Used Jeep Grand Cherokee Overland for Sale near Oakland, ON

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279 vehicles found
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:
6,786
Stock #:
250803 (Service Loaner)DMO
VIN:
1C4RJHAGXS8753988
White 2025 Jeep Grand Cherokee SUV / Crossover Four-Wheel Drive Automatic
Peel Chrysler Jeep Dodge Ram Fiat

Sponsored by Peel Chrysler Jeep Dodge Ram Fiat

2025 Jeep Grand Cherokee

Altitude 4WD

6,786 km

Mississauga, ON
72 km away
Good Deal

$48,795

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
Transmission:
Automatic
Mileage:
97,980
Stock #:
T11704
VIN:
1C4RJHBG6N8577783
White 2022 Jeep Grand Cherokee SUV / Crossover Four-Wheel Drive Automatic

Sponsored Listing

2022 Jeep Grand Cherokee

Limited 4WD

97,980 km

Mississauga, ON
71 km away
Fair Deal

$31,598

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:
Black
Combined gas mileage:
11 L/100km
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
97,378
Stock #:
97050
VIN:
1C4RJFAG4HC935650
Black 2017 Jeep Grand Cherokee SUV / Crossover Four-Wheel Drive Automatic
New arrival

Sponsored Listing

2017 Jeep Grand Cherokee

Altitude 4WD

97,378 km

London, ON
82 km away
Good Deal

$18,998

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:
Black
Combined gas mileage:
11 L/100km
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
97,378
Stock #:
97050
VIN:
1C4RJFAG4HC935650
Black 2017 Jeep Grand Cherokee SUV / Crossover Four-Wheel Drive Automatic
New arrival

 

2017 Jeep Grand Cherokee

Altitude 4WD

97,378 km

London, ON
82 km away
Good Deal

$18,998

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
Combined gas mileage:
11 L/100km
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
175,865
Stock #:
7780
VIN:
1C4RJFAG4KC740185
Red 2019 Jeep Grand Cherokee SUV / Crossover Four-Wheel Drive Automatic
Price drop

-$950

 

2019 Jeep Grand Cherokee

Altitude 4WD

175,865 km

Ingersoll, ON
50 km away
Great Deal

$11,840

$10,890

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:
54,152
Stock #:
F26-055
VIN:
1C4RJFBG0MC744476
Black 2021 Jeep Grand Cherokee SUV / Crossover Four-Wheel Drive Automatic
New arrival

 

2021 Jeep Grand Cherokee

80th Anniversary Edition 4WD

54,152 km

Tillsonburg, ON
46 km away
Fair Deal

$33,999

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
Transmission:
Automatic
Mileage:
116,960
Stock #:
B16192
VIN:
1C4RJFBG4JC303266
Black 2018 Jeep Grand Cherokee SUV / Crossover Four-Wheel Drive Automatic

 

2018 Jeep Grand Cherokee

Sterling Edition 4WD

116,960 km

Mississauga, ON
77 km away
Good Deal

$19,990

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:
Gray
Combined gas mileage:
11 L/100km
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
89,146
Stock #:
JT95A
VIN:
1C4RJFBG6HC964730
Gray 2017 Jeep Grand Cherokee SUV / Crossover Four-Wheel Drive Automatic
Price drop

-$1,535

 

2017 Jeep Grand Cherokee

Limited 4WD

89,146 km

Oakville, ON
59 km away
Fair Deal

$22,888

$21,353

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:
White
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
68,568
Stock #:
44007A
VIN:
1C4RJHAG9RC156791
White 2024 Jeep Grand Cherokee SUV / Crossover Four-Wheel Drive Automatic
Price drop

-$809

 

2024 Jeep Grand Cherokee

Altitude 4WD

68,568 km

Toronto, ON
86 km away
Good Deal

$34,808

$33,999

Year:
2019
Make:
Jeep
Model:
Grand Cherokee
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
360 hp 5.7L V8
Exterior colour:
Gray
Combined gas mileage:
14 L/100km
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
141,620
Stock #:
P3614
VIN:
1C4RJFJT7KC684241
Gray 2019 Jeep Grand Cherokee SUV / Crossover Four-Wheel Drive Automatic
Price drop

-$4,145

 

2019 Jeep Grand Cherokee

Summit 4WD

141,620 km

Oakville, ON
59 km away
Fair Deal

$25,888

$21,743

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:
6,786
Stock #:
250803 (Service Loaner)DMO
VIN:
1C4RJHAGXS8753988
White 2025 Jeep Grand Cherokee SUV / Crossover Four-Wheel Drive Automatic
Peel Chrysler Jeep Dodge Ram Fiat

Sponsored by Peel Chrysler Jeep Dodge Ram Fiat

2025 Jeep Grand Cherokee

Altitude 4WD

6,786 km

Mississauga, ON
72 km away
Good Deal

$48,795

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
Transmission:
Automatic
Mileage:
97,980
Stock #:
T11704
VIN:
1C4RJHBG6N8577783
White 2022 Jeep Grand Cherokee SUV / Crossover Four-Wheel Drive Automatic

Sponsored Listing

2022 Jeep Grand Cherokee

Limited 4WD

97,980 km

Mississauga, ON
71 km away
Fair Deal

$31,598

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:
Black
Combined gas mileage:
11 L/100km
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
97,378
Stock #:
97050
VIN:
1C4RJFAG4HC935650
Black 2017 Jeep Grand Cherokee SUV / Crossover Four-Wheel Drive Automatic
New arrival

Sponsored Listing

2017 Jeep Grand Cherokee

Altitude 4WD

97,378 km

London, ON
82 km away
Good Deal

$18,998

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:
Black
Combined gas mileage:
11 L/100km
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
97,378
Stock #:
97050
VIN:
1C4RJFAG4HC935650
Black 2017 Jeep Grand Cherokee SUV / Crossover Four-Wheel Drive Automatic
New arrival

 

2017 Jeep Grand Cherokee

Altitude 4WD

97,378 km

London, ON
82 km away
Good Deal

$18,998

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
Combined gas mileage:
11 L/100km
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
175,865
Stock #:
7780
VIN:
1C4RJFAG4KC740185
Red 2019 Jeep Grand Cherokee SUV / Crossover Four-Wheel Drive Automatic
Price drop

-$950

 

2019 Jeep Grand Cherokee

Altitude 4WD

175,865 km

Ingersoll, ON
50 km away
Great Deal

$11,840

$10,890

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:
54,152
Stock #:
F26-055
VIN:
1C4RJFBG0MC744476
Black 2021 Jeep Grand Cherokee SUV / Crossover Four-Wheel Drive Automatic
New arrival

 

2021 Jeep Grand Cherokee

80th Anniversary Edition 4WD

54,152 km

Tillsonburg, ON
46 km away
Fair Deal

$33,999

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
Transmission:
Automatic
Mileage:
116,960
Stock #:
B16192
VIN:
1C4RJFBG4JC303266
Black 2018 Jeep Grand Cherokee SUV / Crossover Four-Wheel Drive Automatic

 

2018 Jeep Grand Cherokee

Sterling Edition 4WD

116,960 km

Mississauga, ON
77 km away
Good Deal

$19,990

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:
Gray
Combined gas mileage:
11 L/100km
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
89,146
Stock #:
JT95A
VIN:
1C4RJFBG6HC964730
Gray 2017 Jeep Grand Cherokee SUV / Crossover Four-Wheel Drive Automatic
Price drop

-$1,535

 

2017 Jeep Grand Cherokee

Limited 4WD

89,146 km

Oakville, ON
59 km away
Fair Deal

$22,888

$21,353

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:
White
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
68,568
Stock #:
44007A
VIN:
1C4RJHAG9RC156791
White 2024 Jeep Grand Cherokee SUV / Crossover Four-Wheel Drive Automatic
Price drop

-$809

 

2024 Jeep Grand Cherokee

Altitude 4WD

68,568 km

Toronto, ON
86 km away
Good Deal

$34,808

$33,999

Year:
2019
Make:
Jeep
Model:
Grand Cherokee
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
360 hp 5.7L V8
Exterior colour:
Gray
Combined gas mileage:
14 L/100km
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
141,620
Stock #:
P3614
VIN:
1C4RJFJT7KC684241
Gray 2019 Jeep Grand Cherokee SUV / Crossover Four-Wheel Drive Automatic
Price drop

-$4,145

 

2019 Jeep Grand Cherokee

Summit 4WD

141,620 km

Oakville, ON
59 km away
Fair Deal

$25,888

$21,743

4.5 Overall rating

(2 reviews)

Filter by rating


Griffin W

5.0

Reviewed a 2011 Jeep Overland 4WD on Jul 19, 2012

Performance- v6 pentastar has plenty of power, worth it for the better mpg, handling is adaquite for a suv of its weight, braking is good Build Quality- top notch, interior is very well crafted Cost of Ownership- get about 18.5 with mixed driving, get up to 23 on long highway drives Apperance- awesome, one of the best looking suv's on the road, interior is really well done Fun Factor- as fun as a 5200 lb luxury suv can be

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Brian M

4.0

Reviewed a 2011 Jeep Overland 4WD on May 23, 2013

This is a great all round vehicle for hauling stuff, travelling long distances on highways. It tows stuff well. It's great off road and it kicks in winter on snow and ice. Vehicle size is personal but for me it is just right. Not too long but roomy enough for a 6 footer in the back seat.

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