4X4 trucks for Sale in Southold, NY

6,587 results

Sort by:

2023 Ford F-150

XL SuperCrew 4WD

21,518 miles

$36,500

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:: Oxford White
Combined gas mileage:: 20 MPG
Fuel type:: Gasoline
Interior color:: Black/Slate Gray
Transmission:: Automatic
Mileage:: 21,518
Stock #:: CG13178A
VIN:: 1FTEW1EPXPKF66598

2019 Chevrolet Silverado 1500

LT Trail Boss Double Cab 4WD

124,706 miles

$23,998

Fair Deal

$470/mo est.

Manufacturer certified

Fairfield, CT

43 mi away

Year:: 2019
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:: 19 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 124,706
Stock #:: 25303B
VIN:: 1GCRYFED8KZ339764

2025 Chevrolet Silverado 1500

ZR2 Crew Cab 4WD

5,773 miles

$60,977

Good Deal

$1,142/mo est.

Third-party certified

Clifton, NJ

93 mi away

Year:: 2025
Make:: Chevrolet
Model:: Silverado 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 3L I6 Diesel
Exterior color:: Black - GBA
Combined gas mileage:: 21 MPG
Fuel type:: Diesel
Interior color:: Jet Black/Graystone - H37
Transmission:: Automatic
Mileage:: 5,773
Stock #:: 25T651A
VIN:: 3GCUKHE83SG373220

2018 GMC Canyon

SLE Extended Cab 4WD

125,521 miles

$14,998

Year:: 2018
Make:: GMC
Model:: Canyon
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 308 hp 3.6L V6
Exterior color:: Black
Combined gas mileage:: 20 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: Automatic
Mileage:: 125,521
Stock #:: J1236249
VIN:: 1GTH6CEN6J1236249

2015 Ford F-250 Super Duty

XLT Crew Cab 4WD

55,733 miles

$25,880

Year:: 2015
Make:: Ford
Model:: F-250 Super Duty
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 385 hp 6.2L V8 Flex Fuel Vehicle
Exterior color:: Gray (Magnetic Metallic)
Fuel type:: Flex Fuel Vehicle
Interior color:: Gray (Steel)
Transmission:: 6-Speed Automatic
Mileage:: 55,733
Stock #:: U28283
VIN:: 1FT7W2B61FEC68027

2022 Chevrolet Silverado 3500HD

LT Crew Cab 4WD

49,022 miles

$42,998

Year:: 2022
Make:: Chevrolet
Model:: Silverado 3500HD
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 401 hp 6.6L V8
Exterior color:: White
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 6-Speed Automatic
Mileage:: 49,022
Stock #:: N1210246
VIN:: 2GC4YTE7XN1210246

2013 Chevrolet Avalanche

LTZ Black Diamond Edition 4WD

85,700 miles

$21,500

Year:: 2013
Make:: Chevrolet
Model:: Avalanche
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 320 hp 5.3L V8 Flex Fuel Vehicle
Exterior color:: Champagne
Combined gas mileage:: 18 MPG
Fuel type:: Flex Fuel Vehicle
Interior color:: Brown (Beige)
Transmission:: 6-Speed Automatic
Mileage:: 85,700
Stock #:: 1271
VIN:: 3GNTKGE70DG202478

2022 GMC Sierra 3500HD

SLE Crew Cab LB 4WD

60,688 miles

$47,998

Year:: 2022
Make:: GMC
Model:: Sierra 3500HD
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 401 hp 6.6L V8
Exterior color:: White
Fuel type:: Gasoline
Interior color:: Black
Transmission:: Automatic
Mileage:: 60,688
Stock #:: NF157834
VIN:: 1GD49TE70NF157834

2018 Chevrolet Silverado 1500

LTZ Crew Cab 4WD

70,383 miles

$30,585

Year:: 2018
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
Transmission:: 8-Speed Automatic Overdrive
Mileage:: 70,383
Stock #:: 11209
VIN:: 3GCUKSEC4JG120438

2022 Jeep Gladiator

Willys Crew Cab 4WD

40,067 miles

$25,998

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:: Sarge Green Clearcoat
Combined gas mileage:: 19 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 40,067
Stock #:: B26034A2
VIN:: 1C6HJTAG9NL115304

Preparing for a close up...

Photos coming soon

2017 RAM 1500

Sport Crew Cab 4WD

123,046 miles

$19,359

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:: Gray
Combined gas mileage:: 18 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 123,046
Stock #:: V25-17
VIN:: 1C6RR7MT5HS501614

Preparing for a close up...

Photos coming soon

2019 Chevrolet Silverado 1500

Custom Trail Boss Double Cab 4WD

59,389 miles

$29,995

Year:: 2019
Make:: Chevrolet
Model:: Silverado 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 355 hp 5.3L V8
Exterior color:: Gray
Combined gas mileage:: 16 MPG
Fuel type:: Gasoline
Transmission:: Automatic
Mileage:: 59,389
Stock #:: T426GA
VIN:: 1GCRYCEF2KZ346726

Preparing for a close up...

Photos coming soon

2016 GMC Canyon

SLT Crew Cab 4WD

105,822 miles

$16,995

Year:: 2016
Make:: GMC
Model:: Canyon
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 181 hp 2.8L I4 Diesel
Exterior color:: Cyber Gray Metallic
Combined gas mileage:: 24 MPG
Fuel type:: Diesel
Interior color:: Black
Transmission:: 6-Speed Automatic
Mileage:: 105,822
Stock #:: G8612S
VIN:: 1GTP6DE13G1350443

Preparing for a close up...

Photos coming soon

2015 Ford F-150

XLT SuperCrew LB 4WD

124,853 miles

$18,997

Fair Deal

$372/mo est.

92 mi away

Year:: 2015
Make:: Ford
Model:: F-150
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 3.5L V6
Exterior color:: Blue Flame Metallic
Combined gas mileage:: 20 MPG
Fuel type:: Gasoline
Interior color:: Brown (Beige)
Transmission:: 6-Speed Automatic
Mileage:: 124,853
Stock #:: C901-RK-1901-41
VIN:: 1FTFW1EG0FFC82652

Preparing for a close up...

Photos coming soon

2020 Chevrolet Silverado 1500

RST Crew Cab 4WD

68,128 miles

$28,924

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:: 68,128
Stock #:: M0459A
VIN:: 3GCPYEEK4LG135111

Preparing for a close up...

Photos coming soon

2019 Ford Ranger

XLT SuperCrew 4WD

98,425 miles

$21,500

Year:: 2019
Make:: Ford
Model:: Ranger
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 2.3L I4
Exterior color:: Gray (Magnetic)
Combined gas mileage:: 22 MPG
Fuel type:: Gasoline
Interior color:: Black (Ebony)
Transmission:: Automatic
Mileage:: 98,425
Stock #:: G12889A
VIN:: 1FTER4FH4KLA21435

Preparing for a close up...

Photos coming soon

2020 Ford F-150

XLT SuperCrew 4WD

121,514 miles

$19,995

Year:: 2020
Make:: Ford
Model:: F-150
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Exterior color:: Gray (Magnetic)
Interior color:: Black
Transmission:: Automatic
Mileage:: 121,514
Stock #:: PU5864V
VIN:: 1FTEW1E46LFB96839

Preparing for a close up...

Photos coming soon

2023 Nissan Frontier

PRO-4X Crew Cab 4WD

17,142 miles

$36,387

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:: Green
Combined gas mileage:: 18 MPG
Fuel type:: Gasoline
Interior color:: Gray
Transmission:: 9-Speed Automatic
Mileage:: 17,142
Stock #:: TE6165B
VIN:: 1N6ED1EKXPN670269

Preparing for a close up...

Photos coming soon

2020 Jeep Gladiator

Rubicon Crew Cab 4WD

42,412 miles

$30,998

Year:: 2020
Make:: Jeep
Model:: Gladiator
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 285 hp 3.6L V6
Exterior color:: Sting-Gray Clearcoat
Combined gas mileage:: 19 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 42,412
Stock #:: 66154A
VIN:: 1C6JJTBGXLL138068

2015 Ford F-150

Platinum SuperCrew LB 4WD

144,000 miles

$19,499

Year:: 2015
Make:: Ford
Model:: F-150
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 3.5L V6
Exterior color:: Blue
Combined gas mileage:: 20 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 6-Speed Automatic
Mileage:: 144,000
VIN:: 1FTFW1EG7FFC24909

2019 Chevrolet Colorado

Z71 Extended Cab LB 4WD

169,659 miles

$14,900

Year:: 2019
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:: 20 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 169,659
Stock #:: 266594
VIN:: 1GCHTDEN8K1266594

Preparing for a close up...

Photos coming soon

2022 GMC Canyon

AT4 Crew Cab 4WD with Cloth

26,981 miles

$32,495

Year:: 2022
Make:: GMC
Model:: Canyon
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 308 hp 3.6L V6
Exterior color:: Gray
Combined gas mileage:: 20 MPG
Fuel type:: Gasoline
Transmission:: Automatic
Mileage:: 26,981
Stock #:: 8872
VIN:: 1GTG6FEN1N1310292

Preparing for a close up...

Photos coming soon

2021 Jeep Gladiator

Overland Crew Cab 4WD

41,383 miles

$27,995

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:: Black Clear Coat
Combined gas mileage:: 19 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 41,383
Stock #:: UR1739
VIN:: 1C6HJTFGXML512012

Preparing for a close up...

Photos coming soon

2021 Jeep Gladiator

Overland Crew Cab 4WD

41,383 miles

$27,995

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:: Black Clear Coat
Combined gas mileage:: 19 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 41,383
Stock #:: UR1739
VIN:: 1C6HJTFGXML512012

A better way to discover your best deal

Let us help you find a car you’ll love.

4X4 trucks for Sale in Southold, NY

2023 Ford F-150

$36,500

2019 Chevrolet Silverado 1500

$23,998

2025 Chevrolet Silverado 1500

$60,977

2018 GMC Canyon

$14,998

2015 Ford F-250 Super Duty

$25,880

2022 Chevrolet Silverado 3500HD

$42,998

2013 Chevrolet Avalanche

$21,500

2022 GMC Sierra 3500HD

$47,998

2018 Chevrolet Silverado 1500

$30,585

2022 Jeep Gladiator

$25,998

2017 RAM 1500

$19,359

2019 Chevrolet Silverado 1500

$29,995

2016 GMC Canyon

$16,995

2015 Ford F-150

$18,997

2020 Chevrolet Silverado 1500

$28,924

2019 Ford Ranger

$21,500

2020 Ford F-150

$19,995

2023 Nissan Frontier

$36,387

2020 Jeep Gladiator

$30,998

2015 Ford F-150

$19,499

2019 Chevrolet Colorado

$14,900

2022 GMC Canyon

$32,495

2021 Jeep Gladiator

$27,995

2021 Jeep Gladiator

$27,995

Broader Searches

Shop By City

Popular Searches

Used car dealers near Southold

A better way to discover your best deal