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Used 2006 Jeep Grand Cherokee Overland for Sale near North York, ON

368 results
North York, ON
2025 Jeep Grand Cherokee Altitude 4WD Stockie Chrysler Dodge Jeep Ram

2025 Jeep Grand Cherokee

Altitude 4WD

1,090 kilometres

$61,850

Fair Deal
Waterloo, 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:
Diamond Black Crystal Pearl
Combined gas mileage:
11 L/100km
Fuel type:
Gasoline
Interior colour:
Global Black w/Global Black se
Transmission:
Automatic
Mileage:
1,090
Stock number:
46273
VIN:
1C4RJHAG8S8806171

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2025 Jeep Grand Cherokee Limited 4WD

2025 Jeep Grand Cherokee

Limited 4WD

10,466 kilometres

$63,992

Fair Deal
Hamilton, ON
66 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
Transmission:
8-Speed Automatic
Mileage:
10,466
Stock number:
S8019
VIN:
1C4RJHBG1SC321513

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2022 Jeep Grand Cherokee Limited 4WD

2022 Jeep Grand Cherokee

Limited 4WD

100,165 kilometres

$31,572

Fair Deal
Brantford, ON
96 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
Transmission:
Automatic
Mileage:
100,165
Stock number:
U12391
VIN:
1C4RJHBG6N8557999

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2022 Jeep Grand Cherokee Limited 4WD

2022 Jeep Grand Cherokee

Limited 4WD

103,823 kilometres

$29,995

Great Deal
Cambridge, ON
85 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
Transmission:
Automatic
Mileage:
103,823
Stock number:
s3790
VIN:
1C4RJHBG9N8550819

2025 Jeep Grand Cherokee Overland 4WD

2025 Jeep Grand Cherokee

Overland 4WD

16,417 kilometres

$64,999

Great Deal
Waterloo, 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:
Diamond Black Crystal Pearlcoat
Combined gas mileage:
11 L/100km
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
16,417
Stock number:
45550
VIN:
1C4RJHDG3S8659964

2015 Jeep Grand Cherokee Laredo 4WD

2015 Jeep Grand Cherokee

Laredo 4WD

89,518 kilometres

$12,788

Great Deal
Newmarket, ON
35 km away
Year:
2015
Make:
Jeep
Model:
Grand Cherokee
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
290 hp 3.6L V6
Exterior colour:
Red
Combined gas mileage:
12 L/100km
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
89,518
Stock number:
P0686
VIN:
1C4RJFAG8FC636533

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2018 Jeep Grand Cherokee

Laredo 4WD

70,392 kilometres

$18,888

Great Deal
Newmarket, ON
35 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
Transmission:
Automatic
Mileage:
70,392
Stock number:
P0648
VIN:
1C4RJFAG9JC398765

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2008 Jeep Grand Cherokee

Laredo 4WD

210,000 kilometres

$5,500

Great Deal
Toronto, ON
13 km away
Year:
2008
Make:
Jeep
Model:
Grand Cherokee
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Exterior colour:
Black
Transmission:
5-Speed Automatic
Mileage:
210,000
Stock number:
TRADE
VIN:
1J8HR48M18C212013

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2022 Jeep Grand Cherokee

93,811 kilometres

$28,898

Great Deal
Guelph, ON
77 km away
Year:
2022
Make:
Jeep
Model:
Grand Cherokee
Body type:
SUV / Crossover
Engine:
293 hp 3.6L V6
Exterior colour:
White
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
93,811
Stock number:
P1976
VIN:
1C4RJFAG7NC109063

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2023 Jeep Grand Cherokee

Limited 4WD

59,293 kilometres

$34,999

Great Deal
Toronto, ON
14 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:
59,293
Stock number:
43740A
VIN:
1C4RJHBG2PC632262

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2022 Jeep Grand Cherokee

Limited 4WD

60,641 kilometres

$33,488

Great Deal
Newmarket, ON
33 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:
Silver
Combined gas mileage:
11 L/100km
Fuel type:
Gasoline
Transmission:
8-Speed Automatic
Mileage:
60,641
Stock number:
28166P
VIN:
1C4RJHBG1N8602685

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2023 Jeep Grand Cherokee

Altitude 4WD

96,000 kilometres

$30,888

Great Deal
Woodbridge, ON
13 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:
White
Combined gas mileage:
11 L/100km
Fuel type:
Gasoline
Interior colour:
Black
Transmission:
Automatic
Mileage:
96,000
Stock number:
33327125
VIN:
1C4RJHAG3PC551482

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2021 Jeep Grand Cherokee

Limited X 4WD

99,318 kilometres

$30,999

Great Deal
Kitchener, ON
94 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:
White
Combined gas mileage:
11 L/100km
Fuel type:
Gasoline
Interior colour:
Black
Transmission:
Automatic
Mileage:
99,318
Stock number:
4751
VIN:
1C4RJFBGXMC820995

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2018 Jeep Grand Cherokee

Summit 4WD

47,105 kilometres

$27,990

Great Deal
Innisfil, ON
63 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 Pearlcoat
Combined gas mileage:
11 L/100km
Fuel type:
Gasoline
Interior colour:
Black/Black
Transmission:
Automatic
Mileage:
47,105
Stock number:
26MB096B
VIN:
1C4RJFJG4JC192767

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2023 Jeep Grand Cherokee

Limited 4WD

76,285 kilometres

$32,542

Great Deal
Mississauga, ON
22 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:
White
Combined gas mileage:
11 L/100km
Fuel type:
Gasoline
Interior colour:
Black
Transmission:
Automatic
Mileage:
76,285
Stock number:
U5405
VIN:
1C4RJHBG0PC627142

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2025 Jeep Grand Cherokee

Summit 4WD

6,799 kilometres

$67,795

Great Deal
Toronto, ON
19 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:
White
Combined gas mileage:
11 L/100km
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
6,799
Stock number:
X8603A
VIN:
1C4RJHEG4S8640029

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2021 Jeep Grand Cherokee

Altitude 4WD

100,321 kilometres

$24,922

Great Deal
Brampton, ON
31 km away
Year:
2021
Make:
Jeep
Model:
Grand Cherokee
Body type:
SUV / Crossover
Exterior colour:
Gray
Transmission:
Automatic
Mileage:
100,321
Stock number:
635454
VIN:
1C4RJFAG2MC635454

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2025 Jeep Grand Cherokee

Summit Reserve 4WD

1,200 kilometres

$71,995

Great Deal
Mississauga, ON
29 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:
Black
Combined gas mileage:
11 L/100km
Fuel type:
Gasoline
Transmission:
8-Speed Automatic
Mileage:
1,200
Stock number:
250788 (BRENDA)DMO
VIN:
1C4RJHEGXS8751006

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2023 Jeep Grand Cherokee

Limited 4WD

88,347 kilometres

$31,235

Great Deal
Barrie, ON
67 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:
Red
Combined gas mileage:
11 L/100km
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
88,347
Stock number:
K0324
VIN:
1C4RJHBGXPC539313

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2021 Jeep Grand Cherokee

Limited 4WD

79,474 kilometres

$27,990

Great Deal
19 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:
White
Combined gas mileage:
11 L/100km
Fuel type:
Gasoline
Interior colour:
Black
Transmission:
Automatic
Mileage:
79,474
Stock number:
72609
VIN:
1C4RJFBG0MC504425

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2019 Jeep Grand Cherokee

Overland 4WD

118,071 kilometres

$19,995

Great Deal
Scarborough, ON
10 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:
Red (Burgundy)
Fuel type:
Gasoline
Interior colour:
Black
Mileage:
118,071
Stock number:
96774
VIN:
1C4RJFCGXKC796774

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2022 Jeep Grand Cherokee

Limited 4WD

71,341 kilometres

$30,888

Great Deal
Kitchener, ON
94 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
Transmission:
Automatic
Mileage:
71,341
Stock number:
176690AX
VIN:
1C4RJFBG8NC140952

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2025 Jeep Grand Cherokee

Altitude 4WD

1,123 kilometres

$51,995

Good Deal
Mississauga, ON
29 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:
Silver
Combined gas mileage:
11 L/100km
Fuel type:
Gasoline
Transmission:
8-Speed Automatic
Mileage:
1,123
Stock number:
250285 (BOND)DMO
VIN:
1C4RJHAG6SC318060

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