The 1966 Topps baseball card set is one of the most iconic issues in the history of the hobby. It was the peak of the classic era of Topps designs before the company shifted to photo-centric cards starting in 1967. As a result, many of the most coveted rookie cards come from the 1966 set. While hundreds of cards hold value in graded gem mint condition, here are some of the most valuable 1966 Topps cards that can fetch five figures or more for the highest quality specimens:

Reggie Jackson (#583) – Often cited as the single most valuable card from the 1966 set, a gem mint PSA 10 copy of Reggie Jackson’s rookie card recently sold for over $275,000 at auction. Jackson went on to have a Hall of Fame career and his emergence as a star for the Oakland A’s in the early 1970s only added to the allure of his first card issued. In PSA 9 condition, examples can still sell for upwards of $20,000. The photo shows Jackson as a member of the Kansas City Athletics organization prior to his breakout seasons.

Tom Seaver (#250) – As arguably the greatest pitcher of his generation, Seaver’s rookie card is a must-have for serious collectors. Top-graded PSA 10 versions regularly sell for $100,000 or more at major auctions. Even PSA 9 copies in flawless condition still command five-figure prices. Seaver went on to win over 300 games and capture three Cy Young Awards during an illustrious career mostly spent with the New York Mets.

Nolan Ryan (#534) – Like Seaver and Jackson, Ryan developed into a true pitching icon and Hall of Famer after debuting in the 1966 set as a member of the New York Mets. High-grade PSA 10 examples of his rookie card have sold for amounts approaching $90,000. In PSA 9 condition prices are in the $15,000-20,000 range. Ryan holds numerous all-time records for strikeouts and no-hitters thrown during a prolific 27-year career spent with 5 different franchises.

Rod Carew (#258) – Carew is one of just 31 players in baseball history with a career .300 batting average. His model of consistency led to 7 batting titles in his career. In PSA 10 condition, his 1966 Topps rookie has sold for over $50,000 before. PSA 9 exemplars still demand prices of $10,000 or more. Carew was a true five-tool talent who spent 19 years with the Minnesota Twins and California Angels organizations.

Steve Carlton (#205) – Known by his nickname “Lefty”, Carlton went on to win 329 career games and 4 Cy Young Awards as one of the game’s great left-handed pitchers. High-end PSA 10 copies of his rookie have exceeded $40,000 at auction. Even PSA 9 examples rarely sell for under $5,000 today for the Hall of Fame southpaw’s first card. Carlton spent the bulk of his legendary career with the Philadelphia Phillies after debuting as a St. Louis Cardinal.

Don Kessinger (#495) – The smooth-fielding shortstop for the 1960s Chicago Cubs teams, Kessinger’s rookie card has seen a surge in demand surge in recent years. PSA 10 specimens have crossed the $30,000 threshold at auction from serious Cubs collectors. In PSA 9 condition, his card remains among the more affordable of the major ’66 rookies around the $3,000-5,000 range. Kessinger played his entire 12-year career in a Cubs uniform.

Bill Singer (#472) – Despite pitching just 8 seasons in the majors, Singer’s arm talent and 22 career shutouts made him one of the more dominant right-handers of the late 1960s and early 1970s. In a PSA 10 holder, his formidable rookie card has reached $25,000 at auction. PSA 9 copies still maintain values north of $5,000 for the fireballer who played for the Dodgers, Angels, and Rangers during his short but productive career.

Ferguson Jenkins (#396) – Known as “Fergie”, Jenkins went on to become the NL wins leader for the 1970s decade and won the Cy Young Award twice pitching for the Cubs and Rangers. His Hall of Fame credentials have pushed pristine PSA 10 examples of his ’66 Topps rookie above $20,000. Excellent PSA 9 versions still command four-figure prices on the competitive third baseman who enjoyed a 20-year MLB career mostly spent in Chicago.

Joe Torre (#526) – Before managing 4 World Series title teams with the Yankees, Torre established himself as one of baseball’s top slugging catchers and third basemen during the 1960s. His rookie card has followed the trend of the most valuable ’66’s in seven-figure condition. PSA 9 copies still preserve values around $2,000 for the 18-year veteran who played and managed with the Braves, Mets, Cardinals and Dodgers organizations.

Jim Lefebvre (#455) – Rare in top-grades, high-end PSA 10 versions of Lefebvre’s first card have sold for record prices north of $15,000 in recent years. Even PSA 9 copies rarely dip below $3,000 today for the slick-fielding second baseman who spent 12 years in the big leagues mostly as a member of the early 1960s Dodgers and Twins clubs. Lefebvre’s strong defensive play at the six helped a Dodgers team win the 1963 World Series.

For collectors hoping to add an important piece of cardboard history to their collections on a budget, exploring the middle-range grades from PSA 7 to PSA 8 of the above names can still provide historically significant cards for thousands rather than tens of thousands on today’s market. The 1966 set featured over 600 total players, with additional affordable options in the $50-500 range for highly graded cards of other stars like Bill Freehan, Ed Kranepool, Denis Menke and more from that storied year in cardboard culture.

The 1966 Topps baseball set endures as one of the most celebrated in the entire hobby. Key rookie cards of future Hall of Famers like Reggie Jackson, Tom Seaver and Nolan Ryan lead the charge as true six and even seven-figure assets to patient collectors who’ve held exemplars in pristine condition for decades. Overall the vintage 1960s designs, array of stars, and inclusion of future legends make ’66 Topps a true pillar of the long and storied tradition of sportscards.