Used Chevrolet Pickups for Sale near Cheshire, Connecticut
Sort
Filters
9,009 results
Location
Body Type
Popular Body Types
Price
Mileage
Make, Model, and Trim
Make
Popular Makes
Model
Trim
Year
Chassis Options
Cab Style
Cab Type
Fuel Type
Engine Manufacturer
Engine Cylinders
Color
GVWR
Wheelbase
Cab to Axle
Body Options
Body Material
State
Used 2025 Chevrolet Silverado 2500 Custom Crew Cab
$50,940
speed 11,310 mi
sell
Key features
- Gasoline
- 6.6L V8 Gas engine
- 4WD
location_on
Group 1 Chevrolet Estero Bay
Estero, FL (1,158.9 mi)
Used 2025 Chevrolet Silverado 2500 Custom Crew Cab
$50,940
speed 40,326 mi
sell
Key features
- Gasoline
- 6.6L V8 Gas engine
- 4WD
location_on
Group 1 Chevrolet Estero Bay
Estero, FL (1,158.9 mi)
Used 2022 Chevrolet Silverado 2500 High Country Crew Cab
$47,850
speed 111,063 mi
sell
Key features
- Diesel
- 6.6L Duramax Turbo-Diesel V8 engine
- 4WD
location_on
Group 1 Chevrolet Estero Bay
Estero, FL (1,158.9 mi)
Used 2025 Chevrolet Colorado Z71 Crew Cab
$42,850
speed 16,548 mi
sell
Key features
- Gasoline
- TurboMax<sup>™</sup> engine
- 4WD
location_on
Group 1 Chevrolet Estero Bay
Estero, FL (1,158.9 mi)
Used 2024 Chevrolet Silverado 1500 Custom Double Cab
$34,560
speed 19,783 mi
sell
Key features
- Gasoline
- TurboMax<sup>™</sup> engine
- RWD
location_on
Group 1 Chevrolet Estero Bay
Estero, FL (1,158.9 mi)
Used 2025 Chevrolet Silverado 1500 LT Crew Cab
$37,950
speed 56,933 mi
sell
Key features
- Gasoline
- 5.3L EcoTec3 V8 engine
- 4WD
location_on
Group 1 Chevrolet Estero Bay
Estero, FL (1,158.9 mi)
Used 2021 Chevrolet Silverado 1500 Custom Crew Cab
$29,940
speed 78,819 mi
sell
Key features
- Gasoline
- Engine: 2.7L, Turbo
- 4WD
location_on
Group 1 Chevrolet Estero Bay
Estero, FL (1,158.9 mi)
Used 2013 Chevrolet Silverado 1500 LT Crew Cab
contact for price
speed 102,399 mi
sell
Key features
- Gas/E85
- Engine: 5.3L, V-8, Flex Fuel, SFI, V-8
- RWD
location_on
Group 1 Chevrolet Estero Bay
Estero, FL (1,158.9 mi)
Used 2017 Chevrolet Silverado 1500 Work Truck Double Cab
contact for price
speed 139,899 mi
sell
Key features
- Gasoline
- Engine: 5.3L, V-8, SIDI, Active Fuel Mgt
- RWD
location_on
Group 1 Chevrolet Estero Bay
Estero, FL (1,158.9 mi)
Used 2024 Chevrolet Silverado 3500 LTZ Crew Cab
$62,950
speed 99,251 mi
sell
Key features
- Diesel
- 6.6L Duramax Turbo-Diesel V8 engine
- 4WD
location_on
Group 1 Chevrolet Estero Bay
Estero, FL (1,158.9 mi)
Used 2020 Chevrolet Silverado 1500 LT Double Cab
contact for price
speed 125,818 mi
sell
Key features
- Gasoline
- Engine: 2.7L, Turbo
- RWD
location_on
Group 1 Chevrolet Estero Bay
Estero, FL (1,158.9 mi)
Used 2022 Chevrolet Silverado 1500 LTD LT Crew Cab
contact for price
speed 78,549 mi
sell
Key features
- Gasoline
- Engine: 5.3L, EcoTec3 V-8, DI, Dynamic Fuel Mgt, V V T
- 4WD
location_on
Group 1 Chevrolet Estero Bay
Estero, FL (1,158.9 mi)
Used 2019 Chevrolet Silverado 1500 RST Crew Cab
$28,650
speed 91,924 mi
sell
Key features
- Gasoline
- Engine: 5.3L, EcoTec3 V-8, DI, Dynamic Fuel Mgt, V V T
- 4WD
location_on
Group 1 Chevrolet Estero Bay
Estero, FL (1,158.9 mi)
Used 2022 Chevrolet Silverado 1500 Custom Crew Cab
$31,640
speed 53,102 mi
sell
Key features
- Gasoline
- 2.7L Turbo engine
- 4WD
location_on
Group 1 Chevrolet Estero Bay
Estero, FL (1,158.9 mi)
Used 2019 Chevrolet Colorado ZR2 Crew Cab
$30,940
speed 54,107 mi
sell
Key features
- Gasoline
- Engine: 3.6L, 6Cyl Gas
- 4WD
location_on
Group 1 Chevrolet Estero Bay
Estero, FL (1,158.9 mi)
Used 2025 Chevrolet Silverado 3500 LT Crew Cab
contact for price
speed 20,955 mi
sell
Key features
- Diesel
- 6.6L Duramax Turbo-Diesel V8 engine
- 4WD
location_on
Group 1 Chevrolet Estero Bay
Estero, FL (1,158.9 mi)
Used 2018 Chevrolet Silverado 1500 Work Truck Double Cab
$17,595
speed 97,811 mi
sell
Key features
- Gasoline
- 4x4
- SRW
location_on
Truck and Van Outlet
Miami, FL (1,160.5 mi)
Used 2019 Chevrolet Silverado 1500 Work Truck Double Cab
$16,295
speed 168,944 mi
sell
Key features
- Gasoline
- 4WD
- DRW
location_on
Truck and Van Outlet
Miami, FL (1,160.5 mi)
Used 2018 Chevrolet Colorado ZR2 Extended Cab
$20,995
speed 102,681 mi
sell
Key features
- Gasoline
- 4WD
- SRW
location_on
Truck and Van Outlet
Miami, FL (1,160.5 mi)
Used 2022 Chevrolet Silverado 1500 Custom Crew Cab
$24,995
speed 104,259 mi
sell
Key features
- Gasoline
- 4WD
- DRW
location_on
Truck and Van Outlet
Miami, FL (1,160.5 mi)
Used 2016 Chevrolet Silverado 1500 Custom Double Cab
contact for price
speed 132,636 mi
sell
Key features
- Gas/E85
- Gas/Ethanol V6 4.3L/262
- RWD
location_on
Palmetto Ford of Miami
Miami, FL (1,163.1 mi)
Used 2025 Chevrolet Silverado 2500 Work Truck Crew Cab
contact for price
speed 62,667 mi
sell
Key features
- Gasoline
- 4WD
- WT 4X4 CREW CAB SERVICE TRUCK
location_on
T&B Auto Sales
Bryant, AR (1,163.9 mi)
Used 2023 Chevrolet Silverado 2500 Work Truck Regular Cab
$39,995
speed 41,975 mi
sell
Key features
- Gasoline
- 4WD
- Work Truck
location_on
T&B Auto Sales
Bryant, AR (1,163.9 mi)
Used 2025 Chevrolet Silverado 2500 Work Truck Crew Cab
$52,500
speed 17,241 mi
sell
Key features
- Gasoline
- 4WD
- Work Truck
location_on
T&B Auto Sales
Bryant, AR (1,163.9 mi)
Used 2025 Chevrolet Silverado 2500 Work Truck Regular Cab
$45,995
speed 840 mi
sell
Key features
- Gasoline
- RWD
- Work Truck
location_on
T&B Auto Sales
Bryant, AR (1,163.9 mi)
Used 2025 Chevrolet Silverado 2500 Work Truck Crew Cab
$56,995
speed 3,147 mi
sell
Key features
- Gasoline
- 4WD
- Work Truck
location_on
T&B Auto Sales
Bryant, AR (1,163.9 mi)
Used 2022 Chevrolet Silverado 2500 Custom Crew Cab
$30,995
speed 109,531 mi
sell
Key features
- Gasoline
- RWD
- CUSTOM CREW CAB 4X2 PICKUP
location_on
T&B Auto Sales
Bryant, AR (1,163.9 mi)
Used 2025 Chevrolet Silverado 2500 Custom Crew Cab
$52,955
speed 24,262 mi
sell
Key features
- Gasoline
- 4WD
- Custom
location_on
T&B Auto Sales
Bryant, AR (1,163.9 mi)
Used 2023 Chevrolet Silverado 1500 Work Truck Regular Cab
$30,995
speed 36,127 mi
sell
Key features
- Gasoline
- RWD
- Work Truck
location_on
T&B Auto Sales
Bryant, AR (1,163.9 mi)
Used 2025 Chevrolet Silverado 1500 Work Truck Regular Cab
contact for price
speed 20,832 mi
sell
Key features
- Gasoline
- RWD
- WT REGULAR CAB 4X2 PICKUP
location_on
T&B Auto Sales
Bryant, AR (1,163.9 mi)
