Used Jeep Convertibles for Sale in Southwold, ON

1,237 results

2026 Jeep Gladiator

Sport S Crew Cab 4WD

8,950 km

$55,777

CarGurus partner

Year:: 2026
Make:: Jeep
Model:: Gladiator
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 285 hp 3.6L V6
Exterior colour:: Blue
Combined gas mileage:: 12 L/100km
Fuel type:: Gasoline
Interior colour:: Black
Transmission:: 8-Speed Automatic
Mileage:: 8,950
Stock #:: 26122D
VIN:: 1C6PJTAG6TL170205

2021 Jeep Wrangler

Unlimited Sport Altitude 4WD

76,450 km

$33,995

CarGurus partner

Year:: 2021
Make:: Jeep
Model:: Wrangler
Body type:: SUV / Crossover
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Exterior colour:: White
Transmission:: 8-Speed Automatic
Mileage:: 76,450
Stock #:: 9104
VIN:: 1C4HJXDN2MW504003

2025 Jeep Grand Cherokee

Laredo 4WD

7,543 km

$55,858

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
Interior colour:: Black
Transmission:: Automatic
Mileage:: 7,543
Stock #:: 45723
VIN:: 1C4RJHAG7SC344456

2023 Jeep Grand Cherokee 4xe

Overland 4WD

41,597 km

$42,594

CarGurus partner

Year:: 2023
Make:: Jeep
Model:: Grand Cherokee 4xe
Body type:: SUV / Crossover
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 375 hp 2L I4 Hybrid
Exterior colour:: Black
Combined gas mileage:: 4 L/100km
Fuel type:: Hybrid
Transmission:: Automatic
Mileage:: 41,597
Stock #:: 25A6730A
VIN:: 1C4RJYD66P8784097

2024 Jeep Grand Cherokee

Limited 4WD

18,741 km

$44,148

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:: Black
Combined gas mileage:: 11 L/100km
Fuel type:: Gasoline
Interior colour:: Black
Transmission:: 8-Speed Automatic
Mileage:: 18,741
Stock #:: LK00819T
VIN:: 1C4RJHBGXRC195856

2019 Jeep Wrangler

Unlimited Sahara 4WD

91,885 km

$26,724

CarGurus partner

Year:: 2019
Make:: Jeep
Model:: Wrangler
Body type:: SUV / Crossover
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 285 hp 3.6L V6
Exterior colour:: White
Combined gas mileage:: 12 L/100km
Fuel type:: Gasoline
Interior colour:: Black
Transmission:: 8-Speed Automatic
Mileage:: 91,885
Stock #:: CM00411B
VIN:: 1C4HJXEGXKW549901

2024 Jeep Wrangler

Sahara 4-Door 4WD

27,542 km

$43,948

CarGurus partner

Year:: 2024
Make:: Jeep
Model:: Wrangler
Body type:: SUV / Crossover
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 285 hp 3.6L V6
Exterior colour:: Blue
Combined gas mileage:: 12 L/100km
Fuel type:: Gasoline
Interior colour:: Black
Transmission:: 8-Speed Automatic
Mileage:: 27,542
Stock #:: LKCA00629A
VIN:: 1C4PJXEG7RW336524

2022 Jeep Wrangler

Unlimited Sahara 4WD

87,595 km

$32,799

CarGurus partner

Year:: 2022
Make:: Jeep
Model:: Wrangler
Body type:: SUV / Crossover
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 285 hp 3.6L V6
Exterior colour:: Red
Combined gas mileage:: 12 L/100km
Fuel type:: Gasoline
Interior colour:: Black
Transmission:: Manual
Mileage:: 87,595
Stock #:: 26-055A
VIN:: 1C4HJXEGXNW251868

2017 Jeep Cherokee

Trailhawk 4WD

62,767 km

$19,494

CarGurus partner

Year:: 2017
Make:: Jeep
Model:: Cherokee
Body type:: SUV / Crossover
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Exterior colour:: Red
Interior colour:: Black
Transmission:: Automatic
Mileage:: 62,767
Stock #:: 25-423A
VIN:: 1C4PJMBS9HW590905

2020 Jeep Wrangler

Unlimited Sport 4WD

71,364 km

$29,499

CarGurus partner

Year:: 2020
Make:: Jeep
Model:: Wrangler
Body type:: SUV / Crossover
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 270 hp 2L I4
Exterior colour:: Black
Combined gas mileage:: 11 L/100km
Fuel type:: Gasoline
Interior colour:: Black
Transmission:: Automatic
Mileage:: 71,364
Stock #:: 7806B
VIN:: 1C4HJXDN5LW271636

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2018 Jeep Grand Cherokee

Limited 4WD

150,992 km

$17,998

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:: Gray (Dark Grey)
Combined gas mileage:: 11 L/100km
Fuel type:: Gasoline
Interior colour:: Black
Transmission:: Automatic
Mileage:: 150,992
Stock #:: (2-58) 155430
VIN:: 1C4RJFBG6JC155431

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2017 Jeep Cherokee

Trailhawk 4WD

90,458 km

$17,488

CarGurus partner

Year:: 2017
Make:: Jeep
Model:: Cherokee
Body type:: SUV / Crossover
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 271 hp 3.2L V6
Exterior colour:: Black
Combined gas mileage:: 12 L/100km
Fuel type:: Gasoline
Transmission:: Automatic
Mileage:: 90,458
Stock #:: H29788A
VIN:: 1C4PJMBS8HW589227

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2024 Jeep Compass

Trailhawk 4WD

64,228 km

$24,999

CarGurus partner

Year:: 2024
Make:: Jeep
Model:: Compass
Body type:: SUV / Crossover
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 200 hp 2L I4
Exterior colour:: Black
Combined gas mileage:: 9 L/100km
Fuel type:: Gasoline
Transmission:: Automatic
Mileage:: 64,228
Stock #:: UT6374
VIN:: 3C4NJDDN7RT123200

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2024 Jeep Grand Cherokee L

Limited 4WD

62,753 km

$41,499

CarGurus partner

Year:: 2024
Make:: Jeep
Model:: Grand Cherokee L
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:: 62,753
Stock #:: UT6364
VIN:: 1C4RJKBG4R8560290

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2017 Jeep Patriot

High Altitude 4WD

146,349 km

$9,995

CarGurus partner

Year:: 2017
Make:: Jeep
Model:: Patriot
Body type:: SUV / Crossover
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 172 hp 2.4L I4
Exterior colour:: White
Combined gas mileage:: 11 L/100km
Fuel type:: Gasoline
Interior colour:: Black
Transmission:: Automatic
Mileage:: 146,349
Stock #:: FM1912
VIN:: 1C4NJRAB7HD125539

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2025 Jeep Compass

Sport 4WD

19,408 km

$27,830

CarGurus partner

Year:: 2025
Make:: Jeep
Model:: Compass
Body type:: SUV / Crossover
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 200 hp 2L I4
Exterior colour:: White
Combined gas mileage:: 9 L/100km
Fuel type:: Gasoline
Interior colour:: Black
Transmission:: Automatic
Mileage:: 19,408
Stock #:: OP4964
VIN:: 3C4NJDAN5ST584888

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2025 Jeep Wrangler

Sport 4-Door 4WD

12,770 km

$40,999

CarGurus partner

Year:: 2025
Make:: Jeep
Model:: Wrangler
Body type:: SUV / Crossover
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Exterior colour:: Gray
Mileage:: 12,770
Stock #:: F8012A
VIN:: 1C4PJXDN2SW546356

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2025 Jeep Wrangler

Rubicon 4-Door 4WD

18,293 km

$55,000

CarGurus partner

Year:: 2025
Make:: Jeep
Model:: Wrangler
Body type:: SUV / Crossover
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 285 hp 3.6L V6
Exterior colour:: Granite Crystal Metallic
Combined gas mileage:: 12 L/100km
Fuel type:: Gasoline
Interior colour:: Black
Transmission:: Automatic
Mileage:: 18,293
Stock #:: 788AMU
VIN:: 1C4PJXFG6SW603253

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2024 Jeep Compass

Limited 4WD

18,225 km

$27,987

CarGurus partner

Year:: 2024
Make:: Jeep
Model:: Compass
Body type:: SUV / Crossover
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 200 hp 2L I4
Exterior colour:: Black
Combined gas mileage:: 9 L/100km
Fuel type:: Gasoline
Transmission:: 8-Speed Automatic
Mileage:: 18,225
Stock #:: U1190
VIN:: 3C4NJDCN1RT161636

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2019 Jeep Grand Cherokee

Limited X 4WD

122,193 km

$24,698

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
Interior colour:: Black
Transmission:: Automatic
Mileage:: 122,193
Stock #:: 01128PB
VIN:: 1C4RJFBG4KC707444

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2015 Jeep Cherokee

Trailhawk 4WD

186,467 km

$9,450

CarGurus partner

Year:: 2015
Make:: Jeep
Model:: Cherokee
Body type:: SUV / Crossover
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 271 hp 3.2L V6
Exterior colour:: Blue
Combined gas mileage:: 11 L/100km
Fuel type:: Gasoline
Transmission:: Automatic
Mileage:: 186,467
Stock #:: 3646
VIN:: 1C4PJMBS4FW639716

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2021 Jeep Wrangler

Willys 4WD

44,709 km

$31,990

CarGurus partner

Year:: 2021
Make:: Jeep
Model:: Wrangler
Body type:: SUV / Crossover
Doors:: 2 doors
Drivetrain:: Four-Wheel Drive
Engine:: 270 hp 2L I4
Exterior colour:: Gray (DESTROYER GREY)
Fuel type:: Gasoline
Interior colour:: BLACK, CLOTH BUCKET SEATS
Transmission:: 6-Speed Manual
Mileage:: 44,709
Stock #:: AW1327
VIN:: 1C4GJXAN8MW862657

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2022 Jeep Gladiator

High Altitude Crew Cab 4WD

37,795 km

$46,970

CarGurus partner

Year:: 2022
Make:: Jeep
Model:: Gladiator
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 285 hp 3.6L V6
Exterior colour:: Gray (DESTROYER GREY)
Combined gas mileage:: 12 L/100km
Fuel type:: Gasoline
Transmission:: Automatic
Mileage:: 37,795
Stock #:: AW1330
VIN:: 1C6HJTFG0NL166506

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2024 Jeep Wrangler

Sport 2-Door 4WD

11,544 km

$33,998

CarGurus partner

Year:: 2024
Make:: Jeep
Model:: Wrangler
Body type:: SUV / Crossover
Doors:: 2 doors
Drivetrain:: Four-Wheel Drive
Exterior colour:: Black
Interior colour:: Gray
Transmission:: Automatic
Mileage:: 11,544
Stock #:: W9023
VIN:: 1C4PJXAN6RW201457

Used Jeep Convertibles for Sale in Southwold, ON

2026 Jeep Gladiator

$55,777

2021 Jeep Wrangler

$33,995

2025 Jeep Grand Cherokee

$55,858

2023 Jeep Grand Cherokee 4xe

$42,594

2024 Jeep Grand Cherokee

$44,148

2019 Jeep Wrangler

$26,724

2024 Jeep Wrangler

$43,948

2022 Jeep Wrangler

$32,799

2017 Jeep Cherokee

$19,494

2020 Jeep Wrangler

$29,499

2018 Jeep Grand Cherokee

$17,998

2017 Jeep Cherokee

$17,488

2024 Jeep Compass

$24,999

2024 Jeep Grand Cherokee L

$41,499

2017 Jeep Patriot

$9,995

2025 Jeep Compass

$27,830

2025 Jeep Wrangler

$40,999

2025 Jeep Wrangler

$55,000

2024 Jeep Compass

$27,987

2019 Jeep Grand Cherokee

$24,698

2015 Jeep Cherokee

$9,450

2021 Jeep Wrangler

$31,990

2022 Jeep Gladiator

$46,970

2024 Jeep Wrangler

$33,998

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