The best way to find top real estate agents in Winston, Lakeland, FL

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Real estate in Lakeland’s Winston neighborhood.

Compare top Winston real estate agents.

Agent Pronto analyzes transaction data, agent specialties, and client reviews to handpick the best agents in your area. Updated for February 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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See why so many people rely on Agent Pronto to make their real estate journey a success.

“Luis was absolutely AMAZING! He went above and beyond to make sure we found the perfect home for our family within our budget. Luis was very attentive to every detail in the home buying process. I can not express how grateful we are for Luis.”

Ulysses Loynaz · Tampa, FL

Photo of Luis Arroyo  Arroyo
Century 21 CENTURY21 Elite Locations Inc
“Great expreience start to finish. I threw some challenging cureballs and she dealt with them professionally and quickly. I would definatlely use her again for any selling or buyiong I had to do in the area. 5 star experience.”

Greg Langham · Seffner, FL

Photo of Paula McConahay
Century 21 Affiliated
“Becky was incredible to work with and helped us not only with the purchase of our home in Florida, but was a huge help through our whole process of moving from Minnesota and even assisted with finding a rental until we could find a place to build. Truly went above and beyond and took the time to really understand what we want. Highly recommend!”

Dustin · Lakewood Ranch, FL

Photo of Becky Gonzales
RE/MAX Profere
“I highly recommend Rich Noto for new home construction. He was a fantastic advocate throughout my build, especially since I was relocating from Pennsylvania to Florida. Living states away, he sent detailed videos of construction progress and found defects during various inspections. His communication and availability far exceeded my expectations. Rich has a keen eye for potential issues and a deep understanding of building codes that many other agents, and even some inspectors, might miss. He truly knows the critical phases of construction, from the foundation on, and when to schedule inspections. He understands the tricks builders use to hide problems and is a fierce advocate for his clients. I have no doubt he saved me from future headaches. He is an invaluable resource who ensured I ended up with a high-quality home.”

Jimmy S Luciano · Minneola, FL

Photo of Rich Noto
Dalton Wade Real Estate Group
“Sam sheen realty was FANTASTIC !! I COULDN'T HAVE ASKED FOR BETTER AGENTS”

Laurie W. · Dade City, FL

Photo of Sam Sheen
Sheen Real Estate Professionals
“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.”

Zahima · Spring Hill, FL

Photo of Yandy Estrada
Century 21 Century21 Rosa Leon
“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.”

Amy L. · Land O' Lakes, FL

Photo of Leeroy Thompson
Dennis Realty & Investment Corp
“I had a very lovely experience buying my first home with agent Jose Meija. I recommend him for any future homebuyers. When we first met, he went out of his way to sit down and explain the process in detail to me. When I decided on a home, he was supportive through the lender and closing process, despite many hiccups along the way.”

Daniella T. · Wesley Chapel, FL

Photo of Jose Mejia
Real Broker, LLC -- The Locals Team
“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!”

Chris S. · Lakeland, FL

Photo of Darrell   Durham
Darrell Durham, Licensed Real Estate Broker
“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!”

Ann O. · Avon Park, FL

Photo of Kevin Jacobs
Keller Williams South Shore
“Extremely helpful and attentive to our issues and needs. Went above and beyond to be sure we had a stress-free experience! ”

Pat H. · Davenport, FL

Photo of Anarumo Group
Florida Realty Marketplace
“Larry is by far the most AMAZING Realtor. He was always very responsive to my calls, texts, request, etc. We built up such a great relationship through this crazy process, that even after we closed on our new home, he reached out to check on us. He is always looking to get the best deal for his clients. He is like family now to us and will always have his own seat next to the firepit in our backyard. I would DEFINETLY recommend Larry to anyone and everyone looking to buy or sell. AMAZING.. Can't say enough Great things about Larry.”

Kathleen and Joe · Wheaton, IL

Photo of Larry Lazar
Charles Rutenberg Realty Charles Rutenberg
“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.”

Yamile Cuyun · Miami, FL

Photo of Mario Simauchi
Top Listing Group by eXp Realty
“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.”

Ruth M. · Zephyrhills, FL

Photo of Lottie  Creech
LPT Realty PARAMOUNT HOME 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.”

Michael Hathway · Lawrenceville, GA

“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.”

Cynthia A. · Lake Wales, FL

Photo of Cheryl Brewer
Coldwell Banker Residential Real Estate
“This was a great seamless process—you put the realtors out for me. I made my selection and Donna was awesome.”

Charles Y. · Sun City Center, FL

Photo of Donna Southers
Dalton Wade Real Estate Group
“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.”

Misty S. · Winter Haven, FL

Photo of Tammy Graham
SellState Centric Realty

Learn more about what Winston has to offer.

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.

Real estate in Lakeland’s Winston neighborhood.

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.

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 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.


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