FloridaWinter Park

Find and Compare the Best Real Estate Agents in Winter Park

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Featured Agents in Winter Park, FL

Meet top-performing real estate agents in Winter Park

Ronda Christiansen profile picture
Coldwell Banker Realty

Ronda Christiansen

10 reviews
View Profile
33years of experience
25sales in the last 12 months
750transactions all-time
Pamela Stewart profile picture
Fannie Hillman & Associates

Pamela Stewart

View Profile
36years of experience
$4,447,500sales in the last 12 months
Andrey Bustamante profile picture
Bustamante Real Estate

Andrey Bustamante

5 reviews
View Profile
18years of experience
152sales in the last 12 months
3,000transactions all-time

Compare 15 top-performing real estate agents in Winter Park

We've located the best of the best Winter Park-area real estate agents. Time for you to check in with them and tell them about your real estate needs.

Upwell Realty

Kyle Madorin

5 reviews
Open 24 hours
Usually responds in 15 minutes
10 years of experience
62 sales in last 12 months
281 transactions all-time
Serves Winter Park


Kyle has been an Orlando real estate agent since 2013. In addition to being Gold Key Certified for Excellence in Professionalism by the Orlando Regional Realtor® Association, he has consistently performed in the top 1% of real estate agents in the Orlando area and has been recognized as a Top 100 Agent by Orlando Real Producers Magazine. Fortified by numerous agent of the year awards and a HomeLight top producer designation, Kyle is a Certified Luxury Home Marketing Specialist (CLHMS) and Million Dollar Guild appointee, but provides the same high-touch service to all clients, regardless of price point. Kyle believes real estate agents are service providers--not salespeople. Motivated by a genuine commitment to his clients’ goals and happiness, he channels his broad experience to exceed expectations throughout every transaction. Kyle’s business mindset centers on collaboration: Every client receives Kyle’s equal care and attention as they find real estate success together.

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We met Kyle about a year ago at one his open houses, and he represented us to make an offer. Even though we were not the accepted he continued to keep in touch and offered his expertise in the field in the subsequent offers we made. He is not only very friendly and respectful he also has wonderful negotiation skills when it comes to making an offer on an home. We purchased a home and then listed ours for sale. We have never experienced a purchase and sale of home transition so smoothly. I would choose to work with Kyle again and again in any future purchases we make and glad we made a friend through the journey!

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2021 Orlando Top 100 Agent, 2021 & 2022 Top 100 Agent in the United States - RateMyAgent.com

Bachelor's Degree, Bradley University
Public Relations


Business Highlights

Buyer Representative, Concierge Services, First Time Buyers, Luxury Properties

Re/max 200 Realty

The Hard Working Nice Guy's Team

Open 9:00 AM - 6:00 PM
Usually responds in 2 hrs
39 years of experience
23 sales in last 12 months
1,325 transactions all-time
Serves Winter Park


Please Note: Our team is unavailable on Sundays. I'm David Gallup, your friend in the real estate business - a very resourceful and reliable real estate consultant with RE/MAX 200 Realty. Since 1984 I've confidently motivated and guided well over 1,300 clients in creating financial security for their families by successfully investing in residential property. I lead a fun loving and well trained team of very dedicated and extremely conscientious people who show up each day to serve you at our state-of-the-art facility centrally located in beautiful Winter Park, Florida. As a result of treating our clients with extraordinary care, over 98 percent of our business comes from those who are working with us on a repeat basis or have been introduced to us by their family and friends. You can check out what our clients are saying by visiting us at davidgallup.com and clicking on "Gallup Polls" are Saying Behind Our Backs". We are honored to serve you.

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RE/MAX Hall of Fame & Lifetime Achievement Recipient

Graduate Degree, Fuller Seminary
MA in Marriage & Family


Business Highlights

1031 Tax Exchange, Buyer Representative, Condominiums, First Time Buyers
Have helped well over 1300 families buy or sell a home
Relocated to the Orlando area from Anchorage Alaska in 1989
Married to Diana since 1975

The Asa Team At Exp Realty

Jason Asa

5 reviews
Open 24 hours
Usually responds in 24 hrs
19 years of experience
179 sales in last 12 months
1,085 transactions all-time
Serves Winter Park


I was born and raised in Los Angeles, CA. I received my Real Estate license in 2005 and immediately got to work building my business across Central Florida, such that in 2009 and 2010 I was chosen to be part of Orlando Real Estate's Hot 100. Unlike other Realtors, I control the transaction, whether I am working on a Multi-Million Dollar Listing or a home in the 200's. My expertise varies from all parts involved in best listing and marketing homes for the highest resale value to mortgages and financing options allows my buying clients the reassurance that all options have been considered. Throughout my life, I have actively sought out mentors and have recently worked with John C. Maxwell and Tom Ferry. In my spare time, I like to play basketball in my church league, golf with my daughter, watch college football and fish off my dock on Lake Conway. God has blessed me with a strong support system of friends and family which is emphasized with unconditional love of my four children.

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This was our second try at selling our townhouse. Jason was persistent, calling every couple of months until we were ready to give him a chance... and his team did NOT disappoint! Every aspect of the process was flawless. Their communication was over the top and any question I had they answered within minutes! I would recommend them over and over again! Using them to sell our townhouse was the best decision was made!

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Platinum Agent with Keller Williams, Top 1% Realtor, Orlando's Hot 100 Realtors

Associate's Degree, Dominican College
Basketball, 1996 - 1998

Business Highlights

1031 Tax Exchange, Buyer Representative, Condominiums, First Time Buyers

Century 21 Professional Group

David Dorman

3 reviews
Open 8:00 AM - 8:00 PM
Usually responds in 5 minutes
24 years of experience
76 sales in last 12 months
700 transactions all-time
Serves Winter Park


David Dorman has been licensed since 1999 and has worked his way up in the business to become one of the top 100 out of 65K CENTURY 21 agents in the United States. He is also the owner / Broker of his office, which gives him extra resources to assist his clients. He believes in customer contact and service and above all else, straight forward information, even when it's not easy to do. David embraces technology to help ensure his clients are able to utilize every resource to find or sell their home and hands down, has one of the best marketing plans for selling homes for clients. When not working, David enjoys cooking and being doggie daddy to his 4 dogs.

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"Having worked with David Dorman for four transactions, I can tell you that he has to be in the top of his field. All our dealings in the buying and selling of properties were handled extremely well. From the first time to the most recent transaction, David's knowledge of real estate has proven to us that when the right agent and company are used, they will work with us from beginning to end. Without a doubt, David Dorman has to be the best in the Orlando, FL area."

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Quality Service 2004-2020 Orlando top 100 Agents 2006-2019

Bachelor's Degree, UCF


David Dorman's Video

Florida Home Team Realty, Llc

Stacy Fleisher

Open 9:00 AM - 7:00 PM
Usually responds in 1 hr
14 years of experience
21 sales in last 12 months
255 transactions all-time
Serves Winter Park


Stacy is a licensed Real Estate Broker, Realtor & Owner of Florida Home Team Realty LLC, located in Orlando, Florida. Stacy joined Florida Home Team Realty (FHTR) in 2009 after graduating from FSU with a Bachelor's degree in Finance and Real Estate. Stacy is designated as a Certified Residential Specialist, an Accredited Buyer's Representative, a Pricing Strategy Advisor, Graduate-Realtor Institute & a Certified Negotiation Expert. Stacy has always had a passion for real estate having grown up and worked in a family-owned real estate business, then interning in college at a real estate company. She uses technology to her advantage, not only in communicating with her customers but also in making the buying/selling process easier, organized & more efficient. Stacy is honest, bright, motivated, detail oriented, knows the ins & outs of the transaction process and truly cares about each & every customer she encounters. She is consistently rated a 5-Star performer by her customers.

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Bachelor's Degree, Florida State University
BS Finance & Real Estate, 2005 - 2009


Business Highlights

Buyer Representative, Condominiums, Distressed Properties, First Time Buyers
Born and raised in the Greater Orlando Area so I am a true market expert!

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Winter Park Housing Market Report

We produce housing statistics for you to learn what local trends are creating the housing market in Winter Park, FL

Market Action Index

We are extensively tracking the housing market in Winter Park, FL. Here are the strongest factors contributing to this score:

The average home has been on the market a short time
The median prices are rising year over year
seller's market
Buyer's Market
Seller's Market
Real Time Market Profile
Never miss important changes in the Winter Park, FL market.

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Market Action Index


Median List Price

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Median List Price
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