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Used 2006 Jeep Grand Cherokee Overland for Sale near Leamington, ON

179 results
Leamington, ON
2023 Jeep Grand Cherokee Overland 4WD Oxford Dodge

2023 Jeep Grand Cherokee

Overland 4WD

114,111 kilometres

$39,970

Fair Deal
London, ON
148 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:
Gray
Combined gas mileage:
11 L/100km
Fuel type:
Gasoline
Transmission:
8-Speed Automatic
Mileage:
114,111
Stock number:
U11116
VIN:
1C4RJHDG2P8738517

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2018 Jeep Grand Cherokee Altitude 4WD

2018 Jeep Grand Cherokee

Altitude 4WD

149,270 kilometres

$20,998

Fair Deal
Certified Pre-Owned
Tilbury, ON
27 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:
Gray
Combined gas mileage:
11 L/100km
Fuel type:
Gasoline
Interior colour:
Black
Transmission:
8-Speed Automatic
Mileage:
149,270
Stock number:
48812T-1
VIN:
1C4RJFAG1JC225272

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2017 Jeep Grand Cherokee Summit 4WD

2017 Jeep Grand Cherokee

Summit 4WD

78,950 kilometres

$26,988

Fair Deal
Paris, ON
223 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:
White
Combined gas mileage:
11 L/100km
Fuel type:
Gasoline
Transmission:
8-Speed Automatic
Mileage:
78,950
Stock number:
UP-2594A
VIN:
1C4RJFJG6HC938842

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2025 Jeep Grand Cherokee Overland 4WD

2025 Jeep Grand Cherokee

Overland 4WD

4,950 kilometres

$65,977

Great Deal
London, ON
148 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
Combined gas mileage:
11 L/100km
Fuel type:
Gasoline
Interior colour:
Black
Transmission:
8-Speed Automatic
Mileage:
4,950
Stock number:
25574D
VIN:
1C4RJHDG0S8802451

2023 Jeep Grand Cherokee Overland 4WD

2023 Jeep Grand Cherokee

Overland 4WD

24,285 kilometres

$46,495

Great Deal
Cayuga, ON
243 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:
Gray
Transmission:
Automatic
Mileage:
24,285
Stock number:
450981
VIN:
1C4RJHDG0PC542346

2024 Jeep Grand Cherokee Summit Reserve 4WD

2024 Jeep Grand Cherokee

Summit Reserve 4WD

32,528 kilometres

$56,998

Great Deal
Guelph, ON
249 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:
Black
Combined gas mileage:
11 L/100km
Fuel type:
Gasoline
Interior colour:
Brown (Beige)
Transmission:
Automatic
Mileage:
32,528
Stock number:
25-240X
VIN:
1C4RJHEG1R8512292

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2022 Jeep Grand Cherokee

Summit Reserve 4WD

85,325 kilometres

$39,695

Great Deal
Waterloo, ON
233 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:
Automatic
Mileage:
85,325
Stock number:
PC2647A
VIN:
1C4RJHEG0N8576169

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2021 Jeep Grand Cherokee

Limited 4WD

81,302 kilometres

$29,995

Great Deal
London, ON
154 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
Interior colour:
Black
Transmission:
Automatic
Mileage:
81,302
Stock number:
FM1885
VIN:
1C4RJFBG7MC638669

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2024 Jeep Grand Cherokee

Summit Reserve 4WD

51,121 kilometres

$54,495

Great Deal
Elmira, ON
240 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:
Gray
Combined gas mileage:
11 L/100km
Fuel type:
Gasoline
Interior colour:
Black
Transmission:
Automatic
Mileage:
51,121
Stock number:
UVT027A
VIN:
1C4RJHEG3R8939635

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2024 Jeep Grand Cherokee

Summit Reserve 4WD

16,446 kilometres

$60,988

Great Deal
Certified Pre-Owned
Tilbury, ON
27 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:
White
Combined gas mileage:
11 L/100km
Fuel type:
Gasoline
Interior colour:
Black
Transmission:
8-Speed Automatic
Mileage:
16,446
Stock number:
42613-1
VIN:
1C4RJHEG0R8594242

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2019 Jeep Grand Cherokee

Laredo E 4WD

149,854 kilometres

$19,888

Good Deal
Tilbury, ON
28 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:
149,854
VIN:
1C4RJFAGXKC706221

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2022 Jeep Grand Cherokee

Limited 4WD

71,631 kilometres

$34,490

Good Deal
Waterloo, ON
233 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:
BRIGHT WHITE
Combined gas mileage:
11 L/100km
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
71,631
Stock number:
AW1180
VIN:
1C4RJFBG5NC170412

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2020 Jeep Grand Cherokee

Limited 4WD

64,445 kilometres

$27,890

Good Deal
Waterloo, ON
233 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:
64,445
Stock number:
AW1255A
VIN:
1C4RJFBG5LC282866

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2021 Jeep Grand Cherokee

Altitude 4WD

185,189 kilometres

$19,995

Good Deal
London, ON
147 km away
Year:
2021
Make:
Jeep
Model:
Grand Cherokee
Body type:
SUV / Crossover
Exterior colour:
Black
Interior colour:
Black
Transmission:
Automatic
Mileage:
185,189
Stock number:
54279
VIN:
1C4RJFAG9MC685106

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2023 Jeep Grand Cherokee

Limited 4WD

84,234 kilometres

$33,995

Good Deal
Kitchener, ON
237 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:
84,234
Stock number:
19099
VIN:
1C4RJHBG7PC559812

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2023 Jeep Grand Cherokee

Summit 4WD

24,662 kilometres

$53,981

Good Deal
Chatham, ON
51 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
Transmission:
Automatic
Mileage:
24,662
Stock number:
CCDR00320B
VIN:
1C4RJHEG7P8732937

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2021 Jeep Grand Cherokee

Limited 4WD

105,051 kilometres

$29,999

Good Deal
Aylmer, ON
155 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:
Silver
Combined gas mileage:
11 L/100km
Fuel type:
Gasoline
Interior colour:
Black
Transmission:
Automatic
Mileage:
105,051
Stock number:
P1480
VIN:
1C4RJFBGXMC548061

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2023 Jeep Grand Cherokee

Limited 4WD

79,125 kilometres

$34,988

Good Deal
Essex, ON
24 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
Interior colour:
Black
Transmission:
Automatic
Mileage:
79,125
Stock number:
40192
VIN:
1C4RJHBG7PC540190

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2024 Jeep Grand Cherokee

Overland 4WD

42,627 kilometres

$50,495

Good Deal
Windsor, ON
40 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:
Black
Combined gas mileage:
11 L/100km
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
42,627
Stock number:
P0245
VIN:
1C4RJHDG7R8939560

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2021 Jeep Grand Cherokee

Summit 4WD

114,845 kilometres

$31,998

Good Deal
Windsor, ON
47 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:
8-Speed Automatic
Mileage:
114,845
Stock number:
RCCA02806A
VIN:
1C4RJFJG0MC866207

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2025 Jeep Grand Cherokee

Laredo 4WD

1,615 kilometres

$53,578

Good Deal
Blenheim, ON
59 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:
1,615
Stock number:
6B009A
VIN:
1C4RJHAG6SC347221

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2019 Jeep Grand Cherokee

Altitude 4WD

133,370 kilometres

$23,998

Good Deal
Certified Pre-Owned
Strathroy, ON
131 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:
White
Combined gas mileage:
11 L/100km
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
133,370
Stock number:
45673
VIN:
1C4RJFAG0KC758716

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2024 Jeep Grand Cherokee

Overland 4WD

44,575 kilometres

$50,988

Fair Deal
Paris, ON
223 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:
Gray (Dark Grey)
Combined gas mileage:
11 L/100km
Fuel type:
Gasoline
Transmission:
8-Speed Automatic
Mileage:
44,575
Stock number:
UP-2598
VIN:
1C4RJHDG8R8927269

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

4.7 Overall rating

(3 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.

Anonymous
5.0
Reviewed a 2006 Jeep Overland 4WD on Dec. 14, 2025

Great car for the price. A few "Beauty Marks", but looks great for its age.

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