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

239 results
Newcastle, ON
2025 Jeep Grand Cherokee Limited 4WD NewRoads Chrysler Dodge Jeep Ram

2025 Jeep Grand Cherokee

Limited 4WD

22,925 kilometres

$51,888

Fair Deal
Certified Pre-Owned
Newmarket, 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:
Silver
Combined gas mileage:
11 L/100km
Fuel type:
Gasoline
Interior colour:
Black
Transmission:
Automatic
Mileage:
22,925
Stock number:
H22823
VIN:
1C4RJHBG2S8677441

Sponsored

2025 Jeep Grand Cherokee Altitude 4WD

2025 Jeep Grand Cherokee

Altitude 4WD

9,006 kilometres

$51,995

Good Deal
Mississauga, ON
90 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:
8-Speed Automatic
Mileage:
9,006
Stock number:
250914A
VIN:
1C4RJHAG2SC315656

Sponsored

2025 Jeep Grand Cherokee Limited 4WD

2025 Jeep Grand Cherokee

Limited 4WD

875 kilometres

$58,988

Good Deal
Oshawa, ON
24 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:
875
Stock number:
S0217
VIN:
1C4RJHBG6S8751329

Sponsored

2022 Jeep Grand Cherokee Laredo 4WD

2022 Jeep Grand Cherokee

Laredo 4WD

60,029 kilometres

$30,490

Great Deal
North York, ON
61 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:
Gray
Combined gas mileage:
11 L/100km
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
60,029
Stock number:
8P6848A
VIN:
1C4RJHAG9N8574135

2020 Jeep Grand Cherokee Limited 4WD

2020 Jeep Grand Cherokee

Limited 4WD

213,000 kilometres

$13,888

Great Deal
Toronto, ON
83 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:
213,000
Stock number:
P0002
VIN:
1C4RJFBG4LC340580

2019 Jeep Grand Cherokee Overland 4WD

2019 Jeep Grand Cherokee

Overland 4WD

118,071 kilometres

$17,995

Great Deal
Scarborough, ON
58 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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2014 Jeep Grand Cherokee

Laredo 4WD

200,190 kilometres

$7,499

Great Deal
Pickering, ON
38 km away
Year:
2014
Make:
Jeep
Model:
Grand Cherokee
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
290 hp 3.6L V6
Exterior colour:
Black
Combined gas mileage:
12 L/100km
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
200,190
Stock number:
360108
VIN:
1C4RJFAG6EC302174

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2025 Jeep Grand Cherokee

Overland 4WD

3,680 kilometres

$64,974

Great Deal
Brampton, ON
99 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
Transmission:
8-Speed Automatic
Mileage:
3,680
Stock number:
N27SA494
VIN:
1C4RJHDG6S8727349

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2021 Jeep Grand Cherokee

Summit 4WD

62,588 kilometres

$33,995

Great Deal
Mississauga, ON
90 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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2022 Jeep Grand Cherokee

Overland 4WD

87,239 kilometres

$33,990

Great Deal
81 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
Interior colour:
Black
Transmission:
Automatic
Mileage:
87,239
Stock number:
78752
VIN:
1C4RJHDG9N8599239

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2019 Jeep Grand Cherokee

Altitude 4WD

95,339 kilometres

$20,995

Great Deal
Scarborough, ON
58 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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2017 Jeep Grand Cherokee

Trailhawk 4WD

120,200 kilometres

$21,895

Good Deal
Scarborough, ON
49 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:
120,200
Stock number:
120200++ - WE FINANCE VERYONE
VIN:
1C4RJFLG6HC670114

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2021 Jeep Grand Cherokee

Altitude 4WD

115,983 kilometres

$25,991

Good Deal
North York, ON
61 km away
Year:
2021
Make:
Jeep
Model:
Grand Cherokee
Body type:
SUV / Crossover
Exterior colour:
GRANITE-CRYSTAL/BLAC
Transmission:
Automatic
Mileage:
115,983
Stock number:
8P6972
VIN:
1C4RJFAG6MC648417

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2023 Jeep Grand Cherokee

Limited 4WD

84,234 kilometres

$33,995

Good Deal
Mississauga, ON
90 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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2018 Jeep Grand Cherokee

Limited 4WD

110,271 kilometres

$23,200

Good Deal
Caledon, ON
90 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:
White
Combined gas mileage:
11 L/100km
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
110,271
Stock number:
A406
VIN:
1C4RJFBG1JC417628

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2023 Jeep Grand Cherokee

Limited 4WD

85,826 kilometres

$33,497

Good Deal
Innisfil, 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:
Diamond Black Crystal Pearl
Combined gas mileage:
11 L/100km
Fuel type:
Gasoline
Interior colour:
Black (Global Blk w/Global Blk)
Transmission:
Automatic
Mileage:
85,826
Stock number:
23-59535RJB
VIN:
1C4RJHBG7PC559535

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2024 Jeep Grand Cherokee

Limited 4WD

76,816 kilometres

$40,046

Good Deal
Lindsay, ON
51 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
Combined gas mileage:
11 L/100km
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
76,816
Stock number:
P1934
VIN:
1C4RJHBG4RC135362

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2024 Jeep Grand Cherokee

Limited 4WD

31,208 kilometres

$45,900

Good Deal
Innisfil, ON
97 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:
Bright White
Combined gas mileage:
11 L/100km
Fuel type:
Gasoline
Interior colour:
Black (Global Blk w/Global Blk)
Transmission:
Automatic
Mileage:
31,208
Stock number:
24-09251RJB
VIN:
1C4RJHBG4RC209251

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2022 Jeep Grand Cherokee

Limited 4WD

30,114 kilometres

$38,500

Good Deal
Whitby, ON
26 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:
White
Combined gas mileage:
11 L/100km
Fuel type:
Gasoline
Interior colour:
Black
Transmission:
Automatic
Mileage:
30,114
Stock number:
B3257
VIN:
1C4RJFBG9NC109600

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2017 Jeep Grand Cherokee

Laredo 4WD

119,996 kilometres

$16,100

Good Deal
Caledon, ON
90 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

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2015 Jeep Grand Cherokee

Laredo 4WD

136,816 kilometres

$10,888

Good Deal
Newmarket, ON
70 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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2023 Jeep Grand Cherokee

Limited 4WD

119,001 kilometres

$30,523

Good Deal
Whitby, ON
25 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:
8-Speed Automatic
Mileage:
119,001
Stock number:
41840R
VIN:
1C4RJHBG6PC523741

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2019 Jeep Grand Cherokee

Limited 4WD

113,940 kilometres

$25,962

Good Deal
Peterborough, ON
51 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:
Bright White (PW7)
Combined gas mileage:
11 L/100km
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
113,940
Stock number:
15045HPNA
VIN:
1C4RJFBGXKC647069

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2021 Jeep Grand Cherokee

Limited X 4WD

120,500 kilometres

$31,990

Fair Deal
Mississauga, ON
88 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:
120,500
Stock number:
651551
VIN:
1C4RJFBG5MC651551

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