Best Pickup Trucks For Sale in Winchester, KY

2023 Toyota Tacoma

TRD Pro Double Cab 4WD

27,406 miles

$46,501

Good Deal

Lexington, KY

14 mi away

Year:: 2023
Make:: Toyota
Model:: Tacoma
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 278 hp 3.5L V6
Exterior color:: Orange
Combined gas mileage:: 18 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 6-Speed Manual
Mileage:: 27,406
Stock number:: PT161048
VIN:: 3TYCZ5AN0PT161048

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2021 Toyota Tacoma

SR I4 Double Cab RWD

53,904 miles

$23,294

Good Deal

Lexington, KY

16 mi away

Year:: 2021
Make:: Toyota
Model:: Tacoma
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: 4X2
Engine:: 159 hp 2.7L I4
Exterior color:: Red
Combined gas mileage:: 21 MPG
Fuel type:: Gasoline
Interior color:: Gray
Transmission:: Automatic
Mileage:: 53,904
Stock number:: 845176
VIN:: 3TYAX5GN6MT013261

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2022 Ford F-150

XLT SuperCrew 4WD

17,271 miles

$42,990

Fair Deal

Sellersburg, IN

90 mi away

Year:: 2022
Make:: Ford
Model:: F-150
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 400 hp 3.5L V6
Exterior color:: Race Red
Combined gas mileage:: 20 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: Automatic
Mileage:: 17,271
Stock number:: 26039A
VIN:: 1FTFW1E84NKE44653

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2023 Ford F-150

XLT SuperCrew 4WD

51,125 miles

$33,529

Good Deal

Grayson, KY

72 mi away

Year:: 2023
Make:: Ford
Model:: F-150
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 325 hp 2.7L V6
Exterior color:: Oxford White
Combined gas mileage:: 20 MPG
Fuel type:: Gasoline
Interior color:: Black/Slate Gray
Transmission:: Automatic
Mileage:: 51,125
Stock number:: PX3003
VIN:: 1FTEW1EP6PFA15562

2023 Ford Maverick

XLT SuperCrew AWD

7,009 miles

$28,647

Good Deal

Grayson, KY

72 mi away

Year:: 2023
Make:: Ford
Model:: Maverick
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: All-Wheel Drive
Engine:: 250 hp 2L I4
Exterior color:: Cyber Orange Metallic Tricoat
Combined gas mileage:: 25 MPG
Fuel type:: Gasoline
Interior color:: Black Onyx / Medium Dark Slate
Transmission:: 8-Speed Automatic
Mileage:: 7,009
Stock number:: XF1237A
VIN:: 3FTTW8F92PRA62400

2022 Ford F-150

XLT SuperCrew 4WD

79,310 miles

$31,713

Good Deal

Grayson, KY

72 mi away

Year:: 2022
Make:: Ford
Model:: F-150
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 400 hp 3.5L V6
Exterior color:: Gba
Combined gas mileage:: 20 MPG
Fuel type:: Gasoline
Interior color:: Xlt
Transmission:: Automatic
Mileage:: 79,310
Stock number:: G1165A
VIN:: 1FTFW1E80NFB41183

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2023 RAM 1500

Limited Crew Cab 4WD

39,220 miles

$43,940

Good Deal

Grayson, KY

72 mi away

Year:: 2023
Make:: RAM
Model:: 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 395 hp 5.7L V8
Exterior color:: Bright White Clearcoat
Combined gas mileage:: 18 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 39,220
Stock number:: C2122A
VIN:: 1C6SRFHTXPN596173

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2023 Chevrolet Silverado 1500

RST Crew Cab 4WD

34,400 miles

$43,827

Good Deal

Grayson, KY

72 mi away

Year:: 2023
Make:: Chevrolet
Model:: Silverado 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 420 hp 6.2L V8
Exterior color:: Radiant Red Tintcoat
Combined gas mileage:: 18 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: Automatic
Mileage:: 34,400
Stock number:: G1179A
VIN:: 3GCUDEEL7PG166723

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2022 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

65,298 miles

$38,985

Good Deal

Grayson, KY

72 mi away

Year:: 2022
Make:: Chevrolet
Model:: Silverado 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 277 hp 3L I6 Diesel
Exterior color:: Black
Combined gas mileage:: 24 MPG
Fuel type:: Diesel
Interior color:: Jet Black
Transmission:: Automatic
Mileage:: 65,298
Stock number:: AX1332
VIN:: 3GCUDFET6NG623766

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2021 Jeep Gladiator

Overland Crew Cab 4WD

33,439 miles

$29,649

Good Deal

Grayson, KY

72 mi away

Year:: 2021
Make:: Jeep
Model:: Gladiator
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 285 hp 3.6L V6
Exterior color:: Gray (Granite Crystal Metallic Clearcoat)
Combined gas mileage:: 19 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 33,439
Stock number:: PX2999
VIN:: 1C6HJTFG4ML617922

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2021 Ford F-150

Lariat SuperCrew 4WD

60,815 miles

$36,000

Good Deal

Grayson, KY

72 mi away

Year:: 2021
Make:: Ford
Model:: F-150
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 325 hp 2.7L V6
Exterior color:: Black
Combined gas mileage:: 21 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: Automatic
Mileage:: 60,815
Stock number:: P2981
VIN:: 1FTEW1EP2MFB56947

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2021 Chevrolet Silverado 1500

RST Crew Cab 4WD

40,976 miles

$34,489

Great Deal

Huntington, WV

97 mi away

Year:: 2021
Make:: Chevrolet
Model:: Silverado 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 355 hp 5.3L V8
Exterior color:: Gray (Satin Steel Metallic)
Combined gas mileage:: 17 MPG
Fuel type:: Gasoline
Interior color:: Jet Black
Transmission:: 8-Speed Automatic
Mileage:: 40,976
Stock number:: T45134AH
VIN:: 1GCUYEED3MZ412627

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2022 Ford F-150

Lariat SuperCrew 4WD

119,870 miles

$32,267

Good Deal

Grayson, KY

72 mi away

Year:: 2022
Make:: Ford
Model:: F-150
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 400 hp 5L V8 Flex Fuel Vehicle
Exterior color:: Oxford White
Combined gas mileage:: 19 MPG
Fuel type:: Flex Fuel Vehicle
Interior color:: Black
Transmission:: Automatic
Mileage:: 119,870
Stock number:: PX2998
VIN:: 1FTFW1E57NKE62263

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2021 RAM 1500

Laramie Crew Cab 4WD

100,163 miles

$28,151

Good Deal

Certified Pre-Owned

Cincinnati, OH

90 mi away

Year:: 2021
Make:: RAM
Model:: 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 395 hp 5.7L V8
Exterior color:: Bright White Clearcoat
Combined gas mileage:: 18 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 100,163
Stock number:: T250490A
VIN:: 1C6SRFRT2MN636675

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2022 RAM 1500

Big Horn Crew Cab 4WD

54,371 miles

$31,726

Good Deal

Madison, IN

85 mi away

Year:: 2022
Make:: RAM
Model:: 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 395 hp 5.7L V8
Exterior color:: Gray (Granite Crystal Metallic Clearcoat)
Combined gas mileage:: 18 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 54,371
Stock number:: 341576
VIN:: 1C6SRFFT7NN341576

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2023 Chevrolet Silverado 1500

Custom Crew Cab 4WD

67,355 miles

$30,291

Good Deal

Grayson, KY

72 mi away

Year:: 2023
Make:: Chevrolet
Model:: Silverado 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 310 hp 2.7L I4
Exterior color:: Glacier Blue Metallic
Combined gas mileage:: 19 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 67,355
Stock number:: A1374
VIN:: 3GCPDBEK2PG110109

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2022 RAM 1500

Big Horn Quad Cab 4WD

53,509 miles

$30,474

Good Deal

Grayson, KY

72 mi away

Year:: 2022
Make:: RAM
Model:: 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 395 hp 5.7L V8
Exterior color:: Patriot Blue Pearlcoat
Combined gas mileage:: 18 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 53,509
Stock number:: P3043
VIN:: 1C6SRFBT1NN144487

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2021 Ford F-150

Lariat SuperCrew 4WD

102,769 miles

$29,988

Great Deal

Louisville, KY

81 mi away

Year:: 2021
Make:: Ford
Model:: F-150
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 400 hp 3.5L V6
Exterior color:: Quartz
Combined gas mileage:: 20 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: Automatic
Mileage:: 102,769
Stock number:: 18882P
VIN:: 1FTFW1E80MFA37128

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2021 RAM 1500

Rebel Crew Cab 4WD

60,437 miles

$36,813

Good Deal

Grayson, KY

72 mi away

Year:: 2021
Make:: RAM
Model:: 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 395 hp 5.7L V8
Exterior color:: Diamond Black Crystal Pearlcoat
Combined gas mileage:: 18 MPG
Fuel type:: Gasoline
Interior color:: Red/Black
Transmission:: 8-Speed Automatic
Mileage:: 60,437
Stock number:: PX3045
VIN:: 1C6SRFLT0MN684006

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2023 Chevrolet Silverado 1500

LT Crew Cab 4WD

29,354 miles

$32,998

Great Deal

Lexington, KY

15 mi away

Year:: 2023
Make:: Chevrolet
Model:: Silverado 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 310 hp 2.7L I4
Exterior color:: Black
Combined gas mileage:: 19 MPG
Fuel type:: Gasoline
Interior color:: Gray
Transmission:: Automatic
Mileage:: 29,354
Stock number:: 28126468
VIN:: 1GCPDKEKXPZ135307

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2022 Chevrolet Silverado 1500

RST Crew Cab 4WD

34,062 miles

$39,580

Great Deal

Prestonsburg, KY

82 mi away

Year:: 2022
Make:: Chevrolet
Model:: Silverado 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Exterior color:: Shadow Gray
Interior color:: Jet Black
Transmission:: Automatic
Mileage:: 34,062
Stock number:: 105803
VIN:: 1GCUYEED5NZ105803

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2022 Ford F-150

XLT SuperCrew 4WD

87,169 miles

$32,778

Fair Deal

Grayson, KY

72 mi away

Year:: 2022
Make:: Ford
Model:: F-150
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 400 hp 3.5L V6
Exterior color:: Carbonized Gray Metallic
Combined gas mileage:: 20 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: Automatic
Mileage:: 87,169
Stock number:: F1098A
VIN:: 1FTFW1E8XNKD64855

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2023 Nissan Frontier

SV Crew Cab 4WD

18,326 miles

$29,226

Great Deal

Ashland, KY

91 mi away

Year:: 2023
Make:: Nissan
Model:: Frontier
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 310 hp 3.8L V6
Exterior color:: Glacier White
Combined gas mileage:: 19 MPG
Fuel type:: Gasoline
Interior color:: Black (Charcoal)
Transmission:: 9-Speed Automatic
Mileage:: 18,326
Stock number:: KNU738
VIN:: 1N6ED1EKXPN658364

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2022 Chevrolet Silverado 1500

High Country Crew Cab 4WD

25,566 miles

$45,989

Fair Deal

Lexington, KY

14 mi away

Year:: 2022
Make:: Chevrolet
Model:: Silverado 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Exterior color:: Black
Interior color:: Jet Black/Umber
Transmission:: Automatic
Mileage:: 25,566
Stock number:: NG203421
VIN:: 3GCUYHEL9NG203421

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