If you want it, you can make it happen. You're basically asking for a part-time contract programming gig (or whatever your specialty equates to); I've done those at times for tidy sums. Smaller '50s-ish homes exist and are quite affordable; you could also save up the cash and build your own (I just found a nice half-acre rural lot in driving distance of work for $1700, and a workable 2-story small-frame "house" is available from Home Depot for about $8000 (you add amenities over time)). Cars can be had cheap, downgrade to a cheap prepaid dumphone no-data plan, rediscover frugal living, and you'll work it out. I very nearly did the same, until I got married and she had pricier standards.

And once Obamacare kicks in, there might suddenly be a lot of companies looking for "part time" workers interested in 1950s-level health care plans (to wit: none). You asked at just the right time!

>there might suddenly be a lot of companies looking for "part time" workers interested in 1950s-level health care plans (to wit: none)

You are aware that employer-sponsored plans came about in the 40's as a way to get around wage freezes (wage freezes enacted because of World War 2), correct?