Used Jeep Grand Cherokee Overland for Sale nearHeadingley, MB
137 vehicles found
- Year:
- 2023
- Make:
- Jeep
- Model:
- Grand Cherokee
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 293 hp 3.6L V6
- Exterior colour:
- Red
- Combined gas mileage:
- 11 L/100km
- Fuel type:
- Gasoline
- Transmission:
- Automatic
- Mileage:
- 88,000
- Stock #:
- 101898
- VIN:
- 1C4RJHBG7PC539348
Sponsored by Stone Bridge Auto Inc.
2023 Jeep Grand Cherokee
Limited 4WD
88,000 km
STEINBACH, MB
61 km away
Fair Deal
$35,995
- Year:
- 2021
- Make:
- Jeep
- Model:
- Grand Cherokee
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 295 hp 3.6L V6
- Exterior colour:
- Diamond Black Crystal Pearl
- Combined gas mileage:
- 11 L/100km
- Fuel type:
- Gasoline
- Interior colour:
- Black w/Ruby Red Accent
- Transmission:
- 8-Speed Automatic
- Mileage:
- 114,851
- Stock #:
- T249B
- VIN:
- 1C4RJFLG8MC706525
New arrival
Sponsored Listing
2021 Jeep Grand Cherokee
Trailhawk 4WD
114,851 km
Portage la Prairie, MB
69 km away
Fair Deal
$33,000
- Year:
- 2018
- Make:
- Jeep
- Model:
- Grand Cherokee
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 295 hp 3.6L V6
- Exterior colour:
- White
- Combined gas mileage:
- 11 L/100km
- Fuel type:
- Gasoline
- Interior colour:
- Black
- Transmission:
- Automatic
- Mileage:
- 201,000
- VIN:
- 1C4RJFBGXJC307984
Sponsored Listing
2018 Jeep Grand Cherokee
Limited 4WD
201,000 km
Winnipeg, MB
9 km away
Fair Deal
$15,999
- Year:
- 2021
- Make:
- Jeep
- Model:
- Grand Cherokee
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 295 hp 3.6L V6
- Exterior colour:
- Red
- Combined gas mileage:
- 11 L/100km
- Fuel type:
- Gasoline
- Interior colour:
- Black
- Transmission:
- Automatic
- Mileage:
- 184,705
- VIN:
- 1C4RJFBG2MC513837
2021 Jeep Grand Cherokee
80th Anniversary Edition 4WD
184,705 km
Winnipeg, MB
9 km away
Great Deal
$18,999
- Year:
- 2018
- Make:
- Jeep
- Model:
- Grand Cherokee
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 295 hp 3.6L V6
- Exterior colour:
- Red
- Combined gas mileage:
- 11 L/100km
- Fuel type:
- Gasoline
- Transmission:
- Automatic
- Mileage:
- 100,955
- Stock #:
- 5309
- VIN:
- 1C4RJFAG5JC398759
2018 Jeep Grand Cherokee
Laredo 4WD
100,955 km
Winnipeg, MB
15 km away
Great Deal
$18,800
- Year:
- 2025
- Make:
- Jeep
- Model:
- Grand Cherokee
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 293 hp 3.6L V6
- Exterior colour:
- White
- Combined gas mileage:
- 11 L/100km
- Fuel type:
- Gasoline
- Transmission:
- Automatic
- Mileage:
- 7,122
- Stock #:
- 260444A
- VIN:
- 1C4RJHAG1S8673110
2025 Jeep Grand Cherokee
Altitude 4WD
7,122 km
Home delivery from Calgary, AB
Price includes $1,786 shipping
Great Deal
$46,772
- Year:
- 2018
- Make:
- Jeep
- Model:
- Grand Cherokee
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 295 hp 3.6L V6
- Exterior colour:
- Granite Crystal Metallic
- Combined gas mileage:
- 11 L/100km
- Fuel type:
- Gasoline
- Interior colour:
- BLACK, LEATHER/SUEDE SEATS W/YELLOW STITCH
- Transmission:
- Automatic
- Mileage:
- 108,575
- Stock #:
- T14924A
- VIN:
- 1C4RJFJG3JC243689
2018 Jeep Grand Cherokee
Summit 4WD
108,575 km
Home delivery from Fort Mcmurray, AB
Price includes $1,182 shipping
Great Deal
$21,152
- Year:
- 2021
- Make:
- Jeep
- Model:
- Grand Cherokee
- Body type:
- SUV / Crossover
- Transmission:
- 8-Speed Automatic
- Mileage:
- 72,691
- Stock #:
- A13093
- VIN:
- 1C4RJFAG4MC859681
Price drop
-$531
2021 Jeep Grand Cherokee
Altitude 4WD
72,691 km
Winnipeg, MB
17 km away
Great Deal
$26,507
$25,976
- Year:
- 2021
- Make:
- Jeep
- Model:
- Grand Cherokee
- Body type:
- SUV / Crossover
- Engine:
- 295 hp 3.6L V6
- Fuel type:
- Gasoline
- Transmission:
- Automatic
- Mileage:
- 93,781
- Stock #:
- 4570
- VIN:
- 1C4RJFAG7MC684570
2021 Jeep Grand Cherokee
93,781 km
Winnipeg, MB
20 km away
Great Deal
$24,888
- Year:
- 2021
- Make:
- Jeep
- Model:
- Grand Cherokee
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 295 hp 3.6L V6
- Exterior colour:
- Black
- Combined gas mileage:
- 11 L/100km
- Fuel type:
- Gasoline
- Interior colour:
- Black
- Transmission:
- Automatic
- Mileage:
- 81,837
- Stock #:
- 05112
- VIN:
- 1C4RJFCGXMC839402
2021 Jeep Grand Cherokee
High Altitude 4WD
81,837 km
Home delivery from Ottawa, ON
Price includes $847 shipping
Good Deal
$34,842
- Year:
- 2021
- Make:
- Jeep
- Model:
- Grand Cherokee
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 475 hp 6.4L V8
- Exterior colour:
- White
- Combined gas mileage:
- 16 L/100km
- Fuel type:
- Gasoline
- Interior colour:
- Black
- Transmission:
- Automatic
- Mileage:
- 176,500
- Stock #:
- 260282B
- VIN:
- 1C4RJFDJ9MC560808
2021 Jeep Grand Cherokee
SRT 4WD
176,500 km
Home delivery from Calgary, AB
Price includes $1,786 shipping
Good Deal
$45,083
- Year:
- 2019
- Make:
- Jeep
- Model:
- Grand Cherokee
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 295 hp 3.6L V6
- Exterior colour:
- Black
- Combined gas mileage:
- 11 L/100km
- Fuel type:
- Gasoline
- Interior colour:
- Black
- Transmission:
- Automatic
- Mileage:
- 149,000
- VIN:
- 1C4RJFBG4KC581909
2019 Jeep Grand Cherokee
Limited 4WD
149,000 km
Winnipeg, MB
9 km away
Good Deal
$20,999
- Year:
- 2020
- Make:
- Jeep
- Model:
- Grand Cherokee
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 295 hp 3.6L V6
- Exterior colour:
- Gray
- Combined gas mileage:
- 11 L/100km
- Fuel type:
- Gasoline
- Transmission:
- Automatic
- Mileage:
- 163,453
- Stock #:
- 5489
- VIN:
- 1C4RJFAG9LC270057
New arrival
2020 Jeep Grand Cherokee
Upland 4WD
163,453 km
Winnipeg, MB
15 km away
Good Deal
$20,800
- Year:
- 2023
- Make:
- Jeep
- Model:
- Grand Cherokee
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 293 hp 3.6L V6
- Exterior colour:
- Red
- Combined gas mileage:
- 11 L/100km
- Fuel type:
- Gasoline
- Interior colour:
- Black
- Transmission:
- Automatic
- Mileage:
- 100,643
- Stock #:
- 04829W
- VIN:
- 1C4RJHBG1PC539622
2023 Jeep Grand Cherokee
Limited 4WD
100,643 km
Home delivery from Ottawa, ON
Price includes $847 shipping
Good Deal
$30,842
- Year:
- 2023
- Make:
- Jeep
- Model:
- Grand Cherokee
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 293 hp 3.6L V6
- Fuel type:
- Gasoline
- Transmission:
- 8-Speed Automatic
- Mileage:
- 88,036
- Stock #:
- WA0226
- VIN:
- 1C4RJHAG6P8799051
2023 Jeep Grand Cherokee
Altitude 4WD
88,036 km
Winnipeg, MB
23 km away
Good Deal
$29,999
- Year:
- 2020
- Make:
- Jeep
- Model:
- Grand Cherokee
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 295 hp 3.6L V6
- Exterior colour:
- Diamond Black Crystal Pearl
- Combined gas mileage:
- 11 L/100km
- Fuel type:
- Gasoline
- Interior colour:
- Black
- Transmission:
- Automatic
- Mileage:
- 49,610
- Stock #:
- B15096
- VIN:
- 1C4RJFBG6LC427333
2020 Jeep Grand Cherokee
Limited X 4WD
49,610 km
Home delivery from Fort Mcmurray, AB
Price includes $1,182 shipping
Good Deal
$33,152
- Year:
- 2017
- Make:
- Jeep
- Model:
- Grand Cherokee
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 295 hp 3.6L V6
- Exterior colour:
- Black
- Combined gas mileage:
- 11 L/100km
- Fuel type:
- Gasoline
- Interior colour:
- Black
- Transmission:
- Automatic
- Mileage:
- 150,777
- Stock #:
- 317953
- VIN:
- 1C4RJFAG6HC717953
Price drop
-$1,000
2017 Jeep Grand Cherokee
Laredo 4WD
150,777 km
Winnipeg, MB
14 km away
Good Deal
$15,999
$14,999
- Year:
- 2017
- Make:
- Jeep
- Model:
- Grand Cherokee
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 295 hp 3.6L V6
- Exterior colour:
- Black
- Combined gas mileage:
- 11 L/100km
- Fuel type:
- Gasoline
- Transmission:
- Automatic
- Mileage:
- 163,569
- Stock #:
- 2769
- VIN:
- 1C4RJFBG4HC748052
2017 Jeep Grand Cherokee
Limited 75th Anniversary 4WD
163,569 km
Winnipeg, MB
19 km away
Good Deal
$16,900
- Year:
- 2024
- Make:
- Jeep
- Model:
- Grand Cherokee
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 293 hp 3.6L V6
- Exterior colour:
- Black
- Combined gas mileage:
- 11 L/100km
- Fuel type:
- Gasoline
- Interior colour:
- Black
- Transmission:
- Automatic
- Mileage:
- 20,710
- Stock #:
- A-7651
- VIN:
- 1C4RJHAG6RC225193
2024 Jeep Grand Cherokee
Laredo 4WD
20,710 km
Home delivery from Terrebonne, QC
Price includes $3,652 shipping
Good Deal
$42,447
- Year:
- 2022
- Make:
- Jeep
- Model:
- Grand Cherokee
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 293 hp 3.6L V6
- Combined gas mileage:
- 11 L/100km
- Fuel type:
- Gasoline
- Transmission:
- 8-Speed Automatic
- Mileage:
- 125,885
- Stock #:
- B13352
- VIN:
- 1C4RJFBG8NC170257
Price drop
-$678
2022 Jeep Grand Cherokee
Limited 4WD
125,885 km
Winnipeg, MB
17 km away
Good Deal
$28,480
$27,802
- Year:
- 2021
- Make:
- Jeep
- Model:
- Grand Cherokee
- Body type:
- SUV / Crossover
- Exterior colour:
- White
- Transmission:
- Automatic
- Mileage:
- 109,354
- Stock #:
- 25R9B66B
- VIN:
- 1C4RJFAG0MC541265
2021 Jeep Grand Cherokee
Laredo 4WD
109,354 km
Winnipeg, MB
14 km away
Good Deal
$24,921
- Year:
- 2020
- Make:
- Jeep
- Model:
- Grand Cherokee
- Body type:
- SUV / Crossover
- Engine:
- 295 hp 3.6L V6
- Fuel type:
- Gasoline
- Transmission:
- Automatic
- Mileage:
- 74,182
- Stock #:
- 8849
- VIN:
- 1C4RJFAG6LC438849
2020 Jeep Grand Cherokee
74,182 km
Winnipeg, MB
20 km away
Good Deal
$28,888
- Year:
- 2025
- Make:
- Jeep
- Model:
- Grand Cherokee
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 293 hp 3.6L V6
- Exterior colour:
- White
- Combined gas mileage:
- 11 L/100km
- Fuel type:
- Gasoline
- Interior colour:
- Black
- Transmission:
- Automatic
- Mileage:
- 13,581
- Stock #:
- P7787
- VIN:
- 1C4RJHAG9SC323351
2025 Jeep Grand Cherokee
Altitude 4WD
13,581 km
Home delivery from Sherwood Park, AB
Price includes $1,751 shipping
Good Deal
$50,209
- Year:
- 2018
- Make:
- Jeep
- Model:
- Grand Cherokee
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 295 hp 3.6L V6
- Exterior colour:
- Red
- Combined gas mileage:
- 11 L/100km
- Fuel type:
- Gasoline
- Transmission:
- Automatic
- Mileage:
- 100,955
- Stock #:
- 5309
- VIN:
- 1C4RJFAG5JC398759
Sponsored Listing
2018 Jeep Grand Cherokee
Laredo 4WD
100,955 km
Winnipeg, MB
15 km away
Great Deal
$18,800
4.5 Overall rating
Filter by rating
Griffin W
Reviewed a 2011 Jeep Overland 4WD on Jul 19, 2012
Performance- v6 pentastar has plenty of power, worth it for the better mpg, handling is adaquite for a suv of its weight, braking is good Build Quality- top notch, interior is very well crafted Cost of Ownership- get about 18.5 with mixed driving, get up to 23 on long highway drives Apperance- awesome, one of the best looking suv's on the road, interior is really well done Fun Factor- as fun as a 5200 lb luxury suv can be
Is this review helpful?
Brian M
Reviewed a 2011 Jeep Overland 4WD on May 23, 2013
This is a great all round vehicle for hauling stuff, travelling long distances on highways. It tows stuff well. It's great off road and it kicks in winter on snow and ice. Vehicle size is personal but for me it is just right. Not too long but roomy enough for a 6 footer in the back seat.
Is this review helpful?
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Jeep Grand Cherokee Limited in Headingley MBJeep Grand Cherokee Altitude 4WDJeep Grand Cherokee Laredo in Headingley MBJeep Grand Cherokee Overland in Headingley MBJeep Grand Cherokee Summit 4WDJeep Grand Cherokee Limited X 4WDJeep Grand Cherokee Summit Reserve 4WDJeep Grand Cherokee Trailhawk 4WDJeep Grand Cherokee SRT 4WD
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