Used Chevrolet Pickups for Sale near Windsor, Connecticut
Sort
Filters
8,907 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 2026 Chevrolet Silverado 2500 LT Crew Cab
$57,865
speed 3,225 mi
sell
Key features
- Gasoline
- 6.6L V8 Gas engine
- 4WD
location_on
Mt. Kisco Chevrolet
Mt. Kisco, NY (94.4 mi)
(914) 745-6289
Used 2023 Chevrolet Silverado 1500 LT Crew Cab
$39,670
speed 33,980 mi
sell
Key features
- Gasoline
- 5.3L EcoTec3 V8 engine
- 4WD
location_on
Mangino Buick GMC
Ballston Spa, NY (96.2 mi)
(518) 655-2427
Used 2024 Chevrolet Silverado 2500 LT Crew Cab
$51,170
speed 41,578 mi
sell
Key features
- Gasoline
- 6.6L V8 Gas engine
- 4WD
location_on
Mangino Buick GMC
Ballston Spa, NY (96.2 mi)
(518) 655-2427
Used 2020 Chevrolet Silverado 1500 LT Crew Cab
$36,170
speed 45,743 mi
sell
Key features
- Gasoline
- Engine: 5.3L, EcoTec3 V-8, DI, Dynamic Fuel Mgt, V V T
- 4WD
location_on
Mangino Buick GMC
Ballston Spa, NY (96.2 mi)
(518) 655-2427
Used 2022 Chevrolet Silverado 1500 RST Crew Cab
$46,814 List Price
$38,067
speed 44,927 mi
sell
Key features
- Diesel
- 3.0L I6
- 4WD
location_on
McGovern Ford of Saugus
Saugus, MA (97.9 mi)
(781) 217-3326
Used 2023 Chevrolet Silverado 1500 RST Crew Cab
contact for price
speed 47,597 mi
sell
Key features
- Diesel
- 4WD
- RST
location_on
Quirk Chevrolet Manchester
Manchester, NH (98.9 mi)
(603) 605-1771
Used 2022 Chevrolet Colorado Z71 Crew Cab
$26,750
speed 50,882 mi
sell
Key features
- Gasoline
- 4WD
- Z71
location_on
South Shore Chrysler Dodge Jeep Ram
Inwood, NY (101.7 mi)
(516) 604-2993
Used 2023 Chevrolet Silverado 1500 High Country Crew Cab
$46,450
speed 16,856 mi
sell
Key features
- Gasoline
- 4WD
- High Country
location_on
South Shore Chrysler Dodge Jeep Ram
Inwood, NY (101.7 mi)
(516) 604-2993
Used 2021 Chevrolet Silverado 1500 Work Truck Regular Cab
$19,999 List Price
$16,999
speed 104,405 mi
sell
Key features
- Gasoline
- 4WD
- Work Truck
location_on
Quality Auto Mall
Rutherford, NJ (101.8 mi)
(551) 381-2766
Used 2023 Chevrolet Colorado Trail Boss Crew Cab
$37,910 List Price
$34,816
speed 12,977 mi
sell
Key features
- Gasoline
- 4WD
- Trail Boss
location_on
Schumacher Chevrolet Clifton
Clifton, NJ (101.9 mi)
(973) 874-1747
Used 2024 Chevrolet Silverado EV RST Crew Cab
$67,210
speed 2,255 mi
sell
Key features
- Electric
- AWD
- RST
location_on
Schumacher Chevrolet Clifton
Clifton, NJ (101.9 mi)
(973) 874-1747
Used 2025 Chevrolet Silverado 2500 LT Crew Cab
$59,170
speed 3,153 mi
sell
Key features
- Gasoline
- V-8 cyl
- 4x4
location_on
Robert Green Chrysler, Dodge, Jeep, Ram
Monticello, NY (101.9 mi)
(845) 448-2786
Used 2024 Chevrolet Silverado 1500 ZR2 Crew Cab
$65,995 List Price
$59,995
speed 23,434 mi
sell
Key features
- Diesel
- 3.0L Straight 6 Cylinder Engine
- 4WD
location_on
Robert Green Chevrolet
Monticello, NY (101.9 mi)
(845) 250-5802
Used 2024 Chevrolet Silverado 1500 High Country Crew Cab
$51,995
speed 53,279 mi
sell
Key features
- Diesel
- 3.0L Straight 6 Cylinder Engine
- 4WD
location_on
Robert Green Chevrolet
Monticello, NY (101.9 mi)
(845) 250-5802
Used 2024 Chevrolet Silverado 1500 RST Crew Cab
$41,995
speed 45,910 mi
sell
Key features
- Gasoline
- 5.3L 8 Cylinder Engine
- 4WD
location_on
Robert Green Chevrolet
Monticello, NY (101.9 mi)
(845) 250-5802
Used 2024 Chevrolet Silverado 1500 RST Crew Cab
$42,170
speed 45,910 mi
sell
Key features
- Gasoline
- V-8 cyl
- 4x4
location_on
Robert Green Chrysler, Dodge, Jeep, Ram
Monticello, NY (101.9 mi)
(845) 448-2786
Used 2024 Chevrolet Silverado 1500 ZR2 Crew Cab
$60,170
speed 23,434 mi
sell
Key features
- Diesel
- I-6 cyl
- 4x4
location_on
Robert Green Chrysler, Dodge, Jeep, Ram
Monticello, NY (101.9 mi)
(845) 448-2786
Used 2024 Chevrolet Silverado 1500 High Country Crew Cab
$52,170
speed 53,279 mi
sell
Key features
- Diesel
- I-6 cyl
- 4x4
location_on
Robert Green Chrysler, Dodge, Jeep, Ram
Monticello, NY (101.9 mi)
(845) 448-2786
Used 2016 Chevrolet Silverado 1500 LT Double Cab
contact for price
speed 147,991 mi
sell
Key features
- Gasoline
- V-8 cyl
- 4x4
location_on
Robert Green Chrysler, Dodge, Jeep, Ram
Monticello, NY (101.9 mi)
(845) 448-2786
Used 2017 Chevrolet Silverado 3500 Work Truck Double Cab
contact for price
speed 270,964 mi
sell
Key features
- Gasoline
- V-8 cyl
- 4x4
location_on
Robert Green Chrysler, Dodge, Jeep, Ram
Monticello, NY (101.9 mi)
(845) 448-2786
Used 2025 Chevrolet Silverado 3500 High Country Crew Cab
contact for price
speed 27,473 mi
sell
Key features
- Gasoline
- V-8 cyl
- 4x4
location_on
Robert Green Chrysler, Dodge, Jeep, Ram
Monticello, NY (101.9 mi)
(845) 448-2786
Used 2014 Chevrolet Silverado 1500 LTZ Crew Cab
contact for price
speed 76,371 mi
sell
Key features
- Gasoline
- V-8 cyl
- 4x4
location_on
Robert Green Chrysler, Dodge, Jeep, Ram
Monticello, NY (101.9 mi)
(845) 448-2786
Used 2018 Chevrolet Silverado 1500 Custom Crew Cab
contact for price
speed 8,109 mi
sell
Key features
- Gasoline
- V-8 cyl
- 4x4
location_on
Robert Green Chrysler, Dodge, Jeep, Ram
Monticello, NY (101.9 mi)
(845) 448-2786
Used 2021 Chevrolet Silverado 1500 LT Crew Cab
contact for price
speed 74,149 mi
sell
Key features
- Gasoline
- V-8 cyl
- 4x4
location_on
Robert Green Chrysler, Dodge, Jeep, Ram
Monticello, NY (101.9 mi)
(845) 448-2786
Used 2023 Chevrolet Colorado Z71 Crew Cab
$37,600 List Price
$33,601
speed 30,128 mi
sell
Key features
- Gasoline
- 4WD
- Z71
location_on
Schumacher Chevrolet Little Falls
Little Falls, NJ (103.1 mi)
(973) 874-1863
Used 2024 Chevrolet Silverado 1500 LT Crew Cab
$38,050 List Price
$31,601
speed 64,529 mi
sell
Key features
- Gasoline
- 4WD
- LT
location_on
Schumacher Chevrolet Little Falls
Little Falls, NJ (103.1 mi)
(973) 874-1863
Used 2026 Chevrolet Silverado 1500 Work Truck Crew Cab
$44,200 List Price
$38,601
speed 24,179 mi
sell
Key features
- Gasoline
- 4WD
- WT
location_on
Schumacher Chevrolet Little Falls
Little Falls, NJ (103.1 mi)
(973) 874-1863
Used 2023 Chevrolet Silverado 1500 LT Crew Cab
$36,900 List Price
$32,101
speed 67,485 mi
sell
Key features
- Gasoline
- 4WD
- LT
location_on
Schumacher Chevrolet Little Falls
Little Falls, NJ (103.1 mi)
(973) 874-1863
Used 2026 Chevrolet Silverado EV Trail Boss Crew Cab
$76,090 List Price
$71,428
speed 656 mi
sell
Key features
- Electric
- AWD
- Trail Boss
location_on
Schumacher Chevrolet Little Falls
Little Falls, NJ (103.1 mi)
(973) 874-1863
Used 2023 Chevrolet Colorado Z71 Crew Cab
$37,600 List Price
$33,601
speed 33,076 mi
sell
Key features
- Gasoline
- 4WD
- Z71
location_on
Schumacher Chevrolet Little Falls
Little Falls, NJ (103.1 mi)
(973) 874-1863
