Hello guys, OP.
I'm a winter park native, lived outside of Florida for a while but always end up back in Winter Park Florida.
It's a great area. Beautiful homes, awesome schools, takes about 20 minutes to get to lake eola(as with nearly anything). You can rent in Winter Park for sure, the market is decent for renters right now.
* Park ave is near Rollins college and is a staple here in Winter Park. It's a historical street of shopping, restaurants and events.
* Baldwin Park is a newly developed area w tons of beautiful condominiums. Awesome environment for walking around. It's on a lake, near a dog park, tons of shopping and very centrally located.
* Mills ave/1792 area is a little closer to your job, is a growing area w lots of hip restaurants & bars around.
* College Park- near edgewater is also a booming microcosm within orlando. Maybe a bit too far from where you want to be but again it offers great surroundings.
Private message me if you're interested. Happy to show you around or tell you more about it.
Welcome to Orlando.