Work Trucks for Sale inChestertown, MD
6,041 vehicles found
Shop with transparent pricing.
Only show listings that include dealer fees- 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:
- 25,287
- Stock #:
- D6475
- VIN:
- 3GCPDKEK4PG266703
Sponsored by Ourisman Chevrolet Baltimore
2023 Chevrolet Silverado 1500
LT Crew Cab 4WD
25,287 mi
Gwynn Oak, MD
37 mi away
Good Deal
$36,300
- Year:
- 2024
- Make:
- RAM
- Model:
- 2500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 370 hp 6.7L I6 Diesel
- Exterior color:
- Crystal Metallic
- Fuel type:
- Diesel
- Interior color:
- Black
- Transmission:
- 6-Speed Automatic
- Mileage:
- 24,124
- Stock #:
- P1229
- VIN:
- 3C6UR5FL9RG367050
Sponsored Listing
2024 RAM 2500
Laramie Crew Cab 4WD
24,124 mi
Bowie, MD
40 mi away
Good Deal
$53,300
- Year:
- 2024
- Make:
- GMC
- Model:
- Sierra 2500HD
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 401 hp 6.6L V8
- Exterior color:
- Summit White
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 21,726
- Stock #:
- 61583A
- VIN:
- 1GT49ME75RF144237
Sponsored Listing
2024 GMC Sierra 2500HD
SLE Crew Cab 4WD
21,726 mi
Glen Burnie, MD
30 mi away
Good Deal
$53,297
- Year:
- 2016
- Make:
- Chevrolet
- Model:
- Silverado 2500HD
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 360 hp 6L V8 Flex Fuel Vehicle
- Exterior color:
- Tungsten
- Fuel type:
- Flex Fuel Vehicle
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 53,800
- Stock #:
- P8289A
- VIN:
- 1GC1KVEG2GF156615
2016 Chevrolet Silverado 2500HD
LT Crew Cab 4WD
53,800 mi
Dover, DE
30 mi away
Great Deal
$30,768
- Year:
- 2026
- Make:
- RAM
- Model:
- 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 3L I6
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Transmission:
- Automatic
- Mileage:
- 5,434
- Stock #:
- 107610
- VIN:
- 1C6SRFLP8TN265418
2026 RAM 1500
Rebel Crew Cab 4WD
5,434 mi
Penns Grove, NJ
48 mi away
Good Deal
$53,551
- Year:
- 2021
- Make:
- Ford
- Model:
- F-150
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 325 hp 2.7L V6
- Exterior color:
- Blue Metallic
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black/Medium Dark Slate
- Transmission:
- Automatic
- Mileage:
- 86,081
- Stock #:
- 260690A
- VIN:
- 1FTEW1EP2MFA05025
2021 Ford F-150
Lariat SuperCrew 4WD
86,081 mi
Newark, DE
37 mi away
Good Deal
$34,099
- Year:
- 2013
- Make:
- Toyota
- Model:
- Tundra
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 381 hp 5.7L V8
- Exterior color:
- Silver Sky Metallic
- Fuel type:
- Gasoline
- Interior color:
- Gray (Graphite)
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 79,351
- Stock #:
- G261599A
- VIN:
- 5TFDY5F15DX283435
New arrival
2013 Toyota Tundra
Grade CrewMax 5.7L 4WD
79,351 mi
Glen Burnie, MD
29 mi away
Fair Deal
$27,050
- Year:
- 2025
- Make:
- Ford
- Model:
- F-150
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 400 hp 3.5L V6
- Exterior color:
- Black
- Combined gas mileage:
- 20 MPG
- Fuel type:
- Gasoline
- Transmission:
- Automatic
- Mileage:
- 17,238
- Stock #:
- 107667
- VIN:
- 1FTFW3L83SKE53581
2025 Ford F-150
XLT SuperCrew 4WD
17,238 mi
Penns Grove, NJ
48 mi away
Great Deal
$41,339
- 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:
- Patriot Blue Pearlcoat
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 67,798
- Stock #:
- 7267050A
- VIN:
- 1C6SRFFTXNN235008
New arrival
2022 RAM 1500
Big Horn Crew Cab 4WD
67,798 mi
Milford, DE
39 mi away
Fair Deal
$36,398
- 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:
- Billet Silver Metallic Clearcoat - PSC
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black - X9
- Transmission:
- Automatic
- Mileage:
- 57,828
- Stock #:
- C23689A
- VIN:
- 1C6RRFFG0NN238159
2022 RAM 1500
Big Horn Crew Cab 4WD
57,828 mi
Quarryville, PA
48 mi away
Fair Deal
$31,655
- 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:
- Diamond Black
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 39,000
- Stock #:
- N267131A
- VIN:
- 1C6SRFBT4MN527824
Price drop
-$1,860
2021 RAM 1500
Big Horn Quad Cab 4WD
39,000 mi
Smyrna, DE
26 mi away
Good Deal
$34,658
$32,798
- Year:
- 2019
- Make:
- Ford
- Model:
- F-350 Super Duty
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 450 hp 6.7L V8 Biodiesel
- Exterior color:
- Oxford White
- Fuel type:
- Biodiesel
- Interior color:
- Medium Earth Gray
- Transmission:
- 6-Speed Automatic
- Mileage:
- 126,639
- Stock #:
- EUF31202
- VIN:
- 1FT8W3BT2KEF31202
2019 Ford F-350 Super Duty
XL Crew Cab 4WD
126,639 mi
Fallston, MD
26 mi away
Good Deal
$32,300
- Year:
- 2023
- Make:
- Ford
- Model:
- F-150
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 400 hp 5L V8 Flex Fuel Vehicle
- Exterior color:
- Agate Black
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Flex Fuel Vehicle
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 88,726
- Stock #:
- F260800A
- VIN:
- 1FTFW1E57PFA79760
2023 Ford F-150
XLT SuperCrew 4WD
88,726 mi
Hurlock, MD
37 mi away
Good Deal
$37,799
- Year:
- 2026
- Make:
- GMC
- Model:
- Sierra 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 355 hp 5.3L V8
- Exterior color:
- Sterling Metallic
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black, Perforated Leather-Appointed Front Outb
- Transmission:
- Automatic
- Mileage:
- 15,071
- Stock #:
- 15673
- VIN:
- 1GTUUDED3TZ166666
2026 GMC Sierra 1500
SLT Crew Cab 4WD
15,071 mi
Penns Grove, NJ
48 mi away
Good Deal
$47,545
- Year:
- 2025
- 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:
- Automatic
- Mileage:
- 5,258
- Stock #:
- R1999
- VIN:
- 1C6RRFCG2SN225347
Price drop
-$1,000
2025 RAM 1500
Tradesman Quad Cab 4WD
5,258 mi
Denton, MD
27 mi away
Great Deal
$37,790
$36,790
- Year:
- 2016
- Make:
- RAM
- Model:
- 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 305 hp 3.6L V6 Flex Fuel Vehicle
- Exterior color:
- Gray (Granite Crystal Metallic Clearcoat)
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Flex Fuel Vehicle
- Interior color:
- Diesel Gray/Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 100,829
- Stock #:
- WP0925A
- VIN:
- 1C6RR7GG8GS140196
New arrival
2016 RAM 1500
Big Horn Quad Cab 4WD
100,829 mi
Wilmington, DE
43 mi away
Fair Deal
$18,799
- Year:
- 2024
- Make:
- RAM
- Model:
- 2500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 370 hp 6.7L I6 Diesel
- Exterior color:
- Gray (Granite Crystal Metallic Clearcoat)
- Fuel type:
- Diesel
- Interior color:
- Diesel Gray/Black
- Transmission:
- 6-Speed Automatic
- Mileage:
- 59,998
- Stock #:
- CR26028A
- VIN:
- 3C6UR5DL7RG336477
2024 RAM 2500
Big Horn Crew Cab 4WD
59,998 mi
Bridgeton, NJ
48 mi away
Good Deal
$42,357
- Year:
- 2022
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Exterior color:
- Black
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 31,100
- Stock #:
- 226604
- VIN:
- 1GCUYEED5NZ127333
2022 Chevrolet Silverado 1500
RST Crew Cab 4WD
31,100 mi
Milford, DE
39 mi away
Good Deal
$38,969
- Year:
- 2024
- Make:
- Ford
- Model:
- F-250 Super Duty
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 6.7L V8 Biodiesel
- Exterior color:
- Gray Metallic
- Fuel type:
- Biodiesel
- Interior color:
- Black Onyx
- Transmission:
- Automatic
- Mileage:
- 18,376
- Stock #:
- LUF53827
- VIN:
- 1FT8W2BT3REF53827
2024 Ford F-250 Super Duty
Lariat Crew Cab 4WD
18,376 mi
Parkville, MD
28 mi away
Fair Deal
$73,126
- Year:
- 2022
- Make:
- GMC
- Model:
- Sierra 2500HD
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 401 hp 6.6L V8
- Exterior color:
- Silver
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 107,425
- Stock #:
- KCCTNF215565
- VIN:
- 1GT59NE7XNF215565
Price drop
-$2,350
2022 GMC Sierra 2500HD
SLT Double Cab 4WD
107,425 mi
Clarksville, MD
47 mi away
Great Deal
$40,550
$38,200
- 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:
- Shadow Gray Metallic
- Combined gas mileage:
- 20 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 82,315
- Stock #:
- N267238A
- VIN:
- 1GCPYDEKXMZ362766
Price drop
-$2,000
2021 Chevrolet Silverado 1500
LT Crew Cab 4WD
82,315 mi
Smyrna, DE
26 mi away
Good Deal
$30,398
$28,398
- Year:
- 2023
- Make:
- RAM
- Model:
- 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- 4X2
- 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:
- 56,081
- Stock #:
- 260123A
- VIN:
- 1C6RREGT8PN564879
2023 RAM 1500
Tradesman Crew Cab RWD
56,081 mi
Smyrna, DE
28 mi away
Good Deal
$28,159
- Year:
- 2023
- Make:
- Chevrolet
- Model:
- Silverado 2500HD
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 401 hp 6.6L V8
- Exterior color:
- Summit White
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic
- Mileage:
- 43,983
- Stock #:
- 7267142A
- VIN:
- 2GC4YME76P1732932
New arrival
2023 Chevrolet Silverado 2500HD
Custom Crew Cab 4WD
43,983 mi
Milford, DE
39 mi away
Fair Deal
$47,794
- Year:
- 2022
- Make:
- RAM
- Model:
- 2500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 370 hp 6.7L I6 Diesel
- Exterior color:
- Bright White Clearcoat
- Fuel type:
- Diesel
- Interior color:
- Diesel Gray/Black
- Transmission:
- 6-Speed Automatic
- Mileage:
- 80,339
- Stock #:
- H441377
- VIN:
- 3C6UR5DLXNG441377
Sponsored Listing
2022 RAM 2500
Big Horn Crew Cab 4WD
80,339 mi
Dundalk, MD
24 mi away
Good Deal
$37,799
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