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Used 2008 Jeep Grand Cherokee Overland for Sale near Harrow, ON

176 results
Kingsville, ON
2024 Jeep Grand Cherokee Overland 4WD Mike Yarek Dodge Chrysler Jeep Ram

2024 Jeep Grand Cherokee

Overland 4WD

44,575 kilometres

$50,988

Fair Deal
Paris, ON
232 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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2022 Jeep Grand Cherokee Summit Reserve 4WD

2022 Jeep Grand Cherokee

Summit Reserve 4WD

85,325 kilometres

$39,695

Good Deal
Waterloo, ON
242 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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2022 Jeep Grand Cherokee Limited 4WD

2022 Jeep Grand Cherokee

Limited 4WD

58,037 kilometres

$35,795

Fair Deal
Huron-Kinloss, ON
250 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
Combined gas mileage:
11 L/100km
Fuel type:
Gasoline
Interior colour:
Black
Transmission:
Automatic
Mileage:
58,037
Stock number:
p3257
VIN:
1C4RJFBG0NC180166

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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
157 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

2024 Jeep Grand Cherokee Altitude 4WD

2024 Jeep Grand Cherokee

Altitude 4WD

12,430 kilometres

$44,995

Great Deal
Exeter, ON
179 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:
Automatic
Mileage:
12,430
Stock number:
EX1138
VIN:
1C4RJHAG4RC112696

2021 Jeep Grand Cherokee Limited 4WD

2021 Jeep Grand Cherokee

Limited 4WD

81,302 kilometres

$29,995

Great Deal
London, ON
163 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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2023 Jeep Grand Cherokee

Limited 4WD

82,751 kilometres

$32,998

Great Deal
Cambridge, ON
248 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:
82,751
Stock number:
260243A
VIN:
1C4RJHBG0PC503985

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2025 Jeep Grand Cherokee

Overland 4WD

15,894 kilometres

$61,995

Great Deal
Goderich, ON
207 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:
Automatic
Mileage:
15,894
Stock number:
U04026
VIN:
1C4RJHDG9S8691172

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2024 Jeep Grand Cherokee

Summit Reserve 4WD

51,121 kilometres

$53,495

Great Deal
Elmira, ON
248 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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2018 Jeep Grand Cherokee

Limited 4WD

176,144 kilometres

$17,995

Good Deal
Tilbury, 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
Combined gas mileage:
11 L/100km
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
176,144
Stock number:
LFFF01527B
VIN:
1C4RJFBG7JC375126

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2022 Jeep Grand Cherokee

Limited 4WD

71,631 kilometres

$34,500

Good Deal
Waterloo, ON
241 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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2019 Jeep Grand Cherokee

Laredo E 4WD

149,854 kilometres

$19,888

Good Deal
Tilbury, ON
35 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

80,386 kilometres

$31,270

Good Deal
Tilbury, ON
35 km away
Year:
2022
Make:
Jeep
Model:
Grand Cherokee
Body type:
SUV / Crossover
Engine:
293 hp 3.6L V6
Fuel type:
Gasoline
Transmission:
8-Speed Automatic
Mileage:
80,386
Stock number:
LCTR00649A
VIN:
1C4RJFAG1NC100570

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2021 Jeep Grand Cherokee

Altitude 4WD

58,167 kilometres

$29,990

Good Deal
Waterloo, ON
241 km away
Year:
2021
Make:
Jeep
Model:
Grand Cherokee
Body type:
SUV / Crossover
Exterior colour:
BRIGHT WHITE
Interior colour:
Black
Transmission:
Automatic
Mileage:
58,167
Stock number:
DW1923A
VIN:
1C4RJFAG1MC542456

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2022 Jeep Grand Cherokee

Summit Reserve 4WD

85,325 kilometres

$39,695

Good Deal
Waterloo, ON
242 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

Altitude 4WD

185,189 kilometres

$19,995

Good Deal
London, ON
156 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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2016 Jeep Grand Cherokee

Limited 4WD

249,782 kilometres

$9,495

Good Deal
London, ON
165 km away
Year:
2016
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:
249,782
Stock number:
FS:18431
VIN:
1C4RJFBG1GC431294

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2019 Jeep Grand Cherokee

Altitude 4WD

133,370 kilometres

$23,998

Good Deal
Certified Pre-Owned
Strathroy, ON
138 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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2023 Jeep Grand Cherokee

Limited 4WD

79,125 kilometres

$34,988

Good Deal
Essex, ON
19 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

Altitude 4WD

36,000 kilometres

$43,998

Good Deal
Certified Pre-Owned
Strathroy, ON
138 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:
Automatic
Mileage:
36,000
Stock number:
43488
VIN:
1C4RJHAG2R8928549

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2016 Jeep Grand Cherokee

Summit 4WD

126,204 kilometres

$19,395

Good Deal
St. Marys, ON
187 km away
Year:
2016
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:
126,204
Stock number:
SG34351C
VIN:
1C4RJFJG7GC470053

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2024 Jeep Grand Cherokee

Limited 4WD

41,000 kilometres

$44,998

Good Deal
Certified Pre-Owned
Petrolia, ON
104 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:
Midnight Sky (PCQ)
Combined gas mileage:
11 L/100km
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
41,000
Stock number:
5346
VIN:
1C4RJHBG4RC703478

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2025 Jeep Grand Cherokee

Laredo 4WD

10,387 kilometres

$52,064

Good Deal
Sarnia, ON
107 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
Interior colour:
Black
Transmission:
8-Speed Automatic
Mileage:
10,387
Stock number:
25-411A
VIN:
1C4RJHAG5SC290977

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2024 Jeep Grand Cherokee

Summit 4WD

16,446 kilometres

$60,988

Good Deal
Certified Pre-Owned
Tilbury, ON
35 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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  1. Home
  2. / Used Cars
  3. / Jeep Grand Cherokee
  4. / Overland
  5. / Ontario
  6. / Harrow
Reviews

4 Overall rating

(1 reviews)
Anonymous
4.0
Reviewed a 2008 Jeep Overland on Aug. 28, 2008

I love the new interior, it's almost perfect. However, the center console is cheap-feeling, and the plastic chrome accents are not solid and look really fake. The HEMI has more power over the 4.7L, however it's MDS feature is worthless, adding an advertised 15% better gas mileage, but in reality it's much worse than that. The car weights over 6,000 lbs so gas mileage is pretty crappy, but that's no surprise for a 5.7L V8. I get about 12 MPG average in city and highway driving. The seats are not 8-way power like my old 1999 Grand Cherokee Limited, with manual lumbar adjustment, the passenger seat only 4-way power (can't move up/down), driver is 6-way power -- but the front of the seat doesn't go up as high as I would like it to. The wood and leather steering wheel is a very nice touch, but where the wood meats the leather, big gaps are visible which make it look cheap. I hate how the door locks are in the exact same spot as where I like to put my arm while driving, and the window sill is too high. The 1999 GC Limited didn't have these issues. Sirius satellite, while free for the first year, sounds TERRIBLE, even when compared to standard FM. This is a known issue (google it), with XM offering slightly better quality. The Sirius real-time traffic is neat, but not very practical, as it only shows major roadways and sometimes nothing at all. Once my subscription runs out I will not be renewing. The navigation/radio system sometimes gets "stuck" and won't let you press a button unless you "refresh" it by going to another screen and then back again. I'm sure there will be a software update to address this problem. The last negative thing I can think of is that the seat doesn't offer adequate side support, and I feel that I need to hold on to the center console when making sharp turns. You can't hold onto the shifter like with the < 2005 models because you will shift the gear down/up -- pretty annoying, but not a big deal. OK, now for the things I like. There are waaaaay too many to list, but I will try to touch on the best ones. The 30GB HDD is absolutely great! It has about 16 GB of space for your own music/pictures, which is more than plenty. I recommend buying a 16 GB flash drive (~ $50 on Amazon), and use it to hold your music collection including playlists. The navigation is solid, and very useful. The LED-illuminated instrument panel looks very good and is very functional. Love the HID headlights with the SmartBeam and auto-leveling features. The exterior styling is superb, looks great at any angle. Gas mileage aside, I absolutely love this car.

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