Top Real Estate Agents in Winter Haven, FL

We analyze millions of home sales to find the best performing real estate agents & REALTORS® for your personalized needs.

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HomeLight looks at every one of the 3,493 active Winter Haven, FL real estate agents and measures how they stack up against the average agent. In Winter Haven, the top 3% of agents buy and sell in 51 days and work on 853 homes.

"Last August my wife and I decided to relocate to Florida's Treasure Coast area... I was referred to an excellent area Realtor and closed on new construction by end of October. Glad I didn't listen to friends and relatives. Thanks HomeLight!"

David CSold with a HomeLight Agent

Top Winter Haven REALTOR® Rankings

Top Agents List updated on February 29th, 2024
Jennifer Wemert snapshot

Wemert Group Realty

Last year, we sold homes 25 days faster and for 3% more money than the average Realtor in our area. Put our experience and dedication to work for you. We are expert negotiators, skilled at finding hidden inventory, and will work tirelessly to help you with your real estate goals. Our team's 1200+ Client Testimonial...

Jennifer Wemert's reviews

"Local experts in the Orlando market and lead by team leader Jenny Wemert who is passionate about her business, you can rest assured through each and every step of the home selling or buying process you could not be in better hands! Jenny's team is comprised of accomplished, dedicated and first-class agents, transact..." see more reviews

Home Transactions

2,157

Average Price Point

$420K

Years of Experience

25

Chris Creegan snapshot

Creegan Group

From almost having to short-sale my first home to now living debt-free with a paid-off home and other real estate, helping people achieve better results is a passion of mine. One of my favorite testimonials of what we’ve done for a customer comes from a recent buy and sell. They said, “We used Creegan Group to sell...

Chris Creegan's reviews

"Chris created a seamless selling experience for us. He listened to our goals and completely exceeded them! He is a true professional. He negotiated an excellent sales price for our home, helped us get the house in show-ready condition, educated us on the selling and buying process (changed since we last sold) and ..." see more reviews

Home Transactions

1,736

Average Price Point

$390K

Years of Experience

18

Andrew Duncan is the leader of Tampa Bay's Most Innovative Real Estate Team - The Duncan Duo Team at LPT Realty. As the team's CEO, Andrew's focus is managing the leadership, coaching the agents, and accelerating the growth and marketing of the business and its listings. His marketing innovation and culture focused...

Andrew Duncan's reviews

"I had a commercial property on the market with another agent for several months and had very little traffic. I listed it with Andrew Duncan and within a day I had interest, emails, showings and they did an incredible job with the drone/aerial photos and videos that showed the entire footprint of my unique property. ..." see more reviews

Home Transactions

1,136

Average Price Point

$390K

Years of Experience

19

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Brandie Mathison-Klein snapshot

Keller Williams Elite Partners III Realty

Brandie and her team have served thousands of families in Central Florida for over 20 years by professionally managing and marketing the sales of their homes with expert local market knowledge and leading the industry consistently year after year by selling homes on average for 2% higher price and 2 times as fast. ...

Brandie Mathison-Klein's reviews

"David is one of the best realtors we have ever dealt with, and there have been many through the years. He is super professional, knowledgeable, attentive, and was immediately responsive to any questions throughout the selling process. We would highly recommend this realtor!..." see more reviews

Home Transactions

676

Average Price Point

$410K

Years of Experience

22

Matthew Brookens snapshot

Agile Group Realty

After 4.5 years and over $500 million in homes sold, Agile Group is proud to announce the launch of Agile Group Realty, an Independent Real Estate Brokerage! The road to Agile Group's success is paved with years of exploration, dedication, and the commitment to putting people first. Matthew Brookens founded Agile ...

Home Transactions

601

Average Price Point

$330K

Years of Experience

10

Robert Anarumo snapshot

Florida Realty Marketplace

Professional Real Estate Experience: I lead a team of agents that specialize in listing properties for sellers from $200,000 to $1.5 million and Buyers from $150,000 to $1 million. Type of properties we specialize in are Single family homes, condominiums, and town homes. Resales and New construction Type of clie...

Robert Anarumo's reviews

"Mr. Anarumo is above all else!! Even 9 months after he negotiated the purchase of my home he still continues to help with anything I need. Amazing guy, knowledgable, a pleasure to work with. ..." see more reviews

Home Transactions

571

Average Price Point

$320K

Years of Experience

22

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David Small snapshot

Lakefront Investment Group Powered by Keller Williams Smart 1

David Small epitomizes integrity, energy, hard work and creativity in to the services provided and in every detail of your real estate transaction. David grew up in the UK where he was brought up water skiing. After graduating from the University of Nottingham with a Bachelor of Science this passion for Water-skiing...

David Small's reviews

"We’re highly satisfied with David. Since our first attempt to sell our home he was very responsive giving us an outstanding customer service. We recommend him as a serious and highly professional realtor..." see more reviews

Home Transactions

531

Average Price Point

$360K

Years of Experience

10

Andrey Bustamante snapshot

Bustamante Real Estate, Inc.

As a long time resident of Central Florida, I have grown to love and appreciate the community and what it has to offer. That's the reason my team and I have been serving buyer and seller clients here for over 17 years. We believe that a combination of old school work ethic and the latest technologies available have...

Andrey Bustamante's reviews

"We are so thankful to Andrey and his team. They made our home buying experience easy and painless. They went above and beyond to make sure that we had everything we needed to make informed decisions about the home we purchased. They were with us every step of the way! Absolutely the best Real Estate company EVER!!..." see more reviews

Home Transactions

407

Average Price Point

$380K

Years of Experience

19

Casandra Vann snapshot

Keller Williams Realty Of Polk

I currently lead the Home Advisors Team at Keller Williams Realty of Lakeland Smart and enjoy continued learning and teaching in my office. My Bachelor's Degree in Economics helps me in this ever changing market understand pricing and market conditions. Real Estate is more than just a job for me. Since 2004, it has ...

Home Transactions

364

Average Price Point

$300K

Years of Experience

20

What’s the difference between selling your home or failing to do so? The Details! Whether it’s our proven sales approach, effective marketing campaigns, or utilizing our extensive network, at the Carrie Courtney Team, no detail is overlooked. We pride ourselves in the use of technology and innovation to maximize ...

Carrie Courtney's reviews

"Carrie and her team where FANTASTIC! They got the home sold immediately and for our full asking price. During the process they stayed in contact with us, updated us promptly and were total professionals. I cannot recommend them enough. A+..." see more reviews

Home Transactions

265

Average Price Point

$350K

Years of Experience

20

HomeLightFlorida
Winter Haven Top Real Estate Agents

How we select the best Winter Haven agents

At HomeLight, our vision is a world where every real estate transaction is simple, certain, and satisfying.
We've analyzed transaction data of local real estate agents and REALTORS® across 6 distinct metrics to recommend a few of Winter Haven's top Real Estate Agents.
Reviewed
3,493
Vetted
420
Top Picks
30

Top real estate agents stats at a glance

HomeLight can match you with real estate agents in the top 3% of performers who, on average, sell 1.5x faster and for 253.0% more money.

Sale Price / List Price (%)

Days on Market

Lower is better

Homes Sold / Year

Explore the top neighborhoods in Winter Haven

Based on the available transaction data for homes bought and sold in Winter Haven, top agents are frequently doing deals in Traditions, Cypresswood Country Club and Poinsettia Park.

Find your perfect real estate agent in Winter Haven, FL

Tools for sellers & buyers

Check out some of our other resources for Winter Haven homeowners

Client FAQs

What does a top real estate agent do?

Top real estate agents have more local expertise, prepare in-depth market analyses, and have industry connections that you can’t find by yourself. They know your neighborhood like the back of their hand and use their market knowledge to sell your home faster than the average agent and for money.

What should you look for when interviewing a real estate agent in Winter Haven?

When you sell a house, your real estate agent becomes your business partner, financial advisor, and emotional support system. It’s crucial to partner with someone you trust, so make sure you’re looking for an agent who can answer all of your questions with confidence during the interview. During this process, you want to get to know the agent’s business and find out how well they know the area. You’re listening for things that signal experience, expertise in your community, and workload. Selling a home takes an enormous amount of work, so you need an agent who’s got a plan for prep, pricing, and marketing and who is ready to roll up their sleeves to get the job done.

How important is it to hire a top real estate agent in Winter Haven?

Our data shows that the top 5% of listing agents sell homes for as much as (+9%) more than the average real estate agent. A great agent makes a difference when you buy a house, too: We’ve found that the top 5% of buyer's agents on average save their clients 2.5% more on their home purchase. So, whether you’re in the market to find your dream home or sell your house at a great price, the right agent matters. We encourage you to connect with a top real estate agent if you’re buying or selling a home in Winter Haven, FL.

When is the right time to hire a real estate agent in Winter Haven?

The best window to contact an agent to sell your home is anywhere from three to six months in advance of your list date. When you start the search for an agent several months before hitting the market, there’s plenty of time to find the best agent, make key renovations, and market your home effectively, all of which are essential steps in selling your home for a great price. You can also hire an agent based on the best time to sell in Winter Haven to take advantage of seasonal and cyclical trends in the market.

The right time to hire a real estate agent depends on the temperature of the housing market. For example, the best time to sell in Winter Haven is in May. And since it takes around 3 months to close on a home, you should list in February. We recommend that you hire a real estate agent as soon as you're thinking of selling your home. Generally speaking, that's anywhere from 3 to 6 months prior to your desired move date.

What is the average real estate agent commission for agents in Winter Haven?

While individual real estate agent commissions do vary, most real estate agents in Winter Haven work for 6% of the home price.

Why should I use HomeLight to find a Winter Haven real estate agent?

HomeLight analyzes all real estate agent in Winter Haven to bring you custom, unbiased, data-driven recommendations. We use actual home sales transaction data to compare Winter Haven real estate agent and will only introduce you to the top performing agents. They do not pay to advertise on our site and we do not pay to list them. To give you the best object recommendations, we consider things like: how fast a real estate agent sells, how many properties they work on, how much money they save or earn their clients, and what cities and neighborhoods they specialize in. You can trust that we’ll match you with the right agents for your needs.