Bible Study

Matthew Chapter 21 Explained: Bible Study & Commentary

In-depth verse by verse study with historical context and practical application of Matthew Chapter 21

November 5, 2025
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The Triumphal Entry

1 Now when they drew near to Jerusalem and came to Bethphage, to the Mount of Olives, then Jesus sent two disciples, 2 saying to them, "Go into the village in front of you, and immediately you will find a donkey tied, and a colt with her. Untie them and bring them to me. 3 If anyone says anything to you, you shall say, 'The Lord needs them,' and he will send them at once." 4 This took place to fulfill what was spoken by the prophet, saying,
5 "Say to the daughter of Zion, 'Behold, your king is coming to you, humble, and mounted on a donkey, on a colt, the foal of a beast of burden.'"

Matthew mentions a donkey and a colt, while the other Gospels mention only the colt. This was the same event, but Matthew focuses on the prophecy in Zechariah 9:9 where a donkey and a colt are mentioned. He shows how Jesus' actions fulfilled the prophet's words, thus giving another indication that Jesus was indeed the Messiah. When Jesus entered Jerusalem on a donkey's colt, he affirmed his messianic royalty as well as his humility. On the practical side, what better way to lead an unbroken colt for its first ride down a crowded road than to have its mother with it?

6 The disciples went and did as Jesus had directed them. 7 They brought the donkey and the colt and put on them their cloaks, and he sat on them. 8 Most of the crowd spread their cloaks on the road, and others cut branches from the trees and spread them on the road.

Matthew's Gospel records that the people recognized Jesus' glory on earth. Jesus humbly rode as the king of peace, and the crowd gladly joined him. But another crowd would bow to political pressure and desert him just a few days later (Matthew 27:20-26). We celebrate this event on Palm Sunday. That day should remind us to guard against offering only a superficial acclaim for Christ.

9 And the crowds that went before him and that followed him were shouting, "Hosanna to the Son of David! Blessed is he who comes in the name of the Lord! Hosanna in the highest!" 10 And when he entered Jerusalem, the whole city was stirred up, saying, "Who is this?" 11 And the crowds said, "This is the prophet Jesus, from Nazareth of Galilee."

Revelations 19:11 (ESV)

11 Now I saw heaven opened, and behold, a white horse. And He who sat on him was called Faithful and True, and in righteousness He judges and makes war.

John 1:29 (ESV)

29 The next day he saw Jesus coming toward him, and said, "Behold, the Lamb of God, who takes away the sin of the world!

Jesus Cleanses the Temple

12 And Jesus entered the temple and drove out all who sold and bought in the temple, and he overturned the tables of the money-changers and the seats of those who sold pigeons.

This is the second time Jesus cleared the Temple (see John 2:13-17). Merchants and money changers had set up their booths in the Court of the Gentiles in the Temple, crowding out the Gentiles who had come from all over the civilized world to worship God. The merchants were selling sacrificial animals at high prices, taking advantage of those who had come long distances. The money changers exchanged all international currency for the special Temple coins—the only money the merchants would accept. They often deceived foreigners who didn't know the exchange rates. Their commercialism in God's house frustrated people's attempts at worship. This, of course, greatly angered Jesus. Any practice that interferes with worshiping God should be stopped.

13 He said to them, "It is written, 'My house shall be called a house of prayer,' but you make it a den of robbers."
14 And the blind and the lame came to him in the temple, and he healed them. 15 But when the chief priests and the scribes saw the wonderful things that he did, and the children crying out in the temple, "Hosanna to the Son of David!" they were indignant, 16 and they said to him, "Do you hear what these are saying?" And Jesus said to them, "Yes; have you never read,
"'Out of the mouth of infants and nursing babies you have prepared praise'?"
17 And leaving them, he went out of the city to Bethany and lodged there.

Jesus Curses the Fig Tree

18 In the morning, as he was returning to the city, he became hungry. 19 And seeing a fig tree by the wayside, he went to it and found nothing on it but only leaves. And he said to it, "May no fruit ever come from you again!" And the fig tree withered at once.

Why did Jesus curse the fig tree? This was not a thoughtless, angry act but an acted-out parable. Jesus was showing his anger at religion without substance. Just as the fig tree looked good from a distance but was fruitless on close examination, the Temple looked impressive at first glance, but its sacrifices and other activities were hollow because they were not done to worship God sincerely (see 21:43). If you only appear to have faith without putting it to work in your life, you are like the fig tree that withered and died because it bore no fruit. Genuine faith means bearing fruit for God's Kingdom.

20 When the disciples saw it, they marveled, saying, "How did the fig tree wither at once?" 21 And Jesus answered them, "Truly, I say to you, if you have faith and do not doubt, you will not only do what has been done to the fig tree, but even if you say to this mountain, 'Be taken up and thrown into the sea,' it will happen.

Many have wondered about Jesus' statement that if we have faith and don't doubt, we can move mountains. Jesus, of course, was not suggesting that his followers use prayer as "magic" and perform capricious "mountain-moving" acts. Instead, he was illustrating a strong point about the disciples' (and our) lack of faith. What kinds of mountains do you face? Have you talked to God about them? What would strengthen your faith?

22 And whatever you ask in prayer, you will receive, if you have faith."

2 Timothy 3:5

…having the appearance of godliness but denying its power. Avoid such people.

Jesus was not guaranteeing that we will get anything we want simply by asking him and believing. We can receive wisdom from the Holy Spirit whenever we pray. But we don't always immediately receive healing or wealth. Physical rescue may not come. God does not grant requests that would hurt us or that would violate his nature or will. Jesus' statement is not a blank check. True disciples should know how to ask correctly. To be fulfilled, our requests must be in harmony with the principles of God's Kingdom. The stronger our belief, the more likely our prayers will be in line with God's will, and then God will be happy to grant them.

The Authority of Jesus Challenged

23 And when he entered the temple, the chief priests and the elders of the people came up to him as he was teaching, and said, "By what authority are you doing these things, and who gave you this authority?" 24 Jesus answered them, "I also will ask you one question, and if you tell me the answer, then I also will tell you by what authority I do these things. 25 The baptism of John, from where did it come? From heaven or from man?" And they discussed it among themselves, saying, "If we say, 'From heaven,' he will say to us, 'Why then did you not believe him?' 26 But if we say, 'From man,' we are afraid of the crowd, for they all hold that John was a prophet." 27 So they answered Jesus, "We do not know." And he said to them, "Neither will I tell you by what authority I do these things.

The Pharisees demanded to know where Jesus got his authority. If Jesus said his authority came from God, they would accuse him of blasphemy. If he said that he was acting on his own authority, the crowds would be convinced that the Pharisees had the greater authority. But Jesus answered them with a seemingly unrelated question that exposed their real motives. They didn't really want an answer to their question; they only wanted to trap him. Jesus showed that the Pharisees wanted the truth only if it supported their own views and causes.

The Parable of the Two Sons

28 "What do you think? A man had two sons. And he went to the first and said, 'Son, go and work in the vineyard today.' 29 And he answered, 'I will not,' but afterward he changed his mind and went.

You may have adult children in your family who have grown up in church but have said no to Jesus later in their lives. Don't give up on them; continue to love them and pray for them. Their no may be the first step in their journey to come to faith in Jesus later.

30 And he went to the other son and said the same. And he answered, 'I will, sir,' but did not go.

The son who said he would obey and then didn't represented many of the people of Israel in Jesus' day, particularly the religious leaders. They said they wanted to do God's will, but they constantly disobeyed him. They were phony, just going through the motions. It is dangerous to pretend to obey God when our hearts are far from him because God knows our true intentions. Our actions must match our words.

31 Which of the two did the will of his father?" They said, "The first." Jesus said to them, "Truly, I say to you, the tax collectors and the prostitutes go into the kingdom of God before you. 32 For John came to you in the way of righteousness, and you did not believe him, but the tax collectors and the prostitutes believed him. And even when you saw it, you did not afterward change your minds and believe him.

The Parable of the Tenants

33 "Hear another parable. There was a master of a house who planted a vineyard and put a fence around it and dug a winepress in it and built a tower and leased it to tenants, and went into another country. 34 When the season for fruit drew near, he sent his servants to the tenants to get his fruit. 35 And the tenants took his servants and beat one, killed another, and stoned another. 36 Again he sent other servants, more than the first. And they did the same to them. 37 Finally he sent his son to them, saying, 'They will respect my son.'

In trying to reach us with his love, God finally sent his own Son. Jesus' perfect life, his words of truth, and his sacrifice of love are meant to cause us to listen to him and to follow him as Lord. If we ignore God's gracious gift of his Son, we reject God himself.

38 But when the tenants saw the son, they said to themselves, 'This is the heir. Come, let us kill him and have his inheritance.' 39 And they took him and threw him out of the vineyard and killed him. 40 When therefore the owner of the vineyard comes, what will he do to those tenants?" 41 They said to him, "He will put those wretches to a miserable death and let out the vineyard to other tenants who will give him the fruits in their seasons."
42 Jesus said to them, "Have you never read in the Scriptures:
"'The stone that the builders rejected has become the cornerstone; this was the Lord's doing, and it is marvelous in our eyes'?

Jesus refers to himself as "the stone that the builders rejected." Although Jesus was rejected by many of his people, he would be the cornerstone of his new building, the church (see Acts 4:11; 1 Peter 2:7).

43 Therefore I tell you, the kingdom of God will be taken away from you and given to a people producing its fruits. 44 And the one who falls on this stone will be broken to pieces; and when it falls on anyone, it will crush him."

Jesus used this metaphor of the stone to show that the truth can affect people in different ways, depending on how they relate to it (see Isaiah 8:14-15; 28:16; Daniel 2:34, 44-45). There is hope that many will build on it; however, many will trip over it. And at the Last Judgment, God's enemies—all who reject his Kingdom—will be crushed by it. In the end, Jesus Christ, the building block, will become the crushing stone. He offers mercy and forgiveness now for those who build their lives on him and promises crushing judgment later for those who don't. We should choose him now!

45 When the chief priests and the Pharisees heard his parables, they perceived that he was speaking about them. 46 And although they were seeking to arrest him, they feared the crowds, because they held him to be a prophet.

The main elements in this parable are (1) the landowner—God; (2) the vineyard—Israel; (3) the tenant farmers—the Jewish religious leaders; (4) the landowner's servants—the prophets and priests who remained faithful to God and preached to Israel; (5) the son—Jesus; and (6) the other tenant farmers—the Gentiles. Jesus was exposing the religious leaders' murderous plot.