Hi Paul,Charlotte is considered a good market for house hacking due to its demographics, safety, and quality of life.

Most markets have slowed down in the past year.

@Timothy Lin  The idea of the 1031 exchange benefit is to allow investors to use the capital gains tax they would otherwise have to pay when selling their investment property, And keep the profit from the deferred tax in their pocket.You get to indefinitely defer it into any type of real estate that that might meet your needs better. 

If the property has continued to appreciate, perhaps him buying you out at market value makes the most sense, then take the cash and roll into a new property.It sounds like you would like him to pick up another $500/month (pay you the $1,000/mo rent + pay 50% of the remaining mortgage split). 

It’s not uncommon to feel like you’re overthinking it—finding the right balance between investment potential and family comfort can be tricky.Since both your current and future properties are in a growing area, focus on the overall market trends and the amenities the neighborhoods offer.

The land market here has really taken off over the last 10 years.

The improvements boosted its market value, leading to a successful sale at $65,000 on 8/21/2024, showcasing our strategic approach and effective project execution.

However, given its design and commercial-like feel—originally built as a retreat center with a strong Japanese influence—I’m uncertain about the best market to target for a sale.I’m hoping that someone in this group might have connections or advice on how to approach selling a property like this.

My goal is to wholesale to raise capital to do flips for shorter term investing and to buy and hold rentals for long term investing.

Never buy a property with the intent of changing a neighborhood or a city unless you have capital to waste.