| MLS Cup Champions (0): | none |
| MLS Cup Appearances (1): | 2008 |
| 1/2 Finals Appearances (5): | 2000, 2008, 2014, 2015, 2018 |
| 1/4 Finals Appearances (2011-) (8): | 2011, 2012, 2013, 2014, 2015, 2016, 2017, 2018 |
| Playoff Appearances (24): | 1996, 1998, 2000, 2001, 2003, 2004, 2005, 2006 2007, 2008, 2010, 2011, 2012, 2013, 2014, 2015, 2016, 2017, 2018, 2019, 2020, 2021, 2022, 2023 |
| Supporters Shield (3): | 2013, 2015,2018 |
| US Open Cup (0): | none |
| Concacaf Championships (0): | none |
| Conference Championships (6): | 2000, 2010, 2013, 2015, 2016, 2018 |
| Most Valuable Player (1+): | 2004 -- Amado Guevara |
| 2011 -- Dwayne De Rosario (played primarily for D.C. United) | |
| Goal of the Year (1): | 2001 -- Clint Mathis |
| Coach of the Year (1): | 2015 -- Jesse Marsch |
| Goalkeeper of the Year (2): | 2001 -- Tim Howard |
| 2015 -- Luis Robles | |
| Defender of the Year (1): | 2018 -- Aaron Long |
| Rookie of the Year (1): | 2001 -- Rodrigo Faria |
| Young Player of the Year (0): | none |
| Individual Fair Play (1): | 2004 -- Eddie Pope |
| Team Fair Play (0): | none |
| Comeback Player of the Year (0): | none |
| Newcomer of the Year (0): | none |
| Save of the Year (1): | 2014 -- Luis Robles |
| Humanitarian of the Year (3): | 2001 -- Tim Howard |
| 2002 -- Steve Jolley | |
| 2010 -- Seth Stammler | |
| MLS Cup MVP (0): | none |
| Goals Scored (2+): | 2011 -- Dwayne De Rosario (played primarily for D.C. United) |
| 2014 -- Bradley Wright-Phillips | |
| 2016 -- Bradley Wright-Phillips | |
| Assists (2): | 2016 -- Sacha Kljestan |
| 2017 -- Sacha Kljestan | |
| Goals Against Average (2): | 2003 -- Jonny Walker |
| 2006 -- Jon Conway | |
| Wins (4): | 2013 -- Luis Robles (t) |
| 2015 -- Luis Robles | |
| 2016 -- Luis Robles | |
| 2018 -- Luis Robles | |
| Saves (3): | 1998 -- Tony Meola |
| 2001 -- Tim Howard | |
| 2002 -- Tim Howard | |
| Shutouts (4): | 1996 -- Tony Meola |
| 2016 -- Luis Robles | |
| 2018 -- Luis Robles | |
| 2021 -- Carlos Coronel (t) | |
| Points (1): | 2004 -- Amado Guevara (t) |
| Goalkeeper (3): | 2001 -- Tim Howard |
| 2002 -- Tim Howard | |
| 2015 -- Luis Ribles | |
| Defender (2): | 2003 -- Eddie Pope |
| 2004 -- Eddie Pope | |
| Midfielder (7+): | 1996 -- Roberto Donadoni |
| 2004 -- Eddie Gaven, Amado Guevara | |
| 2011 -- Dwayne De Rosario (played primarily with D.C. United) | |
| 2013 -- Tim Cahill | |
| 2014 -- Thierry Henry | |
| 2015 -- Dax McCarty | |
| 2016 -- Sacha Kljestan | |
| Forward (6): | 2000 -- Clint Mathis |
| 2007 -- Juan Pablo Angel | |
| 2011 -- Thierry Henry | |
| 2012 -- Thierry Henry | |
| 2014 -- Bradley Wright-Phillips | |
| 2016 -- Bradley Wright-Phillips | |