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Used 2006 Jeep Grand Cherokee for Sale near Headingley, MB

135 results
Headingley, MB
2023 Jeep Grand Cherokee Summit Reserve 4WD McNaught Buick GMC

2023 Jeep Grand Cherokee

Summit Reserve 4WD

34,823 kilometres

$56,999

Fair Deal
Winnipeg, MB
18 km away
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:
Silver
Combined gas mileage:
11 L/100km
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
34,823
Stock number:
A251741
VIN:
1C4RJHEG3P8765353

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2022 Jeep Grand Cherokee Limited 4WD

2022 Jeep Grand Cherokee

Limited 4WD

52,636 kilometres

$38,500

Good Deal
Selkirk, MB
49 km away
Year:
2022
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:
8-Speed Automatic
Mileage:
52,636
Stock number:
1575
VIN:
1C4RJFBGXNC150446

Sponsored

2017 Jeep Grand Cherokee Limited 4WD

2017 Jeep Grand Cherokee

Limited 4WD

178,522 kilometres

$18,699

Fair Deal
Winnipeg, MB
18 km away
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:
Blue
Combined gas mileage:
11 L/100km
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
178,522
Stock number:
ASIS-A250142
VIN:
1C4RJFBG5HC619740

Sponsored

2021 Jeep Grand Cherokee

2021 Jeep Grand Cherokee

89,986 kilometres

$29,499

Great Deal
Morden, MB
90 km away
Year:
2021
Make:
Jeep
Model:
Grand Cherokee
Body type:
SUV / Crossover
Engine:
295 hp 3.6L V6
Exterior colour:
Bright White
Fuel type:
Gasoline
Interior colour:
Black
Mileage:
89,986
Stock number:
MU566
VIN:
1C4RJFAGXMC547803

2021 Jeep Grand Cherokee Limited 4WD

2021 Jeep Grand Cherokee

Limited 4WD

90,718 kilometres

$29,319

Great Deal
Winnipeg, MB
27 km away
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:
Velvet Red Pearl
Combined gas mileage:
11 L/100km
Fuel type:
Gasoline
Interior colour:
Black
Transmission:
Automatic
Mileage:
90,718
Stock number:
F6F9CV
VIN:
1C4RJFBG5MC759457

2022 Jeep Grand Cherokee Limited 4WD

2022 Jeep Grand Cherokee

Limited 4WD

52,636 kilometres

$38,500

Good Deal
Selkirk, MB
49 km away
Year:
2022
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:
8-Speed Automatic
Mileage:
52,636
Stock number:
1575
VIN:
1C4RJFBGXNC150446

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2020 Jeep Grand Cherokee

Altitude 4WD

68,909 kilometres

$29,999

Good Deal
Winnipeg, MB
20 km away
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:
Velvet Red Pearl
Combined gas mileage:
11 L/100km
Fuel type:
Gasoline
Interior colour:
Black
Transmission:
8-Speed Automatic
Mileage:
68,909
Stock number:
T250876B
VIN:
1C4RJFAG4LC188866

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2023 Jeep Grand Cherokee

Limited 4WD

65,554 kilometres

$38,464

Good Deal
Winnipeg, MB
26 km away
Year:
2023
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:
65,554
Stock number:
WT0155
VIN:
1C4RJHBG9PC632226

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2023 Jeep Grand Cherokee

Altitude 4WD

84,256 kilometres

$35,923

Good Deal
Winnipeg, MB
26 km away
Year:
2023
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:
84,256
Stock number:
WT0162
VIN:
1C4RJHAG6P8799051

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2018 Jeep Grand Cherokee

Sterling Edition 4WD

146,948 kilometres

$22,694

Good Deal
Winnipeg, MB
23 km away
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
Interior colour:
Black
Transmission:
Automatic
Mileage:
146,948
Stock number:
25129A
VIN:
1C4RJFBG0JC163474

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2016 Jeep Grand Cherokee

Limited 4WD

191,647 kilometres

$16,000

Good Deal
Winnipeg, MB
18 km away
Year:
2016
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:
191,647
Stock number:
ASIS-256943
VIN:
1C4RJFBG0GC398479

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2021 Jeep Grand Cherokee

Limited 4WD

55,567 kilometres

$35,574

Good Deal
Steinbach, MB
64 km away
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:
Velvet Red Pearl
Combined gas mileage:
11 L/100km
Fuel type:
Gasoline
Interior colour:
Black
Transmission:
Automatic
Mileage:
55,567
Stock number:
F6C2VA
VIN:
1C4RJFBG0MC636374

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2023 Jeep Grand Cherokee

Limited 4WD

82,609 kilometres

$36,000

Good Deal
Winnipeg, MB
18 km away
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:
Bright White
Combined gas mileage:
11 L/100km
Fuel type:
Gasoline
Interior colour:
Black (Global Blk w/Global Blk)
Transmission:
8-Speed Automatic
Mileage:
82,609
Stock number:
A138341
VIN:
1C4RJHBGXPC556791

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2018 Jeep Grand Cherokee

Limited 4WD

200,246 kilometres

$17,873

Good Deal
Portage la Prairie, MB
66 km away
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:
Diamond Black Crystal Pearl
Combined gas mileage:
11 L/100km
Fuel type:
Gasoline
Interior colour:
Black/Black
Transmission:
8-Speed Automatic
Mileage:
200,246
Stock number:
PU1634A
VIN:
1C4RJFBGXJC185479

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2023 Jeep Grand Cherokee

Limited 4WD

78,114 kilometres

$36,706

Good Deal
Winnipeg, MB
17 km away
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:
Black
Combined gas mileage:
11 L/100km
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
78,114
Stock number:
25W4L36A
VIN:
1C4RJHBG9PC524818

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2024 Jeep Grand Cherokee

Limited 4WD

37,880 kilometres

$46,899

Good Deal
Winnipeg, MB
26 km away
Year:
2024
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:
37,880
Stock number:
WW0029
VIN:
1C4RJHBG2RC706220

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2023 Jeep Grand Cherokee

Overland 4WD

78,151 kilometres

$43,796

Good Deal
Morden, MB
90 km away
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:
Silver Zynith
Fuel type:
Gasoline
Mileage:
78,151
Stock number:
MU561
VIN:
1C4RJHDG0PC619524

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2021 Jeep Grand Cherokee

Limited 4WD

90,718 kilometres

$29,319

Great Deal
Winnipeg, MB
27 km away
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:
Velvet Red Pearl
Combined gas mileage:
11 L/100km
Fuel type:
Gasoline
Interior colour:
Black
Transmission:
Automatic
Mileage:
90,718
Stock number:
F6F9CV
VIN:
1C4RJFBG5MC759457

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  1. Home
  2. / Used Cars
  3. / Jeep Grand Cherokee
  4. / Overland
  5. / Manitoba
  6. / Headingley
Reviews

4 Overall rating

(4 reviews)
Anthony J. N
4.0
Reviewed a 2006 Jeep Overland on Nov. 01, 2014

Don't get me wrong... it's still an American made SUV with typical quality issues but nothing I feel worth complaining about. The OVERLAND Edition enhanced trim level got some help from me with oversized black steel rims and tires, tinted windows and wheel rain guards. Other small modifications have improved gas mileage and boosted performance. Resonator has been removed from exhaust system and a MagnaFlow glasspack muffler makes for a perfect street roar. Truck sticks to road better than any Corvette I've owned with oversized front and rear sway bars and the Bilstein shocks and struts provide the perfect height and aggressive stance. Adding wider tires provides stability and stance. Cross drilled rotors and high performance brake pads provide powerful braking ability. The OVERLAND edition combined with my upgrades makes this a unique vehicle. I love to drive it.

Anonymous
5.0
Reviewed a 2006 Jeep Overland on Apr. 01, 2007

The Jeep Grand Cherokee Overland is an amazing specimen that will easily devour a "luxury" competitor of similar breed with much less effort (and by effort I mean $$$). I just bought a used 2006 and am just as floored as the adjustable accelerator pedal should be in this vehicle. I will talk a lot about the power in this ride but its ride and appointments can't be overshadowed. I have read poor reviews on handling. I pushed the limits of speed's favorite initial and the Overland handled more than adequately in the curve-carving department. The HEMI doesn't need a comment because it really does speak for it self. My buddy has a Dodge Durango with the same engine and it growls louder under his hood. While the roar is satisfying, I believe Jeep has simply improved cabin insulation. I hold this opinion as my wife complained that I shouldn't speed out of our driveway. I don't speed; (in our neighborhood anyway) the low gears of this rig will turn the domes of any spectators, willing or otherwise. I just realized I must sound like I work for Jeep or its ownership. I assure you I do not. I am just a happy consumer that is 34 years old and has been frugal in all of his vehicle purchases. The best part is I purchased this Jeep used and a bag filled with depreciation is gone. Depreciation is why you shouldn't buy new. Duh, everyone knows that but the majority of the U.S. buys new, go figure (own more than you show I say!). The Overland is amazing. I won't list features; Google has all your answers. Lastly, my wife has a powerful Infinity SUV, my good friend a Yukon Denali. Both individuals have ridden in my Jeep and wished it was theirs. By the way, my buddy with the rig named after an Alaskan park spent almost twice what I just spent on the JGC Overland. To answer your unanswered question, I spent lees than $30k. Ha, maybe I should work for Jeep. Safe travels.

Nick M
5.0
Reviewed a 2006 Jeep Overland on Aug. 17, 2008

Had a couple if these as company cars and the one in the picture I was driving in a quarry in Italy before the new shape car was launched in the UK. They are £10K+ cheaper than a Land Rover, look classy and have strong engines. Interior a bit low but loved the car. Had one for nearly a year

Philippe J
2.0
Reviewed a 2006 Jeep Overland on Jan. 12, 2008

Even though there's a lot of Mercedes-Benz in there, such as the gearbox, it's still cheaply built and doesn't match the competition. But then, it's a real 4x4, not one of those crappy trendy BMW X3 and such ...

  • 2009 Jeep Grand Cherokee Overland in Headingley MB

  • 2008 Jeep Grand Cherokee Overland in Headingley MB

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