Pickup Trucks for Sale in Winsted, CT
8,295 results
- Year:
- 2020
- Make:
- GMC
- Model:
- Sierra 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 420 hp 6.2L V8
- Exterior color:
- Gray (Satin Steel Metallic)
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 98,588
- Stock #:
- b258586
- VIN:
- 1GTU9FELXLZ258586

-$2,000

Sponsored by Tru Automall
2020 GMC Sierra 1500
Denali Crew Cab 4WD
98,588 mi
$33,999
$31,999
- Year:
- 2024
- Make:
- Toyota
- Model:
- Tundra Hybrid
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 437 hp 3.4L V6 Hybrid
- Exterior color:
- Silver
- Fuel type:
- Hybrid
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 45,463
- Stock #:
- RX005658
- VIN:
- 5TFWC5EC4RX005658

-$2,055
Sponsored Listing
2024 Toyota Tundra Hybrid
Limited HV CrewMax Cab LB 4WD
45,463 mi
$50,825
$48,770
- Year:
- 2021
- Make:
- Ford
- Model:
- Ranger
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 2.3L I4
- Exterior color:
- Shadow Black
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black (Ebony Miko Seats)
- Transmission:
- Automatic
- Mileage:
- 32,648
- Stock #:
- TO789
- VIN:
- 1FTER4FH6MLD66114

Sponsored Listing
2021 Ford Ranger
Lariat SuperCrew 4WD
32,648 mi
$32,471
- 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:
- Black
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 71,533
- Stock #:
- FS3483A
- VIN:
- 1C6JJTBG6LL101566

-$1,001
2020 Jeep Gladiator
Rubicon Crew Cab 4WD
71,533 mi
$28,998
$27,997
- Year:
- 2021
- 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:
- Black
- Transmission:
- Automatic
- Mileage:
- 65,991
- Stock #:
- CT-6360A
- VIN:
- 3GCUYEET5MG143487

2021 Chevrolet Silverado 1500
RST Crew Cab 4WD
65,991 mi
$34,549
- 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:
- Black Clear Coat
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 65,291
- VIN:
- 1C6HJTAGXLL181549

2020 Jeep Gladiator
Sport Crew Cab 4WD
65,291 mi
$23,499
- 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:
- Bright White Clearcoat
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 33,294
- Stock #:
- 12305T
- VIN:
- 3C6UR5DJ1RG380814

-$2,000
2024 RAM 2500
Big Horn Crew Cab 4WD
33,294 mi
$43,942
$41,942
- Year:
- 2022
- Make:
- RAM
- Model:
- 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 305 hp 3.6L V6
- Exterior color:
- Diamond Black Crystal Pearlcoat
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 49,439
- Stock #:
- 210713A
- VIN:
- 1C6RR7GG7NS224541

2022 RAM 1500
Classic Warlock Quad Cab 4WD
49,439 mi
$28,999
- Year:
- 2019
- 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
- Transmission:
- Automatic
- Mileage:
- 109,713
- Stock #:
- 12296TA
- VIN:
- 1C6SRFFT9KN645777

2019 RAM 1500
Big Horn Crew Cab 4WD
109,713 mi
$22,522
- Year:
- 2016
- Make:
- GMC
- Model:
- Sierra 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 355 hp 5.3L V8
- Exterior color:
- Onyx Black
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 153,236
- VIN:
- 3GTU2PEC4GG123183

2016 GMC Sierra 1500
Denali Crew Cab 4WD
153,236 mi
$19,900
- 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:
- Summit White
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 45,132
- Stock #:
- BUK4757
- VIN:
- 1GCUYEED5NZ173292

2022 Chevrolet Silverado 1500
RST Crew Cab 4WD
45,132 mi
$38,175
- Year:
- 2023
- Make:
- RAM
- Model:
- 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Exterior color:
- Diamond Black Crystal Pearlcoat
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 39,724
- Stock #:
- 210600A
- VIN:
- 1C6SRFJT2PN519615

2023 RAM 1500
Laramie Crew Cab 4WD
39,724 mi
$39,999
- Year:
- 2020
- 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:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 19,708
- Stock #:
- 2335P
- VIN:
- 1C6SRFET3LN119762

-$2,000
2020 RAM 1500
Rebel Quad Cab 4WD
19,708 mi
$34,174
$32,174
- Year:
- 2017
- 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:
- 6-Speed Automatic Overdrive
- Mileage:
- 78,805
- Stock #:
- 10907A
- VIN:
- 1GCVKREC4HZ320467

2017 Chevrolet Silverado 1500
LT Double Cab 4WD
78,805 mi
$24,879
- Year:
- 2024
- Make:
- RAM
- Model:
- 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- 4X2
- Engine:
- 305 hp 3.6L V6
- Exterior color:
- Bright White Clearcoat
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 49,632
- Stock #:
- P5388
- VIN:
- 1C6RR6LG5RS123052

-$1,000
2024 RAM 1500
Classic Warlock Crew Cab RWD
49,632 mi
$26,955
$25,955
- Year:
- 2022
- Make:
- RAM
- Model:
- 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 305 hp 3.6L V6
- Exterior color:
- Gray
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 35,738
- Stock #:
- 7467u
- VIN:
- 1C6RRFFG9NN327647

2022 RAM 1500
Big Horn Crew Cab 4WD
35,738 mi
$34,495
- Year:
- 2016
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 355 hp 5.3L V8
- Exterior color:
- Siren Red Tintcoat
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 60,921
- Stock #:
- 26171A
- VIN:
- 1GCVKREC3GZ127838

2016 Chevrolet Silverado 1500
LT Double Cab 4WD
60,921 mi
$22,379
- Year:
- 2024
- 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:
- 4,934
- Stock #:
- 120634U
- VIN:
- 1C6HJTAG3RL120634

2024 Jeep Gladiator
Sport S Crew Cab 4WD
4,934 mi
$35,797
- Year:
- 2025
- Make:
- Ford
- Model:
- Maverick
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 2.5L I4 Hybrid
- Exterior color:
- White Metallic
- Combined gas mileage:
- 37 MPG
- Fuel type:
- Hybrid
- Interior color:
- Black Onyx
- Transmission:
- Continuously Variable Transmission
- Mileage:
- 18,686
- Stock #:
- G13193A
- VIN:
- 3FTTW8S33SRA20392

-$1,000
2025 Ford Maverick
Lariat SuperCrew AWD
18,686 mi
$36,799
$35,799
- Year:
- 2025
- Make:
- Nissan
- Model:
- Frontier
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 310 hp 3.8L V6
- Exterior color:
- Super Black
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black (Charcoal)
- Transmission:
- Automatic
- Mileage:
- 8,765
- Stock #:
- N25195A
- VIN:
- 1N6ED1EK9SN655318

2025 Nissan Frontier
SV Crew Cab 4WD
8,765 mi
$35,486
- Year:
- 2023
- Make:
- Hyundai
- Model:
- Santa Cruz
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 191 hp 2.5L I4
- Exterior color:
- Sage Gray
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray
- Transmission:
- 8-Speed Automatic
- Mileage:
- 24,715
- Stock #:
- CRU71091A
- VIN:
- 5NTJCDAE0PH076894

2023 Hyundai Santa Cruz
SEL Crew Cab AWD
24,715 mi
$26,217
- 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:
- Black
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 83,798
- Stock #:
- 9677A
- VIN:
- 2GCVKPECXK1122934

2019 Chevrolet Silverado 1500
LT Double Cab 4WD
83,798 mi
$25,381
- Year:
- 2022
- 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:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 36,759
- Stock #:
- N5271
- VIN:
- 1GCPDKEK0NZ624280

2022 Chevrolet Silverado 1500
LT Crew Cab 4WD
36,759 mi
$32,085
- 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:
- Deep Blue Pearl
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black (Charcoal)
- Transmission:
- 9-Speed Automatic
- Mileage:
- 14,058
- Stock #:
- TN647403A
- VIN:
- 1N6ED1EK7PN643045

Sponsored Listing
2023 Nissan Frontier
SV Crew Cab 4WD
14,058 mi