If stuff is selling for the same price 3 and 4 beds then keep it the same...

I'm looking for a 2-bed, 2-bath condo priced under $500,000, with a 10% down payment.

Oddly enough in this document they define multi-family as: “ "MULTI-FAMILY" means a structure containing three or more dwelling units or a bed and breakfast dwelling that has six or more guest rooms. 

One friend raised rents from $1,075 to $1,600 in two years without any cosmetic updates on a 3 bed 2.5 bath in Liberty.

how many bed/baths is your property? 

They can usually get 2 bed in each room and can also convert shared living spaces into "rooms" as well. 

We finished the unfinished basement which added an addition bedroom and bathroom to the overall bed and bath count of the house.

We are currently paying $2,800 per month for a 3 bed, 3 bath home, which is a steal of a deal from our standpoint since most other homes in the area are going for $3,500 per month plus.

I don't know MA laws, so generically:1) Do you need any lead paint, bed bug, or sex offender disclosure? 

Here are some tips on doing comps when you do them:1. use the same bed count, go up or down a half bath2. start at a 1/2 mile radius from your target house (expand 1/2 mile each time to get more comps)3. start at 3 months back (expand 3 months more each time to get more comps)