Best Pickup Trucks For Sale inWindham, NY
2,388 vehicles found
Shop with transparent pricing.
Only show listings that include dealer fees- Year:
- 2022
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 355 hp 5.3L V8
- Exterior color:
- Pearl
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 79,137
- Stock #:
- 44075
- VIN:
- 1GCUYEED6NZ102943
Sponsored by Denooyer Chevrolet
2022 Chevrolet Silverado 1500
RST Crew Cab 4WD
79,137 mi
Albany, NY
36 mi away
Good Deal
$31,656
- Year:
- 2023
- 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:
- Diesel Gray/Black
- Transmission:
- Automatic
- Mileage:
- 32,356
- Stock #:
- 1348505
- VIN:
- 1C6SRFFTXPN597505
Sponsored Listing
2023 RAM 1500
Big Horn Crew Cab 4WD
32,356 mi
Croton-On-Hudson, NY
80 mi away
Fair Deal
$39,170
- Year:
- 2023
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 355 hp 5.3L V8
- Exterior color:
- Black
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black/Umber
- Transmission:
- Automatic
- Mileage:
- 24,497
- Stock #:
- U1747M
- VIN:
- 2GCUDJED3P1106836
Sponsored Listing
2023 Chevrolet Silverado 1500
High Country Crew Cab 4WD
24,497 mi
Cheshire, CT
90 mi away
Fair Deal
$49,684
- Year:
- 2021
- Make:
- Toyota
- Model:
- Tacoma
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 278 hp 3.5L V6
- Exterior color:
- Magnetic Gray Metallic
- Combined gas mileage:
- 20 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black/Gun Metal
- Transmission:
- 6-Speed Automatic
- Mileage:
- 106,561
- Stock #:
- B7586A
- VIN:
- 3TMCZ5ANXMM388173
2021 Toyota Tacoma
TRD Off Road Double Cab 4WD
106,561 mi
Holyoke, MA
85 mi away
Great Deal
$29,690
- Year:
- 2022
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 355 hp 5.3L V8
- Exterior color:
- Summit White
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 77,651
- Stock #:
- 7P1480
- VIN:
- 1GCUYEED9NZ194050
Price drop
-$1,309
2022 Chevrolet Silverado 1500
RST Crew Cab 4WD
77,651 mi
Albany, NY
35 mi away
Great Deal
$31,073
$29,764
- 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:
- Black Metallic
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 87,978
- Stock #:
- UX0200B
- VIN:
- 1FTEW1EP9MFA65268
Price drop
-$1,000
2021 Ford F-150
XL SuperCrew 4WD
87,978 mi
Lenox, MA
52 mi away
Great Deal
$26,000
$25,000
- 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:
- Sterling Gray Metallic
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 59,151
- Stock #:
- 7T3044
- VIN:
- 3GCPDBEK9PG135556
2023 Chevrolet Silverado 1500
Custom Crew Cab 4WD
59,151 mi
Albany, NY
35 mi away
Good Deal
$30,539
- Year:
- 2023
- 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 Crystal Pearlcoat
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 51,205
- Stock #:
- U28518
- VIN:
- 1C6SRFHT7PN643644
2023 RAM 1500
Limited Crew Cab 4WD
51,205 mi
Litchfield, CT
68 mi away
Fair Deal
$44,089
- 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
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 40,049
- Stock #:
- 2386P
- VIN:
- 1C6RRFFG8NN461856
Price drop
-$3,485
2022 RAM 1500
Big Horn Crew Cab 4WD
40,049 mi
Hudson, NY
28 mi away
Great Deal
$33,689
$30,204
- 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:
- Red
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 28,162
- Stock #:
- 7P1485
- VIN:
- 1GCPDBEK9PZ253932
2023 Chevrolet Silverado 1500
Custom Crew Cab 4WD
28,162 mi
Albany, NY
35 mi away
Good Deal
$33,175
- Year:
- 2021
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 355 hp 5.3L V8
- Exterior color:
- Black
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 93,410
- Stock #:
- ELA49867A
- VIN:
- 1GCPYFED7MZ191021
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
93,410 mi
Watertown, CT
80 mi away
Fair Deal
$31,299
- Year:
- 2023
- Make:
- RAM
- Model:
- 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- 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:
- 21,336
- Stock #:
- T260936A
- VIN:
- 1C6SRFMT7PN689626
2023 RAM 1500
Big Horn Crew Cab 4WD
21,336 mi
Ballston Spa, NY
50 mi away
Great Deal
$35,177
- Year:
- 2021
- Make:
- Jeep
- Model:
- Gladiator
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 285 hp 3.6L V6
- Exterior color:
- Gray (Granite Crystal Metallic Clearcoat)
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 62,375
- Stock #:
- AD29304B
- VIN:
- 1C6HJTAG8ML525753
2021 Jeep Gladiator
Sport Crew Cab 4WD
62,375 mi
East Hartford, CT
91 mi away
Good Deal
$25,894
- 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:
- Gray (Granite Crystal Metallic Clearcoat)
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 44,249
- Stock #:
- WU671178
- VIN:
- 1C6SRFJT4MN671178
2021 RAM 1500
Laramie Crew Cab 4WD
44,249 mi
White Plains, NY
93 mi away
Good Deal
$33,672
- Year:
- 2021
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 355 hp 5.3L V8
- Exterior color:
- Shadow Gray Metallic
- Combined gas mileage:
- 15 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 66,681
- Stock #:
- C26391A
- VIN:
- 1GCPYCEF5MZ294275
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
66,681 mi
Yorkville, NY
75 mi away
Good Deal
$32,174
- 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:
- Black
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 37,437
- Stock #:
- G1512A
- VIN:
- 1GCPDBEK8PZ190533
2023 Chevrolet Silverado 1500
Custom Crew Cab 4WD
37,437 mi
Greenfield, MA
87 mi away
Fair Deal
$34,260
- Year:
- 2023
- Make:
- Chevrolet
- Model:
- Colorado
- 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/Adrenaline Red
- Transmission:
- 8-Speed Automatic
- Mileage:
- 36,363
- Stock #:
- GU9332B
- VIN:
- 1GCPTDEK8P1208719
2023 Chevrolet Colorado
Z71 Crew Cab 4WD
36,363 mi
New Hampton, NY
63 mi away
Great Deal
$32,674
- Year:
- 2023
- Make:
- Chevrolet
- Model:
- Colorado
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- 4X2
- Engine:
- 237 hp 2.7L I4
- Exterior color:
- Summit White
- Combined gas mileage:
- 20 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 10,417
- Stock #:
- PL6284
- VIN:
- 1GCGSBEC2P1162935
2023 Chevrolet Colorado
Work Truck Crew Cab RWD
10,417 mi
Albany, NY
36 mi away
Good Deal
$26,300
- Year:
- 2023
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- 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:
- 32,276
- Stock #:
- 7P1493
- VIN:
- 3GCUDFEDXPG150532
2023 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
32,276 mi
Albany, NY
35 mi away
Good Deal
$42,791
- Year:
- 2023
- Make:
- Ford
- Model:
- F-150
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 325 hp 2.7L V6
- Exterior color:
- Silver Metallic
- Combined gas mileage:
- 20 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 24,170
- Stock #:
- AT10933
- VIN:
- 1FTEW1EP6PKD96028
2023 Ford F-150
XL SuperCrew 4WD
24,170 mi
Holyoke, MA
85 mi away
Good Deal
$36,590
- Year:
- 2022
- Make:
- RAM
- Model:
- 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 702 hp 6.2L V8
- Exterior color:
- Bright White Clearcoat
- Combined gas mileage:
- 12 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 25,862
- Stock #:
- NU0829C
- VIN:
- 1C6SRFU93NN303401
New arrival
2022 RAM 1500
TRX Crew Cab 4WD
25,862 mi
Newburgh, NY
58 mi away
Good Deal
$75,075
- Year:
- 2021
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 355 hp 5.3L V8
- Exterior color:
- Blue
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 82,495
- Stock #:
- TMZ212545
- VIN:
- 1GCPYFED5MZ212545
Price drop
-$870
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
82,495 mi
Chittenango, NY
95 mi away
Good Deal
$32,166
$31,466
- Year:
- 2022
- 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:
- Oxford White
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Flex Fuel Vehicle
- Interior color:
- Black W/Medium Dark Slate
- Transmission:
- Automatic
- Mileage:
- 44,542
- Stock #:
- 9T2402
- VIN:
- 1FTFX1E55NKE46480
New arrival
2022 Ford F-150
XLT SuperCab 4WD
44,542 mi
Albany, NY
35 mi away
Good Deal
$34,750
- Year:
- 2023
- Make:
- GMC
- Model:
- Sierra 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 420 hp 6.2L V8
- Exterior color:
- Titanium Rush Metallic
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black With Kalahari Accents
- Transmission:
- Automatic
- Mileage:
- 73,123
- Stock #:
- 2617GB
- VIN:
- 3GTUUEEL9PG218353
Sponsored Listing
2023 GMC Sierra 1500
AT4 Crew Cab 4WD
73,123 mi
Boonville, NY
89 mi away
Fair Deal
$46,670
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