CarGurus Logo Homepage Link
  • Buy
    • Used cars
    • New cars
    • Certified pre-owned
    • Start your purchase online
    • Dealerships near me
  • Sell
    • Sell my car
    • Car values
    • Sell my car FAQs
  • Finance
    • Prequalify for financing
    • How does it work?
    • Financing FAQs
  • Research
    • Test drive reviews
    • Price trends
    • Tips & advice
    • Electric cars
    • Compare cars
  • Discover
    The latest way to shop:
    smarter research, better
    listings.
  • Saved cars & searches
  • Sign in / Register
    • My account
    • Saved searches
    • Saved cars
    • Recommended cars
    • Browsing history
    • Financing dashboard
      • United States (EN)
      • Estados Unidos (ES)
      • Canada (EN)
      • Canada (FR)
      • United Kingdom

Chevy Duramax Diesel Trucks for Sale in Windermere, FL

525 results
Windermere, FL
2023 Chevrolet Silverado 2500HD LTZ Crew Cab 4WD VIP Auto

2023 Chevrolet Silverado 2500HD

LTZ Crew Cab 4WD

111,519 miles

$46,989

Fair Deal
Orlando, FL
10 mi away
Year:
2023
Make:
Chevrolet
Model:
Silverado 2500HD
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
6.6L V8 Biodiesel
Exterior color:
Dark Green
Fuel type:
Biodiesel
Interior color:
Black
Transmission:
Automatic
Mileage:
111,519
Stock number:
132096
VIN:
1GC4YPEY5PF132096

Sponsored

2021 Chevrolet Silverado 3500HD LTZ Crew Cab 4WD

2021 Chevrolet Silverado 3500HD

LTZ Crew Cab 4WD

96,559 miles

$47,995

Fair Deal
Eustis, FL
25 mi away
Year:
2021
Make:
Chevrolet
Model:
Silverado 3500HD
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
6.6L V8 Diesel
Exterior color:
Silver Ice Metallic
Fuel type:
Diesel
Interior color:
Jet Black, Perforated Leather-Appointed Front Outb
Transmission:
Automatic
Mileage:
96,559
Stock number:
T6982A
VIN:
1GC4YUEY7MF254534

Sponsored

2024 Chevrolet Silverado 1500 LT Trail Boss Crew Cab 4WD

2024 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

51,714 miles

$48,000

Fair Deal
Winter Haven, FL
35 mi away
Year:
2024
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
3L I6 Diesel
Exterior color:
Sterling Gray Metallic
Combined gas mileage:
25 MPG
Fuel type:
Diesel
Interior color:
Jet Black
Transmission:
Automatic
Mileage:
51,714
Stock number:
312900
VIN:
3GCUDFE83RG259548

Sponsored

2015 Chevrolet Silverado 2500HD LTZ Double Cab 4WD

2015 Chevrolet Silverado 2500HD

LTZ Double Cab 4WD

75,037 miles

$32,995

Great Deal
Orlando, FL
16 mi away
Year:
2015
Make:
Chevrolet
Model:
Silverado 2500HD
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
397 hp 6.6L V8 Diesel
Exterior color:
Gray
Fuel type:
Diesel
Interior color:
Black
Transmission:
Automatic
Mileage:
75,037
Stock number:
L-117045
VIN:
1GC2KWE81FZ117045

2015 Chevrolet Silverado 3500HD Work Truck Crew Cab 4WD

2015 Chevrolet Silverado 3500HD

Work Truck Crew Cab 4WD

203,517 miles

$16,995

Great Deal
Orlando, FL
16 mi away
Year:
2015
Make:
Chevrolet
Model:
Silverado 3500HD
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
397 hp 6.6L V8 Diesel
Exterior color:
White
Fuel type:
Diesel
Interior color:
Gray
Transmission:
Automatic
Mileage:
203,517
Stock number:
L-130979
VIN:
1GC4KYC88FF130979

2015 Chevrolet Silverado 3500HD LT Crew Cab 4WD

2015 Chevrolet Silverado 3500HD

LT Crew Cab 4WD

221,088 miles

$20,995

Good Deal
Longwood, FL
22 mi away
Year:
2015
Make:
Chevrolet
Model:
Silverado 3500HD
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
397 hp 6.6L V8 Diesel
Exterior color:
Silver
Fuel type:
Diesel
Interior color:
Black
Transmission:
6-Speed Automatic Overdrive
Mileage:
221,088
Stock number:
152691
VIN:
1GC4KZC80FF152691

Preparing for a close up...

Photos coming soon

2023 Chevrolet Silverado 1500

RST Crew Cab 4WD

62,210 miles

$36,500

Great Deal
Saint Cloud, FL
24 mi away
Year:
2023
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
3L I6 Diesel
Exterior color:
Glacier Blue Metallic
Combined gas mileage:
24 MPG
Fuel type:
Diesel
Interior color:
Jet Black
Transmission:
Automatic
Mileage:
62,210
Stock number:
137926T
VIN:
1GCUDEE83PZ137926

Preparing for a close up...

Photos coming soon

2020 Chevrolet Silverado 1500

LTZ Crew Cab 4WD

70,382 miles

$32,998

Good Deal
Dade City, FL
40 mi away
Year:
2020
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
277 hp 3L I6 Diesel
Exterior color:
Shadow Gray Metallic
Combined gas mileage:
26 MPG
Fuel type:
Diesel
Interior color:
Gideon/Very Dark Atmosphere
Transmission:
Automatic
Mileage:
70,382
Stock number:
C510266B
VIN:
3GCUYGET4LG418552

Preparing for a close up...

Photos coming soon

2024 Chevrolet Silverado 2500HD

LTZ Crew Cab 4WD

48,307 miles

$57,998

Great Deal
Dade City, FL
40 mi away
Year:
2024
Make:
Chevrolet
Model:
Silverado 2500HD
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
470 hp 6.6L V8 Biodiesel
Exterior color:
White (Iridescent Pearl Tricoat)
Fuel type:
Biodiesel
Interior color:
Jet Black
Transmission:
Automatic
Mileage:
48,307
Stock number:
C530277A
VIN:
1GC4YPEY0RF101938

Preparing for a close up...

Photos coming soon

2023 Chevrolet Silverado 2500HD

LT Crew Cab 4WD

41,454 miles

$43,891

Great Deal
Sanford, FL
27 mi away
Year:
2023
Make:
Chevrolet
Model:
Silverado 2500HD
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
6.6L V8 Biodiesel
Exterior color:
Summit White
Fuel type:
Biodiesel
Interior color:
Jet Black, Cloth seat trim
Transmission:
Automatic
Mileage:
41,454
Stock number:
P1707814P
VIN:
2GC4YNEY9P1707814

Preparing for a close up...

Photos coming soon

2023 Chevrolet Silverado 1500

RST Crew Cab RWD

36,687 miles

$36,688

Good Deal
Clermont, FL
9 mi away
Year:
2023
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
4X2
Engine:
3L I6 Diesel
Exterior color:
Black
Combined gas mileage:
26 MPG
Fuel type:
Diesel
Interior color:
Black
Transmission:
Automatic
Mileage:
36,687
Stock number:
P8851
VIN:
3GCPADE87PG358851

Preparing for a close up...

Photos coming soon

2025 Chevrolet Silverado 2500HD

High Country Crew Cab 4WD

17,595 miles

$73,427

Good Deal
Plant City, FL
45 mi away
Year:
2025
Make:
Chevrolet
Model:
Silverado 2500HD
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
470 hp 6.6L V8 Biodiesel
Exterior color:
Sterling Gray Metallic
Fuel type:
Biodiesel
Interior color:
Jet Black
Transmission:
Automatic
Mileage:
17,595
Stock number:
SF151427
VIN:
1GC4KREY1SF151427

Preparing for a close up...

Photos coming soon

2015 Chevrolet Silverado 3500HD

High Country Crew Cab 4WD

122,300 miles

$38,209

Fair Deal
Deland, FL
39 mi away
Year:
2015
Make:
Chevrolet
Model:
Silverado 3500HD
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
397 hp 6.6L V8 Diesel
Exterior color:
Deep Ocean Blue Metallic
Fuel type:
Diesel
Interior color:
Saddle Perforated Leather Appointed Seat Trim
Transmission:
6-Speed Automatic
Mileage:
122,300
Stock number:
35385ST
VIN:
1GC4K1E83FF612571

Preparing for a close up...

Photos coming soon

2024 Chevrolet Silverado 3500HD

LT Crew Cab 4WD

50,995 miles

$55,895

Fair Deal
Clermont, FL
9 mi away
Year:
2024
Make:
Chevrolet
Model:
Silverado 3500HD
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
470 hp 6.6L V8 Biodiesel
Exterior color:
White
Fuel type:
Biodiesel
Interior color:
Black
Transmission:
Automatic
Mileage:
50,995
Stock number:
P420824
VIN:
1GC4YTEY1RF420824

Preparing for a close up...

Photos coming soon

2023 Chevrolet Silverado 1500

RST Crew Cab RWD

18,166 miles

$38,795

Good Deal
Orlando, FL
10 mi away
Year:
2023
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
4X2
Engine:
3L I6 Diesel
Exterior color:
Gray
Combined gas mileage:
26 MPG
Fuel type:
Diesel
Interior color:
Black
Transmission:
Automatic
Mileage:
18,166
Stock number:
PG365554
VIN:
3GCPADE83PG365554

Preparing for a close up...

Photos coming soon

2016 Chevrolet Silverado 3500HD

LTZ Crew Cab 4WD

115,861 miles

$38,497

Fair Deal
Store transfer to Orlando, FL
528 mi away • Price includes $499 shipping Price includes $499 shipping
Year:
2016
Make:
Chevrolet
Model:
Silverado 3500HD
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
397 hp 6.6L V8 Diesel
Exterior color:
White
Fuel type:
Diesel
Interior color:
Black
Transmission:
Automatic
Mileage:
115,861
Stock number:
27440006
VIN:
1GC4K0E80GF145315

Preparing for a close up...

Photos coming soon

2020 Chevrolet Silverado 2500HD

Work Truck Crew Cab 4WD

100,757 miles

$31,500

Great Deal
Lakeland, FL
39 mi away
Year:
2020
Make:
Chevrolet
Model:
Silverado 2500HD
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
6.6L V8 Biodiesel
Exterior color:
White
Fuel type:
Biodiesel
Transmission:
Automatic
Mileage:
100,757
Stock number:
257303
VIN:
1GC1YLEY9LF257303

Preparing for a close up...

Photos coming soon

2025 Chevrolet Silverado 2500HD

Custom Crew Cab 4WD

36,088 miles

$54,085

Good Deal
Certified Pre-Owned
Saint Cloud, FL
24 mi away
Year:
2025
Make:
Chevrolet
Model:
Silverado 2500HD
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
470 hp 6.6L V8 Biodiesel
Exterior color:
Black
Fuel type:
Biodiesel
Interior color:
Jet Black
Transmission:
Automatic
Mileage:
36,088
Stock number:
134365T
VIN:
1GC4KMEY4SF134365

Preparing for a close up...

Photos coming soon

2020 Chevrolet Silverado 1500

High Country Crew Cab 4WD

81,765 miles

$32,622

Great Deal
Orlando, FL
10 mi away
Year:
2020
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
277 hp 3L I6 Diesel
Exterior color:
Black
Combined gas mileage:
26 MPG
Fuel type:
Diesel
Interior color:
Jet Black
Transmission:
Automatic
Mileage:
81,765
Stock number:
398659ORL
VIN:
3GCUYHET0LG398659

Preparing for a close up...

Photos coming soon

2021 Chevrolet Silverado 3500HD

LT Crew Cab 4WD

106,529 miles

$39,870

Good Deal
Wildwood, FL
37 mi away
Year:
2021
Make:
Chevrolet
Model:
Silverado 3500HD
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
6.6L V8 Diesel
Exterior color:
Summit White
Fuel type:
Diesel
Interior color:
Jet Black
Transmission:
Automatic
Mileage:
106,529
Stock number:
T25326A
VIN:
1GC4YTEY7MF151771

Preparing for a close up...

Photos coming soon

2024 Chevrolet Silverado 2500HD

LT Crew Cab 4WD

27,550 miles

$52,169

Good Deal
Orlando, FL
10 mi away
Year:
2024
Make:
Chevrolet
Model:
Silverado 2500HD
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
470 hp 6.6L V8 Biodiesel
Exterior color:
Summit White
Fuel type:
Biodiesel
Interior color:
Black
Transmission:
Automatic
Mileage:
27,550
Stock number:
MR204546
VIN:
2GC4YNEY0R1204546

Preparing for a close up...

Photos coming soon

2016 Chevrolet Silverado 3500HD

LT Crew Cab 4WD

188,500 miles

$21,995

Great Deal
Orlando, FL
27 mi away
Year:
2016
Make:
Chevrolet
Model:
Silverado 3500HD
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
397 hp 6.6L V8 Diesel
Fuel type:
Diesel
Transmission:
6-Speed Automatic Overdrive
Mileage:
188,500
Stock number:
25-238176
VIN:
1GC4KZC87GF238176

Preparing for a close up...

Photos coming soon

2024 Chevrolet Silverado 1500

High Country Crew Cab 4WD

22,407 miles

$50,995

Great Deal
Orlando, FL
15 mi away
Year:
2024
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
3L I6 Diesel
Exterior color:
Black
Combined gas mileage:
25 MPG
Fuel type:
Diesel
Interior color:
Jet Black/Nightshift Blue
Transmission:
Automatic
Mileage:
22,407
Stock number:
RZ120636
VIN:
1GCUDJE83RZ120636

Preparing for a close up...

Photos coming soon

2024 Chevrolet Silverado 2500HD

LT Crew Cab 4WD

51,920 miles

$49,991

Good Deal
Lakeland, FL
38 mi away
Year:
2024
Make:
Chevrolet
Model:
Silverado 2500HD
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
470 hp 6.6L V8 Biodiesel
Exterior color:
Summit White
Fuel type:
Biodiesel
Interior color:
Black
Transmission:
Automatic
Mileage:
51,920
Stock number:
FP1173A
VIN:
2GC4YNEY3R1118485

Sponsored

  • Ford Powerstroke Diesel Trucks for Sale in Windermere FL

  • Lifted Chevrolet trucks for sale in Windermere FL

  • Diesel Trucks for Sale in Windermere FL

  • Used 4x4 Trucks for Under $5,000 in Windermere FL

  • Old Chevy Trucks for Sale in Windermere FL

  • Trucks for Sale Under $9,000 in Windermere FL

  • Trucks for Sale Under $7,000 in Windermere FL

  • One Ton Trucks for Sale in Windermere FL

  • Manual Diesel Trucks for Sale in Windermere FL

  • 3/4 Ton Trucks for Sale in Windermere FL

  • Dually (Dual Rear-Wheel) Trucks for Sale in Windermere FL

  • Lifted trucks for sale in Windermere FL

  • Chevy Duramax Diesel Trucks for Sale in Orlando FL

  • Chevy Duramax Diesel Trucks for Sale in Leesburg FL

  • Chevy Duramax Diesel Trucks for Sale in Lakeland FL

  • Chevy Duramax Diesel Trucks for Sale in Titusville FL

  • Chevy Duramax Diesel Trucks for Sale in Brooksville FL

  • Chevy Duramax Diesel Trucks for Sale in Daytona Beach FL

  • Chevy Duramax Diesel Trucks for Sale in Ocala FL

  • Chevy Duramax Diesel Trucks for Sale in Melbourne FL

  • Chevy Duramax Diesel Trucks for Sale in Tampa FL

  • All Used Cars

  • Manual Transmission Cars

  • Luxury Cars

  • Cars with Red Interior

  • Cheap Manual Cars

  • Hybrid Cars

  • Sports Cars

  • Electric SUVs

  • Cheap Trucks

  • Small Cars

  • Third Row SUVs

  • Three Quarter Ton Trucks

  • Lifted Trucks

  • Manual Transmission Trucks

  • Diesel Trucks

  • Hybrid SUVs

  • Dually Trucks

  • One Ton Trucks

  • Cheap SUVs

  • Lifted Ford Trucks

  • 4x4 Trucks

  • Work Trucks

  • AWD SUVs

  • Ford Trucks

  • Chevrolet Trucks

  • Toyota Trucks

  • Trucks Under $10,000

  • Cars Under $15,000

  • Sports Cars Under $20,000

  • Trucks Under $20,000

  • 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

  • Mint Auto Sales

  • HGreg Lux Orlando

  • Holler Driver's Mart Winter Park

  • Mullinax Ford of Central Florida

  • VIP Auto Enterprise, Inc 1

  • AutoNation Toyota Winter Park

  • Starling Chevrolet of Orlando

  • Land Rover of Orlando

  • Starling Chevrolet GMC

  • Orlando Auto Lounge

  • Jaguar Land Rover Lakeland

  • Holler Driver's Mart Sanford

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
  • Careers
  • Advertise with CarGurus
  • For dealers
  • Dealer signup
  • Dealer resources
  • Terms
  • Terms of use
  • Privacy policy
  • Interest-based ads
  • Security
  • Help
  • Help center
  • Contact us
Click for the BBB Business Review of this Auto Listing Service in Cambridge MA
    • United States (EN)
    • Estados Unidos (ES)
    • Canada (EN)
    • Canada (FR)
    • United Kingdom

© 2025 CarGurus, Inc., All Rights Reserved.