Used Overland Pickup Trucks for Sale in Windsor, ON

26,501 results

2026 Volkswagen Taos

Trendline 4Motion

3,250 km

$31,888

CarGurus partner

Year:: 2026
Make:: Volkswagen
Model:: Taos
Body type:: SUV / Crossover
Exterior colour:: White
Interior colour:: Gray
Transmission:: Automatic
Mileage:: 3,250
Stock #:: P2774
VIN:: 3VV8C7B25TM012049

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2025 Jeep Grand Cherokee

Summit 4WD

8,776 km

$67,599

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:: Brown (Tan)
Transmission:: Automatic
Mileage:: 8,776
Stock #:: 25-055B
VIN:: 1C4RJHEG5S8765363

2022 Ford F-150

XLT SuperCrew 4WD

118,402 km

$36,999

CarGurus partner

Year:: 2022
Make:: Ford
Model:: F-150
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Exterior colour:: Red
Interior colour:: Black
Transmission:: Automatic
Mileage:: 118,402
Stock #:: VF00843A
VIN:: 1FTFW1E86NKE96401

2026 Volkswagen Atlas

Highline 4Motion

8,755 km

$53,995

CarGurus partner

Year:: 2026
Make:: Volkswagen
Model:: Atlas
Body type:: SUV / Crossover
Exterior colour:: Green
Interior colour:: Black
Transmission:: Automatic
Mileage:: 8,755
Stock #:: 20238
VIN:: 1V2BN2CA1TC526584

2024 Volkswagen Tiguan

Comfortline 4Motion

65,115 km

$25,500

CarGurus partner

Year:: 2024
Make:: Volkswagen
Model:: Tiguan
Body type:: SUV / Crossover
Exterior colour:: Gray
Interior colour:: Black
Transmission:: Automatic
Mileage:: 65,115
Stock #:: 19925
VIN:: 3VV2B7AX7RM132417

2023 Ford Expedition

Platinum 4WD

122,045 km

$50,998

CarGurus partner

Year:: 2023
Make:: Ford
Model:: Expedition
Body type:: SUV / Crossover
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 400 hp 3.5L V6
Exterior colour:: White
Combined gas mileage:: 13 L/100km
Fuel type:: Gasoline
Interior colour:: Black
Transmission:: Automatic
Mileage:: 122,045
Stock #:: NI424A
VIN:: 1FMJU1M83PEA32044

2026 Honda Pilot

TrailSport AWD

7,573 km

$61,649

CarGurus partner

Year:: 2026
Make:: Honda
Model:: Pilot
Body type:: SUV / Crossover
Doors:: 4 doors
Drivetrain:: All-Wheel Drive
Engine:: 285 hp 3.5L V6
Exterior colour:: Ash Green Metallic (G545MX)
Combined gas mileage:: 12 L/100km
Fuel type:: Gasoline
Transmission:: Automatic
Mileage:: 7,573
Stock #:: 26501-demo
VIN:: 5FNYG1H67TB503673

2023 Chevrolet Silverado 1500

RST Crew Cab 4WD

40,265 km

$47,995

CarGurus partner

Year:: 2023
Make:: Chevrolet
Model:: Silverado 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 355 hp 5.3L V8
Exterior colour:: Blue
Combined gas mileage:: 13 L/100km
Fuel type:: Gasoline
Interior colour:: Black
Transmission:: Automatic
Mileage:: 40,265
Stock #:: 20280
VIN:: 3GCUDEED3PG204327

2023 Subaru Outback

Limited AWD

41,910 km

$30,604

CarGurus partner

Year:: 2023
Make:: Subaru
Model:: Outback
Body type:: SUV / Crossover
Doors:: 4 doors
Drivetrain:: All-Wheel Drive
Engine:: 182 hp 2.5L H4
Exterior colour:: Red (Maroon)
Combined gas mileage:: 8 L/100km
Fuel type:: Gasoline
Transmission:: Automatic
Mileage:: 41,910
Stock #:: 26186
VIN:: 4S4BTDNC1P3106908

2015 GMC Acadia

Denali AWD

130,782 km

$14,999

CarGurus partner

Year:: 2015
Make:: GMC
Model:: Acadia
Body type:: SUV / Crossover
Doors:: 4 doors
Drivetrain:: All-Wheel Drive
Engine:: 288 hp 3.6L V6
Exterior colour:: White
Combined gas mileage:: 13 L/100km
Fuel type:: Gasoline
Interior colour:: Brown
Transmission:: Automatic
Mileage:: 130,782
Stock #:: 897
VIN:: 1GKKVTKD5FJ106222

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2023 Ford F-150

XL SuperCrew 4WD

80,598 km

$38,998

CarGurus partner

Year:: 2023
Make:: Ford
Model:: F-150
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 325 hp 2.7L V6
Exterior colour:: Blue
Combined gas mileage:: 12 L/100km
Fuel type:: Gasoline
Interior colour:: Black
Transmission:: Automatic
Mileage:: 80,598
Stock #:: LP2839
VIN:: 1FTEW1EP2PKE76751

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2022 Ford F-150

138,518 km

$28,297

CarGurus partner

Year:: 2022
Make:: Ford
Model:: F-150
Body type:: Pickup Truck
Engine:: 325 hp 2.7L V6
Exterior colour:: Black
Fuel type:: Gasoline
Transmission:: Automatic
Mileage:: 138,518
Stock #:: 26T63A
VIN:: 1FTEW1EP6NFB24696

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2015 BMW 3 Series

320i xDrive Sedan AWD

215,102 km

$7,899

CarGurus partner

Year:: 2015
Make:: BMW
Model:: 3 Series
Body type:: Sedan
Doors:: 4 doors
Drivetrain:: All-Wheel Drive
Engine:: 180 hp 2L I4
Exterior colour:: Silver
Combined gas mileage:: 9 L/100km
Fuel type:: Gasoline
Transmission:: Automatic
Mileage:: 215,102
Stock #:: X9009A
VIN:: WBA3C3G5XFNT51577

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2023 RAM 1500

Sport Crew Cab 4WD

119,377 km

$40,995

CarGurus partner

Year:: 2023
Make:: RAM
Model:: 1500
Body type:: Pickup Truck
Exterior colour:: White
Interior colour:: Black
Transmission:: Automatic
Mileage:: 119,377
Stock #:: 010
VIN:: 1C6SRFVT9PN663978

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2020 Dodge Grand Caravan

Premium Plus FWD

58,542 km

$25,498

CarGurus partner

Year:: 2020
Make:: Dodge
Model:: Grand Caravan
Body type:: Minivan
Exterior colour:: Black
Transmission:: Automatic
Mileage:: 58,542
Stock #:: D123650AX
VIN:: 2C4RDGCG2LR245017

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2025 Audi Q5

quattro Premium Plus 40 TFSI

14,683 km

$51,994

CarGurus partner

Year:: 2025
Make:: Audi
Model:: Q5
Body type:: SUV / Crossover
Doors:: 4 doors
Drivetrain:: All-Wheel Drive
Engine:: 2L I4
Exterior colour:: Gray
Combined gas mileage:: 9 L/100km
Fuel type:: Gasoline
Interior colour:: Black
Transmission:: Automatic
Mileage:: 14,683
Stock #:: 070317
VIN:: WA12AAGU6S2070317

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2022 GMC Terrain

SLE AWD

69,132 km

$21,808

CarGurus partner

Year:: 2022
Make:: GMC
Model:: Terrain
Body type:: SUV / Crossover
Doors:: 4 doors
Drivetrain:: All-Wheel Drive
Engine:: 170 hp 1.5L I4
Exterior colour:: Black
Combined gas mileage:: 9 L/100km
Fuel type:: Gasoline
Transmission:: Automatic
Mileage:: 69,132
Stock #:: 1161
VIN:: 3GKALTEV5NL214272

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2022 Kia Soul

LX FWD

90,411 km

$14,998

CarGurus partner

Year:: 2022
Make:: Kia
Model:: Soul
Body type:: SUV / Crossover
Doors:: 4 doors
Drivetrain:: Front-Wheel Drive
Engine:: 147 hp 2L I4
Exterior colour:: Red
Combined gas mileage:: 8 L/100km
Fuel type:: Gasoline
Interior colour:: Black
Transmission:: Continuously Variable Transmission
Mileage:: 90,411
Stock #:: FI245BJ
VIN:: KNDJ23AU3N7815258

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2025 Toyota Camry

XSE AWD

33,422 km

$42,444

CarGurus partner

Year:: 2025
Make:: Toyota
Model:: Camry
Body type:: Sedan
Doors:: 4 doors
Drivetrain:: All-Wheel Drive
Engine:: 2.5L I4 Hybrid
Exterior colour:: White
Combined gas mileage:: 5 L/100km
Fuel type:: Hybrid
Transmission:: Continuously Variable Transmission
Mileage:: 33,422
Stock #:: SP00415T
VIN:: 4T1DBADK5SU009782

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2018 Honda CR-V

EX AWD

230,126 km

$11,950

CarGurus partner

Year:: 2018
Make:: Honda
Model:: CR-V
Body type:: SUV / Crossover
Doors:: 4 doors
Drivetrain:: All-Wheel Drive
Engine:: 190 hp 1.5L I4
Exterior colour:: White
Combined gas mileage:: 8 L/100km
Fuel type:: Gasoline
Transmission:: Automatic
Mileage:: 230,126
Stock #:: 3861
VIN:: 2HKRW2H50JH148400

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2024 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

45,746 km

$41,995

CarGurus partner

Year:: 2024
Make:: Chevrolet
Model:: Silverado 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 310 hp 2.7L I4
Exterior colour:: Black
Fuel type:: Gasoline
Interior colour:: Black
Transmission:: Automatic
Mileage:: 45,746
Stock #:: 19832
VIN:: 3GCPDCEK0RG264925

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2023 Chrysler Pacifica

Limited FWD

46,169 km

$40,351

CarGurus partner

Year:: 2023
Make:: Chrysler
Model:: Pacifica
Body type:: Minivan
Doors:: 4 doors
Drivetrain:: Front-Wheel Drive
Engine:: 287 hp 3.6L V6
Exterior colour:: Black
Combined gas mileage:: 11 L/100km
Fuel type:: Gasoline
Transmission:: 9-Speed Automatic
Mileage:: 46,169
Stock #:: SP00399T
VIN:: 2C4RC1GG9PR536775

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2021 Toyota Corolla

SE FWD

77,271 km

$20,498

CarGurus partner

Year:: 2021
Make:: Toyota
Model:: Corolla
Body type:: Sedan
Doors:: 4 doors
Drivetrain:: Front-Wheel Drive
Engine:: 2L I4
Exterior colour:: Silver
Combined gas mileage:: 7 L/100km
Fuel type:: Gasoline
Interior colour:: Black
Transmission:: Continuously Variable Transmission
Mileage:: 77,271
Stock #:: AI406AX
VIN:: 5YFB4MBE6MP093597

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2025 Toyota RAV4

LE AWD

50,166 km

$35,216

CarGurus partner

Year:: 2025
Make:: Toyota
Model:: RAV4
Body type:: SUV / Crossover
Doors:: 4 doors
Drivetrain:: All-Wheel Drive
Engine:: 2.5L I4
Exterior colour:: Silver
Combined gas mileage:: 8 L/100km
Fuel type:: Gasoline
Interior colour:: Black
Transmission:: Automatic
Mileage:: 50,166
Stock #:: PR07236
VIN:: 2T3B1RFV2SC507236

Used Overland Pickup Trucks for Sale in Windsor, ON

2026 Volkswagen Taos

$31,888

2025 Jeep Grand Cherokee

$67,599

2022 Ford F-150

$36,999

2026 Volkswagen Atlas

$53,995

2024 Volkswagen Tiguan

$25,500

2023 Ford Expedition

$50,998

2026 Honda Pilot

$61,649

2023 Chevrolet Silverado 1500

$47,995

2023 Subaru Outback

$30,604

2015 GMC Acadia

$14,999

2023 Ford F-150

$38,998

2022 Ford F-150

$28,297

2015 BMW 3 Series

$7,899

2023 RAM 1500

$40,995

2020 Dodge Grand Caravan

$25,498

2025 Audi Q5

$51,994

2022 GMC Terrain

$21,808

2022 Kia Soul

$14,998

2025 Toyota Camry

$42,444

2018 Honda CR-V

$11,950

2024 Chevrolet Silverado 1500

$41,995

2023 Chrysler Pacifica

$40,351

2021 Toyota Corolla

$20,498

2025 Toyota RAV4

$35,216

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