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Find the perfect Winter Park real estate agent

We analyze millions of home sales to find the best performing real estate agents.

Top Winter Park real estate agents

Winter Park, FL has 1.9x real estate agents, so how do you know who’s right for you? HomeLight looks at each agent’s historical performance data to identify those that will get you the best results. Winter Park’s top 3% of agents do 662 real estate transactions per year. Compare that to the average agent who does transactions a year — the top agent completes 77.3% more transactions! And that level of experience pays off for buyers and sellers alike.

"“Signing Up” was a simple process, and we heard from three experienced realtors within 24 hours. Each was exceptionally qualified and responsive... If faced with another situation like this, we’d contact HomeLight again for help."

Dean T.

See how 20 of the top REALTORS® and real estate agents in Winter Park, FL stack up

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Abby Nelson
RE/MAX 200 Realty
About Abby

Welcome to your #1 resource for buying and selling real estate in the Central Florida region! Find out for yourself why Abby Nelson has led her team to be one of the TOP REAL ESTATE TEAMS in the country. Abby is both a proud Recipient of Orlando Magazine’s Hot 100 Award and recognized as a Five Star Professional for several years. Abby and her team have also been named one of The Wall Street Journal’s Top 250 Teams by Transaction Sides! As one of the top agents in the Central Florida area, Abby can assist you with ALL of your real estate needs.

Abby's reviews

"Working with Abby is always a pleasure. She is an experienced professional that I trust completely ..."

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Townhome Transactions
10
Single Family Home Transactions
200
Condo Transactions
16
Achievements
  • Top Negotiator 2020
  • Top Producer 2020
  • Sells Homes Fast 2020
  • Move Safe Certified 2020
  • HomeLight Home Loans Specialist 2020
  • Title & Escrow Specialist 2020
NAR Certifications
REALTOR®
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Kathryn Stelljes
Keller Williams At The Parks
About Kathryn

Kathryn Stelljes PA, Residential Real Estate Professional - Kathryn is the owner of the ThinkLiveBe Team at Keller Williams Realty at the Parks in Orlando, Florida. As a graduate of the University of Central Florida and the Art Institute of Pittsburgh Kathryn has both knowledge and expertise in selling and design. She has earned a Bachelor's Degree in Marketing, a degree in Residential Planning, holds designations in home staging and short sales, and earned the extensive Graduate Realtor Institute Designation (GRI). Her background in these design fields and passion for real estate technology has advanced her ability to market listings for sale in the realm of residential real estate. As a long time Orlando resident and market expert, she understands the trends for home-buying in the Downtown Orlando, College Park, and Winter Park markets. Understanding the local market and needs allows her to sell her listings for top dollar and provide expert advice to home buyers who wish to live in the neighborhoods near Downtown Orlando and Winter Park. Over the years, she has sold many homes across Central Florida and believes that customer service is key to listing and selling homes successfully. Her goal is to utilize her specialized knowledge to give the best service in Orlando and retain them as clients for life.

Kathryn's reviews

"Kathryn was extremely helpful in helping me find my first home. She only showed me those homes that ..."

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Single Family Home Transactions
48
Condo Transactions
8
Townhome Transactions
3
Achievements
  • Top Producer 2020
  • Top Producer 2019
  • Move Safe Certified 2020
  • HomeLight Home Loans Specialist 2020
  • Title & Escrow Specialist 2020
NAR Certifications
REALTOR®
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David Miller
Keller Williams Heritage Rlty
About David

With David's business background and education he has been able to build one of the top real Estate Sales Teams within Central Florida. Other than leading his team he works mainly with home owners in Central Florida who are trying to get their homes sold for top dollar and within a short period of time! His results in these two areas consistently outperforms the averages in Metro Orlando! For the past five years he has been able to help his sellers get their homes sold for 1 to 4% more (sold to list price) and under contract in half the amount of time than the average in Central Florida. By helping his sellers get their house in top showing condition prior to listing and by providing maximum exposure to 100% of the buyers during the listing period, he is able to create very high demand for their homes which ultimately leads to a higher sales price and being under contract within a shorter period of time. His success can be mainly attributed to the way he does business with his clients; he works more as a consultant than a sales person. By asking his sellers the right questions he is able to find out what's important to them about the selling their house which then enables him to meet and exceed their expectations! About David Grew up in Jacksonville, FL but has lived in Central Florida for over 20 years Double Major in Management and Marketing as well as a Masters in Business Administration from the University of North Florida. Real Estate Industry since 2006 President and Listing Specialist for team The Miller Realty Group has been recognized numerous times for being the Top 100 REALTORs in Metro Orlando by Orlando Magazine Soccer Coach for Orlando City Youth Soccer

Single Family Home Transactions
52
Townhome Transactions
4
Condo Transactions
2
Achievements
  • Top Producer 2020
  • Top Negotiator 2019
  • Move Safe Certified 2020
NAR Certifications
REALTOR®
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Barrett Spray
Keller Williams Advantage Realty
About Barrett

Barrett Spray is a real estate agent with Keller Williams Advantage Rlty in Florida and has been in the real estate business for over 30 years. Barrett's coverage area includes all 7 counties in Central Florida. HomeLight ranks Barrett as one of the top 2% of agents in Central Florida for successfully selling homes and as one of the top 1% of agents for condos. Numbers aside, Barrett started a real estate team because the minimum is never enough for this guy. He always wants to do more, learn more, achieve more, help more. The team, through the different personality profiles of its individual members and their unique expertise, is far more effective as a group than he ever was alone. As a team we're all here to learn and grow from each other and give our clients the best, most well-rounded experience we can and none of us would have it any other way.

Barrett's reviews

"Barrett demonstrated knowledge about the market. He clearly explained the steps leading to closing...."

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Townhome Transactions
6
Condo Transactions
6
Single Family Home Transactions
57
Achievements
  • Top Negotiator 2019
  • Move Safe Certified 2020
  • HomeLight Home Loans Specialist 2020
  • Title & Escrow Specialist 2020
NAR Certifications
REALTOR®
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Chris Creegan
Creegan Group
About Chris

*Most Homes Sold 2016 through 2020, Orlando Regional Realtor Association* *358 Homes sold in the last year* *#1 Boutique Brokerage since 2016* *Orlando Magazine Hot 100 Realtor* *Orlando Regional Realtor Association - Top Producer Club * DIAMOND Club Member* *Orlando Style Magazine Top 10 Realtor* *Voted Orlando's 32 best* *Published by the Winter Park/ Maitland Observer as selling the most number of homes per year* Chris Creegan is the Broker/Owner of Creegan Group. With two convenient locations to serve you Winter Park/Maitland and Downtown Winter Garden, our office services Orange, Seminole, Lake, Volusia, Osceola, and Polk Counties. Originally licensed in 2006, Chris and his team have seen the ups and downs of the real estate market and they know how to help our customers properly navigate the complex market. Whether the market is a buyer's market or a seller's market, let their experience work for you! At Creegan Group, they employ only full-time, full-service agents, dedicated to providing the highest level of customer service in the industry. Creegan Group agents have more training, more experience, and more resources available to the standard agent.

Chris's reviews

"Chris created a seamless selling experience for us. He listened to our goals and completely exceede..."

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Single Family Home Transactions
320
Townhome Transactions
31
Condo Transactions
45
Achievements
  • Top Producer 2019
  • Move Safe Certified 2020
  • HomeLight Home Loans Specialist 2020
  • Title & Escrow Specialist 2020
NAR Certifications
REALTOR®
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Alex & Amy Vastardis
The Vastardis Team
About Alex & Amy

If you are looking for a Realtor, look no further. The Vastardis Team offers professional services for individuals and companies moving into or out of the Greater Orlando real estate market. Their pursuit for new technology, marketing techniques, and real estate trends guarantees that your real estate transaction and experience will be top notch. The Vastardis Team has helped over 2100 families with their real estate needs and have produced more than $515 million in sales. With such impressive numbers, The Vastardis Team has earned their place as the Number 1 Coldwell Banker Agents in the Greater Orlando area as well as the Top 100 in Florida. Amy and Alex pride themselves on customer service and satisfying all their client's needs. They will make your home buying or selling experience enjoyable thanks to their hard work and expertise.

Alex & Amy's reviews

"Alex did a great job in finding what we were looking for."

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Townhome Transactions
12
Single Family Home Transactions
84
Condo Transactions
7
Achievements
  • Top Producer 2020
  • Top Producer 2019
  • Move Safe Certified 2020
  • HomeLight Home Loans Specialist 2020
  • Title & Escrow Specialist 2020
NAR Certifications
REALTOR®
Ask a question
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Jennifer Wemert
Wemert Group Realty
About Jennifer

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 Testimonials across the web demonstrate that we are highly experienced, technical, and we serve with our hearts. Our team has been a Hot 100 Agent in Orlando continuously since 2004, Real Trends named us in 2020 one of the TOP 20 TEAMS in the NATION... What this means for you is that we will use our time, knowledge, and expertise to help you reach your real estate goals and that we are here and ready to serve. We look forward to working with you.

Jennifer's reviews

"Local experts in the Orlando market and lead by team leader Jenny Wemert who is passionate about her..."

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Townhome Transactions
61
Condo Transactions
99
Single Family Home Transactions
840
Achievements
  • Top Producer 2020
  • Top Negotiator 2020
  • Sells Homes Fast 2020
  • Top Producer 2019
  • Top Negotiator 2019
  • Move Safe Certified 2020
NAR Certifications
REALTOR®
Ask a question
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Christopher Bessette
The Pinnacle Homes Group at Keller Williams Classic Realty
About Christopher

Chris Bessette is a founder of The Pinnacle Homes Group at Keller Williams and has been assisting buyers and sellers purchase and sell residential real estate since 2007. The team has been ranked the #1 Sales Team in the Keller Williams Dr. Phillips Market Center since 2010! Our team mission is to help buyers and sellers navigate the complexities of a real estate transaction based on our professional knowledge and experience, treating all parties with respect, honesty, and care in order to build life-long relationships and help establish communities.

Christopher's reviews

"Chris is a highly skilled and easy to work with realtor. He is professional, courteous, knowledgeab..."

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Single Family Home Transactions
71
Condo Transactions
3
Townhome Transactions
8
Achievements
  • Top Producer 2020
  • Move Safe Certified 2020
  • HomeLight Home Loans Specialist 2020
  • Title & Escrow Specialist 2020
NAR Certifications
REALTOR®
Ask a question
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Mike Rance
Re/max 200 Realty
About Mike

As a Winter Park native, I have been a Realtor since 1989 and have experienced the constant excitement, growth and change occurring in Central Florida. I represent buyers and sellers and specialize in residential properties including luxury homes, waterfront properties, income properties, 1031 tax-deferred exchange, bank foreclosures and vacant land. The Mike Rance Team goes above and beyond the standard Multiple Listing Service by providing a customized marketing plan to fit the specifications and target market of your home! In my spare time I enjoy fishing, boating, jetskiing, camping, basketball, football and the beach.

Mike's reviews

"A true professional! Every aspect of the buying and selling (he worked with me on both) was beyond e..."

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Single Family Home Transactions
15
Townhome Transactions
2
Condo Transactions
2
Achievements
  • Move Safe Certified 2020
  • Title & Escrow Specialist 2020
NAR Certifications
REALTOR®
Ask a question
View profile
Simon Simaan
The Simon Simaan Group
About Simon

The Simon Simaan Group has more than 50+ years of combined real estate experience with over $170 Million Sold since its inception. Currently ranked Top 1% of Realtors in Central Florida with a 5 Star customer satisfaction rating on every sale. Orlando Style Magazine 5 Star Realtor, Orlando Magazine Hot 100 Realtor, Best of Zillow Agent. The group composes of extraordinary property specialists that are hardworking and determined with outstanding problem-solving techniques and transparent communication skills. Knowledgeable with local, national, & international clientele and exceptional skills in contract negotiation gives Simon and his team an unquestionable edge in today’s real estate environment. “Our savvy approach to residential sales and listings offers in-depth knowledge, a variety of specialties, and strong negotiating. We also utilize exquisite marketing paired with unparalleled service to showcase our homes.” Simon’s background as a General Contractor for an international construction company brings a broad and in-depth knowledge of Buying and Selling a home. Simon has an understanding of different cultures, having done business, traveled, and lived in many parts of the world. “We know that buying or selling real estate is a major event in people’s lives and we have the compassion and knowledge to help with this financial, legal, and emotional experience.” All of this is done with total confidentiality and proven results. The Simon Simaan Group is highly motivated and always willing to go the extra mile to ensure that the deal is done correctly to the clients' satisfaction. Simon believes in the importance of integrity and fairness by utilizing all available resources. In addition, Simon, who is local to the area since 1985, has won numerous real estate awards, featured in notable publications, and earned a great reputation in real estate. “I was not only impressed by Simon's in-depth knowledge of the real estate market in Orlando, but also by the professional and knowledgeable way in which he carried out the whole process of selling my house. My phone calls and questions were responded to promptly, and he always explained very clearly and intelligently what was happening every step of the way.” -June K “I don't know if words can express how amazing of a professional he is. He was somehow able to anticipate all of my needs and met every one of them.” -Tim L “Our experience with Simon Simaan as our realtor was excellent. Simon is caring, capable, professional, an exceptional communicator and always projected honesty and integrity. We highly recommend Simon Simaan as your realtor of choice if you are buying or selling a property in the Orlando.” -Stan & Diana P

Simon's reviews

"Exceptional in every aspect "

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Townhome Transactions
5
Single Family Home Transactions
27
Condo Transactions
4
Achievements
  • Top Producer 2020
  • Top Producer 2019
  • Move Safe Certified 2020
  • HomeLight Home Loans Specialist 2020
  • Title & Escrow Specialist 2020
NAR Certifications
REALTOR®
Ask a question
View profile

Find your perfect real estate agent in Winter Park

Why you need a top real estate agent in Winter Park, FL

Hiring a real estate agent is a big decision, and it can be an overwhelming process. HomeLight uses trusted data to simplify your search. For example, would you prefer a highly experienced top agent doing 662 transactions a year, or the average agent who does 150 transactions a year? It’s probably a no brainer. Let’s see what kind of time and money you could save with a top Winter Park agent!

Top Seller's Agents

Work with a top Winter Park seller's agent who sells homes 42.09 days faster than the average agent and make sellers 7.5% more on their home sales.

Sale Price / List Price (%)

Days on Market
Lower is better

Homes Sold / Yr


Top Buyer's Agents

Top buyer's agents in Winter Park help home buyers purchase 1.7x more homes when they're measured against the average real estate agent in Winter Park. Top buyer's agents also save clients $103,457 on transactions.

Condos Sold / Yr

Homes Purchased / Yr

Sale Price / List Price (%)
Lower is better

Ratings and reviews of top real estate agents in Winter Park, FL

Top Agents
5 stars
Avg. Agents
4.2 stars

Top real estate agents in Winter Park score an average rating of 5.0 out of 5 stars, compared to the typical Winter Park agent who scores only 4.2 stars. We collect the latest ratings and reviews of top real estate agents in Winter Park and update them here to show you what their past clients have to say.

Recent reviews for Winter Park real estate agents and REALTORS

Picture of Eric D.
Eric D.
Re/Max Town & Country Realty
Nov 20, 2020

“Found Scott & Wes Garrison by Googling “best Altamonte Springs Realtor” and worked with Scott…he IS the best! We had a piece of vacant land that did not even have a road to it; Scott helped us figure out what it was worth and we hired him to put it on the market. He did really really great marketi...“

Picture of Kristen scott
Kristen scott
Orlando Regional Realty
Aug 10, 2020

“When my husband and I started looking for another home we were discouraged by the lack of inventory in our price range... When CoviD happened and our budget tanked we were unsure if we should even keep looking. Kim sent us ONE MORE HOME, promising us it was perfect, and it was everything we could ha...“

Picture of Sean
Sean
Re/Max Town & Country Realty
Nov 23, 2020

“Bought a Rental property in Orlando as an investment a year ago, having met Scott online when he was the Listing office (and also represented us in the purchase). In the past year, Zillow Zestimate tells us we have make $43,000 on our $79,000 initial investment in 12 Months. As experienced investors...“

Picture of CDahlman
CDahlman
Re/Max Town & Country Realty
Nov 09, 2020

“I first met Scott when I bought a house 29 years ago. It was such a pleasant experience that I remembered him and knew I wanted to have him sell this house. In just 11 days of marketing we had 51 showings and 7 offers, 4 were over our listed price! Scott had several buyers bidding against each other...“

Picture of Cleo Miller
Cleo Miller
TC Orlando Homes
Jan 12, 2021

“Mr. Soto listened to our situation and helped us develop a great plan to sell our property and home. We felt comfortable throughout the process because of being kept up to date as to the next step along the way to success. Anyone who chose to use TC Orlando Homes would surely get the very best pro...“

"HomeLight connected me with multiple agents who contacted me almost immediately... Due to the ease of use and quality of the agents I was presented, I'd highly recommend HomeLight for finding a Realtor."

Matthew C.

HomeLight Client

"We found the questions to be very helpful in directing us to agents who focused on the area and homes in which we would be most interested... Without HomeLight, our buying process would have been much more time-consuming and complicated. "

John M.

HomeLight Client

".. There are many unprofessional realtors out there; using HomeLight to find one who was both professional and had a demonstrated history of success was invaluable... My home was off the market in a week."

Elizabeth S..

HomeLight Client

Meet top real estate agents who focus on these Winter Park neighborhoods

Golfside

Active Agents143
Time on Market110
Avg. Sale Price$272,196

Virginia Heights

Active Agents97
Time on Market162
Avg. Sale Price$705,261

Brookestone

Active Agents32
Time on Market111
Avg. Sale Price$336,344

Check out some of our other resources for Winter Park homeowners

When's the best time to sell your home in Winter Park?
Use housing market data in Winter Park to learn the best and worst months to sell your home.
How much commission do real estate agents make?
Use this calculator and real estate agent commissions data to find out.
Sell your house in Winter Park fast
Find out what cash buyers are willing to pay for your home right now.
Advice from America’s Top Agents
Get the latest real estate tips and learn how to sell your home faster and for more money.
Simple real estate calculators
Use our free calculators to help you make informed financial decisions when buying or selling a home.
Find out what your home is worth
Get a free estimated value of your home in less than 2 minutes.

Find your perfect real estate agent in Winter Park, FL