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 2008 Jeep Grand Cherokee Overland for Sale near Listowel, ON

525 results
Listowel, ON
2025 Jeep Grand Cherokee Limited 4WD Peel Chrysler Jeep Dodge Ram Fiat

2025 Jeep Grand Cherokee

Limited 4WD

7,849 kilometres

$57,995

Good Deal
Mississauga, ON
111 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:
7,849
Stock number:
250099
VIN:
1C4RJHBG5SC290993

Sponsored

2019 Jeep Grand Cherokee Altitude 4WD

2019 Jeep Grand Cherokee

Altitude 4WD

110,434 kilometres

$25,888

Fair Deal
London, 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:
110,434
Stock number:
25037E
VIN:
1C4RJFAGXKC822843

Sponsored

2025 Jeep Grand Cherokee Laredo 4WD

2025 Jeep Grand Cherokee

Laredo 4WD

10,387 kilometres

$53,890

Good Deal
Sarnia, ON
144 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
Interior colour:
Black
Transmission:
8-Speed Automatic
Mileage:
10,387
Stock number:
25-411A
VIN:
1C4RJHAG5SC290977

Sponsored

2018 Jeep Grand Cherokee Laredo 4WD

2018 Jeep Grand Cherokee

Laredo 4WD

70,392 kilometres

$20,888

Great Deal
Newmarket, ON
127 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
124 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

2021 Jeep Grand Cherokee

Limited X 4WD

112,380 kilometres

$29,999

Great Deal
Toronto, ON
119 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
127 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

$31,799

Great Deal
Kitchener, ON
50 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
127 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
103 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
136 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

2023 Jeep Grand Cherokee

Overland 4WD

17,554 kilometres

$51,799

Great Deal
Essex, ON
231 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
Transmission:
8-Speed Automatic
Mileage:
17,554
Stock number:
251911
VIN:
1C4RJHDG4P8875460

Preparing for a close up...

Photos coming soon

2018 Jeep Grand Cherokee

Limited 4WD

107,927 kilometres

$22,664

Great Deal
Aylmer, ON
107 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

2021 Jeep Grand Cherokee

Overland 4WD

68,827 kilometres

$35,999

Great Deal
Wallaceburg, ON
173 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:
8-Speed Automatic
Mileage:
68,827
Stock number:
MC748876T
VIN:
1C4RJFCG5MC748876

Preparing for a close up...

Photos coming soon

2023 Jeep Grand Cherokee

Limited 4WD

110,892 kilometres

$29,999

Great Deal
Cambridge, ON
63 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
116 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
121 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
95 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

Altitude 4WD

66,518 kilometres

$31,988

Great Deal
Leamington, ON
232 km away
Year:
2021
Make:
Jeep
Model:
Grand Cherokee
Body type:
SUV / Crossover
Engine:
295 hp 3.6L V6
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
66,518
Stock number:
14390
VIN:
1C4RJFAG0MC744270

Preparing for a close up...

Photos coming soon

2021 Jeep Grand Cherokee

80th Anniversary Edition 4WD

66,084 kilometres

$30,990

Great Deal
116 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
121 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

2019 Jeep Grand Cherokee

Limited 4WD

99,950 kilometres

$23,995

Great Deal
London, ON
86 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:
99,950
Stock number:
s172
VIN:
1C4RJFBG3KC681810

Preparing for a close up...

Photos coming soon

2023 Jeep Grand Cherokee

Limited 4WD

91,229 kilometres

$36,700

Fair Deal
Oakville, ON
103 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
Transmission:
Automatic
Mileage:
91,229
Stock number:
P3252
VIN:
1C4RJHBG1PC538308

Sponsored

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

  • 2011 Jeep Grand Cherokee Overland in Listowel ON

  • 2009 Jeep Grand Cherokee Overland in Listowel ON

  • 2007 Jeep Grand Cherokee Overland in Listowel ON

  • 2006 Jeep Grand Cherokee Overland in Listowel 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

  • Wellington Chrysler Dodge Jeep

  • Stockie Chrysler Dodge Jeep Ram

  • Kitchener Chrysler Jeep Ram

  • Galt Chrysler Dodge Ltd.

  • Bustard Chrysler Dodge Jeep

  • Listowel Chrysler

  • Hanover Chrysler

  • Arthur Chrysler Dodge

  • Jerry Pfeil Chrysler Dodge Jeep Ram

  • Fergus Chrysler Dodge Jeep Ram Ltd

  • Perth County 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.