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 Zephyr, ON

277 results
Sutton West, ON
2025 Jeep Grand Cherokee Altitude 4WD NewRoads Chrysler Dodge Jeep Ram

2025 Jeep Grand Cherokee

Altitude 4WD

25,432 kilometres

$48,888

Fair Deal
Certified Pre-Owned
Newmarket, ON
29 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
Combined gas mileage:
11 L/100km
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
25,432
Stock number:
28387P
VIN:
1C4RJHAG7SC318097

Sponsored

2023 Jeep Grand Cherokee Limited 4WD

2023 Jeep Grand Cherokee

Limited 4WD

98,296 kilometres

$31,988

Good Deal
Scarborough, ON
55 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:
8-Speed Automatic
Mileage:
98,296
Stock number:
S58747A
VIN:
1C4RJHBG4P8822664

Sponsored

2019 Jeep Grand Cherokee

2019 Jeep Grand Cherokee

210,453 kilometres

$18,900

Fair Deal
North York, ON
59 km away
Year:
2019
Make:
Jeep
Model:
Grand Cherokee
Body type:
SUV / Crossover
Engine:
295 hp 3.6L V6
Exterior colour:
Black Diamond
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
210,453
Stock number:
AUTO1210-25
VIN:
1C4RJFAG6KC632165

Sponsored

2017 Jeep Grand Cherokee Laredo 4WD

2017 Jeep Grand Cherokee

Laredo 4WD

119,996 kilometres

$16,100

Great Deal
Caledon, ON
57 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

2022 Jeep Grand Cherokee Laredo 4WD

2022 Jeep Grand Cherokee

Laredo 4WD

60,029 kilometres

$30,490

Great Deal
North York, ON
62 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:
Gray
Combined gas mileage:
11 L/100km
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
60,029
Stock number:
8P6848A
VIN:
1C4RJHAG9N8574135

2020 Jeep Grand Cherokee Limited 4WD

2020 Jeep Grand Cherokee

Limited 4WD

213,000 kilometres

$13,888

Great Deal
Toronto, ON
78 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
Combined gas mileage:
11 L/100km
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
213,000
Stock number:
P0002
VIN:
1C4RJFBG4LC340580

Preparing for a close up...

Photos coming soon

2021 Jeep Grand Cherokee

Altitude 4WD

99,015 kilometres

$26,000

Great Deal
Oakville, ON
99 km away
Year:
2021
Make:
Jeep
Model:
Grand Cherokee
Body type:
SUV / Crossover
Exterior colour:
Gray
Interior colour:
Black
Transmission:
Automatic
Mileage:
99,015
Stock number:
EVT25046PA
VIN:
1C4RJFAG5MC542668

Preparing for a close up...

Photos coming soon

2014 Jeep Grand Cherokee

Laredo 4WD

200,190 kilometres

$7,499

Great Deal
Pickering, ON
54 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:
Black
Combined gas mileage:
12 L/100km
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
200,190
Stock number:
360108
VIN:
1C4RJFAG6EC302174

Preparing for a close up...

Photos coming soon

2024 Jeep Grand Cherokee

Limited 4WD

26,820 kilometres

$44,995

Great Deal
Mississauga, ON
85 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:
Red
Combined gas mileage:
11 L/100km
Fuel type:
Gasoline
Transmission:
8-Speed Automatic
Mileage:
26,820
Stock number:
P8599
VIN:
1C4RJHBG4RC680123

Preparing for a close up...

Photos coming soon

2020 Jeep Grand Cherokee

164,962 kilometres

$17,599

Great Deal
Woodbridge, ON
60 km away
Year:
2020
Make:
Jeep
Model:
Grand Cherokee
Body type:
SUV / Crossover
Engine:
295 hp 3.6L V6
Exterior colour:
Gray
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
164,962
Stock number:
1857
VIN:
1C4RJFAG0LC125487

Preparing for a close up...

Photos coming soon

2021 Jeep Grand Cherokee

Summit 4WD

62,588 kilometres

$33,995

Great Deal
Mississauga, ON
85 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:
Blue
Combined gas mileage:
11 L/100km
Fuel type:
Gasoline
Transmission:
8-Speed Automatic
Mileage:
62,588
Stock number:
250744A
VIN:
1C4RJFJG1MC551755

Preparing for a close up...

Photos coming soon

2025 Jeep Grand Cherokee

Overland 4WD

3,680 kilometres

$64,974

Great Deal
Brampton, 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:
Red
Combined gas mileage:
11 L/100km
Fuel type:
Gasoline
Transmission:
8-Speed Automatic
Mileage:
3,680
Stock number:
N27SA494
VIN:
1C4RJHDG6S8727349

Preparing for a close up...

Photos coming soon

2022 Jeep Grand Cherokee

Overland 4WD

87,239 kilometres

$33,990

Great Deal
76 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
Interior colour:
Black
Transmission:
Automatic
Mileage:
87,239
Stock number:
78752
VIN:
1C4RJHDG9N8599239

Preparing for a close up...

Photos coming soon

2023 Jeep Grand Cherokee

Overland 4WD

86,700 kilometres

$41,272

Good Deal
Mississauga, ON
76 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:
86,700
Stock number:
JG2313
VIN:
1C4RJHDG6PC619513

Preparing for a close up...

Photos coming soon

2018 Jeep Grand Cherokee

Limited 4WD

110,271 kilometres

$23,200

Good Deal
Caledon, ON
57 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:
White
Combined gas mileage:
11 L/100km
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
110,271
Stock number:
A406
VIN:
1C4RJFBG1JC417628

Preparing for a close up...

Photos coming soon

2024 Jeep Grand Cherokee

Limited 4WD

76,816 kilometres

$40,046

Good Deal
Lindsay, ON
43 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
Combined gas mileage:
11 L/100km
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
76,816
Stock number:
P1934
VIN:
1C4RJHBG4RC135362

Preparing for a close up...

Photos coming soon

2018 Jeep Grand Cherokee

Summit 4WD

157,974 kilometres

$21,595

Good Deal
Barrie, ON
31 km away
Year:
2018
Make:
Jeep
Model:
Grand Cherokee
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
241 hp 3L V6 Diesel
Exterior colour:
White
Combined gas mileage:
10 L/100km
Fuel type:
Diesel
Transmission:
Automatic
Mileage:
157,974
Stock number:
3239A
VIN:
1C4RJFJM5JC412018

Preparing for a close up...

Photos coming soon

2023 Jeep Grand Cherokee

Limited 4WD

85,826 kilometres

$33,497

Good Deal
Innisfil, ON
30 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:
Black (Global Blk w/Global Blk)
Transmission:
Automatic
Mileage:
85,826
Stock number:
23-59535RJB
VIN:
1C4RJHBG7PC559535

Preparing for a close up...

Photos coming soon

2024 Jeep Grand Cherokee

Limited 4WD

31,208 kilometres

$45,900

Good Deal
Innisfil, ON
30 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:
Bright White
Combined gas mileage:
11 L/100km
Fuel type:
Gasoline
Interior colour:
Black (Global Blk w/Global Blk)
Transmission:
Automatic
Mileage:
31,208
Stock number:
24-09251RJB
VIN:
1C4RJHBG4RC209251

Preparing for a close up...

Photos coming soon

2022 Jeep Grand Cherokee

Limited 4WD

30,114 kilometres

$38,500

Good Deal
Whitby, 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:
White
Combined gas mileage:
11 L/100km
Fuel type:
Gasoline
Interior colour:
Black
Transmission:
Automatic
Mileage:
30,114
Stock number:
B3257
VIN:
1C4RJFBG9NC109600

Preparing for a close up...

Photos coming soon

2015 Jeep Grand Cherokee

Laredo 4WD

136,816 kilometres

$10,888

Good Deal
Newmarket, ON
25 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:
136,816
Stock number:
P763
VIN:
1C4RJFAG7FC759240

Preparing for a close up...

Photos coming soon

2019 Jeep Grand Cherokee

Limited 4WD

113,940 kilometres

$25,962

Good Deal
Peterborough, ON
76 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:
Bright White (PW7)
Combined gas mileage:
11 L/100km
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
113,940
Stock number:
15045HPNA
VIN:
1C4RJFBGXKC647069

Preparing for a close up...

Photos coming soon

2018 Jeep Grand Cherokee

Limited 4WD

199,250 kilometres

$15,995

Good Deal
Oakville, ON
98 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
Transmission:
Automatic
Mileage:
199,250
Stock number:
TK80A
VIN:
1C4RJFBG7JC244830

Preparing for a close up...

Photos coming soon

2020 Jeep Grand Cherokee

Limited 4WD

169,896 kilometres

$19,995

Good Deal
Etobicoke, ON
64 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
Combined gas mileage:
11 L/100km
Fuel type:
Gasoline
Transmission:
8-Speed Automatic
Mileage:
169,896
VIN:
1C4RJFBG0LC282094

Sponsored

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

  • 2009 Jeep Grand Cherokee Overland in Zephyr ON

  • 2007 Jeep Grand Cherokee Overland in Zephyr ON

  • 2006 Jeep Grand Cherokee Overland in Zephyr 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 in Zephyr

  • Used SUVs / Crossovers for Sale with Low Mileage in Zephyr

  • Used Hatchbacks for Sale with Low Mileage in Zephyr

  • Used Convertibles for Sale with Low Mileage in Zephyr

  • Used Vans for Sale with Low Mileage in Zephyr

  • Used Minivans for Sale with Low Mileage in Zephyr

  • Used Pickup Trucks for Sale with Low Mileage in Zephyr

  • Used Coupes for Sale with Low Mileage in Zephyr

  • Used Wagons for Sale with Low Mileage in Zephyr

  • Peel Chrysler Jeep Dodge Ram Fiat

  • Raceway Chrysler Dodge Jeep Ram FIAT

  • Scarborotown Chrysler Dodge Jeep Ram Ltd

  • Ontario Chrysler Jeep Dodge Ram

  • Golden Mile Chrysler

  • Williamson Chrysler Ltd

  • Cooksville Dodge Chrysler Inc

  • Team Chrysler Jeep Dodge Ram

  • Orillia Dodge

  • Woodbine Chrysler

  • Bourgeois Midland Chrysler

  • Lindsay Dodge Chrysler

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

© 2026 CarGurus, Inc., All Rights Reserved.