Even a 50 unit apartment building would be tougher.You would need some kind of commercial hospitality business like what I posted about.For example we thought about doing a nice B&B in New Hampshire years ago.

I can say that in my home state of NH (and many states have similar provisions), that if the beneficial owner of the property remains the same (In NH this means the partners are the same), then there is no real estate transfer tax.Based on the high level facts you provided, I would consider a structure like the below. 

@Luke Davis While I can’t speak for your target markets as I live in northern new Hampshire I might suggest looking for more rural areas.

Here is how most work:Rates: 10% to 14% (Most Deals are 12%)Terms: 1 Day - 24 Months (Most Deals are 6 months)Fees: 2-5 points(%) of loan amount paid at closing (Most Deals are 3 points(%))Minimum Loan Amount: $50,000 (For loans less than $200,000 we charge $2,500 minimum)Max Loan: 65% of After Repair Value(ARV) 100% Rehab Financing Available (Require 20% of purchase price down payment or cross-collateral)Closing Timeframe: 48 Hours - 3 Weeks (Most Deals are 10 business days)We have private lending partners throughout the entire United States that cover the following states: AL, AZ, AR, CA, CO, CT, DE, FL, GA, HI, IL, IN, IA, KS, KY, LA, ME, MD, MA, MI, MN, MS, MO, MT, NE, NV, NH, NJ, NM, NY, NC, OH, OK, OR, PA, RI, TN, TX, UT, VT, VA, WA, WV, WI, WY.

Typically our lending partners programs are as follows:Rates: 10% to 14% (Most Deals are 12%)Terms: 1 Day - 24 Months (Most Deals are 6 months)Fees: 2-5 points(%) of loan amount paid at closing (Most Deals are 3 points(%))Minimum Loan Amount: $50,000 (For loans less than $200,000 we charge $2,500 minimum)Max Loan: 65% of After Repair Value(ARV) 100% Rehab Financing Available (Require 20% of purchase price down payment or cross-collateral)Closing Timeframe: 48 Hours - 3 Weeks (Most Deals are 10 business days)We have private lending partners throughout the entire United States that cover the following states: AL, AZ, AR, CA, CO, CT, DE, FL, GA, HI, IL, IN, IA, KS, KY, LA, ME, MD, MA, MI, MN, MS, MO, MT, NE, NV, NH, NJ, NM, NY, NC, OH, OK, OR, PA, RI, TN, TX, UT, VT, VA, WA, WV, WI, WY.

I am a full time Systems Engineer living in New Hampshire.

I am in Northern New Hampshire.

MA is expensive, but I'd recommend checking out rental properties in New Hampshire and inland Maine. 

I work as a Realtor from Boston up to Manchester NH.  

I actually just made an offer on a 3-unit in Salem, NH great location with great rental income, but sadly was outbid.