However, since I am hoping to sell the land first.

Selling and buying something else you want keep and doing a cost seg in would help with the tax burden probably better in this situation.

You could also get a line of credit for about $150k (you should be able to borrow 75% of the value.)The reason I suggest this is…1) you save $40-$60k in selling costs. 2) you have a lower blended interest rate (2/3rds at 3.25% and 1/3rd at 7 or 8% instead of the whole $500k at 7 or 8%) saving you another $1k/mo in interest. 3) you only pay interest on that $150k when you actually use it, not from day 1  Unless you hate this property, or want to buy something you can’t afford without selling, that would be my plan.

Every hedge fund is always buying and selling assets.

Right now I'm keeping it because of appreciation and not sure if I want to sell for now, would need to do 1031 exchange. 

Additionally, your brother would inherit your cost basis in the property, which could result in significant capital gains tax if he sells the property later.

If you do it right, it’s arguably the best market to invest.Purchase: $80k-$130kRent: $1100-$1500 (no rent control in MI)1% rule: .9%-1.4% rule dealsCoc ROI: 5-12%Total ROI: 20-40%Cash flow: $50-$250/door (after all expenses and budgeting for maint, capex, vacancy)Appreciation: 3-10%+ (has been double digit for a decade)Location: C+, B-These numbers are based on the “sweet spot” in Metro Detroit.

It will make the loans more valuable if you ever decide to sell them and decreases the chances of default. 

And it can work really well for you as long as you pay attention to the statute requirements.In order to defer all tax you are selling investment real estate and buying investment real estate of at least the same value you sold. 

Selling one and buying several is fine.