99		Monopoly 2008 (Windows, 2007)
90		Automon (DOS, 1990)
82		Monopoly (DOS, 1989)
82		Monopoly Plus (Windows, 2017)
72		Monopoly (Windows, 1995)
67		Risk: The Official Game (Windows, 2012)
67		Battleship (Windows, 2012)
66		Amoba (DOS, 2011)
66		The Game of Life (Windows, 2013)
66		Risk: Factions (Windows, 2011)
64		The Game of Life (Windows, 2015)
64		Bounders and Cads (Windows, 2013)
63		Infection: Humanity's Last Gasp (Windows, 2016)
62		Hexapawn (Windows, 2000)
62		Ancient Go (Windows, 2017)
62		Lucullus (DOS, 1995)
62		Scrabble (Windows, 2001)
62		Backgammon (Windows, 2000)
62		3D Reversi (Windows, 2004)
62		Reversi 3D TR (Windows, 2003)
62		Scrabble (Windows, 1999)
62		Scrabble (DOS, 1992)
62		Einfach Genial 2.0 (Windows, 2009)
62		Aggravation (DOS, 1991)
62		Scrabble (DOS, 1991)
62		Stratego (DOS, 1990)
62		Othello (Windows, 2015)
62		Othello de Luxe (Windows, 1999)
62		Scarabeo Digital (Windows, 2004)
62		Scrabble Online (Windows, 2004)
62		Scrabble Interactive 2007 (Windows, 2006)
62		Euphrat & Tigris (Windows, 2003)
62		Expedition nach Tikal (Windows, 2003)
62		Patolli (Windows, 1996)
62		Othello (Windows, 1996)
62		Star Wars: Monopoly (Windows, 1997)
62		Em@il Games: Scrabble (Windows, 1999)
62		Jeu de Dames 3D (Windows, 2002)
62		Risk: The Game of Global Domination (Windows, 1996)
62		The Royal Game of Ur (Windows, 1996)
62		20 Squares (Windows, 1995)
62		Senet (Windows, 1995)
60		Anasazi Tasholiiwe (Windows, 1997)
60		Conquest (DOS, 1992)
60		Aggression (DOS, 1990)
60		Ancient Empires Lux (Windows, 2006)
60		World Domino Championship (Windows, 2005)
60		Crosses and Noughts (Windows, 1999)
60		Flip 'Em 3D (Windows, 2003)
60		Splotch (Windows, 1999)
60		Theatre of War (DOS, 1992)
60		Em@il Games: Upwords (Windows, 1999)
60		TrianGO (DOS, 1989)
60		Skoczki (DOS, 1994)
60		Pente (DOS, 1986)
60		Schach! (Windows, 1996)
60		From Corner to Corner (DOS, 1993)
60		Segyun-jeon (DOS, 1992)
60		Yahtzee (DOS, 1983)
60		Sea Hunt (DOS, 1987)
60		Chessmaster 5500 (Windows, 1997)
60		Combat Checkers (DOS, 1991)
60		Sea Bounty: Dead Man's Chest (Windows, 2006)
60		Uno (Windows, 2017)
60		Engulf (Windows, 2000)
60		Super X Chess (Windows, 2018)
60		SPOC the Chess Master (DOS, 1983)
60		Segyun-jeon 95 (DOS, 1995)
60		Ancient Egyptian Mehen: The Forbidden Game of the Snake (Windows, 1998)
60		Yatzy (Windows, 2017)
60		Um El Bagara (Windows, 2000)
60		Wari (Windows, 2000)
60		Push-Pull (Windows, 2000)
60		The Banyon Wars (DOS, 1990)
60		Moku (Windows, 2000)
60		Astérix: Caesar's Challenge (DOS, 1995)
55		Reversi (Windows, 2010)
54		Memoir '44 Online (Windows, 2011)
54		Small World 2 (Windows, 2013)
53		Risk II (Windows, 2000)
53		Spectromancer (Windows, 2009)
53		Ascension: Deckbuilding Game (Windows, 2014)
53		Checkers (Windows, 2010)
53		Video Chess (Windows, 2010)
52		Computer Mühle (Windows, 1999)
52		8088 Othello (DOS, 1985)
52		Dames & Backgammon (Windows, 1999)
52		Reversi (DOS, 1985)
52		Cubic Tic Tac Toe (DOS, 1985)
52		Mario's Game Gallery (Windows, 1995)
52		The Computer Edition of Scrabble Brand Crossword Game (DOS, 1989)
52		Microsoft Windows (included game) (DOS, 1985)
52		Othello (DOS, 1988)
52		Microsoft Windows/386 (included game) (DOS, 1987)
52		Tommy's Othello (DOS, 1986)
52		Verso (DOS, 1986)
52		Espionage (DOS, 1988)
52		The Games People Play: Gin ∙ Cribbage ∙ Checkers ∙ Backgammon (DOS, 1990)
52		5 Intelligent Strategy Games (DOS, 1991)
52		Reversi Plus (Windows, 2000)
52		Eight-Minute Empire (Windows, 2017)
52		Computer Scrabble (DOS, 1987)
52		Em@il Games: Grand Master Chess - Checkers & Backgammon (Windows, 1999)
52		Risk (Windows, 2007)
52		Colossus X Backgammon (DOS, 1992)
52		Classic Board Games (Windows, 2002)
52		Intelligent Strategy Games 10 (DOS, 1993)
52		Mens Erger Je Niet (DOS, 1990)
52		Full Metal Planet (DOS, 1990)
52		Diplomacy (Windows, 2005)
52		Mario's Game Gallery (DOS, 1995)
52		Third Reich (DOS, 1996)
52		Tiào Ch'i (DOS, 1983)
52		Othello (DOS, 1991)
52		Othello (DOS, 1982)
52		Hex (DOS, 1983)
52		Lux Delux (Windows, 2015)
52		BattleLore: Command (Windows, 2015)
52		Kalah (DOS, 1993)
52		Constellation (Windows, 2009)
52		Hide & Sink (DOS, 1983)
51		Talisman: The Horus Heresy (Windows, 2016)
51		Multiplayer Tic Tac Toe (Windows, 2008)
51		Tatsu (Windows, 2016)
51		Gremlins, Inc. (Windows, 2016)
50		Isle of Skye (Windows, 2018)
50		Pandemic: The Board Game (Windows, 2018)
50		Terraforming Mars (Windows, 2018)
50		FLIP-ELLO (DOS, 1982)
50		Tic Tac Toe (Windows, 1998)
50		Carcassonne (Windows, 2017)
50		Sliding Coins (Windows, 2001)
50		Tafl (Windows, 2001)
50		Monika's Tic Tac Toe (DOS, 2006)
50		Lux Alliance (Windows, 2017)
50		Alquerque (Windows, 2001)
50		Tic Tac Toe (Windows, 2001)
50		Dodgem (Windows, 2001)
50		Inucla No Classical (Windows, 1998)
50		LEGO Chess (Windows, 1998)
50		The Battle on the Black Sea (DOS, 1992)
50		Battlegammon (Windows, 1999)
50		WZebra (Windows, 1998)
50		Space Dodge'm (Windows, 1996)
50		Hoyle Children's Collection (Windows, 1996)
50		Rondgang (DOS, 1992)
50		Phagefight (DOS, 1992)
50		Word Connect (Windows, 1998)
50		Tic Tac Toe (DOS, 2002)
50		Tactile (DOS, 1989)
50		BullyFrog (Windows, 2000)
50		Tic-Tac-Toe (Windows, 1999)
50		MVP Checkers (Windows, 1998)
50		Chinese Checkers (Windows, 2001)
50		Tribolo (DOS, 1991)
50		Draughts (DOS, 1991)
50		Sexy Droids (DOS, 1992)
50		Starship Kingdom (Windows, 2007)
50		Casino Craps (DOS, 1992)
50		Tic Tac Toe (DOS, 1982)
50		Tommy's Checkers (DOS, 1986)
50		Blue Angel 69 (DOS, 1989)
50		Chess & Checkers (DOS, 1988)
50		Tommy's Tic-Tac-Toe (DOS, 1987)
50		Apples & Oranges (DOS, 1990)
50		Squares (DOS, 1989)
50		Aevum Obscurum (Windows, 2006)
50		Agricola: All Creatures Big and Small (Windows, 2017)
50		Arcade Chess (Windows, 2002)
50		Fanorona (Windows, 2001)
50		Checkers (Windows, 2001)
50		Nine Men's Morris (Windows, 2001)
50		Checkers (DOS, 1989)
50		Dive! (Windows, 2004)
50		Bonus (DOS, 1993)
50		Argo Checkers (DOS, 1993)
50		Ishido (Windows, 2003)
50		OXO (Windows, 2002)
43		Schiffe Versenken (Windows, 2010)
42		Steam: Rails to Riches (Windows, 2017)
42		Ogre (DOS, 1986)
40		Sea War: Entscheidungsschlacht im Pazifik (DOS, 1996)
40		Morkin 2 (DOS, 1992)
40		Space Crusade (DOS, 1992)

Notes: Games similar to Monopoly, Games like Monopoly, Sperasoft, Inc., PopCap Games, Inc., Windows, Strategy, Tactics, Board Game, Turn-based, 1st-person, Top-down, Board game - Monopoly, Monopoly, PC, Game Similarities.