Used Pickup Trucks for Sale near Winsted, CT
3,463 results
- Year:
- 2024
- Make:
- GMC
- Model:
- Sierra 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 310 hp 2.7L I4
- Exterior color:
- Onyx Black
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 30,395
- Stock #:
- Z4553
- VIN:
- 3GTPUJEK7RG327071
Sponsored by Blasius Mitsubishi
2024 GMC Sierra 1500
Elevation Standard Crew Cab 4WD
30,395 mi
Brookfield, CT
38 mi away
Fair Deal
$41,050
- 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:
- 17,620
- Stock #:
- PV26041A
- VIN:
- 3GCPDKEKXNG646545
Sponsored Listing
2022 Chevrolet Silverado 1500
LT Crew Cab 4WD
17,620 mi
Chicopee, MA
30 mi away
Fair Deal
$40,358
- Year:
- 2025
- Make:
- Nissan
- Model:
- Frontier
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 310 hp 3.8L V6
- Exterior color:
- Boulder Gray Pearl
- Fuel type:
- Gasoline
- Interior color:
- Gray (Steel)
- Transmission:
- 9-Speed Automatic Overdrive
- Mileage:
- 8,482
- Stock #:
- TW306955A
- VIN:
- 1N6ED1EK7SN630224
Sponsored Listing
2025 Nissan Frontier
PRO-4X Crew Cab 4WD
8,482 mi
Danbury, CT
45 mi away
Good Deal
$38,689
- Year:
- 2023
- Make:
- Chevrolet
- Model:
- Colorado
- 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/Adrenaline Red
- Transmission:
- 8-Speed Automatic
- Mileage:
- 34,320
- Stock #:
- FEU7961A
- VIN:
- 1GCPTDEKXP1202436
New arrival
2023 Chevrolet Colorado
Z71 Crew Cab 4WD
34,320 mi
Poughkeepsie, NY
48 mi away
Fair Deal
$36,451
- Year:
- 2020
- Make:
- Jeep
- Model:
- Gladiator
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 285 hp 3.6L V6
- Exterior color:
- Black Clear Coat
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 65,291
- VIN:
- 1C6HJTAGXLL181549
2020 Jeep Gladiator
Sport Crew Cab 4WD
65,291 mi
Waterbury, CT
29 mi away
Good Deal
$23,499
- Year:
- 2018
- 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
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 138,376
- Stock #:
- 434707
- VIN:
- 3GCUKSEC8JG434707
New arrival
2018 Chevrolet Silverado 1500
LTZ Crew Cab 4WD
138,376 mi
Plantsville, CT
30 mi away
Fair Deal
$22,898
- Year:
- 2022
- Make:
- Ford
- Model:
- Maverick
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Front-Wheel Drive
- Engine:
- 2.5L I4 Hybrid
- Exterior color:
- Cactus
- Combined gas mileage:
- 38 MPG
- Fuel type:
- Hybrid
- Interior color:
- Black Onyx/Dark Slate
- Transmission:
- Continuously Variable Transmission
- Mileage:
- 51,269
- Stock #:
- FEU8052A
- VIN:
- 3FTTW8E30NRA63376
New arrival
2022 Ford Maverick
XL SuperCrew FWD
51,269 mi
Poughkeepsie, NY
48 mi away
Fair Deal
$23,148
- 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:
- Sting-Gray Clear Coat
- Fuel type:
- Gasoline
- Transmission:
- 8-Speed Automatic Overdrive
- Mileage:
- 84,355
- Stock #:
- 9404UJG
- VIN:
- 1C6JJTBG1ML599404
2021 Jeep Gladiator
Rubicon Crew Cab 4WD
84,355 mi
Ware, MA
49 mi away
Good Deal
$29,344
- Year:
- 2019
- Make:
- RAM
- Model:
- 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Exterior color:
- Gray (Granite Crystal Metallic Clearcoat)
- Transmission:
- Automatic
- Mileage:
- 109,713
- Stock #:
- 12296TA
- VIN:
- 1C6SRFFT9KN645777
2019 RAM 1500
Big Horn Crew Cab 4WD
109,713 mi
Willimantic, CT
47 mi away
Fair Deal
$22,522
- Year:
- 2022
- Make:
- Ford
- Model:
- Ranger
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 2.3L I4
- Exterior color:
- Shadow Black
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black (Ebony)
- Transmission:
- Automatic
- Mileage:
- 12,831
- Stock #:
- D38176
- VIN:
- 1FTER4FH7NLD38176
New arrival
2022 Ford Ranger
XL SuperCrew 4WD
12,831 mi
Meriden, CT
34 mi away
Fair Deal
$30,599
- Year:
- 2020
- 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:
- 71,533
- Stock #:
- FS3483A
- VIN:
- 1C6JJTBG6LL101566
2020 Jeep Gladiator
Rubicon Crew Cab 4WD
71,533 mi
Kingston, NY
46 mi away
Great Deal
$27,777
- Year:
- 2025
- Make:
- Ford
- Model:
- Maverick
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 2.5L I4 Hybrid
- Exterior color:
- White Metallic
- Combined gas mileage:
- 37 MPG
- Fuel type:
- Hybrid
- Interior color:
- Black Onyx
- Transmission:
- Continuously Variable Transmission
- Mileage:
- 18,686
- Stock #:
- G13193A
- VIN:
- 3FTTW8S33SRA20392
Price drop
-$1,000
2025 Ford Maverick
Lariat SuperCrew AWD
18,686 mi
Berlin, CT
29 mi away
Good Deal
$36,799
$35,799
- Year:
- 2020
- Make:
- Jeep
- Model:
- Gladiator
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 285 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:
- 88,282
- Stock #:
- X26-728A
- VIN:
- 1C6HJTFG8LL103179
New arrival
2020 Jeep Gladiator
Overland Crew Cab 4WD
88,282 mi
Torrington, CT
10 mi away
Good Deal
$25,476
Popular Pickup Truck reviews
4.5 Overall rating(10182 reviews)
Apr 23, 2026
2020 Ford XLT Crew Cab 4WD
Great condition really nice interior, really good priced drives and runs great
Jan 23, 2026
2022 Hyundai SEL Premium Crew Cab AWD
The car comes with incredible features I wasn’t even prepared for. Everything is thoughtfully crafted and they make use of every inch of space with hidden storage compartments. I love it so far
Dec 6, 2025
2019 Ford XLT SuperCrew RWD
Great vehicle! Has everything I need in a strong durable truck! Will definitely buy Ford again.
Oct 17, 2025
2022 GMC Denali Ultimate Crew Cab 4WD
Love this truck! Love the inline 6 diesel! And my fiance loves the massaging seats!
Jul 3, 2025
2016 GMC Canyon
Truck was totaled by another driver hitting me and every airbag deployed all around and saved my life
- 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:
- Summit White
- Combined gas mileage:
- 20 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 19,564
- Stock #:
- 280271T
- VIN:
- 1GTG6EEN3N1280271
Price drop
-$963
2022 GMC Canyon
Denali Crew Cab 4WD
19,564 mi
Wallingford, CT
35 mi away
Good Deal
$38,420
$37,457
- Year:
- 2025
- 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:
- 9,846
- Stock #:
- 23612A
- VIN:
- 1C6PJTAG9SL510090
New arrival
2025 Jeep Gladiator
Sport S Crew Cab 4WD
9,846 mi
Bristol, CT
21 mi away
Good Deal
$36,399
- Year:
- 2025
- Make:
- Nissan
- Model:
- Frontier
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 310 hp 3.8L V6
- Exterior color:
- Super Black
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black (Charcoal)
- Transmission:
- Automatic
- Mileage:
- 8,765
- Stock #:
- N25195A
- VIN:
- 1N6ED1EK9SN655318
2025 Nissan Frontier
SV Crew Cab 4WD
8,765 mi
Hadley, MA
36 mi away
Good Deal
$35,486
- 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 Clear Coat
- Fuel type:
- Gasoline
- Interior color:
- Black/Diesel Gray
- Mileage:
- 62,415
- Stock #:
- W2257
- VIN:
- 1C6SRFFTXNN423866
2022 RAM 1500
Big Horn Crew Cab 4WD
62,415 mi
Watertown, CT
27 mi away
Fair Deal
$35,986
- 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:
- Gray
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 35,738
- Stock #:
- 7467u
- VIN:
- 1C6RRFFG9NN327647
2022 RAM 1500
Big Horn Crew Cab 4WD
35,738 mi
Ansonia, CT
43 mi away
Fair Deal
$34,495
- Year:
- 2024
- Make:
- Jeep
- Model:
- Gladiator
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 285 hp 3.6L V6
- Exterior color:
- Gray (Granite Crystal Metallic Clearcoat)
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 4,934
- Stock #:
- 120634U
- VIN:
- 1C6HJTAG3RL120634
2024 Jeep Gladiator
Sport S Crew Cab 4WD
4,934 mi
New Milford, CT
34 mi away
Good Deal
$35,797
- Year:
- 2024
- Make:
- Toyota
- Model:
- Tacoma
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 278 hp 2.4L I4
- Exterior color:
- Black
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Interior color:
- Boulder
- Transmission:
- 8-Speed Automatic
- Mileage:
- 26,771
- Stock #:
- FO635A
- VIN:
- 3TYLB5JN3RT006954
2024 Toyota Tacoma
SR5 Double Cab 4WD
26,771 mi
Greenfield, MA
50 mi away
Great Deal
$35,016
- Year:
- 2023
- Make:
- RAM
- Model:
- 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Exterior color:
- Diamond Black Crystal Pearlcoat
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 39,724
- Stock #:
- 210600A
- VIN:
- 1C6SRFJT2PN519615
2023 RAM 1500
Laramie Crew Cab 4WD
39,724 mi
Willimantic, CT
47 mi away
Great Deal
$39,999
- 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:
- Black
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 27,429
- Stock #:
- 20001MA4
- VIN:
- 3GCPDCED6NG585931
Price drop
-$2,602
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
27,429 mi
North Haven, CT
39 mi away
Good Deal
$40,963
$38,361
- 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:
- Bright White Clearcoat
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 31,392
- Stock #:
- 117159
- VIN:
- 1C6RRFBG1PN606373
New arrival
Sponsored Listing
2023 RAM 1500
Big Horn Quad Cab 4WD
31,392 mi
Ellington, CT
33 mi away
Fair Deal
$34,577
4.5 Overall rating for Pickup Truck
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Josiah L
Reviewed a 2020 Ford XLT Crew Cab 4WD on Apr 23, 2026
Great condition really nice interior, really good priced drives and runs great
Is this review helpful?
Jesse S
Reviewed a 2022 Hyundai SEL Premium Crew Cab AWD on Jan 23, 2026
The car comes with incredible features I wasn’t even prepared for. Everything is thoughtfully crafted and they make use of every inch of space with hidden storage compartments. I love it so far
Is this review helpful?
Dale W
Reviewed a 2019 Ford XLT SuperCrew RWD on Dec 6, 2025
Great vehicle! Has everything I need in a strong durable truck! Will definitely buy Ford again.
Is this review helpful?
Aristotle A
Reviewed a 2022 GMC Denali Ultimate Crew Cab 4WD on Oct 17, 2025
Love this truck! Love the inline 6 diesel! And my fiance loves the massaging seats!
Is this review helpful?
Used Pickup Trucks for Sale Under $10,000 Near WinstedUsed Pickup Trucks for Sale Under $15,000 Near WinstedUsed Pickup Trucks for Sale Under $20,000 Near WinstedUsed Pickup Trucks for Sale Under $25,000 Near WinstedUsed Pickup Trucks for Sale Under $30,000 Near WinstedUsed Pickup Trucks for Sale Under $40,000 Near Winsted
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