Skip to Content

How To Win Monopoly When You Are Losing?

*This post may contain affiliate links. As an Amazon Associate we earn from qualifying purchases.


Monopoly is a board game currently published by Hasbro. In the game, players roll two six-sided dice to move around the game board, buying and trading properties, and developing them with houses and hotels.

Players collect rent from their opponents, with the goal being to drive them into bankruptcy. Money can also be gained or lost through Chance and Community Chest cards, and tax squares; players can end up in jail, which they cannot move from until they have met one of several conditions. 

The game has numerous house rules, and hundreds of different editions exist, as well as many spin-offs and related media. Monopoly has become a part of international popular culture, having been licensed locally in more than 103 countries and printed in more than 37 languages.

So how do you win Monopoly when you are losing?

If you are already losing in Monopoly the only way to turn things around is to make some bold moves such as trades or other things that might give you a chance at winning but are far from sure bets. This can be done by trading to give someone else multiple matches when you only get one or something similar. 

Obviously giving someone else multiple matches when you only get one in return is far from ideal but if you are already behind it can allow you to catch up in some circumstances. Other bold moves that could work are trading all of your properties non matching properties to a single person to allow you to get a match. 

Again, the trade would be very lopsided in your opponents favor but if you are losing what’s the worst case scenario, that you lose quicker? 

Bold moves that under normal circumstances might be deemed stupid are worth the risk if you are far behind and don’t have a match or possible way to catch back up. 

If you would like to know more about how to win Monopoly when you are losing, please keep reading or check out this video!

If you love board or card games then you have to check out the game called Throw Throw Burrito! It is a fun fast-paced game where you throw squishy burritos at other people you are playing with! You can learn more by clicking here.

Ticket to Ride Board Game | Family Board Game | Board Game for Adults and Family | Train Game | Ages 8+ | For 2 to 5 players | Average Playtime 30-60 minutes | Made by Days of Wonder

If you love games then you have to check out Ticket To Ride! This fast-paced board game will give you hours of fun with family and friends as you gather train cars and try to take over the board!

Ticket To Ride has many different variations as well so you can play across a variety of different maps.

Monopoly Game Strategy

How then can you strategize to win the game? Let us start with telling you the best positions you can start within a Monopoly game. First, the four railroads. Why is this so? This is because you get to make constant cash from the railroads. Though some other properties may bring that much cash too, in the long run, the railroads attract larger payouts. But with your railroads, you can earn a lot of money to fund other Monopoly properties. 

More so, you do not have to worry about large payouts all due at once. Second, you do yourself a lot of good by targeting three houses on each of those belonging to the orange color group at the start of the game. You could also target three houses in each of those belonging to the light blue color group as well. Also, those belonging to the light purple colour group are a great catch.

You can also choose to go for a hotel on each of the dark purple color groups. But there is actually a disadvantage to this option. It actually gives the worst return of the five starting positions. This is because until you have acquired up to four houses in the group, it is not advantageous. But, it can also have its advantages. It is actually the cheapest option among the five, and it has only two properties. So it is good in larger games, as acquiring the entire color group might be a lot easier.

Winning The Game

Winning Monopoly hinges on these five starting positions. To win Monopoly, at the beginning of the game, target buying railroads, and acquiring complete color groups. Once you complete a color group, you should focus on building houses on sides 3 and 4 in order to generate income. You have to construct those on your single properties because it is less profitable when you do not, except when buying stray properties to prevent opponents from completing a color group. 

When your opponent owns a Monopoly, you can stay in jail so as to prevent yourself from spending money by moving around the board. If there are still properties available, you will want to come out as soon as possible.

General Rules

One thing you should know about Monopoly is that it is a game of chance, luck and player skill. Monopoly is played in such a way that the principles can be muddled, and numerous players have their own varieties that aren’t recorded in the official rulebook. Figuring out how to set up the game board, play by the official standards, and end the game at a sensible time will assist you with figuring out how to adore the game!

Let us firstly consider how monopoly is normally played. This game can be played with two to eight players. Each number of players brings its own points of interest and downsides so it is imperative to know them before you choose what number of individuals are going to play the game with you.

Now the board would need to be set up. Open the Monopoly board and lay it on a level surface. Ensure every player has enough space to keep their cash and property deeds in front of them. You should likewise spread out the Chance and Community Chest cards on the board. They are set apart on the inside. Each player must pick a game piece. Every player gets a game piece to move around the board. The game pieces are included, yet you can likewise play with any little article. It doesn’t make a difference what piece you pick as they all fill a similar need.

You will need to give every player $1500. Prior to the game beginning, the banker gives everyone their beginning cash. It should be $1500. Most players like to keep their money arranged in front of them, however you can store your cash any way you need to as long as you know what it’s worth before you. 

Players may likewise trade cash for various bills of a similar worth. For instance, offering $500 to the bank in return for 5 $100s.What then happens next is to pick a banker. This player is responsible for all the cash, property, houses, and lodgings despite everything having a place with the bank. The banker can in any case play the game, however, they should make sure their own cash is independent from the bank’s. If it is simpler, the banker can put the case where most players can reach, permitting individuals to grab cash, houses and properties, given that they possibly do this when they are permitted to.

It is then time to roll the dice to pick the primary player. Whoever rolls the most elevated number goes first, and play at that point proceeds clockwise around the load up. You can utilize two dice or one, whichever you like. An easier option is for the youngest or oldest player to go first. This avoids the underlying dice rolling and gives them a little favorable position. After the main turn, the play goes to the player on the left in a clockwise fashion.

Game Over

The game is over when all but one player goes bankrupt. If you stop a game due to time constraints, you will need all of the players to count up their property by adding the:

  • cash on hand
  • parts, utilities, and railways possessed, at the cost printed on the board
  • any sold property claimed, at the cost imprinted on the board
  • houses, paid at price tag
  • hotels, paid at price tag including the estimation of the three houses turned in

The player with the most assets is then proclaimed the winner. One approach to shortening the game is to play for a predetermined measure of time. At the point when the clock has run out, the winner is the one with the most resources in real money, property, and houses. This strategy is utilized for competition play. 

Another approach to make a shorter game is to haphazardly hand out a predetermined number of property cards before the beginning of the game.

A third path is to play until every single player has gone around the board for a specific number of times. 

Another approach to end the game quickly is to put an unused game piece on the game board. Each time the dice rolls a one, the game piece will move one space, it will move two spaces if the player rolls a two, when the game piece has gone all the way around the board, the game is finished and whoever has more cash wins.


We have seen what the game Monopoly is and how we can win Monopoly by following the five strategies we laid out. So, winning Monopoly basically hinges on these starting positions. To win Monopoly, at the beginning of the game you should target buying railroads, and acquiring complete color groups. Once you complete a color group, you should focus on building houses on sides 3 and 4 in order to generate income.