our condo was a much smoother experience than I expected, and I truly have Larry to thank for that. From the very beginning, he was knowledgeable, responsive, and incredibly professional. Night or Day, weekday or weekend Larry answered the phone and communicated actively any information about the process to us. A true professional. He guided us through every step of the process, answered all of my questions, and always made us feel confident in the decisions we were making. What impressed me most was his negotiation skills. Larry advocated for our best interests every step of the way and worked hard to secure the best possible outcome. We always felt like he had our back and never settled for less than what our home was worth. If you’re looking for an agent who is honest, strategic, communicative, and genuinely invested in their clients, we can’t recommend Larry Lazar highly enough. Selling a home can be stressful, but he made the entire process seamless. We would absolutely work with him again and recommend him to anyone buying or selling a home.”
Charles Rutenberg Realty Charles Rutenberg
“Jen was helpful and attentive, answered every question we had right away. She's a wonderful agent.”
TNC Real Estate Services
“Working with Deanna was an absolute dream! From the first meeting to closing day, their professionalism, expertise, and genuine care stood out every step of the way. She took the time to understand my needs, provided thoughtful advice, and navigated every challenge with confidence and grace. Their attention to detail and excellent communication kept me informed and stress-free throughout the process. If you're looking for someone who will go above and beyond to make your real estate journey a success, look no further than Deanna. I can't recommend her enough!”
Team Willis Real Estate Group
“I just wrapped up a tedious transaction with Amy and I’m so grateful that she was on the other side. Not only is she professional and easy to work with, but she has excellent communication and gets things done! Looking forward to more transactions in the future. My experience with her was 10/10!”
Coldwell Banker Hartung
“Aimee was a pleasure to work with. She was knowledgeable, very responsive, and gave flexible times to look at home options. She was even able to assist on several things after the closing.”
Coldwell Banker Hartung
“Laderrian made our experience buying our first home so much smoother than we expected. I highly recommend her for everybody. Ladarrian also own side work car dealership. He sells decent cars too you should get him car as well :)”
Infinity Real Estate
“My experience with Ashley was amazing. I relocated from one city to another where I knew very little about. She not only help me find my now home but she also showed me around. Ashley is very knowledgeable and passionate about what she does. I highly recommend her to anyone and will be seeking her guidance again once I’m in search of my forever home.”
Keller Williams Town and Country
“Allyson did a wonderful job of assisting us with finding the perfect properties! We have purchased multiple investment properties with Allyson after working with her to find our forever home. She is honest, caring, diligent and works endlessly to keep us informed through the process. She is the best realtor we have ever worked with and we will continue to recommend her to our friends and colleagues. Thank you Allyson!”
Realty One Group Next Generation
“Bill did an amazing job helping me with the sale of my home. Not only is Bill very knowledgeable, but he goes above and beyond the call of duty. I will recommend Bill to anyone I can who needs a real estate agent whether it's to buy or sell.”
Coldwell Banker Hartung, LLC
“If you want a real estate agent that goes above and beyond, Jennifer is for you. We were first time home buyers, so we had no idea what we were doing. Jennifer answered every question we had whether it was 8am or 10pm, we could always get in touch with her. We did not have the easiest criteria and she found exactly what we were looking for. Almost every time we got off the phone, we would say to each other; she is the best. She did everything she could to make sure we were happy and dealt with the least amount of stress possible. I would recommend Jennifer to every and anyone that is moving to the area and will 100% be using her in the future. If you decide to use her as your agent, I can guarantee you will not be disappointed. - Katie D”
Xcellence Realty, Inc.
“Michelle went above and beyond to help us, from working with us while on vacation to helping me find temporary housing till the close. She is the best!!!”
Keller Williams Town & Country Realty
“Damon is well experienced in his profession; personable, courteous and reliable. He is always attentive to concerns, questions and readily available for appointments. Damon helped us find the type of property we were looking for and made every effort in making the purchase negotiations and transaction much less stressful for us. Our overall experience with Damon as our Realtor was extremely pleasant and we consider him as a new found friend. We would recommend Damon to anyone who is looking for a trustworthy and responsible Real Estate professional.”
Capital City Real Estate Group
“Please see the previous comments. Tiffany is the best and truly world class! Tiffany was so wonderful to work with. She knew everything we needed and led us through a very unusual market with results beyond our expectations! We would not have trusted anyone else and she was gracious and kind even when we may not have been. We have referred our friends to work with her, she is the best. Grateful to her and the team.”
eXp Realty, LLC
“Danielle is an excellent realtor and very knowledgeable. She's very professional and does what she says. If you're looking to buy, I highly recommend Danielle. Darrell & Altheia Wilson”
Realty ONE Group Next Generation
“- Chris and Renee did a FANTASTIC job with our real estate needs from beginning to end. Chris said that they specialize in corporate moves with quick sales for top dollar, and the results reflected that. They helped manage logistics to coordinate the sale and make sure it flowed with other details, such as the timeline for the move and the purchase on the other end. With their help, prepping the house for the sale (our first) was a breeze, and it felt way easier than the current and previous purchase. (It was almost too easy!) They knew how to read and work the market especially well. We had literally hundreds of potential buyers come to the open houses they hosted and were in a position to choose among multiple CASH buyers at over 101% of the asking price! On top of that, the deal closed in only 25 days from the day it was listed! (This was especially appreciated, given that we had already moved to a new city and began new employment.) I have worked with three other realtors over the years, and Chris and Renee clearly stand out as having the deepest knowledge and being extremely facile with all aspects of the real estate process. Simply put, they are the cream of the crop. All that's left to say is this: if you are buying or selling in the Tallahassee area, look no further than this dynamic duo! You won't be disappointed.”
Keller Williams Town and Country Realty
“Karen was so very helpful and calm throughout process. She is very knowledgeable and made us feel save and secure. Her negotiation skills were amazing. I highly recommend her for your next purchase .”
Coldwell Banker HARTUNG
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 Winewood. 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 Winewood 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.