CarGurus Logo Homepage Link
  • Buy
    • Used cars
    • New cars
    • Certified pre-owned
    • Start your purchase online
  • Sell
    • Sell my car
    • Car values
  • Research
    • Test drive reviews
    • Price trends
    • Compare cars
  • Saved cars & searches
  • Sign in / Register
    • My account
    • Saved searches
    • Saved cars
    • Recommended cars
    • Browsing history
      • United States (EN)
      • Estados Unidos (ES)
      • Canada (EN)
      • Canada (FR)
      • United Kingdom

Used 2012 Jeep Grand Cherokee Overland for Sale near Caledon, ON

378 results
Caledon Village, ON
2019 Jeep Grand Cherokee Laredo 4WD Clutch - Toronto

2019 Jeep Grand Cherokee

Laredo 4WD

145,334 kilometres

$20,390

Fair Deal
48 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:
145,334
Stock number:
81406
VIN:
1C4RJFAG9KC762487

Sponsored

2016 Jeep Grand Cherokee Limited 4WD

2016 Jeep Grand Cherokee

Limited 4WD

126,781 kilometres

$19,995

Fair Deal
Toronto, ON
43 km away
Year:
2016
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:
126,781
Stock number:
431387
VIN:
1C4RJFBG8GC431387

Sponsored

2016 Jeep Grand Cherokee Summit 4WD

2016 Jeep Grand Cherokee

Summit 4WD

113,016 kilometres

$22,995

Fair Deal
Certified Pre-Owned
New Hamburg, ON
80 km away
Year:
2016
Make:
Jeep
Model:
Grand Cherokee
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
360 hp 5.7L V8
Exterior colour:
White
Combined gas mileage:
14 L/100km
Fuel type:
Gasoline
Interior colour:
Black
Transmission:
8-Speed Automatic
Mileage:
113,016
Stock number:
25064AA
VIN:
1C4RJFJT2GC370813

Sponsored

2017 Jeep Grand Cherokee Laredo 4WD

2017 Jeep Grand Cherokee

Laredo 4WD

119,996 kilometres

$16,100

Great Deal
Caledon, ON
24 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

2019 Jeep Grand Cherokee Laredo 4WD

2019 Jeep Grand Cherokee

Laredo 4WD

191,151 kilometres

$14,988

Great Deal
Newmarket, 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:
Gray
Combined gas mileage:
11 L/100km
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
191,151
Stock number:
P0640
VIN:
1C4RJFAG6KC701759

2015 Jeep Grand Cherokee Laredo 4WD

2015 Jeep Grand Cherokee

Laredo 4WD

89,518 kilometres

$14,888

Great Deal
Newmarket, ON
51 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:
89,518
Stock number:
P686
VIN:
1C4RJFAG8FC636532

Preparing for a close up...

Photos coming soon

2022 Jeep Grand Cherokee

Limited 4WD

103,823 kilometres

$29,995

Great Deal
Cambridge, ON
59 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
Transmission:
Automatic
Mileage:
103,823
Stock number:
s3790
VIN:
1C4RJHBG9N8550819

Preparing for a close up...

Photos coming soon

2021 Jeep Grand Cherokee

Altitude 4WD

124,410 kilometres

$23,488

Great Deal
Mississauga, ON
45 km away
Year:
2021
Make:
Jeep
Model:
Grand Cherokee
Body type:
SUV / Crossover
Exterior colour:
White
Transmission:
Automatic
Mileage:
124,410
Stock number:
L7170
VIN:
1C4RJFAG8MC685744

Preparing for a close up...

Photos coming soon

2022 Jeep Grand Cherokee

Limited 4WD

91,322 kilometres

$31,298

Great Deal
Guelph, ON
45 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
Transmission:
Automatic
Mileage:
91,322
Stock number:
RP1944
VIN:
1C4RJFBGXNC180045

Preparing for a close up...

Photos coming soon

2020 Jeep Grand Cherokee

Summit 4WD

66,277 kilometres

$34,900

Great Deal
Vaughan, ON
38 km away
Year:
2020
Make:
Jeep
Model:
Grand Cherokee
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
360 hp 5.7L V8
Exterior colour:
Blue
Combined gas mileage:
14 L/100km
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
66,277
Stock number:
U13697
VIN:
1C4RJFJT4LC172471

Preparing for a close up...

Photos coming soon

2008 Jeep Grand Cherokee

Laredo 4WD

210,000 kilometres

$5,500

Great Deal
Toronto, ON
48 km away
Year:
2008
Make:
Jeep
Model:
Grand Cherokee
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Exterior colour:
Black
Transmission:
5-Speed Automatic
Mileage:
210,000
Stock number:
TRADE
VIN:
1J8HR48M18C212013

Preparing for a close up...

Photos coming soon

2025 Jeep Grand Cherokee

Summit Reserve 4WD

1,200 kilometres

$72,595

Great Deal
Mississauga, ON
49 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:
1,200
Stock number:
250788 (BRENDA)DMO
VIN:
1C4RJHEGXS8751006

Preparing for a close up...

Photos coming soon

2021 Jeep Grand Cherokee

Limited X 4WD

33,218 kilometres

$36,390

Great Deal
48 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:
33,218
Stock number:
70674
VIN:
1C4RJFBG6MC727343

Preparing for a close up...

Photos coming soon

2023 Jeep Grand Cherokee

Limited 4WD

59,293 kilometres

$34,999

Great Deal
Toronto, ON
39 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
Combined gas mileage:
11 L/100km
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
59,293
Stock number:
43740A
VIN:
1C4RJHBG2PC632262

Preparing for a close up...

Photos coming soon

2019 Jeep Grand Cherokee

Altitude 4WD

138,727 kilometres

$17,888

Great Deal
Concord, ON
41 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
Interior colour:
Black
Transmission:
Automatic
Mileage:
138,727
Stock number:
6206
VIN:
1C4RJFAGXKC547944

Preparing for a close up...

Photos coming soon

2023 Jeep Grand Cherokee

Limited 4WD

66,969 kilometres

$33,400

Great Deal
Hamilton, ON
73 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:
Red
Combined gas mileage:
11 L/100km
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
66,969
Stock number:
1444
VIN:
1C4RJHBG3P8799023

Preparing for a close up...

Photos coming soon

2023 Jeep Grand Cherokee

Laredo 4WD

63,767 kilometres

$29,900

Great Deal
Brampton, ON
29 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:
63,767
Stock number:
26234
VIN:
1C4RJHAG7PC640343

Preparing for a close up...

Photos coming soon

2021 Jeep Grand Cherokee

Limited X 4WD

99,318 kilometres

$30,999

Great Deal
Kitchener, ON
62 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:
White
Combined gas mileage:
11 L/100km
Fuel type:
Gasoline
Interior colour:
Black
Transmission:
Automatic
Mileage:
99,318
Stock number:
4751
VIN:
1C4RJFBGXMC820995

Preparing for a close up...

Photos coming soon

2021 Jeep Grand Cherokee

Altitude 4WD

100,321 kilometres

$24,922

Great Deal
Brampton, ON
29 km away
Year:
2021
Make:
Jeep
Model:
Grand Cherokee
Body type:
SUV / Crossover
Exterior colour:
Gray
Transmission:
Automatic
Mileage:
100,321
Stock number:
635454
VIN:
1C4RJFAG2MC635454

Preparing for a close up...

Photos coming soon

2020 Jeep Grand Cherokee

Limited 4WD

144,253 kilometres

$20,499

Great Deal
Woodbridge, ON
38 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:
Automatic
Mileage:
144,253
Stock number:
T297275
VIN:
1C4RJFBG2LC297275

Preparing for a close up...

Photos coming soon

2019 Jeep Grand Cherokee

Overland 4WD

118,071 kilometres

$19,995

Great Deal
Scarborough, ON
57 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
Fuel type:
Gasoline
Interior colour:
Black
Mileage:
118,071
Stock number:
96774
VIN:
1C4RJFCGXKC796774

Preparing for a close up...

Photos coming soon

2021 Jeep Grand Cherokee

High Altitude 4WD

70,980 kilometres

$31,590

Great Deal
48 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:
Silver
Combined gas mileage:
11 L/100km
Fuel type:
Gasoline
Interior colour:
Black
Transmission:
Automatic
Mileage:
70,980
Stock number:
66476
VIN:
1C4RJFCG6MC628312

Preparing for a close up...

Photos coming soon

2021 Jeep Grand Cherokee

Altitude 4WD

60,727 kilometres

$29,590

Good Deal
48 km away
Year:
2021
Make:
Jeep
Model:
Grand Cherokee
Body type:
SUV / Crossover
Exterior colour:
Gray
Interior colour:
Black
Transmission:
Automatic
Mileage:
60,727
Stock number:
72770
VIN:
1C4RJFAG3MC799859

Sponsored

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

4.2 Overall rating

(5 reviews)
Anonymous
5.0
Reviewed a 2012 Jeep Overland 4WD on Jun. 04, 2024

Loaded 5.8 HEMI trailer tow class 4 hitch brake controller sun roof leather. Black pearl coat paint running boards front spoiler HID headlights roof racks 4WD

J.M. R
5.0
Reviewed a 2012 Jeep Overland 4WD on Oct. 15, 2011

Performance is good, and that includes HP. Brakes Torque. Interior is very compfortable and I have been on 12 hour trips and did not get tired sitting in seat, and ride is very comfortable. Gas mileage was pretty good at an average of 24 mpg on a 800 mile ride.

Anonymous
5.0
Reviewed a 2012 Jeep Overland on Mar. 01, 2014

Great sport utility, only sold it due to being 2wd. V6 is sufficient. Not winning any races but you do get much better gas mileage on freeway drives. Overland model has great features and luxury (panoramic roof, leather, navigation, etc.)

Anonymous
5.0
Reviewed a 2012 Jeep Overland 4WD on Mar. 16, 2014

I love the car. This is my 10th personal Grand Cherokee and this is by far the best car I have ever owned. That includes my wife's Olds, Buicks and Cadillacs. The power, handling, ride, trailer pulling ability are superior. I pull a 7x12 utility trailer and MF-240 with bush-hog on a 16' car hauler. You hardly know either is behind you. The car is powerful and quite. I got a ticket on the way home from the dealership, 65 in a 45. I had no idea I was going that fast.

S K
1.0
Reviewed a 2012 Jeep Overland 4WD on May 22, 2012

I was first attracted to the Grand Cherokee because it has similar styling to the BMW X5, especially from the rear. After learning about all of the standard features on the Overland model I had to see it. My mother was ready to trade in her 2007 BMW X5 and is very picky about what she drives. She was overwhelmed with everything the Jeep had to offer, and couldn't get over how improved the ride with QuadraLift (air suspension) was. She bought her Grand Cherokee Overland 4x4 one month to the day before I bought mine. We are now a Jeep family again. 12 month update: after so many unsuccessful trips to the dealership, and calls to Chrysler I cannot recommend the Jeep brand to anyone. Jeep should not be selling a $45,000 vehicle of they can't stand behind their product. The service at their "5 Star Dealerships" is unacceptable. This is the worst of the 25 vehicles I have owned, including my MINI Cooper that needed at new engine after 51,000 miles. Search YouTube for Jeep Grand Cherokee Elk test.

  • 2011 Jeep Grand Cherokee Overland in Caledon ON

  • 2009 Jeep Grand Cherokee Overland in Caledon ON

  • All Used Cars

  • Cheap Cars

  • Manual Transmission Cars

  • Sports Cars

  • Hybrid Cars

  • Red Interior Cars

  • Electric Cars

  • Small Cars

  • AWD Cars

  • Cheap Automatic Transmission Cars

  • Classic Trucks

  • Conversion Vans

  • Three Quarter Ton Trucks

  • Diesel Trucks

  • Small Trucks

  • Chevrolet Diesel Trucks

  • Manual Diesel Trucks

  • One Ton Trucks

  • Cheap Trucks

  • Ford Trucks

  • Cheap SUVs

  • Mercedes-Benz Convertibles

  • Ford Diesel Trucks

  • Mercedes-Benz SUVs

  • BMW Convertibles

  • Chevrolet SUVs

  • Toyota SUVs

  • Nissan SUVs

  • Used Cars Under $10,000

  • Used Cars Under $5,000

  • Used Sedans for Sale with Low Mileage

  • Used SUVs / Crossovers for Sale with Low Mileage

  • Used Hatchbacks for Sale with Low Mileage

  • Used Convertibles for Sale with Low Mileage

  • Used Vans for Sale with Low Mileage

  • Used Minivans for Sale with Low Mileage

  • Used Pickup Trucks for Sale with Low Mileage

  • Used Coupes for Sale with Low Mileage

  • Used Wagons for Sale with Low Mileage

  • Peel Chrysler Jeep Dodge Ram Fiat

  • Fairview Chrysler Dodge Limited

  • Oakville Chrysler Dodge Jeep Ram Ltd.

  • Kitchener Chrysler Jeep Ram

  • Scarborotown Chrysler Dodge Jeep Ram Ltd

  • Hunt Chrysler Dodge Jeep Ltd

  • Stockie Chrysler Dodge Jeep Ram

  • Raceway Chrysler Dodge Jeep Ram FIAT

  • Wellington Chrysler Dodge Jeep

  • Team Chrysler Jeep Dodge Ram

  • Ontario Chrysler Jeep Dodge Ram

  • Pickering Chrysler Dodge Jeep Ram

Connect with us
Download our app
Download on the App Store Get it on Google Play
  • Company
  • About CarGurus
  • Our team
  • Press
  • Investor relations
  • Price trends
  • Advertise with CarGurus
  • For dealers
  • Dealer signup
  • Dealer resources
  • Terms
  • Terms of use
  • Privacy policy
  • Interest-based ads
  • Security
  • Help
  • Help center
  • Contact us
    • United States (EN)
    • Estados Unidos (ES)
    • Canada (EN)
    • Canada (FR)
    • United Kingdom

© 2025 CarGurus, Inc., All Rights Reserved.