4X4 trucks for Sale in New Windsor, NY
8,620 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:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 355 hp 5.3L V8
- Exterior color:
- Cypress Gray
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 17,124
- Stock #:
- 186667T
- VIN:
- 3GCUKFED4TG186667
Sponsored by Honesdale Chrysler
2026 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
17,124 mi
Honesdale, PA
64 mi away
Fair Deal
$58,484
- 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
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 18,295
- Stock #:
- 7T3069
- VIN:
- 3GCUDFED8NG591329
Price drop
-$2,500
Sponsored Listing
2022 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
18,295 mi
Albany, NY
82 mi away
Fair Deal
$48,175
$45,675
- Year:
- 2025
- 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:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 18,135
- Stock #:
- C9459
- VIN:
- 1GCPKEEK8SZ266851
Sponsored Listing
2025 Chevrolet Silverado 1500
RST Crew Cab 4WD
18,135 mi
Old Saybrook, CT
85 mi away
Good Deal
$42,242
- Year:
- 2022
- Make:
- Jeep
- Model:
- Gladiator
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 285 hp 3.6L V6
- Exterior color:
- Gray
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Transmission:
- Automatic
- Mileage:
- 10,092
- Stock #:
- CT2977
- VIN:
- 1C6HJTAG6NL132898
New arrival
2022 Jeep Gladiator
Sport S Crew Cab 4WD
10,092 mi
Colchester, CT
87 mi away
Fair Deal
$34,649
- Year:
- 2019
- 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:
- Summit White
- Fuel type:
- Flex Fuel Vehicle
- Interior color:
- Dark Ash With Jet Black Interior Accents
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 51,587
- Stock #:
- 8T3195
- VIN:
- 2GC2KREG1K1155175
New arrival
2019 Chevrolet Silverado 2500HD
Work Truck Double Cab 4WD
51,587 mi
Albany, NY
82 mi away
Great Deal
$29,317
- Year:
- 2020
- 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:
- 20 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 92,884
- VIN:
- 3GCPYBEK6LG423176
New arrival
2020 Chevrolet Silverado 1500
Custom Crew Cab 4WD
92,884 mi
Simsbury, CT
70 mi away
Great Deal
$22,798
- Year:
- 2022
- Make:
- Jeep
- Model:
- Gladiator
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 285 hp 3.6L V6
- Exterior color:
- Hydro Blue Pearlcoat
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 31,890
- Stock #:
- TT0628B
- VIN:
- 1C6JJTEGXNL128011
Price drop
-$1,017
2022 Jeep Gladiator
Mojave Crew Cab 4WD
31,890 mi
New London, CT
99 mi away
Great Deal
$34,796
$33,779
- Year:
- 2019
- Make:
- Ford
- Model:
- F-150
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 325 hp 2.7L V6
- Exterior color:
- Ruby Red Metallic Tinted Clearcoat/Magnetic
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 84,261
- VIN:
- 1FTEW1EP4KFB15135
2019 Ford F-150
XLT SuperCrew 4WD
84,261 mi
Taylor, PA
89 mi away
Good Deal
$23,664
- Year:
- 2022
- Make:
- Jeep
- Model:
- Gladiator
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 285 hp 3.6L V6
- Exterior color:
- Silver Zynith Clearcoat
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 48,062
- Stock #:
- D1329K
- VIN:
- 1C6HJTAG1NL140892
2022 Jeep Gladiator
Sport Crew Cab 4WD
48,062 mi
Columbia, CT
92 mi away
Good Deal
$27,589
- Year:
- 2019
- Make:
- RAM
- Model:
- 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 395 hp 5.7L V8
- Exterior color:
- Gray (Maximum Steel Metallic Clearcoat)
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 95,548
- Stock #:
- U22014T
- VIN:
- 1C6SRFFT7KN924290
2019 RAM 1500
Big Horn Crew Cab 4WD
95,548 mi
Warwick, NY
27 mi away
Fair Deal
$24,699
- Year:
- 2019
- Make:
- RAM
- Model:
- 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 395 hp 5.7L V8
- Exterior color:
- Delmonico Red Pearlcoat
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 47,544
- Stock #:
- P2217A
- VIN:
- 1C6SRFFT9KN540267
New arrival
2019 RAM 1500
Big Horn Crew Cab 4WD
47,544 mi
Roselle, NJ
61 mi away
Great Deal
$26,721
- 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:
- Diamond Black
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 80,946
- Stock #:
- N27356A
- VIN:
- 1C6RR7GT4NS207452
2022 RAM 1500
Classic Warlock Quad Cab 4WD
80,946 mi
Hartford, CT
73 mi away
Fair Deal
$29,395
- 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
22 mi away
Good Deal
$34,074
- Year:
- 2019
- Make:
- RAM
- Model:
- 2500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 410 hp 6.4L V8
- Exterior color:
- Billet Silver Metallic
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 90,766
- Stock #:
- JU3551T
- VIN:
- 3C6UR5CJXKG675627
2019 RAM 2500
Tradesman Crew Cab 4WD
90,766 mi
Port Jefferson Station, NY
64 mi away
Good Deal
$26,882
- 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:
- Flame Red Clearcoat
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 10,661
- Stock #:
- 23708A
- VIN:
- 1C6RRFGG6SN716515
Price drop
-$3,000
2025 RAM 1500
Tradesman Crew Cab 4WD
10,661 mi
Bristol, CT
59 mi away
Great Deal
$37,990
$34,990
- Year:
- 2022
- Make:
- RAM
- Model:
- 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 260 hp 3L V6 Biodiesel
- Exterior color:
- Billet Silver Metallic Clearcoat
- Combined gas mileage:
- 25 MPG
- Fuel type:
- Biodiesel
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 28,594
- Stock #:
- U16678NP
- VIN:
- 1C6SRFJM8NN223939
Price drop
-$2,993
2022 RAM 1500
Laramie Crew Cab 4WD
28,594 mi
West Islip, NY
66 mi away
Great Deal
$38,243
$35,250
- Year:
- 2023
- Make:
- GMC
- Model:
- Sierra 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 310 hp 2.7L I4
- Exterior color:
- Titanium Rush Metallic
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 24,425
- Stock #:
- 21061J
- VIN:
- 1GTRUJEK2PZ273958
2023 GMC Sierra 1500
Elevation Standard Double Cab 4WD
24,425 mi
East Rutherford, NJ
47 mi away
Great Deal
$35,494
- 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:
- Blue Metallic
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 31,232
- Stock #:
- U20690
- VIN:
- 3GCPDKEK4PG196510
2023 Chevrolet Silverado 1500
LT Crew Cab 4WD
31,232 mi
St James, NY
63 mi away
Fair Deal
$34,496
- Year:
- 2017
- Make:
- RAM
- Model:
- 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 395 hp 5.7L V8
- Exterior color:
- White
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Brown
- Transmission:
- Automatic
- Mileage:
- 54,571
- Stock #:
- Nv17rambox
- VIN:
- 1C6RR7PT3HS625490
New arrival
2017 RAM 1500
Laramie Longhorn Crew Cab 4WD
54,571 mi
Clifton Park, NY
94 mi away
Good Deal
$29,146
- 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:
- Gray (Granite Crystal Metallic Clearcoat)
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 2,929
- Stock #:
- U16475L
- VIN:
- 1C6RRFFG9SN192892
2025 RAM 1500
Big Horn Crew Cab 4WD
2,929 mi
West Islip, NY
66 mi away
Great Deal
$38,293
- Year:
- 2020
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 420 hp 6.2L V8
- Exterior color:
- Gray
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Transmission:
- 10-Speed Automatic
- Mileage:
- 81,133
- Stock #:
- 5283
- VIN:
- 1GCUYHEL0LZ122787
Price drop
-$745
2020 Chevrolet Silverado 1500
High Country Crew Cab 4WD
81,133 mi
Old Saybrook, CT
85 mi away
Good Deal
$35,288
$34,543
- Year:
- 2024
- 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:
- 18,690
- Stock #:
- X4825
- VIN:
- 1GCPDBEK9RZ283211
2024 Chevrolet Silverado 1500
Custom Crew Cab 4WD
18,690 mi
Milford, CT
52 mi away
Good Deal
$35,783
- Year:
- 2012
- Make:
- RAM
- Model:
- 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 390 hp 5.7L V8
- Exterior color:
- Bright White Clearcoat
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Dark Slate/Medium Graystone
- Transmission:
- 6-Speed Automatic
- Mileage:
- 61,609
- Stock #:
- U16661T
- VIN:
- 1C6RD7FT5CS269262
2012 RAM 1500
Express Quad Cab 4WD
61,609 mi
West Islip, NY
66 mi away
Good Deal
$15,309
- Year:
- 2023
- Make:
- RAM
- Model:
- 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 305 hp 3.6L V6
- Exterior color:
- Delmonico Red Pearlcoat
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Interior color:
- Diesel Gray/Black
- Transmission:
- Automatic
- Mileage:
- 13,182
- Stock #:
- 1355808
- VIN:
- 1C6RRFFG6PN692550
Sponsored Listing
2023 RAM 1500
Big Horn Crew Cab 4WD
13,182 mi
Croton-On-Hudson, NY
22 mi away
Fair Deal
$38,975
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