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

204 results
Simcoe, ON
2025 Jeep Grand Cherokee Overland 4WD Oxford Dodge

2025 Jeep Grand Cherokee

Overland 4WD

4,750 kilometres

$67,977

Great Deal
London, ON
85 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 (Dark Grey)
Combined gas mileage:
11 L/100km
Fuel type:
Gasoline
Interior colour:
Black
Transmission:
8-Speed Automatic
Mileage:
4,750
Stock number:
25577D
VIN:
1C4RJHDG9S8802450

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2020 Jeep Grand Cherokee Laredo 4WD

2020 Jeep Grand Cherokee

Laredo 4WD

118,207 kilometres

$25,780

Fair Deal
Certified Pre-Owned
St Thomas, ON
72 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:
White
Combined gas mileage:
11 L/100km
Fuel type:
Gasoline
Interior colour:
Black
Transmission:
8-Speed Automatic
Mileage:
118,207
Stock number:
95071A
VIN:
1C4RJFAG9LC310783

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2018 Jeep Grand Cherokee Summit 4WD

2018 Jeep Grand Cherokee

Summit 4WD

102,477 kilometres

$27,508

Fair Deal
London, ON
85 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:
Black
Combined gas mileage:
11 L/100km
Fuel type:
Gasoline
Transmission:
8-Speed Automatic
Mileage:
102,477
Stock number:
25489B
VIN:
1C4RJFJG9JC233104

Sponsored

2025 Jeep Grand Cherokee Overland 4WD

2025 Jeep Grand Cherokee

Overland 4WD

4,750 kilometres

$67,977

Great Deal
London, ON
85 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 (Dark Grey)
Combined gas mileage:
11 L/100km
Fuel type:
Gasoline
Interior colour:
Black
Transmission:
8-Speed Automatic
Mileage:
4,750
Stock number:
25577D
VIN:
1C4RJHDG9S8802450

2021 Jeep Grand Cherokee Altitude 4WD

2021 Jeep Grand Cherokee

Altitude 4WD

185,189 kilometres

$19,995

Great Deal
London, ON
79 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

2025 Jeep Grand Cherokee Overland 4WD

2025 Jeep Grand Cherokee

Overland 4WD

5,900 kilometres

$66,977

Great Deal
London, ON
85 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:
5,900
Stock number:
25563D
VIN:
1C4RJHDG8S8788024

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2022 Jeep Grand Cherokee

Summit Reserve 4WD

85,325 kilometres

$40,995

Great Deal
Waterloo, ON
75 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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2020 Jeep Grand Cherokee

Limited 4WD

64,418 kilometres

$27,498

Great Deal
Waterloo, ON
76 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:
64,418
Stock number:
AW1255A
VIN:
1C4RJFBG5LC282866

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2023 Jeep Grand Cherokee

Overland 4WD

24,285 kilometres

$46,995

Great Deal
Cayuga, ON
35 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

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2025 Jeep Grand Cherokee

Overland 4WD

4,950 kilometres

$65,977

Great Deal
London, ON
85 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

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2024 Jeep Grand Cherokee

Summit 4WD

6,163 kilometres

$61,980

Great Deal
Certified Pre-Owned
Burlington, ON
70 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:
Automatic
Mileage:
6,163
Stock number:
U21536
VIN:
1C4RJHEG3R8949632

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2021 Jeep Grand Cherokee

Summit 4WD

62,588 kilometres

$34,995

Great Deal
Mississauga, ON
98 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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2020 Jeep Grand Cherokee

Altitude 4WD

74,634 kilometres

$26,888

Great Deal
Burlington, ON
73 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
Transmission:
Automatic
Mileage:
74,634
Stock number:
T31145
VIN:
1C4RJFAG6LC165217

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2025 Jeep Grand Cherokee

Altitude 4WD

1,000 kilometres

$52,999

Great Deal
Tillsonburg, ON
33 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:
1,000
Stock number:
25-149-demo
VIN:
1C4RJHAG5SC350630

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2025 Jeep Grand Cherokee

Overland 4WD

16,466 kilometres

$62,888

Great Deal
Waterloo, ON
72 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:
16,466
Stock number:
45550
VIN:
1C4RJHDG3S8659964

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2021 Jeep Grand Cherokee

68,242 kilometres

$27,995

Great Deal
Georgetown, ON
97 km away
Year:
2021
Make:
Jeep
Model:
Grand Cherokee
Body type:
SUV / Crossover
Engine:
295 hp 3.6L V6
Fuel type:
Gasoline
Transmission:
8-Speed Automatic
Mileage:
68,242
Stock number:
FT124B
VIN:
1C4RJFAG8MC744632

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2025 Jeep Grand Cherokee

Summit Reserve 4WD

8,540 kilometres

$69,995

Great Deal
Georgetown, ON
97 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
Transmission:
8-Speed Automatic
Mileage:
8,540
Stock number:
D0012
VIN:
1C4RJHEG9S8677612

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2020 Jeep Grand Cherokee

Overland 4WD

116,938 kilometres

$26,950

Great Deal
Hamilton, ON
53 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:
116,938
Stock number:
257711A
VIN:
1C4RJFCG4LC132861

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2021 Jeep Grand Cherokee

Summit 4WD

140,750 kilometres

$27,998

Great Deal
Hamilton, 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:
140,750
Stock number:
B3EC40
VIN:
1C4RJFJG3MC866489

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2025 Jeep Grand Cherokee

Summit Reserve 4WD

20,975 kilometres

$68,988

Great Deal
Paris, ON
40 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
Transmission:
8-Speed Automatic
Mileage:
20,975
Stock number:
J-1354
VIN:
1C4RJHEG6S8646589

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2021 Jeep Grand Cherokee

Summit 4WD

64,980 kilometres

$30,995

Great Deal
Mississauga, ON
98 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:
Gray
Combined gas mileage:
11 L/100km
Fuel type:
Gasoline
Transmission:
8-Speed Automatic
Mileage:
64,980
Stock number:
P8492
VIN:
1C4RJFJG1MC855281

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2025 Jeep Grand Cherokee

Summit Reserve 4WD

26,911 kilometres

$62,995

Great Deal
Georgetown, ON
97 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
Transmission:
8-Speed Automatic
Mileage:
26,911
Stock number:
FJ145A
VIN:
1C4RJHEGXS8672788

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2020 Jeep Grand Cherokee

Limited 4WD

64,418 kilometres

$27,498

Great Deal
Waterloo, ON
76 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:
64,418
Stock number:
AW1255A
VIN:
1C4RJFBG5LC282866

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