The 1966 Topps baseball card set is highly coveted by collectors due to its incredible rookie cards and key vintage issues. While not quite as iconic as the 1954 and 1957 sets, it still features some of the most valuable sports cards ever printed. Let’s take an in-depth look at the most prized gems from this vintage release.

Leading the way is without a doubt the rookie card of Hall of Famer Reggie Jackson. Sporting his Athletics uniform on the front, “Mr. October’s” iconic #506 card is the undisputed crown jewel of the 1966 set. In pristine mint condition, it can fetch over $100,000 at auction. Even well-centered near mint copies command five figures. What makes it so desirable is that it captured Jackson in his early days before he became a living legend with the A’s and Yankees in the 1970s.

Another oakland A’s superstar with an extremely valuable rookie is #550, that of pitcher Vida Blue. As the 1971 American League Cy Young and MVP winner, Blue quickly became one of the best hurlers of the 1970s. His rookie has appreciation to over $15,000 in top grades due to his elite status. It’s a true star performer from this set.

Staying in Oakland, #571 features catcher Gene Tenace in his initial big league campaign. While not a household name, Tenace had a solid career and was a vital cog on A’s championship teams. His rookie has recently climbed up the valuations and now reaches $3,000-5,000 for pristine copies.

One of the true “holy grails” from any vintage set is #569, the rookie card of Hall of Fame catcher Johnny Bench. As arguably the greatest defensive backstop ever, his entire rookie run is coveted to the highest degree. A Near Mint example would sell for $50,000+, while a gorgeous gem mint copy could surpass $100,000. It’s one of the all-time most important baseball cards issued.

Shifting to the National League, #484 depicts Mets hurler Nolan Ryan in his first big league action. Of course, Ryan would evolve into a true legend with his no-hit records and blazing fastball. His Mets rookie has become a five-figure card, reaching as high as $20,000 for pristine copies.

Moving across town, #527 shows Cubbies slugger Billy Williams in his early years. A six-time All-Star and lifetime .290 hitter, “Sweet Swingin’ Billy’s” Hall of Fame credentials make his rookie very coveted. Near Mint versions change hands for $3,000-5,000.

While not a true rookie card, #584 featuring Pirates legend Roberto Clemente is hugely significant for depicting him in his original Pittsburgh uniform. One of the game’s great iconic players before his tragic death, NM/MT copies of this key Pirates issue start at $2,000 value points.

One other Pirates standout with good value attached is #599, second year slugger Willie Stargell. As the anchor of the “We Are Family” 1979 championship club and two-time MVP, collectors love collecting Stargell. Even though not a true rookie, strong examples still fetch $1,000-2,000.

Lastly, #590 warrants mention for highlighting Angels ace Boog Powell in his nascent MLB days. Not in the same tier historically as some others, it’s still a solid $750-1,000 card in top condition for those seeking a complete 1966 Topps collection.

The 1966 Topps issue gave collectors a bounty of future Hall of Famers, MVPs, and true baseball icons. While era appropriate printing and centering issues mean pristine gems are rare, those high grade examples command exponentially higher prices befitting their iconic status. For vintage cardboard, it simply doesn’t get much better than the stars and standouts featured in this classic vintage release.