Since you have been lurking around on SDN for a while now I am sure you realize that it would help your cause if you were to take your prereqs at a 4 year university as opposed to a cc. Now if your undergraduate GPA was a little higher and you'd previously taken and done well in the sciences at some point in the past then this might not be as big of an issue, but unfortunately that doesn't seem to be the case. In your situation prereqs at a 4 year would look much better. In addition, a little heavier of a workload will also help.
If you are not able to do this due to legitimate reasons that can be later explained if needed (no 4 year universities in the area, had to work too much to take a heavier schedule etc.) well than you've got no other choice and you'd might as well give it a shot.
However, keep in mind that medical school admissions commitees are tasked with the job of trying to determine whether or not you will be able to succeed academically at their school. The applicants that leave the committee no room for doubt are the ones that get accepted. Therefore a 3.3GPA in a non-science related major over 10 years ago does not tell them at all how well you'll do in a rigorous science curriculum today. It does not alleviate any of the doubts that medical admissions commitees often have when faced with applicants with lower GPAs.
Doing well in your prereqs will definitely help, but if you take them at a community college and only 1 class at a time, well then your not really making their job any easier, and at the end of the day that leaves room for only doubt which is not good news for you. The problem is that at a community college, unless they are really familiar with that cc, they have no way of knowing how rigorous the grading scheme and competitiveness of those courses are. In addition, taking 1 course at a time also gives them no way to determine how well you'd not only manage your time, but do academically when you've got a lot of material to learn in a relatively short amount of time - which is what you'll be expected to do during medical school.
So to summarize, if you have no other alternatives, well then you've got no other alternatives and you'd might as well try and see what happens. Just make sure you ROCK the MCAT! But if you can slightly go out of your way and take at least three prereqs per semester at a local 4 year, well then you'd not only help admissions committees determine whether or not you'd be successful, but you'd also help yourself figure out whether your really cut out for medicine.
P.S. 1 course at a time will take you forever! Medicine is already a long process, do you really want to spend 3+ years taking prereqs prior to beginning the 7+ year process to become a licensed doctor? I mean at some point your going to have to go to school full-time (med school and residency) why not now?
Edit: After re-reading your post, here is a suggestion that might help you since you mentioned that family issues might make it impossible for you to take a full-load at the moment:
the way I figure it, if you retake all of your prereqs 1 at a time, lets just assume that you take the lecture and lab together in the same semester, your looking at a minimum of 4 years. 1 year of bio, 1 for chem, 1 for physics, and 1 for organic chemistry. You could take some of these in the summer, but keep in mind that summer courses are very time consuming, especially when taken with the lab component. Summer science + Lab + studying to do well = full time commitment over those 6 weeks or so. However, for the sake of argument, lets say that you do manage to take a summer session or 2, at the very earliest it will still take you 2.5 to 3 years to complete the prereqs. So here are the two scenario's,
Scenario 1: (You proceed to take 1 class over approx 3 years at cc) 3 years from the day you start you'll be applying to med schools and will be faced with the issues discussed above in my post regarding the light course load, cc taken prereqs, and lower than average GPA in a non- science related major over 10 years ago. Might have trouble getting acceptances this way.
Scenario 2: Take 1 to 2 years off to resolve personal and family issues, then go full-time to a 4 year university and knock out all of your prereqs in 1 to 1.5 years, do well, alleviate any concerns admissions committees have about your abilities to succeed in a rigorous science based curriculum and then apply within the same exact time frame as you would've with scenario 1 while greatly increasing your chances of getting an acceptance.
I would go with scenario number 2, hope this helps.
