Best Pickup Trucks For Sale inMiddlebury, CT
1,313 vehicles found
Shop with transparent pricing.
Only show listings that include dealer fees- 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:
- Ivory White Tri-Coat Pearlcoat
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Mountain Brown
- Transmission:
- 8-Speed Automatic
- Mileage:
- 14,341
- Stock #:
- RAN28449A
- VIN:
- 1C6SRFKT8PN634556
Sponsored by Shaker Family Ford Lincoln
2023 RAM 1500
Limited Longhorn Crew Cab 4WD
14,341 mi
Watertown, CT
3 mi away
Fair Deal
$53,787
- 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:
- Summit White
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black/Teak
- Transmission:
- 8-Speed Automatic
- Mileage:
- 37,053
- Stock #:
- P177575
- VIN:
- 1GTP6FEK3P1177575
New arrival
Sponsored Listing
2023 GMC Canyon
Denali Crew Cab 4WD
37,053 mi
Danbury, CT
18 mi away
Good Deal
$40,997
- 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:
- Sting-Gray Clearcoat
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 81,340
- Stock #:
- 124216
- VIN:
- 1C6HJTAG2NL124216
Sponsored Listing
2022 Jeep Gladiator
Sport Crew Cab 4WD
81,340 mi
Fort Montgomery, NY
47 mi away
Great Deal
$24,594
- 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:
- Bright White Clearcoat
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 24,097
- Stock #:
- CP3001
- VIN:
- 1C6SRFFTXPN562205
2023 RAM 1500
Big Horn Crew Cab 4WD
24,097 mi
Old Saybrook, CT
41 mi away
Fair Deal
$40,969
- 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 X9
- Transmission:
- 8-Speed Automatic
- Mileage:
- 59,011
- Stock #:
- 60072A
- VIN:
- 1C6SRFHT6NN160322
2022 RAM 1500
Limited Crew Cab 4WD
59,011 mi
Meriden, CT
16 mi away
Good Deal
$40,182
- 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:
- 25,595
- Stock #:
- GB0401
- VIN:
- 3GCPDCEK8PG340310
Price drop
-$1,001
2023 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
25,595 mi
Carmel, NY
30 mi away
Good Deal
$39,168
$38,167
- Year:
- 2022
- Make:
- RAM
- Model:
- 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 260 hp 3L V6 Biodiesel
- Exterior color:
- Black
- Fuel type:
- Biodiesel
- Mileage:
- 76,203
- Stock #:
- W2291
- VIN:
- 1C6SRFFMXNN314154
2022 RAM 1500
Big Horn Crew Cab 4WD
76,203 mi
Watertown, CT
3 mi away
Good Deal
$31,586
- 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:
- Diamond Black Crystal Pearlcoat
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 121,963
- Stock #:
- DOD33717A
- VIN:
- 1C6SRFBT4MN792775
2021 RAM 1500
Big Horn Quad Cab 4WD
121,963 mi
Watertown, CT
4 mi away
Fair Deal
$23,658
- 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:
- Diamond Black Crystal Pearlcoat
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 93,631
- Stock #:
- 52778AQ
- VIN:
- 1C6SRFHT2MN536433
2021 RAM 1500
Limited Crew Cab 4WD
93,631 mi
Waterbury, CT
6 mi away
Good Deal
$34,761
- 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:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 135,767
- Stock #:
- C36T480A
- VIN:
- 1GCUYDED3MZ239797
Price drop
-$2,794
2021 Chevrolet Silverado 1500
LT Crew Cab 4WD
135,767 mi
Milford, CT
22 mi away
Great Deal
$23,544
$20,750
- 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:
- GY
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Transmission:
- 8-Speed Automatic
- Mileage:
- 15,322
- Stock #:
- UR1521
- VIN:
- 1C6RRFFG9PN666475
2023 RAM 1500
Big Horn Crew Cab 4WD
15,322 mi
Riverhead, NY
47 mi away
Great Deal
$34,975
- Year:
- 2022
- Make:
- GMC
- Model:
- Sierra 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 277 hp 3L I6 Diesel
- Exterior color:
- Brown (Beige)
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Diesel
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 64,532
- Stock #:
- UB6630
- VIN:
- 3GTUUCET3NG557319
New arrival
2022 GMC Sierra 1500
Elevation Crew Cab 4WD
64,532 mi
Riverhead, NY
47 mi away
Great Deal
$36,220
- Year:
- 2021
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Exterior color:
- Mosaic Black Metallic
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 87,033
- Stock #:
- 210621A
- VIN:
- 1GCUYEED0MZ412424
Price drop
-$1,400
2021 Chevrolet Silverado 1500
RST Crew Cab 4WD
87,033 mi
Willimantic, CT
47 mi away
Great Deal
$28,289
$26,889
- 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:
- Blue
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Transmission:
- 10-Speed Automatic
- Mileage:
- 65,788
- Stock #:
- 5229
- VIN:
- 1GCUYDEDXNZ141612
Price drop
-$2,000
2022 Chevrolet Silverado 1500
LT Crew Cab 4WD
65,788 mi
Old Saybrook, CT
41 mi away
Good Deal
$34,943
$32,943
- 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:
- 57,879
- Stock #:
- 20143MK2
- VIN:
- 1C6SRFJT8MN679574
2021 RAM 1500
Laramie Crew Cab 4WD
57,879 mi
North Haven, CT
16 mi away
Fair Deal
$36,947
- 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:
- Delmonico Red Pearlcoat
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 25,944
- Stock #:
- 11907
- VIN:
- 1C6RR7GG4NS156117
2022 RAM 1500
Classic Warlock Quad Cab 4WD
25,944 mi
Branford, CT
24 mi away
Great Deal
$30,987
- 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:
- Automatic
- Mileage:
- 53,823
- Stock #:
- U23231
- VIN:
- 3GCPDBEK6NG564683
Price drop
-$1,000
2022 Chevrolet Silverado 1500
Custom Crew Cab 4WD
53,823 mi
Riverhead, NY
47 mi away
Good Deal
$29,990
$28,990
- 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:
- 44,391
- Stock #:
- M26286A
- VIN:
- 1C6SRFBT3NN176325
2022 RAM 1500
Big Horn Quad Cab 4WD
44,391 mi
Hamden, CT
15 mi away
Fair Deal
$34,799
- 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:
- Diamond Black Crystal Pearlcoat
- Fuel type:
- Diesel
- Interior color:
- Black
- Transmission:
- 6-Speed Automatic
- Mileage:
- 78,842
- Stock #:
- T261154A
- VIN:
- 3C6UR5TL4NG158524
2022 RAM 2500
Limited Mega Cab 4WD
78,842 mi
Manchester, CT
37 mi away
Fair Deal
$59,694
- 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:
- Brown (Lt Frost Beige/Mountain)
- Transmission:
- Automatic
- Mileage:
- 105,356
- Stock #:
- 26006A
- VIN:
- 1C6SRFJTXMN696604
Price drop
-$1,387
2021 RAM 1500
Laramie Crew Cab 4WD
105,356 mi
Madison, CT
30 mi away
Great Deal
$28,618
$27,860
- 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:
- Bright White Clearcoat
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 69,913
- Stock #:
- 25168B
- VIN:
- 1C6JJTEG9ML585648
2021 Jeep Gladiator
Mojave Crew Cab 4WD
69,913 mi
Madison, CT
30 mi away
Good Deal
$31,322
- 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:
- 42,352
- Stock #:
- 20000MA4
- VIN:
- 1C6HJTAG1NL143243
2022 Jeep Gladiator
Willys Crew Cab 4WD
42,352 mi
North Haven, CT
16 mi away
Good Deal
$29,980
- 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:
- Black
- Fuel type:
- Gasoline
- Interior color:
- Black
- Mileage:
- 26,630
- Stock #:
- 606695
- VIN:
- 1C6HJTAG9ML606695
2021 Jeep Gladiator
Willys Crew Cab 4WD
26,630 mi
Middletown, CT
23 mi away
Fair Deal
$33,789
- 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:
- Bright White Clearcoat
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 58,418
- Stock #:
- RAM86614A
- VIN:
- 1C6JJTBG5PL541543
Sponsored Listing
2023 Jeep Gladiator
Rubicon Crew Cab 4WD
58,418 mi
Watertown, CT
4 mi away
Fair Deal
$36,658
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