Best Pickup Trucks For Sale in Wellesley, MA
1,958 vehicles found
Shop with transparent pricing.
Only show listings that include dealer fees- Year:
- 2023
- 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:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 85,240
- Stock #:
- P2428AA
- VIN:
- 3GTUUDED9PG111421
New arrival
Sponsored by Jaguar Land Rover Peabody
2023 GMC Sierra 1500
SLT Crew Cab 4WD
85,240 mi
Peabody, MA
22 mi away
Fair Deal
$40,594
- Year:
- 2021
- Make:
- Ford
- Model:
- F-150
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 420 hp 3.5L V6 Hybrid
- Exterior color:
- Star White Metallic Tri-Coat
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Hybrid
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 74,868
- Stock #:
- S26267B
- VIN:
- 1FTFW1ED1MFC68665
Price drop
-$1,000
Sponsored Listing
2021 Ford F-150
Platinum SuperCrew 4WD
74,868 mi
North Dartmouth, MA
48 mi away
Fair Deal
$41,597
$40,597
- 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
- Interior color:
- Black
- Transmission:
- 6-Speed Automatic
- Mileage:
- 51,532
- Stock #:
- 67465A
- VIN:
- 3TMGZ5AN6PM618359
Sponsored Listing
2023 Toyota Tacoma
Limited Double Cab 4WD
51,532 mi
Hanover, MA
26 mi away
Good Deal
$39,273
- Year:
- 2023
- Make:
- Jeep
- Model:
- Gladiator
- Body type:
- Pickup Truck
- Engine:
- 285 hp 3.6L V6
- Exterior color:
- Black Clearcoat
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 46,467
- Stock #:
- WD60347A
- VIN:
- 1C6HJTAG1PL513237
2023 Jeep Gladiator
46,467 mi
Woburn, MA
12 mi away
Good Deal
$32,003
- 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:
- Gideon/Very Dark Atmosphere
- Transmission:
- Automatic
- Mileage:
- 106,684
- Stock #:
- 0669
- VIN:
- 1GCUYEED7MZ300669
New arrival
2021 Chevrolet Silverado 1500
RST Crew Cab 4WD
106,684 mi
Worcester, MA
27 mi away
Good Deal
$28,043
- 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:
- Firecracker Red Clearcoat
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 28,299
- Stock #:
- C26400A
- VIN:
- 1C6HJTAG3PL564416
2023 Jeep Gladiator
Willys Crew Cab 4WD
28,299 mi
Gardner, MA
41 mi away
Good Deal
$33,936
- 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:
- 78,735
- Stock #:
- 26035A
- VIN:
- 1C6HJTAG3NL103424
2022 Jeep Gladiator
Sport Crew Cab 4WD
78,735 mi
Gloucester, MA
36 mi away
Good Deal
$25,397
- Year:
- 2023
- Make:
- Honda
- Model:
- Ridgeline
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 280 hp 3.5L V6
- Exterior color:
- Lunar Silver Metallic
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 44,062
- Stock #:
- 19467
- VIN:
- 5FPYK3F10PB045277
2023 Honda Ridgeline
Sport AWD
44,062 mi
Coventry, RI
46 mi away
Good Deal
$28,299
- 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:
- Mountain Brown
- Transmission:
- 8-Speed Automatic
- Mileage:
- 61,375
- Stock #:
- P10427
- VIN:
- 1C6SRFKT2NN289330
2022 RAM 1500
Limited Longhorn Crew Cab 4WD
61,375 mi
Norwood, MA
10 mi away
Good Deal
$39,641
- Year:
- 2022
- Make:
- Ford
- Model:
- F-250 Super Duty
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Exterior color:
- Agate Black Metallic
- Interior color:
- Medium Earth Gray
- Transmission:
- Automatic
- Mileage:
- 53,151
- Stock #:
- 87563A
- VIN:
- 1FT7W2BN7NEE11732
New arrival
2022 Ford F-250 Super Duty
XL Crew Cab 4WD
53,151 mi
Franklin, MA
17 mi away
Great Deal
$38,395
- 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:
- White
- Combined gas mileage:
- 20 MPG
- Fuel type:
- Gasoline
- Mileage:
- 14,255
- Stock #:
- A280A
- VIN:
- 3TMCZ5AN5PM649021
New arrival
2023 Toyota Tacoma
SR5 V6 Double Cab 4WD
14,255 mi
East Greenwich, RI
48 mi away
Good Deal
$36,490
- Year:
- 2022
- Make:
- Ford
- Model:
- F-150
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 325 hp 2.7L V6
- Exterior color:
- Gray Metallic
- Combined gas mileage:
- 20 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 10-Speed Automatic
- Mileage:
- 41,925
- Stock #:
- HY3577Q
- VIN:
- 1FTEW1EP2NFA45879
2022 Ford F-150
XL SuperCrew 4WD
41,925 mi
Brockton, MA
21 mi away
Good Deal
$32,849
- Year:
- 2021
- Make:
- RAM
- Model:
- 2500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 410 hp 6.4L V8
- Exterior color:
- Diamond Black
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 85,862
- Stock #:
- P9048A
- VIN:
- 3C6UR5SJ9MG555869
2021 RAM 2500
Limited Crew Cab 4WD
85,862 mi
Kingston, MA
37 mi away
Fair Deal
$44,345
- 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:
- Snazzberry Pearl Coat
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 49,788
- Stock #:
- L260283A
- VIN:
- 1C6HJTAG4ML557048
2021 Jeep Gladiator
Willys Crew Cab 4WD
49,788 mi
Lynnfield, MA
19 mi away
Good Deal
$27,954
- 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:
- Snazzberry Pearlcoat
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 6-Speed Manual
- Mileage:
- 30,227
- Stock #:
- 4902TA
- VIN:
- 1C6JJTEG4ML576940
New arrival
2021 Jeep Gladiator
Mojave Crew Cab 4WD
30,227 mi
Winchendon, MA
46 mi away
Good Deal
$35,597
- Year:
- 2023
- Make:
- Jeep
- Model:
- Gladiator
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 260 hp 3L V6 Diesel
- Exterior color:
- Silver Zynith Clearcoat
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Diesel
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 19,895
- Stock #:
- C26259A
- VIN:
- 1C6JJTBMXPL594115
2023 Jeep Gladiator
Rubicon Crew Cab 4WD
19,895 mi
Gardner, MA
41 mi away
Good Deal
$40,474
- 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:
- Billet Silver Metallic Clearcoat
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 133,896
- Stock #:
- GW7155A
- VIN:
- 1C6SRFJT1MN541360
Price drop
-$2,000
2021 RAM 1500
Laramie Crew Cab 4WD
133,896 mi
Woonsocket, RI
24 mi away
Good Deal
$28,299
$26,299
- Year:
- 2022
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Exterior color:
- Black
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 16,847
- Stock #:
- 101543C
- VIN:
- 1GCPYCEK7NZ101543
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
16,847 mi
Framingham, MA
9 mi away
Great Deal
$34,495
- 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:
- Granite Crystal Metallic
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray (Diesel Grey/Black)
- Transmission:
- Automatic
- Mileage:
- 70,105
- Stock #:
- 66439
- VIN:
- 1C6SRFMT7MN563231
New arrival
2021 RAM 1500
Big Horn Crew Cab 4WD
70,105 mi
Worcester, MA
27 mi away
Good Deal
$29,995
- Year:
- 2021
- Make:
- Ford
- Model:
- F-150
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 325 hp 2.7L V6
- Exterior color:
- Guard Metallic
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black Medium Dark Slate
- Transmission:
- Automatic
- Mileage:
- 48,818
- Stock #:
- C16018
- VIN:
- 1FTEX1EPXMKE09341
2021 Ford F-150
XLT SuperCab 4WD
48,818 mi
Malden, MA
15 mi away
Good Deal
$30,569
- 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:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 35,233
- Stock #:
- D16442
- VIN:
- 1C6SRFJT9PN578242
2023 RAM 1500
Laramie Crew Cab 4WD
35,233 mi
Mendon, MA
21 mi away
Fair Deal
$43,467
- 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:
- Diamond Black Crystal Pearlcoat
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 48,354
- Stock #:
- N6296A
- VIN:
- 1C6SRFHTXPN595928
New arrival
2023 RAM 1500
Limited Crew Cab 4WD
48,354 mi
Nashua, NH
30 mi away
Fair Deal
$45,447
- 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:
- Delmonico Red Pearl Coat
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 121,074
- VIN:
- 1C6SRFJT6MN729520
2021 RAM 1500
Laramie Crew Cab 4WD
121,074 mi
Abington, MA
22 mi away
Fair Deal
$27,199
- Year:
- 2022
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 277 hp 3L I6 Diesel
- Exterior color:
- Cherry Red Tintcoat
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Diesel
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 70,045
- Stock #:
- PD3004A
- VIN:
- 1GCUYEET3NZ177607
Sponsored Listing
2022 Chevrolet Silverado 1500
RST Crew Cab 4WD
70,045 mi
Warwick, RI
43 mi away
Good Deal
$34,403
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