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 for Sale near Keswick, ON

269 results
Keswick, ON
2018 Jeep Grand Cherokee Overland 4WD Nexcar Auto Sales & Leasing Inc.

2018 Jeep Grand Cherokee

Overland 4WD

124,218 kilometres

$21,990

Fair Deal
Toronto, 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:
124,218
Stock number:
10009
VIN:
1C4RJFCG5JC262564

Sponsored

2024 Jeep Grand Cherokee Limited 4WD

2024 Jeep Grand Cherokee

Limited 4WD

76,816 kilometres

$40,999

Fair Deal
Lindsay, ON
58 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

Sponsored

2023 Jeep Grand Cherokee Limited 4WD

2023 Jeep Grand Cherokee

Limited 4WD

98,296 kilometres

$31,988

Fair Deal
Scarborough, ON
51 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

Preparing for a close up...

Photos coming soon

2014 Jeep Grand Cherokee

SRT 4WD

119,000 kilometres

$32,888

Great Deal
Toronto, ON
70 km away
Year:
2014
Make:
Jeep
Model:
Grand Cherokee
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
470 hp 6.4L V8
Combined gas mileage:
16 L/100km
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
119,000
Stock number:
AE3409
VIN:
1C4RJFDJ0EC169578

2020 Jeep Grand Cherokee Limited 4WD

2020 Jeep Grand Cherokee

Limited 4WD

210,000 kilometres

$15,888

Great Deal
Toronto, ON
70 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:
210,000
Stock number:
0EB62E
VIN:
1C4RJFBG4LC340580

2018 Jeep Grand Cherokee Laredo 4WD

2018 Jeep Grand Cherokee

Laredo 4WD

70,392 kilometres

$17,888

Great Deal
Newmarket, ON
16 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:
P0648
VIN:
1C4RJFAG9JC398765

Preparing for a close up...

Photos coming soon

2018 Jeep Grand Cherokee

Summit 4WD

162,000 kilometres

$17,995

Great Deal
Toronto, ON
52 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:
Black
Combined gas mileage:
10 L/100km
Fuel type:
Diesel
Transmission:
Automatic
Mileage:
162,000
Stock number:
19058
VIN:
1C4RJFJM9JC436063

Preparing for a close up...

Photos coming soon

2020 Jeep Grand Cherokee

Laredo 4WD

123,691 kilometres

$19,990

Great Deal
68 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:
Silver
Combined gas mileage:
11 L/100km
Fuel type:
Gasoline
Interior colour:
Black
Transmission:
Automatic
Mileage:
123,691
Stock number:
80797
VIN:
1C4RJFAG7LC125454

Preparing for a close up...

Photos coming soon

2023 Jeep Grand Cherokee

Summit Reserve 4WD

58,785 kilometres

$49,700

Great Deal
Oakville, ON
85 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:
Gray
Combined gas mileage:
11 L/100km
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
58,785
Stock number:
JS30B
VIN:
1C4RJHEG8P8844727

Preparing for a close up...

Photos coming soon

2018 Jeep Grand Cherokee

Limited 4WD

82,460 kilometres

$22,799

Great Deal
Mississauga, ON
65 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:
82,460
Stock number:
U5547A
VIN:
1C4RJFBG7JC417522

Preparing for a close up...

Photos coming soon

2021 Jeep Grand Cherokee

Summit 4WD

64,980 kilometres

$31,995

Great Deal
Mississauga, ON
76 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:
Gray
Combined gas mileage:
11 L/100km
Fuel type:
Gasoline
Transmission:
8-Speed Automatic
Mileage:
64,980
Stock number:
P8492
VIN:
1C4RJFJG1MC855281

Preparing for a close up...

Photos coming soon

2023 Jeep Grand Cherokee

Altitude 4WD

96,000 kilometres

$30,888

Great Deal
Woodbridge, ON
50 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
Interior colour:
Black
Transmission:
Automatic
Mileage:
96,000
Stock number:
33327125
VIN:
1C4RJHAG3PC551482

Preparing for a close up...

Photos coming soon

2019 Jeep Grand Cherokee

Overland 4WD

118,071 kilometres

$19,995

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

Preparing for a close up...

Photos coming soon

2022 Jeep Grand Cherokee

Laredo 4WD

60,029 kilometres

$30,490

Great Deal
North York, ON
57 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

Preparing for a close up...

Photos coming soon

2021 Jeep Grand Cherokee

Altitude 4WD

116,325 kilometres

$23,190

Great Deal
68 km away
Year:
2021
Make:
Jeep
Model:
Grand Cherokee
Body type:
SUV / Crossover
Exterior colour:
Gray
Interior colour:
Black
Transmission:
Automatic
Mileage:
116,325
Stock number:
77725
VIN:
1C4RJFAG4MC507863

Preparing for a close up...

Photos coming soon

2025 Jeep Grand Cherokee

Summit Reserve 4WD

13,698 kilometres

$71,995

Great Deal
Mississauga, 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:
Black
Combined gas mileage:
11 L/100km
Fuel type:
Gasoline
Transmission:
8-Speed Automatic
Mileage:
13,698
Stock number:
250788 (BRENDA)DMO
VIN:
1C4RJHEGXS8751006

Preparing for a close up...

Photos coming soon

2025 Jeep Grand Cherokee

Overland 4WD

3,680 kilometres

$64,974

Great Deal
Brampton, ON
64 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

2017 Jeep Grand Cherokee

Overland 4WD

163,791 kilometres

$18,950

Good Deal
Scarborough, ON
55 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:
White
Combined gas mileage:
11 L/100km
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
163,791
Stock number:
169
VIN:
1C4RJFCG3HC964635

Preparing for a close up...

Photos coming soon

2017 Jeep Grand Cherokee

Trailhawk 4WD

120,200 kilometres

$21,995

Good Deal
Scarborough, ON
55 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:
120,200
Stock number:
120200++ - WE FINANCE VERYONE
VIN:
1C4RJFLT8HC648614

Preparing for a close up...

Photos coming soon

2025 Jeep Grand Cherokee

Limited 4WD

6,040 kilometres

$57,995

Good Deal
Arthur, 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:
White
Combined gas mileage:
11 L/100km
Fuel type:
Gasoline
Transmission:
8-Speed Automatic
Mileage:
6,040
Stock number:
83180
VIN:
1C4RJHBG3SC317236

Preparing for a close up...

Photos coming soon

2023 Jeep Grand Cherokee

Limited 4WD

84,234 kilometres

$31,995

Good Deal
Mississauga, ON
66 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
Interior colour:
Black
Transmission:
Automatic
Mileage:
84,234
Stock number:
19099
VIN:
1C4RJHBG7PC559812

Preparing for a close up...

Photos coming soon

2025 Jeep Grand Cherokee

Summit Reserve 4WD

9,872 kilometres

$74,888

Good Deal
Mississauga, ON
72 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:
Bright White
Combined gas mileage:
11 L/100km
Fuel type:
Gasoline
Interior colour:
Tupelo/Black, Palermo Leather-Faced Seats
Transmission:
Automatic
Mileage:
9,872
Stock number:
S8750743
VIN:
1C4RJHEG6S8750743

Preparing for a close up...

Photos coming soon

2023 Jeep Grand Cherokee

Laredo 4WD

77,698 kilometres

$28,743

Good Deal
Mississauga, ON
72 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 P.C.
Combined gas mileage:
11 L/100km
Fuel type:
Gasoline
Interior colour:
Cloth Seats - Black / Beige
Transmission:
Automatic
Mileage:
77,698
Stock number:
640338P
VIN:
1C4RJHAG3PC640338

Preparing for a close up...

Photos coming soon

2018 Jeep Grand Cherokee

Laredo 4WD

139,401 kilometres

$15,999

Good Deal
Oro-Medonte, ON
27 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:
FLAME RED
Combined gas mileage:
11 L/100km
Fuel type:
Gasoline
Interior colour:
Black
Transmission:
Automatic
Mileage:
139,401
Stock number:
1490
VIN:
1C4RJFAGXJC440164

Sponsored

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

  • 2009 Jeep Grand Cherokee Overland in Keswick ON

  • 2007 Jeep Grand Cherokee Overland in Keswick ON

  • 2006 Jeep Grand Cherokee Overland in Keswick 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

  • Raceway Chrysler Dodge Jeep Ram FIAT

  • Scarborotown Chrysler Dodge Jeep Ram Ltd

  • Ontario Chrysler Jeep Dodge Ram

  • Team Chrysler Jeep Dodge Ram

  • Cooksville Dodge Chrysler Inc

  • Williamson Chrysler Ltd

  • Hwy 11 Chrysler Dodge Jeep Ram

  • Lindsay Dodge Chrysler

  • Orillia Dodge

  • Woodbine Chrysler

  • Fraser Durham Chrysler Dodge Jeep Ram Inc.

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.