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

Chevrolet Trucks For Sale in Windermere, ON

998 results
Windermere, ON
2018 Chevrolet Silverado 1500 LT Crew Cab 4WD Kings Auto Ltd

2018 Chevrolet Silverado 1500

LT Crew Cab 4WD

141,138 kilometres

$26,817

Fair Deal
Scarborough, ON
156 km away
Year:
2018
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Exterior colour:
White
Transmission:
Automatic
Mileage:
141,138
VIN:
3GCUKRECXJG129041

Sponsored

2023 Chevrolet Silverado 1500 LT Trail Boss Crew Cab 4WD

2023 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

35,985 kilometres

$56,998

Fair Deal
New Hamburg, ON
223 km away
Year:
2023
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
3L I6 Diesel
Exterior colour:
Black
Fuel type:
Diesel
Interior colour:
Gray (Dark Grey)
Transmission:
8-Speed Automatic
Mileage:
35,985
Stock number:
01163P
VIN:
3GCUDFE80PG229999

Sponsored

2022 Chevrolet Silverado 2500HD Work Truck Crew Cab 4WD

2022 Chevrolet Silverado 2500HD

Work Truck Crew Cab 4WD

131,459 kilometres

$43,777

Good Deal
237 km away
Year:
2022
Make:
Chevrolet
Model:
Silverado 2500HD
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
401 hp 6.6L V8
Exterior colour:
White
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
131,459
Stock number:
251607
VIN:
2GC4YLE72N1235559

Sponsored

2025 Chevrolet Silverado 2500HD Custom Crew Cab 4WD

2025 Chevrolet Silverado 2500HD

Custom Crew Cab 4WD

19,950 kilometres

$65,995

Great Deal
Listowel, ON
198 km away
Year:
2025
Make:
Chevrolet
Model:
Silverado 2500HD
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
401 hp 6.6L V8
Exterior colour:
White
Fuel type:
Gasoline
Interior colour:
Black
Transmission:
Automatic
Mileage:
19,950
Stock number:
191465
VIN:
2GC4KME79S1191465

2022 Chevrolet Colorado LT Extended Cab 4WD

2022 Chevrolet Colorado

LT Extended Cab 4WD

117,946 kilometres

$25,995

Great Deal
Cambridge, ON
208 km away
Year:
2022
Make:
Chevrolet
Model:
Colorado
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
200 hp 2.5L I4
Exterior colour:
White
Combined gas mileage:
11 L/100km
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
117,946
Stock number:
S4064
VIN:
1GCHTCEA1N1188462

2023 Chevrolet Colorado Trail Boss Crew Cab 4WD

2023 Chevrolet Colorado

Trail Boss Crew Cab 4WD

66,472 kilometres

$38,995

Great Deal
Cayuga, ON
249 km away
Year:
2023
Make:
Chevrolet
Model:
Colorado
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
310 hp 2.7L I4
Exterior colour:
Blue
Combined gas mileage:
13 L/100km
Fuel type:
Gasoline
Interior colour:
Black
Transmission:
Automatic
Mileage:
66,472
Stock number:
450931
VIN:
1GCPTEEK5P1196518

Preparing for a close up...

Photos coming soon

2017 Chevrolet Silverado 1500

LT Crew Cab 4WD

180,235 kilometres

$20,995

Great Deal
Toronto, ON
169 km away
Year:
2017
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Exterior colour:
White
Transmission:
Automatic
Mileage:
180,235
Stock number:
465946
VIN:
3GCUKREC1HG465946

Preparing for a close up...

Photos coming soon

2023 Chevrolet Silverado 1500

High Country Crew Cab 4WD

40,601 kilometres

$55,995

Great Deal
Listowel, ON
198 km away
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:
Black
Fuel type:
Gasoline
Interior colour:
Black
Transmission:
Automatic
Mileage:
40,601
Stock number:
130141
VIN:
2GCUDJED0P1130141

Preparing for a close up...

Photos coming soon

2019 Chevrolet Silverado 1500

LT Crew Cab 4WD

59,000 kilometres

$35,495

Great Deal
Madoc, ON
171 km away
Year:
2019
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Exterior colour:
Red Hot
Transmission:
6-Speed Automatic
Mileage:
59,000
Stock number:
312709
VIN:
1GCUYDEDXKZ312709

Preparing for a close up...

Photos coming soon

2022 Chevrolet Silverado 1500

Custom Crew Cab 4WD

67,549 kilometres

$35,681

Great Deal
Trenton, ON
187 km away
Year:
2022
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
310 hp 2.7L I4
Exterior colour:
Blue
Combined gas mileage:
13 L/100km
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
67,549
Stock number:
23495A
VIN:
1GCPDBEK1NZ592830

Preparing for a close up...

Photos coming soon

2023 Chevrolet Colorado

Trail Boss Crew Cab 4WD

38,635 kilometres

$40,667

Great Deal
Milton, ON
187 km away
Year:
2023
Make:
Chevrolet
Model:
Colorado
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
310 hp 2.7L I4
Exterior colour:
White
Combined gas mileage:
13 L/100km
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
38,635
Stock number:
P6752
VIN:
1GCPTEEK8P1204367

Preparing for a close up...

Photos coming soon

2019 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

126,507 kilometres

$33,995

Great Deal
Cayuga, ON
249 km away
Year:
2019
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
355 hp 5.3L V8
Exterior colour:
Silver
Combined gas mileage:
14 L/100km
Fuel type:
Gasoline
Interior colour:
Black
Transmission:
Automatic
Mileage:
126,507
Stock number:
455378
VIN:
1GCPYFED8KZ302060

Preparing for a close up...

Photos coming soon

2024 Chevrolet Silverado 1500

LT Crew Cab 4WD

76,312 kilometres

$41,998

Great Deal
St Catharines, ON
224 km away
Year:
2024
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
355 hp 5.3L V8
Exterior colour:
Summit White
Combined gas mileage:
14 L/100km
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
76,312
Stock number:
E1770
VIN:
2GCUDDED9R1197678

Preparing for a close up...

Photos coming soon

2020 Chevrolet Silverado 3500HD

LT Crew Cab 4WD

65,854 kilometres

$45,900

Great Deal
Welland, ON
244 km away
Year:
2020
Make:
Chevrolet
Model:
Silverado 3500HD
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
401 hp 6.6L V8
Exterior colour:
Silver
Fuel type:
Gasoline
Interior colour:
Black
Transmission:
Automatic
Mileage:
65,854
Stock number:
4678
VIN:
1GC4YTE72LF193593

Preparing for a close up...

Photos coming soon

2017 Chevrolet Silverado 1500

LT Crew Cab 4WD

166,236 kilometres

$21,995

Great Deal
Acton, ON
175 km away
Year:
2017
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
355 hp 5.3L V8
Exterior colour:
White
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
166,236
Stock number:
1320
VIN:
3GCUKREC8HG485563

Preparing for a close up...

Photos coming soon

2021 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

94,146 kilometres

$40,900

Great Deal
Welland, ON
244 km away
Year:
2021
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
355 hp 5.3L V8
Exterior colour:
Gray
Combined gas mileage:
14 L/100km
Fuel type:
Gasoline
Interior colour:
Black
Transmission:
Automatic
Mileage:
94,146
Stock number:
4639
VIN:
3GCPYFED4MG359116

Preparing for a close up...

Photos coming soon

2017 Chevrolet Silverado 1500

LT Crew Cab 4WD

168,000 kilometres

$20,888

Great Deal
Toronto, ON
169 km away
Year:
2017
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
355 hp 5.3L V8
Exterior colour:
Red
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
168,000
Stock number:
139800
VIN:
3GCUKNEC8HG139800

Preparing for a close up...

Photos coming soon

2017 Chevrolet Silverado 1500

LT Crew Cab 4WD

176,412 kilometres

$20,995

Great Deal
Acton, ON
175 km away
Year:
2017
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
355 hp 5.3L V8
Exterior colour:
Gray
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
176,412
Stock number:
1184
VIN:
3GCUKREC7HG457642

Preparing for a close up...

Photos coming soon

2022 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

165,310 kilometres

$29,995

Great Deal
Milton, ON
185 km away
Year:
2022
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Exterior colour:
Black
Interior colour:
Black
Transmission:
Automatic
Mileage:
165,310
Stock number:
D9343
VIN:
3GCPYFED3NG103325

Preparing for a close up...

Photos coming soon

2021 Chevrolet Silverado 1500

LT Crew Cab LB 4WD

147,000 kilometres

$29,995

Great Deal
Madoc, ON
171 km away
Year:
2021
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
355 hp 5.3L V8
Exterior colour:
Black
Fuel type:
Gasoline
Transmission:
6-Speed Automatic
Mileage:
147,000
Stock number:
139101
VIN:
3GCUYAEFXMG139101

Preparing for a close up...

Photos coming soon

2023 Chevrolet Silverado 2500HD

LTZ Crew Cab 4WD

42,812 kilometres

$70,990

Great Deal
Cobourg, ON
163 km away
Year:
2023
Make:
Chevrolet
Model:
Silverado 2500HD
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
401 hp 6.6L V8
Exterior colour:
Black
Fuel type:
Gasoline
Interior colour:
Black
Transmission:
Automatic
Mileage:
42,812
Stock number:
P1722476
VIN:
2GC4YPE79P1722476

Preparing for a close up...

Photos coming soon

2023 Chevrolet Silverado 1500

RST Crew Cab 4WD

101,060 kilometres

$44,995

Great Deal
Stratford, ON
233 km away
Year:
2023
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Exterior colour:
White
Transmission:
Automatic
Mileage:
101,060
Stock number:
T4864XA
VIN:
3GCUDEED0PG202602

Preparing for a close up...

Photos coming soon

2022 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

39,897 kilometres

$38,995

Great Deal
Belleville, ON
192 km away
Year:
2022
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
310 hp 2.7L I4
Exterior colour:
Brown (Tan)
Fuel type:
Gasoline
Transmission:
7-Speed Automatic
Mileage:
39,897
Stock number:
43368J
VIN:
3GCPDCEK8NG653614

Preparing for a close up...

Photos coming soon

2021 Chevrolet Colorado

Z71 Crew Cab 4WD

23,996 kilometres

$36,988

Good Deal
Niagara Falls, ON
228 km away
Year:
2021
Make:
Chevrolet
Model:
Colorado
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
308 hp 3.6L V6
Exterior colour:
Black
Combined gas mileage:
12 L/100km
Fuel type:
Gasoline
Interior colour:
Black
Transmission:
8-Speed Automatic
Mileage:
23,996
Stock number:
82841
VIN:
1GCGTDEN9M1299022

Sponsored

  • 4X4 Trucks for Sale in Windermere ON

  • Ford Trucks for Sale in Windermere ON

  • Dodge Trucks For Sale in Windermere ON

  • Cars with Contactless Purchases For Sale in Windermere ON

  • Cars with Free Test Drive at Home For Sale in Windermere ON

  • Cars with Free Home Drop-Off For Sale in Windermere ON

  • Fuel Efficient Cars for Sale in Windermere ON

  • Reliable Cars for Sale in Windermere ON

  • Used Electric Cars For Sale in Windermere ON

  • Hybrid Cars For Sale in Windermere ON

  • Cheap Cars for Sale in Windermere ON

  • Used Cars for Sale in Windermere ON

  • Chevrolet Trucks For Sale in Midland ON

  • Chevrolet Trucks For Sale in Barrie ON

  • Chevrolet Trucks For Sale in Innisfil ON

  • Chevrolet Trucks For Sale in Newmarket ON

  • Chevrolet Trucks For Sale in North Bay ON

  • Chevrolet Trucks For Sale in Peterborough ON

  • Chevrolet Trucks For Sale in Owen Sound ON

  • Chevrolet Trucks For Sale in Stouffville ON

  • Chevrolet Trucks For Sale in Richmond Hill ON

  • Chevrolet Trucks For Sale in Alberta

  • Chevrolet Trucks For Sale in British Columbia

  • Chevrolet Trucks For Sale in Manitoba

  • Chevrolet Trucks For Sale in New Brunswick

  • Chevrolet Trucks For Sale in Newfoundland and Labrador

  • Chevrolet Trucks For Sale in Northwest Territories

  • Chevrolet Trucks For Sale in Nova Scotia

  • Chevrolet Trucks For Sale in Nunavut

  • Chevrolet Trucks For Sale in Ontario

  • Chevrolet Trucks For Sale in Prince Edward Island

  • Chevrolet Trucks For Sale in Quebec

  • Chevrolet Trucks For Sale in Saskatchewan

  • Chevrolet Trucks For Sale in Yukon

  • 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

  • Bourgeois Motors Ltd

  • Canadian Auto Gallery

  • Orillia Chevrolet Buick GMC

  • Parry Sound Chevrolet Buick GMC

  • Bourgeois Ford North

  • Tom Smith Chevrolet Buick GMC

  • Thor Motors Orillia Ltd.

  • Cavalcade Ford

  • Hwy 11 Chrysler Dodge Jeep Ram

  • OMS Used Cars

  • Bourgeois Midland Nissan

  • Midland 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.