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Used 2006 Jeep Grand Cherokee Overland for Sale near Indian River, ON

447 results
Peterborough, ON
2025 Jeep Grand Cherokee Summit 4WD Village Chrysler Dodge Jeep RAM FIAT

2025 Jeep Grand Cherokee

Summit 4WD

6,600 kilometres

$76,495

Fair Deal
Ajax, ON
77 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:
6,600
Stock number:
25293
VIN:
1C4RJHEG6S8791860

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2017 Jeep Grand Cherokee Trailhawk 4WD

2017 Jeep Grand Cherokee

Trailhawk 4WD

160,000 kilometres

$19,995

Fair Deal
Ottawa, ON
216 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
Combined gas mileage:
11 L/100km
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
160,000
Stock number:
8013
VIN:
1C4RJFLG0HC621135

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2025 Jeep Grand Cherokee Limited 4WD

2025 Jeep Grand Cherokee

Limited 4WD

875 kilometres

$58,988

Good Deal
Oshawa, ON
69 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

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2015 Jeep Grand Cherokee Laredo 4WD

2015 Jeep Grand Cherokee

Laredo 4WD

136,816 kilometres

$10,888

Great Deal
Newmarket, ON
95 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

2020 Jeep Grand Cherokee Altitude 4WD

2020 Jeep Grand Cherokee

Altitude 4WD

74,634 kilometres

$26,388

Great Deal
Burlington, ON
160 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:
Gray
Combined gas mileage:
11 L/100km
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
74,634
Stock number:
T31145S
VIN:
1C4RJFAG6LC165217

2024 Jeep Grand Cherokee Summit Reserve 4WD

2024 Jeep Grand Cherokee

Summit Reserve 4WD

40,758 kilometres

$60,980

Great Deal
Certified Pre-Owned
Burlington, ON
163 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:
8-Speed Automatic
Mileage:
40,758
Stock number:
U21624
VIN:
1C4RJHEG6R8599039

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2024 Jeep Grand Cherokee

Limited 4WD

26,820 kilometres

$44,995

Great Deal
Mississauga, ON
135 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:
8-Speed Automatic
Mileage:
26,820
Stock number:
P8599
VIN:
1C4RJHBG4RC680123

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2023 Jeep Grand Cherokee

Limited 4WD

91,270 kilometres

$29,888

Great Deal
Welland, ON
166 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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2024 Jeep Grand Cherokee

Limited 4WD

82,847 kilometres

$35,500

Great Deal
Stratford, ON
237 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:
82,847
Stock number:
SU3792
VIN:
1C4RJHBG3R8512654

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2021 Jeep Grand Cherokee

Summit 4WD

140,750 kilometres

$26,998

Great Deal
Hamilton, ON
169 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:
140,750
Stock number:
B3EC40
VIN:
1C4RJFJG3MC866489

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2021 Jeep Grand Cherokee

181,814 kilometres

$19,899

Great Deal
Innisfil, ON
100 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
Interior colour:
Black
Transmission:
Automatic
Mileage:
181,814
Stock number:
106
VIN:
1C4RJFAG0MC545588

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2019 Jeep Grand Cherokee

Altitude 4WD

95,339 kilometres

$20,995

Great Deal
Scarborough, ON
99 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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2024 Jeep Grand Cherokee

Summit Reserve 4WD

27,150 kilometres

$60,995

Great Deal
Mississauga, ON
135 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:
Blue
Combined gas mileage:
11 L/100km
Fuel type:
Gasoline
Transmission:
8-Speed Automatic
Mileage:
27,150
Stock number:
P8622
VIN:
1C4RJHEG6R8951102

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2023 Jeep Grand Cherokee

Limited 4WD

94,933 kilometres

$29,888

Great Deal
Welland, ON
166 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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2019 Jeep Grand Cherokee

Overland 4WD

118,071 kilometres

$17,995

Great Deal
Scarborough, ON
99 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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2021 Jeep Grand Cherokee

Limited 4WD

117,810 kilometres

$24,995

Great Deal
Burlington, ON
162 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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2022 Jeep Grand Cherokee

Summit Reserve 4WD

85,325 kilometres

$39,695

Great Deal
Waterloo, ON
201 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

Summit 4WD

58,343 kilometres

$44,999

Great Deal
Waterloo, ON
201 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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2024 Jeep Grand Cherokee

Summit Reserve 4WD

32,588 kilometres

$55,988

Great Deal
Guelph, ON
184 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:
Brown (Beige)
Transmission:
Automatic
Mileage:
32,588
Stock number:
25-240X
VIN:
1C4RJHEG1R8512292

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2020 Jeep Grand Cherokee

Altitude 4WD

94,841 kilometres

$21,499

Great Deal
Ottawa, ON
238 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:
94,841
Stock number:
313
VIN:
1C4RJFAG3LC406859

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2022 Jeep Grand Cherokee

60,459 kilometres

$33,446

Good Deal
Lindsay, ON
37 km away
Year:
2022
Make:
Jeep
Model:
Grand Cherokee
Body type:
SUV / Crossover
Engine:
293 hp 3.6L V6
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
60,459
Stock number:
25222A
VIN:
1C4RJFAG1NC163619

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2019 Jeep Grand Cherokee

Overland 4WD

94,700 kilometres

$27,999

Good Deal
Stouffville, ON
88 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:
Black
Combined gas mileage:
11 L/100km
Fuel type:
Gasoline
Transmission:
8-Speed Automatic
Mileage:
94,700
Stock number:
P1882A
VIN:
1C4RJFCG5KC542518

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2021 Jeep Grand Cherokee

Altitude 4WD

58,173 kilometres

$29,990

Good Deal
Waterloo, ON
202 km away
Year:
2021
Make:
Jeep
Model:
Grand Cherokee
Body type:
SUV / Crossover
Exterior colour:
BRIGHT WHITE
Interior colour:
Black
Transmission:
Automatic
Mileage:
58,173
Stock number:
DW1923A
VIN:
1C4RJFAG1MC542456

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2020 Jeep Grand Cherokee

Limited 4WD

124,868 kilometres

$22,795

Good Deal
Cambridge, ON
192 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:
Blue
Combined gas mileage:
11 L/100km
Fuel type:
Gasoline
Transmission:
8-Speed Automatic
Mileage:
124,868
Stock number:
A9289A
VIN:
1C4RJFBG0LC282015

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

4.7 Overall rating

(3 reviews)
Anthony J. N
4.0
Reviewed a 2006 Jeep Overland on Nov. 01, 2014

Don't get me wrong... it's still an American made SUV with typical quality issues but nothing I feel worth complaining about. The OVERLAND Edition enhanced trim level got some help from me with oversized black steel rims and tires, tinted windows and wheel rain guards. Other small modifications have improved gas mileage and boosted performance. Resonator has been removed from exhaust system and a MagnaFlow glasspack muffler makes for a perfect street roar. Truck sticks to road better than any Corvette I've owned with oversized front and rear sway bars and the Bilstein shocks and struts provide the perfect height and aggressive stance. Adding wider tires provides stability and stance. Cross drilled rotors and high performance brake pads provide powerful braking ability. The OVERLAND edition combined with my upgrades makes this a unique vehicle. I love to drive it.

Anonymous
5.0
Reviewed a 2006 Jeep Overland on Apr. 01, 2007

The Jeep Grand Cherokee Overland is an amazing specimen that will easily devour a "luxury" competitor of similar breed with much less effort (and by effort I mean $$$). I just bought a used 2006 and am just as floored as the adjustable accelerator pedal should be in this vehicle. I will talk a lot about the power in this ride but its ride and appointments can't be overshadowed. I have read poor reviews on handling. I pushed the limits of speed's favorite initial and the Overland handled more than adequately in the curve-carving department. The HEMI doesn't need a comment because it really does speak for it self. My buddy has a Dodge Durango with the same engine and it growls louder under his hood. While the roar is satisfying, I believe Jeep has simply improved cabin insulation. I hold this opinion as my wife complained that I shouldn't speed out of our driveway. I don't speed; (in our neighborhood anyway) the low gears of this rig will turn the domes of any spectators, willing or otherwise. I just realized I must sound like I work for Jeep or its ownership. I assure you I do not. I am just a happy consumer that is 34 years old and has been frugal in all of his vehicle purchases. The best part is I purchased this Jeep used and a bag filled with depreciation is gone. Depreciation is why you shouldn't buy new. Duh, everyone knows that but the majority of the U.S. buys new, go figure (own more than you show I say!). The Overland is amazing. I won't list features; Google has all your answers. Lastly, my wife has a powerful Infinity SUV, my good friend a Yukon Denali. Both individuals have ridden in my Jeep and wished it was theirs. By the way, my buddy with the rig named after an Alaskan park spent almost twice what I just spent on the JGC Overland. To answer your unanswered question, I spent lees than $30k. Ha, maybe I should work for Jeep. Safe travels.

Anonymous
5.0
Reviewed a 2006 Jeep Overland 4WD on Dec. 14, 2025

Great car for the price. A few "Beauty Marks", but looks great for its age.

  • 2009 Jeep Grand Cherokee Overland in Indian River ON

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