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Used 2006 Jeep Grand Cherokee Overland for Sale near Port Perry, ON

261 results
Port Perry, ON
2017 Jeep Grand Cherokee Laredo 4WD BR Motors - Bolton

2017 Jeep Grand Cherokee

Laredo 4WD

119,996 kilometres

$16,100

Great Deal
Caledon, ON
65 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:
Red
Combined gas mileage:
11 L/100km
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
119,996
Stock number:
2121
VIN:
1C4RJFAG3HC885632

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2020 Jeep Grand Cherokee Limited 4WD

2020 Jeep Grand Cherokee

Limited 4WD

169,896 kilometres

$19,995

Good Deal
Etobicoke, ON
64 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
Combined gas mileage:
11 L/100km
Fuel type:
Gasoline
Transmission:
8-Speed Automatic
Mileage:
169,896
VIN:
1C4RJFBG0LC282094

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2025 Jeep Grand Cherokee Altitude 4WD

2025 Jeep Grand Cherokee

Altitude 4WD

15,325 kilometres

$50,500

Good Deal
Oakville, ON
94 km away
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:
Gray
Combined gas mileage:
11 L/100km
Fuel type:
Gasoline
Interior colour:
Black
Transmission:
Automatic
Mileage:
15,325
Stock number:
TH26004PA
VIN:
1C4RJHAG6SC294441

Sponsored

2022 Jeep Grand Cherokee Laredo 4WD

2022 Jeep Grand Cherokee

Laredo 4WD

60,029 kilometres

$30,490

Great Deal
North York, ON
50 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:
Gray
Combined gas mileage:
11 L/100km
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
60,029
Stock number:
8P6848A
VIN:
1C4RJHAG9N8574135

2017 Jeep Grand Cherokee Laredo 4WD

2017 Jeep Grand Cherokee

Laredo 4WD

119,996 kilometres

$16,100

Great Deal
Caledon, ON
65 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:
Red
Combined gas mileage:
11 L/100km
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
119,996
Stock number:
2121
VIN:
1C4RJFAG3HC885632

2020 Jeep Grand Cherokee Limited 4WD

2020 Jeep Grand Cherokee

Limited 4WD

213,000 kilometres

$13,888

Great Deal
Toronto, ON
71 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
Combined gas mileage:
11 L/100km
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
213,000
Stock number:
P0002
VIN:
1C4RJFBG4LC340580

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2025 Jeep Grand Cherokee

Overland 4WD

3,680 kilometres

$64,974

Great Deal
Brampton, ON
79 km away
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:
Red
Combined gas mileage:
11 L/100km
Fuel type:
Gasoline
Transmission:
8-Speed Automatic
Mileage:
3,680
Stock number:
N27SA494
VIN:
1C4RJHDG6S8727349

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2019 Jeep Grand Cherokee

Altitude 4WD

95,339 kilometres

$21,995

Great Deal
Scarborough, ON
42 km away
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:
Gray
Combined gas mileage:
11 L/100km
Fuel type:
Gasoline
Interior colour:
Black
Transmission:
Automatic
Mileage:
95,339
Stock number:
96357
VIN:
1C4RJFAG5KC696357

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2021 Jeep Grand Cherokee

Altitude 4WD

99,015 kilometres

$26,000

Great Deal
Oakville, ON
94 km away
Year:
2021
Make:
Jeep
Model:
Grand Cherokee
Body type:
SUV / Crossover
Exterior colour:
Gray
Interior colour:
Black
Transmission:
Automatic
Mileage:
99,015
Stock number:
EVT25046PA
VIN:
1C4RJFAG5MC542668

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2021 Jeep Grand Cherokee

80th Anniversary Edition 4WD

41,082 kilometres

$34,980

Great Deal
Barrie, ON
63 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:
Black
Combined gas mileage:
11 L/100km
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
41,082
Stock number:
R233102A
VIN:
1C4RJFBG3MC614157

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2021 Jeep Grand Cherokee

Summit 4WD

62,588 kilometres

$33,995

Great Deal
Mississauga, ON
79 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:
Blue
Combined gas mileage:
11 L/100km
Fuel type:
Gasoline
Transmission:
8-Speed Automatic
Mileage:
62,588
Stock number:
250744A
VIN:
1C4RJFJG1MC551755

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2024 Jeep Grand Cherokee

Limited 4WD

26,820 kilometres

$44,995

Great Deal
Mississauga, ON
79 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
Exterior colour:
Red
Combined gas mileage:
11 L/100km
Fuel type:
Gasoline
Transmission:
8-Speed Automatic
Mileage:
26,820
Stock number:
P8599
VIN:
1C4RJHBG4RC680123

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2020 Jeep Grand Cherokee

164,962 kilometres

$17,599

Great Deal
Woodbridge, ON
59 km away
Year:
2020
Make:
Jeep
Model:
Grand Cherokee
Body type:
SUV / Crossover
Engine:
295 hp 3.6L V6
Exterior colour:
Gray
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
164,962
Stock number:
1857
VIN:
1C4RJFAG0LC125487

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2022 Jeep Grand Cherokee

Overland 4WD

87,239 kilometres

$34,290

Great Deal
69 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:
Black
Combined gas mileage:
11 L/100km
Fuel type:
Gasoline
Interior colour:
Black
Transmission:
Automatic
Mileage:
87,239
Stock number:
78752
VIN:
1C4RJHDG9N8599239

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2020 Jeep Grand Cherokee

Overland 4WD

93,137 kilometres

$29,495

Great Deal
Barrie, ON
63 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:
Black
Combined gas mileage:
11 L/100km
Fuel type:
Gasoline
Interior colour:
Black
Transmission:
Automatic
Mileage:
93,137
Stock number:
K0263
VIN:
1C4RJFCG1LC221836

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2021 Jeep Grand Cherokee

Altitude 4WD

115,983 kilometres

$25,991

Good Deal
North York, ON
50 km away
Year:
2021
Make:
Jeep
Model:
Grand Cherokee
Body type:
SUV / Crossover
Exterior colour:
GRANITE-CRYSTAL/BLAC
Transmission:
Automatic
Mileage:
115,983
Stock number:
8P6972
VIN:
1C4RJFAG6MC648417

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2018 Jeep Grand Cherokee

Limited 4WD

110,271 kilometres

$23,200

Good Deal
Caledon, ON
65 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:
White
Combined gas mileage:
11 L/100km
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
110,271
Stock number:
A406
VIN:
1C4RJFBG1JC417628

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2018 Jeep Grand Cherokee

Summit 4WD

157,974 kilometres

$21,595

Good Deal
Barrie, ON
63 km away
Year:
2018
Make:
Jeep
Model:
Grand Cherokee
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
241 hp 3L V6 Diesel
Exterior colour:
White
Combined gas mileage:
10 L/100km
Fuel type:
Diesel
Transmission:
Automatic
Mileage:
157,974
Stock number:
3239A
VIN:
1C4RJFJM5JC412018

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2024 Jeep Grand Cherokee

Limited 4WD

76,816 kilometres

$40,046

Good Deal
Lindsay, ON
32 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:
Automatic
Mileage:
76,816
Stock number:
P1934
VIN:
1C4RJHBG4RC135362

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2023 Jeep Grand Cherokee

Limited 4WD

85,826 kilometres

$33,497

Good Deal
Innisfil, ON
61 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:
Diamond Black Crystal Pearl
Combined gas mileage:
11 L/100km
Fuel type:
Gasoline
Interior colour:
Black (Global Blk w/Global Blk)
Transmission:
Automatic
Mileage:
85,826
Stock number:
23-59535RJB
VIN:
1C4RJHBG7PC559535

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2024 Jeep Grand Cherokee

Limited 4WD

31,208 kilometres

$45,900

Good Deal
Innisfil, ON
61 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
Exterior colour:
Bright White
Combined gas mileage:
11 L/100km
Fuel type:
Gasoline
Interior colour:
Black (Global Blk w/Global Blk)
Transmission:
Automatic
Mileage:
31,208
Stock number:
24-09251RJB
VIN:
1C4RJHBG4RC209251

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2020 Jeep Grand Cherokee

Trailhawk 4WD

126,705 kilometres

$26,995

Good Deal
Milton, ON
98 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:
Gray
Combined gas mileage:
11 L/100km
Fuel type:
Gasoline
Interior colour:
Black
Transmission:
Automatic
Mileage:
126,705
Stock number:
F9584
VIN:
1C4RJFLG8LC266658

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2021 Jeep Grand Cherokee

Summit 4WD

62,588 kilometres

$33,995

Great Deal
Mississauga, ON
79 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:
Blue
Combined gas mileage:
11 L/100km
Fuel type:
Gasoline
Transmission:
8-Speed Automatic
Mileage:
62,588
Stock number:
250744A
VIN:
1C4RJFJG1MC551755

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  1. Home
  2. / Used Cars
  3. / Jeep Grand Cherokee
  4. / Overland
  5. / Ontario
  6. / Port Perry
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 ...

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