Skip to main content
Best match Lowest price Highest price Lowest mileage Highest mileage Nearest location Best deal Newest year Oldest year Newest listed Oldest listed
Skip to Listings
Best match Lowest price Highest price Lowest mileage Highest mileage Nearest location Best deal Newest year Oldest year Newest listed Oldest listed
Skip to Filters
  • Ceramic Gray Clearcoat 2025 Chrysler Pacifica SelectCeramic Gray Clearcoat 2025 Chrysler Pacifica SelectCeramic Gray Clearcoat 2025 Chrysler Pacifica SelectCeramic Gray Clearcoat 2025 Chrysler Pacifica SelectCeramic Gray Clearcoat 2025 Chrysler Pacifica SelectCeramic Gray Clearcoat 2025 Chrysler Pacifica Select

    $26,500

    48,517 mi.
    Est. $479/mo

    Tim Short Chrysler Dodge Jeep Ram Middlesboro

    Middlesboro, KY (1 mi)
    Check Availability
  • Sting Gray Clearcoat 2020 Jeep Gladiator SportSting Gray Clearcoat 2020 Jeep Gladiator SportSting Gray Clearcoat 2020 Jeep Gladiator SportSting Gray Clearcoat 2020 Jeep Gladiator SportSting Gray Clearcoat 2020 Jeep Gladiator Sport

    $27,500

    38,999 mi.
    Est. $497/mo

    Tim Short Chrysler Dodge Jeep Ram Middlesboro

    Middlesboro, KY (1 mi)
    Check Availability
  • Currant Red 2025 Kia K4Currant Red 2025 Kia K4Currant Red 2025 Kia K4Currant Red 2025 Kia K4Currant Red 2025 Kia K4Currant Red 2025 Kia K4

    $20,900

    36,330 mi.
    Est. $378/mo

    Tim Short Chrysler Dodge Jeep Ram Middlesboro

    Middlesboro, KY (1 mi)
    Check Availability
  • Sapphire Blue Pearl 2025 Subaru WRX PremiumSapphire Blue Pearl 2025 Subaru WRX PremiumSapphire Blue Pearl 2025 Subaru WRX PremiumSapphire Blue Pearl 2025 Subaru WRX PremiumSapphire Blue Pearl 2025 Subaru WRX PremiumSapphire Blue Pearl 2025 Subaru WRX Premium

    $34,500

    5,682 mi.
    Est. $623/mo

    Tim Short Chrysler Dodge Jeep Ram Middlesboro

    Middlesboro, KY (1 mi)
    Check Availability
  • Lunar White 2025 Hyundai VENUE SELLunar White 2025 Hyundai VENUE SELLunar White 2025 Hyundai VENUE SELLunar White 2025 Hyundai VENUE SELLunar White 2025 Hyundai VENUE SELLunar White 2025 Hyundai VENUE SEL

    $19,500

    25,071 mi.
    Est. $352/mo

    Tim Short Chrysler Dodge Jeep Ram Middlesboro

    Middlesboro, KY (1 mi)
    Check Availability
  • Oxford White 2025 Ford F-150 XLTOxford White 2025 Ford F-150 XLTOxford White 2025 Ford F-150 XLTOxford White 2025 Ford F-150 XLTOxford White 2025 Ford F-150 XLTOxford White 2025 Ford F-150 XLT

    $40,900

    30,345 mi.
    Est. $739/mo

    Tim Short Chrysler Dodge Jeep Ram Middlesboro

    Middlesboro, KY (1 mi)
    Check Availability
  • Diamond Black 2024 Jeep Wagoneer Series IIDiamond Black 2024 Jeep Wagoneer Series IIDiamond Black 2024 Jeep Wagoneer Series IIDiamond Black 2024 Jeep Wagoneer Series IIDiamond Black 2024 Jeep Wagoneer Series IIDiamond Black 2024 Jeep Wagoneer Series II

    $37,900

    75,874 mi.
    Est. $685/mo

    Tim Short Chrysler Dodge Jeep Ram Middlesboro

    Middlesboro, KY (1 mi)
    Check Availability
  • Onyx Black 2025 GMC Yukon DenaliOnyx Black 2025 GMC Yukon DenaliOnyx Black 2025 GMC Yukon DenaliOnyx Black 2025 GMC Yukon DenaliOnyx Black 2025 GMC Yukon DenaliOnyx Black 2025 GMC Yukon Denali

    $67,500

    31,595 mi.
    Est. $1,220/mo

    Tim Short Chrysler Dodge Jeep Ram Middlesboro

    Middlesboro, KY (1 mi)
    Check Availability
  • Blue Metallic 2024 Ford Ranger XLTBlue Metallic 2024 Ford Ranger XLTBlue Metallic 2024 Ford Ranger XLTBlue Metallic 2024 Ford Ranger XLTBlue Metallic 2024 Ford Ranger XLTBlue Metallic 2024 Ford Ranger XLT

    $35,900

    31,172 mi.
    Est. $649/mo

    Tim Short Chrysler Dodge Jeep Ram Middlesboro

    Middlesboro, KY (1 mi)
    Check Availability
  • Misano Blue Metallic 2024 Alfa Romeo Tonale VeloceMisano Blue Metallic 2024 Alfa Romeo Tonale VeloceMisano Blue Metallic 2024 Alfa Romeo Tonale VeloceMisano Blue Metallic 2024 Alfa Romeo Tonale VeloceMisano Blue Metallic 2024 Alfa Romeo Tonale VeloceMisano Blue Metallic 2024 Alfa Romeo Tonale Veloce

    $25,500

    8,975 mi.
    Est. $461/mo

    Tim Short Chrysler Dodge Jeep Ram Middlesboro

    Middlesboro, KY (1 mi)
    Check Availability
  • Bright White Clearcoat 2023 Jeep Grand Cherokee L OverlandBright White Clearcoat 2023 Jeep Grand Cherokee L OverlandBright White Clearcoat 2023 Jeep Grand Cherokee L OverlandBright White Clearcoat 2023 Jeep Grand Cherokee L OverlandBright White Clearcoat 2023 Jeep Grand Cherokee L OverlandBright White Clearcoat 2023 Jeep Grand Cherokee L Overland

    $31,500

    68,197 mi.
    Est. $569/mo

    Tim Short Chrysler Dodge Jeep Ram Middlesboro

    Middlesboro, KY (1 mi)
    Check Availability
  • Black 2025 Mitsubishi Outlander SEBlack 2025 Mitsubishi Outlander SEBlack 2025 Mitsubishi Outlander SEBlack 2025 Mitsubishi Outlander SEBlack 2025 Mitsubishi Outlander SEBlack 2025 Mitsubishi Outlander SE

    $25,400

    30,730 mi.
    Est. $459/mo

    Tim Short Chrysler Dodge Jeep Ram Middlesboro

    Middlesboro, KY (1 mi)
    Check Availability
  • Shadow Black 2025 Ford Bronco Big BendShadow Black 2025 Ford Bronco Big BendShadow Black 2025 Ford Bronco Big BendShadow Black 2025 Ford Bronco Big BendShadow Black 2025 Ford Bronco Big BendShadow Black 2025 Ford Bronco Big Bend

    $39,900

    29,045 mi.
    Est. $721/mo

    Tim Short Chrysler Dodge Jeep Ram Middlesboro

    Middlesboro, KY (1 mi)
    Check Availability
  • White 2024 Hyundai IONIQ 6 SELWhite 2024 Hyundai IONIQ 6 SELWhite 2024 Hyundai IONIQ 6 SELWhite 2024 Hyundai IONIQ 6 SELWhite 2024 Hyundai IONIQ 6 SELWhite 2024 Hyundai IONIQ 6 SEL

    $26,900

    23,915 mi.
    Est. $486/mo

    Tim Short Chrysler Dodge Jeep Ram Middlesboro

    Middlesboro, KY (1 mi)
    Check Availability
  • Bright White Clearcoat 2022 Jeep Wrangler Unlimited SportBright White Clearcoat 2022 Jeep Wrangler Unlimited SportBright White Clearcoat 2022 Jeep Wrangler Unlimited SportBright White Clearcoat 2022 Jeep Wrangler Unlimited SportBright White Clearcoat 2022 Jeep Wrangler Unlimited SportBright White Clearcoat 2022 Jeep Wrangler Unlimited Sport

    $26,500

    32,758 mi.
    Est. $479/mo

    Tim Short Chrysler Dodge Jeep Ram Middlesboro

    Middlesboro, KY (1 mi)
    Check Availability
  • Pure White 2025 Volkswagen Taos 1.5T SPure White 2025 Volkswagen Taos 1.5T SPure White 2025 Volkswagen Taos 1.5T SPure White 2025 Volkswagen Taos 1.5T SPure White 2025 Volkswagen Taos 1.5T SPure White 2025 Volkswagen Taos 1.5T S

    $21,500

    28,447 mi.
    Est. $389/mo

    Tim Short Chrysler Dodge Jeep Ram Middlesboro

    Middlesboro, KY (1 mi)
    Check Availability
  • Gray 2025 Toyota 4Runner SR5Gray 2025 Toyota 4Runner SR5Gray 2025 Toyota 4Runner SR5Gray 2025 Toyota 4Runner SR5Gray 2025 Toyota 4Runner SR5Gray 2025 Toyota 4Runner SR5

    $43,500

    22,285 mi.
    Est. $786/mo

    Tim Short Chrysler Dodge Jeep Ram Middlesboro

    Middlesboro, KY (1 mi)
    Check Availability
  • Granite Crystal Clearcoat Metallic 2022 Jeep Gladiator SportGranite Crystal Clearcoat Metallic 2022 Jeep Gladiator SportGranite Crystal Clearcoat Metallic 2022 Jeep Gladiator SportGranite Crystal Clearcoat Metallic 2022 Jeep Gladiator SportGranite Crystal Clearcoat Metallic 2022 Jeep Gladiator SportGranite Crystal Clearcoat Metallic 2022 Jeep Gladiator Sport

    $28,900

    46,205 mi.
    Est. $522/mo

    Tim Short Chrysler Dodge Jeep Ram Middlesboro

    Middlesboro, KY (1 mi)
    Check Availability
  • Bright White Clearcoat 2025 Jeep Grand Cherokee 4xe BaseBright White Clearcoat 2025 Jeep Grand Cherokee 4xe BaseBright White Clearcoat 2025 Jeep Grand Cherokee 4xe BaseBright White Clearcoat 2025 Jeep Grand Cherokee 4xe BaseBright White Clearcoat 2025 Jeep Grand Cherokee 4xe Base

    $30,900

    35,715 mi.
    Est. $558/mo

    Tim Short Chrysler Dodge Jeep Ram Middlesboro

    Middlesboro, KY (1 mi)
    Check Availability
  • Black 2026 Nissan Rogue SVBlack 2026 Nissan Rogue SVBlack 2026 Nissan Rogue SVBlack 2026 Nissan Rogue SVBlack 2026 Nissan Rogue SVBlack 2026 Nissan Rogue SV

    $24,900

    19,197 mi.
    Est. $450/mo

    Tim Short Chrysler Dodge Jeep Ram Middlesboro

    Middlesboro, KY (1 mi)
    Check Availability
  • Black Clearcoat 2022 Jeep Wrangler Unlimited 4xe SaharaBlack Clearcoat 2022 Jeep Wrangler Unlimited 4xe SaharaBlack Clearcoat 2022 Jeep Wrangler Unlimited 4xe SaharaBlack Clearcoat 2022 Jeep Wrangler Unlimited 4xe SaharaBlack Clearcoat 2022 Jeep Wrangler Unlimited 4xe SaharaBlack Clearcoat 2022 Jeep Wrangler Unlimited 4xe Sahara

    $27,900

    27,422 mi.
    Est. $504/mo

    Tim Short Chrysler Dodge Jeep Ram Middlesboro

    Middlesboro, KY (1 mi)
    Check Availability
  • Crystal Metallic 2024 Jeep Wrangler 4xe RubiconCrystal Metallic 2024 Jeep Wrangler 4xe RubiconCrystal Metallic 2024 Jeep Wrangler 4xe RubiconCrystal Metallic 2024 Jeep Wrangler 4xe RubiconCrystal Metallic 2024 Jeep Wrangler 4xe RubiconCrystal Metallic 2024 Jeep Wrangler 4xe Rubicon

    $31,900

    32,829 mi.
    Est. $576/mo

    Tim Short Chrysler Dodge Jeep Ram Middlesboro

    Middlesboro, KY (1 mi)
    Check Availability
  • Glacial White Pearl 2025 Kia Telluride SGlacial White Pearl 2025 Kia Telluride SGlacial White Pearl 2025 Kia Telluride SGlacial White Pearl 2025 Kia Telluride SGlacial White Pearl 2025 Kia Telluride SGlacial White Pearl 2025 Kia Telluride S

    $30,500

    47,847 mi.
    Est. $551/mo

    Tim Short Chrysler Dodge Jeep Ram Middlesboro

    Middlesboro, KY (1 mi)
    Check Availability
  • Diamond Black 2024 Chrysler Pacifica Touring-LDiamond Black 2024 Chrysler Pacifica Touring-LDiamond Black 2024 Chrysler Pacifica Touring-LDiamond Black 2024 Chrysler Pacifica Touring-LDiamond Black 2024 Chrysler Pacifica Touring-LDiamond Black 2024 Chrysler Pacifica Touring-L

    $23,900

    62,560 mi.
    Est. $432/mo

    Tim Short Chrysler Dodge Jeep Ram Middlesboro

    Middlesboro, KY (1 mi)
    Check Availability
  • Eminent White Pearl 2025 Lexus GX 550 OvertrailEminent White Pearl 2025 Lexus GX 550 OvertrailEminent White Pearl 2025 Lexus GX 550 OvertrailEminent White Pearl 2025 Lexus GX 550 OvertrailEminent White Pearl 2025 Lexus GX 550 OvertrailEminent White Pearl 2025 Lexus GX 550 Overtrail

    $84,894

    11,442 mi.
    Est. $1,534/mo

    Impex Auto Sales

    4.8
    $251 delivery from Greensboro, NC (220 mi)
    Check Availability
  • Silver 2016 smart ForTwo PrimeSilver 2016 smart ForTwo PrimeSilver 2016 smart ForTwo PrimeSilver 2016 smart ForTwo PrimeSilver 2016 smart ForTwo PrimeSilver 2016 smart ForTwo Prime

    $12,686

    51,921 mi.
    Est. $229/mo

    Dan Cummins Chrysler Dodge Jeep RAM of Paris

    4.7
    $282 delivery from Paris, KY (113 mi)
    Check Availability

Cars under $100,000 in Middlesboro, KY by make

Find great prices by city

Find great prices on used cars in Middlesboro, KY

Used cars by body style and price