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Bet You Didn’t Know These 20 Oddball Investments Could Make Serious Money!

Updated on August 26, 2025 by TMM Staff · Lifestyle

A variety of wine bottles with different colors and labels on a white background.
©Harper Sunday/Unsplash.com

People usually talk about stocks or real estate when it comes to making money. But let’s be real. Those paths feel kind of expected, right? Turns out, a whole bunch of weird investments out there could pad your wallet, too. Some are so offbeat you might laugh at first… until you see the cash rolling in.

Let’s walk through 20 surprisingly profitable things that have made regular folks a whole lot richer. The stories are pretty wild, and the examples will shock you.

Table of Contents

Toggle
  • 1. Rare sneakers
  • 2. Vintage video games
  • 3. Sports trading cards
  • 4. Comic books
  • 5. Whiskey bottles
  • 6. Classic cars
  • 7. Lego sets
  • 8. Antique maps
  • 9. Limited-run art prints
  • 10. Rare coins
  • 11. Concert posters
  • 12. Luxury handbags
  • 13. Vinyl records
  • 14. Movie props
  • 15. Luxury watches
  • 16. Exotic houseplants
  • 17. Wine collections
  • 18. Rare fishing lures
  • 19. Luxury pens
  • 19. Vintage concert T-shirts
  • 20. Classic arcade machines

1. Rare sneakers

A pair of black and gray Air Jordan sneakers.
©Raphael Nogueira/Unsplash.com

Collectors have turned sneakers into goldmines. A pair released in tiny numbers can shoot up in value within months, sometimes hitting thousands of dollars. People who jumped on early limited drops have seen resale prices soar like they just hit the jackpot.

What’s wild is the whole thing feels part fashion, part investment strategy. Some folks buy shoes to rock them, while others keep them sealed like a treasure chest waiting to pop.

2. Vintage video games

A collection of Super Nintendo game cartridges on a bed.
©Marlon Medau/Unsplash.com

Old cartridges once tossed in closets are now worth piles of cash. A sealed copy of a classic game recently sold for more than a house down payment. Not bad for something kids used to trip over in living rooms.

Nostalgia drives the price, but so does rarity. Certain titles barely hit shelves before vanishing, making them practically digital unicorns.

3. Sports trading cards

A collection of vintage hockey trading cards.
©Erik Mclean/Unsplash.com

Baseball cards started it, but now basketball, football, and even Pokémon cards bring in serious dollars. One lucky seller unloaded a rare rookie card for millions.

Condition matters a ton here. Mint corners and perfect edges can mean the difference between a fun find and a life-changing sale.

4. Comic books

A display of vintage comic books in a shop.
©Mick Haupt/Unsplash.com

First appearances of famous superheroes? Those comics can fetch staggering prices decades later. Some folks call them paper gold because they’ve made millionaires out of long-time collectors.

People often start as fans, not investors, which makes the windfall feel even crazier when it comes through.

5. Whiskey bottles

A collection of whiskey and rum bottles on display.
©Julia Kicova/Unsplash.com

Certain whiskey releases age like fine art… or rather, age while staying sealed and collecting value. Rare bottles from well-known distilleries have been auctioned off for eye-watering sums.

Collectors treat these bottles like liquid assets because once they’re gone, that’s it. No second run.

6. Classic cars

A close-up of a red vintage Oldsmobile car front with chrome details.
©wallace Henry/Unsplash.com

Old-school rides aren’t just for car shows. The right model, especially in top condition, can appreciate faster than some stock portfolios.

Folks who grabbed muscle cars in the ’80s now see values cruising far beyond what they paid back then.

7. Lego sets

A row of LEGO Star Wars minifigures with lightsabers.
©Markus Spiske/Unsplash.com

Boxed Lego sets from years ago now sell for multiple times their original price. One discontinued set once sold for nearly ten times its store cost.

The thing is, once a set retires, demand often skyrockets because collectors and builders both want it badly.

8. Antique maps

A scattered collection of vintage maps.
©Andrew Neel/Unsplash.com

Hand-drawn maps from centuries ago attract history buffs and collectors willing to pay premium prices. A single rare map once sold for enough to buy a new car.

People see them as snapshots of a world that doesn’t exist anymore, giving them both financial and cultural value.

9. Limited-run art prints

A framed self-portrait painting of Vincent van Gogh on a gray wall.
©Dan V/Unsplash.com

Not all art investments involve million-dollar originals. Limited-run prints by famous artists often appreciate steadily over time.

Collectors love the idea of holding onto a rare piece of art. The scarcity is what drives up the prices, and the fact that you have a unique piece hanging in your hallway is a real flex.

10. Rare coins

A collection of gold bullion coins on a gray surface.
©Zlaťáky.cz/Unsplash.com

Coin collecting has been around forever, but certain pieces keep breaking records at auctions. Historical coins in pristine condition bring serious bidder wars.

People often pass them down through families, so when they hit the market, interest spikes fast.

11. Concert posters

A collage of vintage rock and band posters on a wall.
©Abdulla Faiz/Unsplash.com

Vintage posters from legendary shows have become hot collector items. A rare rock concert poster recently sold for more than a luxury vacation costs.

The mix of music history and visual art makes them irresistible for certain buyers.

12. Luxury handbags

A black Louis Vuitton handbag with a gold chain in a luxury display case.
©Nikolai Lehmann/Unsplash.com

Some designer handbags have turned into investment pieces because production numbers stay low. Pre-owned versions sometimes resell for far more than retail.

Collectors treat them like rare jewelry, except you can actually carry these around if you want.

13. Vinyl records

A collection of vinyl records and a turntable on a wooden surface.
©Curated Lifestyle/Unsplash.com

First pressings of iconic albums sell for thousands now. A rare Beatles record even broke a world record at auction.

Collectors love the nostalgia plus the thrill of hunting down music history frozen in wax.

14. Movie props

A photography studio setup with softbox lights.
©Curated Lifestyle/Unsplash.com

Props from famous films have fetched jaw-dropping amounts at auctions. Even small items like a character’s watch or jacket can sell for a ridiculous sum of money.

Fans see them as owning a piece of cinematic history, which makes bidding fiercely competitive.

15. Luxury watches

A luxury Patek Philippe wristwatch with a leather strap on display.
©Chris Lutke/Unsplash.com

Certain watches from top-tier brands appreciate like crazy, especially discontinued models. Auction prices sometimes leave even seasoned collectors stunned.

Some buyers hold onto them the way they would hold onto gold bars. Timeless assets both literally and financially.

16. Exotic houseplants

A collection of houseplants in decorative pots and a vase on a white table.
©Nik/Unsplash.com

Rare tropical plants have exploded in popularity. Some cuttings of hard-to-find varieties sell for hundreds, sometimes thousands.

Plant lovers trade them almost like art pieces, watching leaves grow while values rise.

17. Wine collections

A row of champagne bottles stored in a wooden wine rack.
©Arseny Togulev/Unsplash.com

Fine wine keeps attracting investors because top vintages often appreciate over time. Certain bottles age gracefully both in taste and price tag.

Collectors sometimes store them for decades before selling, turning cellars into little treasure troves.

18. Rare fishing lures

A collection of fishing lures on a wooden table.
©Anne Nygård/Unsplash.com

Collectors have turned old fishing lures into serious cash makers. Some vintage pieces from decades ago have sold for thousands because they’re nearly impossible to find now.

Anglers used to keep them in tackle boxes without a second thought. Today, those same lures get displayed like artwork in collectors’ homes.

19. Luxury pens

A close-up of elegant fountain pens resting on a white notepad.
©Abdelrahman Bayomi/Unsplash.com

High-end fountain pens sometimes appreciate when production stops or limited runs sell out. Collectors treat them almost like jewelry for writers.

The craftsmanship and rarity draw in people willing to pay premium prices for a piece of writing history.

19. Vintage concert T-shirts

A row of trendy graphic hoodies and jackets hanging on a clothing rack in a retail store.
©Sonny Mauricio/Unsplash.com

Old band tees from iconic tours now fetch hundreds, even thousands, online. Hardcore fans and fashion collectors scramble for the rarest ones.

The shirts carry both nostalgia and style points, which turn them into highly valuable pieces of fabric.

20. Classic arcade machines

An arcade machine beside shelves of comics, collectibles, and tees.
©Katya Aslanidi/Unsplash.com

Old-school arcade cabinets from the ’80s and ’90s have become collector favorites. Machines once found in pizza shops or malls now sell for thousands when they’re in good shape.

Buyers love the mix of nostalgia and the chance to own a piece of gaming history that still lights up and plays like it did decades ago.

Lifestyle

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About TMM Staff

The Modest Man staff writers are experts in men's lifestyle who love teaching guys how to live their best lives.

If an article is published under TMM Staff, that means multiple writers worked on it. For example, sometimes several of us have experience with a certain brand, so we collaborate to publish a more thorough review.

Or, if an article was originally written by one person, but then it was updated by someone else, we'll re-publish it under TMM Staff.

Remember: all of our articles (including those below) are written by real people with decades of combined experience in men's fashion and lifestyle topics.

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