Best Pickup Trucks For Sale inCheshire, CT
1,286 vehicles found
Shop with transparent pricing.
Only show listings that include dealer fees- Year:
- 2022
- Make:
- Honda
- Model:
- Ridgeline
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 280 hp 3.5L V6
- Exterior color:
- Red
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Transmission:
- 9-Speed Automatic
- Mileage:
- 50,269
- Stock #:
- C211017B
- VIN:
- 5FPYK3F74NB012607
Sponsored by Middletown Chevrolet
2022 Honda Ridgeline
RTL-E AWD
50,269 mi
Middletown, CT
13 mi away
Good Deal
$29,489
- 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:
- Granite Crystal Met. Clear Coat
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 90,470
- Stock #:
- C9775A
- VIN:
- 1C6RRFFG1NN255388
Sponsored Listing
2022 RAM 1500
Big Horn Crew Cab 4WD
90,470 mi
Westfield, MA
43 mi away
Good Deal
$26,889
- Year:
- 2022
- Make:
- RAM
- Model:
- 1500
- Body type:
- Pickup Truck
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 395 hp 5.7L V8
- Exterior color:
- Billet Silver Metallic Clearcoat
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 50,005
- Stock #:
- N5747
- VIN:
- 1C6SRFVT1NN127863
Sponsored Listing
2022 RAM 1500
Sport Crew Cab 4WD
50,005 mi
Torrington, CT
24 mi away
Good Deal
$36,417
- 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:
- Black
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 93,410
- Stock #:
- ELA49867A
- VIN:
- 1GCPYFED7MZ191021
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
93,410 mi
Watertown, CT
11 mi away
Fair Deal
$31,299
- Year:
- 2021
- Make:
- Toyota
- Model:
- Tacoma
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 278 hp 3.5L V6
- Exterior color:
- Magnetic Gray Metallic
- Combined gas mileage:
- 20 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black/Gun Metal
- Transmission:
- 6-Speed Automatic
- Mileage:
- 106,561
- Stock #:
- B7586A
- VIN:
- 3TMCZ5ANXMM388173
Price drop
-$1,000
2021 Toyota Tacoma
TRD Off Road Double Cab 4WD
106,561 mi
Holyoke, MA
49 mi away
Great Deal
$29,690
$28,690
- Year:
- 2021
- Make:
- Chevrolet
- Model:
- Colorado
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 308 hp 3.6L V6
- Exterior color:
- Sand Dune Metallic
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 25,729
- Stock #:
- U20756T
- VIN:
- 1GCGTEEN5M1251409
Price drop
-$1,999
2021 Chevrolet Colorado
ZR2 Crew Cab 4WD
25,729 mi
St James, NY
46 mi away
Good Deal
$35,995
$33,996
- Year:
- 2023
- Make:
- RAM
- Model:
- 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 305 hp 3.6L V6
- Exterior color:
- GY
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Transmission:
- 8-Speed Automatic
- Mileage:
- 15,322
- Stock #:
- UR1521
- VIN:
- 1C6RRFFG9PN666475
2023 RAM 1500
Big Horn Crew Cab 4WD
15,322 mi
Riverhead, NY
42 mi away
Great Deal
$34,052
- 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:
- Boulder Gray Pearl
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray (Steel)
- Transmission:
- 9-Speed Automatic
- Mileage:
- 57,365
- Stock #:
- TN623749A
- VIN:
- 1N6ED1EK0PN663279
Price drop
-$1,000
2023 Nissan Frontier
PRO-4X Crew Cab 4WD
57,365 mi
Danbury, CT
31 mi away
Great Deal
$31,999
$30,999
- 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:
- 62,375
- Stock #:
- AD29304B
- VIN:
- 1C6HJTAG8ML525753
2021 Jeep Gladiator
Sport Crew Cab 4WD
62,375 mi
East Hartford, CT
22 mi away
Good Deal
$25,894
- Year:
- 2022
- Make:
- Jeep
- Model:
- Gladiator
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 285 hp 3.6L V6
- Exterior color:
- Hydro Blue Pearlcoat
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 31,990
- Stock #:
- TT0628B
- VIN:
- 1C6JJTEGXNL128011
2022 Jeep Gladiator
Mojave Crew Cab 4WD
31,990 mi
New London, CT
42 mi away
Fair Deal
$35,989
- Year:
- 2021
- Make:
- RAM
- Model:
- 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- 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:
- 79,806
- Stock #:
- U20676T
- VIN:
- 1C6RRFFG5MN588921
2021 RAM 1500
Big Horn Crew Cab 4WD
79,806 mi
St James, NY
46 mi away
Great Deal
$23,996
- Year:
- 2022
- Make:
- Chevrolet
- Model:
- Colorado
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 308 hp 3.6L V6
- Exterior color:
- Black
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 21,661
- Stock #:
- SP1559
- VIN:
- 1GCGTEEN1N1171820
2022 Chevrolet Colorado
ZR2 Crew Cab 4WD
21,661 mi
Stafford Springs, CT
43 mi away
Good Deal
$36,704
- 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:
- Blue Metallic
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 22,084
- Stock #:
- JU3437T
- VIN:
- 1GCUDDEDXNZ586878
2022 Chevrolet Silverado 1500
LT Crew Cab 4WD
22,084 mi
Port Jefferson Station, NY
41 mi away
Good Deal
$36,167
- 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:
- Diamond Black Crystal Pearlcoat
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 51,205
- Stock #:
- U28518
- VIN:
- 1C6SRFHT7PN643644
2023 RAM 1500
Limited Crew Cab 4WD
51,205 mi
Litchfield, CT
22 mi away
Fair Deal
$44,089
- Year:
- 2021
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 310 hp 2.7L I4
- Exterior color:
- Northsky Blue Metallic
- Combined gas mileage:
- 20 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 84,804
- Stock #:
- 31158A
- VIN:
- 1GCPYBEK1MZ205793
2021 Chevrolet Silverado 1500
Custom Crew Cab 4WD
84,804 mi
Terryville, CT
13 mi away
Fair Deal
$26,186
- 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:
- Gray
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 40,409
- Stock #:
- 508742
- VIN:
- 1C6SRFJT9PN508742
New arrival
2023 RAM 1500
Laramie Crew Cab 4WD
40,409 mi
Middletown, CT
13 mi away
Fair Deal
$41,789
- 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:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray (Steel)
- Transmission:
- 9-Speed Automatic
- Mileage:
- 46,068
- Stock #:
- SC308867A
- VIN:
- 1N6ED1EK9PN666830
Price drop
-$1,000
2023 Nissan Frontier
PRO-4X Crew Cab 4WD
46,068 mi
Danbury, CT
31 mi away
Good Deal
$34,499
$33,499
- Year:
- 2021
- Make:
- RAM
- Model:
- 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Exterior color:
- Patriot Blue Pearl Coat
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 30,213
- Stock #:
- W2358
- VIN:
- 1C6SRFJT4MN669222
2021 RAM 1500
Laramie Crew Cab 4WD
30,213 mi
Watertown, CT
11 mi away
Fair Deal
$38,586
- Year:
- 2022
- Make:
- RAM
- Model:
- 2500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 410 hp 6.4L V8
- Exterior color:
- Diamond Black
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 26,047
- Stock #:
- 2999A
- VIN:
- 3C6TR5EJXNG387393
2022 RAM 2500
Power Wagon Crew Cab 4WD
26,047 mi
Saint James, NY
46 mi away
Good Deal
$49,779
- 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:
- Summit White
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 103,314
- Stock #:
- 108619W
- VIN:
- 1GCPDBEK4PZ108619
2023 Chevrolet Silverado 1500
Custom Crew Cab 4WD
103,314 mi
Naugatuck, CT
6 mi away
Fair Deal
$27,985
- Year:
- 2022
- Make:
- RAM
- Model:
- 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 260 hp 3L V6 Biodiesel
- Exterior color:
- Bright White Clearcoat
- Combined gas mileage:
- 25 MPG
- Fuel type:
- Biodiesel
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 69,251
- Stock #:
- 26C0308A
- VIN:
- 1C6SRFJM9NN101915
2022 RAM 1500
Laramie Crew Cab 4WD
69,251 mi
Bristol, CT
13 mi away
Good Deal
$31,890
- Year:
- 2023
- Make:
- Chevrolet
- Model:
- Colorado
- 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:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 37,540
- Stock #:
- U20641T
- VIN:
- 1GCPTCEKXP1148954
2023 Chevrolet Colorado
LT Crew Cab 4WD
37,540 mi
St James, NY
46 mi away
Great Deal
$30,996
- Year:
- 2022
- Make:
- Toyota
- Model:
- Tacoma
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 278 hp 3.5L V6
- Exterior color:
- Magnetic Gray Metallic
- Combined gas mileage:
- 20 MPG
- Fuel type:
- Gasoline
- Interior color:
- Cement
- Transmission:
- 6-Speed Automatic
- Mileage:
- 24,477
- Stock #:
- VU519513
- VIN:
- 3TMCZ5AN5NM519513
Price drop
-$1,019
2022 Toyota Tacoma
SR5 V6 Double Cab 4WD
24,477 mi
Vernon Rockville, CT
35 mi away
Good Deal
$36,498
$35,479
- Year:
- 2023
- Make:
- Honda
- Model:
- Ridgeline
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 280 hp 3.5L V6
- Exterior color:
- Sonic Gray Pearl
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 43,954
- Stock #:
- 053582
- VIN:
- 5FPYK3F76PB053582
Sponsored Listing
2023 Honda Ridgeline
RTL-E AWD
43,954 mi
Plantsville, CT
4 mi away
Fair Deal
$32,898
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