
Meet Jonathan
Jonathan W. Woolf, CDPE
Broker/Owner of Woolf Realty. Third-generation Floridian. Palm Beach County his whole life.
My Story
A Life in Palm Beach County Real Estate
Third-generation Floridian. In the family business since high school.

Jonathan is a third-generation Floridian who has lived and worked in Palm Beach County his whole life. He entered real estate in 2000 and took over Woolf Realty in 2016. Along the way he earned his HVAC certification from Palm Beach State College and built hands-on experience in construction, property rehab and investment properties, knowledge his clients benefit from every day. He holds the Certified Distressed Property Expert (CDPE) designation, has been recognized as the #1 Realtor in the Town of Lantana, and lives by CANI: constant and never-ending improvement.
Jonathan's faith in Jesus Christ is the foundation of his life. Having overcome significant personal challenges and maintained long-term sobriety, he is passionate about mentoring others, serving in recovery communities and helping men grow spiritually through The Forge, a Christian men's ministry focused on biblical leadership, accountability and encouragement.
He and Heather have two grown children, Kaelan and Elyannah, and attend Christ Fellowship. When he is not working you will find him on the water surfing, wakeboarding, boating, fishing, diving or paddle boarding, or with family at the cable ski park at Okeeheelee Park. His motto: love, pray, and support each other.
- In real estate since 2000
- Broker/Owner since 2016
- 1,600+ closed transactions
- CDPE: Certified Distressed Property Expert
- HVAC certified, Palm Beach State College
- #1 Realtor in the Lantana area, 2023 and 2024
- Third-generation Floridian and second-generation real estate broker
Family Legacy
Three Generations in Palm Beach County
Jonathan is a third-generation Floridian, and serving Palm Beach County runs in the family.
Photo Album
Jonathan's Photo Album
A few moments from Jonathan's life on and off the water.
Young Jonathan, dressed up for his portrait
Young Jonathan
Jonathan with his parents, Joe and Cathy Woolf
Jonathan's grandparents Joe and Amy Woolf with his parents, Joe and Cathy Woolf
Jonathan's grandparents, Wayne and Daisy Knight
Jonathan and his surfboard, September 1995
Jonathan in his early days
Jonathan, back in the day
Jonathan and Heather's wedding day
Jonathan on his wedding day
Jonathan and Heather
Jonathan and Heather on a night out
Jonathan and Heather at the pier
Jonathan and Heather at a black-tie event
Jonathan and Heather at a black-tie gala
Photo booth fun with Heather
Jonathan and Heather at Notre-Dame in Paris
Jonathan and Heather at the Eiffel Tower
Jonathan and Heather Woolf
Out on the boat with Jonathan's nephew
Jonathan and Elyannah taking a break
Jonathan and Elyannah at Christ Fellowship
A good catch in Key West with Elyannah
Jet ski day with Elyannah
Kaelan and Elyannah tubing behind the boat
Jonathan with Kaelan
Mountain trip selfie with Kaelan
In the mountains with Jonathan's dad and Kaelan
Jonathan with his son, Kaelan
Jonathan and Kaelan
Jonathan, Heather, Kaelan and Elyannah
The family on the front porch
Family day at the beach
Cornhole on the beach deck
Jonathan surfing
Surfing, as featured in a magazine
Suited up for a surf session
Jonathan with Pastor Tom of Christ Fellowship at a business event
Heather, Jonathan and Bonnie
Another one SOLD
Jonathan W. Woolf, CDPE
Ready to Work With Jonathan?
Whether you're buying, selling or just exploring your options, Jonathan would love to help with your next move.



