We analyze top real estate agents in Lakeland’s Winston neighborhood and across the country to find you the most proven local agents, for free.
Agent Pronto analyzes transaction data, specialties, client reviews, and more to find the best agent for you. Updated for September 2025. *
* 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 your home fast and for top dollar or find your dream home at the best possible price. Use our free service to find top agents you can trust.
We’ve helped over 500,000 home buyers and sellers find their ideal real estate agent.
“Paula Mcconahay was very patient with us. She made sure that she was able to make time for us, even when we would keep adding houses to our list of possibles. Paula was very attentive to what we were looking for, and her input on the houses we looked at was extremely helpful. I could not be happier of Paula being reccommended to us.”
“Luis exceeded all of my expectations. I've never purchased a home before, so I was quite nervous about the process. However, Luis made all of my anxieties disappear like a magician. He took the time to answer all of our questions and always had a thorough answe. It also felt like he always prioritized getting back to us when we reached out for anything. He was more than prepared for our trips out to see houses, doing research before hand. Throughout the entire process, he was prompt and helped move the process along. We didn't feel rushed either. He was clear in his communication, especially when he needed something from us. I could write a novel about how wonderful it was to work with Luis. I plan to make sure his name is well known in my network for any real estate needs. Thank you for making our dreams come true, Luis! ⭐️⭐️⭐️⭐️⭐️”
“Yandy Estrada was an excellent choice for us to help us buy our house, he helped and guided us every step of the way. Their trust and professionalism made every step of this adventure very easy. Definitely in our next investment I would choose Yandy Estrada and Rosa Leon again.”
“We had a great experience with Leeroy. He is knowledgeable, attentive, and accommodating. He is also efficient, communicative, and understands our needs. Five stars for our agent, Leeroy. He made the whole process smooth and stress-free. I couldn't be happier. It was our blessing to work with him. Thank you.”
“Best service out there! First time user and they are so responsive and professional! Truly appreciate Mr. Durham. He is the best of the best!!! We are in our beautiful home because of you! Thank you!”
“Kevin was very kind, listened, responded to all my questions, and got my house listed with beautiful pictures to show the beauty of my house. All went as smooth as possible!”
“Extremely helpful and attentive to our issues and needs. Went above and beyond to be sure we had a stress-free experience! ”
“Very impressed by his professionalism and desire to help. Always available and attentive to answer any question l had in a clear and simple way.”
“We were SO fortunate to receive a call from Lottie Creech who responded to my inquiry on your site. Mrs. Creech is sweet, kind, knowledgeable and diligent. She guided us through a home search, connecting us with a very qualified home inspector resulting in our successfully purchasing a fabulous home with extensive grounds in the Lake Bernadette community. Anyone engaging Lottie Creech to assist them will be thankful they did.”
“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.”
“Larry was more than a Real Estate Agent. He was more like a Family Friend. I am truly blessed and grateful to have worked with him. My home is everything I imagined it would be.”
“Very good service. We were in the Orlando area looking at homes and did not have a Realtor in the area that we were interested in. Agent Pronto hooked us up with a Realtor, Cheryl Brewer, the next day and we went out and found our home. Cheryl was very easy to work with and very knowledgeable in the realty business.”
“This was a great seamless process—you put the realtors out for me. I made my selection and Donna was awesome.”
“Our agent, Tammy Graham, has been wonderful! We are relocating 13 hours away, she went above and beyond for us. We are very grateful to all involved.”
“Excellent job”
Winston offers residents a welcoming, community-focused lifestyle with tree-lined streets, convenient local amenities, good schools, and ample parks and events that make everyday living engaging and well-balanced.
Winston. Tucked on the west side of Lakeland, this pocket balances everyday convenience with easy access to some of the city’s best green space and entertainment. Morning jogs often lead to the tree‑canopied trails at Bonnet Springs Park, a sprawling urban oasis with museums, gardens, and family play areas, all centered at the new Bonnet Springs Park. Commuters appreciate quick routes along US 92 and I‑4, while local shops and dining along Memorial Boulevard keep errands simple.
Families have strong education options close at hand. Elementary students can tap into STEM at the acclaimed magnet, Winston Academy of Engineering, and older students often feed into Kathleen High School, backed by the resources of Polk County Public Schools. For advanced training or a degree, Polk State College’s Lakeland campus offers flexible programs that fit busy schedules.
Weekends bring plenty to do. Catch spring training and minor league action at Publix Field at Joker Marchant Stadium, explore art and festivals downtown, or simply unwind at neighborhood parks. With a mix of classic homes and practical newer builds, Winston offers approachable price points within growing Polk County, making it appealing to first‑time buyers, move‑up households, and downsizers alike.
If you’re ready to make a move in Winston, Agent Pronto can introduce you to a top local real estate professional—whether you’re buying or selling.
Within a few minutes, I was paired up with an awesome agent who really knew the local area and helped me find a great condo in a super tight market. It was daunting to think about how to find the right agent. Agent Pronto got me the right agent, pronto!
With over 2 million real estate agents across the U.S., it’s not easy deciding who to trust when buying or selling a home.
We’ve analyzed performance metrics, close rates, specialties, and client reviews of the top real estate agents in Winston to qualify the best agents for your specific needs.
We know that choosing the right real estate agent can be a stressful task. With Agent Pronto, it doesn’t have to be.
Agent Pronto works through troves of local and national housing data, client reviews, and agent performance metrics to find the top agents in Lakeland. But we don’t stop there.
Our Agent Specialists will take into account any special requests you have when searching for your real estate agent recommendation.
Need a great agent who speaks fluent Spanish and is a luxury condo expert in your neighborhood? No problem!
Tips and market insights to make your Lakeland real estate journey a success.
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 Winston. 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 Winston Realtor® or real estate agent today.
We can help you find the perfect real estate agent just about anywhere.
