Used Pickup Trucks for Sale near Ossining, NY
5,261 vehicles found
Shop with transparent pricing.
Only show listings that include dealer fees- Year:
- 2024
- Make:
- Ford
- Model:
- F-150
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 430 hp 3.5L V6 Hybrid
- Exterior color:
- Iconic Silver Metallic
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Hybrid
- Interior color:
- Black/Slate Gray
- Transmission:
- Automatic
- Mileage:
- 56,753
- Stock #:
- 107634
- VIN:
- 1FTFW3LD4RFA25261
Sponsored by Car Revolution
2024 Ford F-150
XLT SuperCrew 4WD
56,753 mi
Avenel, NJ
46 mi away
Good Deal
$34,399
- Year:
- 2023
- Make:
- Nissan
- Model:
- Frontier
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 310 hp 3.8L V6
- Exterior color:
- Deep Blue Pearl
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black (Charcoal)
- Transmission:
- Automatic
- Mileage:
- 22,752
- Stock #:
- PU6742T
- VIN:
- 1N6ED1EK5PN600095
Sponsored Listing
2023 Nissan Frontier
SV Crew Cab 4WD
22,752 mi
Wappingers Falls, NY
25 mi away
Good Deal
$31,670
- 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
New arrival
Sponsored Listing
2023 Chevrolet Silverado 1500
LT Crew Cab 4WD
31,232 mi
St James, NY
43 mi away
Fair Deal
$34,996
- Year:
- 2022
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 420 hp 6.2L V8
- Exterior color:
- Ash
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 62,708
- Stock #:
- U11236A
- VIN:
- 1GCUDEEL7NZ577522
2022 Chevrolet Silverado 1500
RST Crew Cab 4WD
62,708 mi
Centereach, NY
46 mi away
Good Deal
$39,467
- Year:
- 2023
- Make:
- Honda
- Model:
- Ridgeline
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 280 hp 3.5L V6
- Exterior color:
- Crystal Black Pearl
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 9-Speed Automatic
- Mileage:
- 25,407
- Stock #:
- 2347620
- VIN:
- 5FPYK3F18PB047620
2023 Honda Ridgeline
Sport AWD
25,407 mi
Naugatuck, CT
48 mi away
Great Deal
$29,793
- Year:
- 2022
- Make:
- Hyundai
- Model:
- Santa Cruz
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 191 hp 2.5L I4
- Exterior color:
- Ice White
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 69,935
- Stock #:
- U11323P
- VIN:
- 5NTJBDAE9NH032795
2022 Hyundai Santa Cruz
SEL Crew Cab AWD
69,935 mi
Centereach, NY
46 mi away
Good Deal
$20,744
- Year:
- 2022
- Make:
- RAM
- Model:
- 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Exterior color:
- Diamond Black Crystal Pearlcoat
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 53,789
- Stock #:
- CU4195A
- VIN:
- 1C6SRFRM7NN247833
2022 RAM 1500
Laramie Crew Cab 4WD
53,789 mi
Beacon, NY
24 mi away
Fair Deal
$38,599
- Year:
- 2014
- Make:
- Toyota
- Model:
- Tacoma
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 236 hp 4L V6
- Exterior color:
- Pyrite Mica
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray (Graphite)
- Transmission:
- Automatic
- Mileage:
- 152,554
- Stock #:
- 279648SA
- VIN:
- 3TMLU4EN0EM151440
New arrival
2014 Toyota Tacoma
Double Cab SB V6 4WD
152,554 mi
Hawthorne, NJ
20 mi away
Good Deal
$18,238
- Year:
- 2018
- Make:
- Chevrolet
- Model:
- Silverado 2500HD
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 6.6L V8 Biodiesel
- Exterior color:
- Black
- Fuel type:
- Biodiesel
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic
- Mileage:
- 108,831
- Stock #:
- 1841784
- VIN:
- 1GC1KWEY4JF241784
2018 Chevrolet Silverado 2500HD
LTZ Crew Cab 4WD
108,831 mi
Naugatuck, CT
48 mi away
Fair Deal
$39,793
- 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:
- Diamond Black Crystal Pearlcoat
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 11,123
- Stock #:
- U2135
- VIN:
- 1C6RRFGG0SN678098
Price drop
-$1,895
2025 RAM 1500
Tradesman Crew Cab 4WD
11,123 mi
Brooklyn, NY
38 mi away
Good Deal
$37,170
$35,275
- 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:
- [PGG] Sarge Green Clear Coat
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 30,960
- Stock #:
- 6555663
- VIN:
- 1C6HJTFG1ML577654
![[PGG] Sarge Green Clear Coat 2021 Jeep Gladiator Pickup Truck Four-Wheel Drive Automatic](https://static.cargurus.com/images/forsale/2026/07/15/17/12/2021_jeep_gladiator-pic-4612625810201635208-1024x768.jpeg?io=true&width=640&height=480&fit=bounds&format=jpg&auto=webp)
2021 Jeep Gladiator
Overland Crew Cab 4WD
30,960 mi
Lynbrook, NY
37 mi away
Great Deal
$26,999
- Year:
- 2020
- 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
- Combined gas mileage:
- 20 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray
- Transmission:
- Automatic
- Mileage:
- 91,226
- Stock #:
- T7095
- VIN:
- 1FTEW1EPXLKE68486
New arrival
2020 Ford F-150
XLT SuperCrew 4WD
91,226 mi
Warwick, NY
27 mi away
Fair Deal
$26,171
- 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
New arrival
2019 RAM 2500
Tradesman Crew Cab 4WD
90,766 mi
Port Jefferson Station, NY
46 mi away
Good Deal
$26,602
Popular Pickup Truck reviews
4.5 Overall rating(10221 reviews)
Jun 6, 2026
2012 Chevrolet LT Crew Cab 4WD
Before purchasing a used Silverado 2500HD, I would strongly recommend checking the overall condition of the truck with special attention to rust, the transmission, suspension, and maintenance history. Look closely at the rocker panels, cab corners, wheel wells, frame rails, brake lines, and fuel lines for excessive rust, flaking metal, or holes. During the test drive, make sure the transmission shifts smoothly without slipping, shuddering, hard shifts, or delayed engagement into drive or reverse, and ask whether it is the original transmission or if it has ever been rebuilt or replaced. Check the engine for oil leaks, coolant leaks, unusual noises, excessive exhaust smoke, or warning lights, and ask if major components such as the water pump, radiator, or thermostat have been replaced. Pay close attention to the steering and suspension by listening for clunks, checking for loose steering, and looking for uneven tire wear that could indicate worn ball joints, tie rods, wheel bearings, or other front-end components. Also inspect the brakes for pulsation, soft pedal feel, or rusted lines, and examine the tires for uneven wear, dry rot, or signs that an alignment or suspension issue may be present. Most importantly, ask for maintenance records and receipts for major repairs, as a well-documented truck is generally a much safer purchase than one with an unknown service history. For a high-mileage Silverado 2500HD, rust, transmission condition, front-end wear, four-wheel-drive operation, and cooling system maintenance are the areas most likely to lead to expensive repairs if they have been neglected.
Apr 23, 2026
2020 Ford XLT Crew Cab 4WD
Great condition really nice interior, really good priced drives and runs great
Jan 23, 2026
2022 Hyundai SEL Premium Crew Cab AWD
The car comes with incredible features I wasn’t even prepared for. Everything is thoughtfully crafted and they make use of every inch of space with hidden storage compartments. I love it so far
Dec 6, 2025
2019 Ford XLT SuperCrew RWD
Great vehicle! Has everything I need in a strong durable truck! Will definitely buy Ford again.
Oct 17, 2025
2022 GMC Denali Ultimate Crew Cab 4WD
Love this truck! Love the inline 6 diesel! And my fiance loves the massaging seats!
- 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:
- Billet Silver Metallic Clearcoat - PSC
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black - X9
- Transmission:
- Automatic
- Mileage:
- 22,884
- Stock #:
- UC5291
- VIN:
- 1C6SRFJT5PN658640
New arrival
2023 RAM 1500
Laramie Crew Cab 4WD
22,884 mi
Totowa, NJ
26 mi away
Good Deal
$43,785
- 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
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 28,045
- Stock #:
- NU453
- VIN:
- 1GCUDEED1PZ304586
2023 Chevrolet Silverado 1500
RST Crew Cab 4WD
28,045 mi
Jackson Heights, NY
28 mi away
Fair Deal
$42,252
- Year:
- 2019
- 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 (Maximum Steel Metallic Clearcoat)
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Flex Fuel Vehicle
- Interior color:
- Diesel Gray/Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 99,500
- Stock #:
- 516549NT
- VIN:
- 1C6RR7FG4KS522865
New arrival
2019 RAM 1500
Classic Express Quad Cab 4WD
99,500 mi
Newton, NJ
44 mi away
Great Deal
$15,696
- Year:
- 2020
- Make:
- Ford
- Model:
- Ranger
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 2.3L I4
- Exterior color:
- Black
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 69,242
- Stock #:
- 28131298
- VIN:
- 1FTER4FH5LLA95934
2020 Ford Ranger
Lariat SuperCrew 4WD
69,242 mi
Wayne, NJ
26 mi away
Fair Deal
$27,998
- 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:
- Blue
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 22,702
- Stock #:
- W1447
- VIN:
- 1FTEW1EP0KFB74540
New arrival
2019 Ford F-150
XL SuperCrew 4WD
22,702 mi
Islip, NY
45 mi away
Good Deal
$27,495
- 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:
- Bright White Clear Coat
- Fuel type:
- Gasoline
- Interior color:
- Black/Diesel Gray
- Mileage:
- 62,415
- Stock #:
- W2257
- VIN:
- 1C6SRFFTXNN423866
Price drop
-$900
2022 RAM 1500
Big Horn Crew Cab 4WD
62,415 mi
Watertown, CT
49 mi away
Good Deal
$34,386
$33,486
- Year:
- 2021
- Make:
- Chevrolet
- Model:
- Colorado
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 308 hp 3.6L V6
- Exterior color:
- Black
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 94,891
- Stock #:
- D12374
- VIN:
- 1GCRTEEN8M1294344
2021 Chevrolet Colorado
ZR2 Extended Cab 4WD
94,891 mi
Douglaston, NY
28 mi away
Great Deal
$25,995
- Year:
- 2020
- Make:
- RAM
- Model:
- 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 395 hp 5.7L V8
- Exterior color:
- Ivory White Tri-Coat Pearlcoat
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 88,356
- Stock #:
- WP4541A
- VIN:
- 1C6SRFJTXLN207097
New arrival
2020 RAM 1500
Laramie Crew Cab 4WD
88,356 mi
Elmsford, NY
7 mi away
Good Deal
$29,783
- Year:
- 2020
- Make:
- Chevrolet
- Model:
- Silverado 2500HD
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 401 hp 6.6L V8
- Exterior color:
- Black Gba
- Fuel type:
- Gasoline
- Interior color:
- Jet Black H1y
- Transmission:
- 6-Speed Automatic
- Mileage:
- 80,547
- Stock #:
- U6837
- VIN:
- 1GC4YPE75LF116837
2020 Chevrolet Silverado 2500HD
LTZ Crew Cab 4WD
80,547 mi
Little Falls, NJ
26 mi away
Great Deal
$38,599
- 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:
- 34,483
- Stock #:
- 9602U
- VIN:
- 1C6SRFJT1PN503454
Sponsored Listing
2023 RAM 1500
Laramie Crew Cab 4WD
34,483 mi
Fairfield, CT
33 mi away
Fair Deal
$45,182
4.5 Overall rating for Pickup Truck
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Britt O
Reviewed a 2012 Chevrolet LT Crew Cab 4WD on Jun 6, 2026
Before purchasing a used Silverado 2500HD, I would strongly recommend checking the overall condition of the truck with special attention to rust, the transmission, suspension, and maintenance history. Look closely at the rocker panels, cab corners, wheel wells, frame rails, brake lines, and fuel lines for excessive rust, flaking metal, or holes. During the test drive, make sure the transmission shifts smoothly without slipping, shuddering, hard shifts, or delayed engagement into drive or reverse, and ask whether it is the original transmission or if it has ever been rebuilt or replaced. Check the engine for oil leaks, coolant leaks, unusual noises, excessive exhaust smoke, or warning lights, and ask if major components such as the water pump, radiator, or thermostat have been replaced. Pay close attention to the steering and suspension by listening for clunks, checking for loose steering, and looking for uneven tire wear that could indicate worn ball joints, tie rods, wheel bearings, or other front-end components. Also inspect the brakes for pulsation, soft pedal feel, or rusted lines, and examine the tires for uneven wear, dry rot, or signs that an alignment or suspension issue may be present. Most importantly, ask for maintenance records and receipts for major repairs, as a well-documented truck is generally a much safer purchase than one with an unknown service history. For a high-mileage Silverado 2500HD, rust, transmission condition, front-end wear, four-wheel-drive operation, and cooling system maintenance are the areas most likely to lead to expensive repairs if they have been neglected.
Is this review helpful?
Josiah L
Reviewed a 2020 Ford XLT Crew Cab 4WD on Apr 23, 2026
Great condition really nice interior, really good priced drives and runs great
Is this review helpful?
Jesse S
Reviewed a 2022 Hyundai SEL Premium Crew Cab AWD on Jan 23, 2026
The car comes with incredible features I wasn’t even prepared for. Everything is thoughtfully crafted and they make use of every inch of space with hidden storage compartments. I love it so far
Is this review helpful?
Dale W
Reviewed a 2019 Ford XLT SuperCrew RWD on Dec 6, 2025
Great vehicle! Has everything I need in a strong durable truck! Will definitely buy Ford again.
Is this review helpful?
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