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100+ Cars & Trucks for Sale in Prestonsburg, KY

Browse 162 cars & trucks for sale in Prestonsburg, Kentucky. Prices range from $12,900 to $99,669. Median price is $33,740. Each listing includes pricing, high-resolution photos, and detailed specifications. Use the financing calculator on any listing page to estimate monthly payments before visiting the dealer.

All 162 cars & trucks listings in Prestonsburg come from a single dealer — expect a consistent inventory mix, but compare prices against the broader Kentucky market before committing.

Prestonsburg shows a wide price spread (7.7× from cheapest to most expensive), typical of a market with both budget pre-owned units and high-end new inventory in the same listings.

Prestonsburg skews heavily toward a few brands — Chevrolet alone accounts for 67% of local inventory.

Buyers in Prestonsburg who don't find what they want locally regularly cross-shop Paris, Georgetown, Pikeville — all within the same Kentucky dealer network.

Top Cars & Trucks Brands in Prestonsburg

  • Chevrolet (108)
  • Jeep (13)
  • Nissan (8)
  • Gmc (8)
  • Buick (7)

Cars & Trucks for Sale near

2024 Chevrolet Silverado 1500

2024 Chevrolet Silverado 1500

$49,900

Prestonsburg, KY

2026 Chevrolet Traverse

2026 Chevrolet Traverse

$62,310

Prestonsburg, KY

2026 Chevrolet Silverado 2500 HD

2026 Chevrolet Silverado 2500 HD

$53,740

Prestonsburg, KY

2026 Chevrolet Blazer

2026 Chevrolet Blazer

$51,465

Prestonsburg, KY

2026 Chevrolet Silverado 1500

2026 Chevrolet Silverado 1500

$53,310

Prestonsburg, KY

2026 Chevrolet Tahoe

2026 Chevrolet Tahoe

$69,015

Prestonsburg, KY

2027 Chevrolet Corvette Stingray

2027 Chevrolet Corvette Stingray

$79,935

Prestonsburg, KY

2026 Chevrolet Silverado 1500

2026 Chevrolet Silverado 1500

$50,854

Prestonsburg, KY

2026 Chevrolet Traverse

2026 Chevrolet Traverse

$59,820

Prestonsburg, KY

2026 Chevrolet Colorado

2026 Chevrolet Colorado

$47,955

Prestonsburg, KY

2026 Chevrolet Silverado 1500

2026 Chevrolet Silverado 1500

$50,555

Prestonsburg, KY

2025 Chevrolet Silverado 3500 HD Chassis Cab

2025 Chevrolet Silverado 3500 HD Chassis Cab

$66,900

Prestonsburg, KY

2026 Chevrolet Silverado 2500 HD

2026 Chevrolet Silverado 2500 HD

$68,935

Prestonsburg, KY

2026 Chevrolet Traverse

2026 Chevrolet Traverse

$56,639

Prestonsburg, KY

2025 Chevrolet Silverado 3500 HD Chassis Cab

2025 Chevrolet Silverado 3500 HD Chassis Cab

$77,883

Prestonsburg, KY

2026 Chevrolet Tahoe

2026 Chevrolet Tahoe

$79,215

Prestonsburg, KY

2025 Chevrolet Silverado 2500 HD

2025 Chevrolet Silverado 2500 HD

$66,373

Prestonsburg, KY

2026 Chevrolet Silverado 1500

2026 Chevrolet Silverado 1500

$56,520

Prestonsburg, KY

2026 Chevrolet Silverado 1500

2026 Chevrolet Silverado 1500

$51,345

Prestonsburg, KY

2026 Chevrolet Silverado 1500

2026 Chevrolet Silverado 1500

$60,490

Prestonsburg, KY

2024 Cadillac Escalade

2024 Cadillac Escalade

$89,900

Prestonsburg, KY

2026 Chevrolet Silverado 1500

2026 Chevrolet Silverado 1500

$53,185

Prestonsburg, KY

2026 Chevrolet Silverado 2500 HD

2026 Chevrolet Silverado 2500 HD

$64,450

Prestonsburg, KY

2026 Chevrolet Silverado 2500 HD

2026 Chevrolet Silverado 2500 HD

$60,195

Prestonsburg, KY

Updating results…
159 Cars & TrucksNationwide

Auto Insurance

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Insurance partnersInsurify insuranceRoamly insurance

We may earn a commission, at no extra cost to you. Affiliate disclosure.

Compare quotes
Deal badges compare each price to the market.Browse 159 listings — deal badges show how each is priced against comparable inventory.
2024 Chevrolet Silverado 1500 RST — front three-quarter view
Used

2024 Chevrolet Silverado 1500 RST

$49,900
Est. $712.99/mo*
16,125 mi
Prestonsburg, KY
2026 Chevrolet Traverse High Country — front three-quarter view
New

2026 Chevrolet Traverse High Country

$62,310
Est. $890.31/mo*
2 mi
Prestonsburg, KY
2026 Chevrolet Silverado 2500 HD WT — front three-quarter view
New

2026 Chevrolet Silverado 2500 HD WT

$53,740
Est. $767.86/mo*
2 mi
Prestonsburg, KY
2026 Chevrolet Blazer RS — front three-quarter view
New

2026 Chevrolet Blazer RS

$51,465
Est. $735.35/mo*
2 mi
Prestonsburg, KY
2026 Chevrolet Silverado 1500 Custom Trail Boss — front three-quarter view
New

2026 Chevrolet Silverado 1500 Custom Trail Boss

$59,310
Save $6,000
$53,310
Est. $761.72/mo*
62 mi
Prestonsburg, KY
2026 Chevrolet Tahoe LS — front three-quarter view
New

2026 Chevrolet Tahoe LS

$69,015
Est. $986.12/mo*
2 mi
Prestonsburg, KY
2027 Chevrolet Corvette Stingray 1LT — front three-quarter view
New

2027 Chevrolet Corvette Stingray 1LT

$79,935
Est. $1,142.15/mo*
2 mi
Prestonsburg, KY
2026 Chevrolet Silverado 1500 RST — front three-quarter view
New

2026 Chevrolet Silverado 1500 RST

$54,604
Save $3,750
$50,854
Est. $726.62/mo*
4 mi
Prestonsburg, KY
2026 Chevrolet Traverse RS — front three-quarter view
New

2026 Chevrolet Traverse RS

$59,820
Est. $854.73/mo*
2 mi
Prestonsburg, KY
2026 Chevrolet Colorado Trail Boss — front three-quarter view
New

2026 Chevrolet Colorado Trail Boss

$48,455
Save $500
$47,955
Est. $685.20/mo*
3 mi
Prestonsburg, KY
2026 Chevrolet Silverado 1500 RST — front three-quarter view
New

2026 Chevrolet Silverado 1500 RST

$54,305
Save $3,750
$50,555
Est. $722.35/mo*
3 mi
Prestonsburg, KY
2025 Chevrolet Silverado 3500 HD Chassis Cab Work Truck — front three-quarter view
New

2025 Chevrolet Silverado 3500 HD Chassis Cab Work Truck

$66,900
Est. $955.90/mo*
205 mi
Prestonsburg, KY
2026 Chevrolet Silverado 2500 HD Custom — front three-quarter view
New

2026 Chevrolet Silverado 2500 HD Custom

$69,935
Save $1,000
$68,935
Est. $984.97/mo*
2 mi
Prestonsburg, KY
2026 Chevrolet Traverse Z71 — front three-quarter view
New

2026 Chevrolet Traverse Z71

$56,639
Est. $809.28/mo*
270 mi
Prestonsburg, KY
2025 Chevrolet Silverado 3500 HD Chassis Cab Work Truck — front three-quarter view
New

2025 Chevrolet Silverado 3500 HD Chassis Cab Work Truck

$77,883
Est. $1,112.83/mo*
2 mi
Prestonsburg, KY
2026 Chevrolet Tahoe RST — front three-quarter view
New

2026 Chevrolet Tahoe RST

$79,215
Est. $1,131.86/mo*
3 mi
Prestonsburg, KY
2025 Chevrolet Silverado 2500 HD WT — front three-quarter view
New

2025 Chevrolet Silverado 2500 HD WT

$66,373
Est. $948.37/mo*
22 mi
Prestonsburg, KY
2026 Chevrolet Silverado 1500 LT — front three-quarter view
New

2026 Chevrolet Silverado 1500 LT

$62,520
Save $6,000
$56,520
Est. $807.58/mo*
98 mi
Prestonsburg, KY
Updating results…
159 Cars & TrucksNationwide

Auto Insurance

Compare quotes from top-rated providers and start saving in minutes.

Insurance partnersInsurify insuranceRoamly insurance

We may earn a commission, at no extra cost to you. Affiliate disclosure.

Compare quotes
Deal badges compare each price to the market.Browse 159 listings — deal badges show how each is priced against comparable inventory.
2024 Chevrolet Silverado 1500 RST — front three-quarter view
Used

2024 Chevrolet Silverado 1500 RST

$49,900
Est. $712.99/mo*
16,125 mi
Prestonsburg, KY
2026 Chevrolet Traverse High Country — front three-quarter view
New

2026 Chevrolet Traverse High Country

$62,310
Est. $890.31/mo*
2 mi
Prestonsburg, KY
2026 Chevrolet Silverado 2500 HD WT — front three-quarter view
New

2026 Chevrolet Silverado 2500 HD WT

$53,740
Est. $767.86/mo*
2 mi
Prestonsburg, KY
2026 Chevrolet Blazer RS — front three-quarter view
New

2026 Chevrolet Blazer RS

$51,465
Est. $735.35/mo*
2 mi
Prestonsburg, KY
2026 Chevrolet Silverado 1500 Custom Trail Boss — front three-quarter view
New

2026 Chevrolet Silverado 1500 Custom Trail Boss

$59,310
Save $6,000
$53,310
Est. $761.72/mo*
62 mi
Prestonsburg, KY
2026 Chevrolet Tahoe LS — front three-quarter view
New

2026 Chevrolet Tahoe LS

$69,015
Est. $986.12/mo*
2 mi
Prestonsburg, KY
2027 Chevrolet Corvette Stingray 1LT — front three-quarter view
New

2027 Chevrolet Corvette Stingray 1LT

$79,935
Est. $1,142.15/mo*
2 mi
Prestonsburg, KY
2026 Chevrolet Silverado 1500 RST — front three-quarter view
New

2026 Chevrolet Silverado 1500 RST

$54,604
Save $3,750
$50,854
Est. $726.62/mo*
4 mi
Prestonsburg, KY
2026 Chevrolet Traverse RS — front three-quarter view
New

2026 Chevrolet Traverse RS

$59,820
Est. $854.73/mo*
2 mi
Prestonsburg, KY
2026 Chevrolet Colorado Trail Boss — front three-quarter view
New

2026 Chevrolet Colorado Trail Boss

$48,455
Save $500
$47,955
Est. $685.20/mo*
3 mi
Prestonsburg, KY
2026 Chevrolet Silverado 1500 RST — front three-quarter view
New

2026 Chevrolet Silverado 1500 RST

$54,305
Save $3,750
$50,555
Est. $722.35/mo*
3 mi
Prestonsburg, KY
2025 Chevrolet Silverado 3500 HD Chassis Cab Work Truck — front three-quarter view
New

2025 Chevrolet Silverado 3500 HD Chassis Cab Work Truck

$66,900
Est. $955.90/mo*
205 mi
Prestonsburg, KY
2026 Chevrolet Silverado 2500 HD Custom — front three-quarter view
New

2026 Chevrolet Silverado 2500 HD Custom

$69,935
Save $1,000
$68,935
Est. $984.97/mo*
2 mi
Prestonsburg, KY
2026 Chevrolet Traverse Z71 — front three-quarter view
New

2026 Chevrolet Traverse Z71

$56,639
Est. $809.28/mo*
270 mi
Prestonsburg, KY
2025 Chevrolet Silverado 3500 HD Chassis Cab Work Truck — front three-quarter view
New

2025 Chevrolet Silverado 3500 HD Chassis Cab Work Truck

$77,883
Est. $1,112.83/mo*
2 mi
Prestonsburg, KY
2026 Chevrolet Tahoe RST — front three-quarter view
New

2026 Chevrolet Tahoe RST

$79,215
Est. $1,131.86/mo*
3 mi
Prestonsburg, KY
2025 Chevrolet Silverado 2500 HD WT — front three-quarter view
New

2025 Chevrolet Silverado 2500 HD WT

$66,373
Est. $948.37/mo*
22 mi
Prestonsburg, KY
2026 Chevrolet Silverado 1500 LT — front three-quarter view
New

2026 Chevrolet Silverado 1500 LT

$62,520
Save $6,000
$56,520
Est. $807.58/mo*
98 mi
Prestonsburg, KY
  • Ford (4)
  • Toyota (3)
  • Cadillac (3)

    • Nearby Cities in Kentucky

    • Paris (2491)
    • Georgetown (2064)
    • Pikeville (1246)
    • Louisville (1110)
    • Richmond (997)
    • Henderson (875)
    • Ashland (518)
    • Lexington (449)
    Browse all Cars & Trucks in Kentucky →
    Popular Makes
    Ford441Lincoln415Nissan75Toyota16Jeep14Chevrolet8Kia6BMW4Cadillac4Hyundai4INFINITI4Mercedes-Benz4

    Last updated: October 29, 2026