Best Pickup Trucks For Sale in Windsor, MA

2023 Ford F-150

XLT SuperCrew 4WD

30,056 miles

$41,296

Fair Deal

Franklin, MA

90 mi away

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:: Agate Black Metallic
Combined gas mileage:: 20 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: Automatic
Mileage:: 30,056
Stock number:: SL0355
VIN:: 1FTEW1EP9PFC57682

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2021 RAM 1500

Big Horn Crew Cab 4WD

81,390 miles

$27,457

Good Deal

Newtonville, MA

95 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 Clearcoat
Combined gas mileage:: 18 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 81,390
Stock number:: JN8262A
VIN:: 1C6SRFFT7MN514253

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2022 RAM 1500

Classic Warlock Quad Cab 4WD

34,837 miles

$29,494

Good Deal

Lunenburg, MA

67 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:: Billet Silver Metallic Clearcoat
Combined gas mileage:: 19 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 34,837
Stock number:: S3183
VIN:: 1C6RR7GG0NS158883

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2022 RAM 2500

Big Horn Crew Cab 4WD

84,395 miles

$35,900

Great Deal

Hooksett, NH

90 mi away

Year:: 2022
Make:: RAM
Model:: 2500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 370 hp 6.7L I6 Diesel
Exterior color:: Bright White Clearcoat
Fuel type:: Diesel
Interior color:: Diesel Gray/Black
Transmission:: 6-Speed Automatic
Mileage:: 84,395
Stock number:: C86399CT
VIN:: 3C6UR5DL1NG201795

2021 Jeep Gladiator

Overland Crew Cab 4WD

87,399 miles

$24,995

Good Deal

Ware, MA

46 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:: Blue
Fuel type:: Gasoline
Mileage:: 87,399
Stock number:: 0390UJG
VIN:: 1C6HJTFG5ML520390

2022 RAM 1500

Classic Warlock Quad Cab 4WD

64,319 miles

$24,610

Great Deal

Keene, NH

48 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:: Silver
Combined gas mileage:: 19 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: Automatic
Mileage:: 64,319
Stock number:: 2185
VIN:: 1C6RR7GG3NS121097

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2022 RAM 1500

Laramie Crew Cab 4WD

17,805 miles

$39,999

Good Deal

Certified Pre-Owned

Warrensburg, NY

78 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:: 17,805
Stock number:: 6592LP
VIN:: 1C6SRFJT6NN367500

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2022 Ford F-150

Tremor SuperCrew 4WD

92,000 miles

$35,990

Great Deal

Litchfield, CT

54 mi away

Year:: 2022
Make:: Ford
Model:: F-150
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 450 hp 3.5L V6
Exterior color:: Agate Black Metallic
Combined gas mileage:: 18 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: Automatic
Mileage:: 92,000
Stock number:: U28015
VIN:: 1FTEW1E85NFC02250

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2021 GMC Sierra 1500

SLT Crew Cab 4WD

96,778 miles

$31,944

Good Deal

Old Saybrook, CT

90 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:: White
Combined gas mileage:: 18 MPG
Fuel type:: Gasoline
Transmission:: 10-Speed Automatic
Mileage:: 96,778
Stock number:: 5057
VIN:: 3GTU9DED3MG224357

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2022 Chevrolet Silverado 1500

Custom Double Cab 4WD

42,279 miles

$28,456

Good Deal

Meriden, CT

70 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 Gba
Combined gas mileage:: 18 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 42,279
Stock number:: 50133B
VIN:: 1GCRDBEK2NZ615072

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2023 Ford F-150

XLT SuperCrew 4WD

19,795 miles

$38,895

Great Deal

Certified Pre-Owned

Salem, NH

95 mi away

Year:: 2023
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:: 19,795
Stock number:: K8044
VIN:: 1FTEW1EPXPKE26955

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2021 GMC Sierra 1500

Elevation Double Cab 4WD

61,527 miles

$29,499

Great Deal

Lancaster, MA

70 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:: Onyx Black
Combined gas mileage:: 24 MPG
Fuel type:: Diesel
Transmission:: Automatic
Mileage:: 61,527
Stock number:: P199404
VIN:: 1GTV9CET5MZ199404

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2021 Ford F-150

Lariat SuperCrew 4WD

94,847 miles

$30,900

Great Deal

Manchester, NH

87 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:: Carbonized Gray
Combined gas mileage:: 20 MPG
Fuel type:: Gasoline
Interior color:: Slate Gray
Transmission:: Automatic
Mileage:: 94,847
Stock number:: 43157
VIN:: 1FTFW1E84MFA43157

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2022 Chevrolet Silverado 1500

Custom Crew Cab 4WD

98,669 miles

$23,995

Great Deal

Queensbury, NY

64 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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2022 Ford F-150

XL SuperCab 4WD

79,800 miles

$25,284

Good Deal

Certified Pre-Owned

Old Saybrook, CT

91 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:: Gray Metallic
Combined gas mileage:: 20 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: Automatic
Mileage:: 79,800
Stock number:: EE155A
VIN:: 1FTEX1EP7NFA22322

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2023 Ford F-150

XLT SuperCrew 4WD

22,428 miles

$38,795

Good Deal

Certified Pre-Owned

Salem, NH

95 mi away

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
Transmission:: Automatic
Mileage:: 22,428
Stock number:: K8012
VIN:: 1FTEW1EP2PFB67631

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2022 RAM 1500

Big Horn Quad Cab 4WD

20,630 miles

$34,500

Good Deal

Kingston, NY

67 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:: 20,630
Stock number:: KJ24784B
VIN:: 1C6SRFBT2NN327817

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2022 Jeep Gladiator

Willys Crew Cab 4WD

3,603 miles

$35,995

Fair Deal

Certified Pre-Owned

Cheshire, MA

6 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
Combined gas mileage:: 19 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: Automatic
Mileage:: 3,603
Stock number:: CT-6269AL
VIN:: 1C6HJTAGXNL155925

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2022 Chevrolet Silverado 1500

RST Crew Cab 4WD

63,863 miles

$31,926

Great Deal

Acton, MA

83 mi away

Year:: 2022
Make:: Chevrolet
Model:: Silverado 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Exterior color:: Black
Interior color:: Jet Black
Transmission:: Automatic
Mileage:: 63,863
Stock number:: U3400A
VIN:: 1GCUYEEL5NZ234258

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2022 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

64,029 miles

$36,699

Great Deal

Certified Pre-Owned

Acton, MA

83 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:: Summit White
Combined gas mileage:: 17 MPG
Fuel type:: Gasoline
Interior color:: Jet Black
Transmission:: Automatic
Mileage:: 64,029
Stock number:: U5218
VIN:: 3GCUDFED3NG627010

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2022 RAM 1500

Laramie Crew Cab 4WD

16,884 miles

$43,494

Fair Deal

Fitchburg, MA

65 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:: Diamond Black Crystal Pearlcoat
Fuel type:: Gasoline
Mileage:: 16,884
Stock number:: L428438
VIN:: 1C6SRFJT4NN428438

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2022 Chevrolet Silverado 1500

Custom Crew Cab 4WD

18,682 miles

$33,176

Good Deal

Certified Pre-Owned

Rutland, VT

74 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:: Jet Black
Transmission:: 8-Speed Automatic
Mileage:: 18,682
Stock number:: 2205745A
VIN:: 1GCPDBEK0NZ605745

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2022 RAM 1500

Limited Crew Cab 4WD

58,568 miles

$39,401

Good Deal

Woburn, MA

95 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:: 58,568
Stock number:: P-5872
VIN:: 1C6SRFHT8NN212565

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2021 RAM 1500

Big Horn Crew Cab 4WD

104,631 miles

$22,999

Great Deal

Bethany, CT

77 mi away

Year:: 2021
Make:: RAM
Model:: 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Exterior color:: Patriot Blue Pearl Coat
Interior color:: Black
Transmission:: Automatic
Mileage:: 104,631
Stock number:: R1562620
VIN:: 1C6SRFMT2MN562620

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