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Bidding is ongoing on every car below. Figures reflect each listing as checked on the morning of Friday, October 2, 2026, and will change as bids come in. A current bid is not a sale price, and none of these cars is guaranteed to sell for under $20,000.
What's actually interesting out there right now that hasn't blown past $20K? We went through the live auctions on Hagerty Marketplace, Cars & Bids and Hemmings, and these five stood out. Each one has a current bid below $20,000 as of this writing, and each closes on Monday, October 5. If you want more under-the-radar picks, our rolling list of the coolest cars for sale on Motorious under $20K is a good place to keep browsing.
1. 2005 Caterham Seven With a Zetec SVT and a Five-Speed
Where: Hagerty Marketplace
Current bid: $14,250 (7 bids)
Ends: Monday, October 5 at 2:20 p.m. EDT
Reserve: not marked no-reserve in the listing
The recipe hasn't changed much since the Lotus Seven first showed up: a tube-frame chassis, an aluminum body, and almost nothing else standing between you and the road. This left-hand-drive Caterham was built in the U.S. in 2005 by its sole owner, finished in British Racing Green with a yellow nose, and powered by a Ford Zetec SVT 2.0-liter four that the seller says was prepared by Rocky Mountain Motorsports and makes about 190 horsepower. It's paired with a Ford Type 9 five-speed with a taller first gear, and the car has a limited-slip differential, a de Dion rear end, four-wheel discs, a roll bar and five-point harnesses. The seller reports roughly 2,000 to 2,500 miles since completion. One thing to know: it's titled as a "1966 CATR replica" in North Carolina.
2. 20K-Mile 2008 Ford Shelby GT500 Coupe
Where: Hagerty Marketplace
Current bid: $19,000 (18 bids)
Ends: Monday, October 5 at 2:10 p.m. EDT
Reserve: not marked no-reserve in the listing
This is the one sitting closest to the line, so the bid may well cross $20,000 before the clock runs out. It's still a notable listing: a Torch Red GT500 with a supercharged 5.4-liter V8, a manual transmission and about 20,300 miles, listed from Colorado. It's a car many enthusiasts consider a modern classic, and our own look at the 2008 GT500KR and the supercharged 2007 GT500 convertible that hit Hagerty earlier show why people keep watching this generation.
3. 1999 Toyota RAV4 Convertible (No Reserve)
Where: Cars & Bids
Current bid: $6,000 (8 bids)
Ends: Monday, October 5 at 1:33 p.m. EDT
Reserve: No reserve
Toyota sold a two-door, soft-top RAV4 for a short stretch in the late 1990s, and it's become one of the more charming oddballs of the era. This Mystic Teal Mica example has a black soft top, a gray interior, a 2.0-liter four-cylinder, a four-speed automatic and front-wheel drive. It shows roughly 98,000 miles, carries a clean Texas title and a clean Carfax, and was reportedly registered in Florida until 2026. It's not fast and it's not rare in the traditional sense, but it's the kind of car that gets people talking at a cars-and-coffee. If quirky imports are your thing, you may also like the no-reserve Mitsubishi Minicab kei truck we featured recently.
4. 2000 Ford Mustang GT Convertible With 8,300 Miles
Where: Hemmings
Current bid: $8,600 (5 bids)
Ends: Monday, October 5, at about 3 p.m. EDT (the listing showed roughly 3 days and 4 hours remaining at 11 a.m. EDT Friday)
Reserve: reserve not yet met, per the listing
This New Edge Mustang GT shows only 8,300 miles. The seller acquired it from the original owner, describes it as stock, and notes it has been stored from autumn through spring. The listing is upfront about a scratch on the front fascia and some flaked paint on the driver's door, a common complaint on Mustangs of the era. It comes with a clean Tennessee title and a clean Carfax. For a look at how clean drop-top Mustangs from other eras get treated, see our post on a low-mileage 1992 Mustang GT convertible.
5. Unrestored 1949 Lincoln 9EL Convertible
Where: Hemmings
Current bid: $10,000 (1 bid)
Ends: Monday, October 5, at about 4 p.m. EDT (listing showed roughly 3 days and 5 hours remaining at 11 a.m. EDT Friday)
Reserve: reserve not yet met, per the listing
A convertible this old that hasn't been restored is a rare thing. The seller describes the car as original and unrestored, and says it is one of about 250 built. It sat in a garage from 1950 to 1972 before the current owner, its third, bought it in 1999. The listing says it runs and drives well with no known issues, has a new cloth top, and that the power antenna has been restored to working order. The seller does suggest re-chroming the rear bumper. New Hampshire doesn't issue titles for vehicles this old, so it would be sold on a document in the seller's name. Lincoln's postwar styling has a following of its own, as in this custom 1947 Lincoln Continental boattail.
Before You Bid
All five auctions are still running and every number above can change. Read the full listings, check the photos and comments, and keep in mind that these descriptions come from the sellers. For more cars worth watching, take a look at our earlier roundup of Hagerty Marketplace auctions worth watching.