8+ Winter Park transactions since 2017
Winter Park, FL Real Estate — Tony Ubaldini, REALTOR®
Winter Park is one of Central Florida's most prestigious addresses — Park Avenue, brick streets, the Chain of Lakes, and Rollins College. It's also one of the most competitive markets to buy in and one of the trickiest to price correctly when selling. Tony has closed 8+ Winter Park transactions on both sides of the table.
Winter Park neighborhoods Tony works in
- Olde Winter Park
- Windsong
- Vias
- Interlachen
- Winter Park Racquet Club area
- Downtown Park Avenue
Winter Park market snapshot
- ›Median sale price commonly $850K–$2.5M+, with luxury lakefront well beyond that.
- ›Highest-demand pockets are inside Winter Park city limits — not Winter Park–adjacent Orlando.
- ›Pricing errors of even 3% often mean 60+ additional days on market.
- ›Off-market and pre-market inventory is a real thing here — network access matters.
Winter Park FAQ
Winter Park real estate questions
What's the difference between Winter Park and Winter Park–adjacent Orlando?
- City limits. A 32789 zip code inside actual Winter Park city limits carries meaningful pricing premium over neighboring Orlando addresses — Tony will show you the line on the map before you write.
How competitive is Winter Park to buy in?
- Well-priced homes under $1.5M can still see multiple offers within the first weekend. Off-market and coming-soon access matters — Tony taps his broker network and eXp national roster to surface inventory before it hits the MLS.
Nearby areas Tony also serves
All areas served: Orlando, Kissimmee, Lake Nona, Winter Park, Oviedo, Winter Garden.