Best Pickup Trucks For Sale in New Fairfield, CT

2021 Ford F-150

XL SuperCrew 4WD

95,076 miles

$27,995

Fair Deal

Milford, CT

28 mi away

Year:: 2021
Make:: Ford
Model:: F-150
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Exterior color:: Oxford White
Interior color:: Black
Transmission:: Automatic
Mileage:: 95,076
Stock number:: A53400
VIN:: 1FTEW1EP2MFA75589

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2022 Chevrolet Silverado 1500

Custom Crew Cab 4WD

68,751 miles

$26,995

Good Deal

Milford, CT

28 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:: Silver Ice Metallic
Combined gas mileage:: 18 MPG
Fuel type:: Gasoline
Interior color:: Jet Black
Transmission:: 8-Speed Automatic
Mileage:: 68,751
Stock number:: 25F283A
VIN:: 3GCPYBEK0NG103578

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2021 GMC Sierra 1500

SLT Crew Cab 4WD

68,463 miles

$33,565

Great Deal

Waterbury, CT

23 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:: White Frost Tricoat
Combined gas mileage:: 24 MPG
Fuel type:: Diesel
Interior color:: Jet Black
Transmission:: Automatic
Mileage:: 68,463
Stock number:: U9543A
VIN:: 3GTU9DET3MG407037

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2022 Jeep Gladiator

Overland Crew Cab 4WD

30,309 miles

$28,902

Great Deal

Greenwich, CT

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:: Black Clearcoat
Combined gas mileage:: 19 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 30,309
Stock number:: CUG1511
VIN:: 1C6HJTFG9NL161093

2021 GMC Sierra 1500

Elevation Crew Cab 4WD

71,452 miles

$30,449

Great Deal

New Hampton, NY

49 mi away

Year:: 2021
Make:: GMC
Model:: Sierra 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 355 hp 5.3L V8
Exterior color:: Gray (Satin Steel Metallic)
Fuel type:: Gasoline
Interior color:: Jet Black
Transmission:: Automatic
Mileage:: 71,452
Stock number:: UA26014
VIN:: 3GTU9CED0MG443495

2021 RAM 1500

Big Horn Crew Cab 4WD

69,231 miles

$26,980

Fair Deal

Jericho, NY

49 mi away

Year:: 2021
Make:: RAM
Model:: 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 305 hp 3.6L V6
Exterior color:: Black
Combined gas mileage:: 21 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: Automatic
Mileage:: 69,231
Stock number:: P49214
VIN:: 1C6RRFFG0MN621078

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2022 Jeep Gladiator

Willys Crew Cab 4WD

40,067 miles

$26,696

Great Deal

Bridgeport, CT

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

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2023 GMC Sierra 1500

SLE Double Cab 4WD

41,306 miles

$36,821

Fair Deal

Certified Pre-Owned

Wallingford, CT

35 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:: Onyx Black
Combined gas mileage:: 18 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: Automatic
Mileage:: 41,306
Stock number:: 197712F
VIN:: 1GTRUBED7PZ197712

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2022 Chevrolet Silverado 1500

LT Crew Cab 4WD

38,779 miles

$31,679

Good Deal

New Hampton, NY

49 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:: Northsky Blue Metallic
Combined gas mileage:: 18 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 38,779
Stock number:: UA25997
VIN:: 3GCPDKEK4NG517345

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2023 Toyota Tacoma

SR5 V6 Double Cab 4WD

62,458 miles

$31,123

Great Deal

Nanuet, NY

38 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:: Magnetic Gray Metallic
Combined gas mileage:: 20 MPG
Fuel type:: Gasoline
Interior color:: Cement
Transmission:: 6-Speed Automatic
Mileage:: 62,458
Stock number:: TB042519A
VIN:: 3TYCZ5AN1PT134862

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2023 Ford Maverick

XLT SuperCrew FWD

52,806 miles

$24,885

Fair Deal

Certified Pre-Owned

Nanuet, NY

38 mi away

Year:: 2023
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:: 37 MPG
Fuel type:: Hybrid
Interior color:: Blue (Navy Pier/Medium Slate)
Transmission:: Continuously Variable Transmission
Mileage:: 52,806
Stock number:: B1865
VIN:: 3FTTW8E30PRA80083

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2022 Chevrolet Silverado 1500

LT Crew Cab 4WD

30,135 miles

$38,742

Fair Deal

Certified Pre-Owned

Wallingford, CT

35 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:: Northsky Blue Metallic
Combined gas mileage:: 17 MPG
Fuel type:: Gasoline
Interior color:: Jet Black
Transmission:: Automatic
Mileage:: 30,135
Stock number:: 506171F
VIN:: 1GCUDDED8NZ506171

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2022 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

65,410 miles

$31,099

Good Deal

Bristol, CT

33 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:: 8-Speed Automatic
Mileage:: 65,410
Stock number:: UA38236A
VIN:: 3GCPDCEK4NG569791

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2021 Toyota Tacoma

TRD Sport Double Cab 4WD

38,364 miles

$35,899

Fair Deal

Danbury, CT

6 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:: Red
Combined gas mileage:: 20 MPG
Fuel type:: Gasoline
Interior color:: Black/Gun Metal
Transmission:: 6-Speed Automatic
Mileage:: 38,364
Stock number:: C2851
VIN:: 5TFCZ5AN8MX261223

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2021 Ford F-150

XL SuperCrew 4WD

109,138 miles

$22,495

Great Deal

Hartford, CT

45 mi away

Year:: 2021
Make:: Ford
Model:: F-150
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 420 hp 3.5L V6 Hybrid
Exterior color:: Guard Metallic
Combined gas mileage:: 24 MPG
Fuel type:: Hybrid
Interior color:: Black
Transmission:: Automatic
Mileage:: 109,138
Stock number:: 4259
VIN:: 1FTFW1ED9MFA43247

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2023 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

19,273 miles

$39,591

Great Deal

Roslyn, NY

49 mi away

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:: Black
Combined gas mileage:: 19 MPG
Fuel type:: Gasoline
Interior color:: Jet Black
Transmission:: Automatic
Mileage:: 19,273
Stock number:: 05568
VIN:: 3GCPDFEK3PG118680

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2023 Toyota Tacoma

TRD Sport Double Cab 4WD

22,182 miles

$34,988

Great Deal

Hamden, CT

30 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:: Gray
Combined gas mileage:: 20 MPG
Fuel type:: Gasoline
Transmission:: Automatic
Mileage:: 22,182
Stock number:: P8955A
VIN:: 3TYCZ5ANXPT163115

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2023 Chevrolet Silverado 1500

Custom Crew Cab 4WD

41,571 miles

$30,523

Great Deal

Torrington, CT

31 mi away

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:: Dark Ash Metallic
Combined gas mileage:: 19 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 41,571
Stock number:: N5291
VIN:: 1GCPDBEK2PZ214468

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2022 Chevrolet Silverado 1500

Custom Double Cab 4WD

80,598 miles

$23,988

Great Deal

Torrington, CT

31 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:: 8-Speed Automatic
Mileage:: 80,598
Stock number:: N5229A
VIN:: 1GCRYBEK6NZ222521

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2021 Toyota Tacoma

TRD Sport Double Cab 4WD

47,953 miles

$33,387

Great Deal

Meriden, CT

35 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:: White
Combined gas mileage:: 20 MPG
Fuel type:: Gasoline
Interior color:: Cement/Black
Transmission:: 6-Speed Automatic
Mileage:: 47,953
Stock number:: 6444P
VIN:: 3TYCZ5AN2MT013821

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2021 Toyota Tacoma

TRD Off Road Double Cab 4WD

89,363 miles

$33,595

Fair Deal

Mount Kisco, NY

22 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:: Cement
Combined gas mileage:: 20 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 6-Speed Automatic
Mileage:: 89,363
Stock number:: U11795
VIN:: 3TYCZ5AN1MT026348

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2021 Ford F-150

Lariat SuperCrew 4WD

46,799 miles

$41,715

Good Deal

Certified Pre-Owned

Glastonbury, CT

48 mi away

Year:: 2021
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:: Black
Combined gas mileage:: 19 MPG
Fuel type:: Flex Fuel Vehicle
Interior color:: Black
Transmission:: Automatic
Mileage:: 46,799
Stock number:: 21UC9357
VIN:: 1FTFW1E56MFA65103

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2022 RAM 1500

Big Horn Crew Cab 4WD

39,354 miles

$33,700

Good Deal

Certified Pre-Owned

Bristol, CT

34 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:: Gray (Granite Crystal Metallic Clearcoat)
Combined gas mileage:: 18 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 39,354
Stock number:: 23435A
VIN:: 1C6SRFFT4NN457043

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2023 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

32,078 miles

$45,519

Good Deal

Nanuet, NY

38 mi away

Year:: 2023
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:: 18 MPG
Fuel type:: Gasoline
Interior color:: Jet Black
Transmission:: Automatic
Mileage:: 32,078
Stock number:: WU257847
VIN:: 3GCUDFEL1PG257847

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