If you live a life you regret to get into heaven, is it worth it?

I came to salvation very early in life and I remained an immature Christian for a long period of time. During this period of 'sitting on the fence' I regretted things that my worldly friends did but I was told (by parents and church folk) not to do. I was always under pressure to try an make the right choices even though I wanted to just let loose! It felt to me like I was trapped in a bubble of laws and expectations that I didn't want to have and that limited my exploration of the world around me.

So, thinking back on that period of my life, I can completely understand your question. However, a few years back I came into an understanding of God's Word that completely revolutionized the way I perceived His Word, His plan for us, His salvation, and His expectations for us in our daily living.

Today, I am not on the fence, by my own choice. My understanding of what God has done for me, the knowledge I have gained from His Word regarding His plan for me, His will for my life, and the future He had prepared for me, has brought me to a point where I regret not learning about this earlier. So much of my life has been wasted on petty things that I once desired I could do with my friends, but now I see how empty they were. Those former things I regretted I could not do have been replaced with a deeper and more meaningful life.

The life I live now is too full of value and meaning to even consider things I regretted I could not do. When you find God, through the grace gospel and salvation, and then start to grow in an increasing knowledge of His Word (2 Tim.2:15); which is a revelation of His love for you and the future He created for you, there is no room for regrets, or condemnation.