First Appearance Comics of Batman Villains

• Anarky
• Black Mask
• Cat-Man
• Catwoman
• Clayface
• Deadshot
• Joker
• Harley Quinn
• Killer Croc
• Mad Hatter

• Man-Bat
• Mr. Freeze
• Penguin
• Poison Ivy
• Ra's al Ghul
• Riddler
• Scarecrow
• Talia al Ghul
• Two-Face

Detective Comics #608: 1st Anarky. Click for values

Detective Comics #608
1st Anarky

Lowest price $1

Average price $50

Record price $230

One of the modern era new villains appears for the first time in this Detective Comics key issue.

Batman #386: First Black Mask. Click for values

Batman #386
First Black Mask

Lowest price $10

Average price $100

Record price $300

A common issue that was briefly popular during the speculator / pandemic bubble.

Detective Comics #311: 1st Cat-Man, the male version of Catwoman. Click for values

Detective Comics #311
1st Cat-Man

Lowest price $25

Average price $400

Record price $7,500

Cat-Man would later team up with Catwoman in a not-at-all predictable twist.

Batman #1: 1st Catwoman, 1st Joker. Click for values

Batman #1
1st Catwoman
1st Joker

Lowest price $30,000

Average price $200,000

Record price $2.22M

This spin-off issue from Detective is a double key, featuring the first appearance of both Catwoman and the Joker. A gilt-edged Golden Age key!

Reprints exist, the most common being the over-size Treasury edition. If your Batman #1 measures 13.5 inches along the spine, then unfortunately it's a reprint.

Batman #59: First Dead Shot. Click for values

Batman #59
First Dead Shot

Lowest price $600

Average price $2,000

Record price $66,000

This is the debut of the Golden Age version of Deadshot, who has had a role in a DCU movie in the past.

Batman Adventures #12: First Harley Quinn. Click for values

Batman Adventures #12
First Harley Quinn

Lowest price $80

Average price $500

Record price $2,800

Villains don't get much more popular than Harley Quinn. This is her first appearance, and it's in a fairly low print run spin-off series.

Detective Comics #40: First Clayface; first Joker cover. Click for values

Detective Comics #40
First Clayface; first Joker cover (Joker is not in story)

Lowest price $5,000

Average price $15,000

Record price $45,000

This early Robin appearance is doubly important, featuring Joker on the cover and the introduction of Clayface.

Batman #357: First Killer Croc. Click for values

Batman #357
First Killer Croc

Lowest price $10

Average price $180

Record price $900

Killer Croc is a popular villain in the DCU, featuring in video games and other media as well as comics.

Batman #49: First Mad Hatter and Vicki Vale. Click for values

Batman #49
First Mad Hatter and Vicki Vale

Lowest price $500

Average price $2,500

Record price $132,000

Another double key, with the Mad Hatter making his debut, along with longtime Bat-girlfriend Vicki Vale, and a classic Joker as genie cover to boot!

Detective Comics #400: First Man-Bat. Click for values

Detective Comics #400
First Man-Bat

Lowest price $80

Average price $450

Record price $31,000

Man-Bat is a classic Batman villain from the beginning of the Bronze Age of comics. A scientist who experiments upon himself and results in a man-bat hybrid.

Batman #121: First Mr Zero/Mr Freeze. CLick for values

Batman #121
First Mr Zero/Mr Freeze

Lowest price $600

Average price $3,500

Record price $80,000

Mr Zero later was renamed Mr Freeze. This all-white cover is very tough to find unblemished.

Detective Comics #58: First Penguin appearance. Click for appraisal

Detective Comics #58
First Penguin

Lowest price $3,500

Average price $15,000

Record price $40,000

Penguin is one of the great Batman villains. This first appearance is a classic Golden Age comic book and always highly sought-after by collectors.

Batman #181: First Poison Ivy. Click for values

Batman #181
First Poison Ivy

Lowest price $100

Average price $1,100

Record price $96,000

Poison Ivy is one of the sexiest and most popular Batman villains. This first appearance has the double jeopardy of having a bright red cover, and a poster in the center which is often missing.

If your copy is without the poster, then it's worth about a third to a half of a complete copy.

Batman #232: First Ra's al Ghul. Click for values

Batman #232
First Ra's al Ghul

Lowest price $75

Average price $400

Record price $17,000

Ra's al Ghul is a popular villain, father of Talia and mastermind behind the classic DCU movie series The Dark Knight.

Detective Comics #140: First Riddler. Click for values

Detective Comics #140
First Riddler

Lowest price $4,000

Average price $15,000

Record price $456,000

E. Nigma is the alter ego of the Riddler, a classic Batman villain who ties the dynamic duo in knots, both literally and figuratively.

Detective Comics #411: 1st Talia al Ghul, daughter of Ra's al Ghul. Click for values

Detective Comics #411
1st Talia al Ghul

Lowest price $60

Average price $500

Record price $40,000

This Detective Comics key issue is tough to find in high grade, due to the mostly black cover.

World's Finest #3: First Scarecrow. Click for values

World's Finest #3
First Scarecrow

Lowest price $1,200

Average price $3,500

Record price $7,800

While he doesn't appear on the cover, Scarecrow appears for the first time in this hokey-looking 1940s issue with its baseball cover.

Detective Comics #66: First Two-Face. Click for a free valuation

Detective Comics #66
First Two-Face

Lowest price $4,000

Average price $15,000

Record price $72,000

Two-Face is a classic Batman villain, flipping a coin to make life or death decisions.

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