Single Cab Pickup Trucks for Sale inChestertown, MD
365 vehicles found
Shop with transparent pricing.
Only show listings that include dealer fees- Year:
- 2026
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 2 doors
- Drivetrain:
- 4X2
- Engine:
- 310 hp 2.7L I4
- Exterior color:
- Summit White
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 9,815
- Stock #:
- 61282A
- VIN:
- 3GCNAAEK0TG134946
New arrival
Sponsored by JBA Chevrolet
2026 Chevrolet Silverado 1500
Work Truck Regular Cab RWD
9,815 mi
Glen Burnie, MD
30 mi away
Good Deal
$31,297
- Year:
- 2024
- Make:
- Toyota
- Model:
- Tacoma
- Body type:
- Pickup Truck
- Doors:
- 2 doors
- Drivetrain:
- 4X2
- Engine:
- 228 hp 2.4L I4
- Exterior color:
- Ice
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 24,785
- Stock #:
- 174104
- VIN:
- 3TYJDAHN2RT005925
Sponsored Listing
2024 Toyota Tacoma
SR XtraCab LB RWD
24,785 mi
Hyattsville, MD
47 mi away
Fair Deal
$26,950
- Year:
- 2022
- Make:
- Ford
- Model:
- E-Series Chassis
- Body type:
- Pickup Truck
- Doors:
- 2 doors
- Drivetrain:
- Rear-Wheel Drive
- Engine:
- 350 hp 7.3L V8
- Exterior color:
- School Bus Yellow - B1
- Fuel type:
- Gasoline
- Interior color:
- Medium Flint - AE
- Transmission:
- Automatic
- Mileage:
- 87,105
- Stock #:
- 331241
- VIN:
- 1FDWE3FN9NDC04226
Sponsored Listing
2022 Ford E-Series Chassis
E-350 SD Cutaway SB RWD
87,105 mi
New Castle, DE
44 mi away
Good Deal
$23,894
- Year:
- 2021
- Make:
- Ford
- Model:
- E-Series Chassis
- Body type:
- Pickup Truck
- Doors:
- 2 doors
- Drivetrain:
- Rear-Wheel Drive
- Engine:
- 350 hp 7.3L V8
- Exterior color:
- School Bus Yellow - B1
- Fuel type:
- Gasoline
- Interior color:
- Medium Flint - AE
- Transmission:
- Automatic
- Mileage:
- 81,470
- Stock #:
- 330379
- VIN:
- 1FDWE3FN9MDC10297
2021 Ford E-Series Chassis
E-350 SD Cutaway SB RWD
81,470 mi
New Castle, DE
44 mi away
Great Deal
$18,994
- Year:
- 2017
- Make:
- Ford
- Model:
- F-150
- Body type:
- Pickup Truck
- Doors:
- 2 doors
- Drivetrain:
- 4X2
- Engine:
- 282 hp 3.5L V6 Flex Fuel Vehicle
- Exterior color:
- Oxford White
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Flex Fuel Vehicle
- Interior color:
- Medium Earth Gray
- Transmission:
- 6-Speed Automatic
- Mileage:
- 27,585
- Stock #:
- V4573B
- VIN:
- 1FTMF1C88HFC83103
2017 Ford F-150
XL
27,585 mi
Dover, DE
28 mi away
Good Deal
$18,699
- Year:
- 2021
- Make:
- Ford
- Model:
- E-Series Chassis
- Body type:
- Pickup Truck
- Doors:
- 2 doors
- Drivetrain:
- Rear-Wheel Drive
- Engine:
- 350 hp 7.3L V8
- Exterior color:
- School Bus Yellow - B1
- Fuel type:
- Gasoline
- Interior color:
- Medium Flint - AE
- Transmission:
- Automatic
- Mileage:
- 85,025
- Stock #:
- 330378
- VIN:
- 1FDWE3FN3MDC03233
Price drop
-$3,000
2021 Ford E-Series Chassis
E-350 SD Cutaway SB RWD
85,025 mi
New Castle, DE
44 mi away
Great Deal
$22,294
$19,294
- Year:
- 2024
- Make:
- Ford
- Model:
- F-150
- Body type:
- Pickup Truck
- Doors:
- 2 doors
- Drivetrain:
- 4X2
- Engine:
- 400 hp 5L V8
- Exterior color:
- Black Metallic
- Combined gas mileage:
- 20 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black W/Medium Dark Slate
- Transmission:
- Automatic
- Mileage:
- 10,479
- Stock #:
- T2312A
- VIN:
- 1FTMF1K57RKD04961
2024 Ford F-150
XL Regular Cab RWD
10,479 mi
Bel Air, MD
25 mi away
Great Deal
$41,699
- Year:
- 2023
- Make:
- Ford
- Model:
- E-Series Chassis
- Body type:
- Pickup Truck
- Doors:
- 2 doors
- Drivetrain:
- Rear-Wheel Drive
- Engine:
- 300 hp 7.3L V8
- Exterior color:
- Oxford White
- Fuel type:
- Gasoline
- Interior color:
- Medium Flint
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 5,594
- Stock #:
- P4636
- VIN:
- 1FDWE3FK1PDD29021
Price drop
-$65,023
2023 Ford E-Series Chassis
E-350 SD Cutaway SB RWD
5,594 mi
Jarrettsville, MD
35 mi away
Fair Deal
$100,800
$35,777
- Year:
- 2022
- Make:
- RAM
- Model:
- 1500
- Body type:
- Pickup Truck
- Doors:
- 2 doors
- Drivetrain:
- 4X2
- Engine:
- 395 hp 5.7L V8
- Exterior color:
- Bright White Clearcoat
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Diesel Gray/Black
- Transmission:
- Automatic
- Mileage:
- 55,074
- Stock #:
- P11114
- VIN:
- 3C6JR6DT4NG187805
2022 RAM 1500
Classic Tradesman LB RWD
55,074 mi
Baltimore, MD
29 mi away
Fair Deal
$22,300
- Year:
- 2013
- Make:
- Ford
- Model:
- F-250 Super Duty
- Body type:
- Pickup Truck
- Doors:
- 2 doors
- Drivetrain:
- 4X2
- Engine:
- 385 hp 6.2L V8 Flex Fuel Vehicle
- Exterior color:
- White
- Fuel type:
- Flex Fuel Vehicle
- Interior color:
- Gray
- Transmission:
- 6-Speed Automatic
- Mileage:
- 79,397
- Stock #:
- A64802
- VIN:
- 1FTBF2A64DEA64802
2013 Ford F-250 Super Duty
XL LB
79,397 mi
Glen Burnie, MD
29 mi away
Good Deal
$13,700
- Year:
- 2023
- Make:
- Ford
- Model:
- E-Series Chassis
- Body type:
- Pickup Truck
- Doors:
- 2 doors
- Drivetrain:
- Rear-Wheel Drive
- Engine:
- 300 hp 7.3L V8
- Exterior color:
- Oxford White
- Fuel type:
- Gasoline
- Interior color:
- Medium Flint
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 9,656
- Stock #:
- P4634
- VIN:
- 1FDWE3FK0PDD32010
Price drop
-$1,700
2023 Ford E-Series Chassis
E-350 SD Cutaway SB RWD
9,656 mi
Jarrettsville, MD
35 mi away
Good Deal
$36,795
$35,095
- Year:
- 2018
- Make:
- Chevrolet
- Model:
- Silverado 2500HD
- Body type:
- Pickup Truck
- Doors:
- 2 doors
- Drivetrain:
- 4X2
- Engine:
- 360 hp 6L V8 Flex Fuel Vehicle
- Exterior color:
- Deep Ocean Blue Metallic
- Fuel type:
- Flex Fuel Vehicle
- Interior color:
- Dark Ash With Jet Black Interior Accents
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 42,614
- Stock #:
- C260566A
- VIN:
- 1GC0CUEG8JZ289226
Price drop
-$1,000
2018 Chevrolet Silverado 2500HD
Work Truck LB RWD
42,614 mi
Baltimore, MD
26 mi away
Great Deal
$25,799
$24,799
- Year:
- 2022
- Make:
- Ford
- Model:
- E-Series Chassis
- Body type:
- Pickup Truck
- Doors:
- 2 doors
- Drivetrain:
- Rear-Wheel Drive
- Engine:
- 350 hp 7.3L V8
- Exterior color:
- Oxford White - YZ
- Fuel type:
- Gasoline
- Interior color:
- Medium Flint - CE
- Transmission:
- Automatic
- Mileage:
- 87,500
- Stock #:
- 331299
- VIN:
- 1FDWE3FN8NDC09059
2022 Ford E-Series Chassis
E-350 SD Cutaway SB RWD
87,500 mi
New Castle, DE
44 mi away
Fair Deal
$24,294
- Year:
- 2021
- Make:
- RAM
- Model:
- 1500
- Body type:
- Pickup Truck
- Doors:
- 2 doors
- Drivetrain:
- 4X2
- Engine:
- 395 hp 5.7L V8
- Exterior color:
- Bright White Clearcoat
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Diesel Gray/Black
- Transmission:
- Automatic
- Mileage:
- 41,920
- Stock #:
- P11112
- VIN:
- 3C6JR6DT3MG563022
2021 RAM 1500
Classic Tradesman LB RWD
41,920 mi
Baltimore, MD
29 mi away
Fair Deal
$22,800
- Year:
- 2026
- Make:
- Ford
- Model:
- E-Series Chassis
- Body type:
- Pickup Truck
- Doors:
- 2 doors
- Drivetrain:
- Rear-Wheel Drive
- Engine:
- 325 hp 7.3L V8
- Exterior color:
- Silver
- Fuel type:
- Gasoline
- Transmission:
- Automatic
- Mileage:
- 601
- Stock #:
- 327919
- VIN:
- 1FDWE3FN1TDD00011
2026 Ford E-Series Chassis
E-350 SD Cutaway 138 RWD
601 mi
New Castle, DE
44 mi away
Good Deal
$53,299
- Year:
- 2020
- Make:
- Ford
- Model:
- F-150
- Body type:
- Pickup Truck
- Doors:
- 2 doors
- Drivetrain:
- 4X2
- Engine:
- 3.3L V6 Flex Fuel Vehicle
- Exterior color:
- Iconic Silver Metallic
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Flex Fuel Vehicle
- Interior color:
- Medium Earth Gray
- Transmission:
- Automatic
- Mileage:
- 27,618
- Stock #:
- 260189B
- VIN:
- 1FTMF1CB5LKD22290
2020 Ford F-150
XL RWD
27,618 mi
Denton, MD
27 mi away
Fair Deal
$23,790
- Year:
- 2025
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 2 doors
- Drivetrain:
- 4X2
- Engine:
- 355 hp 5.3L V8
- Exterior color:
- Summit White - GAZ
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black - H2G
- Transmission:
- Automatic
- Mileage:
- 8,081
- Stock #:
- 333145
- VIN:
- 3GCNAAEDXSG398398
2025 Chevrolet Silverado 1500
Work Truck Regular Cab LB RWD
8,081 mi
New Castle, DE
44 mi away
Fair Deal
$36,294
- Year:
- 2025
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 2 doors
- Drivetrain:
- 4X2
- Engine:
- 355 hp 5.3L V8
- Exterior color:
- Summit White - GAZ
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black - H2G
- Transmission:
- Automatic
- Mileage:
- 3,992
- Stock #:
- 333288
- VIN:
- 3GCNAAED2SG391008
2025 Chevrolet Silverado 1500
Work Truck Regular Cab LB RWD
3,992 mi
New Castle, DE
44 mi away
Fair Deal
$36,298
- Year:
- 2026
- Make:
- Ford
- Model:
- F-250 Super Duty
- Body type:
- Pickup Truck
- Doors:
- 2 doors
- Drivetrain:
- Four-Wheel Drive
- Exterior color:
- Agate Black Metallic
- Interior color:
- Medium Dark Slate
- Transmission:
- Automatic
- Mileage:
- 5,139
- Stock #:
- PP57718
- VIN:
- 1FTBF2BNXTEC57718
2026 Ford F-250 Super Duty
XLT Regular Cab LB 4WD
5,139 mi
Annapolis, MD
29 mi away
Great Deal
$48,493
- Year:
- 2024
- Make:
- Ford
- Model:
- E-Series Chassis
- Body type:
- Pickup Truck
- Doors:
- 2 doors
- Drivetrain:
- Rear-Wheel Drive
- Engine:
- 325 hp 7.3L V8
- Exterior color:
- Oxford White
- Fuel type:
- Gasoline
- Interior color:
- Medium Flint
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 19,907
- Stock #:
- P4633
- VIN:
- 1FDWE3FNXRDD00758
2024 Ford E-Series Chassis
E-350 SD Cutaway SB RWD
19,907 mi
Jarrettsville, MD
35 mi away
Fair Deal
$37,795
- Year:
- 2022
- Make:
- Ford
- Model:
- E-Series Chassis
- Body type:
- Pickup Truck
- Doors:
- 2 doors
- Drivetrain:
- Rear-Wheel Drive
- Engine:
- 350 hp 7.3L V8
- Exterior color:
- School Bus Yellow - B1
- Fuel type:
- Gasoline
- Interior color:
- Medium Flint - AE
- Transmission:
- Automatic
- Mileage:
- 87,105
- Stock #:
- 331241
- VIN:
- 1FDWE3FN9NDC04226
2022 Ford E-Series Chassis
E-350 SD Cutaway SB RWD
87,105 mi
New Castle, DE
44 mi away
Good Deal
$23,894
- Year:
- 2024
- Make:
- Toyota
- Model:
- Tacoma
- Body type:
- Pickup Truck
- Doors:
- 2 doors
- Drivetrain:
- 4X2
- Engine:
- 228 hp 2.4L I4
- Exterior color:
- Ice
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 34,058
- Stock #:
- 172543
- VIN:
- 3TYJDAHN0RT005809
2024 Toyota Tacoma
SR XtraCab LB RWD
34,058 mi
Laurel, MD
41 mi away
Good Deal
$25,390
- Year:
- 2024
- Make:
- Ford
- Model:
- F-350 Super Duty
- Body type:
- Pickup Truck
- Doors:
- 2 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 6.7L V8 Biodiesel
- Exterior color:
- Oxford White
- Fuel type:
- Biodiesel
- Interior color:
- Medium Dark Slate
- Transmission:
- Automatic
- Mileage:
- 27,246
- Stock #:
- F5674B
- VIN:
- 1FTRF3DT0REF61598
2024 Ford F-350 Super Duty
XL LB DRW 4WD
27,246 mi
Dover, DE
30 mi away
Fair Deal
$53,513
- Year:
- 2025
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 2 doors
- Drivetrain:
- 4X2
- Engine:
- 355 hp 5.3L V8
- Exterior color:
- Summit White
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 9,416
- Stock #:
- 6R5536B
- VIN:
- 3GCNAAED8SG208582
Sponsored Listing
2025 Chevrolet Silverado 1500
Work Truck Regular Cab LB RWD
9,416 mi
Lanham, MD
46 mi away
Great Deal
$30,300
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