I attempted this challenge several years ago and almost made the goal of reading 50 books in 5 years. Life happened. I’m starting again.
The Classics Club began in 2012. The club’s emphasis is to encourage people to read the classics. If you are interested, this is the link for more information about the club: Club FAQS.

I began reading for this challenge on May 2, 2020. I plan to finish reading the 50 classics by May 2, 2025. This is a living list, not a strict list of books.
*I might change what I’ll be reading.

My Classics list:
1. The Iliad by Homer, a new translation by Caroline Alexander—Read in 2020
2. The Odyssey by Homer, translated by Robert Fagles (reread)
3. The Aeneid by Virgil
4. The Divine Comedy by Dante Alighieri
5. Gerard Manley Hopkins, The Major Works 
6. Anne of Green Gables (reread) by L. M. Montgomery
7. Herodotus-The Histories
8. Complete Poetical Works by George Herbert—Read in 2020
9. Of the Mortification of Sin in Believers; The Necessity Nature, and Means of it by John Owen
10. The Legend of Sleepy Hollow by Washington Irving
11. Eleanor Roosevelt’s book, You Learn by Living
12. The Anglo-Saxon Chronicle
13. Curious, if True Strange Tales by Elizabeth Gaskell
14. The Velveteen Rabbit by Margery Williams Bianco
15. Memoir of Jane Austen by James Austen Leigh (a reread)
16. Agatha Christie, an Autobiography
17. The Complete Works of George MacDonald
18. The Wonderful Wizard of Oz by L. Frank Baum
19. The Metamorphoses by Ovid
20. The Pickwick Papers by Charles Dickens
21. Bleak House by Charles Dickens
22. Little Dorrit by Charles Dickens
23. Our Mutual Friend by Charles Dickens
24. Nicholas Nickleby by Charles Dickens
25. The Return of the Native by Thomas Hardy (reread)
26. The Mayor of Casterbridge by Thomas Hardy
27. The Trumpet Major by Thomas Hardy
28. Alice’s Adventures in Wonderland by Lewis Carroll
29. Through the Looking Glass by Lewis Carroll
30. Villette by Charlotte Bronte (reread)—Read in 2020
31. Shirley by Charlotte Bronte —Read in 2020
32. The House of Mirth by Edith Wharton
33. The Age of Innocence by Edith Wharton
34. All the Pretty Horses by Cormac McCarthy
35. Lonesome Dove by Larry McMurty
36. For Whom The Bell Tolls by Ernest Hemingway—Read in 2020
37. Watership Down by Richard Adams
38. The Count of Monte Christo by Alexander Dumas
39. The Brothers Karamazov  by Fyodor Dostoyevsky
40. Vanity Fair by William Makepeace Thackeray
41. Two Years Before The Mast by Richard Henry Dana, Jr.
42. Captains Courageous by Rudyard Kipling
43. Northanger Abbey by Jane Austen
44. The Winter’s Tale by William Shakespeare
45. A Midsummer Night’s Dream by William Shakespeare
46. Twelfth Night by William Shakespeare
47. Richard III by William Shakespeare
48. Henry V by William Shakespeare
49. Henry VI by William Shakespeare
50. The Tempest by William Shakespeare
51. Gunnar’s Daughter by Sigrid Undset—Read in 2020
52. The Brother’s Grimm by Jacob Grimm—Read in 2020
53. The Turn of the Screw by Henry James—Read in 2020
54. Phantastes by George MacDonald—Read in 2020
55. Their Eyes Were Watching God by Zora Neale Hurston—Read in 2020
56. The Fellowship of the Rings by J. R. R. Tolkien—Read in 2020
57. A Wrinkle in Time by Madeleine L’Engle—Read in 2020