Used Pickup Trucks for Sale near Winona, MN
4,902 vehicles found
Shop with transparent pricing.
Only show listings that include dealer fees- Year:
- 2021
- Make:
- GMC
- Model:
- Sierra 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 355 hp 5.3L V8
- Exterior color:
- Cayenne Red Tintcoat
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 68,984
- Stock #:
- 24210A
- VIN:
- 3GTU9DED4MG482791
Price drop
-$1,500
Sponsored by GMC of Rochester
2021 GMC Sierra 1500
SLT Crew Cab 4WD
68,984 mi
Rochester, MN
38 mi away
Good Deal
$37,200
$35,700
- Year:
- 2023
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 355 hp 5.3L V8
- Exterior color:
- Glacier Blue Metallic
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 38,365
- Stock #:
- 19578IMK
- VIN:
- 1GCUDEED1PZ205184
Sponsored Listing
2023 Chevrolet Silverado 1500
RST Crew Cab 4WD
38,365 mi
Red Wing, MN
52 mi away
Fair Deal
$42,814
- Year:
- 2019
- 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 (Graphite Metallic)
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 132,529
- Stock #:
- L2050326A
- VIN:
- 2GCVKPEC7K1116475
Sponsored Listing
2019 Chevrolet Silverado 1500
LT Double Cab 4WD
132,529 mi
Hastings, MN
69 mi away
Good Deal
$18,332
- Year:
- 2010
- Make:
- Ford
- Model:
- F-150
- Body type:
- Pickup Truck
- Doors:
- 2 doors
- Drivetrain:
- 4X2
- Engine:
- 248 hp 4.6L V8
- Exterior color:
- Gray
- Fuel type:
- Gasoline
- Transmission:
- 4-Speed Automatic Overdrive
- Mileage:
- 71,928
- Stock #:
- 2U26130A
- VIN:
- 1FTMF1CW5AKA21003
New arrival
2010 Ford F-150
XL
71,928 mi
Boscobel, WI
85 mi away
Great Deal
$6,791
- 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:
- White
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 29,008
- Stock #:
- 28897270
- VIN:
- 1C6SRFJT5NN456281
New arrival
2022 RAM 1500
Laramie Crew Cab 4WD
29,008 mi
Saint Paul, MN
91 mi away
Good Deal
$38,998
- Year:
- 2020
- Make:
- RAM
- Model:
- 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 305 hp 3.6L V6
- Exterior color:
- Gray (Granite Crystal Metallic Clearcoat)
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Diesel Gray/Black
- Transmission:
- Automatic
- Mileage:
- 154,764
- Stock #:
- U5995
- VIN:
- 1C6RR7FG5LS107734
Price drop
-$939
2020 RAM 1500
Classic Tradesman Quad Cab 4WD
154,764 mi
New Hampton, IA
76 mi away
Good Deal
$14,539
$13,764
- Year:
- 2023
- Make:
- Ford
- Model:
- F-150
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 420 hp 3.5L V6 Hybrid
- Exterior color:
- Blue (Azure Gray Metallic)
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Hybrid
- Interior color:
- Admiral Blue
- Transmission:
- Automatic
- Mileage:
- 57,409
- Stock #:
- PFA11468
- VIN:
- 1FTFW1ED2PFA11468
2023 Ford F-150
Limited SuperCrew 4WD
57,409 mi
Sparta, WI
47 mi away
Great Deal
$46,187
- Year:
- 2024
- Make:
- RAM
- Model:
- 2500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 410 hp 6.4L V8
- Exterior color:
- Patriot Blue Pearlcoat
- Fuel type:
- Gasoline
- Interior color:
- Diesel Gray/Black
- Transmission:
- Automatic
- Mileage:
- 22,062
- Stock #:
- 2926079
- VIN:
- 3C6UR5DJ6RG386401
2024 RAM 2500
Big Horn Crew Cab 4WD
22,062 mi
West Salem, WI
35 mi away
Great Deal
$42,288
- Year:
- 2022
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 420 hp 6.2L V8
- Exterior color:
- Black
- Combined gas mileage:
- 15 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black/Graystone
- Transmission:
- Automatic
- Mileage:
- 31,360
- Stock #:
- 925013
- VIN:
- 3GCUDHEL3NG580001
2022 Chevrolet Silverado 1500
ZR2 Crew Cab 4WD
31,360 mi
New Richmond, WI
82 mi away
Good Deal
$48,296
- Year:
- 2026
- Make:
- Ford
- Model:
- Maverick
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 238 hp 2L I4
- Exterior color:
- Carbonized Gray Metallic
- Combined gas mileage:
- 25 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black Onyx
- Transmission:
- 7-Speed Automatic
- Mileage:
- 1,561
- Stock #:
- 268010
- VIN:
- 3FTCW8TA5TRA42408
2026 Ford Maverick
Lobo SuperCrew AWD
1,561 mi
Roseville, MN
95 mi away
Good Deal
$34,348
- Year:
- 2023
- Make:
- Ford
- Model:
- F-150
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 400 hp 3.5L V6
- Exterior color:
- Agate Black Metallic
- Combined gas mileage:
- 20 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 22,552
- Stock #:
- DF4976
- VIN:
- 1FTFW1E89PKF07670
Price drop
-$900
2023 Ford F-150
XLT SuperCrew 4WD
22,552 mi
Rochester, MN
38 mi away
Good Deal
$43,549
$42,649
- Year:
- 2022
- Make:
- GMC
- Model:
- Sierra 1500 Limited
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 277 hp 3L I6 Diesel
- Exterior color:
- Gray (Satin Steel Metallic)
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Diesel
- Interior color:
- Jet Black With Kalahari Accents
- Transmission:
- Automatic
- Mileage:
- 56,721
- Stock #:
- C6205B
- VIN:
- 1GTU9EETXNZ192621
2022 GMC Sierra 1500 Limited
AT4 Crew Cab 4WD
56,721 mi
Albert Lea, MN
85 mi away
Good Deal
$39,809
- Year:
- 2020
- Make:
- Jeep
- Model:
- Gladiator
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 285 hp 3.6L V6
- Exterior color:
- Firecracker Red Clearcoat
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 122,913
- Stock #:
- J2606B
- VIN:
- 1C6HJTAG7LL112849
2020 Jeep Gladiator
Sport S Crew Cab 4WD
122,913 mi
New Hampton, IA
76 mi away
Good Deal
$20,539
Popular Pickup Truck reviews
4.5 Overall rating(10204 reviews)
Jun 6, 2026
2012 Chevrolet LT Crew Cab 4WD
Before purchasing a used Silverado 2500HD, I would strongly recommend checking the overall condition of the truck with special attention to rust, the transmission, suspension, and maintenance history. Look closely at the rocker panels, cab corners, wheel wells, frame rails, brake lines, and fuel lines for excessive rust, flaking metal, or holes. During the test drive, make sure the transmission shifts smoothly without slipping, shuddering, hard shifts, or delayed engagement into drive or reverse, and ask whether it is the original transmission or if it has ever been rebuilt or replaced. Check the engine for oil leaks, coolant leaks, unusual noises, excessive exhaust smoke, or warning lights, and ask if major components such as the water pump, radiator, or thermostat have been replaced. Pay close attention to the steering and suspension by listening for clunks, checking for loose steering, and looking for uneven tire wear that could indicate worn ball joints, tie rods, wheel bearings, or other front-end components. Also inspect the brakes for pulsation, soft pedal feel, or rusted lines, and examine the tires for uneven wear, dry rot, or signs that an alignment or suspension issue may be present. Most importantly, ask for maintenance records and receipts for major repairs, as a well-documented truck is generally a much safer purchase than one with an unknown service history. For a high-mileage Silverado 2500HD, rust, transmission condition, front-end wear, four-wheel-drive operation, and cooling system maintenance are the areas most likely to lead to expensive repairs if they have been neglected.
Apr 23, 2026
2020 Ford XLT Crew Cab 4WD
Great condition really nice interior, really good priced drives and runs great
Jan 23, 2026
2022 Hyundai SEL Premium Crew Cab AWD
The car comes with incredible features I wasn’t even prepared for. Everything is thoughtfully crafted and they make use of every inch of space with hidden storage compartments. I love it so far
Dec 6, 2025
2019 Ford XLT SuperCrew RWD
Great vehicle! Has everything I need in a strong durable truck! Will definitely buy Ford again.
Oct 17, 2025
2022 GMC Denali Ultimate Crew Cab 4WD
Love this truck! Love the inline 6 diesel! And my fiance loves the massaging seats!
- Year:
- 2026
- Make:
- RAM
- Model:
- 2500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 405 hp 6.4L V8
- Exterior color:
- Forged Blue Metallic
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 22,195
- Stock #:
- RP100084
- VIN:
- 3C6UR5DJ7TG198767
Price drop
-$1,472
2026 RAM 2500
Big Horn Crew Cab 4WD
22,195 mi
Roseville, MN
96 mi away
Great Deal
$42,622
$41,500
- Year:
- 2021
- 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:
- White
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Flex Fuel Vehicle
- Interior color:
- Gray
- Transmission:
- Automatic
- Mileage:
- 143,550
- Stock #:
- PV-15619
- VIN:
- 1FTFW1E53MFB03547
Price drop
-$2,000
2021 Ford F-150
XL SuperCrew 4WD
143,550 mi
Albert Lea, MN
85 mi away
Good Deal
$22,195
$20,195
- Year:
- 2015
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 355 hp 5.3L V8
- Exterior color:
- Black
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 148,464
- Stock #:
- 261354AA
- VIN:
- 1GCVKREC5FZ283250
2015 Chevrolet Silverado 1500
LT Double Cab 4WD
148,464 mi
Chippewa Falls, WI
56 mi away
Good Deal
$13,668
- Year:
- 2017
- Make:
- GMC
- Model:
- Sierra 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 355 hp 5.3L V8
- Exterior color:
- Crimson Red Tintcoat
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 113,241
- Stock #:
- M9612A
- VIN:
- 3GTU2NEC7HG239273
New arrival
2017 GMC Sierra 1500
SLT Crew Cab 4WD
113,241 mi
Chippewa Falls, WI
56 mi away
Good Deal
$23,368
- 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:
- Dark Ash Metallic
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 2,852
- Stock #:
- P3980
- VIN:
- 1GCPDBEK6PZ104880
New arrival
2023 Chevrolet Silverado 1500
Custom Crew Cab 4WD
2,852 mi
Chippewa Falls, WI
56 mi away
Great Deal
$36,068
- Year:
- 2019
- Make:
- Nissan
- Model:
- Titan
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 310 hp 5L V8 Diesel
- Exterior color:
- Pearl White
- Fuel type:
- Diesel
- Interior color:
- Brown (Beige)
- Transmission:
- 6-Speed Automatic
- Mileage:
- 137,455
- Stock #:
- 2925150A
- VIN:
- 1N6BA1F41KN516568
Price drop
-$899
2019 Nissan Titan
XD SL Crew Cab 4WD
137,455 mi
West Salem, WI
35 mi away
Great Deal
$18,889
$18,289
- Year:
- 2017
- Make:
- GMC
- Model:
- Sierra 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 355 hp 5.3L V8
- Exterior color:
- 01u
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 139,895
- Stock #:
- 26181A
- VIN:
- 3GTU2MECXHG374158
Price drop
-$2,530
2017 GMC Sierra 1500
SLE Crew Cab 4WD
139,895 mi
Viroqua, WI
56 mi away
Good Deal
$21,286
$18,756
- Year:
- 2022
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 355 hp 5.3L V8
- Exterior color:
- Black
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 73,752
- Stock #:
- C260496A
- VIN:
- 3GCUYEED7NG107424
2022 Chevrolet Silverado 1500
RST Crew Cab 4WD
73,752 mi
Stillwater, MN
85 mi away
Good Deal
$33,144
- Year:
- 2015
- Make:
- Chevrolet
- Model:
- Colorado
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 305 hp 3.6L V6
- Exterior color:
- Green
- Combined gas mileage:
- 20 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray
- Transmission:
- 6-Speed Automatic
- Mileage:
- 85,001
- Stock #:
- 9020
- VIN:
- 1GCHTCE31F1165041
New arrival
2015 Chevrolet Colorado
Z71 Extended Cab LB 4WD
85,001 mi
Marshfield, WI
87 mi away
Good Deal
$17,995
- Year:
- 2019
- Make:
- GMC
- Model:
- Sierra 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 420 hp 6.2L V8
- Exterior color:
- Summit White
- Fuel type:
- Gasoline
- Interior color:
- Jet Black With Kalahari Accents
- Transmission:
- Automatic
- Mileage:
- 104,827
- Stock #:
- 51T278A
- VIN:
- 3GTP9EEL2KG267224
Sponsored Listing
2019 GMC Sierra 1500
AT4 Crew Cab 4WD
104,827 mi
Hastings, MN
72 mi away
Fair Deal
$32,710
4.5 Overall rating for Pickup Truck
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Filter by rating
Britt O
Reviewed a 2012 Chevrolet LT Crew Cab 4WD on Jun 6, 2026
Before purchasing a used Silverado 2500HD, I would strongly recommend checking the overall condition of the truck with special attention to rust, the transmission, suspension, and maintenance history. Look closely at the rocker panels, cab corners, wheel wells, frame rails, brake lines, and fuel lines for excessive rust, flaking metal, or holes. During the test drive, make sure the transmission shifts smoothly without slipping, shuddering, hard shifts, or delayed engagement into drive or reverse, and ask whether it is the original transmission or if it has ever been rebuilt or replaced. Check the engine for oil leaks, coolant leaks, unusual noises, excessive exhaust smoke, or warning lights, and ask if major components such as the water pump, radiator, or thermostat have been replaced. Pay close attention to the steering and suspension by listening for clunks, checking for loose steering, and looking for uneven tire wear that could indicate worn ball joints, tie rods, wheel bearings, or other front-end components. Also inspect the brakes for pulsation, soft pedal feel, or rusted lines, and examine the tires for uneven wear, dry rot, or signs that an alignment or suspension issue may be present. Most importantly, ask for maintenance records and receipts for major repairs, as a well-documented truck is generally a much safer purchase than one with an unknown service history. For a high-mileage Silverado 2500HD, rust, transmission condition, front-end wear, four-wheel-drive operation, and cooling system maintenance are the areas most likely to lead to expensive repairs if they have been neglected.
Is this review helpful?
Josiah L
Reviewed a 2020 Ford XLT Crew Cab 4WD on Apr 23, 2026
Great condition really nice interior, really good priced drives and runs great
Is this review helpful?
Jesse S
Reviewed a 2022 Hyundai SEL Premium Crew Cab AWD on Jan 23, 2026
The car comes with incredible features I wasn’t even prepared for. Everything is thoughtfully crafted and they make use of every inch of space with hidden storage compartments. I love it so far
Is this review helpful?
Dale W
Reviewed a 2019 Ford XLT SuperCrew RWD on Dec 6, 2025
Great vehicle! Has everything I need in a strong durable truck! Will definitely buy Ford again.
Is this review helpful?
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