I'm actually looking more on the East Side. Specifically Mt. Washington, Highland Park, Cypress Park(saw a 5x4 today on a 10,000sqft lot that was perfect), Atwater Village, Frog Town etc and even as far as South Pasadena. Both me and my girl work in film & TV and while she is locked into working in Hollywood I have more flexibility. Silverlake/HH are just STUPID overpriced for the dumpiest homes. Had I been looking 5 years ago (when I didn't have the kind of money I do now) that would have been a better area.
So long as I can drive into certain areas in a few hours (Culver City, Palisades etc) I don't care about being inland so long as I'm not out in the goddamn boondocks. Plus, I can get to the beach in under an hour on my bike from all those areas so I don't mind at all.
We settled on a realtor we like and after spending this weekend looking at places all over the city, I am feeling much better about my options for a 30+ year property.
I really think you are ovethinking the whole process. I know you are worried about timing the market, but that shit is unpredictable. I think if you plan on staying in LA long term, then go ahead and buy. Obviously the hot area today may be cold in a few decades, and visa versa. Basically LA boils down to $2,000/sq ft by the beach, $1000/sq ft for nicer inland neighborhoods, and $400-500 sq/ft for suburbia. After that it just depends on where you want to live relative to work, and what kind of neighborhood you want to get into.
I remember when I was in San Diego in 1995, I had a chance to buy a beachfront home in Pacific Beach for $400,000. Literally open front door onto the sand. Of course, in 1995 I didn't have $4,000 to my name. When I left 10 years later that same home was going for over 2 million.
I ended up buying a home inland in San Diego in 2000 for like $500k. Had to move a year later to LA, sold it in 2001 for $600k.....was crazy to me at that time to think I made $100k in a year just to live in a house I already wanted.
Rented for a while, took that money, bought a home in LA in 2005 for $770k. Recession hits a few years later, that home went down to something like $450 at the nadir. I still have that home today (although now I use it as a rental), and even now it's only worth $650k. It will probably take until I retire until I break even on that home.
In 2011 I bought a home for $800,000. I sold that home in 2016 for 1.2 million.
I guess I'm sharing this with you to show you what can happen if you don't worry about the market, and just worry about where you want to live. I've lost and made money on my homes, but in the end it doesn't really matter that much because I know I will always live in LA until I retire, and I can ride out the bad waves as well as benefit from the good ones. I don't know how old you are.....I don't think you are over 50. 30s? 40s? If so, you have plenty of time to make more income and build equity into a home. If you were older, then renting would make more sense, because you wouldn't be able to adapt to the volatility of the housing market. Since I assume you are like me and in the prime of your money-making years, then just focus on finding a place you will enjoy living at, and buy there.