Alumni Hall of Fame
- 1969
- 1967
- 1968
- 1970
- 1971
- 1972
- 1973
- 1976
- 1978
- 1981
- 1983
- 1984
- 1985
- 1986
- 1989
- 1990
- 1993
- 1998
- 2001
- 2003
- 2004
- 2006
- 2011
- 2014
- New Panel
1969
1967
Larry Scott Flynn
- Varsity Football- Three Years
- Varsity Basketball- Three Years
- Varsity Track- Two Years
- Honorable Mention All-State, Football, 1966 and 1967
- First Team All-City, Football, 1967
- Honorable Mention All State, Basketball, 1967
- First Team All-City, Basketball, 1966
- All Bluegrass Conference, 1966 and 1967
- Davidson College
Nat Berry Hall Jr.
-
Varsity Basketball- Four Years
-
Varsity Football- Four Years
-
Varsity Track- Two Years
-
State Record Holder- Two Mile Run- 1966
1968
Charles Merrit Beasley
- Varsity Football- Three Years
- Varsity Track- Three Years
- Varsity Weightlifting- Three Years
- Student Manager, Varsity Basketball- Two Years
- Instrumental in Creating the Sayre Weightlifting Program
- Second Place in State Olympic Lifting Team Championship-1966
- State Powerlifting Record Holder, 181 lb. Class- 1976
- Yale University
Craig Anthony Reynolds
- Varsity Basketball- Three Years
- Varsity Track- Three Years
- Honorable Mention All-City, Basketball, 1966
- Honorable Mention All-State, Basketball, 1967
- Top Scorer in City, Basketball, 1967
- All Bluegrass Conference, 1967 and 1968
- Transylvania University
Toll Hollingsworth
- Posthumous
- Varsity Football- Four Years
- Varsity Basketball- Four Years
- Varsity Baseball-Three Years
- Varsity Track- Four Years
- All City Football, 1967, 1968
- All Bluegrass Conference, 1967, 1968
- All State Football Honorable Mention, 1968
- Birmingham Southern University
1970
William Bruce Isaacs III
- Varsity Football, Basketball, and Baseball Teams, 1966-1970
- All-Bluegrass Conference, 1967-1970
- All-City Football Team, 1970
- All-State Football Team Honorable Mention 1970
- Varsity Football Team Captain, 1968-1970
- Kenyon College
- Varsity Football, 1970-1973
- Varsity Lacrosse, 1970-1974
Mary Lloyd Ireland
- Varsity Field Hockey- Four Years
- Varsity Basketball Team- Four Years
- Varsity Track Team- Four Years
- Varsity Swimming Team- Four Years
- Regional Track State Record Holder- 880 yards
- Eight State High School Swimming Records, 1966-1970
- High School All American- Swimming, 1970
- Memphis State University
1971
1972
John Allen West II
- Varsity Football, Track, and Weightlifting Teams, 1968-1972
- All-Bluegrass Conference Football Team, 1971 and 1972
- All-City Football Team, 1972
- All-State Football Team, 1972
- Eastern Kentucky University
- Varsity Gymnastics, 1972
- University of Kentucky
- Rugby Team, 1974
Benjamin Coleman Willis III
- Varsity Football- Four Years
- Varsity Track- Four Years
- All Bluegrass Conference, 1969, 1970, 1971
- All City Leading Scorer, 1970,1971
- All City Football, 1971
- First 100 Yard Dash, State Meet, 1972
- Third 220 Yard Dash, State Meet, 1972
- First Mile Relay, State Meet, 1972
- C.V. Whitney Award, 1972
- Headmaster’s Medal, 1972
- University of Colorado
Donald L. Radin Jr.
- Varsity Football- Four Years
- All Bluegrass Conference, All State Honorable Mention
- National Title in Punt, Pass, and Kick
- Varsity Basketball- Four Years
- All State Honorable Mention, Led Lexington in Scoring
- Scored 1,851 points in High School
- Baseball- Four Years
- Twice All Lexington Team, Kentucky Softball Hall of Fame
1973
1976
1978
1981
Letitia Riffe Hollingsworth
- Varsity Swimming, Soccer, Basketball, and Softball- Two Years
- 4th Place, 100 yd. Backstroke- Regional Meet- 1981
- 7th Place, 50 yd. Freestyle- Regional Meet- 1981
- 7th Place, 100 yd. Backstroke- State Meet- 1981
- Novice Eight- Crew, 2nd Place at Eastern Sprints at Boston University
- University of Kentucky, Swimming Scholarship
1983
Women's Varsity Tennis Team '83 and '84 State Championship Team
- Front row of picture: Virginia Peppiatt ‘87, Beckwith Archer ‘84, Susan Sloan ‘89, Louise Ward ‘83
- Back row of picture: Wendy Anderson ‘88, Francis Roberts ‘87, Whitney Wiggins ‘87, Coach Tom Isaacs, Holly Parrish ‘85, Christina Minor ‘87
- Not pictured: Ellen Morgan ‘85, Hillary Hobbs ‘87, Winfrey Robertson ‘86, Kelly Madauss ‘89, Anne Storey ‘84, Carol Saunier ‘85
1984
1985
Men's Varsity Tennis Team State Championship Team, 1985
- Row 1 in picture: Erik Mishler, Michael Zaracostas, Tom Karelis, John Bell, Bill Meadows, John Lankford, Anthony DeMaria, Ford Stanley, Bill Howell, Andrew Park, Coach Tom Isaacs
- Row 2 in picture: Mark Wallace, Jon Rosenthal, Ford Lankford, Lee Isaacs, William Combs, Pat Johnson (not pictured), Rafer Leach, Scott Levy, Hodge Hodgkin
1986
Adam William Collis
- J.V. and Varsity Basketball Teams, 1985
- Varsity Soccer Captain, All Bluegrass Conference, All-Region, and All-State Soccer, 1985 and 1986
- 1985 High School All-American Team
- Duke University
- Duke University Varsity Soccer Team, 1986-1988
- National Championship Duke Soccer Team, 1986
1989
David R. DeMarcus III
- Varsity Basketball- Four Years
- All State Honorable Mention 1988 and 1989, All Bluegrass Conference 1988 and 1989
- Top 20 Scorers in the State, 1989, Top Three Point Shooter in the State
- Lexington Record for Most Goals in a Game (59)
- Tied the National Record for Three Point Shots Made in a Game (17)
- Faces in the Crowd- Sports Illustrated
- AAU Jr. Olympic Team- USA vs. Soviet Union
1990
1993
1998
Hallison Temple Putnam
- Varsity Women's Soccer Team 1992-1998
- First Team Southern Region, Five Time named to All-State and All-City Teams
- Holder of the Kentucky State High School Scoring Record- 127 Goals
- Varsity Women’s Basketball Teams 1994-1998
- Twice named to All-City and All-District Teams
- Varsity Women’s Track Team
- Two Time Recipient of the Tommy Bell Award
- Amherst College Varsity Soccer and Varsity Basketball Teams 1998-2001
Bradley Daniel Nahra
- Varsity Basketball Team 1994-1998 (MVP Three Years in a Row)
- Varsity Baseball and Golf Teams 1994-1998
- Leading Sayre Scorer in Basketball (1667 Points During Career)
- Leading City Scorer 1997 and 1998 Seasons
- All City Team 1997 and 1998, Courier-Journal All-State 1998
- Arizona State University Varsity Basketball Team 1998-2002