Preface: I'm 58, was single until I was 54. I scrounged, garage saled, super markdown saled, made do with hand me downs, etc. most of my adult life. Somewhere around 45, I called BS and decided to start living like a "grown-up". Did I start buying brand-new? Hell, No! I gave myself permission to get rid of everything I didn't like and replace it with higher-quality used stuff that I loved.
Here is what my place looked like when I sold it. The only change is the borrowed dining room set and side table, because I sold mine before I put my home on the market. I sold it where I bought it: Craigslist. Got $50 more than I paid for it. Oh, and the fancy wool carpet? I worked for the mfr. It was a mis-thread, which meant the product didn't match the samples, but was otherwise fine. Pennies on the dollar. Kitchen was originally Euro-cabinets. I just replaced the doors. Bought stock slab granite and got the spendy back splash on employee discount from the mfr. (my then employer). Whole kitchen probably cost $6k to completely re-do.
http://www.zillow.com/homedetails/18380230_zpid/Fast forward: DH and I got married and bought a bigger house* once we realized his mom had ALZ and needed to live with us. New house is a great room style and my stuff didn't work. I sold everything, kept some of his newer stuff and bought "new" from CL and a good consignment store. Yup, between selling the old stuff and all of our duplicates at an estate sale, CL and that same consignment store, I got all my money back and then some.
Now I live in a fancy-ass clown house and I love that none of the furniture was purchased new. I happily share that info with anyone who asks.
TL;DR - It's fun to live like a grown-up, but don't buy on credit and don't pay retail. Used cars, used furniture, home ownership and judicial DIY upgrades were our ticket to FI in a HCOLA on low-ish salaries.
*Adding this in light of comments posted while I wrote. We bought our new house on a short sale for $928k cash. Had to outbid 13 other buyers and endure 8 month escrow from hell. Zillow now claims it's worth $1.3m three years later. Now our immediate neighbors are building a brand-new 3k sf house. When it's finished, our "Zestimate" will probably increase by another 100k. All of which is just HCOLA madness. If you live in a flyover state, just lop off a zero and the rest still applies. No hate please. We live in a more "affordable" part of the Bay Area (ha!) and DH walks to work. Zestimate = guess, not gospel. Don't use it to calculate NW, either.