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

509 results
Borden, ON
2022 Jeep Grand Cherokee Rexdale Hyundai

2022 Jeep Grand Cherokee

73,701 kilometres

$32,488

Good Deal
Etobicoke, ON
77 km away
Year:
2022
Make:
Jeep
Model:
Grand Cherokee
Body type:
SUV / Crossover
Engine:
293 hp 3.6L V6
Exterior colour:
Gray
Fuel type:
Gasoline
Transmission:
8-Speed Automatic
Mileage:
73,701
Stock number:
OP3328
VIN:
1C4RJFAG8NC142315

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2024 Jeep Grand Cherokee Altitude 4WD

2024 Jeep Grand Cherokee

Altitude 4WD

90,194 kilometres

$38,999

Fair Deal
Waterloo, ON
101 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:
90,194
Stock number:
E8006A
VIN:
1C4RJHAG1R8943916

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2021 Jeep Grand Cherokee

2021 Jeep Grand Cherokee

124,583 kilometres

$27,495

Good Deal
Ajax, ON
96 km away
Year:
2021
Make:
Jeep
Model:
Grand Cherokee
Body type:
SUV / Crossover
Engine:
295 hp 3.6L V6
Exterior colour:
Black
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
124,583
Stock number:
P5576
VIN:
1C4RJFAG5MC838970

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2021 Jeep Grand Cherokee Altitude 4WD

2021 Jeep Grand Cherokee

Altitude 4WD

85,600 kilometres

$25,900

Great Deal
Concord, ON
71 km away
Year:
2021
Make:
Jeep
Model:
Grand Cherokee
Body type:
SUV / Crossover
Exterior colour:
White
Transmission:
Automatic
Mileage:
85,600
Stock number:
M04-726099
VIN:
1C4RJFAG3MC726099

2025 Jeep Grand Cherokee Altitude 4WD

2025 Jeep Grand Cherokee

Altitude 4WD

15,986 kilometres

$48,999

Great Deal
Brampton, ON
73 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 with Global Black
Transmission:
Automatic
Mileage:
15,986
Stock number:
25-88355JB
VIN:
1C4RJHAG5SC288355

2015 Jeep Grand Cherokee Laredo 4WD

2015 Jeep Grand Cherokee

Laredo 4WD

136,816 kilometres

$10,888

Great Deal
Newmarket, ON
53 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:
136,816
Stock number:
P763
VIN:
1C4RJFAG7FC759240

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2024 Jeep Grand Cherokee

Altitude 4WD

32,125 kilometres

$39,586

Great Deal
Orillia, ON
55 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:
32,125
Stock number:
15466A
VIN:
1C4RJHAG1RC249269

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2025 Jeep Grand Cherokee

Overland 4WD

7,750 kilometres

$63,777

Great Deal
London, ON
183 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

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2025 Jeep Grand Cherokee

Summit Reserve 4WD

11,809 kilometres

$68,994

Great Deal
Woodbridge, ON
71 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:
Brown (Tan)
Transmission:
Automatic
Mileage:
11,809
Stock number:
T724345
VIN:
1C4RJHEG7S8724345

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2023 Jeep Grand Cherokee

Limited 4WD

91,270 kilometres

$29,888

Great Deal
Welland, 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:
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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2023 Jeep Grand Cherokee

Summit 4WD

73,835 kilometres

$44,995

Great Deal
Certified Pre-Owned
Niagara Falls, ON
154 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:
Gray
Combined gas mileage:
11 L/100km
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
73,835
Stock number:
4669
VIN:
1C4RJHEG3P8892958

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2025 Jeep Grand Cherokee

Overland 4WD

600 kilometres

$67,973

Great Deal
Mississauga, 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:
Gray
Combined gas mileage:
11 L/100km
Fuel type:
Gasoline
Transmission:
8-Speed Automatic
Mileage:
600
Stock number:
DS1248
VIN:
1C4RJHDG7S8786829

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2024 Jeep Grand Cherokee

Limited 4WD

58,875 kilometres

$40,990

Great Deal
Brampton, ON
74 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:
Automatic
Mileage:
58,875
Stock number:
209232
VIN:
1C4RJHBG0RC209232

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2022 Jeep Grand Cherokee

Summit 4WD

58,343 kilometres

$44,444

Great Deal
Waterloo, ON
104 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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2025 Jeep Grand Cherokee

Altitude 4WD

6,861 kilometres

$51,988

Great Deal
Oshawa, ON
103 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:
Automatic
Mileage:
6,861
Stock number:
S0164
VIN:
1C4RJHAG5SC325307

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2021 Jeep Grand Cherokee

Altitude 4WD

62,938 kilometres

$28,995

Great Deal
Waterloo, ON
104 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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2023 Jeep Grand Cherokee

Limited 4WD

94,933 kilometres

$29,888

Great Deal
Welland, 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:
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

Summit Reserve 4WD

58,785 kilometres

$47,480

Great Deal
Oakville, ON
97 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:
Gray
Combined gas mileage:
11 L/100km
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
58,785
Stock number:
JS30B
VIN:
1C4RJHEG8P8844727

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2021 Jeep Grand Cherokee

Overland 4WD

143,925 kilometres

$24,999

Great Deal
Maple, ON
66 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:
Billet Silver Metallic (PSC)
Combined gas mileage:
11 L/100km
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
143,925
Stock number:
P-3373A
VIN:
1C4RJFCG1MC867928

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2019 Jeep Grand Cherokee

Altitude 4WD

95,339 kilometres

$20,995

Great Deal
Scarborough, ON
82 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:
95,339
Stock number:
96357
VIN:
1C4RJFAG5KC696357

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2020 Jeep Grand Cherokee

Overland 4WD

190,684 kilometres

$17,995

Great Deal
Georgetown, 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
Exterior colour:
Brown
Combined gas mileage:
11 L/100km
Fuel type:
Gasoline
Transmission:
8-Speed Automatic
Mileage:
190,684
Stock number:
FJ146A
VIN:
1C4RJFCG1LC173769

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2021 Jeep Grand Cherokee

Limited 4WD

117,810 kilometres

$24,995

Great Deal
Burlington, ON
109 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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2019 Jeep Grand Cherokee

Limited 4WD

112,700 kilometres

$21,999

Great Deal
North York, ON
74 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:
112,700
Stock number:
10072503
VIN:
1C4RJFBG2KC664982

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2020 Jeep Grand Cherokee

High Altitude 4WD

125,529 kilometres

$31,880

Fair Deal
Sarnia, ON
243 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:
Automatic
Mileage:
125,529
Stock number:
23-095L
VIN:
1C4RJFCG0LC220905

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