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 Vittoria, ON

246 results
Langton, ON
2019 Jeep Grand Cherokee Upland 4WD United Motorz

2019 Jeep Grand Cherokee

Upland 4WD

196,712 kilometres

$15,450

Good Deal
Kitchener, ON
55 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:
196,712
Stock number:
3080
VIN:
1C4RJFAGXKC848780

Sponsored

2022 Jeep Grand Cherokee Laredo 4WD

2022 Jeep Grand Cherokee

Laredo 4WD

93,989 kilometres

$28,995

Fair Deal
Mississauga, ON
98 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:
93,989
Stock number:
572905P
VIN:
1C4RJHAG0N8572905

Sponsored

2020 Jeep Grand Cherokee Altitude 4WD

2020 Jeep Grand Cherokee

Altitude 4WD

114,973 kilometres

$25,270

Good Deal
Oakville, ON
89 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:
114,973
Stock number:
31529
VIN:
1C4RJFAG4LC147203

Sponsored

2022 Jeep Grand Cherokee Limited 4WD

2022 Jeep Grand Cherokee

Limited 4WD

103,823 kilometres

$29,995

Great Deal
Cambridge, ON
55 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

2021 Jeep Grand Cherokee Altitude 4WD

2021 Jeep Grand Cherokee

Altitude 4WD

124,410 kilometres

$22,488

Great Deal
Mississauga, ON
99 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

2023 Jeep Grand Cherokee Limited 4WD

2023 Jeep Grand Cherokee

Limited 4WD

66,969 kilometres

$33,250

Great Deal
Hamilton, ON
54 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

2022 Jeep Grand Cherokee

Altitude 4WD

62,331 kilometres

$33,995

Great Deal
Mississauga, ON
96 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:
Red
Combined gas mileage:
11 L/100km
Fuel type:
Gasoline
Transmission:
8-Speed Automatic
Mileage:
62,331
Stock number:
250182A
VIN:
1C4RJFAG8NC109489

Preparing for a close up...

Photos coming soon

2018 Jeep Grand Cherokee

Limited 4WD

107,927 kilometres

$22,299

Great Deal
Aylmer, ON
51 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

2025 Jeep Grand Cherokee

Summit Reserve 4WD

1,200 kilometres

$71,995

Great Deal
Mississauga, ON
96 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

99,318 kilometres

$30,999

Great Deal
Kitchener, ON
59 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

2023 Jeep Grand Cherokee

Laredo 4WD

63,767 kilometres

$29,900

Great Deal
Brampton, ON
98 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

2025 Jeep Grand Cherokee

11,000 kilometres

$48,884

Great Deal
Woodstock, ON
36 km away
Year:
2025
Make:
Jeep
Model:
Grand Cherokee
Body type:
SUV / Crossover
Engine:
293 hp 3.6L V6
Exterior colour:
Bright White Clearcoat
Fuel type:
Gasoline
Interior colour:
Global Black w/Global Black
Transmission:
Automatic
Mileage:
11,000
Stock number:
114WNNA
VIN:
1C4RJHAG5SC351258

Preparing for a close up...

Photos coming soon

2021 Jeep Grand Cherokee

Altitude 4WD

100,321 kilometres

$24,922

Great Deal
Brampton, ON
99 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

2019 Jeep Grand Cherokee

Limited 4WD

99,950 kilometres

$22,995

Great Deal
London, ON
63 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

2022 Jeep Grand Cherokee

Limited 4WD

71,341 kilometres

$30,888

Great Deal
Kitchener, ON
58 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:
71,341
Stock number:
176690AX
VIN:
1C4RJFBG8NC140952

Preparing for a close up...

Photos coming soon

2019 Jeep Grand Cherokee

Limited 4WD

198,145 kilometres

$17,995

Good Deal
London, ON
71 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:
White
Combined gas mileage:
11 L/100km
Fuel type:
Gasoline
Interior colour:
Black
Transmission:
Automatic
Mileage:
198,145
Stock number:
54317
VIN:
1C4RJFBG0KC767253

Preparing for a close up...

Photos coming soon

2021 Jeep Grand Cherokee

Limited 4WD

50,350 kilometres

$34,995

Good Deal
Cayuga, ON
41 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:
50,350
Stock number:
451062
VIN:
1C4RJFBG2MC517130

Preparing for a close up...

Photos coming soon

2025 Jeep Grand Cherokee

Overland 4WD

3,957 kilometres

$71,977

Good Deal
London, ON
76 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:
Gray (Dark Grey)
Combined gas mileage:
11 L/100km
Fuel type:
Gasoline
Interior colour:
Black
Transmission:
8-Speed Automatic
Mileage:
3,957
Stock number:
25577D
VIN:
1C4RJHDG9S8802450

Preparing for a close up...

Photos coming soon

2016 Jeep Grand Cherokee

Limited 4WD

154,456 kilometres

$17,995

Good Deal
London, ON
71 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:
Silver
Combined gas mileage:
11 L/100km
Fuel type:
Gasoline
Interior colour:
Black
Transmission:
Automatic
Mileage:
154,456
Stock number:
79019
VIN:
1C4RJFBG8GC413276

Preparing for a close up...

Photos coming soon

2023 Jeep Grand Cherokee

Limited 4WD

87,979 kilometres

$35,256

Good Deal
Milton, ON
78 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:
Automatic
Mileage:
87,979
Stock number:
P6765
VIN:
1C4RJHBG1PC538356

Preparing for a close up...

Photos coming soon

2019 Jeep Grand Cherokee

Altitude 4WD

60,896 kilometres

$28,995

Good Deal
Cayuga, 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:
Gray
Combined gas mileage:
11 L/100km
Fuel type:
Gasoline
Interior colour:
Black
Transmission:
Automatic
Mileage:
60,896
Stock number:
451091
VIN:
1C4RJFAG1KC714837

Preparing for a close up...

Photos coming soon

2018 Jeep Grand Cherokee

Limited 4WD

82,500 kilometres

$23,998

Good Deal
Guelph, ON
67 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:
82,500
Stock number:
JC232885
VIN:
1C4RJFBG5JC232885

Preparing for a close up...

Photos coming soon

2024 Jeep Grand Cherokee

Altitude 4WD

54,263 kilometres

$41,995

Good Deal
Cayuga, ON
41 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:
White
Combined gas mileage:
11 L/100km
Fuel type:
Gasoline
Interior colour:
Black
Transmission:
Automatic
Mileage:
54,263
Stock number:
451619
VIN:
1C4RJHAG4RC160828

Preparing for a close up...

Photos coming soon

2025 Jeep Grand Cherokee

Altitude 4WD

12,517 kilometres

$51,749

Good Deal
Kitchener, ON
55 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:
Diamond Black Crystal Pearl
Combined gas mileage:
11 L/100km
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
12,517
Stock number:
360AMU
VIN:
1C4RJHAG5SC288355

Sponsored

  1. Home
  2. / Used Cars
  3. / Jeep Grand Cherokee
  4. / Overland
  5. / N0E 1Y0
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 N0E 1Y0

  • 2009 Jeep Grand Cherokee Overland in N0E 1Y0

  • 2007 Jeep Grand Cherokee Overland in N0E 1Y0

  • 2006 Jeep Grand Cherokee Overland in N0E 1Y0

  • 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

  • Fairview Chrysler Dodge Limited

  • Oakville Chrysler Dodge Jeep Ram Ltd.

  • Kitchener Chrysler Jeep Ram

  • Hunt Chrysler Dodge Jeep Ltd

  • Wellington Chrysler Dodge Jeep

  • Stockie Chrysler Dodge Jeep Ram

  • South Oakville Chrysler Fiat

  • Bustard Chrysler Dodge Jeep

  • Galt Chrysler Dodge Ltd.

  • Mike Yarek Dodge Chrysler Jeep Ram

  • Elgin Chrysler Ltd

  • Jerry Pfeil 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.