| YEAR | AWARD | DETAIL | SHOW |
| - | Jujamcyn Award | Outstanding Regional Theatre - Second Stage Theatre | |
| - | OBIE Award | Sustained Excellence in Directing - Carole Rothman | |
| 1979-80 | Clarence Derwent Award | Bob Gunton | How I Got That Story |
| 1979-80 | OBIE Award | Playwriting - Amlin Gray | How I Got That Story |
| 1979-80 | OBIE Award | Performance - Bob Gunton | How I Got That Story |
| 1979-80 | OBIE Award | Best Actor - John Heard | Split |
| 1981-82 | OBIE Award | Distinguished Ensemble Performance | My Sister in This House |
| 1981-82 | Theatre World Award | Elizabeth McGovern | My Sister in This House |
| 1981-82 | OBIE Award | Distinguished Performance - Christine Estabrook | Pastorale |
| 1982-83 | OBIE Award | Performance - Donald Moffat | Painting Churches |
| 1982-83 | OBIE Award | Distinguished Playwriting - Tina Howe | Painting Churches |
| 1982-83 | OBIE Award | Design - Heidi Landesman | Painting Churches |
| 1982-83 | Outer Critics Circle Award | Best Actress - Marian Seldes | Painting Churches |
| 1982-83 | Outer Critics Circle Award | Best New Playwright - Tina Howe | Painting Churches |
| 1982-83 | Outer Critics Circle Award | Outstanding Off-Broadway Production | Painting Churches |
| 1983-84 | OBIE Award | Design - Adrienne Lobel | All Night Long |
| 1983-84 | OBIE Award | Performance - Dianne Wiest | Serenading Louie |
| 1985-86 | Drama Desk Nomination | Outstanding Revival | Lemon Sky |
| 1985-86 | Drama Desk Nomination | Outstanding Director - Mary B. Robinson | Lemon Sky |
| 1985-86 | Drama Desk Nomination | Outstanding Actor - Jeff Daniels | Lemon Sky |
| 1985-86 | OBIE Award | Performance - Jill Eikenberry | Lemon Sky |
| 1986-87 | Clarence Derwent Award | Annette Bening | Coastal Disturbances |
| 1986-87 | Theatre World Award | Annette Bening | Coastal Disturbances |
| 1986-87 | Theatre World Award | Timothy Daly | Coastal Disturbances |
| 1986-87 | Tony Award Nomination | Best Play | Coastal Disturbances |
| 1986-87 | Tony Award Nomination | Best Director - Carole Rothman | Coastal Disturbances |
| 1986-87 | Tony Award Nomination | Best Featured Actress - Annette Bening | Coastal Disturbances |
| 1986-87 | OBIE Award | Performance - Christine Lahti | Little Murders |
| 1986-87 | OBIE Award | Design - Andrew Jackness | Little Murders |
| 1987-88 | Tony Award Nomination | Best Actress - Kate Nelligan | Spoils of War |
| 1987-88 | Oppenheimer Award | New Playwright - Jon Robin Baitz | The Film Society |
| 1989-90 | AT&T’s New Plays of the '90s Award | Steve Tesich | Square One |
| 1990-91 | Drama Desk Nomination | Best Solo Performer - Kevin Kling | Home and Away |
| 1990-91 | OBIE Award | Performance - Angela Goethals | The Good Times are Killing Me |
| 1990-91 | Theatre World Award | Chandra Wilson | The Good Times are Killing Me |
| 1991-92 | AUDELCO Award | Playwright - Cheryl L. West | Before It Hits Home |
| 1991-92 | AUDELCO Award | Director - Tazewell Thompson | Before It Hits Home |
| 1991-92 | AUDELCO Nomination | Lead Actor - James McDaniel | Before It Hits Home |
| 1991-92 | AUDELCO Nomination | Lighting - Nancy Schertler | Before It Hits Home |
| 1991-92 | AUDELCO Nomination | Supporting Actor - Frankie Faison | Before It Hits Home |
| 1991-92 | AUDELCO Nomination | Sound - Susan White | Before It Hits Home |
| 1991-92 | Drama Desk Nomination | Best Actor in a Drama - James McDaniel | Before It Hits Home |
| 1991-92 | OBIE Award | Performance - James McDaniel | Before It Hits Home |
| 1991-92 | Drama Desk Nomination | Best Solo Performer - Josh Kornbluth | Red Diaper Baby |
| 1992-93 | Theatre World Award | Jennifer Tilly | One Shoe Off |
| 1993-94 | Lucille Lortel Award | Special Award for Unique Accomplishment | Ricky Jay & His 52 Assistants |
| 1993-94 | OBIE Award | Special Citation | Ricky Jay & His 52 Assistants |
| 1994-95 | AUDELCO Nomination | Best Director of a Drama - Joe Morton | Crumbs From The Table Of Joy |
| 1994-95 | AUDELCO Nomination | Best Actress in a Drama - Keisha Howard | Crumbs From The Table Of Joy |
| 1994-95 | AUDELCO Nomination | Best Supporting Actress in a Drama - Ella Joyce | Crumbs From The Table Of Joy |
| 1996-97 | OBIE Award | Playwrighting - Lanford Wilson | Sympathetic Magic |
| 1998-99 | AUDELCO Nomination | Best Lighting Design - Donald Holder | Jar the Floor |
| 1998-99 | AUDELCO Nomination | Best Set Design - David Gallo | Jar the Floor |
| 1998-99 | AUDELCO Nomination | Best Sound Design - Janet Kalas | Jar the Floor |
| 1998-99 | AUDELCO Nomination | Best Director/Dramatic Production - Marion McClinton | Jar the Floor |
| 1998-99 | AUDELCO Nomination | Best Playwright - Cheryl L. West | Jar the Floor |
| 1998-99 | AUDELCO Nomination | Best Outstanding Ensemble | Jar the Floor |
| 1998-99 | AUDELCO Nomination | Best Dramatic Production | Jar the Floor |
| 1998-99 | Drama Desk Award | Outstanding Set Design of a Play - Allen Moyer | That Championship Season |
| 1998-99 | Lucille Lortel Award | Outstanding Performance - Mark Ruffalo | This Is Our Youth |
| 1999-00 | Drama Desk Nomination | Outstanding Solo Performance - Mark Linn-Baker | Chesapeake |
| 1999-00 | Drama Desk Nomination | Outstanding Solo Performance - Mark Linn-Baker | Chesapeake |
| 1999-00 | Outer Critics Circle Nomination | Outstanding Solo Performance - Mark Linn-Baker | Chesapeake |
| 1999-00 | Drama Desk Nomination | Outstanding Actress - Lynne Thigpen | Jar the Floor |
| 1999-00 | OBIE Award | Sustained Excellence: Set Design - David Gallo | Jar the Floor |
| 1999-00 | AUDELCO Award | Dramatic Production of the year | Jitney |
| 1999-00 | AUDELCO Award | Playwright - August Wilson | Jitney |
| 1999-00 | AUDELCO Award | Outstanding Ensemble Performance | Jitney |
| 1999-00 | AUDELCO Award | Lighting Design - Donald Holder | Jitney |
| 1999-00 | AUDELCO Award | Set Design - David Gallo | Jitney |
| 1999-00 | AUDELCO Award | Costume Design - Susan Hilferty | Jitney |
| 1999-00 | AUDELCO Award | Sound Design - Rob Milburn | Jitney |
| 1999-00 | AUDELCO Award | Director/Dramatic Production - Marion McClinton | Jitney |
| 1999-00 | Drama Critics Circle Award | Best American Play | Jitney |
| 1999-00 | Drama Desk Award | Best Ensemble | Jitney |
| 1999-00 | Drama Desk Award | Outstanding Set Design - David Gallo | Jitney |
| 1999-00 | Drama Desk Nomination | Outstanding New Play - August Wilson | Jitney |
| 1999-00 | Drama Desk Nomination | Outstanding Director - Marion McClinton | Jitney |
| 1999-00 | NAACP Award | Best Male Performer - Stephen Henderson | Jitney |
| 1999-00 | OBIE Award | Distinguished Ensemble Performance | Jitney |
| 1999-00 | OBIE Award | Direction - Marion McClinton | Jitney |
| 1999-00 | OBIE Award | Sustained Excellence: Costume Design - Susan Hilferty | Jitney |
| 1999-00 | Callaway Award Nomination | Best Director - Marion McClinton | Jitney |
| 1999-00 | Drama Desk Award | Outstanding Lyrics - Stephen Sondheim | Saturday Night |
| 1999-00 | Drama Desk Nomination | Outstanding New Musical | Saturday Night |
| 1999-00 | Drama Desk Nomination | Outstanding Featured Actor - Christopher Fitzgerald | Saturday Night |
| 1999-00 | Drama Desk Nomination | Outstanding Music - Stephen Sondheim | Saturday Night |
| 1999-00 | Drama Desk Nomination | Outstanding Orchestrations - Jonathan Tunick | Saturday Night |
| 1999-00 | Drama Desk Award | Outstanding Actress - Eileen Heckart | The Waverly Gallery |
| 1999-00 | Lucille Lortel Award | Outstanding Performance - Eileen Heckart | The Waverly Gallery |
| 1999-00 | Outer Critics Circle Award | Outstanding Actress - Eileen Heckart | The Waverly Gallery |
| 1999-00 | Outer Critics Circle Nomination | John Gassner Playwriting Award - Kenneth Lonergan | The Waverly Gallery |
| 1999-00 | OBIE Award | Performance - Eileen Heckart | The Waverly Gallery |
| 2000-01 | Lucille Lortel Nomination | Outstanding Revival | Crimes of the Heart |
| 2000-01 | Drama League Nomination | Distinguished Production of a Play | Jitney |
| 2000-01 | Lucille Lortel Nomination | Outstanding Play | Jitney |
| 2000-01 | Lucille Lortel Nomination | Outstanding Director - Marion McClinton | Jitney |
| 2000-01 | Lucille Lortel Nomination | Outstanding Costume Design - Susan Hilferty | Jitney |
| 2000-01 | Lucille Lortel Nomination | Outstanding Lighting Design - Donald Holder | Jitney |
| 2000-01 | Lucille Lortel Nomination | Outstanding Sound Design - Robert Milburn | Jitney |
| 2000-01 | Outer Critics Circle Nomination | Outstanding Off-Broadway Play | Jitney |
| 2000-01 | Lucille Lortel Award | Outstanding Set Design - David Gallo | Jitney |
| 2000-01 | Lucille Lortel Award | Tiny Alice | Outstanding Revival of 2001 |
| 2000-01 | Drama Desk Nomination | Outstanding Revival of a Play | Tiny Alice |
| 2000-01 | Drama League Nomination | Distinguished Production of a Revival | Tiny Alice |
| 2000-01 | Lucille Lortel Nomination | Outstanding Set Design - John Arnone | Tiny Alice |
| 2000-01 | Lucille Lortel Nomination | Outstanding Costume Design - Constance Hoffman | Tiny Alice |
| 2001-02 | Drama Desk Award | Outstanding Play | Metamorphoses |
| 2001-02 | Drama Desk Award | Outstanding Director of a Play - Mary Zimmerman | Metamorphoses |
| 2001-02 | Drama Desk Award | Outstanding Music in a Play - Willy Schwarz | Metamorphoses |
| 2001-02 | Drama Desk Award | Outstanding Lighting Design - TJ Gerckens | Metamorphoses |
| 2001-02 | Drama League Award | Distinguished Production of a Play | Metamorphoses |
| 2001-02 | Lucille Lortel Award | Outstanding Play | Metamorphoses |
| 2001-02 | Lucille Lortel Award | Outstanding Director - Mary Zimmerman | Metamorphoses |
| 2001-02 | Lucille Lortel Award | Outstanding Lighting Design - TJ Gerckens | Metamorphoses |
| 2001-02 | Lucille Lortel Nomination | Outstanding Scenic Design - Daniel Ostling | Metamorphoses |
| 2001-02 | Lucille Lortel Nomination | Outstanding Costume Design - Mara Blumenfeld | Metamorphoses |
| 2001-02 | Lucille Lortel Nomination | Outstanding Sound Design - Andre Pluess and Ben Sussman | Metamorphoses |
| 2001-02 | Outer Critics Circle Award | Outstanding Director of a Play - Mary Zimmerman | Metamorphoses |
| 2001-02 | Outer Critics Circle Nomination | Outstanding Broadway Play | Metamorphoses |
| 2001-02 | Tony Award | Best Director of a Play - Mary Zimmerman | Metamorphoses |
| 2001-02 | Tony Award Nomination | Best Play | Metamorphoses |
| 2001-02 | Tony Award Nomination | Best Scenic Design - Daniel Ostling | Metamorphoses |
| 2001-02 | Hewes Design Award | Best Lighting Design - T.J. Gerckens | Metamorphoses |
| 2001-02 | Hewes Design Award Nomination | Best Scenic Design - Daniel Ostling | Metamorphoses |
| 2001-02 | Lucille Lortel Award | Outstanding Body of Work | Second Stage Theatre |
| 2001-02 | AUDELCO Award | Best Supporting Actress - Charlayne Woodard | Sorrows and Rejoicings |
| 2002-03 | Drama Desk Nomination | Outstanding Solo Performance - Ricky Jay | Ricky Jay: On the Stem |
| 2002-03 | Lucille Lortel Nomination | Outstanding Choreographer - Ronald K. Brown | Crowns |
| 2002-03 | AUDELCO Award | Outstanding Ensemble Performance | Crowns |
| 2002-03 | AUDELCO Award | Musical Production of The Year | Crowns |
| 2002-03 | AUDELCO Award | Outstanding Lighting Design - Robert Perry | Crowns |
| 2002-03 | AUDELCO Award | Outstanding Costume Design - Emilio Sosa | Crowns |
| 2002-03 | AUDELCO Award | Outstanding Director/Musical Production - Regina Taylor | Crowns |
| 2002-03 | AUDELCO Award | Outstanding Choreographer - Ronald K. Brown | Crowns |
| 2002-03 | AUDELCO Award | Outstanding Musical Director - Linda Twine | Crowns |
| 2002-03 | Lucille Lortel Nomination | Outstanding Choreographer - Ronald K. Brown | Crowns |
| 2003-04 | Drama Desk Nomination | Outstanding Scenic Design - Scott Bradley | The Notebooks of Leonardo da Vinci |
| 2003-04 | Lucille Lortel Nomination | Outstanding Scenic Design - Scott Bradley | The Notebooks of Leonardo da Vinci |
| 2003-04 | Lucille Lortel Nomination | Outstanding Featured Acress - Liza Colon-Zayas | Living Out |
| 2003-04 | Lucille Lortel Nomination | Outstanding Lead Actress - Zilah Mendoza | Living Out |
| 2004-05 | Drama League Nomination | Distinguished Revival of a Play | Reckless |
| 2004-05 | Drama League Nomination | Distinguished Performance - Mary-Louise Parker | Reckless |
| 2004-05 | Tony Award Nomination | Best Performance by a Leading Actress in a Play - Mary-Louise Parker | Reckless |
| 2004-05 | Drama League Nomination | Distinguished Performance - Adam Rothenberg | Danny and the Deep Blue Sea |
| 2004-05 | Drama Desk Nomination | Outstanding Musical | The 25th Annual Putnam County Spelling Bee |
| 2004-05 | Drama Desk Nomination | Outstanding Director of a Musical - James Lapine | The 25th Annual Putnam County Spelling Bee |
| 2004-05 | Drama Desk Nomination | Outstanding Music - William Finn | The 25th Annual Putnam County Spelling Bee |
| 2004-05 | Drama Desk Nomination | Outstanding Lyrics - William Finn | The 25th Annual Putnam County Spelling Bee |
| 2004-05 | Drama Desk Nomination | Outstanding Book of a Musical - Rachel Sheinkin | The 25th Annual Putnam County Spelling Bee |
| 2004-05 | Drama Desk Award | Outstanding Ensemble Performances - The Cast | The 25th Annual Putnam County Spelling Bee |
| 2004-05 | Drama Desk Award | Outstanding Book of a Musical - Rachel Sheinkin | The 25th Annual Putnam County Spelling Bee |
| 2004-05 | Drama Desk Award | Outstanding Director of a Musical - James Lapine | The 25th Annual Putnam County Spelling Bee |
| 2004-05 | Drama League Nomination | Distinguished Production of a Musical | The 25th Annual Putnam County Spelling Bee |
| 2004-05 | Drama League Nomination | Distinguished Performance - Jesse Tyler Ferguson | The 25th Annual Putnam County Spelling Bee |
| 2004-05 | Drama League Nomination | Distinguished Performance - Dan Fogler | The 25th Annual Putnam County Spelling Bee |
| 2004-05 | Lucille Lortel Nomination | Outstanding Musical | The 25th Annual Putnam County Spelling Bee |
| 2004-05 | Lucilly Lortel Nomination | Outstanding Director - James Lapine | The 25th Annual Putnam County Spelling Bee |
| 2004-05 | Lucille Lortel Nomination | Outstanding Choreographer - Dan Knechtges | The 25th Annual Putnam County Spelling Bee |
| 2004-05 | Lucille Lortel Nomination | Outstanding Featured Actor - Dan Fogler | The 25th Annual Putnam County Spelling Bee |
| 2004-05 | Lucille Lortel Award | Outstanding Musical | The 25th Annual Putnam County Spelling Bee |
| 2004-05 | Lucille Lortel Award | Outstanding Featured Actor - Dan Fogler | The 25th Annual Putnam County Spelling Bee |
| 2004-05 | Lucille Lortel Nomination | Outstanding Choreographer - Dan Knechtges | The 25th Annual Putnam County Spelling Bee |
| 2004-05 | Lucille Lortel Nomination | Outstanding Choreographer - Dan Knechtges | The 25th Annual Putnam County Spelling Bee |
| 2004-05 | Outer Critics Circle Nomination | Outstanding Featured Actor - Dan Fogler | The 25th Annual Putnam County Spelling Bee |
| 2004-05 | Outer Critics Circle Award | Outstanding Featured Actor - Dan Fogler | The 25th Annual Putnam County Spelling Bee |
| 2004-05 | Theatre World Award | Dan Fogler | The 25th Annual Putnam County Spelling Bee |
| 2004-05 | Theatre World Award | Celia Keenan-Bogler | The 25th Annual Putnam County Spelling Bee |
| 2004-05 | Tony Award Nomination | Best Musical | The 25th Annual Putnam County Spelling Bee |
| 2004-05 | Tony Award Nomination | Best Performance by a Featured Actor in a Musical - Dan Fogler | The 25th Annual Putnam County Spelling Bee |
| 2004-05 | Tony Award Nomination | Best Performance by a Featured Actor in a Musical - Celia Keenan-Bogler | The 25th Annual Putnam County Spelling Bee |
| 2004-05 | Tony Award Nomination | Best Direction of a Musical - James Lapine | The 25th Annual Putnam County Spelling Bee |
| 2004-05 | Tony Award Nomination | Best Original Score Written for the Theatre - Williams Finn | The 25th Annual Putnam County Spelling Bee |
| 2004-05 | Tony Award Nomination | Best Book of a Musical - Rachel Sheinkin | The 25th Annual Putnam County Spelling Bee |
| 2004-05 | Tony Award | Best Book of a Musical - Rachel Sheinkin | The 25th Annual Putnam County Spelling Bee |
| 2004-05 | Tony Award | Best Performance by a Featured Actor in a Musical - Dan Fogler | The 25th Annual Putnam County Spelling Bee |
| 2004-05 | Theatre World Award | Conor Donovan | Privilege |
| 2004-05 | AUDELCO Award | Dramatic Production of the year | Birdie Blue |
| 2004-05 | AUDELCO Award | Lead Actress - S. Epatha Merkerson | Birdie Blue |
| 2004-05 | AUDELCO Award | Supporting Actor - Billy Porter | Birdie Blue |
| 2004-05 | AUDELCO Award | Lighting Design - Donald Holder | Birdie Blue |
