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Used 2008 Jeep Grand Cherokee for Sale near Midland, ON

495 results
Midland, ON
2024 Jeep Grand Cherokee Summit Reserve 4WD Favorit Motors

2024 Jeep Grand Cherokee

Summit Reserve 4WD

26,476 kilometres

$57,995

Good Deal
North York, ON
114 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:
8-Speed Automatic
Mileage:
26,476
Stock number:
O6810
VIN:
1C4RJHEG6RC141384

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2019 Jeep Grand Cherokee Altitude 4WD

2019 Jeep Grand Cherokee

Altitude 4WD

99,441 kilometres

$23,995

Fair Deal
179 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:
Granite Crystal (MET)
Combined gas mileage:
11 L/100km
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
99,441
Stock number:
251519
VIN:
1C4RJFAG6KC758803

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2024 Jeep Grand Cherokee Altitude 4WD

2024 Jeep Grand Cherokee

Altitude 4WD

31,541 kilometres

$45,000

Fair Deal
Orillia, 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 (Charcoal)
Combined gas mileage:
11 L/100km
Fuel type:
Gasoline
Interior colour:
Black (Global Blk w/Global Blk)
Transmission:
Automatic
Mileage:
31,541
Stock number:
15466A
VIN:
1C4RJHAG1RC249269

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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
153 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
151 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
82 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
82 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
124 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
138 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
118 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
83 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
110 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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2018 Jeep Grand Cherokee

Limited 4WD

107,927 kilometres

$21,821

Great Deal
Aylmer, ON
236 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
Interior colour:
Black
Transmission:
Automatic
Mileage:
107,927
Stock number:
P1352
VIN:
1C4RJFBG1JC153021

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2021 Jeep Grand Cherokee

Limited X 4WD

99,318 kilometres

$30,999

Great Deal
Kitchener, ON
153 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
52 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
123 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

Altitude 4WD

1,000 kilometres

$53,799

Great Deal
Tillsonburg, ON
220 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:
Bright White (PW7)
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

Summit 4WD

6,799 kilometres

$67,795

Great Deal
Toronto, ON
127 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
119 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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2021 Jeep Grand Cherokee

Limited 4WD

51,850 kilometres

$31,800

Great Deal
Sudbury, ON
212 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:
Ultraviolet Metallic (PHR)
Combined gas mileage:
11 L/100km
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
51,850
Stock number:
115445A
VIN:
1C4RJFBGXMC745148

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2025 Jeep Grand Cherokee

Summit Reserve 4WD

1,200 kilometres

$71,995

Great Deal
Mississauga, ON
135 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
48 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
129 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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2025 Jeep Grand Cherokee

Altitude 4WD

12,517 kilometres

$52,500

Fair Deal
Cambridge, ON
154 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
Transmission:
Automatic
Mileage:
12,517
Stock number:
360AMU
VIN:
1C4RJHAG5SC288355

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  1. Home
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  3. / Jeep Grand Cherokee
  4. / Overland
  5. / Ontario
  6. / Midland
Reviews

4.5 Overall rating

(2 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.

David W
5.0
Reviewed a 2008 Jeep Overland on Jan. 12, 2008

its the best

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