Jill Healey

Jill Healey

SL: 3487400
  •   5   (17 reviews)

About Jill

[Member of KW Luxury] Orlando offers an unmatched lifestyle. Jill Healey embraces its vibrant culture and communities. With a warm and reassuring personality, she provides exceptional client service, rising to every challenge with grace and discernment. A former business strategist and coach, she has worked in diverse businesses ranging from startups to Fortune 500 companies. Jill and her husband embarked on their investment journey in 2017 in the Central Florida and Southern California markets, developing a passion for real estate and renovations. An investor-turned-Realtor, she transitioned to real estate full time after several friends asked her to attend home showings with them while looking for their dream homes. She knew she had found her passion when she would drop everything to assist her friends in evaluating homes, and she hasn’t looked back! Whether renovating a home for resale or scouting for an investment property, she has always had a keen business sense. She competently guides buyers, sellers and investors to make the best possible decision. A firm believer in keeping things simple, transparent, and organized, she brings a complementary skill set to real estate, overseeing operations for the Park Life Group. Jill earned her MBA and Bachelor of Science in Organizational Communication from the University of South Florida. Go Bulls! When she’s not serving her clients, you may find Jill with her husband and two boys exploring Orlando’s attractions and new restaurants and traveling. She and her husband are proud supporters of Make-A-Wish of Central and Northern Florida, Cannonball Kids Cancer, and Boy Scouts of America. Jill is fueled by a passion for helping her clients create additional income streams from real estate and helping them find a dream home. Her clients are guaranteed a smooth journey that culminates in achieving their real estate goals when she's at the helm.

Jill's reviews

  5  
Jill has 17 reviewsacross 12 different locations, showing 6.
Review Jill
almost 3 years ago
Jill is wonderful!

Jill went above and beyond I’m helping us buy our home. We were buying from out of state and she was our eyes and ears and made a hectic situation so much easier. Highly recommend!

almost 3 years ago
Committed and Goes above and Beyond

Jill was fantastic in helping us find our new home. We were out of state clients and had very specific things we were looking for in a home. Jill not only made the process smooth she also went above and beyond in setting up contractor appointments for us and researching things further. She did not have to do any of this but she is truly committed to her clients. Jill is a go getter and will ensure that the transaction and process is as smooth as possible. Her communication is strong as well. She keeps you updated along the way! We were very fortunate to be referred to Jill and her team.

almost 3 years ago
Great experience!

Jill made the buying and selling process easier than I thought it would be. She is very knowledgeable and wants what's best for her client. I was kept updated at every turn, and she was always available to answer any question I had. I highly recommend her if you are looking to buy or sell!

almost 3 years ago
Excellent!

Jill is highly skilled at what she does. She is a joy to work with and made the whole process of buying and selling stress free! I would definitely recommend her as an agent.

almost 3 years ago
Easy Peezy!

Let me be real and candid. We were shaking in our shoes the entire process! This is our first purchase out of state and it was grueling. We were nervous, had butterflies, and needed help - extra help with each step. And that is exactly what our agent did. She held our hand, explained, explained again and yet again! She was exceptional. She IS exceptional! We could have never done it without her, I'm certain of that. And we look forward to our next pruchase with her as our agent. JILL HEALEY. Remember that name. Put it in your contacts. Tell your friends.Tell your mom!

Show all 17 reviews

Jill's properties

Jill has 12 properties for sale and sold 34 properties in the last 12 months, showing 4, sorted by most recent activity

SoldJun 1, 2026
$799,000
2321 Kelbrook Court
Oviedo FL 32765
4
3
3
Single-Family
Listing courtesy of KELLER WILLIAMS WINTER PARK and KARDOSH REALTY
SoldMay 29, 2026
$1,000,000
2035 Lake Sue Drive
Orlando FL 32803
5
4
1
Single-Family
Listing courtesy of FANNIE HILLMAN & ASSOCIATES and KELLER WILLIAMS WINTER PARK
SoldMay 22, 2026
$841,500
2119 Howard Drive
Winter Park FL 32789
4
2
2
Single-Family
Listing courtesy of KELLER WILLIAMS WINTER PARK and CORCORAN PREMIER REALTY
SoldMay 8, 2026
$795,000
639 Friar Road
Winter Park FL 32792
4
3
2
Single-Family
Listing courtesy of FLORIDA REALTY INVESTMENTS and KELLER WILLIAMS WINTER PARK
Show all 46 properties
EmailSMS
© 2026 RateMyAgent