Single Cab Pickup Trucks for Sale inWindsor, MA
1,643 vehicles found
Shop with transparent pricing.
Only show listings that include dealer fees- 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:
- Black
- Transmission:
- Automatic
- Mileage:
- 6,593
- Stock #:
- 9702
- VIN:
- 3GCNAAED0SG398278
Price drop
-$1,085
Sponsored by Terryville Chevrolet
2025 Chevrolet Silverado 1500
Work Truck Regular Cab LB RWD
6,593 mi
Terryville, CT
58 mi away
Fair Deal
$36,128
$35,043
- Year:
- 2018
- Make:
- GMC
- Model:
- Sierra 1500
- Body type:
- Pickup Truck
- Doors:
- 2 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 355 hp 5.3L V8
- Exterior color:
- Silver
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Transmission:
- Automatic
- Mileage:
- 85,695
- Stock #:
- 26460SAA
- VIN:
- 1GTN2MEC1JZ117836
New arrival
Sponsored Listing
2018 GMC Sierra 1500
SLE 4WD
85,695 mi
Kingston, NY
64 mi away
Fair Deal
$24,675
- Year:
- 2011
- Make:
- Ford
- Model:
- F-350 Super Duty
- Body type:
- Pickup Truck
- Doors:
- 2 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 385 hp 6.2L V8 Flex Fuel Vehicle
- Exterior color:
- White
- Fuel type:
- Flex Fuel Vehicle
- Transmission:
- Automatic
- Mileage:
- 68,787
- Stock #:
- JC-5275
- VIN:
- 1FTRF3B69BED08556
New arrival
Sponsored Listing
2011 Ford F-350 Super Duty
XL 4WD
68,787 mi
Ashland, MA
85 mi away
Fair Deal
$19,899
- Year:
- 2021
- Make:
- Chevrolet
- Model:
- Silverado 3500HD
- Body type:
- Pickup Truck
- Doors:
- 2 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:
- 44,846
- Stock #:
- U28561
- VIN:
- 1GC3YSE73MF179838
2021 Chevrolet Silverado 3500HD
Work Truck LB 4WD
44,846 mi
Litchfield, CT
54 mi away
Good Deal
$36,589
- Year:
- 2012
- Make:
- Toyota
- Model:
- Tacoma
- Body type:
- Pickup Truck
- Doors:
- 2 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 159 hp 2.7L I4
- Exterior color:
- Barcelona Red Metallic
- Fuel type:
- Gasoline
- Interior color:
- Gray (Graphite)
- Transmission:
- 4-Speed Automatic Overdrive
- Mileage:
- 101,660
- Stock #:
- N300A
- VIN:
- 5TFPX4EN9CX010916
2012 Toyota Tacoma
Regular Cab 4WD
101,660 mi
East Providence, RI
99 mi away
Fair Deal
$16,887
- Year:
- 2020
- Make:
- RAM
- Model:
- 3500 Chassis
- Body type:
- Pickup Truck
- Doors:
- 2 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 370 hp 6.4L V8
- Exterior color:
- Diamond Black Crystal Pearlcoat
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 6-Speed Automatic
- Mileage:
- 52,001
- Stock #:
- U5832
- VIN:
- 3C7WRTAJ5LG295558
2020 RAM 3500 Chassis
Tradesman DRW 4WD
52,001 mi
Claremont, NH
67 mi away
Fair Deal
$35,499
- Year:
- 2016
- Make:
- Chevrolet
- Model:
- Silverado 2500HD
- Body type:
- Pickup Truck
- Doors:
- 2 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 360 hp 6L V8 Flex Fuel Vehicle
- Exterior color:
- Gray (Tungsten Metallic)
- Fuel type:
- Flex Fuel Vehicle
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic
- Mileage:
- 69,826
- Stock #:
- 5857A
- VIN:
- 1GC0KVEG8GZ295738
2016 Chevrolet Silverado 2500HD
LT LB 4WD
69,826 mi
Fitchburg, MA
65 mi away
Fair Deal
$28,999
- Year:
- 2023
- Make:
- Ford
- Model:
- F-350 Super Duty Chassis
- Body type:
- Pickup Truck
- Doors:
- 2 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 335 hp 7.3L V8
- Exterior color:
- Oxford White
- Fuel type:
- Gasoline
- Interior color:
- Medium Dark Slate
- Transmission:
- Automatic
- Mileage:
- 16,368
- Stock #:
- U28583
- VIN:
- 1FDRF3HN8PDA11110
New arrival
2023 Ford F-350 Super Duty Chassis
XL DRW 4WD
16,368 mi
Litchfield, CT
54 mi away
Good Deal
$48,589
- Year:
- 2016
- Make:
- Ford
- Model:
- F-250 Super Duty
- Body type:
- Pickup Truck
- Doors:
- 2 doors
- Drivetrain:
- Four-Wheel Drive
- 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:
- 83,448
- Stock #:
- C27966
- VIN:
- 1FTBF2B62GEC27966
New arrival
2016 Ford F-250 Super Duty
XLT LB 4WD
83,448 mi
New london, CT
94 mi away
Great Deal
$18,999
- Year:
- 2024
- Make:
- Toyota
- Model:
- Tacoma
- Body type:
- Pickup Truck
- Doors:
- 2 doors
- Drivetrain:
- 4X2
- Engine:
- 228 hp 2.4L I4
- Exterior color:
- Ice Cap
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 24,313
- Stock #:
- 19543
- VIN:
- 3TYJDAHN5RT013629
2024 Toyota Tacoma
SR XtraCab LB RWD
24,313 mi
Coventry, RI
95 mi away
Good Deal
$27,299
- Year:
- 2014
- Make:
- Ford
- Model:
- F-350 Super Duty Chassis
- Body type:
- Pickup Truck
- Doors:
- 2 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 300 hp 6.7L V8 Biodiesel
- Fuel type:
- Biodiesel
- Transmission:
- 6-Speed Automatic
- Mileage:
- 126,453
- Stock #:
- B84168
- VIN:
- 1FDRF3HT7EEB84168
2014 Ford F-350 Super Duty Chassis
XLT DRW 4WD
126,453 mi
New Milford, CT
68 mi away
Good Deal
$20,994
- Year:
- 2018
- Make:
- RAM
- Model:
- 2500
- Body type:
- Pickup Truck
- Doors:
- 2 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 410 hp 6.4L V8
- Exterior color:
- Gray (Granite Crystal Metallic Clearcoat)
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 6-Speed Automatic
- Mileage:
- 118,786
- Stock #:
- D91376A
- VIN:
- 3C6MR5BJ2JG211229
2018 RAM 2500
SLT LB 4WD
118,786 mi
Rutland Town, VT
74 mi away
Great Deal
$20,144
- Year:
- 2016
- Make:
- Ford
- Model:
- F-350 Super Duty Chassis
- Body type:
- Pickup Truck
- Doors:
- 2 doors
- Drivetrain:
- 4X2
- Engine:
- 385 hp 6.2L V8 Flex Fuel Vehicle
- Exterior color:
- Brown
- Fuel type:
- Flex Fuel Vehicle
- Interior color:
- Gray (Steel)
- Transmission:
- Automatic
- Mileage:
- 16,869
- Stock #:
- FFC75580
- VIN:
- 1FDRF3G6XGEC75580
2016 Ford F-350 Super Duty Chassis
XL DRW RWD
16,869 mi
Bethany, CT
77 mi away
Good Deal
$25,798
- Year:
- 2018
- Make:
- RAM
- Model:
- 3500 Chassis
- Body type:
- Pickup Truck
- Doors:
- 2 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 370 hp 6.4L V8
- Exterior color:
- Bright White Clearcoat
- Fuel type:
- Gasoline
- Interior color:
- Diesel Gray/Black
- Transmission:
- 6-Speed Automatic
- Mileage:
- 69,921
- Stock #:
- N5284A
- VIN:
- 3C7WRTAJ9JG335878
Price drop
-$1,000
2018 RAM 3500 Chassis
Tradesman 4WD
69,921 mi
Torrington, CT
48 mi away
Fair Deal
$31,985
$30,985
- Year:
- 2016
- Make:
- GMC
- Model:
- Sierra 3500HD
- Body type:
- Pickup Truck
- Doors:
- 2 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 360 hp 6L V8 Flex Fuel Vehicle
- Exterior color:
- Summit White
- Fuel type:
- Flex Fuel Vehicle
- Interior color:
- Dark Ash With Jet Black Interior Accents
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 33,797
- Stock #:
- 26FP083
- VIN:
- 1GD32VCG0GZ279352
New arrival
2016 GMC Sierra 3500HD
Base 4WD
33,797 mi
E Swanzey, NH
49 mi away
Fair Deal
$31,594
- Year:
- 2014
- Make:
- Ford
- Model:
- F-350 Super Duty
- Body type:
- Pickup Truck
- Doors:
- 2 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 316 hp 6.2L V8 Flex Fuel Vehicle
- Exterior color:
- Green
- Fuel type:
- Flex Fuel Vehicle
- Interior color:
- Gray
- Transmission:
- 6-Speed Automatic
- Mileage:
- 136,286
- Stock #:
- 13803
- VIN:
- 1FTRF3B63EEA63905
2014 Ford F-350 Super Duty
XL LB DRW 4WD
136,286 mi
Schenectady, NY
47 mi away
Fair Deal
$19,850
- Year:
- 2016
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 2 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 355 hp 5.3L V8
- Exterior color:
- Red (Maroon)
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray
- Transmission:
- Automatic
- Mileage:
- 107,776
- Stock #:
- 17041
- VIN:
- 1GCNKREC1GZ330288
2016 Chevrolet Silverado 1500
LT Z71 4WD
107,776 mi
Derry, NH
93 mi away
Fair Deal
$20,000
- Year:
- 2012
- Make:
- GMC
- Model:
- Sierra 2500HD
- Body type:
- Pickup Truck
- Doors:
- 2 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 360 hp 6L V8
- Exterior color:
- Onyx Black
- Fuel type:
- Gasoline
- Interior color:
- Black (Ebony)
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 60,598
- Stock #:
- N1618
- VIN:
- 1GT020CGXCZ134887
New arrival
2012 GMC Sierra 2500HD
SLE LB 4WD
60,598 mi
Chichester, NH
98 mi away
Fair Deal
$20,000
- Year:
- 2020
- Make:
- Chevrolet
- Model:
- Silverado 2500HD
- Body type:
- Pickup Truck
- Doors:
- 2 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:
- 148,755
- VIN:
- 1GC3YLE70LF203694
2020 Chevrolet Silverado 2500HD
Work Truck Regular Cab LB 4WD
148,755 mi
Cranston, RI
96 mi away
Fair Deal
$24,399
- Year:
- 2023
- Make:
- RAM
- Model:
- 3500
- Body type:
- Pickup Truck
- Doors:
- 2 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 410 hp 6.4L V8
- Exterior color:
- Bright White Clearcoat
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 38,547
- Stock #:
- C63798A
- VIN:
- 3C63R3AJ1PG507885
2023 RAM 3500
Tradesman Regular Cab LB 4WD
38,547 mi
White River Junction, VT
86 mi away
Good Deal
$38,598
- Year:
- 2024
- Make:
- Ford
- Model:
- F-350 Super Duty Chassis
- Body type:
- Pickup Truck
- Doors:
- 2 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 335 hp 7.3L V8
- Exterior color:
- Black Metallic
- Fuel type:
- Gasoline
- Interior color:
- Medium Dark Slate
- Transmission:
- Automatic
- Mileage:
- 11,385
- Stock #:
- 9T2393
- VIN:
- 1FDRF3HN4RDA25167
New arrival
2024 Ford F-350 Super Duty Chassis
XL DRW LB 4WD
11,385 mi
Albany, NY
39 mi away
Fair Deal
$59,950
- Year:
- 2022
- Make:
- RAM
- Model:
- 3500
- Body type:
- Pickup Truck
- Doors:
- 2 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 410 hp 6.4L V8
- Exterior color:
- Bright White Clearcoat
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 36,002
- Stock #:
- 26Z300
- VIN:
- 3C63R3BJ1NG382835
New arrival
2022 RAM 3500
Big Horn LB 4WD
36,002 mi
Granville, NY
61 mi away
Good Deal
$40,696
- Year:
- 2017
- 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:
- [G1] Shadow Black
- Fuel type:
- Flex Fuel Vehicle
- Interior color:
- Medium Earth Gray
- Transmission:
- Automatic
- Mileage:
- 20,209
- Stock #:
- 7830
- VIN:
- 1FDBF2A66HEE07191
![[G1] Shadow Black 2017 Ford F-250 Super Duty Pickup Truck 4X2 Automatic](https://static.cargurus.com/images/forsale/2026/04/23/08/51/2017_ford_f-250_super_duty-pic-7606877098117122343-1024x768.jpeg?io=true&width=640&height=480&fit=bounds&format=jpg&auto=webp)
2017 Ford F-250 Super Duty
XL LB
20,209 mi
Branford, CT
86 mi away
Great Deal
$24,993
- Year:
- 2026
- 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:
- 397
- Stock #:
- 260905B
- VIN:
- 3TYJDAHN8TT050889
Sponsored Listing
2026 Toyota Tacoma
SR XtraCab LB RWD
397 mi
Claremont, NH
67 mi away
Good Deal
$31,915
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