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

1,547 results
Chester, MA
2022 RAM 1500 Laramie Crew Cab 4WD Schaller Honda

2022 RAM 1500

Laramie Crew Cab 4WD

19,606 miles

$40,174

Good Deal
New Britain, CT
44 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:
Billet Silver Metallic Clearcoat - PSC
Combined gas mileage:
18 MPG
Fuel type:
Gasoline
Interior color:
Black - X9
Transmission:
Automatic
Mileage:
19,606
Stock number:
HP25566
VIN:
1C6SRFJT9NN375171

Sponsored

2022 Toyota Tacoma SR V6 Double Cab 4WD

2022 Toyota Tacoma

SR V6 Double Cab 4WD

37,679 miles

$32,439

Fair Deal
Terryville, CT
41 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

Sponsored

2023 Nissan Frontier SV Crew Cab 4WD

2023 Nissan Frontier

SV Crew Cab 4WD

28,921 miles

$29,825

Fair Deal
Watertown, CT
49 mi away
Year:
2023
Make:
Nissan
Model:
Frontier
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
310 hp 3.8L V6
Exterior color:
Red
Combined gas mileage:
19 MPG
Fuel type:
Gasoline
Interior color:
Gray
Transmission:
Automatic
Mileage:
28,921
Stock number:
26425
VIN:
1N6ED1EK1PN616133

Sponsored

2013 Toyota Tacoma Access Cab V6 4WD

2013 Toyota Tacoma

Access Cab V6 4WD

99,077 miles

$17,900

Good Deal
Westfield, MA
15 mi away
Year:
2013
Make:
Toyota
Model:
Tacoma
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
236 hp 4L V6
Exterior color:
Black
Combined gas mileage:
18 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
5-Speed Automatic
Mileage:
99,077
VIN:
5TFUU4EN8DX057139

2021 GMC Sierra 1500 Elevation Crew Cab 4WD

2021 GMC Sierra 1500

Elevation Crew Cab 4WD

41,653 miles

$34,995

Good Deal
Holyoke, MA
19 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:
Gray (Satin Steel Metallic)
Combined gas mileage:
24 MPG
Fuel type:
Diesel
Interior color:
Black
Transmission:
Automatic
Mileage:
41,653
Stock number:
AT10481A
VIN:
3GTU9CET1MG307528

2021 Ford Ranger XLT SuperCrew 4WD

2021 Ford Ranger

XLT SuperCrew 4WD

77,216 miles

$25,600

Fair Deal
Certified Pre-Owned
Catskill, NY
46 mi away
Year:
2021
Make:
Ford
Model:
Ranger
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
2.3L I4
Exterior color:
Cyber Orange Metallic Tricoat
Combined gas mileage:
22 MPG
Fuel type:
Gasoline
Interior color:
Black (Ebony)
Transmission:
Automatic
Mileage:
77,216
Stock number:
T25290A
VIN:
1FTER4FH9MLD45807

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
44 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 Ford F-250 Super Duty

Lariat Crew Cab 4WD

48,733 miles

$43,814

Good Deal
Glastonbury, CT
44 mi away
Year:
2019
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:
Gray (Magnetic)
Fuel type:
Flex Fuel Vehicle
Interior color:
Black / Dark Marsala
Transmission:
6-Speed Automatic
Mileage:
48,733
Stock number:
19UC9270
VIN:
1FT7W2B66KEE42362

Preparing for a close up...

Photos coming soon

2018 Ford F-150

XLT SuperCrew LB 4WD

45,162 miles

$27,995

Good Deal
Hudson, NY
37 mi away
Year:
2018
Make:
Ford
Model:
F-150
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
395 hp 5L V8
Exterior color:
Gray (Magnetic Metallic)
Combined gas mileage:
19 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
45,162
Stock number:
6804A
VIN:
1FTFW1E50JFE01016

Preparing for a close up...

Photos coming soon

2017 Ford F-150

XLT SuperCab 4WD

93,290 miles

$20,100

Good Deal
Berlin, CT
46 mi away
Year:
2017
Make:
Ford
Model:
F-150
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
375 hp 3.5L V6
Exterior color:
Lightning Blue
Combined gas mileage:
20 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
93,290
Stock number:
G13292A
VIN:
1FTFX1EG9HFA38921

Preparing for a close up...

Photos coming soon

2023 Ford Maverick

XLT SuperCrew AWD

45,677 miles

$23,568

Great Deal
New Britain, CT
44 mi away
Year:
2023
Make:
Ford
Model:
Maverick
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
250 hp 2L I4
Exterior color:
Oxford White - YZ
Combined gas mileage:
25 MPG
Fuel type:
Gasoline
Interior color:
Blue (Navy Pier/Medium Slate - 7B)
Transmission:
Automatic
Mileage:
45,677
Stock number:
H9944A
VIN:
3FTTW8F91PRA52621

Preparing for a close up...

Photos coming soon

2019 RAM 1500

Rebel Crew Cab 4WD

28,577 miles

$38,900

Fair Deal
West Springfield, MA
22 mi away
Year:
2019
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 Cry
Combined gas mileage:
18 MPG
Fuel type:
Gasoline
Interior color:
Red/Black
Transmission:
8-Speed Automatic
Mileage:
28,577
Stock number:
5487A
VIN:
1C6SRFLTXKN756844

Preparing for a close up...

Photos coming soon

2025 GMC Canyon

AT4 Crew Cab 4WD

11,427 miles

$43,750

Good Deal
Certified Pre-Owned
New Britain, CT
43 mi away
Year:
2025
Make:
GMC
Model:
Canyon
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
310 hp 2.7L I4
Exterior color:
Sterling Metallic
Combined gas mileage:
17 MPG
Fuel type:
Gasoline
Interior color:
Jet Black/Timber
Transmission:
8-Speed Automatic
Mileage:
11,427
Stock number:
5454
VIN:
1GTP2DEKXS1141746

Preparing for a close up...

Photos coming soon

2018 RAM 1500

Express Crew Cab 4WD

142,762 miles

$13,995

Good Deal
Vernon Rockville, CT
38 mi away
Year:
2018
Make:
RAM
Model:
1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
305 hp 3.6L V6 Flex Fuel Vehicle
Exterior color:
Gray
Combined gas mileage:
19 MPG
Fuel type:
Flex Fuel Vehicle
Transmission:
Automatic
Mileage:
142,762
Stock number:
T970FA
VIN:
1C6RR7KG0JS182246

Preparing for a close up...

Photos coming soon

2016 Ford F-150

XL SuperCab 4WD

88,431 miles

$15,999

Great Deal
Hartford, CT
40 mi away
Year:
2016
Make:
Ford
Model:
F-150
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
282 hp 3.5L V6 Flex Fuel Vehicle
Exterior color:
Green Gem Metallic
Combined gas mileage:
20 MPG
Fuel type:
Flex Fuel Vehicle
Interior color:
Medium Earth Gray
Transmission:
Automatic
Mileage:
88,431
Stock number:
4256
VIN:
1FTEX1E86GFB39725

Preparing for a close up...

Photos coming soon

2021 GMC Sierra 2500HD

SLT Crew Cab 4WD

38,069 miles

$47,204

Great Deal
Certified Pre-Owned
Springfield, MA
24 mi away
Year:
2021
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:
Jet Black
Transmission:
6-Speed Automatic
Mileage:
38,069
Stock number:
JG2797A
VIN:
1GT49NE78MF142433

Preparing for a close up...

Photos coming soon

2015 Chevrolet Silverado 2500HD

LTZ Crew Cab 4WD

87,956 miles

$29,487

Good Deal
Brattleboro, VT
47 mi away
Year:
2015
Make:
Chevrolet
Model:
Silverado 2500HD
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
360 hp 6L V8 Flex Fuel Vehicle
Exterior color:
Summit White
Fuel type:
Flex Fuel Vehicle
Interior color:
Jet Black
Transmission:
6-Speed Automatic Overdrive
Mileage:
87,956
Stock number:
G25319C
VIN:
1GC1KWEG0FF608856

Preparing for a close up...

Photos coming soon

2011 GMC Sierra 1500

SLE Ext. Cab 4WD

105,160 miles

$12,495

Fair Deal
Bristol, CT
41 mi away
Year:
2011
Make:
GMC
Model:
Sierra 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
315 hp 5.3L V8 Flex Fuel Vehicle
Exterior color:
Stealth Gray Metallic
Combined gas mileage:
18 MPG
Fuel type:
Flex Fuel Vehicle
Interior color:
Black
Transmission:
Automatic
Mileage:
105,160
VIN:
1GTR2VE36BZ402265

Preparing for a close up...

Photos coming soon

2020 Jeep Gladiator

Overland Crew Cab 4WD

71,572 miles

$24,992

Good Deal
East Hartford, CT
38 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:
Black
Combined gas mileage:
19 MPG
Fuel type:
Gasoline
Interior color:
Brown
Transmission:
Automatic
Mileage:
71,572
Stock number:
C368845A
VIN:
1C6HJTFG3LL158414

Preparing for a close up...

Photos coming soon

2024 Toyota Tacoma

TRD Off-Road Double Cab 4WD

2,226 miles

$41,000

Good Deal
Bristol, CT
40 mi away
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:
Gray
Combined gas mileage:
21 MPG
Fuel type:
Gasoline
Interior color:
Black/White
Transmission:
8-Speed Automatic
Mileage:
2,226
Stock number:
UA38026A
VIN:
3TMLB5JN1RM056442

Preparing for a close up...

Photos coming soon

2024 Honda Ridgeline

RTL AWD

22,298 miles

$33,990

Fair Deal
Northampton, MA
18 mi away
Year:
2024
Make:
Honda
Model:
Ridgeline
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
280 hp 3.5L V6
Exterior color:
Sonic Gray Pearl
Combined gas mileage:
21 MPG
Fuel type:
Gasoline
Transmission:
9-Speed Automatic
Mileage:
22,298
Stock number:
515482
VIN:
5FPYK3F56RB017831

Preparing for a close up...

Photos coming soon

2018 Chevrolet Silverado 1500

LT Crew Cab 4WD

101,190 miles

$22,002

Good Deal
Certified Pre-Owned
Springfield, MA
24 mi away
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:
Silver Ice Metallic
Combined gas mileage:
19 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
6-Speed Automatic Overdrive
Mileage:
101,190
Stock number:
P42412A
VIN:
3GCUKREC6JG484756

Preparing for a close up...

Photos coming soon

2021 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

73,086 miles

$29,838

Great Deal
Hudson, NY
38 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:
Shadow Gray Metallic
Combined gas mileage:
15 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
6-Speed Automatic Overdrive
Mileage:
73,086
Stock number:
2200P
VIN:
1GCPYCEF7MZ408339

Preparing for a close up...

Photos coming soon

2020 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

148,636 miles

$20,995

Great Deal
Manchester, CT
41 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:
Black
Combined gas mileage:
18 MPG
Fuel type:
Gasoline
Interior color:
Gideon/Very Dark Atm
Transmission:
Automatic
Mileage:
148,636
Stock number:
352116
VIN:
1GCPYFED4LZ352116

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

  • 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 Pre-Owned Auto Sales

  • DriveMax

  • Blasius North

  • Orange Chrysler Dodge Jeep Ram

  • Gale Toyota

  • Tru Automall

  • Jim Juliani Motor Car Company

  • Good Auto LLC

  • Lynch Toyota

  • Modern Mazda

  • Vernon Auto Sales & Service

  • Stafford Chrysler Dodge Jeep Ram

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.