$50,000, 3-year-olds and up, 1 mile.

Year	Winner	Age	Owner	Breeder	Trainer	Jockey	Time
1986	London Market	4	Edwin Wachtel	Fourbros Stable	Howard M. Tesher	F. Lovato Jr.	01:54.00
1987	Jolly Jackie	4	Mary Ann Streaker	same	William E. Streaker	A. Iliescu	01:51.00
1988	Kalli	5	Ann M. Heffner	Mrs. Anderson Fowler	Ann M. Heffner	D. A. Miller, Jr.	01:51.00
1989	Big Upheavel	4	Michael D. Flynn	Worth a Try Stable	King T. Leatherbury	K. J. Desormeaux	01:50.00
1990	Arugula	5	Scarlett Farm	Glade Valley Farms, Inc.	Steven E. Rowan	R. Wilson	01:51.00
1991	Sweet Bunny	5	Milton P. Higgins, III	Margaret McManus	Donald H. Barr	M. J. Luzzi	01:50.00
1992	Asserche	4	John V. Alecci	Keswick Stables	Karen A. Patty	K. J. Desormeaux	01:50.00
1993	Gayquare	4	Mea Culpa Stables, Inc.	Dr. and Mrs. F. B. Peterson	Ronald Cartwright	E. S. Prado	01:49.00
1994	Paddys Landing	3	Helen G. Wallace	Red Hill Farm	Charles H. Hadry	M. E. Smith	01:50.00
1995	Den of Thieves	5	One & Won Stable	Barbara M. Kees	King T. Leatherbury	J. L. Umana	01:50.00
1996	Royal Edict	6	Four D Stable	Fourbros Stable	Ben M. Feliciano, Jr.	C. O. Klinger	01:49.00
1997	Warrenpeace	4	Shoula Coulda Woulda Stable	Dr. and Mrs. Thomas Bowman/Milton P. Higgins, III	Damon R. Dilodovico	M. J. Luzzi	01:52.00
1998	Main Quest	5	Germania Farms, Inc.	Robert T. Manfuso	H. Graham Motion	E. S. Prado	01:51.00
1999	Pride of Benray	4	Louis J. Ulman	Benray Farm	Dale Capuano	R. Wilson	01:51.00
2000	Sound System	7	Michael Gill	Robert T. Manfuso	Gamaliel Vazquez	J. Rocco	01:50.73
2001	Blazing Colors	5	Arrowhead Stables	Audley Farm, Inc.	King T. Leatherbury	J. Santana	01:51.42
2002	Top of the News	4	Phyllis Dixon	Marshall Houghton & Buckingham Farm	Timothy F. Ritchey	J. Rose	01:51.32
2003	Irish Colony	3	Ryehill Farm	same	Ronald Cartwright	E. Rodriguez	01:49.94
2004	Dixie Colony	4	Debra E. Kachel	Mrs. Oliver Iselin III	Richard J. Hendriks	S. Elliot	01:51.89
2004	Dixie Colony	5	Debra E. Kachel	Mrs. Oliver Iselin III	Richard J. Hendriks	S. Elliot	01:54.09
2006	Off The Glass	7	Joseph Cuppy III	Nonsequitur Stable LLC	Damon R. Dilodovico	M. Pino	01:52.28
2007	Off The Glass	8	Nonsequitur Stable	same	Linda L. Albert	R. Fogelsonger	01:52.37
2008	Let Me Be Frank	6	Mark B. Lapidus LLC	Plane Tree Farm	Damon R. Dilodovico	T. Dunkelberger	01:53.06
2009	Amazin Sun	3	E. Allen Murray Jr.	Mr. and Mrs. E. Allen Murray Jr.	Linda L. Albert	J. Navarro	01:52.49
2010	Northpoint Costas	4	Roby Ry Farm and Jayne Marie Slysz	Robert T. Manfuso and Katy Voss	Dale Capuano	E. Trujillo	01:38.91
2011	Shordawatyadrink	6	Horace M. Parker, et al	Mike Gill	Horace Parker	L. Batista	01:38.62
2012	Varborough	3	Joey P Stables	Hamilton Smith	John Robb	J. Rose	01:38.74
2013	Tooth N Claw	3	Richard F. Blue Jr.	Bonita Farm	Ann Merryman	C. Keiser	1:37.14
2014	Outbacker	5	Larry R. Reed	Bonita Farm	Larry Reed	A. Cintron	1:37.26
2015	Stolen Love	5	Two Rivers Racing Stable/MCA Racing Stable LLC	Classic Thoroughbred XII	Claudio Gonzalez	J. Toledo	1:38.80

For those runners who had started for a claiming price of $12,500 or less since the previous years Maryland Million.
Run as Thoroughbred ARC Maryland Handicap 1986;
Sagamore Farm Maryland Handicap 1987;
Crown Central Petroleum Maryland Handicap 1988, 1989;
Mercedes-Benz Maryland Handicap 1990, 1991;
Maryland, You Are Beautiful Handicap 1993;
Harborplace Maryland Handicap 1994;
The Rouse Company Maryland Handicap 1995;
Helix Health/Medlantic Healthcare Group/BWHealth Maryland Handicap 1996, 1997;
Helix Health/Medlantic Healthcare Group Maryland Handicap 1998;
Cosequin¨ Maryland Handicap 2001 through 2003;
Baltimore Sun Maryland handicap 2005;
Baltimore Examiner Starter Handicap in 2007.