Vintage Shoes That Are Now Worth Serious Cash

Vintage Shoes That Are Now Worth Serious Cash


October 22, 2025 | Allison Robertson

Vintage Shoes That Are Now Worth Serious Cash


Sole Survivors: Old Kicks That Now Sell for Thousands

Some shoes were made to be worn—and others, it turns out, were made to be collected. From early sneakers to limited designer drops, vintage footwear has become a hot market for collectors and fashion lovers alike, with some valued at over $10,000!

Check your closets, you may be sitting on some serious cash. 

Shoes Msn

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Fila Grant Hill 2 (1996)

Estimated value: $200–$500

Basketball nostalgia in leather form. The second Hill signature shoe holds its value when kept clean.

Fila Grant Hill 2 (1996)RETRO UNBOXING | FILA GRANT HILL FROM 1996, Rye Icatar

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Pony Topstar (1970s)

Estimated value: $250–$500

These classic American kicks were the underdog of the sneaker world—and now they're quietly rising in value.

Pony Topstar (1970s) UNBOXING+REVIEW - Pony Topstar, SneakersBR

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Reebok Pump (1990s)

Estimated value: $250–$600

These chunky, inflatable basketball shoes were the height of ’90s performance. Mint pairs fetch impressive prices today.

File:Pump It.JPGReebokUSA, Wikimedia Commons

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Converse Weapon (1986)

Estimated value: $300–$700

Worn by Magic and Bird in the golden era of NBA. Vintage pairs with bright color panels are now prized possessions.

File:Converse Weapons.JPGShaun Labiuk, Wikimedia Commons

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Puma Clyde (1970s)

Estimated value: $300–$700

Named after NBA legend Walt ‘Clyde’ Frazier, these suede kicks are basketball and fashion history in one.

File:Puma Clyde.jpgLeDroider, Wikimedia Commons

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Pro-Keds Royal (1950s–60s)

Estimated value: $300–$700

Before Nike ruled the courts, Pro-Keds were king. Early editions are simple, clean, and definitely valuable.

File:Pro-Keds Royal Flash Mid.jpgJanne Toivoniemi from Helsinki, FInland, Wikimedia Commons

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Converse Chuck Taylor All-Star (1960s)

Estimated value: $300–$800

Old canvas Chucks from the 1960s are sought after for their vintage tags and sturdy soles. High-top versions are especially collectible.

File:Black Converse sneakers.JPGBrooke Fishwick, Wikimedia Commons

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Adidas Superstar (1970s)

Estimated value: $400–$900

Made famous by hip hop and basketball, early editions with trefoil logos are now collector favorites.

File:Adidas Superstar shoes pair.jpgYahoo! Blog from Sunnyvale, California, USA, Wikimedia Commons

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Adidas Stan Smith (1970s)

Estimated value: $400–$900

Classic white tennis shoes from the early Adidas line are a hot item now. Look for green heel tabs and vintage tongue labels.

File:Adidas Stan Smith (made in France).jpgTohlsson, Wikimedia Commons

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New Balance 990v1 (1982)

Estimated value: $400–$1,000

This performance runner was one of the most expensive shoes of its time. It's no surprise that it’s now a high-value vintage piece.

New Balance 990v1 (1982)A shoe geek did this way. All about New Balance 990, Danaot

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Nike Air Max 1 (1987)

Estimated value: $600–$1,200

The first Nike with visible air. Original pairs with OG boxes are must-haves for serious sneakerheads.

File:Nike Air Max 1.pngFootshop, Wikimedia Commons

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Vans #44 Deck Shoe (1960s)

Estimated value: $600–$1,000

The original canvas Vans from the early days of skate culture can be worth a pretty penny. However, they rarely surface in good condition.

Vans #44 Deck Shoe (1960s)Vintage USA-MADE VANS new in box deck shoes TWO LEFT FEET Size: Boys 4.5 orange at collectornet.net, collectornet

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Nike Air Max 97 ‘Silver Bullet’ (1997)

Estimated value: $600–$1,200

Futuristic and flashy, these silver-toned runners are Y2K fashion at its finest, with nostalgia increasing their value. 

File:Air Max 97.jpgCholedocho, Wikimedia Commons

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Nike Cortez (1972)

Estimated value: $700–$1,500

Nike’s first track shoe, designed by co-founder Bill Bowerman. Older editions are highly collectible, especially with the waffle sole.

File:Nike Cortez.jpgLeDroider, Wikimedia Commons

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Air Jordan 3 ‘Black Cement’ (1988)

Estimated value: $800–$1,500

The first Jordan with visible Air and the iconic elephant print. OG pairs are a staple for serious collectors.

Air Jordan 3 ‘Black Cement’ (1988)COMPLETE Original 1988 Air Jordan 3 Set, Timmy Da Tiger

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Air Max 95 OG ‘Neon’

Estimated value: $800–$2,000

With its unique side-gradient and bold neon, the original Air Max 95 remains a cult favorite.

Air Max 95 OG ‘Neon’ Nike Air Max 95 Neon Big Bubble 2025 Review & On Feet, Seth Fowler

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Air Jordan 6 ‘Infrared’ (1991)

Estimated value: $900–$1,800

Worn by Jordan during his first NBA Finals win. The original Infrareds remain hot collector items.

Air Jordan 6 ‘Infrared’ (1991)NIKE AIR JORDAN VI BLACK INFRARED 1991 history, comparisons and thoughts #airjordan, LET’S RUN IT BACK with FORSY23

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Air Jordan 11 ‘Concord’ (1995 Original)

Estimated value: $1,000–$2,500

One of the most beloved Jordan models, the OG Concords are instantly recognizable—and extremely valuable in clean condition.

Air Jordan 11 ‘Concord’ (1995 Original)NIKE AIR JORDAN XI CONCORD - the shoe that changed the game!, LET’S RUN IT BACK with FORSY23

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Nike Dunk High ‘Be True to Your School’ Pack

Estimated value: $1,000–$2,500

This 1985 series included school-themed colorways. Complete original pairs are rare and pricey.

Nike Dunk High ‘Be True to Your School’ PackNIKE DUNK BE TRUE TO YOUR SCHOOL UNBOXING!, All About Nat

Air Jordan 4 ‘Bred’ (1989)

Estimated value: $1,000–$3,000

The original black and red colorway is a grail for Jordan fans. Even worn pairs can pull in thousands.

Air Jordan 4 ‘Bred’ (1989)Air Jordan 4 Bred Collection Review / History, DNA SHOW

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Nike Air Jordan 1 (1985 Original)

Estimated value: $5,000–$10,000

The shoe that launched a sneaker revolution. Original 1985 pairs in good shape can fetch major money, especially if unworn.

File:1985 Air Jordan 1s.jpgSmithsonian Institute, Wikimedia Commons

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Nike Air Ship (1984)

Estimated value: $8,000–$20,000

Now we're talking big money. The Nike Air Ship (1984) is technically the shoe MJ wore before the AJ1. Very few original pairs survive, making them incredibly valuable.

File:Nike Air Ship.jpgLeDroider, Wikimedia Commons

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Nike SB Dunk Low ‘Pigeon’ (2005)

Estimated value: $15,000–$25,000

Even more valuable are the Pigeons, released in ultra-limited quantities. This NYC-inspired skate shoe caused riots on drop day. Today, it’s a streetwear legend.

Nike SB Dunk Low ‘Pigeon’ (2005)Nike SB Dunk Low NYC (PIGEON) 2005 | Back From the Vault?? Legit Checking Guide, Kicks on Kicks

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Nike Air Yeezy 2 ‘Red October’ (2014)

Estimated value: $10,000–$20,000

Kanye’s final Nike collab broke the internet and the resale charts. Unworn Red Octobers are a sneakerhead’s dream, with an insane value. 

File:Yeezy Red Octobers.jpgKalvin Chan, Wikimedia Commons

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Nike Mag (2011 Limited Release)

Estimated value: $25,000–$40,000

Inspired by Back to the Future II, this limited self-lacing shoe is ultra-rare and one of the most expensive ever sold. While it may not be everyone's style, this shoe is valuable mostly for its rarity. 

File:Nike mag flight club.jpgPhillip Pessar, Wikimedia Commons

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You May Also Like:

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Old Sports Jerseys That Are Worth Serious Cash

Sources: 1, 2, 3, 4, 5


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