Best Pickup Trucks For Sale in Fairfield, CT

2022 Jeep Gladiator

Rubicon Crew Cab 4WD

37,760 miles

$32,717

Good Deal

Brookfield, CT

20 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:: Hydro Blue Pearlcoat
Combined gas mileage:: 19 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 37,760
Stock number:: Z4117
VIN:: 1C6JJTBG3NL122703

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2023 GMC Sierra 1500

AT4X Crew Cab 4WD

44,691 miles

$55,902

Fair Deal

Riverhead, NY

34 mi away

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:: Onyx Black
Combined gas mileage:: 15 MPG
Fuel type:: Gasoline
Interior color:: Black (Obsidian Rush)
Transmission:: Automatic
Mileage:: 44,691
Stock number:: 45054U
VIN:: 3GTUUFEL5PG234331

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2023 Ford F-150

XL SuperCab 4WD

26,681 miles

$36,999

Fair Deal

Cheshire, CT

26 mi away

Year:: 2023
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:: Antimatter Blue Metallic
Combined gas mileage:: 19 MPG
Fuel type:: Flex Fuel Vehicle
Interior color:: Medium Dark Slate
Transmission:: Automatic
Mileage:: 26,681
Stock number:: U25333A
VIN:: 1FTFX1E54PKD37785

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2021 RAM 2500

Power Wagon Crew Cab 4WD

66,890 miles

$45,999

Fair Deal

Watertown, CT

27 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:: Olive Green Pearlcoat
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 66,890
Stock number:: U41722A
VIN:: 3C6TR5EJ2MG544767

2023 Ford Maverick

XLT SuperCrew AWD

45,677 miles

$23,612

Great Deal

New Britain, CT

40 mi away

Year:: 2023
Make:: Ford
Model:: Maverick
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: All-Wheel Drive
Engine:: 250 hp 2L I4
Exterior color:: Oxford White - YZ
Combined gas mileage:: 25 MPG
Fuel type:: Gasoline
Interior color:: Blue (Navy Pier/Medium Slate - 7B)
Transmission:: Automatic
Mileage:: 45,677
Stock number:: H9944A
VIN:: 3FTTW8F91PRA52621

2023 Toyota Tacoma

TRD Off Road Double Cab 4WD

23,793 miles

$38,799

Good Deal

Danbury, CT

18 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:: Black
Combined gas mileage:: 20 MPG
Fuel type:: Gasoline
Transmission:: 6-Speed Automatic
Mileage:: 23,793
Stock number:: BH30
VIN:: 3TYCZ5AN1PT132982

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2023 RAM 1500

Laramie Crew Cab 4WD

21,739 miles

$39,997

Good Deal

Hempstead, NY

39 mi away

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:: Black
Combined gas mileage:: 18 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: Automatic
Mileage:: 21,739
Stock number:: U31505
VIN:: 1C6SRFJT5PN581221

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2022 Ford Maverick

XL SuperCrew FWD

62,262 miles

$19,998

Good Deal

Torrington, CT

44 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

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2023 GMC Sierra 1500

Elevation Crew Cab 4WD

43,658 miles

$40,997

Good Deal

Bridgeport, CT

3 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:: Black
Transmission:: Automatic
Mileage:: 43,658
Stock number:: B25715T
VIN:: 1GTUUCE83PZ107829

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2023 Chevrolet Silverado 1500

LT Crew Cab 4WD

49,302 miles

$30,498

Great Deal

Torrington, CT

44 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:: Jet Black
Transmission:: Automatic
Mileage:: 49,302
Stock number:: N5101
VIN:: 1GCUDDED6PZ315867

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2021 Ford F-150

Lariat SuperCrew 4WD

62,164 miles

$37,413

Good Deal

Old Saybrook, CT

45 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:: Black
Combined gas mileage:: 20 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: Automatic
Mileage:: 62,164
Stock number:: GM1097C
VIN:: 1FTFW1E83MFA65229

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2023 Chevrolet Silverado 1500

RST Crew Cab 4WD

23,235 miles

$41,496

Great Deal

St James, NY

24 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:: Black
Combined gas mileage:: 18 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: Automatic
Mileage:: 23,235
Stock number:: U19580T
VIN:: 2GCUDEED7P1105177

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2023 GMC Sierra 1500

Pro Double Cab 4WD

30,765 miles

$31,999

Good Deal

Old Saybrook, CT

45 mi away

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:: Summit White
Combined gas mileage:: 19 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 30,765
Stock number:: AC9255
VIN:: 1GTRUAEK8PZ240415

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2022 RAM 1500

Laramie Crew Cab 4WD

38,088 miles

$36,850

Fair Deal

Lynbrook, NY

44 mi away

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 Clearcoat
Combined gas mileage:: 18 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: Automatic
Mileage:: 38,088
Stock number:: U3182T
VIN:: 1C6SRFJT6NN340992

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2021 GMC Sierra 1500

Denali Crew Cab 4WD

49,307 miles

$39,900

Good Deal

Poughkeepsie, NY

46 mi away

Year:: 2021
Make:: GMC
Model:: Sierra 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 277 hp 3L I6 Diesel
Exterior color:: Black (Ebony Twilight Metallic)
Combined gas mileage:: 24 MPG
Fuel type:: Diesel
Interior color:: Jet Black
Transmission:: Automatic
Mileage:: 49,307
Stock number:: 31867
VIN:: 3GTU9FET2MG337736

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2022 RAM 1500

Big Horn Crew Cab 4WD

46,230 miles

$30,400

Great Deal

Englewood, NJ

44 mi away

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 Clearcoat
Combined gas mileage:: 18 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 46,230
Stock number:: C3741X
VIN:: 1C6SRFMT8NN307570

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2021 Jeep Gladiator

Rubicon Crew Cab 4WD

38,996 miles

$31,500

Great Deal

Certified Pre-Owned

East Hartford, CT

50 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:: Sting-Gray Clearcoat
Combined gas mileage:: 19 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 6-Speed Manual
Mileage:: 38,996
Stock number:: 19521Q
VIN:: 1C6JJTBG3ML501716

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2022 RAM 1500

TRX Crew Cab 4WD

37,129 miles

$69,489

Great Deal

Watertown, CT

28 mi away

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:: Flame Red Clearcoat
Combined gas mileage:: 12 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 37,129
Stock number:: X93311
VIN:: 1C6SRFU99NN193311

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2022 Jeep Gladiator

Willys Sport Crew Cab 4WD

57,896 miles

$24,798

Great Deal

Lindenhurst, NY

34 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:: Green
Combined gas mileage:: 19 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: Automatic
Mileage:: 57,896
Stock number:: U7178
VIN:: 1C6HJTAG5NL107930

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2021 Chevrolet Silverado 1500

Custom Double Cab 4WD

117,719 miles

$18,444

Great Deal

Airmont , NY

44 mi away

Year:: 2021
Make:: Chevrolet
Model:: Silverado 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 310 hp 2.7L I4
Exterior color:: Silver Ice Metallic
Combined gas mileage:: 20 MPG
Fuel type:: Gasoline
Interior color:: Jet Black
Transmission:: Automatic
Mileage:: 117,719
Stock number:: MZ147646
VIN:: 1GCRYBEK3MZ147646

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2021 GMC Canyon

Elevation Crew Cab 4WD

57,276 miles

$23,993

Great Deal

Certified Pre-Owned

Roslyn, NY

35 mi away

Year:: 2021
Make:: GMC
Model:: Canyon
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 308 hp 3.6L V6
Exterior color:: Blue
Combined gas mileage:: 19 MPG
Fuel type:: Gasoline
Interior color:: Jet Black
Transmission:: Automatic
Mileage:: 57,276
Stock number:: 05548
VIN:: 1GTG6CEN4M1254829

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2021 Chevrolet Silverado 1500

High Country Crew Cab 4WD

39,121 miles

$40,496

Great Deal

St James, NY

24 mi away

Year:: 2021
Make:: Chevrolet
Model:: Silverado 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 420 hp 6.2L V8
Exterior color:: Black
Combined gas mileage:: 17 MPG
Fuel type:: Gasoline
Interior color:: Jet Black
Transmission:: Automatic
Mileage:: 39,121
Stock number:: U19400T
VIN:: 1GCUYHELXMZ447982

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2022 GMC Canyon

Elevation Standard Extended Cab RWD

14,454 miles

$24,499

Good Deal

Englewood, NJ

44 mi away

Year:: 2022
Make:: GMC
Model:: Canyon
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: 4X2
Engine:: 308 hp 3.6L V6
Exterior color:: Summit White
Combined gas mileage:: 21 MPG
Fuel type:: Gasoline
Interior color:: Jet Black/Dark Ash
Transmission:: 8-Speed Automatic
Mileage:: 14,454
Stock number:: 55501A
VIN:: 1GTH5BEN4N1209599

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2021 Chevrolet Colorado

LT Crew Cab 4WD

43,555 miles

$24,999

Good Deal

Freeport, NY

41 mi away

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:: Gray (Satin Steel Metallic)
Combined gas mileage:: 20 MPG
Fuel type:: Gasoline
Interior color:: Jet Black
Transmission:: Automatic
Mileage:: 43,555
Stock number:: C11617
VIN:: 1GCGTCEN4M1268853

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