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

261 results
Tillsonburg, ON
2024 Jeep Grand Cherokee Overland 4WD Mike Yarek Dodge Chrysler Jeep Ram

2024 Jeep Grand Cherokee

Overland 4WD

44,575 kilometres

$50,988

Good Deal
Paris, ON
47 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

Sponsored

2020 Jeep Grand Cherokee High Altitude 4WD

2020 Jeep Grand Cherokee

High Altitude 4WD

85,963 kilometres

$32,980

Good Deal
Certified Pre-Owned
Burlington, ON
93 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:
8-Speed Automatic
Mileage:
85,963
Stock number:
U21665
VIN:
1C4RJFCGXLC406550

Sponsored

2024 Jeep Grand Cherokee Summit Reserve 4WD

2024 Jeep Grand Cherokee

Summit Reserve 4WD

40,758 kilometres

$59,980

Fair Deal
Certified Pre-Owned
Burlington, ON
93 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:
8-Speed Automatic
Mileage:
40,758
Stock number:
U21624
VIN:
1C4RJHEG6R8599039

Sponsored

2025 Jeep Grand Cherokee Overland 4WD

2025 Jeep Grand Cherokee

Overland 4WD

7,750 kilometres

$63,777

Great Deal
London, ON
50 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
Interior colour:
Black
Transmission:
8-Speed Automatic
Mileage:
7,750
Stock number:
25574D
VIN:
1C4RJHDG0S8802451

2022 Jeep Grand Cherokee Summit 4WD

2022 Jeep Grand Cherokee

Summit 4WD

58,343 kilometres

$44,444

Great Deal
Waterloo, ON
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:
Bright White
Combined gas mileage:
11 L/100km
Fuel type:
Gasoline
Interior colour:
Black
Transmission:
Automatic
Mileage:
58,343
Stock number:
L38395
VIN:
1C4RJHEG1N8582403

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2021 Jeep Grand Cherokee

Altitude 4WD

62,938 kilometres

$28,995

Great Deal
Waterloo, ON
69 km away
Year:
2021
Make:
Jeep
Model:
Grand Cherokee
Body type:
SUV / Crossover
Exterior colour:
Diamond Black Crystal Pearl
Interior colour:
Black
Transmission:
Automatic
Mileage:
62,938
Stock number:
269616A
VIN:
1C4RJFAG6MC531517

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2021 Jeep Grand Cherokee

Summit 4WD

147,789 kilometres

$26,998

Great Deal
Hamilton, ON
90 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:
147,789
Stock number:
B3EC40
VIN:
1C4RJFJG3MC866489

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2021 Jeep Grand Cherokee

Limited 4WD

117,810 kilometres

$24,995

Great Deal
Burlington, 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:
Black
Combined gas mileage:
11 L/100km
Fuel type:
Gasoline
Interior colour:
Black
Transmission:
Automatic
Mileage:
117,810
Stock number:
F3913
VIN:
1C4RJFBG5MC531586

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2021 Jeep Grand Cherokee

Altitude 4WD

58,173 kilometres

$29,990

Good Deal
Waterloo, ON
72 km away
Year:
2021
Make:
Jeep
Model:
Grand Cherokee
Body type:
SUV / Crossover
Exterior colour:
BRIGHT WHITE
Interior colour:
Black
Transmission:
Automatic
Mileage:
58,173
Stock number:
DW1923A
VIN:
1C4RJFAG1MC542456

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2020 Jeep Grand Cherokee

Limited 4WD

132,498 kilometres

$23,999

Good Deal
Certified Pre-Owned
Ingersoll, ON
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:
Gray
Combined gas mileage:
11 L/100km
Fuel type:
Gasoline
Interior colour:
Black
Transmission:
Automatic
Mileage:
132,498
Stock number:
26-136A
VIN:
1C4RJFBG8LC407715

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2025 Jeep Grand Cherokee

Summit 4WD

7,500 kilometres

$75,777

Good Deal
London, ON
50 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
Interior colour:
Brown
Transmission:
8-Speed Automatic
Mileage:
7,500
Stock number:
25567D
VIN:
1C4RJHEG3S8797728

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2020 Jeep Grand Cherokee

High Altitude 4WD

85,963 kilometres

$32,980

Good Deal
Certified Pre-Owned
Burlington, ON
93 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:
8-Speed Automatic
Mileage:
85,963
Stock number:
U21665
VIN:
1C4RJFCGXLC406550

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2025 Jeep Grand Cherokee

Summit Reserve 4WD

34,527 kilometres

$62,980

Good Deal
Certified Pre-Owned
Burlington, ON
93 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
Interior colour:
Black
Transmission:
8-Speed Automatic
Mileage:
34,527
Stock number:
U21607
VIN:
1C4RJHEG8S8674605

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2021 Jeep Grand Cherokee

Limited 4WD

127,604 kilometres

$25,995

Good Deal
Cayuga, ON
69 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:
127,604
Stock number:
465074
VIN:
1C4RJFBG5MC544032

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2020 Jeep Grand Cherokee

Trailhawk 4WD

126,705 kilometres

$24,495

Good Deal
Milton, ON
100 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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2022 Jeep Grand Cherokee

Summit Reserve 4WD

59,059 kilometres

$47,980

Good Deal
Certified Pre-Owned
Burlington, ON
93 km away
Year:
2022
Make:
Jeep
Model:
Grand Cherokee
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
357 hp 5.7L V8
Exterior colour:
Silver
Combined gas mileage:
14 L/100km
Fuel type:
Gasoline
Interior colour:
Black
Transmission:
8-Speed Automatic
Mileage:
59,059
Stock number:
U21521
VIN:
1C4RJHET3N8508929

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2022 Jeep Grand Cherokee

Summit 4WD

47,705 kilometres

$48,998

Fair Deal
London, ON
44 km away
Year:
2022
Make:
Jeep
Model:
Grand Cherokee
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Exterior colour:
Red
Transmission:
Automatic
Mileage:
47,705
Stock number:
X3750LA
VIN:
1C4RJHET3N8508848

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