CarGurus Logo Homepage Link
  • Buy
    • Used cars
    • New cars
    • Certified pre-owned
    • Start your purchase online
    • Dealerships near me
  • Sell
    • Sell my car
    • Car values
    • Sell my car FAQs
  • Finance
    • Prequalify for financing
    • How does it work?
    • Financing FAQs
  • Research
    • Test drive reviews
    • Price trends
    • Tips & advice
    • Electric cars
    • Compare cars
  • Discover
    The latest way to shop:
    smarter research, better
    listings.
  • Saved cars & searches
  • Sign in / Register
    • My account
    • Saved searches
    • Saved cars
    • Recommended cars
    • Browsing history
    • Financing dashboard
      • United States (EN)
      • Estados Unidos (ES)
      • Canada (EN)
      • Canada (FR)
      • United Kingdom

4X4 trucks for Sale in Chester, CT

2,477 results
Chester, CT
2020 Ford Ranger XLT SuperCab 4WD Terryville Chevrolet

2020 Ford Ranger

XLT SuperCab 4WD

76,128 miles

$22,443

Good Deal
Terryville, CT
34 mi away
Year:
2020
Make:
Ford
Model:
Ranger
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
2.3L I4
Exterior color:
Gray (Magnetic)
Combined gas mileage:
22 MPG
Fuel type:
Gasoline
Interior color:
Black (Ebony)
Transmission:
Automatic
Mileage:
76,128
Stock number:
30904A
VIN:
1FTER1FH1LLA13079

Sponsored

2024 Chevrolet Silverado 1500 LT Crew Cab 4WD

2024 Chevrolet Silverado 1500

LT Crew Cab 4WD

13,288 miles

$37,876

Fair Deal
Torrington, CT
42 mi away
Year:
2024
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
310 hp 2.7L I4
Exterior color:
Slate Gray Metallic
Combined gas mileage:
19 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
13,288
Stock number:
N5350
VIN:
1GCPDKEK0RZ194076

Sponsored

2024 Chevrolet Silverado 1500 ZR2 Crew Cab 4WD

2024 Chevrolet Silverado 1500

ZR2 Crew Cab 4WD

9,318 miles

$60,988

Fair Deal
Torrington, CT
42 mi away
Year:
2024
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
3L I6 Diesel
Exterior color:
Slate Gray Metallic
Combined gas mileage:
21 MPG
Fuel type:
Diesel
Interior color:
Jet Black/Graystone
Transmission:
Automatic
Mileage:
9,318
Stock number:
N5369
VIN:
3GCUDHE88RG392575

Sponsored

2020 RAM 1500 Big Horn Crew Cab 4WD

2020 RAM 1500

Big Horn Crew Cab 4WD

42,718 miles

$27,144

Good Deal
Ellington, CT
33 mi away
Year:
2020
Make:
RAM
Model:
1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
305 hp 3.6L V6
Exterior color:
Gray (Maximum Steel Metallic Clearcoat)
Combined gas mileage:
21 MPG
Fuel type:
Gasoline
Interior color:
Diesel Gray/Black
Transmission:
8-Speed Automatic
Mileage:
42,718
Stock number:
117075
VIN:
1C6RRFFG3LN108244

2022 Chevrolet Silverado 1500 Custom Crew Cab 4WD

2022 Chevrolet Silverado 1500

Custom Crew Cab 4WD

37,273 miles

$28,995

Great Deal
North Franklin, CT
21 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:
37,273
Stock number:
34648P
VIN:
1GCPYBEKXNZ137740

2019 Chevrolet Silverado 1500 RST Crew Cab 4WD

2019 Chevrolet Silverado 1500

RST Crew Cab 4WD

53,130 miles

$29,215

Great Deal
Certified Pre-Owned
Springfield, MA
47 mi away
Year:
2019
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:
19 MPG
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
8-Speed Automatic
Mileage:
53,130
Stock number:
C104443
VIN:
1GCUYEED0KZ386131

Preparing for a close up...

Photos coming soon

2020 Chevrolet Silverado 1500

LTZ Crew Cab 4WD

99,552 miles

$27,215

Great Deal
Certified Pre-Owned
Springfield, MA
47 mi away
Year:
2020
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
420 hp 6.2L V8
Exterior color:
Silver Ice Metallic
Combined gas mileage:
18 MPG
Fuel type:
Gasoline
Interior color:
Gideon/Very Dark Atmosphere
Transmission:
Automatic
Mileage:
99,552
Stock number:
C104442
VIN:
1GCUYGEL1LZ302693

Preparing for a close up...

Photos coming soon

2016 RAM 2500

Outdoorsman Crew Cab 4WD

85,281 miles

$23,500

Good Deal
Norwich, CT
22 mi away
Year:
2016
Make:
RAM
Model:
2500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
383 hp 5.7L V8
Exterior color:
White
Fuel type:
Gasoline
Interior color:
Gray
Transmission:
Automatic
Mileage:
85,281
Stock number:
6878
VIN:
3C6TR5DT2GG235419

Preparing for a close up...

Photos coming soon

2017 Chevrolet Silverado 1500

LT Crew Cab 4WD

91,134 miles

$20,995

Great Deal
Hampden, MA
45 mi away
Year:
2017
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
355 hp 5.3L V8
Exterior color:
White
Fuel type:
Gasoline
Interior color:
Gray
Transmission:
Automatic
Mileage:
91,134
Stock number:
6041
VIN:
1GCUKREC4HF153959

Preparing for a close up...

Photos coming soon

2022 RAM 1500

Big Horn Crew Cab 4WD

39,960 miles

$36,588

Fair Deal
Certified Pre-Owned
Meriden, CT
18 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 X9
Transmission:
8-Speed Automatic
Mileage:
39,960
Stock number:
6431P
VIN:
1C6SRFFT8NN104370

Preparing for a close up...

Photos coming soon

2023 Toyota Tacoma

TRD Off Road Double Cab 4WD

23,793 miles

$37,999

Great Deal
Danbury, CT
49 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:
Black
Combined gas mileage:
20 MPG
Fuel type:
Gasoline
Transmission:
6-Speed Automatic
Mileage:
23,793
Stock number:
BH30
VIN:
3TYCZ5AN1PT132982

Preparing for a close up...

Photos coming soon

2019 Ford Ranger

Lariat SuperCrew 4WD

93,690 miles

$20,917

Great Deal
New London, CT
19 mi away
Year:
2019
Make:
Ford
Model:
Ranger
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
2.3L I4
Exterior color:
Gray (Magnetic)
Combined gas mileage:
22 MPG
Fuel type:
Gasoline
Interior color:
Black (Ebony)
Transmission:
Automatic
Mileage:
93,690
Stock number:
F25116A
VIN:
1FTER4FH7KLA29030

Preparing for a close up...

Photos coming soon

2020 Ford F-150

Limited SuperCrew 4WD

61,676 miles

$37,995

Good Deal
Riverhead, NY
35 mi away
Year:
2020
Make:
Ford
Model:
F-150
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
3.5L V6
Exterior color:
Gray
Combined gas mileage:
19 MPG
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
61,676
Stock number:
UR1663
VIN:
1FTEW1EG9LFA49456

Preparing for a close up...

Photos coming soon

2020 Ford F-350 Super Duty

XL Crew Cab 4WD

73,510 miles

$34,787

Good Deal
Vernon Rockville, CT
32 mi away
Year:
2020
Make:
Ford
Model:
F-350 Super Duty
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Exterior color:
Oxford White
Interior color:
Medium Earth Gray
Transmission:
Automatic
Mileage:
73,510
Stock number:
S9330A
VIN:
1FT8W3BN6LEC65802

Preparing for a close up...

Photos coming soon

2014 Ford F-150

XLT SuperCrew 4WD

117,100 miles

$15,995

Good Deal
Manchester, CT
27 mi away
Year:
2014
Make:
Ford
Model:
F-150
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
360 hp 5L V8 Flex Fuel Vehicle
Exterior color:
Sterling Gray Metallic
Combined gas mileage:
16 MPG
Fuel type:
Flex Fuel Vehicle
Interior color:
Gray
Transmission:
Automatic
Mileage:
117,100
Stock number:
D91279A
VIN:
1FTFW1EF5EKD91279

Preparing for a close up...

Photos coming soon

2020 Ford Ranger

Lariat SuperCrew 4WD

36,056 miles

$26,709

Great Deal
Medford, NY
49 mi away
Year:
2020
Make:
Ford
Model:
Ranger
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
2.3L I4
Exterior color:
BK
Combined gas mileage:
22 MPG
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
36,056
Stock number:
U45565
VIN:
1FTER4FH5LLA28072

Preparing for a close up...

Photos coming soon

2020 RAM 3500

Tradesman Crew Cab 4WD

68,009 miles

$39,432

Good Deal
Certified Pre-Owned
Glastonbury, CT
21 mi away
Year:
2020
Make:
RAM
Model:
3500
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:
Black
Transmission:
6-Speed Automatic
Mileage:
68,009
Stock number:
20UC9174
VIN:
3C63R3CL3LG236370

Preparing for a close up...

Photos coming soon

2019 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

41,464 miles

$29,997

Good Deal
Old Saybrook, CT
8 mi away
Year:
2019
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
4.3L V6 Flex Fuel Vehicle
Exterior color:
Black
Combined gas mileage:
17 MPG
Fuel type:
Flex Fuel Vehicle
Interior color:
Black
Transmission:
6-Speed Automatic Overdrive
Mileage:
41,464
Stock number:
AC9274
VIN:
3GCPYCEH7KG164593

Preparing for a close up...

Photos coming soon

2021 GMC Sierra 1500

AT4 Crew Cab 4WD

62,347 miles

$38,995

Fair Deal
Riverhead, NY
35 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:
Black
Combined gas mileage:
24 MPG
Fuel type:
Diesel
Interior color:
Jet Black With Kalahari Accents
Transmission:
Automatic
Mileage:
62,347
Stock number:
UB6398
VIN:
3GTU9EET6MG338415

Preparing for a close up...

Photos coming soon

2022 GMC Sierra 2500HD

Pro Double Cab 4WD

52,912 miles

$35,498

Good Deal
Willimantic, CT
25 mi away
Year:
2022
Make:
GMC
Model:
Sierra 2500HD
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
401 hp 6.6L V8
Exterior color:
Summit White
Fuel type:
Gasoline
Interior color:
Black
Transmission:
6-Speed Automatic
Mileage:
52,912
Stock number:
HTF290899A
VIN:
1GT29LE77NF293003

Preparing for a close up...

Photos coming soon

2015 Ford F-150

XLT SuperCrew 4WD

104,084 miles

$18,965

Good Deal
Glastonbury, CT
21 mi away
Year:
2015
Make:
Ford
Model:
F-150
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
325 hp 2.7L V6
Exterior color:
Tuxedo Black Metallic
Combined gas mileage:
20 MPG
Fuel type:
Gasoline
Interior color:
Medium Earth Gray
Transmission:
6-Speed Automatic
Mileage:
104,084
Stock number:
15UC9223
VIN:
1FTEW1EP5FFA47241

Preparing for a close up...

Photos coming soon

2018 Ford F-150

Platinum SuperCrew 4WD

95,717 miles

$28,588

Good Deal
Old Saybrook, CT
8 mi away
Year:
2018
Make:
Ford
Model:
F-150
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
375 hp 3.5L V6
Exterior color:
Gray (Magnetic)
Combined gas mileage:
20 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
95,717
Stock number:
N1200O
VIN:
1FTEW1EG6JFB61306

Preparing for a close up...

Photos coming soon

2021 Chevrolet Silverado 1500

Custom Crew Cab 4WD

69,130 miles

$24,195

Great Deal
Watertown, CT
34 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:
Summit White
Combined gas mileage:
20 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
69,130
Stock number:
K2975
VIN:
1GCPYBEK1MZ323651

Preparing for a close up...

Photos coming soon

2020 Chevrolet Silverado 1500

LTZ Crew Cab 4WD

99,552 miles

$27,215

Great Deal
Certified Pre-Owned
Springfield, MA
47 mi away
Year:
2020
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
420 hp 6.2L V8
Exterior color:
Silver Ice Metallic
Combined gas mileage:
18 MPG
Fuel type:
Gasoline
Interior color:
Gideon/Very Dark Atmosphere
Transmission:
Automatic
Mileage:
99,552
Stock number:
C104442
VIN:
1GCUYGEL1LZ302693

Sponsored

  • AWD cars for Sale in Chester CT

  • Ford Trucks for Sale in Chester CT

  • Chevrolet Trucks For Sale in Chester CT

  • Dodge Trucks For Sale in Chester CT

  • Best Cars In Snow For Sale in Chester CT

  • Fuel Efficient Cars for Sale in Chester CT

  • Hybrid Cars For Sale in Chester CT

  • Cars with Online Financing For Sale in Chester CT

  • Third Row SUVs For Sale in Chester CT

  • American Made Trucks For Sale in Chester CT

  • Affordable Luxury Cars For Sale in Chester CT

  • Cars with Free Test Drive at Home For Sale in Chester CT

  • 4X4 trucks for Sale in New Haven CT

  • 4X4 trucks for Sale in Hartford CT

  • 4X4 trucks for Sale in Holtsville NY

  • 4X4 trucks for Sale in Chicopee MA

  • 4X4 trucks for Sale in Providence RI

  • 4X4 trucks for Sale in Stamford CT

  • 4X4 trucks for Sale in Worcester MA

  • 4X4 trucks for Sale in New Bedford MA

  • 4X4 trucks for Sale in Newburgh NY

  • All Used Cars

  • Manual Transmission Cars

  • Luxury Cars

  • Cars with Red Interior

  • Cheap Manual Cars

  • Hybrid Cars

  • Sports Cars

  • Electric SUVs

  • Cheap Trucks

  • Small Cars

  • Third Row SUVs

  • Three Quarter Ton Trucks

  • Lifted Trucks

  • Manual Transmission Trucks

  • Diesel Trucks

  • Hybrid SUVs

  • Dually Trucks

  • One Ton Trucks

  • Cheap SUVs

  • Lifted Ford Trucks

  • 4x4 Trucks

  • Work Trucks

  • AWD SUVs

  • Ford Trucks

  • Chevrolet Trucks

  • Toyota Trucks

  • Trucks Under $10,000

  • Cars Under $15,000

  • Sports Cars Under $20,000

  • Trucks Under $20,000

  • Used Sedans for Sale with Low Mileage

  • Used SUVs / Crossovers for Sale with Low Mileage

  • Used Hatchbacks for Sale with Low Mileage

  • Used Convertibles for Sale with Low Mileage

  • Used Vans for Sale with Low Mileage

  • Used Minivans for Sale with Low Mileage

  • Used Pickup Trucks for Sale with Low Mileage

  • Used Coupes for Sale with Low Mileage

  • Used Wagons for Sale with Low Mileage

  • Blasius Mitsubishi

  • Blasius Pre-Owned Auto Sales

  • Hitchcock Motor Car

  • Blasius South

  • Road Ready Used Cars

  • Brustolon Buick GMC

  • BMW of Bridgeport

  • DriveMax

  • Richard Chevrolet

  • Blasius North

  • J&M Automotive

  • Jim Juliani Motor Car Company

Connect with us
Download our app
Download on the App Store Get it on Google Play
  • Company
  • About CarGurus
  • Our team
  • Press
  • Investor relations
  • Price trends
  • Careers
  • Advertise with CarGurus
  • For dealers
  • Dealer signup
  • Dealer resources
  • Terms
  • Terms of use
  • Privacy policy
  • Interest-based ads
  • Security
  • Help
  • Help center
  • Contact us
Click for the BBB Business Review of this Auto Listing Service in Cambridge MA
    • United States (EN)
    • Estados Unidos (ES)
    • Canada (EN)
    • Canada (FR)
    • United Kingdom

© 2026 CarGurus, Inc., All Rights Reserved.