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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
16 reviews
View Profile
13years 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

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

Century 21 Carioti

David Dorman

Completed Profile
4 reviews
Open 8:00 AM - 8:00 PM
Usually responds in 5 minutes
Prime Agent Badge
PRIME AGENT
27 years of experience
76 sales in last 12 months
700 transactions all-time
Serves Winter Garden

About

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 a Broker Associate for 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. You won't find another agent as quick to respond to your requests, as David. He is lighting fast. He also works at a GLOBAL level. When not working, David enjoys cooking and being doggie daddy to his 4 dogs.

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Achievements

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Top Sales Producer 2025
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Top Listing Broker 2025
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Top Company Agent 2025

Quality Service 2004-2023 Orlando top 100 Agents 2006-2023

Bachelor's Degree, UCF
Business

GRI, e-PRO, REALTOR®

David Dorman's Video

The Homer Group By Exp Realty (exp Realty)

Art Homer

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

About

Serving Southwest & Central Michigan and Southwest & Central Florida For over 20 years, The Homer Group has been helping people find their place to call home — from the lakes and small towns of Michigan to the sunny coasts of Florida. We’re more than just REALTORS® — we’re neighbors, volunteers, and community supporters who love giving back to the places we live and work. Whether you’re curious about your home’s value, thinking about buying your first place, or ready to make a move, our team of friendly, experienced agents is here to guide you every step of the way. At The Homer Group, it’s all about people, purpose, and making every move feel like home.

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Achievements

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Top Listing Agent 2025
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Top Buyer's Agent 2025
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Top Company Agent 2025

9x ICON Award Winner

Bachelor's Degree, Olivet College
Computer Science, 1990 - 1994

C2EX

Art Homer's Video

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
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    "Very professional, we had a great experience."
    Jon B. from Wisconsin / Bought a home using RealEstateAgents.com
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    "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
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    Bonnie W. from Indiana / Sold a home using RealEstateAgents.com
  • J S

    "Had issues with the title company, which agents handled."
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  • J H

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    Joe H. from Texas / Sold a home using RealEstateAgents.com

Sell your Winter Garden home with confidence

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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

$601K

Per Square Foot

$266

Days on Market

110

Total Listings

620

Median List Price

Tue, Apr 14, 2026

Median List Price
1 Year

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