Best Pickup Trucks For Sale in Middlebury, CT

2023 Chevrolet Silverado 1500

RST Crew Cab 4WD

19,404 miles

$45,500

Fair Deal

Certified Pre-Owned

West Springfield, MA

47 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:: Northsky Blue Metallic
Combined gas mileage:: 18 MPG
Fuel type:: Gasoline
Interior color:: Jet Black, Cloth Seat Trim
Transmission:: Automatic
Mileage:: 19,404
Stock number:: 31131
VIN:: 1GCUDEED6PZ247382

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2023 Honda Ridgeline

RTL-E AWD

8,849 miles

$35,987

Fair Deal

Wallingford, CT

16 mi away

Year:: 2023
Make:: Honda
Model:: Ridgeline
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: All-Wheel Drive
Engine:: 280 hp 3.5L V6
Exterior color:: Red
Combined gas mileage:: 21 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 9-Speed Automatic
Mileage:: 8,849
Stock number:: P5500
VIN:: 5FPYK3F74PB016546

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2022 Ford F-250 Super Duty

XL SuperCab 4WD

97,813 miles

$27,995

Good Deal

Branford, CT

22 mi away

Year:: 2022
Make:: Ford
Model:: F-250 Super Duty
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 385 hp 6.2L V8 Flex Fuel Vehicle
Exterior color:: [JS] Iconic Silver
Fuel type:: Flex Fuel Vehicle
Interior color:: Medium Earth Gray
Transmission:: Automatic
Mileage:: 97,813
Stock number:: 7474
VIN:: 1FT7X2B64NEC95864

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2022 Jeep Gladiator

Overland Crew Cab 4WD

30,309 miles

$28,902

Great Deal

Greenwich, CT

45 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

2022 Jeep Gladiator

Willys Crew Cab 4WD

40,067 miles

$26,696

Great Deal

Bridgeport, CT

23 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

2022 Chevrolet Silverado 1500

LT Crew Cab 4WD

30,135 miles

$38,742

Fair Deal

Certified Pre-Owned

Wallingford, CT

16 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

16 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 Ford F-150

Lariat SuperCrew 4WD

46,799 miles

$41,715

Good Deal

Certified Pre-Owned

Glastonbury, CT

30 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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2021 Chevrolet Silverado 1500

LT Double Cab 4WD

55,745 miles

$28,997

Fair Deal

West Springfield, MA

49 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:: Automatic
Mileage:: 55,745
Stock number:: B35761B
VIN:: 1GCRYDED3MZ118452

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2023 GMC Canyon

AT4X Crew Cab 4WD

13,993 miles

$43,978

Good Deal

Vernon Rockville, CT

40 mi away

Year:: 2023
Make:: GMC
Model:: Canyon
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:: 16 MPG
Fuel type:: Gasoline
Interior color:: Black (Obsidian Rush)
Transmission:: 8-Speed Automatic
Mileage:: 13,993
Stock number:: 10851
VIN:: 1GTP6EEK0P1221672

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2022 RAM 1500

Big Horn Crew Cab 4WD

22,925 miles

$38,985

Fair Deal

Willimantic, CT

49 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:: 22,925
Stock number:: 8551
VIN:: 1C6SRFFTXNN256571

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2023 Ford F-150

XLT SuperCrew 4WD

21,089 miles

$39,364

Good Deal

Certified Pre-Owned

Glastonbury, CT

30 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:: Avalanche Gray
Combined gas mileage:: 20 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: Automatic
Mileage:: 21,089
Stock number:: 23UC9057
VIN:: 1FTEW1EP6PFC95614

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2023 Chevrolet Silverado 1500

High Country Crew Cab 4WD

33,701 miles

$45,493

Great Deal

Watertown, CT

3 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:: Northsky Blue Metallic
Fuel type:: Gasoline
Interior color:: Jet Black/Nightshift Blue
Transmission:: Automatic
Mileage:: 33,701
Stock number:: K3148
VIN:: 1GCUDJED9PZ130243

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2021 GMC Sierra 1500

AT4 Crew Cab 4WD

62,064 miles

$35,694

Good Deal

Old Saybrook, CT

41 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:: Blue
Combined gas mileage:: 18 MPG
Fuel type:: Gasoline
Transmission:: Automatic
Mileage:: 62,064
Stock number:: CP2987
VIN:: 1GTP9EED1MZ185951

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2022 GMC Canyon

AT4 Crew Cab 4WD with Leather

83,045 miles

$25,544

Great Deal

Old Saybrook, CT

41 mi away

Year:: 2022
Make:: GMC
Model:: Canyon
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 308 hp 3.6L V6
Exterior color:: White
Combined gas mileage:: 20 MPG
Fuel type:: Gasoline
Interior color:: Jet Black/Kalahari
Transmission:: 8-Speed Automatic
Mileage:: 83,045
Stock number:: 5087
VIN:: 1GTG6FEN6N1133206

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2022 Toyota Tacoma

SR V6 Double Cab 4WD

37,679 miles

$32,349

Good Deal

Terryville, CT

12 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:: Midnight Black Metallic
Combined gas mileage:: 20 MPG
Fuel type:: Gasoline
Interior color:: Cement
Transmission:: 6-Speed Automatic
Mileage:: 37,679
Stock number:: 9518
VIN:: 3TMCZ5AN5NM466912

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2022 Chevrolet Silverado 1500

Custom Double Cab 4WD

80,598 miles

$23,988

Great Deal

Torrington, CT

20 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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2023 Jeep Gladiator

Rubicon Crew Cab 4WD

29,648 miles

$36,298

Fair Deal

West Springfield, MA

49 mi away

Year:: 2023
Make:: Jeep
Model:: Gladiator
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 285 hp 3.6L V6
Exterior color:: Black
Combined gas mileage:: 19 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: Automatic
Mileage:: 29,648
Stock number:: B35881B
VIN:: 1C6JJTBG2PL567436

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2021 Chevrolet Silverado 1500

Custom Crew Cab 4WD

97,325 miles

$23,998

Good Deal

Woodbury, CT

5 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:: Cherry Red Tintcoat
Combined gas mileage:: 20 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 97,325
Stock number:: 260004A
VIN:: 3GCPYBEK6MG318414

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2022 GMC Sierra 1500

Elevation Crew Cab 4WD

27,585 miles

$37,496

Good Deal

St James, NY

46 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:: 27,585
Stock number:: U19920
VIN:: 3GTPUCEK2NG617918

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2021 GMC Sierra 1500

SLT Crew Cab 4WD

102,337 miles

$28,557

Great Deal

Middletown, CT

24 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 (Dark Sky Metallic)
Fuel type:: Gasoline
Interior color:: Jet Black
Transmission:: Automatic
Mileage:: 102,337
Stock number:: CS190025A
VIN:: 1GTU9DED8MZ228257

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2021 Toyota Tacoma

TRD Sport Double Cab 4WD

56,971 miles

$33,595

Good Deal

Old Saybrook, CT

41 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:: Black
Transmission:: 6-Speed Automatic
Mileage:: 56,971
Stock number:: AC9305
VIN:: 5TFCZ5AN6MX256750

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2021 GMC Sierra 1500

AT4 Crew Cab 4WD

108,458 miles

$30,158

Great Deal

Glastonbury, CT

30 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)
Combined gas mileage:: 18 MPG
Fuel type:: Gasoline
Interior color:: Jet Black With Kalahari Accents
Transmission:: Automatic
Mileage:: 108,458
Stock number:: 21UC9238
VIN:: 3GTP9EED7MG381036

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2021 Chevrolet Silverado 1500

LT Crew Cab 4WD

95,939 miles

$26,275

Good Deal

Middletown, CT

23 mi away

Year:: 2021
Make:: Chevrolet
Model:: Silverado 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 277 hp 3L I6 Diesel
Exterior color:: Gray (Satin Steel Metallic)
Combined gas mileage:: 24 MPG
Fuel type:: Diesel
Interior color:: Black
Transmission:: Automatic
Mileage:: 95,939
Stock number:: P38574
VIN:: 3GCUYDET9MG162957

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