Used Jeep Grand Cherokee Overland for Sale near Winchester, ON

287 results

2018 Jeep Grand Cherokee

Limited 4WD

133,245 km

$19,999

CarGurus partner

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:: 133,245
Stock #:: GG-A129787
VIN:: 1C4RJFBG1JC417080

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2025 Jeep Grand Cherokee

Limited 4WD

2,661 km

$58,945

CarGurus partner

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:: Automatic
Mileage:: 2,661
Stock #:: 250202-new
VIN:: 1C4RJHBG7S8781486

2024 Jeep Grand Cherokee

Summit 4WD

39,000 km

$54,900

Good Deal

$869/mo est.

Clarence-Rockland, ON

34 km away

CarGurus partner

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
Transmission:: Automatic
Mileage:: 39,000
Stock #:: 26124A
VIN:: 1C4RJHEG8R8588236

2018 Jeep Grand Cherokee

Altitude 4WD

120,543 km

$19,900

CarGurus partner

Year:: 2018
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
Interior colour:: Black
Transmission:: Automatic
Mileage:: 120,543
Stock #:: 25-178a
VIN:: 1C4RJFAG8JC292452

Home delivery

2018 Jeep Grand Cherokee

Overland 4WD

123,650 km

$21,239

Great Deal

$337/mo est.

Home delivery from Brossard, QC

Price includes $444 shipping

CarGurus partner

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:: 8-Speed Automatic
Mileage:: 123,650
Stock #:: W0787AR
VIN:: 1C4RJFCG9JC211360

Home delivery

2024 Jeep Grand Cherokee

Limited 4WD

62,679 km

$38,074

Great Deal

$603/mo est.

Certified Pre-Owned

Home delivery from Guelph, ON

Price includes $874 shipping

CarGurus partner

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:: 62,679
Stock #:: 25-404A
VIN:: 1C4RJHBG5R8512641

Home delivery

2022 Jeep Grand Cherokee

Limited 4WD

30,114 km

$36,143

Great Deal

$573/mo est.

Home delivery from Whitby, ON

Price includes $643 shipping

CarGurus partner

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 #:: B3257
VIN:: 1C4RJFBG9NC109600

Home delivery

2025 Jeep Grand Cherokee

Altitude 4WD

15,986 km

$49,657

Great Deal

$786/mo est.

Home delivery from Brampton, ON

Price includes $1,167 shipping

CarGurus partner

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
Interior colour:: Global Black with Global Black
Transmission:: 8-Speed Automatic
Mileage:: 15,986
Stock #:: 25-88355JB
VIN:: 1C4RJHAG5SC288355

Home delivery

2024 Jeep Grand Cherokee

Limited 4WD

64,963 km

$38,477

Great Deal

$610/mo est.

Home delivery from Pointe-aux-trembles, QC

Price includes $152 shipping

CarGurus partner

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:: 64,963
Stock #:: A0847
VIN:: 1C4RJHBG4RC150542

Home delivery

2024 Jeep Grand Cherokee

Laredo 4WD

13,939 km

$42,790

Great Deal

$678/mo est.

Home delivery from Terrebonne, QC

Price includes $145 shipping

CarGurus partner

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:: 13,939
Stock #:: A-7654
VIN:: 1C4RJHAG4RC225192

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Home delivery

2021 Jeep Grand Cherokee

Altitude 4WD

61,000 km

$27,735

Great Deal

$439/mo est.

Home delivery from Saint-Jérôme, QC

Price includes $245 shipping

CarGurus partner

Year:: 2021
Make:: Jeep
Model:: Grand Cherokee
Body type:: SUV / Crossover
Exterior colour:: Gray
Interior colour:: Black
Transmission:: Automatic
Mileage:: 61,000
Stock #:: 17083-1
VIN:: 1C4RJFAG7MC510935

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Home delivery

2021 Jeep Grand Cherokee

80th Anniversary Edition 4WD

68,476 km

$30,832

Great Deal

$489/mo est.

Home delivery from Saint-Leonard, QC

Price includes $142 shipping

CarGurus partner

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:: Automatic
Mileage:: 68,476
Stock #:: 26186A
VIN:: 1C4RJFBG6MC645094

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2019 Jeep Grand Cherokee

Trailhawk 4WD

107,500 km

$23,999

CarGurus partner

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
Transmission:: Automatic
Mileage:: 107,500
Stock #:: B15E33
VIN:: 1C4RJFLG2KC765275

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Home delivery

2024 Jeep Grand Cherokee

Limited 4WD

60,631 km

$38,547

Great Deal

$611/mo est.

Home delivery from Pointe-aux-trembles, QC

Price includes $152 shipping

CarGurus partner

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:: 60,631
Stock #:: A0731
VIN:: 1C4RJHBG1RC205268

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2021 Jeep Grand Cherokee

Altitude 4WD

71,812 km

$27,899

CarGurus partner

Year:: 2021
Make:: Jeep
Model:: Grand Cherokee
Body type:: SUV / Crossover
Exterior colour:: White
Transmission:: Automatic
Mileage:: 71,812
Stock #:: U827553
VIN:: 1C4RJFAG0MC827553

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2020 Jeep Grand Cherokee

Limited 4WD

146,979 km

$20,400

CarGurus partner

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
Interior colour:: Black
Transmission:: Automatic
Mileage:: 146,979
Stock #:: B260328A
VIN:: 1C4RJFBG2LC224522

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2025 Jeep Grand Cherokee

Altitude 4WD

18,615 km

$48,495

Great Deal

$768/mo est.

Store transfer to Ottawa, ON

24 km awayFree shipping to Ottawa, ON

CarGurus partner

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:: Global Black
Transmission:: Automatic
Mileage:: 18,615
Stock #:: JWT086A
VIN:: 1C4RJHAG8S8673024

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Home delivery

2022 Jeep Grand Cherokee

Altitude 4WD

111,318 km

$26,235

Great Deal

$416/mo est.

Home delivery from Saint-Jérôme, QC

Price includes $245 shipping

CarGurus partner

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
Interior colour:: Black
Transmission:: Automatic
Mileage:: 111,318
Stock #:: 17081
VIN:: 1C4RJFAG4NC144563

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Home delivery

2025 Jeep Grand Cherokee

Altitude 4WD

9,006 km

$49,770

Great Deal

$788/mo est.

Home delivery from Mississauga, ON

Price includes $775 shipping

CarGurus partner

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:: 9,006
Stock #:: 250914A
VIN:: 1C4RJHAG2SC315656

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Home delivery

2021 Jeep Grand Cherokee

Altitude 4WD

139,399 km

$21,139

Great Deal

$335/mo est.

Home delivery from Montréal, QC

Price includes $141 shipping

CarGurus partner

Year:: 2021
Make:: Jeep
Model:: Grand Cherokee
Body type:: SUV / Crossover
Exterior colour:: Black
Interior colour:: Black
Transmission:: Automatic
Mileage:: 139,399
Stock #:: 26-126
VIN:: 1C4RJFAG1MC807425

2020 Jeep Grand Cherokee

Altitude 4WD

94,841 km

$21,499

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:: White
Combined gas mileage:: 11 L/100km
Fuel type:: Gasoline
Interior colour:: Black
Transmission:: Automatic
Mileage:: 94,841
Stock #:: 313
VIN:: 1C4RJFAG3LC406859

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Home delivery

2021 Jeep Grand Cherokee

Limited 4WD

127,604 km

$26,889

Good Deal

$426/mo est.

Home delivery from Cayuga, ON

Price includes $894 shipping

CarGurus partner

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:: Automatic
Mileage:: 127,604
Stock #:: 465074
VIN:: 1C4RJFBG5MC544032

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Home delivery

2016 Jeep Grand Cherokee

Overland 4WD

151,872 km

$16,345

Good Deal

$259/mo est.

Home delivery from Saint-Basile-le-Grand, QC

Price includes $495 shipping

CarGurus partner

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:: Gray
Combined gas mileage:: 11 L/100km
Fuel type:: Gasoline
Transmission:: Automatic
Mileage:: 151,872
Stock #:: PF0850B
VIN:: 1C4RJFCGXGC415920

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2017 Jeep Grand Cherokee

Trailhawk 4WD

160,000 km

$18,995

CarGurus partner

Year:: 2017
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:: 160,000
Stock #:: 8013
VIN:: 1C4RJFLG0HC621135

Used Jeep Grand Cherokee Overland for Sale near Winchester, ON

2018 Jeep Grand Cherokee

$19,999

2025 Jeep Grand Cherokee

$58,945

2024 Jeep Grand Cherokee

$54,900

2018 Jeep Grand Cherokee

$19,900

2018 Jeep Grand Cherokee

$21,239

2024 Jeep Grand Cherokee

$38,074

2022 Jeep Grand Cherokee

$36,143

2025 Jeep Grand Cherokee

$49,657

2024 Jeep Grand Cherokee

$38,477

2024 Jeep Grand Cherokee

$42,790

2021 Jeep Grand Cherokee

$27,735

2021 Jeep Grand Cherokee

$30,832

2019 Jeep Grand Cherokee

$23,999

2024 Jeep Grand Cherokee

$38,547

2021 Jeep Grand Cherokee

$27,899

2020 Jeep Grand Cherokee

$20,400

2025 Jeep Grand Cherokee

$48,495

2022 Jeep Grand Cherokee

$26,235

2025 Jeep Grand Cherokee

$49,770

2021 Jeep Grand Cherokee

$21,139

2020 Jeep Grand Cherokee

$21,499

2021 Jeep Grand Cherokee

$26,889

2016 Jeep Grand Cherokee

$16,345

2017 Jeep Grand Cherokee

$18,995

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