Best Pickup Trucks For Sale in Southold, NY

2021 RAM 1500

Rebel Crew Cab 4WD

75,997 miles

$34,691

Fair Deal

Watertown, CT

50 mi away

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:: Bright White Clear Coat
Combined gas mileage:: 18 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 75,997
Stock number:: W2186
VIN:: 1C6SRFLT6MN527239

Sponsored

2021 RAM 2500

Power Wagon Crew Cab 4WD

29,305 miles

$49,995

Good Deal

Riverhead, NY

17 mi away

Year:: 2021
Make:: RAM
Model:: 2500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 410 hp 6.4L V8
Exterior color:: BL
Fuel type:: Gasoline
Transmission:: 8-Speed Automatic
Mileage:: 29,305
Stock number:: UR1697
VIN:: 3C6TR5EJ6MG543881

Sponsored

2023 GMC Sierra 1500

Denali Crew Cab 4WD

44,816 miles

$49,302

Fair Deal

Certified Pre-Owned

Norwich, CT

34 mi away

Year:: 2023
Make:: GMC
Model:: Sierra 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 355 hp 5.3L V8
Exterior color:: White Frost Tricoat
Combined gas mileage:: 18 MPG
Fuel type:: Gasoline
Interior color:: Atmosphere/Brownstone
Transmission:: Automatic
Mileage:: 44,816
Stock number:: 13596
VIN:: 3GTUUGEDXPG181236

Sponsored

2023 Chevrolet Silverado 1500

LTZ Crew Cab 4WD

29,409 miles

$43,991

Fair Deal

Old Saybrook, CT

17 mi away

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:: Black
Transmission:: Automatic
Mileage:: 29,409
Stock number:: AC9308
VIN:: 2GCUDGEDXP1105279

2021 Nissan Frontier

SV Crew Cab 4WD

95,881 miles

$17,291

Great Deal

West Springfield, MA

76 mi away

Year:: 2021
Make:: Nissan
Model:: Frontier
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 310 hp 3.8L V6
Exterior color:: Brilliant Silver Metallic
Combined gas mileage:: 20 MPG
Fuel type:: Gasoline
Interior color:: Gray (Steel)
Transmission:: Automatic
Mileage:: 95,881
Stock number:: B04288Z
VIN:: 1N6ED0EB9MN709973

2022 Chevrolet Colorado

Z71 Crew Cab 4WD

41,841 miles

$28,996

Good Deal

St James, NY

40 mi away

Year:: 2022
Make:: Chevrolet
Model:: Colorado
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 308 hp 3.6L V6
Exterior color:: Summit White
Combined gas mileage:: 20 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 41,841
Stock number:: U19773T
VIN:: 1GCGTDEN0N1285480

Preparing for a close up...

Photos coming soon

2021 RAM 1500

Big Horn Crew Cab RWD

67,451 miles

$24,400

Good Deal

Linden, NJ

99 mi away

Year:: 2021
Make:: RAM
Model:: 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: 4X2
Exterior color:: Silver
Interior color:: black/diesel gray
Transmission:: Automatic
Mileage:: 67,451
Stock number:: 711643
VIN:: 1C6RREMGXMN711643

Preparing for a close up...

Photos coming soon

2023 GMC Sierra 1500

SLT Crew Cab 4WD

86,967 miles

$34,924

Great Deal

Raynham, MA

93 mi away

Year:: 2023
Make:: GMC
Model:: Sierra 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 3L I6 Diesel
Exterior color:: Summit White
Combined gas mileage:: 24 MPG
Fuel type:: Diesel
Interior color:: Jet Black
Transmission:: Automatic
Mileage:: 86,967
Stock number:: B7942A
VIN:: 3GTUUDE80PG274977

Preparing for a close up...

Photos coming soon

2022 Jeep Gladiator

Rubicon Crew Cab 4WD

18,566 miles

$34,699

Good Deal

Farmingdale, NY

57 mi away

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 (Granite Crystal Metallic Clearcoat)
Combined gas mileage:: 19 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 18,566
Stock number:: 175349
VIN:: 1C6JJTBG5NL111153

Preparing for a close up...

Photos coming soon

2022 RAM 1500

Classic SLT Crew Cab 4WD

71,228 miles

$21,500

Great Deal

Johnston, RI

71 mi away

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:: Flame Red Clearcoat
Combined gas mileage:: 19 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 71,228
Stock number:: Y51156A
VIN:: 1C6RR7LG0NS209126

Preparing for a close up...

Photos coming soon

2022 Chevrolet Colorado

Z71 Crew Cab 4WD

25,253 miles

$28,991

Great Deal

Roslyn, NY

67 mi away

Year:: 2022
Make:: Chevrolet
Model:: Colorado
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 308 hp 3.6L V6
Exterior color:: Summit White
Combined gas mileage:: 20 MPG
Fuel type:: Gasoline
Interior color:: Jet Black
Transmission:: Automatic
Mileage:: 25,253
Stock number:: 05544
VIN:: 1GCGTDEN7N1295715

Preparing for a close up...

Photos coming soon

2022 Chevrolet Silverado 1500

LTZ Crew Cab 4WD

32,224 miles

$38,856

Great Deal

Douglaston, NY

72 mi away

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:: Black
Combined gas mileage:: 17 MPG
Fuel type:: Gasoline
Interior color:: Jet Black
Transmission:: Automatic
Mileage:: 32,224
Stock number:: D12099
VIN:: 3GCUYGED5NG202320

Preparing for a close up...

Photos coming soon

2022 Ford Maverick

XL SuperCrew FWD

62,262 miles

$18,965

Great Deal

Torrington, CT

63 mi away

Year:: 2022
Make:: Ford
Model:: Maverick
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Front-Wheel Drive
Engine:: 2.5L I4 Hybrid
Exterior color:: Area 51
Combined gas mileage:: 38 MPG
Fuel type:: Hybrid
Interior color:: Black Onyx/Dark Slate
Transmission:: Continuously Variable Transmission
Mileage:: 62,262
Stock number:: N5349
VIN:: 3FTTW8E38NRA40069

Preparing for a close up...

Photos coming soon

2021 RAM 1500

Laramie Crew Cab 4WD

85,952 miles

$30,461

Good Deal

Meriden, CT

37 mi away

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:: Diamond Black Crystal Pearlcoat
Combined gas mileage:: 18 MPG
Fuel type:: Gasoline
Interior color:: Black X9
Transmission:: 8-Speed Automatic
Mileage:: 85,952
Stock number:: 60030A
VIN:: 1C6SRFJT0MN820086

Preparing for a close up...

Photos coming soon

2021 Jeep Gladiator

High Altitude Crew Cab 4WD

62,424 miles

$25,869

Great Deal

Bohemia, NY

41 mi away

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 Clearcoat
Combined gas mileage:: 19 MPG
Fuel type:: Gasoline
Interior color:: Dark Saddle/Black
Transmission:: 8-Speed Automatic
Mileage:: 62,424
Stock number:: M00731
VIN:: 1C6HJTFG0ML609042

Preparing for a close up...

Photos coming soon

2022 GMC Sierra 1500

Elevation Crew Cab 4WD

71,941 miles

$35,850

Good Deal

Waterbury, CT

44 mi away

Year:: 2022
Make:: GMC
Model:: Sierra 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 355 hp 5.3L V8
Exterior color:: Cayenne Red
Fuel type:: Gasoline
Interior color:: Jet Black
Mileage:: 71,941
Stock number:: T9320321B
VIN:: 1GTUUCEDXNZ535083

Preparing for a close up...

Photos coming soon

2021 Ford F-150

Lariat SuperCrew 4WD

95,780 miles

$30,595

Great Deal

Certified Pre-Owned

Old Saybrook, CT

17 mi away

Year:: 2021
Make:: Ford
Model:: F-150
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 400 hp 3.5L V6
Exterior color:: Smoked Quartz Metallic Tinted Clearcoat
Combined gas mileage:: 20 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: Automatic
Mileage:: 95,780
Stock number:: FF169A
VIN:: 1FTFW1E87MFB34004

Preparing for a close up...

Photos coming soon

2023 Toyota Tacoma

TRD Off Road Double Cab 4WD

23,071 miles

$37,995

Fair Deal

Hempstead, NY

67 mi away

Year:: 2023
Make:: Toyota
Model:: Tacoma
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 278 hp 3.5L V6
Exterior color:: Lunar Rock
Combined gas mileage:: 20 MPG
Fuel type:: Gasoline
Interior color:: Black/Gun Metal
Transmission:: 6-Speed Automatic
Mileage:: 23,071
Stock number:: U1561T
VIN:: 3TMCZ5AN2PM615862

Preparing for a close up...

Photos coming soon

2021 Toyota Tacoma

TRD Sport Double Cab 4WD

42,051 miles

$33,500

Great Deal

Yorktown Heights, NY

75 mi away

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:: Black
Combined gas mileage:: 20 MPG
Fuel type:: Gasoline
Transmission:: 6-Speed Automatic
Mileage:: 42,051
Stock number:: NU10253T
VIN:: 3TYCZ5AN9MT034830

Preparing for a close up...

Photos coming soon

2022 Toyota Tacoma

TRD Sport Double Cab 4WD

48,328 miles

$34,988

Fair Deal

Certified Pre-Owned

N. Dartmouth, MA

85 mi away

Year:: 2022
Make:: Toyota
Model:: Tacoma
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 278 hp 3.5L V6
Exterior color:: White (Wind Chill Pearl)
Combined gas mileage:: 20 MPG
Fuel type:: Gasoline
Interior color:: Gray
Transmission:: 6-Speed Automatic
Mileage:: 48,328
Stock number:: P45545
VIN:: 3TYCZ5AN9NT083513

Preparing for a close up...

Photos coming soon

2023 Ford F-250 Super Duty

XL Crew Cab 4WD

14,320 miles

$46,328

Great Deal

Wilbraham, MA

75 mi away

Year:: 2023
Make:: Ford
Model:: F-250 Super Duty
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 6.8L V8
Exterior color:: Oxford White
Fuel type:: Gasoline
Interior color:: Medium Dark Slate
Transmission:: Automatic
Mileage:: 14,320
Stock number:: F82476A
VIN:: 1FT8W2BA7PEC53235

Preparing for a close up...

Photos coming soon

2022 Chevrolet Silverado 1500

LT Crew Cab 4WD

62,821 miles

$27,366

Great Deal

Norwich, CT

35 mi away

Year:: 2022
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:: Automatic
Mileage:: 62,821
Stock number:: 7065
VIN:: 1GCPYJEK0NZ230647

Preparing for a close up...

Photos coming soon

2021 Honda Ridgeline

Black Edition AWD

119,068 miles

$20,600

Great Deal

Bronx, NY

76 mi away

Year:: 2021
Make:: Honda
Model:: Ridgeline
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: All-Wheel Drive
Engine:: 280 hp 3.5L V6
Exterior color:: White
Combined gas mileage:: 21 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 9-Speed Automatic
Mileage:: 119,068
Stock number:: U1314T
VIN:: 5FPYK3F80MB001577

Preparing for a close up...

Photos coming soon

2023 Toyota Tacoma

TRD Off Road Double Cab 4WD

23,071 miles

$37,995

Fair Deal

Hempstead, NY

67 mi away

Year:: 2023
Make:: Toyota
Model:: Tacoma
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 278 hp 3.5L V6
Exterior color:: Lunar Rock
Combined gas mileage:: 20 MPG
Fuel type:: Gasoline
Interior color:: Black/Gun Metal
Transmission:: 6-Speed Automatic
Mileage:: 23,071
Stock number:: U1561T
VIN:: 3TMCZ5AN2PM615862

Sponsored