Best Pickup Trucks For Sale in Chatham, NY

2023 Chevrolet Silverado 1500

Custom Crew Cab 4WD

31,454 miles

$31,388

Good Deal

Brookfield, CT

61 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:: Summit White
Combined gas mileage:: 19 MPG
Fuel type:: Gasoline
Interior color:: Jet Black
Transmission:: 8-Speed Automatic
Mileage:: 31,454
Stock number:: Z4255
VIN:: 1GCPDBEK3PZ133737

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2022 RAM 1500

Big Horn Crew Cab 4WD

71,817 miles

$30,813

Good Deal

Rhinebeck, NY

31 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:: Diesel Gray/Black
Transmission:: 8-Speed Automatic
Mileage:: 71,817
Stock number:: C9429
VIN:: 1C6SRFFTXNN158916

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2023 Chevrolet Silverado 1500

RST Crew Cab 4WD

46,527 miles

$42,495

Fair Deal

Meriden, CT

69 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:: 46,527
Stock number:: VW2598
VIN:: 3GCUDEED2PG287779

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2022 GMC Sierra 1500

Elevation Crew Cab 4WD

61,950 miles

$32,999

Great Deal

Amsterdam, NY

56 mi away

Year:: 2022
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:: 18 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 61,950
Stock number:: U0117
VIN:: 1GTPUCEK2NZ515406

2021 RAM 1500

Laramie Crew Cab 4WD

26,940 miles

$36,289

Great Deal

Certified Pre-Owned

Meriden, CT

68 mi away

Year:: 2021
Make:: RAM
Model:: 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Exterior color:: Flame Red Clearcoat
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 26,940
Stock number:: 60042A
VIN:: 1C6SRFRT1MN707137

2023 Chevrolet Silverado 1500

LTZ Crew Cab 4WD

66,995 miles

$39,995

Good Deal

Certified Pre-Owned

Ludlow, VT

85 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:: Gideon/Very Dark Atmosphere
Transmission:: Automatic
Mileage:: 66,995
Stock number:: 9393A
VIN:: 1GCUDGEL2PZ219940

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2021 RAM 1500

Classic Tradesman Crew Cab 4WD

99,970 miles

$21,999

Fair Deal

Amsterdam, NY

56 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:: Billet Silver Metallic Clearcoat
Combined gas mileage:: 19 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 99,970
Stock number:: U0127
VIN:: 3C6RR7KG9MG506676

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2022 Ford F-150

XL SuperCrew 4WD

54,024 miles

$29,500

Good Deal

Certified Pre-Owned

Schenectady, NY

35 mi away

Year:: 2022
Make:: Ford
Model:: F-150
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 325 hp 2.7L V6
Exterior color:: Carbonized Gray Metallic
Combined gas mileage:: 20 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: Automatic
Mileage:: 54,024
Stock number:: 65352
VIN:: 1FTEW1EPXNFB79491

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2021 GMC Sierra 1500

Elevation Crew Cab 4WD

88,584 miles

$28,988

Great Deal

Certified Pre-Owned

Glastonbury, CT

66 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:: Summit White
Combined gas mileage:: 24 MPG
Fuel type:: Diesel
Interior color:: Black
Transmission:: Automatic
Mileage:: 88,584
Stock number:: 21UC8942
VIN:: 3GTU9CET9MG183296

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2022 Ford F-150

XL SuperCrew 4WD

23,985 miles

$34,348

Good Deal

Certified Pre-Owned

Glastonbury, CT

66 mi away

Year:: 2022
Make:: Ford
Model:: F-150
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 325 hp 2.7L V6
Exterior color:: Agate Black Metallic
Combined gas mileage:: 20 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: Automatic
Mileage:: 23,985
Stock number:: 22UC9002
VIN:: 1FTEW1EPXNFC12604

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2023 GMC Sierra 1500

Elevation Standard Crew Cab 4WD

50,360 miles

$31,900

Great Deal

Certified Pre-Owned

Springfield, MA

53 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:: Dynamic Blue Metallic
Combined gas mileage:: 19 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 50,360
Stock number:: C50748A
VIN:: 1GTPUJEK1PZ143659

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2023 RAM 1500

Big Horn Crew Cab 4WD

42,921 miles

$33,179

Fair Deal

Hudson, NY

10 mi away

Year:: 2023
Make:: RAM
Model:: 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 305 hp 3.6L V6
Exterior color:: Gray (Granite Crystal Metallic Clearcoat)
Combined gas mileage:: 21 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 42,921
Stock number:: 2225P
VIN:: 1C6RRFFG9PN666668

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2021 Jeep Gladiator

Sport Crew Cab 4WD

29,441 miles

$27,463

Good Deal

Certified Pre-Owned

Glastonbury, CT

66 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:: Sarge Green Clearcoat
Combined gas mileage:: 19 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 6-Speed Manual
Mileage:: 29,441
Stock number:: 21UC9285
VIN:: 1C6HJTAG1ML622549

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2022 Ford Maverick

XLT SuperCrew FWD

27,315 miles

$24,500

Good Deal

New London, CT

100 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:: Carbonized Gray Metallic
Combined gas mileage:: 38 MPG
Fuel type:: Hybrid
Interior color:: Blue (Navy Pier / Medium Slate)
Transmission:: Continuously Variable Transmission
Mileage:: 27,315
Stock number:: M26078A
VIN:: 3FTTW8E35NRA74017

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2022 Chevrolet Silverado 1500

LTZ Crew Cab 4WD

100,647 miles

$29,995

Great Deal

Newport, NH

99 mi away

Year:: 2022
Make:: Chevrolet
Model:: Silverado 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 277 hp 3L I6 Diesel
Exterior color:: Summit White
Combined gas mileage:: 24 MPG
Fuel type:: Diesel
Interior color:: Jet Black
Transmission:: Automatic
Mileage:: 100,647
Stock number:: E13970A
VIN:: 1GCUDGET1NZ639167

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2022 RAM 1500

Rebel Crew Cab 4WD

51,436 miles

$37,942

Good Deal

Sidney, NY

94 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:: Black
Fuel type:: Gasoline
Mileage:: 51,436
Stock number:: B6681
VIN:: 1C6SRFLT9NN199283

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2021 Chevrolet Silverado 1500

LT Crew Cab 4WD

115,876 miles

$22,995

Great Deal

Newport, NH

99 mi away

Year:: 2021
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:: 17 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 115,876
Stock number:: E13715A
VIN:: 3GCUYDED8MG319984

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2022 Chevrolet Silverado 1500

Custom Crew Cab 4WD

71,714 miles

$27,995

Good Deal

Certified Pre-Owned

Ludlow, VT

85 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:: 71,714
Stock number:: 2224
VIN:: 1GCPYBEK8NZ175404

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2022 RAM 1500

Laramie Crew Cab 4WD

50,862 miles

$34,791

Good Deal

Swanzey, NH

77 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:: Ivory White Tri-Coat Pearlcoat
Combined gas mileage:: 18 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 50,862
Stock number:: U5100576
VIN:: 1C6SRFJT4NN363591

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2022 Chevrolet Silverado 1500

Custom Crew Cab 4WD

98,669 miles

$23,995

Great Deal

Queensbury, NY

69 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:: White
Combined gas mileage:: 18 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 98,669
Stock number:: 155584
VIN:: 3GCPYBEK2NG155584

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2023 Toyota Tacoma

SR V6 Double Cab 4WD

33,278 miles

$32,499

Good Deal

Port Jervis, NY

88 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:: White
Combined gas mileage:: 20 MPG
Fuel type:: Gasoline
Interior color:: Cement
Transmission:: 6-Speed Automatic
Mileage:: 33,278
Stock number:: U26321
VIN:: 3TMCZ5AN4PM550612

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2021 Chevrolet Silverado 1500

RST Crew Cab 4WD

54,996 miles

$32,995

Good Deal

Newport, NH

99 mi away

Year:: 2021
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:: Black
Transmission:: 8-Speed Automatic
Mileage:: 54,996
Stock number:: E14010A
VIN:: 1GCUYEED8MZ386574

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2022 GMC Sierra 1500

Elevation Crew Cab 4WD

71,941 miles

$36,650

Fair Deal

Waterbury, CT

62 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

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2022 Chevrolet Silverado 1500

Custom Crew Cab 4WD

45,283 miles

$30,995

Fair Deal

Milford, CT

81 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:: Dark Ash Metallic
Combined gas mileage:: 18 MPG
Fuel type:: Gasoline
Interior color:: Jet Black
Transmission:: 8-Speed Automatic
Mileage:: 45,283
Stock number:: 25f436a
VIN:: 1GCPDBEK1NZ576532

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