Selling My House And Taking $500k In Tax Free Gains

Sometimes in life you luck out. We lucked out bigtime by selling our house at the top of the market for half a million dollars in tax free gains. My wife and I stumbled upon a great house in the central part of the city we live in. Little did we know that this house would transform our financial future. It all began with a modest 1400 sq ft house in the heart of town, a purchase made pre-marriage and pre-kids. Little did we know that this decision would not only provide us with a comfortable home but also turn into one of the most profitable investments of our lives.

The Unexpected Investment:

Back in 2018, we embarked on the journey of homeownership with the help of a doctor mortgage, putting down just 5% and covering the associated closing costs. Our unassuming abode cost us around $450,000 at the time, and we had no inkling that this would eventually translate into one of our most remarkable investments. Fast forward to 2022, when we sold the house directly to Redfin for an astounding $1,000,000. Lets be real. This substantial gain was lucky and oddly perfect timing for my life.

Tax-Free Gains: A Win-Win Situation:

Our decision to live in the house for more than two years played a crucial role in our financial success. Living in a house for at least two out of the past five years qualifies homeowners for an incredible tax benefit. The gains from the sale of a primary residence, up to $500,000 for married couples filing jointly ($250,000 for individuals), are tax-free. This not only provided us with a sizeable profit but also ensured that we could reinvest this money wisely.

22x Return on Investment:

Reflecting on this experience, it’s hard to ignore the astonishing 22x return on our initial investment in the house. The real estate market, especially when approached with strategic planning, can yield returns that are difficult to match elsewhere. This remarkable growth, coupled with the fact that these gains are tax-free, places this investment in a league of its own. It’s an achievement that has set the bar high for our future financial endeavors.

Navigating a Changing Market:

It’s important to acknowledge that the real estate landscape is not static. As we stand in 2023, the market dynamics have shifted, driven in part by rising interest rates. The growth that we experienced might not be as easily replicable in current conditions. However, this doesn’t mean that real estate should be written off as an investment option. With careful research, strategic planning, and an understanding of the changing market, opportunities still exist to make sound investments.

What Happened To Our House?

Redfin ended up selling it to a lovely couple for about $675,000 about 8 months after they bought it from us.

Redfin made the process of selling our house so easy that it is a shame that they shut down their home buying business. For many reasons, I could not be happier with how things turned out. I don’t think Redfin did anything wrong. I think they just bought a house now the biggest declining market since 2022 and unfortunately the market crashed pretty quick in our area.

Things were nuts in my area at the time Redfin bought my house. People were buying empty 8,000 sq ft lots down the street from me for $750,000. Now, you can buy a 3/2 in the same neighborhood for $500-700k.


Our journey from buying a house pre-marriage to selling it with substantial tax-free gains has been a remarkable one. The story of our 1400 sq ft abode reminds us that astute decisions, timing, and a bit of luck can lead to extraordinary financial outcomes. As doctors who are well-versed in critical decision-making, we found that venturing beyond medicine and into the world of real estate investment can yield astounding rewards. While the market evolves, the lessons we’ve learned will continue to guide us towards intelligent investments in the years ahead.

One thought on “Selling My House And Taking $500k In Tax Free Gains

  • August 28, 2023 at 12:05 PM

    That was great timing!!! But where are you living now?


Leave a Reply

%d bloggers like this: