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Winter Park Public Library Archive
460 E. New England Ave.
Winter Park FL 32789
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Mayors

The first election in the newly incorporated town of Winter Park took place on October 12, 1887. The election was held on the second floor of Ergood's Store, and a total of 71 votes were cast. Robert White, Jr. was elected Mayor. Since then, 51 other men have held this position. Here is a comprehensive list of the names of these men and the years they were in office.

This article was written by former archivist, Barbara White, MLIS.

Order

Years

Name

1

1887 - 1890

Robert White

2

1890 - 1893

Henry S. Chubb

3

1893 - 1895

Dr. M.A. Henkel

4

1895 - 1896

George D. Rand

5

1896 - 1898

L.A. Austin

6

1898 - 1899

A.E. Rogers

7

1899 - 1901

A. Richmond

8

1901 - 1903

S.P. Shepherd

9

1903 - 1904

F.V. Phillips

10

1904 - 1905

G.W. Van Sickle

11

1905 - 1906

Dr. W.F. Blackman

12

1906 - 1908

Dr. M.A. Henkel

13

1908 - 1909

Henry S. Chubb Jr.

14

1909 - 1910

Girard Denning

15

1910 - 1911

William C. Temple

16

1911 - 1912

Phillip Dale

17

1912 - 1913

Thomas Henkel

18

1913 - 1914

William C. Temple

19

1914 - 1915

Phillip Dale

20

1915 - 1917

William C. Temple

21

1917 - 1918

Thomas R. Baker

22

1918 - 1920

William H. Shultz

23

1920 - 1921

Harley A. Ward

24

1921 - 1922

Edward F. Keezel

25

1922 - 1924

James A. Treat

26

1924 - 1928

C. Fred Ward

27

1928 - 1933

F.W. Cady

28

1933 - 1935

James A. Treat

29

1935 - 1937

Raymond C. Baker

30

1937 - 1943

J.F. Moody

31

1943 - 1945

Raymond C. Baker

32

1945 - 1947

Herbert Halverstadt

33

1947 - 1950

B.R. Coleman

34

1950

Herb W. Barnum

35

1950 - 1951

Carter Bradford

36

1951 - 1952

William McCauley

37

1952

Oliver K. Eaton

38

1952

R.E. Carrigan

39

1952

James A. Keezel

40

1952 - 1958

Raymond Greene

41

1958 - 1961

J.L.Pflug

42

1961 - 1962

Edward J. Gurney

43

1962 - 1967

Allen Trovillion

44

1967 - 1972

Daniel Hunter

45

1972 - 1981

James A. Driver

46

1981 - 1987

Hope Strong Jr.

47

1987 - 1993

David Johnston

48

1993 - 1997

Gary Brewer

49

1997 - 2000

Joseph Terranova

50

2000 - 2003

Roland “Terry” Hotard

51

2003 - 2006

Kenneth “Kip” Marchman

52

2006 - 2009

David Strong

53

2009 - 2015

Kenneth Bradley

54

2015 - Current

Steven Leary