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FloridaWinter Garden

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Winter Garden, FL, is a delightful community that offers both charm and convenience, making it an ideal location for homebuyers. This picturesque city features attractions such as the historic downtown area, where visitors can explore unique shops and eateries, and the popular Plant Street Market, known for its local vendors and craft brews. With its lush parks and beautiful lakes, Winter Garden provides residents with a perfect blend of outdoor activities and urban amenities.

The real estate market in Winter Garden is robust, with a diverse range of properties available for various budgets. Partnering with a qualified REALTOR® is essential to navigate this competitive landscape successfully. A top agent brings invaluable insights and expertise, ensuring buyers find the right home and secure the best deals. RealEstateAgents.com exclusively collaborates with top agents, simplifying the process of finding a trusted professional who can help you achieve your real estate goals in this thriving community.

Featured Agents in Winter Garden, FL

Prime Agent Badge
PRIME AGENT
Steven M. Horner profile picture
Re/max Prime Properties

Steven M. Horner

Completed Profile
18 reviews
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14years of experience
50sales in the last 12 months
485transactions all-time
Prime Agent Badge
PRIME AGENT
Carmen And Larry  Aridas profile picture
Re/max Prime Properties

Carmen And Larry Aridas

Completed Profile
7 reviews
View Profile
59years of experience
94sales in the last 12 months
1,881transactions all-time
Prime Agent Badge
PRIME AGENT
Scott Taylor profile picture
Remax Prime Properties

Scott Taylor

Completed Profile
8 reviews
View Profile
34years of experience
22sales in the last 12 months

Compare 15 top-performing real estate agents in Winter Garden, FL

Cooper Homefront Realty

Joseph (Joe) Cooper

Completed Profile
27 reviews
Open 7:00 AM - 10:00 PM
Usually responds in 5 minutes
Prime Agent Badge
PRIME AGENT
11 years of experience
40 sales in last 12 months
2,555 transactions all-time
Serves Winter Garden

About

Joe Cooper is a highly accomplished Broker/Owner at Cooper HomeFront Realty in Central Florida with a stellar track record and experience in the real estate industry. -> With his CRS designation, he has achieved the highest level of expertise and professionalism in residential transactions. -> Joe's exceptional dedication and commitment to excellence have earned him prestigious accolades, including the RE/MAX Hall of Fame and membership in the RE/MAX Platinum Club. -> As a Top Producer and Multi Million Dollar Producer, he consistently delivers outstanding results to his clients. -> Beyond his real estate success, Joe proudly served in the US Air Force, bringing a unique blend of discipline and integrity to his work. With his passion for helping clients find their dream homes, Joe Cooper continues to be a trusted and respected force in the Central Florida real estate market.

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Achievements

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Top Listing Agent 2025
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Sells Homes Fast 2025
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Top Sales Producer 2025

RE/MAX Hall of Fame, Top 200 Real Estate Agent in Orlando Metro Area, RE/MAX TITANIUM Agent of the Year; RE/MAX Platinum Club Award; Top Producer; Multi-Million Dollar Producer

Associate's Degree, East Tennessee
Electronic Engineering

CRS, SFR, REALTOR®, CLHMS

Joseph (Joe) Cooper's Video

Keller Williams Elite Partners Iii Realty

Tania Matthews

Completed Profile
13 reviews
Open 9:00 AM - 5:00 PM
Usually responds in 1 hr
Prime Agent Badge
PRIME AGENT
16 years of experience
41 sales in last 12 months
449 transactions all-time
Serves Winter Garden

About

The Tania Matthews Team has heart. We’re a team with a combined forty years real estate experience, that will stay true to our clients and advocate for them, regardless of how much time it may take to meet the needs of buyers, sellers, and investors alike. We aren’t simply about the bottom line, but about going above and beyond to form a long-term relationship and be a resource for each individual that may choose to trust us with some of the biggest and most important investments of your lives. We will always strive to exceed your expectations and keep consistent and open lines of communication. This is not just business, it is personal and it is a joy and a privilege for us to work with and for you. We will always be: Honest Educated Authentic Readily Available Trustworthy

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Achievements

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Top Producer 2025
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Top Negotiator 2025
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Sells Homes Fast 2025

MultiMillion Dollar Producer, Associate Leadership Council 2012-2018,Regional Associate Leadership Council 2014-2018, International Leadership Council 2014-2018

Bachelor's Degree, University of Mississippi
Bachelor of Science

CIPS, SFR, CLHMS, REALTOR®, RSPS, SRES

Tania Matthews's Video

Olympus Executive Realty

Nicole Mickle

Completed Profile
8 reviews
Open 7:00 AM - 11:00 PM
Usually responds in 5 minutes
30 years of experience
19 sales in last 12 months
212 transactions all-time
Serves Winter Garden

About

My passion lies in helping people with their REAL ESTATE transactions so they can get the most out of their INVESTMENT and move onto the next chapter in their lives. With a 24 year career in this business (mortgage broker, real estate transaction coordinator, loan officer as well as running a successful mobile notary closing company), I know a real estate transaction has many key players and lots of moving parts. And I know them inside out. From the day your house is listed until the minute the keys are handed over to the new owner at the closing table – I know what happens next.

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Achievements

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Top Producer 2025
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Top Buyer's Agent 2025
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Sells Homes Fast 2025

Top Producers Award from Orlando Regional Realtors for from 2014 to present

Bachelor's Degree, Florida A&M University
Business Economics, 1990 - 1994

Business Highlights

Concierge Services, Condominiums, Lot/Land, Luxury Properties
Voted Top Social Media Marketer by Orlando Real Producers 2019
Recognized by National Women's Council of Realtors
Voted Top 20 Instagrams by Placester.com for Marketing

Coldwell Banker Realty

Alex & Amy Vastardis

Completed Profile
1 review
Open 24 hours
Usually responds in 20 minutes
Prime Agent Badge
PRIME AGENT
30 years of experience
70 sales in last 12 months
2,500 transactions all-time
Serves Winter Garden

About

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 2500 families with their real estate needs and have produced more than $500 million in sales. With such impressive numbers, The Vastardis Team has earned their place as the Number 1 Small Team with Coldwell Banker 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. Be sure to check out their online reviews on Google and Zillow - The Vastardis Team - Alex and Amy Vastardis

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Achievements

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Top Listing Agent 2025
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Top Sales Producer 2025
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Top Buyer's Agent 2025

International Presidents Elite for Teams

Bachelor's Degree, Florida International Uni
Bachelor of Science

ABR, CRS, REALTOR®

Alex & Amy Vastardis's Video

Inventure Group

Kevin Atchoo

Completed Profile
15 reviews
Open 24 hours
Usually responds in 5 minutes
Prime Agent Badge
PRIME AGENT
22 years of experience
21 sales in last 12 months
887 transactions all-time
Serves Winter Garden

About

Owner, Broker and Realtor. Serving clients interests in Florida Real Estate since 2003. Always a pleasure to achieve my Buyers and Sellers Investment and Personal Goals.

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Achievements

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Top Listing Agent 2025
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Top Negotiator 2025
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Top Buyer's Broker 2025

High School Diploma, Wayne State College / Oakland Community College
Business

REALTOR®

Business Highlights

1031 Tax Exchange, Buyer Representative, Condominiums, Distressed Properties
Born and raised in the Great Lake State ( Michigan ) - Florida resident 19 years
Also Licensed Real Estate Broker in State of Michigan

We've introduced over 4,940,482 buyers and sellers to top local real estate agents in the past 15 years

  • R V

    "The service was great and the recommendation of the realtor was fantastic. The realtor was fair and honest he gave me a very reasonable selling price and follow the listing all the way through. The house sold within the first week."
    Rita V. from Tennessee / Sold a home using RealEstateAgents.com
  • A C

    "I used the website to identify potential agents in the new city I was moving too. I ultimately went with one of the recommended agents and had a very smooth home buying process."
    Alexis C. from Iowa / Bought a home using RealEstateAgents.com
  • R J

    "My realtor was very professional in every aspect of the sale. My house sold within a week. She called or texted me through out the whole process."
    Ruth J. from Ohio / Sold a home using RealEstateAgents.com
  • S M

    "We found an excellent Realtor, who guided us through the sale and did an excellent job along the way."
    Steve M. from Florida / Sold a home using RealEstateAgents.com
  • J B

    "Very professional, we had a great experience."
    Jon B. from Wisconsin / Bought a home using RealEstateAgents.com
  • S K

    "The agent you recommended was fantastic. He stayed in touch throughout the process. He kept us informed every step of the way. The sale was quick and couldn't have gone smoother. Would definitely recommend to anyone else and will definitely use in the future if needed."
    Stanley K. from Indiana / Sold a home using RealEstateAgents.com
  • J L

    "Great realtors. My home sold in five days!"
    Joe L. from Illinois / Sold a home using RealEstateAgents.com
  • B W

    "My selected agent was very thorough, professional, and attentive to my needs. He was absolutely the BEST!"
    Bonnie W. from Indiana / Sold a home using RealEstateAgents.com
  • J S

    "Had issues with the title company, which agents handled."
    John S. from Arizona / Sold a home using RealEstateAgents.com
  • J H

    "We had a very unique situation... My sister and I live in different states and the house belonged to our deceased Mother... Service was great could not have been any better..."
    Joe H. from Texas / Sold a home using RealEstateAgents.com

Sell your Winter Garden home with confidence

Why use RealEstateAgents.com to find a top Winter Garden real estate agent

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Contact Us to Find a Top Agent in Winter Garden

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Winter Garden Housing Market Report

Market Action Index

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

Fewer sellers are listing their homes compared to last year
Houses are selling quickly compared to the amount on the market
90
seller's market
Buyer's Market
0102030405060708090100
Seller's Market
Real Time Market Profile

Median List Price

$597K

Per Square Foot

$265

Days on Market

110

Total Listings

620

Median List Price

Thu, May 7, 2026

Median List Price
1 Year

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