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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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“David is truly a professional and dedicated to his trade. Extremely strong communication and answered all concerns in a timely fashion. It is clear David has a great deal of experience in real estate and it shows! Would highly recommend David and 100% will utilize him again in the future if it is needed.”
“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.”
“My name is Kenneth Martin my family and I had a really bad experience with a different real estate agent while trying to find a house and we stumbled upon Cassandra through days of research and reading every review on every realtor on the Internet and it was a blessing we closed on a house in two weeks and Cassandra was one of the best thing that happened to my family.”
“Larry did a phenomenal job helping me sell my home. He went well above and beyond - connecting me with contractors, and advising me with his expertise along the way. I always felt like he had my best interest at heart. Highly recommend.”
“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!”
“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.”
“Very efficient, personable and professional. Went above and beyond to help sell the home.”
“Excellent experience”
“Patty is a pleasure to work with. Florida was not a market that I had experience with, but Patty's knowledge and expertise put me at ease from our first Zoom meeting. She is very personable, and has a great attention to detail which I really appreciate. Patty would go the extra mile to perform any research necessary to address my questions or concerns. It is no surprise she is a leader in her market. I would definitely look forward to work with Patty again.”
“Sam sheen realty was FANTASTIC !! I COULDN'T HAVE ASKED FOR BETTER AGENTS”
“Zac Hernandez was brilliant in the entier process and I cannot thank him enough. You are lucky to have him on the Keller Williams team. He guided me through every step of the way and was not only professional, but very kind and patient with me. Thank you, Zac!”
“Christine was awesome to work with. She kept me totally up to date with the process. She was kind and pleasant adding a personal touch. I would totally recommend Christine to any one buying a home.”
“We would like to commend Alan on the great job he did handling all the details and processes of our homebuying experience. He is a valuable representative to the Coldwell Banker name. Alan was attentive to our needs and took the stress out of purchasing a home. He was able to spell out in advance all of the details we would have to cover. He was always upbeat and had a tremendous attitude. I would highly reccomend him to anyone we know that is interested in buying a home in the state of Florida.”
“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.”
“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.”
“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!”
“Chaz and Chi Chi Tyler were very helpful and understood very well what we needed for our new home. They were able to find a great house for us in a matter of days. I would highly recommend them.”
“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!”
“We have been of clients of Danny’s for many years, and we will continue to work with him in the future. He is very knowledgeable about the real estate market and its processes and is extremely responsive to any questions/requests. He goes above and beyond to help out in any situation. We trust his judgment, knowing he has our best interests at heart. We would not hesitate to recommend Danny to anyone.”
Information and statistics on the latest trends in the Winter Haven real estate market, updated for February 2026. *
The typical home value in Winter Haven is projected to be $284,080 for the month of January. December’s finalized data reported the typical value of a home in the city to be $292,950—up 2.9% over the previous 12 months. For comparison, county-level data pegged home values at $310,000 in Polk County for the most recent reporting period. That number is expected to float around $307,920 in January.
Winter Haven had 111 new listings and 89 listings that went under contract in December, decreasing the area’s total available inventory to 456—down 3.59% from the previous month. Inventory is projected to have further decreased in January.
Of those 456 active listings, 23.46% reduced their price in the month of December. The median listing price for homes in Winter Haven fell 3.4% from November to December, bringing the current median listing price to $313,990. Based on projected data for January, listing prices may continue to fall.
The number of days that homes have been on the market prior to going under contract fell year-over-year. In December 2025, the median time for a listed property to go pending was 77 days, compared to 86 days in December 2024. However, in recent months the median number of days from listed to pending appears to be rising. That trend is predicted to have carried through to this January.
Market gauge is calculated based on the the number of active listings divided by home sales over the most recently available reporting period.
Winter Haven offers residents an active, lakeside lifestyle with plentiful recreation, a welcoming community, and convenient access to diverse dining, shopping, and cultural events.
Winter Haven turns everyday life into a lakeside ritual, with more than 50 waterways stitched together by canals for effortless boating, paddling, and sunset cruises. Families gravitate to the area for destination fun at LEGOLAND Florida Resort, while year-round recreation spans city boat ramps, waterfront parks, and the modern AdventHealth Fieldhouse & Conference Center. Culture thrives, too, with award-winning Theatre Winter Haven producing lively seasons and classes, and a downtown scene filled with local eateries, coffee roasters, and weekend markets. The city’s water-ski heritage lives on in festive shows and community regattas.
Education anchors the community. Polk County Public Schools supports neighborhood campuses and choice programs, and Polk State College’s Winter Haven campus offers affordable degrees, workforce training, and collegiate high school pathways that keep students on track close to home. Residents appreciate a range of housing options—from classic mid-century lakefront homes to new-build communities—plus quick access to services through the City of Winter Haven and a central location within Polk County. Whether you’re dreaming about a first home by the water or preparing to list, Agent Pronto can connect you with a trusted local agent who knows the currents of this market and can guide both buyers and sellers with confidence.
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 Winter Haven. 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.
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