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, MA

1,347 results
Chester, MA
2023 Chevrolet Silverado 1500 LT Crew Cab 4WD Terryville Chevrolet

2023 Chevrolet Silverado 1500

LT Crew Cab 4WD

15,086 miles

$37,457

Fair Deal
Terryville, CT
41 mi away
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:
Summit White
Combined gas mileage:
19 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
15,086
Stock number:
30891B
VIN:
1GCPDKEK0PZ229745

Sponsored

2024 RAM 1500 Big Horn Quad Cab 4WD

2024 RAM 1500

Big Horn Quad Cab 4WD

11,677 miles

$36,499

Fair Deal
Certified Pre-Owned
East Hartford, CT
38 mi away
Year:
2024
Make:
RAM
Model:
1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
305 hp 3.6L V6
Exterior color:
White
Combined gas mileage:
21 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
11,677
Stock number:
PU09175A
VIN:
1C6RRFBG7RN172205

Sponsored

2025 GMC Sierra 1500 Denali Crew Cab 4WD

2025 GMC Sierra 1500

Denali Crew Cab 4WD

39,009 miles

$53,491

Good Deal
Brattleboro, VT
47 mi away
Year:
2025
Make:
GMC
Model:
Sierra 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
3L I6 Diesel
Exterior color:
White Frost Tricoat
Combined gas mileage:
24 MPG
Fuel type:
Diesel
Interior color:
Jet Black
Transmission:
Automatic
Mileage:
39,009
Stock number:
G26129A
VIN:
3GTUUGE83SG139518

Sponsored

2013 RAM 1500 Express Quad Cab 4WD

2013 RAM 1500

Express Quad Cab 4WD

38,725 miles

$19,999

Fair Deal
Chicopee, MA
22 mi away
Year:
2013
Make:
RAM
Model:
1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
395 hp 5.7L V8
Exterior color:
Black Clearcoat
Combined gas mileage:
16 MPG
Fuel type:
Gasoline
Interior color:
Black/Diesel Gray Interior
Transmission:
6-Speed Automatic
Mileage:
38,725
Stock number:
G267013A
VIN:
1C6RR7FTXDS668848

2019 Ford F-150 King Ranch SuperCrew 4WD

2019 Ford F-150

King Ranch SuperCrew 4WD

67,824 miles

$33,900

Great Deal
Certified Pre-Owned
Catskill, NY
46 mi away
Year:
2019
Make:
Ford
Model:
F-150
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
375 hp 3.5L V6
Exterior color:
Magma Red
Combined gas mileage:
20 MPG
Fuel type:
Gasoline
Interior color:
Mesa
Transmission:
Automatic
Mileage:
67,824
Stock number:
T25311A
VIN:
1FTEW1E43KFA49389

2020 Chevrolet Silverado 1500 Custom Trail Boss Double Cab 4WD

2020 Chevrolet Silverado 1500

Custom Trail Boss Double Cab 4WD

14,911 miles

$31,491

Great Deal
Brattleboro, VT
47 mi away
Year:
2020
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
355 hp 5.3L V8
Exterior color:
Silver Ice Metallic
Combined gas mileage:
16 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
6-Speed Automatic Overdrive
Mileage:
14,911
Stock number:
C26040A
VIN:
1GCRYCEF3LZ293973

Preparing for a close up...

Photos coming soon

2023 RAM 1500

Big Horn Crew Cab 4WD

13,871 miles

$36,999

Good Deal
Bennington, VT
45 mi away
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:
Billet Silver Metallic Clearcoat
Combined gas mileage:
21 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
13,871
Stock number:
CH9313A
VIN:
1C6RRFFG7PN569954

Preparing for a close up...

Photos coming soon

2018 RAM 1500

Big Horn Crew Cab 4WD

72,957 miles

$25,357

Fair Deal
Holyoke, MA
19 mi away
Year:
2018
Make:
RAM
Model:
1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
395 hp 5.7L V8
Exterior color:
Delmonico Red Pearlcoat
Combined gas mileage:
18 MPG
Fuel type:
Gasoline
Interior color:
Diesel Gray/Black
Transmission:
8-Speed Automatic
Mileage:
72,957
Stock number:
PBT1965A
VIN:
3C6RR7LT7JG226391

Preparing for a close up...

Photos coming soon

2020 Ford F-150

King Ranch SuperCrew 4WD

68,713 miles

$36,880

Good Deal
Litchfield, CT
39 mi away
Year:
2020
Make:
Ford
Model:
F-150
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
250 hp 3L V6 Biodiesel
Exterior color:
Blue Jeans/Stone Gray
Combined gas mileage:
22 MPG
Fuel type:
Biodiesel
Interior color:
Java
Transmission:
Automatic
Mileage:
68,713
Stock number:
U28254
VIN:
1FTFW1E19LFC15278

Preparing for a close up...

Photos coming soon

2019 Ford F-150

Platinum SuperCrew 4WD

67,527 miles

$32,971

Good Deal
Brattleboro, VT
47 mi away
Year:
2019
Make:
Ford
Model:
F-150
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
375 hp 3.5L V6
Exterior color:
White Platinum
Combined gas mileage:
20 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
67,527
Stock number:
G26097A
VIN:
1FTEW1E48KFC21786

Preparing for a close up...

Photos coming soon

2020 Jeep Gladiator

Sport S Crew Cab 4WD

72,659 miles

$25,917

Fair Deal
Brattleboro, VT
48 mi away
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:
Gray
Combined gas mileage:
19 MPG
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
72,659
Stock number:
P1144
VIN:
1C6HJTAG0LL147233

Preparing for a close up...

Photos coming soon

2019 RAM 2500

Tradesman Crew Cab 4WD

69,564 miles

$28,299

Good Deal
Hartford, CT
40 mi away
Year:
2019
Make:
RAM
Model:
2500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
410 hp 6.4L V8
Exterior color:
Black Clearcoat
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
69,564
Stock number:
4290
VIN:
3C6UR5CJ1KG556011

Preparing for a close up...

Photos coming soon

2024 Ford Ranger

XLT SuperCrew 4WD

9,216 miles

$35,999

Good Deal
Bennington, VT
45 mi away
Year:
2024
Make:
Ford
Model:
Ranger
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
2.3L I4
Exterior color:
Blue Metallic
Combined gas mileage:
22 MPG
Fuel type:
Gasoline
Interior color:
Black (Ebony)
Transmission:
Automatic
Mileage:
9,216
Stock number:
N1687A
VIN:
1FTER4HH4RLE42997

Preparing for a close up...

Photos coming soon

2019 GMC Sierra 1500

AT4 Crew Cab 4WD

98,251 miles

$31,399

Fair Deal
Brattleboro, VT
47 mi away
Year:
2019
Make:
GMC
Model:
Sierra 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
355 hp 5.3L V8
Exterior color:
Onyx Black
Combined gas mileage:
17 MPG
Fuel type:
Gasoline
Interior color:
Jet Black With Kalahari Accents
Transmission:
8-Speed Automatic
Mileage:
98,251
Stock number:
C25148A
VIN:
3GTP9EED1KG101592

Preparing for a close up...

Photos coming soon

2021 Jeep Gladiator

Willys Crew Cab 4WD

69,462 miles

$24,987

Good Deal
Chicopee, MA
21 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:
Sarge Green Clearcoat
Combined gas mileage:
19 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
6-Speed Manual
Mileage:
69,462
Stock number:
6R123A
VIN:
1C6HJTAG5ML583061

Preparing for a close up...

Photos coming soon

2021 Nissan Titan

SV Crew Cab 4WD

43,615 miles

$28,999

Good Deal
Ludlow, MA
25 mi away
Year:
2021
Make:
Nissan
Model:
Titan
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
400 hp 5.6L V8
Exterior color:
Super Black
Combined gas mileage:
18 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
9-Speed Automatic
Mileage:
43,615
VIN:
1N6AA1EC9MN526580

Preparing for a close up...

Photos coming soon

2022 RAM 1500

Laramie Crew Cab 4WD

30,876 miles

$39,998

Good Deal
Enfield, CT
27 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:
30,876
Stock number:
51060A
VIN:
1C6SRFJT7NN189516

Preparing for a close up...

Photos coming soon

2021 Nissan Frontier

SV Crew Cab 4WD

58,756 miles

$21,987

Great Deal
Chicopee, MA
21 mi away
Year:
2021
Make:
Nissan
Model:
Frontier
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
310 hp 3.8L V6
Exterior color:
Arctic Blue Metallic
Combined gas mileage:
20 MPG
Fuel type:
Gasoline
Interior color:
Gray (Steel)
Transmission:
9-Speed Automatic
Mileage:
58,756
Stock number:
P8279A
VIN:
1N6ED0EB9MN701713

Preparing for a close up...

Photos coming soon

2018 Toyota Tacoma

TRD Off Road Double Cab 4WD

134,033 miles

$24,995

Good Deal
Manchester, CT
40 mi away
Year:
2018
Make:
Toyota
Model:
Tacoma
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
278 hp 3.5L V6
Exterior color:
Quicksand
Combined gas mileage:
20 MPG
Fuel type:
Gasoline
Interior color:
Gray (Graphite w/Gun Metal)
Transmission:
6-Speed Automatic
Mileage:
134,033
Stock number:
T26509B
VIN:
5TFCZ5AN4JX137848

Preparing for a close up...

Photos coming soon

2018 GMC Sierra 3500HD

Denali Crew Cab LB DRW 4WD

53,693 miles

$49,791

Good Deal
Brattleboro, VT
47 mi away
Year:
2018
Make:
GMC
Model:
Sierra 3500HD
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
6.6L V8 Biodiesel
Exterior color:
White Frost Tricoat
Fuel type:
Biodiesel
Interior color:
Cocoa/Dark Sand
Transmission:
6-Speed Automatic
Mileage:
53,693
Stock number:
G26085A
VIN:
1GT42YEY1JF283483

Preparing for a close up...

Photos coming soon

2017 Chevrolet Silverado 1500

LT Double Cab 4WD

85,892 miles

$22,000

Fair Deal
Watervliet, NY
49 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:
Pepperdust Metallic
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
6-Speed Automatic
Mileage:
85,892
VIN:
1GCVKRECXHZ281478

Preparing for a close up...

Photos coming soon

2019 Toyota Tacoma

TRD Sport Double Cab 4WD

107,841 miles

$26,995

Great Deal
Canton, CT
31 mi away
Year:
2019
Make:
Toyota
Model:
Tacoma
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
278 hp 3.5L V6
Exterior color:
Silver Sky Metallic
Combined gas mileage:
20 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
107,841
Stock number:
273512
VIN:
3TMCZ5AN5KM273512

Preparing for a close up...

Photos coming soon

2021 Nissan Titan

PRO-4X Crew Cab 4WD

61,883 miles

$32,517

Good Deal
Brattleboro, VT
48 mi away
Year:
2021
Make:
Nissan
Model:
Titan
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
400 hp 5.6L V8
Exterior color:
White
Combined gas mileage:
17 MPG
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
61,883
Stock number:
TN189097A
VIN:
1N6AA1EDXMN514866

Preparing for a close up...

Photos coming soon

2015 Nissan Frontier

PRO-4X Crew Cab 4WD

123,318 miles

$13,995

Great Deal
South Windsor, CT
35 mi away
Year:
2015
Make:
Nissan
Model:
Frontier
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
261 hp 4L V6
Exterior color:
Metallic Blue
Combined gas mileage:
18 MPG
Fuel type:
Gasoline
Interior color:
Gray (Graphite/White Stitc)
Transmission:
5-Speed Automatic
Mileage:
123,318
Stock number:
717258
VIN:
1N6AD0EV9FN717258

Sponsored

  • AWD cars for Sale in Chester MA

  • Ford Trucks for Sale in Chester MA

  • Chevrolet Trucks For Sale in Chester MA

  • Dodge Trucks For Sale in Chester MA

  • Best Cars In Snow For Sale in Chester MA

  • Fuel Efficient Cars for Sale in Chester MA

  • Hybrid Cars For Sale in Chester MA

  • Cars with Online Financing For Sale in Chester MA

  • Third Row SUVs For Sale in Chester MA

  • American Made Trucks For Sale in Chester MA

  • Affordable Luxury Cars For Sale in Chester MA

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

  • 4X4 trucks for Sale in Pittsfield MA

  • 4X4 trucks for Sale in Chicopee MA

  • 4X4 trucks for Sale in Hartford CT

  • 4X4 trucks for Sale in Brattleboro VT

  • 4X4 trucks for Sale in Albany NY

  • 4X4 trucks for Sale in Worcester MA

  • 4X4 trucks for Sale in New Haven CT

  • 4X4 trucks for Sale in Newburgh NY

  • 4X4 trucks for Sale in Groton MA

  • 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 in Chester

  • Used SUVs / Crossovers for Sale with Low Mileage in Chester

  • Used Hatchbacks for Sale with Low Mileage in Chester

  • Used Convertibles for Sale with Low Mileage in Chester

  • Used Vans for Sale with Low Mileage in Chester

  • Used Minivans for Sale with Low Mileage in Chester

  • Used Pickup Trucks for Sale with Low Mileage in Chester

  • Used Coupes for Sale with Low Mileage in Chester

  • Used Wagons for Sale with Low Mileage in Chester

  • Blasius Pre-Owned Auto Sales

  • Blasius North

  • DriveMax

  • Tru Automall

  • Jim Juliani Motor Car Company

  • Gale Toyota

  • Highline Car Connection

  • Orange Chrysler Dodge Jeep Ram

  • Good Auto LLC

  • Balise Chevrolet GMC

  • Vernon Auto Sales & Service

  • Lynch Toyota

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.