Jeep Pickups for Sale near Boston, Massachusetts
Sort
Filters
981 results
Location
Body Type
Popular Body Types
Price
Mileage
Make, Model, and Trim
Year
Chassis Options
Add-Ons
State
Used 2023 Jeep Gladiator Sport Crew Cab
$31,444
speed 33,079 mi
sell
Key features
- Gasoline
- 3.6 L
- 4WD
location_on
Bob Allen Chrysler Jeep Dodge Ram
Danville, KY (797.5 mi)
Used 2025 Jeep Gladiator Sport Crew Cab
$34,996
speed 43,660 mi
sell
Key features
- Gasoline
- 3.6 L
- 4WD
location_on
Bob Allen Chrysler Jeep Dodge Ram
Danville, KY (797.5 mi)
Used 2023 Jeep Gladiator Mojave Crew Cab
$34,988
speed 55,463 mi
sell
Key features
- Gasoline
- 4x4
- Mojave
location_on
Ray Skillman Chevrolet
Indianapolis, IN (797.6 mi)
(317) 854-4597
Used 2023 Jeep Gladiator Sport Crew Cab
$25,980
speed 73,055 mi
sell
Key features
- Gasoline
- 4WD
- Sport S
location_on
Parks GMC Greenville
Greenville, SC (799.5 mi)
(864) 651-9894
Used 2022 Jeep Gladiator Overland Crew Cab
$32,315
speed 45,405 mi
sell
Key features
- Gasoline
- 4WD
- Overland
location_on
Parks GMC Greenville
Greenville, SC (799.5 mi)
(864) 651-9894
Used 2021 Jeep Gladiator Overland Crew Cab
$33,246
speed 27,202 mi
sell
Key features
- Gasoline
- 4WD
- Overland
location_on
Capitol City Ford
Indianapolis, IN (800.5 mi)
Used 2024 Jeep Gladiator Sport Crew Cab
$37,940
speed 9,194 mi
sell
Key features
- Gasoline
- 4WD
- Sport S
location_on
Fletcher Chrysler Dodge Jeep Ram
Franklin, IN (806.7 mi)
(219) 271-7570
Used 2025 Jeep Gladiator Sport Crew Cab
$38,440
speed 4,840 mi
sell
Key features
- Gasoline
- 4WD
- Nighthawk
location_on
Fletcher Chrysler Dodge Jeep Ram
Franklin, IN (806.7 mi)
(219) 271-7570
Used 2020 Jeep Gladiator Rubicon Crew Cab
$30,440
speed 73,729 mi
sell
Key features
- Gasoline
- 4WD
- Rubicon
location_on
Fletcher Chrysler Dodge Jeep Ram
Franklin, IN (806.7 mi)
(219) 271-7570
Used 2025 Jeep Gladiator Rubicon Crew Cab
$46,440
speed 11,176 mi
sell
Key features
- Gasoline
- 4WD
- Rubicon
location_on
Fletcher Chrysler Dodge Jeep Ram
Franklin, IN (806.7 mi)
(219) 271-7570
Used 2021 Jeep Gladiator Sport Crew Cab
$28,600
speed 72,933 mi
sell
Key features
- Gasoline
- 4x4
- Willys
location_on
McElveen Buick GMC
Summerville, SC (809.1 mi)
(843) 790-6751
Used 2025 Jeep Gladiator Sport Crew Cab
$36,547
speed 14,000 mi
sell
Key features
- Gasoline
- Regular Gasoline V-6 3.6 L/220
- 4WD
location_on
Michigan City Ford
Michigan City, IN (810.9 mi)
Used 2021 Jeep Gladiator Sport Crew Cab
$23,571
speed 99,868 mi
sell
Key features
- Gasoline
- 4WD
- Sport
location_on
Jones Ford N Charleston
North Charleston, SC (813.6 mi)
(843) 350-8720
Used 2021 Jeep Gladiator Sport Crew Cab
$32,990 List Price
$28,757
speed 20,695 mi
sell
Key features
- Gasoline
- 4WD
- Willys
location_on
Champion Chevrolet of Avon
Avon, IN (817.2 mi)
Used 2025 Jeep Gladiator Sport Crew Cab
$38,211
speed 23,478 mi
sell
Key features
- Gasoline
- Regular Gasoline V-6 3.6 L/220
- 4WD
location_on
Bachman Chrysler Dodge Jeep Ram of Jeffersonville
Jeffersonville, IN (817.3 mi)
Used 2020 Jeep Gladiator Rubicon Crew Cab
$35,995
speed 47,656 mi
sell
Key features
- Gasoline
- Regular Unleaded V-6 3.6 L/220
- 4WD
location_on
Reeder Chevrolet
Knoxville, TN (817.4 mi)
(865) 518-8140
Used 2023 Jeep Gladiator Mojave Crew Cab
$36,995
speed 36,048 mi
sell
Key features
- Gasoline
- Regular Unleaded V-6 3.6 L/220
- 4WD
location_on
Reeder Chevrolet
Knoxville, TN (817.4 mi)
(865) 518-8140
Used 2021 Jeep Gladiator Sport Crew Cab
$28,419
speed 42,904 mi
sell
Key features
- Gasoline
- 4WD
- Sport
location_on
Gary Yeomans Ford Knoxville
Knoxville, TN (817.4 mi)
(865) 622-4093
Used 2025 Jeep Gladiator Sport Crew Cab
$35,655
speed 10,500 mi
sell
Key features
- Gasoline
- 4WD
- Nighthawk
location_on
Gary Yeomans Ford Knoxville
Knoxville, TN (817.4 mi)
(865) 622-4093
Used 2026 Jeep Gladiator Rubicon Crew Cab
$44,995
speed 4,459 mi
sell
Key features
- Gasoline
- Regular Gasoline V-6 3.6 L/220
- 4WD
location_on
Reeder Chevrolet
Knoxville, TN (817.4 mi)
(865) 518-8140
Used 2021 Jeep Gladiator Sport Crew Cab
$24,995
speed 92,536 mi
sell
Key features
- Gasoline
- 4WD
- Sport
location_on
York Chrysler Dodge Jeep Ram of Plainfield
Plainfield, IN (818.3 mi)
Used 2021 Jeep Gladiator Mojave Crew Cab
$32,427
speed 50,205 mi
sell
Key features
- Gasoline
- 4WD
- Mojave
location_on
Andy Mohr Ford
Plainfield, IN (818.3 mi)
(317) 754-0728
Used 2022 Jeep Gladiator Overland Crew Cab
$24,369
speed 92,933 mi
sell
Key features
- Gasoline
- 4WD
- Overland
location_on
Andy Mohr Ford
Plainfield, IN (818.3 mi)
(317) 754-0728
Used 2026 Jeep Gladiator Mojave Crew Cab
$42,988
speed 20,746 mi
sell
Key features
- Gasoline
- 4WD
- Mojave
location_on
Bob Hook Chevrolet
Louisville, KY (819.4 mi)
Used 2023 Jeep Gladiator Rubicon Crew Cab
$36,250
speed 33,662 mi
sell
Key features
- Gasoline
- 3.6L
- 4WD
location_on
Coyle GMC Co.
Clarksville, IN (821.3 mi)
(812) 994-6009
Used 2023 Jeep Gladiator Rubicon Crew Cab
$36,250
speed 33,662 mi
sell
Key features
- Gasoline
- 3.6L
- 4WD
location_on
Coyle Chevrolet Co.
Clarksville, IN (821.3 mi)
Used 2023 Jeep Gladiator Mojave Crew Cab
$39,082
speed 23,075 mi
sell
Key features
- Gasoline
- V-6 cyl
- 4x4
location_on
Secret City Chrysler Dodge Jeep Ram
Oak Ridge, TN (828.6 mi)
(865) 685-9661
Used 2024 Jeep Gladiator Rubicon Crew Cab
$42,582
speed 30,816 mi
sell
Key features
- Gasoline
- V-6 cyl
- 4x4
location_on
Secret City Chrysler Dodge Jeep Ram
Oak Ridge, TN (828.6 mi)
(865) 685-9661
Used 2021 Jeep Gladiator Sport Crew Cab
$26,500
speed 94,615 mi
sell
Key features
- Gasoline
- 4WD
- Willys
location_on
York Chrysler Dodge Jeep Ram FIAT
Crawfordsville, IN (836.5 mi)
(765) 375-3101
Used 2021 Jeep Gladiator Rubicon Crew Cab
$33,650
speed 48,453 mi
sell
Key features
- Gasoline
- 4WD
- Rubicon
location_on
Herlong Ford
Edgefield, SC (837.9 mi)
(803) 694-7815
