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 2011 Jeep Grand Cherokee Overland for Sale near Midland, ON

521 results
Midland, ON
2020 Jeep Grand Cherokee Laredo 4WD Pickering Chrysler Dodge Jeep Ram

2020 Jeep Grand Cherokee

Laredo 4WD

147,658 kilometres

$23,998

Fair Deal
Pickering, ON
120 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
Transmission:
8-Speed Automatic
Mileage:
147,658
Stock number:
PC22504
VIN:
1C4RJFAG1LC258758

Sponsored

2017 Jeep Grand Cherokee Summit 4WD

2017 Jeep Grand Cherokee

Summit 4WD

167,754 kilometres

$19,995

Fair Deal
Belleville, ON
206 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:
Black
Combined gas mileage:
11 L/100km
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
167,754
Stock number:
6785
VIN:
1C4RJFJG1HC692914

Sponsored

2021 Jeep Grand Cherokee Limited X 4WD

2021 Jeep Grand Cherokee

Limited X 4WD

99,318 kilometres

$30,999

Great Deal
Kitchener, ON
153 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

Sponsored

2018 Jeep Grand Cherokee Laredo 4WD

2018 Jeep Grand Cherokee

Laredo 4WD

70,392 kilometres

$20,888

Great Deal
Newmarket, ON
82 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:
Red
Combined gas mileage:
11 L/100km
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
70,392
Stock number:
P648
VIN:
1C4RJFAG9JC398764

2017 Jeep Grand Cherokee Laredo 4WD

2017 Jeep Grand Cherokee

Laredo 4WD

119,996 kilometres

$16,300

Great Deal
Caledon, ON
100 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

2021 Jeep Grand Cherokee Altitude 4WD

2021 Jeep Grand Cherokee

Altitude 4WD

87,315 kilometres

$27,995

Great Deal
Barrie, ON
45 km away
Year:
2021
Make:
Jeep
Model:
Grand Cherokee
Body type:
SUV / Crossover
Exterior colour:
Gray
Interior colour:
Black
Transmission:
Automatic
Mileage:
87,315
Stock number:
3335
VIN:
1C4RJFAG5MC562936

Preparing for a close up...

Photos coming soon

2022 Jeep Grand Cherokee

Limited 4WD

103,390 kilometres

$29,998

Great Deal
Belleville, ON
205 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
Transmission:
8-Speed Automatic
Mileage:
103,390
Stock number:
P2239
VIN:
1C4RJFBG2NC170559

Preparing for a close up...

Photos coming soon

2021 Jeep Grand Cherokee

Limited X 4WD

112,380 kilometres

$29,999

Great Deal
Toronto, ON
118 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:
112,380
Stock number:
684867
VIN:
1C4RJFBGXMC684867

Preparing for a close up...

Photos coming soon

2019 Jeep Grand Cherokee

Laredo 4WD

191,151 kilometres

$14,989

Great Deal
Newmarket, 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
Transmission:
Automatic
Mileage:
191,151
Stock number:
P0640
VIN:
1C4RJFAG6KC701759

Preparing for a close up...

Photos coming soon

2022 Jeep Grand Cherokee

Limited 4WD

78,032 kilometres

$31,999

Great Deal
Kitchener, ON
153 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:
78,032
Stock number:
25F4790C
VIN:
1C4RJHBG5N8550722

Preparing for a close up...

Photos coming soon

2015 Jeep Grand Cherokee

Laredo 4WD

89,518 kilometres

$13,888

Great Deal
Newmarket, ON
82 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

2023 Jeep Grand Cherokee

Limited 4WD

66,969 kilometres

$34,800

Great Deal
Hamilton, ON
169 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

2014 Jeep Grand Cherokee

Limited 4WD

193,500 kilometres

$8,950

Great Deal
Toronto, ON
125 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:
White
Combined gas mileage:
12 L/100km
Fuel type:
Gasoline
Interior colour:
Black
Transmission:
Automatic
Mileage:
193,500
VIN:
1C4RJFBG3EC327144

Preparing for a close up...

Photos coming soon

2018 Jeep Grand Cherokee

Limited 4WD

107,927 kilometres

$22,664

Great Deal
Aylmer, ON
237 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:
Black
Combined gas mileage:
11 L/100km
Fuel type:
Gasoline
Interior colour:
Black
Transmission:
Automatic
Mileage:
107,927
Stock number:
P1352
VIN:
1C4RJFBG1JC153021

Preparing for a close up...

Photos coming soon

2019 Jeep Grand Cherokee

Altitude 4WD

88,079 kilometres

$25,498

Great Deal
Certified Pre-Owned
Belleville, ON
207 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
Combined gas mileage:
11 L/100km
Fuel type:
Gasoline
Interior colour:
Black
Transmission:
Automatic
Mileage:
88,079
Stock number:
5114B
VIN:
1C4RJFAG1KC823105

Preparing for a close up...

Photos coming soon

2021 Jeep Grand Cherokee

Limited 4WD

51,850 kilometres

$33,900

Great Deal
Sudbury, ON
212 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:
Ultraviolet Metallic (PHR)
Combined gas mileage:
11 L/100km
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
51,850
Stock number:
115445A
VIN:
1C4RJFBGXMC745148

Preparing for a close up...

Photos coming soon

2023 Jeep Grand Cherokee

Limited 4WD

110,892 kilometres

$29,999

Great Deal
Cambridge, 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:
Diamond Black Crystal Pearl
Combined gas mileage:
11 L/100km
Fuel type:
Gasoline
Interior colour:
Global Black w/Global Black
Transmission:
Automatic
Mileage:
110,892
Stock number:
166AMU
VIN:
1C4RJHBG4PC523723

Preparing for a close up...

Photos coming soon

2021 Jeep Grand Cherokee

Altitude 4WD

69,736 kilometres

$28,790

Great Deal
129 km away
Year:
2021
Make:
Jeep
Model:
Grand Cherokee
Body type:
SUV / Crossover
Exterior colour:
White
Interior colour:
Black
Transmission:
Automatic
Mileage:
69,736
Stock number:
69175
VIN:
1C4RJFAG9MC614052

Preparing for a close up...

Photos coming soon

2020 Jeep Grand Cherokee

Overland 4WD

93,137 kilometres

$30,980

Great Deal
Barrie, ON
48 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
Transmission:
Automatic
Mileage:
93,137
Stock number:
K0263
VIN:
1C4RJFCG1LC221836

Preparing for a close up...

Photos coming soon

2021 Jeep Grand Cherokee

Altitude 4WD

100,321 kilometres

$26,522

Great Deal
Brampton, ON
119 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

2021 Jeep Grand Cherokee

80th Anniversary Edition 4WD

66,084 kilometres

$30,990

Great Deal
129 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:
Red
Combined gas mileage:
11 L/100km
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
66,084
Stock number:
61551
VIN:
1C4RJFBG0MC702664

Preparing for a close up...

Photos coming soon

2021 Jeep Grand Cherokee

Altitude 4WD

110,271 kilometres

$25,980

Great Deal
Barrie, ON
48 km away
Year:
2021
Make:
Jeep
Model:
Grand Cherokee
Body type:
SUV / Crossover
Exterior colour:
Red
Transmission:
Automatic
Mileage:
110,271
Stock number:
J272137A
VIN:
1C4RJFAG7MC807607

Preparing for a close up...

Photos coming soon

2021 Jeep Grand Cherokee

Limited 4WD

130,706 kilometres

$28,495

Fair Deal
Mississauga, ON
124 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:
8-Speed Automatic
Mileage:
130,706
Stock number:
W4837
VIN:
1C4RJFBGXMC720427

Sponsored

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

4.6 Overall rating

(5 reviews)
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

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.

John T
4.0
Reviewed a 2011 Jeep Overland 4WD on Oct. 16, 2012

Good acceleration, braking & the handling is good for a heavy vehicle. Build is great. Cruising at 120 km/h fuel consumption averages at about 11 litres per 100 km's. This is great for a 5.7 HEMI! 1 drawback only - it tends to drift at high speed, so don't go there!

Tyler W
5.0
Reviewed a 2011 Jeep Overland Summit on Apr. 10, 2012

Performance - acceleration Build Quality- great car Appearance - both interior and exterior styling Cost of Ownership - gas mileage is bad but, maintenance no problems Fun Factor - this car fun to drive. Fast nice style head turner mice car sound hid headlights

Ward M
5.0
Reviewed a 2011 Jeep Overland Summit 4WD on Nov. 22, 2011

This suv has it all! Safety. Great value in class. Best combo plate out there today for the price. I like better than LR4, we tested. Best , the Jeep is a Jeep and no Brit snob appeal . In USA it is Jeep,just the best.

  • 2012 Jeep Grand Cherokee Overland in Midland ON

  • 2009 Jeep Grand Cherokee Overland in Midland ON

  • 2008 Jeep Grand Cherokee Overland in Midland 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

  • Orillia Dodge

  • Midland Chrysler

  • Muskoka Chrysler Sales

  • Barrie Chrysler Dodge Jeep Ram

  • 400 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.