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

Diesel Trucks for Sale in Winter Park, FL

2,132 results
Winter Park, FL
2020 GMC Sierra 1500 Denali Crew Cab RWD Starling Chevrolet GMC

2020 GMC Sierra 1500

Denali Crew Cab RWD

105,886 miles

$29,985

Good Deal
Saint Cloud, FL
25 mi away
Year:
2020
Make:
GMC
Model:
Sierra 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
4X2
Engine:
277 hp 3L I6 Diesel
Exterior color:
White Frost Tricoat
Combined gas mileage:
26 MPG
Fuel type:
Diesel
Interior color:
Jet Black
Transmission:
Automatic
Mileage:
105,886
Stock number:
330374T
VIN:
3GTP8FET5LG330374

Sponsored

2008 Ford F-250 Super Duty Lariat Super Cab 4WD

2008 Ford F-250 Super Duty

Lariat Super Cab 4WD

180,273 miles

$12,125

Fair Deal
Sanford, FL
15 mi away
Year:
2008
Make:
Ford
Model:
F-250 Super Duty
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
350 hp 6.4L V8 Diesel
Exterior color:
Dark Blue Pearl Metallic
Fuel type:
Diesel
Interior color:
Camel
Transmission:
Automatic
Mileage:
180,273
Stock number:
8EB18714
VIN:
1FTSX21R88EB18714

Sponsored

2021 RAM 2500 Big Horn Crew Cab 4WD

2021 RAM 2500

Big Horn Crew Cab 4WD

80,222 miles

$41,679

Fair Deal
Cocoa, FL
38 mi away
Year:
2021
Make:
RAM
Model:
2500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
370 hp 6.7L I6 Diesel
Exterior color:
Bright White Clearcoat
Fuel type:
Diesel
Interior color:
Black
Transmission:
6-Speed Automatic
Mileage:
80,222
Stock number:
DT8400A
VIN:
3C6UR5DL7MG677757

Sponsored

2021 Ford F-250 Super Duty XL Crew Cab RWD

2021 Ford F-250 Super Duty

XL Crew Cab RWD

145,605 miles

$16,308

Great Deal
Orlando, FL
9 mi away
Year:
2021
Make:
Ford
Model:
F-250 Super Duty
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
4X2
Engine:
6.7L V8 Biodiesel
Fuel type:
Biodiesel
Transmission:
Automatic
Mileage:
145,605
Stock number:
45173ORL
VIN:
1FT7W2AT8MED45173

2024 GMC Sierra 1500 AT4 Crew Cab 4WD

2024 GMC Sierra 1500

AT4 Crew Cab 4WD

22,733 miles

$52,996

Great Deal
Davenport, FL
32 mi away
Year:
2024
Make:
GMC
Model:
Sierra 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
3L I6 Diesel
Exterior color:
Onyx Black
Combined gas mileage:
25 MPG
Fuel type:
Diesel
Interior color:
Jet Black With Kalahari Accents
Transmission:
Automatic
Mileage:
22,733
Stock number:
48668B
VIN:
3GTUUEE87RG168387

2019 RAM 1500 Classic Laramie Crew Cab 4WD

2019 RAM 1500

Classic Laramie Crew Cab 4WD

92,870 miles

$23,997

Good Deal
Leesburg, FL
33 mi away
Year:
2019
Make:
RAM
Model:
1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
240 hp 3L V6 Biodiesel
Exterior color:
Diamond Black Crystal Pearlcoat
Combined gas mileage:
23 MPG
Fuel type:
Biodiesel
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
92,870
Stock number:
260202A
VIN:
1C6RR7NM9KS750142

Preparing for a close up...

Photos coming soon

2014 Ford F-250 Super Duty

Lariat Crew Cab 4WD

109,750 miles

$27,797

Great Deal
Orlando, FL
4 mi away
Year:
2014
Make:
Ford
Model:
F-250 Super Duty
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
400 hp 6.7L V8 Biodiesel
Exterior color:
Black
Fuel type:
Biodiesel
Interior color:
Brown (Beige)
Transmission:
6-Speed Automatic
Mileage:
109,750
VIN:
1FT7W2BT4EEB39185

Preparing for a close up...

Photos coming soon

2015 Ford F-250 Super Duty

XLT Crew Cab 4WD

219,742 miles

$18,500

Fair Deal
Kissimmee, FL
21 mi away
Year:
2015
Make:
Ford
Model:
F-250 Super Duty
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
440 hp 6.7L V8 Biodiesel
Fuel type:
Biodiesel
Transmission:
6-Speed Automatic
Mileage:
219,742
Stock number:
C08340
VIN:
1FT7W2BT5FEC08340

Preparing for a close up...

Photos coming soon

2024 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

2,727 miles

$49,779

Great Deal
Certified Pre-Owned
Saint Cloud, FL
25 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:
Summit White
Combined gas mileage:
25 MPG
Fuel type:
Diesel
Interior color:
Jet Black
Transmission:
Automatic
Mileage:
2,727
Stock number:
425884T
VIN:
3GCUDFE86RG425884

Preparing for a close up...

Photos coming soon

2019 Ford F-250 Super Duty

Lariat Crew Cab 4WD

73,829 miles

$47,998

Great Deal
Orlando, FL
9 mi away
Year:
2019
Make:
Ford
Model:
F-250 Super Duty
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
450 hp 6.7L V8 Biodiesel
Exterior color:
Agate Black Metallic
Fuel type:
Biodiesel
Interior color:
Black
Transmission:
6-Speed Automatic
Mileage:
73,829
Stock number:
KED32765
VIN:
1FT7W2BT7KED32765

Preparing for a close up...

Photos coming soon

2015 Chevrolet Silverado 3500HD

LT Crew Cab 4WD

221,088 miles

$20,995

Good Deal
Longwood, FL
9 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
25 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

2025 RAM 2500

Big Horn Crew Cab 4WD

501 miles

$59,999

Good Deal
Davenport, FL
32 mi away
Year:
2025
Make:
RAM
Model:
2500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
6.7L I6 Diesel
Exterior color:
Gray (Granite Crystal Metallic Clearcoat)
Fuel type:
Diesel
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
501
Stock number:
F557152
VIN:
3C63R5DL8SG557152

Preparing for a close up...

Photos coming soon

2020 GMC Sierra 2500HD

Denali Crew Cab 4WD

90,332 miles

$50,188

Good Deal
Saint Cloud, FL
25 mi away
Year:
2020
Make:
GMC
Model:
Sierra 2500HD
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
6.6L V8 Biodiesel
Exterior color:
Onyx Black
Fuel type:
Biodiesel
Interior color:
Jet Black
Transmission:
Automatic
Mileage:
90,332
Stock number:
195774T
VIN:
1GT49REY4LF195774

Preparing for a close up...

Photos coming soon

2025 RAM 2500

Tradesman Crew Cab 4WD

501 miles

$53,999

Good Deal
Davenport, FL
32 mi away
Year:
2025
Make:
RAM
Model:
2500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
6.7L I6 Diesel
Exterior color:
Diamond Black Crystal Pearlcoat
Fuel type:
Diesel
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
501
Stock number:
F553212
VIN:
3C63R5CL0SG553212

Preparing for a close up...

Photos coming soon

2023 Ford F-250 Super Duty

Lariat Crew Cab 4WD

83,637 miles

$52,995

Great Deal
Orlando, FL
6 mi away
Year:
2023
Make:
Ford
Model:
F-250 Super Duty
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
6.7L V8 Biodiesel
Exterior color:
Oxford White
Fuel type:
Biodiesel
Interior color:
Baja
Transmission:
Automatic
Mileage:
83,637
Stock number:
PEE19648
VIN:
1FT8W2BT6PEE19648

Preparing for a close up...

Photos coming soon

2024 RAM 2500

Tradesman Crew Cab LB 4WD

25,000 miles

$46,481

Great Deal
Cocoa, FL
38 mi away
Year:
2024
Make:
RAM
Model:
2500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
370 hp 6.7L I6 Diesel
Exterior color:
Bright White Clearcoat
Fuel type:
Diesel
Interior color:
Diesel Gray/Black
Transmission:
6-Speed Automatic
Mileage:
25,000
Stock number:
DT8599B
VIN:
3C6UR5HL8RG287915

Preparing for a close up...

Photos coming soon

2021 GMC Sierra 1500

Denali Crew Cab 4WD

116,833 miles

$30,999

Good Deal
Sanford, FL
15 mi away
Year:
2021
Make:
GMC
Model:
Sierra 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
277 hp 3L I6 Diesel
Exterior color:
White Frost Tricoat
Combined gas mileage:
24 MPG
Fuel type:
Diesel
Interior color:
Jet Black, Forge perforated leather seat trim
Transmission:
Automatic
Mileage:
116,833
Stock number:
S1131652A
VIN:
3GTU9FET7MG121722

Preparing for a close up...

Photos coming soon

2017 Ford F-250 Super Duty

Lariat Crew Cab LB 4WD

99,756 miles

$39,999

Good Deal
Orlando, FL
4 mi away
Year:
2017
Make:
Ford
Model:
F-250 Super Duty
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
6.7L V8 Biodiesel
Exterior color:
White
Fuel type:
Biodiesel
Interior color:
Black
Transmission:
Automatic
Mileage:
99,756
Stock number:
D83255
VIN:
1FT7W2BT7HED83255

Preparing for a close up...

Photos coming soon

2023 Ford F-250 Super Duty

Lariat Crew Cab 4WD

53,948 miles

$58,992

Great Deal
Orlando, FL
6 mi away
Year:
2023
Make:
Ford
Model:
F-250 Super Duty
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
6.7L V8 Biodiesel
Exterior color:
Oxford White
Fuel type:
Biodiesel
Interior color:
Baja
Transmission:
Automatic
Mileage:
53,948
Stock number:
PEE19358
VIN:
1FT8W2BT8PEE19358

Preparing for a close up...

Photos coming soon

2024 Ford F-250 Super Duty

XL Crew Cab 4WD

8,626 miles

$54,794

Great Deal
Clermont, FL
24 mi away
Year:
2024
Make:
Ford
Model:
F-250 Super Duty
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
6.7L V8 Biodiesel
Exterior color:
Race Red
Fuel type:
Biodiesel
Interior color:
Medium Earth Gray
Transmission:
Automatic
Mileage:
8,626
Stock number:
OC24085
VIN:
1FT7W2BT1REC24085

Preparing for a close up...

Photos coming soon

2017 Ford F-250 Super Duty

Lariat Crew Cab 4WD

85,387 miles

$42,999

Great Deal
Sanford, FL
15 mi away
Year:
2017
Make:
Ford
Model:
F-250 Super Duty
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
6.7L V8 Biodiesel
Exterior color:
Black
Fuel type:
Biodiesel
Interior color:
Black
Transmission:
6-Speed Automatic
Mileage:
85,387
Stock number:
9755
VIN:
1FT7W2BT2HED23870

Preparing for a close up...

Photos coming soon

2017 GMC Sierra 3500HD

SLT Crew Cab 4WD

102,618 miles

$38,995

Good Deal
Longwood, FL
9 mi away
Year:
2017
Make:
GMC
Model:
Sierra 3500HD
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
6.6L V8 Biodiesel
Exterior color:
White
Fuel type:
Biodiesel
Interior color:
Black
Transmission:
6-Speed Automatic Overdrive
Mileage:
102,618
Stock number:
239673
VIN:
1GT42XCY7HF239673

Preparing for a close up...

Photos coming soon

2016 Ford F-250 Super Duty

Lariat Crew Cab 4WD

107,393 miles

$36,595

Good Deal
Sanford, FL
15 mi away
Year:
2016
Make:
Ford
Model:
F-250 Super Duty
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
440 hp 6.7L V8 Biodiesel
Exterior color:
Shadow Black
Fuel type:
Biodiesel
Interior color:
Black
Transmission:
6-Speed Automatic
Mileage:
107,393
Stock number:
GED45066
VIN:
1FT7W2BT3GED45066

Sponsored

  • Cheap Trucks for Sale in Winter Park FL

  • AWD cars for Sale in Winter Park FL

  • Cheap SUVs for Sale in Winter Park FL

  • Fuel Efficient Cars for Sale in Winter Park FL

  • Reliable Cars for Sale in Winter Park FL

  • 4X4 trucks for Sale in Winter Park FL

  • Ford Trucks for Sale in Winter Park FL

  • Chevrolet Trucks For Sale in Winter Park FL

  • Dodge Trucks For Sale in Winter Park FL

  • Hybrid Cars For Sale in Winter Park FL

  • Cars with Online Financing For Sale in Winter Park FL

  • Third Row SUVs For Sale in Winter Park FL

  • Diesel Trucks for Sale in Orlando FL

  • Diesel Trucks for Sale in Titusville FL

  • Diesel Trucks for Sale in Leesburg FL

  • Diesel Trucks for Sale in Daytona Beach FL

  • Diesel Trucks for Sale in Lakeland FL

  • Diesel Trucks for Sale in Melbourne FL

  • Diesel Trucks for Sale in Ocala FL

  • Diesel Trucks for Sale in Brooksville FL

  • Diesel Trucks for Sale in Sebring 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

  • VIP Auto Enterprise, Inc 1

  • Mullinax Ford of Central Florida

  • AutoNation Toyota Winter Park

  • Starling Chevrolet of Orlando

  • Land Rover of Orlando

  • Orlando Auto Lounge

  • Starling Chevrolet GMC

  • Holler Driver's Mart Sanford

  • Michaels Autos

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.