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

466 results
Waubaushene, ON
2021 Jeep Grand Cherokee Laredo 4WD Clutch - Toronto

2021 Jeep Grand Cherokee

Laredo 4WD

76,002 kilometres

$26,490

Good Deal
119 km away
Year:
2021
Make:
Jeep
Model:
Grand Cherokee
Body type:
SUV / Crossover
Exterior colour:
White
Interior colour:
Black
Transmission:
Automatic
Mileage:
76,002
Stock number:
84462
VIN:
1C4RJFAG3MC700375

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2023 Jeep Grand Cherokee Limited 4WD

2023 Jeep Grand Cherokee

Limited 4WD

95,407 kilometres

$34,999

Fair Deal
Welland, ON
187 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:
8-Speed Automatic
Mileage:
95,407
Stock number:
6311
VIN:
1C4RJHBG5PC539607

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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
16 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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2020 Jeep Grand Cherokee Limited 4WD

2020 Jeep Grand Cherokee

Limited 4WD

210,000 kilometres

$15,888

Great Deal
Toronto, ON
121 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:
210,000
Stock number:
0EB62E
VIN:
1C4RJFBG4LC340580

2017 Jeep Grand Cherokee Laredo 4WD

2017 Jeep Grand Cherokee

Laredo 4WD

119,996 kilometres

$16,100

Great Deal
Caledon, ON
93 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:
Red
Combined gas mileage:
11 L/100km
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
119,996
Stock number:
2121
VIN:
1C4RJFAG3HC885632

2023 Jeep Grand Cherokee Limited 4WD

2023 Jeep Grand Cherokee

Limited 4WD

84,234 kilometres

$30,995

Great Deal
Mississauga, ON
116 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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2025 Jeep Grand Cherokee

Overland 4WD

5,900 kilometres

$66,977

Great Deal
London, ON
235 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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2025 Jeep Grand Cherokee

Overland 4WD

4,950 kilometres

$65,977

Great Deal
London, ON
235 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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2018 Jeep Grand Cherokee

Laredo 4WD

70,392 kilometres

$17,888

Great Deal
Newmarket, ON
68 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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2023 Jeep Grand Cherokee

Limited 4WD

101,350 kilometres

$29,929

Great Deal
Barrie, ON
40 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:
101,350
Stock number:
K0322
VIN:
1C4RJHBG1PC539541

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2020 Jeep Grand Cherokee

Laredo 4WD

123,691 kilometres

$19,990

Great Deal
119 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:
Silver
Combined gas mileage:
11 L/100km
Fuel type:
Gasoline
Interior colour:
Black
Transmission:
Automatic
Mileage:
123,691
Stock number:
80797
VIN:
1C4RJFAG7LC125454

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2021 Jeep Grand Cherokee

Summit 4WD

64,980 kilometres

$31,995

Great Deal
Mississauga, ON
127 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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2019 Jeep Grand Cherokee

Overland 4WD

118,071 kilometres

$19,995

Great Deal
Scarborough, ON
101 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:
Red (Burgundy)
Fuel type:
Gasoline
Interior colour:
Black
Mileage:
118,071
Stock number:
96774
VIN:
1C4RJFCGXKC796774

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2023 Jeep Grand Cherokee

Summit Reserve 4WD

70,450 kilometres

$46,988

Great Deal
Burlington, ON
151 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:
Bright White
Combined gas mileage:
11 L/100km
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
70,450
Stock number:
269003B
VIN:
1C4RJHEG8P8772315

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2023 Jeep Grand Cherokee

Limited 4WD

110,897 kilometres

$29,500

Great Deal
Kitchener, ON
159 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:
Diamond Black Crystal Pearl
Combined gas mileage:
11 L/100km
Fuel type:
Gasoline
Interior colour:
Global Black w/Global Black
Transmission:
Automatic
Mileage:
110,897
Stock number:
166AMU
VIN:
1C4RJHBG4PC523723

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2020 Jeep Grand Cherokee

Overland 4WD

116,938 kilometres

$26,950

Great Deal
Hamilton, ON
167 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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2023 Jeep Grand Cherokee

Limited 4WD

94,933 kilometres

$29,999

Great Deal
Welland, ON
189 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:
94,933
Stock number:
613115
VIN:
1C4RJHBG4PC613115

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2023 Jeep Grand Cherokee

Limited 4WD

91,270 kilometres

$29,999

Great Deal
Welland, ON
189 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:
91,270
Stock number:
540062
VIN:
1C4RJHBG5PC540062

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2021 Jeep Grand Cherokee

Altitude 4WD

116,325 kilometres

$23,190

Great Deal
119 km away
Year:
2021
Make:
Jeep
Model:
Grand Cherokee
Body type:
SUV / Crossover
Exterior colour:
Gray
Interior colour:
Black
Transmission:
Automatic
Mileage:
116,325
Stock number:
77725
VIN:
1C4RJFAG4MC507863

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2022 Jeep Grand Cherokee

Limited 4WD

109,804 kilometres

$27,000

Great Deal
Kitchener, ON
159 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:
Velvet Red Pearl
Combined gas mileage:
11 L/100km
Fuel type:
Gasoline
Interior colour:
Black
Transmission:
Automatic
Mileage:
109,804
Stock number:
542AMU
VIN:
1C4RJFBG5NC180079

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2025 Jeep Grand Cherokee

Altitude 4WD

1,000 kilometres

$52,999

Great Deal
Tillsonburg, ON
223 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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2024 Jeep Grand Cherokee

Summit 4WD

37,463 kilometres

$57,500

Great Deal
Whitby, ON
105 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:
Black
Transmission:
8-Speed Automatic
Mileage:
37,463
Stock number:
30827A
VIN:
1C4RJHEG1RC171845

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2023 Jeep Grand Cherokee

Limited 4WD

80,096 kilometres

$31,995

Great Deal
Kingston, ON
246 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 Zynith
Combined gas mileage:
11 L/100km
Fuel type:
Gasoline
Interior colour:
Black (Global Blk w/Global Blk)
Transmission:
8-Speed Automatic
Mileage:
80,096
Stock number:
25P155
VIN:
1C4RJHBGXPC628251

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2019 Jeep Grand Cherokee

Overland 4WD

160,971 kilometres

$22,950

Fair Deal
Bracebridge, ON
43 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
Interior colour:
Black
Transmission:
8-Speed Automatic
Mileage:
160,971
Stock number:
U324
VIN:
1C4RJFCG4KC796785

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  4. / Overland
  5. / Ontario
  6. / Waubaushene
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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