“Overall, yes, we’re paying more for vehicles by continually getting a newer one (either leasing or buying them) every 2-3 years, but our lease payments are about $150 less/mo. compared to buying (saving about $1800/yr. in payments). It’s very difficult to trade in or sell a 2-3 year old vehicle for what is owed on it at that time.”
As I said to the other posters, you should do what you want. It does sound like you are aware that you are comparing two very costly options, either way you are eating all the new car depreciation and selling a nearly new car to someone else who is getting a very good deal compared to yours. IMHO, you are also assuming quite a bit of risk to “save” $150 per month. You are essentially renting a mid-priced truck for $500 per month, I’m also assuming that you gave them the old car for what you still owed (they will probably make another $3-4000 on that end of the deal). I hope your car dealer sends you nice christmas cards.
I honestly don’t understand why folks feel a need to replace a 2-3 year old vehicle. Current vehicles are very reliable well past that point, and should look, feel, and drive like new. I do remember when the life expectancy of a (domestic) car was about 100K miles and many folks traded them every 2 years. My grandfather (the stereotype self-made businessman) used to trade in caddies every 1-2 years in the 60s, I don’t think he even bothered to change the oil. At least those old caddies changed from year to year, now I can’t even tell the difference between model years of most cars. To me, this is sorta like living in a nice hotel full-time to avoid the hassle of owning a house (at twice the cost, with no equity gain). My wife might like that idea, but it’s not going to happen.
I can understand why some folks choose to buy new (not used) cars, but that only begins to make sense if you keep the car for much longer that 2-3 years. If I (or my wife) wanted to drive late model cars, we would buy 2-3 year old used cars and keep them for 3-5 years (depending on mileage). For $500-700 per month, I could drive MUCH nicer cars than the ones you are buying simply by buying 2 year old vehicles. I could also drive equivalent vehicles for closer to $300 per month and put the other $200-400 in the bank (in reality, I would only pay cash for cars). If you put that car payment difference in a decent mutual fund for 10 years, you will probably have $50K in equity (probably more). You need to decide if driving a 0-2 year old car (instead of a 2-4 year old car) for the next 10 years is worth $50K to you. Just something to think about.