Used Chevrolet Pickups for Sale near Cheshire, Connecticut
Sort
Filters
8,941 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 2021 Chevrolet Silverado 1500 LT Crew Cab
$32,299
speed 126,577 mi
sell
Key features
- Gasoline
- 4x4
- LT Trail Boss
location_on
Pittsville Ford
Pittsville, MD (253 mi)
(410) 941-3921
Used 2025 Chevrolet Silverado 1500 LT Crew Cab
$57,299
speed 15,514 mi
sell
Key features
- Gasoline
- 4x4
- LT Trail Boss
location_on
Pittsville Ford
Pittsville, MD (253 mi)
(410) 941-3921
Used 2026 Chevrolet Silverado 1500 High Country Crew Cab
$70,799
speed 1,876 mi
sell
Key features
- Gasoline
- 4x4
- High Country
location_on
Pittsville Ford
Pittsville, MD (253 mi)
(410) 941-3921
Used 2022 Chevrolet Silverado 2500 LTZ Crew Cab
$47,800
speed 82,055 mi
sell
Key features
- Gasoline
- 4WD
- LTZ
location_on
Koons Ford Of Baltimore
Baltimore, MD (253.6 mi)
(443) 979-8491
Used 2022 Chevrolet Silverado 1500 LT Crew Cab
$36,491
speed 51,278 mi
sell
Key features
- Diesel
- 4WD
- LT
location_on
Bob Bell Ford
Glen Burnie, MD (254.6 mi)
(667) 229-0061
Used 2024 Chevrolet Silverado 2500 Custom Crew Cab
$50,791
speed 57,258 mi
sell
Key features
- Diesel
- 4WD
- Custom
location_on
Bob Bell Ford
Glen Burnie, MD (254.6 mi)
(667) 229-0061
Used 2024 Chevrolet Silverado 2500 Custom Crew Cab
$48,495
speed 6,561 mi
sell
Key features
- Gasoline
- 6.6L V8 Engine
- 4x4
location_on
Trust Auto
Sykesville, MD (256.5 mi)
(443) 230-5501
Used 2024 Chevrolet Colorado Work Truck Crew Cab
$32,995
speed 13,790 mi
sell
Key features
- Gasoline
- 2.7L Turbo Engine
- 4x4
location_on
Trust Auto
Sykesville, MD (256.5 mi)
(443) 230-5501
Used 2021 Chevrolet Silverado 1500 LT Crew Cab
$38,695
speed 39,028 mi
sell
Key features
- Gasoline
- 5.3L Ecotec3 V8 Engine
- 4x4
location_on
Trust Auto
Sykesville, MD (256.5 mi)
(443) 230-5501
Used 2004 Chevrolet SSR LS Regular Cab
$25,995
speed 28,482 mi
sell
Key features
- 5.3L Vortec 5300 V8 SFI Engine
- RWD
- LS Regular Cab 116''WB Pickup Truck w/Preferred Equipment Group
location_on
Trust Auto
Sykesville, MD (256.5 mi)
(443) 230-5501
Used 2025 Chevrolet Silverado 2500 High Country Crew Cab
$66,195
speed 20,701 mi
sell
Key features
- Gasoline
- 6.6L V8 Engine
- 4x4
location_on
Trust Auto
Sykesville, MD (256.5 mi)
(443) 230-5501
Used 2024 Chevrolet Silverado 2500 High Country Crew Cab
$69,990
speed 19,836 mi
sell
Key features
- Diesel
- Duramax 6.6L Biodiesel Turbo V8 470hp 975ft. lbs.
- 4x4
location_on
Van Bortel Ford
East Rochester, NY (258.7 mi)
(585) 580-2350
Used 2020 Chevrolet Silverado 1500 Custom Double Cab
$22,500
speed 98,650 mi
sell
Key features
- Gasoline
- 4WD
- Custom
location_on
Koons Ford Of Annapolis
Annapolis, MD (259.6 mi)
(443) 242-9478
Used 2021 Chevrolet Silverado 1500 RST Crew Cab
$26,700
speed 109,732 mi
sell
Key features
- Gasoline
- 4WD
- RST
location_on
Koons Ford Of Annapolis
Annapolis, MD (259.6 mi)
(443) 242-9478
Used 2026 Chevrolet Silverado 1500 RST Crew Cab
$54,924
speed 16,320 mi
sell
Key features
- Diesel
- 4WD
- RST
location_on
Pohanka Ford Of Salisbury
Salisbury, MD (260.1 mi)
(410) 210-4968
Used 2004 Chevrolet Silverado 1500 Work Truck Regular Cab
contact for price
speed 267,102 mi
sell
Key features
- Gasoline
- RWD
- Work Truck
location_on
Pohanka Ford Of Salisbury
Salisbury, MD (260.1 mi)
(410) 210-4968
Used 2005 Chevrolet Silverado 1500 LS Regular Cab
contact for price
speed 173,800 mi
sell
Key features
- Gasoline
- 4WD
- LS
location_on
Pohanka Ford Of Salisbury
Salisbury, MD (260.1 mi)
(410) 210-4968
Used 2020 Chevrolet Silverado 1500 RST Crew Cab
$28,790
speed 136,473 mi
sell
Key features
- Diesel
- 4WD
- RST
location_on
Academy Ford
Laurel, MD (268 mi)
(301) 507-2192
Used 2021 Chevrolet Silverado 1500 LTZ Crew Cab
$30,790
speed 108,074 mi
sell
Key features
- Gasoline
- RWD
- LTZ
location_on
Academy Ford
Laurel, MD (268 mi)
(301) 507-2192
Used 2024 Chevrolet Silverado 1500 LT Crew Cab
$29,800
speed 106,513 mi
sell
Key features
- Gasoline
- 4WD
- LT LT1
location_on
Century Ford of Mt Airy
Mount Airy, MD (269.2 mi)
(301) 820-7737
Used 2023 Chevrolet Silverado 1500 LTZ Crew Cab
$42,550
speed 51,255 mi
sell
Key features
- Gasoline
- 4WD
- LTZ
location_on
Century Ford of Mt Airy
Mount Airy, MD (269.2 mi)
(301) 820-7737
Used 2024 Chevrolet Silverado 3500 LT Crew Cab
$52,800
speed 73,437 mi
sell
Key features
- Diesel
- 4WD
- LT
location_on
Century Ford of Mt Airy
Mount Airy, MD (269.2 mi)
(301) 820-7737
Used 2024 Chevrolet Silverado 1500 High Country Crew Cab
$53,300
speed 28,354 mi
sell
Key features
- Gasoline
- 4WD
- High Country
location_on
Century Ford of Mt Airy
Mount Airy, MD (269.2 mi)
(301) 820-7737
Used 2019 Chevrolet Silverado 2500 LTZ Crew Cab
$51,943
speed 44,749 mi
sell
Key features
- Diesel
- Engine: 6.6L V8 DuraMax Diesel, Turbo
- 4WD
location_on
Criswell Chevrolet Of Thurmont
Thurmont, MD (270 mi)
(240) 734-3271
Used 2024 Chevrolet Silverado 1500 LT Crew Cab
$39,021
speed 29,263 mi
sell
Key features
- Gasoline
- 5.3L EcoTec3 V8 engine
- 4WD
location_on
Criswell Chevrolet Of Thurmont
Thurmont, MD (270 mi)
(240) 734-3271
Used 2022 Chevrolet Silverado 1500 LTD Custom Crew Cab
$29,405
speed 95,140 mi
sell
Key features
- Gasoline
- Engine: 2.7L, Turbo
- 4WD
location_on
Criswell Chevrolet Of Thurmont
Thurmont, MD (270 mi)
(240) 734-3271
Used 2022 Chevrolet Silverado 2500 LTZ Crew Cab
$41,592
speed 113,775 mi
sell
Key features
- Gasoline
- 6.6L V8 Gas engine
- 4WD
location_on
Criswell Chevrolet Of Thurmont
Thurmont, MD (270 mi)
(240) 734-3271
Used 2026 Chevrolet Silverado 1500 LT Crew Cab
$58,332
speed 5,151 mi
sell
Key features
- Gasoline
- 5.3L EcoTec3 V8 engine
- 4WD
location_on
Criswell Chevrolet Of Thurmont
Thurmont, MD (270 mi)
(240) 734-3271
Used 2025 Chevrolet Colorado Work Truck Crew Cab
$34,696
speed 26,522 mi
sell
Key features
- Gasoline
- TurboMax<sup>™</sup> engine
- 4WD
location_on
Criswell Chevrolet Of Thurmont
Thurmont, MD (270 mi)
(240) 734-3271
Used 2023 Chevrolet Silverado 1500 Custom Crew Cab
$32,482
speed 61,221 mi
sell
Key features
- Gasoline
- 2.7L Turbo engine
- 4WD
location_on
Criswell Chevrolet Of Thurmont
Thurmont, MD (270 mi)
(240) 734-3271
