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Explore Our Properties

Meet Olivia Swales

Olivia

Olivia Swales

Real Estate Agent

Get to Know Me

With a background in real estate both in the U.K. and the U.S., Olivia brings a global perspective and a keen understanding of the housing market. Before joining the family business in Florida, she spent four years in the real estate industry in the U.K., honing her skills in sales, leasing, and client relations. She holds a bachelor's degree in Mass Communications from the University of South Florida, which fuels her expertise in marketing and digital engagement.
 
As a Licensed real estate agent at Winter Garden Real Estate & Property Management, Olivia plays a key role in not only helping buyers, sellers, and renters but also spearheading the company’s social media presence. Her innovative marketing strategies ensure properties receive maximum exposure across online platforms, helping clients attract the right buyers and tenants. Beyond marketing, Olivia is actively involved in the leasing process, personally showcasing homes and ensuring they find the perfect match.
 
Whether you're looking to buy, sell, or lease, Olivia is dedicated to making the process seamless and stress-free. Connect with her today to learn how she can help with your real estate needs!
Success Stories

Anthony went above and beyond for me to help me find a house! He traveled far distances multiple times just to accompany me to showings. Once I found my dream home he prepared a competitive offer and went above and beyond for me to get the house on a multiple offer situation. Due to covid the process of buying the house was delayed and took about three months. During this whole time Anthony kept me on th...

— Irene B.

Success Stories

We loved working with Anthony through Winter Garden Real Estate & Property Management. Anthony's knowledge of the Central Florida area gave us confidence in narrowing down where we wanted to buy-in. He made himself available to answer all our questions whether, via phone calls, texts, or emails, we could always get ahold of him. I highly recommend Winter Garden Real Estate & Property Management to anyone...

— Jaz P.

Success Stories

The best of the best. She was so helpful and went above and beyond. Got me the best interest rate you could imagine and made the process so much easier. I am a usmc vet and she helped me through the VA process and figuring out how to get a loan. She will fight for you to get the best deal. She is a firecracker and will fight for you to get the best deal. Her and her team will do everything they can to ma...

— Cristina R.

Success Stories

Olivia was amazing as finding us the best home to fit our needs, in the best price point, and in the best area!! She came to every viewing, as well as, the closing no matter how far they were. She is based in Orlando but made the trek to Tampa every time we needed her. She was also incredibly helpful at educating us on everything “home buying” related since this was our first time! The whole process was ...

— Shelby Q.

Success Stories

Olivia Swales was the best real estate agent my boyfriend and I could’ve asked for as first-time buyers! She was always readily available for us, whether answering one of our millions of questions or dropping everything to look at a house across town within hours of us sending it to her. She was efficient with everything, knowledgeable about this competitive market, and cuts to the chase. When we found o...

— Lauren B.

Success Stories

Olivia is hands-down the best real estate agent I’ve worked with. We worked with Olivia to relocate to Orlando and couldn’t have had a better experience. She was able to help shortlist a series of homes for us to view on a whistle-stop tour of Orlando, so we could explore all areas and types of homes that met our needs. With her help, we decided to go with a new build. Throughout the entire process, Oliv...

— Liam W.

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Browse My Listings

18 & 20 E PLANT ST

For Sale

$2,999,000

18 & 20 E PLANT ST

  • 2,699 Sq.Ft.
60 N PARK AVE

For Sale

$2,185,000

60 N PARK AVE

  • 4 Beds
  • 5 Baths
  • 3,836 Sq.Ft.
214 S WOODLAND ST

For Sale

$1,990,000

214 S WOODLAND ST

  • 4 Beds
  • 2 Baths
  • 2,868 Sq.Ft.
234 N LAKEVIEW AVE

Pending

$1,500,000

234 N LAKEVIEW AVE

  • 4 Beds
  • 4 Baths
  • 3,267 Sq.Ft.
133 S PARK AVE

For Sale

$1,349,000

133 S PARK AVE

  • 3 Beds
  • 4 Baths
  • 2,938 Sq.Ft.
137 S PARK AVE

For Sale

$1,115,000

137 S PARK AVE

  • 3 Beds
  • 4 Baths
  • 2,938 Sq.Ft.
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View Featured Listings

For Lease
MLS® O6283529

$128,046,800

1887 CENTRAL FLORIDA PARKWAY, ORLANDO, FL 32827
28,500 Sq.Ft.
For Sale
MLS® G5086973

$72,000,000

412 E STATE ROAD 44, WILDWOOD, FL 34785
For Sale
MLS® C7505231

$59,999,990

2901 JACARANDA BLVD, VENICE, FL 34293
173,653 Sq.Ft.
For Sale
MLS® PR9111992

$59,000,000

Call for Address
5 Beds 10 Baths 14,475 Sq.Ft.
For Sale
MLS® W7874108

$38,500,000

18725 JIRETZ RD, ODESSA, FL 33556
6 Beds 10 Baths 16,114 Sq.Ft.
For Sale
MLS® PR9112569

$36,000,000

693- KM.8 AVE, DORADO, PR 00646
137,944 Sq.Ft.
View All

Find Your Dream Home Today

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Experience the Difference

Experience a level of service that goes beyond transactions. Reach out to our dedicated team today and discover how we combine local insights with innovative solutions to create exceptional real estate experiences in Winter Garden.

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Get in Touch
Contact Details

Winter Garden Real Estate & Property Management

(407) 910-1066

[email protected]



27 N Dillard St

Winter Garden FL 34787