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Co‐crystallization of a cationic Fe^II complex with a partially charged TCNQ^.δ− (7,7′,8,8′‐tetracyanoquinodimethane) radical anion has afforded molecular materials that behave as narrow band‐gap semiconductors, [Fe(tpma)(xbim)](X)(TCNQ)_1.5⋅DMF (X=ClO₄⁻ or BF₄⁻; tpma=tris(2‐pyridylmethyl)amine, xbim=1,1′‐(α,α′‐o‐xylyl)‐2,2′‐bisimidazole). Remarkably, these complexes also exhibit temperature‐and light‐driven spin crossover at the Fe^II center, and are thus the first structurally defined magnetically bistable semiconductors assembled with the TCNQ^.δ− radical anion. Transport measurements reveal the conductivity of 0.2 S cm⁻¹ at 300 K, with the low activation energy of 0.11 eV.