Best Pickup Trucks For Sale inChester, CT
1,151 vehicles found
Shop with transparent pricing.
Only show listings that include dealer fees- 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:
- Oxford White
- Combined gas mileage:
- 20 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black W/Medium Dark Slate
- Transmission:
- Automatic
- Mileage:
- 37,330
- Stock #:
- CME14810
- VIN:
- 1FTFW1E85PKE14810
Sponsored by Middletown Chevrolet
2023 Ford F-150
XLT SuperCrew 4WD
37,330 mi
Middletown, CT
13 mi away
Great Deal
$34,889
- Year:
- 2022
- Make:
- Ford
- Model:
- Maverick
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Front-Wheel Drive
- Engine:
- 250 hp 2L I4
- Exterior color:
- Iconic Silver
- Combined gas mileage:
- 26 MPG
- Fuel type:
- Gasoline
- Interior color:
- Blue (Navy Pier/Medium Slate)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 45,815
- Stock #:
- 1223U
- VIN:
- 3FTTW8E93NRA77423
Sponsored Listing
2022 Ford Maverick
XLT SuperCrew FWD
45,815 mi
Torrington, CT
42 mi away
Fair Deal
$24,299
- Year:
- 2022
- Make:
- GMC
- Model:
- Sierra 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 277 hp 3L I6 Diesel
- Exterior color:
- White
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Diesel
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 49,488
- Stock #:
- 26-280A
- VIN:
- 1GTUUCET9NZ581625
Sponsored Listing
2022 GMC Sierra 1500
Elevation Crew Cab 4WD
49,488 mi
Torrington, CT
44 mi away
Fair Deal
$39,476
- Year:
- 2021
- Make:
- GMC
- Model:
- Canyon
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 308 hp 3.6L V6
- Exterior color:
- Onyx Black
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 52,298
- Stock #:
- U28634
- VIN:
- 1GTG6EEN1M1128634
2021 GMC Canyon
Denali Crew Cab 4WD
52,298 mi
Watertown, CT
34 mi away
Great Deal
$28,298
- 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
34 mi away
Great Deal
$28,599
- 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:
- Lunar Silver Metallic - SI
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black - BK
- Transmission:
- Automatic
- Mileage:
- 53,565
- Stock #:
- H10894A
- VIN:
- 5FPYK3F15PB024442
Price drop
-$895
2023 Honda Ridgeline
Sport AWD
53,565 mi
New Britain, CT
23 mi away
Great Deal
$27,574
$26,679
- 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:
- Lunar Rock
- Combined gas mileage:
- 20 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 87,564
- Stock #:
- 25-161A
- VIN:
- 3TYCZ5AN3PT132403
2023 Toyota Tacoma
Trail Edition Double Cab 4WD
87,564 mi
Torrington, CT
42 mi away
Fair Deal
$34,299
- 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
44 mi away
Good Deal
$43,589
- Year:
- 2023
- Make:
- Jeep
- Model:
- Gladiator
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 285 hp 3.6L V6
- Exterior color:
- Black Clearcoat
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 40,924
- Stock #:
- U28508
- VIN:
- 1C6HJTAGXPL553543
2023 Jeep Gladiator
Willys Crew Cab 4WD
40,924 mi
Litchfield, CT
44 mi away
Good Deal
$31,479
- Year:
- 2022
- 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 Metallic
- Combined gas mileage:
- 20 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 68,654
- Stock #:
- K3319
- VIN:
- 1FTEW1EP5NFA63597
New arrival
2022 Ford F-150
XL SuperCrew 4WD
68,654 mi
Watertown, CT
34 mi away
Great Deal
$27,988
- 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:
- Bright White Clearcoat
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 32,683
- Stock #:
- N5656
- VIN:
- 1C6RRFFGXPN519002
Price drop
-$643
2023 RAM 1500
Big Horn Crew Cab 4WD
32,683 mi
Torrington, CT
42 mi away
Great Deal
$31,595
$30,952
- 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
45 mi away
Good Deal
$35,234
- 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:
- Sting-Gray Clearcoat
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Transmission:
- 8-Speed Automatic
- Mileage:
- 70,854
- Stock #:
- 15UML579435
- VIN:
- 1C6JJTBG0ML579435
2021 Jeep Gladiator
Rubicon Crew Cab 4WD
70,854 mi
Riverhead, NY
34 mi away
Fair Deal
$30,170
- 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:
- 40,093
- Stock #:
- 26660A
- VIN:
- 1C6SRFFT6NN438672
2022 RAM 1500
Big Horn Crew Cab 4WD
40,093 mi
Torrington, CT
42 mi away
Good Deal
$34,270
- 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:
- 36,416
- Stock #:
- CU629390A
- VIN:
- 1C6SRFFT8MN570010
2021 RAM 1500
Big Horn Crew Cab 4WD
36,416 mi
Middletown, CT
13 mi away
Good Deal
$32,989
- 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
34 mi away
Fair Deal
$38,586
- 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:
- Black Clearcoat
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 31,593
- Stock #:
- UC8902
- VIN:
- 1C6HJTFG1NL154395
New arrival
2022 Jeep Gladiator
Overland Crew Cab 4WD
31,593 mi
Milford, CT
34 mi away
Fair Deal
$32,998
- 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:
- Radiant Red Tintcoat
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 26,393
- Stock #:
- N8795
- VIN:
- 1GCUDDED4PZ312675
2023 Chevrolet Silverado 1500
LT Crew Cab 4WD
26,393 mi
Torrington, CT
42 mi away
Fair Deal
$39,153
- 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:
- Diamond Black Crystal Pearlcoat
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 30,228
- Stock #:
- X7786
- VIN:
- 1C6RRFFGXPN526550
2023 RAM 1500
Big Horn Crew Cab 4WD
30,228 mi
Stratford, CT
36 mi away
Good Deal
$33,625
- 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
40 mi away
Good Deal
$36,389
- Year:
- 2021
- Make:
- GMC
- Model:
- Sierra 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 310 hp 2.7L I4
- Exterior color:
- Gray (Dark Sky Metallic)
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 89,660
- Stock #:
- b345743
- VIN:
- 1GTR9GEK2MZ345743
2021 GMC Sierra 1500
Elevation Standard Double Cab 4WD
89,660 mi
Berlin, CT
20 mi away
Fair Deal
$25,999
- 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:
- Baja Storm
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black (Charcoal w/Lava Red)
- Transmission:
- 9-Speed Automatic
- Mileage:
- 27,234
- Stock #:
- U28569
- VIN:
- 1N6ED1EK0PN653318
2023 Nissan Frontier
PRO-4X Crew Cab 4WD
27,234 mi
Litchfield, CT
44 mi away
Good Deal
$35,039
- 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:
- Army Green
- Combined gas mileage:
- 20 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 70,777
- Stock #:
- JE346
- VIN:
- 3TMCZ5ANXMM378842
2021 Toyota Tacoma
TRD Off Road Double Cab 4WD
70,777 mi
Branford, CT
20 mi away
Good Deal
$34,094
- 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
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 38,131
- Stock #:
- 30587SA
- VIN:
- 1GCUDEED5NZ630954
Sponsored Listing
2022 Chevrolet Silverado 1500
RST Crew Cab 4WD
38,131 mi
New London, CT
19 mi away
Good Deal
$38,600
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