Derek Jeter had a legendary 20-year career with the New York Yankees from 1995-2014, cementing his status as one of the greatest shortstops in baseball history. Naturally, his accomplishments and iconic status with America’s most storied MLB franchise have translated to some incredibly valuable collectible baseball cards commemorating his stellar playing days. While there are many special Derek Jeter rookie cards and serial numbered parallel inserts that can command high prices, here are some of the most valuable baseball cards featuring Mr. November:

1996 Topps Derek Jeter Rookie Card (PSA 10 Gem Mint): As Jeter’s official rookie card from his true rookie season in 1996 with the Yankees, the 1996 Topps base card is undoubtedly one of the crown jewels of any Jeter collection. In pristine mint condition with a perfect gem mint PSA 10 grade, this rookie has recently sold for as much as $350,000 at auction. Even well-centered PSA 9 Near Mint copies can fetch over $20,000. The 1996 Topps set is one of the most iconic rookie card releases ever and Jeter’s was the clear star rookie in the set.

1992 Bowman’s Best Derek Jeter Rookie Card (PSA 10): Despite not making his MLB debut until 1995, Jeter had acquired rookie cards as far back as 1992 thanks to prominent appearances in high-profile prospect sets as a highly touted shortstop in the Yankees farm system. His 1992 Bowman’s Best rookie is the rarest and most high-end of these early issue cards. Only about 10 PSA 10 examples are known to exist, with one selling on the classic auction site eBay in January 2020 for an astounding $398,000. Even well-centered PSA 9 copies can sell for over $50,000.

2000 SP Authentic Derek Jeter Autographed Jersey Card (#53/99): SP Authentic inserts featuring game-worn, autographed jersey swatches became immensely popular collector inserts in the late 1990s and 2000s. Jeter’s extremely rare 2000 release featuring serial #53 of only 99 made is one of the most iconic examples. Combined with its incredibly low serial number within the Parallel Universe parallel mini-set, a PSA DNA-authenticated example sold on Goldin Auctions in 2018 for a staggering $369,710, easily making it one of the single most valuable Derek Jeter cards ever.

2001 Topps Tiffany Derek Jeter /500: Topps Tiffany parallels were prized for their embossed gold foil treatment and ultra-limited print runs back in the early 2000s boom period. Jeter’s card from this set is serially numbered to just /500 copies. One PSA 10 Gem Mint example realized $188,400 at Robert Edward Auctions in 2017. Other Tiffany parallels from sets like 1999 and 2000 can also crack five-figure prices depending on the condition and year.

2003 Topps American Pie Derek Jeter Bat /10: Topps has long incorporated unique relic cards featuring game-used memorabilia, and this extreme short print from 2003 featuring a genuine Derek Jeter game-used bat relic is about as rare as it gets, serial numbered to only 10 copies. One of the cleanest known examples, which graded a PSA/DNA Gem Mint MT 10, sold for over $112,000 at Heritage Auctions in January 2021. Such a rare, premium memorabilia card celebrates a key Yankee star at the height of his career.

2000 Topps Chrome Derek Jeter Refractor /150: Refractor parallels were immensely sought-after in the late 90s/early 2000s Chrome era, with Jeter being the undisputed star of Topps’ iconic 2000 baseball release. His refracted parallel in this set was limited to only 150 copies. A clean PSA 10 recently realized more than $90,000 at auction, showing the enduring demand for star rookies in these serially numbered parallel formats.

1996 Upper Deck Derek Jeter SP (#760): Upper Deck had the coveted MLB license in the mid-1990s and debuted Jeter’s first appearance in their set with this rare serially numbered Short Print. Numbered to just 1000 copies, high grade examples regularly sell for $5,000-$10,000 in PSA 9-10 condition. Even low-numbered examples below #100 can reach $10,000+.

2001 Topps Pristine Gold Derek Jeter /10: Topps’ ultra-high end Pristine Gold parallel inserts from their most popular 2000s releases featured gold refractors and low serial numbers. This beauty numbered 4 of 10 known copies sold for just over $70,000 in a June 2020 Goldin auction. Emblematic of Jeter at his immense popularity peak.

2008 Topps Allen & Ginter Autograph Gold Medallion #51/99: Later generation hits featuring prime Jeter autographs remain elite pieces for collectors. This engraved gold medallion insert sold for $55,200 at PWCC Marketplace in May 2022, showing how top-end patch/auto parallels of a career-Yankee like Jeter retain immense desirability years after retirement.

There are certainly other Derek Jeter cards like rare 1984 Donruss prospect issues or autographed serial #1 parallels that could vie for the title of “most valuable.” This collection of primarily mint rookies, serially numbered refractors, memorabilia cards, and autographs showcases some of the true crown jewels that have sold for over $50,000 at major auctions when offered in pristine condition, representing a “who’s who” of the highest end Derek Jeter cards on the market. As one of the most iconic Yankees to ever play, collectors have proven time and again they will pay top dollar to own rare pieces of Jeter’s rich baseball card history.