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

Cheap Trucks for Sale in Winter Haven, FL

1,754 results
Winter Haven, FL
2021 Jeep Gladiator Sport Crew Cab 4WD AutoNation USA Wesley Chapel

2021 Jeep Gladiator

Sport Crew Cab 4WD

90,811 miles

$23,324

Fair Deal
Lutz, FL
42 mi away
Year:
2021
Make:
Jeep
Model:
Gladiator
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
285 hp 3.6L V6
Exterior color:
Bright White Clearcoat
Combined gas mileage:
19 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
6-Speed Manual
Mileage:
90,811
Stock number:
ML508908
VIN:
1C6HJTAG3ML508908

Sponsored

2023 Jeep Gladiator Sport Crew Cab 4WD

2023 Jeep Gladiator

Sport Crew Cab 4WD

5,969 miles

$28,470

Great Deal
Orlando, FL
37 mi away
Year:
2023
Make:
Jeep
Model:
Gladiator
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
285 hp 3.6L V6
Exterior color:
Sarge Green Clearcoat
Combined gas mileage:
19 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
5,969
Stock number:
PL584479
VIN:
1C6JJTAG4PL584479

Sponsored

2023 Jeep Gladiator High Altitude Crew Cab 4WD

2023 Jeep Gladiator

High Altitude Crew Cab 4WD

47,798 miles

$29,915

Great Deal
Tampa, FL
39 mi away
Year:
2023
Make:
Jeep
Model:
Gladiator
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
285 hp 3.6L V6
Exterior color:
Black Clearcoat
Combined gas mileage:
19 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
47,798
Stock number:
L537817
VIN:
1C6HJTFG6PL537817

Sponsored

2018 RAM 1500 Big Horn Crew Cab 4WD

2018 RAM 1500

Big Horn Crew Cab 4WD

85,201 miles

$20,998

Great Deal
Orlando, FL
30 mi away
Year:
2018
Make:
RAM
Model:
1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
395 hp 5.7L V8
Exterior color:
Gray (Maximum Steel Metallic Clearcoat)
Combined gas mileage:
18 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
85,201
Stock number:
VM265299
VIN:
3C6RR7LT5JG265299

2021 GMC Sierra 1500 Crew Cab 4WD

2021 GMC Sierra 1500

Crew Cab 4WD

34,163 miles

$29,990

Good Deal
Wesley Chapel, FL
40 mi away
Year:
2021
Make:
GMC
Model:
Sierra 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
310 hp 2.7L I4
Exterior color:
Black
Combined gas mileage:
19 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
34,163
Stock number:
G724483A
VIN:
3GTP9AEK4MG203382

2017 Ford F-150 XL SuperCab 4WD

2017 Ford F-150

XL SuperCab 4WD

136,156 miles

$13,037

Good Deal
37 mi away
Year:
2017
Make:
Ford
Model:
F-150
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
282 hp 3.5L V6 Flex Fuel Vehicle
Combined gas mileage:
20 MPG
Fuel type:
Flex Fuel Vehicle
Transmission:
6-Speed Automatic
Mileage:
136,156
Stock number:
NWD34060
VIN:
1FTEX1E81HKD34060

Preparing for a close up...

Photos coming soon

2023 Ford Maverick

XLT SuperCrew FWD

25,209 miles

$23,454

Great Deal
Certified Pre-Owned
Plant City, FL
24 mi away
Year:
2023
Make:
Ford
Model:
Maverick
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Front-Wheel Drive
Engine:
250 hp 2L I4
Exterior color:
Carbonized Gray Metallic
Combined gas mileage:
26 MPG
Fuel type:
Gasoline
Interior color:
Black Onyx / Medium Dark Slate
Transmission:
8-Speed Automatic
Mileage:
25,209
Stock number:
38928A
VIN:
3FTTW8E94PRA98350

Preparing for a close up...

Photos coming soon

2021 RAM 1500

Big Horn Crew Cab RWD

91,284 miles

$23,785

Great Deal
37 mi away
Year:
2021
Make:
RAM
Model:
1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
4X2
Engine:
395 hp 5.7L V8
Combined gas mileage:
18 MPG
Fuel type:
Gasoline
Transmission:
8-Speed Automatic
Mileage:
91,284
Stock number:
NW661872
VIN:
1C6RREFT1MN661872

Preparing for a close up...

Photos coming soon

2020 Chevrolet Silverado 1500

Work Truck Double Cab 4WD

103,724 miles

$17,991

Great Deal
Plant City, FL
27 mi away
Year:
2020
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
4.3L V6 Flex Fuel Vehicle
Exterior color:
White
Combined gas mileage:
17 MPG
Fuel type:
Flex Fuel Vehicle
Interior color:
White
Transmission:
Automatic
Mileage:
103,724
Stock number:
8059
VIN:
1GCRYAEH8LZ327704

Preparing for a close up...

Photos coming soon

2022 Chevrolet Silverado 1500

Custom Crew Cab 4WD

52,313 miles

$28,620

Good Deal
37 mi 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
Fuel type:
Gasoline
Transmission:
8-Speed Automatic Overdrive
Mileage:
52,313
Stock number:
NW630676
VIN:
1GCPDBEK0NZ630676

Preparing for a close up...

Photos coming soon

2022 RAM 1500

Rebel Crew Cab 4WD

135,994 miles

$24,550

Great Deal
37 mi away
Year:
2022
Make:
RAM
Model:
1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
260 hp 3L V6 Biodiesel
Combined gas mileage:
25 MPG
Fuel type:
Biodiesel
Transmission:
8-Speed Automatic
Mileage:
135,994
Stock number:
NW261889
VIN:
1C6SRFLM4NN261889

Preparing for a close up...

Photos coming soon

2017 Ford F-350 Super Duty Chassis

XLT RWD

156,531 miles

$10,000

Good Deal
Tampa, FL
46 mi away
Year:
2017
Make:
Ford
Model:
F-350 Super Duty Chassis
Body type:
Pickup Truck
Doors:
2 doors
Drivetrain:
4X2
Engine:
385 hp 6.2L V8 Flex Fuel Vehicle
Fuel type:
Flex Fuel Vehicle
Transmission:
6-Speed Automatic
Mileage:
156,531
Stock number:
12470
VIN:
1FDRF3E66HEC15817

Preparing for a close up...

Photos coming soon

2014 RAM 3500

Tradesman Crew Cab LB DRW 4WD

149,486 miles

$27,990

Fair Deal
Tampa, FL
46 mi away
Year:
2014
Make:
RAM
Model:
3500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
350 hp 6.7L I6 Diesel
Exterior color:
Gray
Fuel type:
Diesel
Interior color:
Black
Transmission:
6-Speed Automatic
Mileage:
149,486
Stock number:
301084
VIN:
3C63RRGLXEG301084

Preparing for a close up...

Photos coming soon

2018 RAM 1500

Harvest Crew Cab RWD

97,081 miles

$20,989

Fair Deal
Orlando, FL
44 mi away
Year:
2018
Make:
RAM
Model:
1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
4X2
Engine:
305 hp 3.6L V6 Flex Fuel Vehicle
Exterior color:
Black
Combined gas mileage:
21 MPG
Fuel type:
Flex Fuel Vehicle
Interior color:
Black
Transmission:
Automatic
Mileage:
97,081
Stock number:
292972
VIN:
1C6RR6LG8JS292972

Preparing for a close up...

Photos coming soon

2022 Ford Maverick

XLT SuperCrew AWD

17,586 miles

$24,849

Great Deal
Certified Pre-Owned
Plant City, FL
24 mi away
Year:
2022
Make:
Ford
Model:
Maverick
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
250 hp 2L I4
Exterior color:
Oxford White
Combined gas mileage:
25 MPG
Fuel type:
Gasoline
Interior color:
Black Onyx/Medium Dark Slate
Transmission:
8-Speed Automatic
Mileage:
17,586
Stock number:
P19140
VIN:
3FTTW8F94NRB11514

Preparing for a close up...

Photos coming soon

2021 Jeep Gladiator

Rubicon Crew Cab 4WD

55,294 miles

$29,998

Good Deal
Davenport, FL
12 mi away
Year:
2021
Make:
Jeep
Model:
Gladiator
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
285 hp 3.6L V6
Exterior color:
Hydro Blue Pearlcoat
Combined gas mileage:
19 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
55,294
Stock number:
D20138
VIN:
1C6JJTBG6ML503539

Preparing for a close up...

Photos coming soon

2020 Chevrolet Silverado 1500

LT Crew Cab RWD

55,171 miles

$28,988

Fair Deal
Tampa, FL
40 mi away
Year:
2020
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
4X2
Engine:
355 hp 5.3L V8
Exterior color:
Gray
Combined gas mileage:
20 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
55,171
Stock number:
C262809A
VIN:
3GCPWCED6LG415642

Preparing for a close up...

Photos coming soon

2010 GMC Canyon

SLE1 Crew Cab

69,140 miles

$12,944

Fair Deal
Orlando, FL
28 mi away
Year:
2010
Make:
GMC
Model:
Canyon
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
4X2
Engine:
185 hp 2.9L I4
Exterior color:
Sheer Silver Metallic
Fuel type:
Gasoline
Interior color:
Black (Ebony)
Transmission:
4-Speed Automatic Overdrive
Mileage:
69,140
Stock number:
146777T
VIN:
1GTDSCD90A8146777

Preparing for a close up...

Photos coming soon

2018 Nissan Titan

XD PRO-4X Crew Cab 4WD

66,293 miles

$27,988

Great Deal
Lakeland, FL
14 mi away
Year:
2018
Make:
Nissan
Model:
Titan
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
310 hp 5L V8 Diesel
Exterior color:
Pearl White
Fuel type:
Diesel
Interior color:
Black
Transmission:
6-Speed Automatic Overdrive
Mileage:
66,293
Stock number:
JN520183
VIN:
1N6BA1F43JN520183

Preparing for a close up...

Photos coming soon

2024 Chevrolet Colorado

Work Truck Crew Cab RWD

22,248 miles

$26,752

Fair Deal
Certified Pre-Owned
Plant City, FL
24 mi away
Year:
2024
Make:
Chevrolet
Model:
Colorado
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
4X2
Engine:
237 hp 2.7L I4
Exterior color:
Sand Dune Metallic
Combined gas mileage:
21 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
22,248
Stock number:
A19116
VIN:
1GCGSBEC9R1144516

Preparing for a close up...

Photos coming soon

2014 Ford F-150

STX SuperCrew

113,450 miles

$14,995

Good Deal
Tampa, FL
46 mi away
Year:
2014
Make:
Ford
Model:
F-150
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
4X2
Engine:
302 hp 3.7L V6 Flex Fuel Vehicle
Exterior color:
Race Red
Combined gas mileage:
20 MPG
Fuel type:
Flex Fuel Vehicle
Interior color:
Black
Transmission:
Automatic
Mileage:
113,450
Stock number:
A10051
VIN:
1FTEW1CM1EFA99005

Preparing for a close up...

Photos coming soon

2022 Toyota Tacoma

SR5 V6 Double Cab 4WD

54,866 miles

$29,961

Great Deal
Tampa, FL
39 mi away
Year:
2022
Make:
Toyota
Model:
Tacoma
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
278 hp 3.5L V6
Exterior color:
Magnetic Gray Metallic
Combined gas mileage:
20 MPG
Fuel type:
Gasoline
Interior color:
Cement
Transmission:
6-Speed Automatic
Mileage:
54,866
Stock number:
T2623A
VIN:
3TYCZ5AN8NT079534

Preparing for a close up...

Photos coming soon

2023 Jeep Gladiator

Sport S Crew Cab 4WD

56,394 miles

$26,249

Great Deal
Orlando, FL
44 mi away
Year:
2023
Make:
Jeep
Model:
Gladiator
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
285 hp 3.6L V6
Exterior color:
Gray
Combined gas mileage:
19 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
56,394
Stock number:
PL519827
VIN:
1C6HJTAG8PL519827

Preparing for a close up...

Photos coming soon

2024 Ford Maverick

Lariat SuperCrew AWD

17,699 miles

$28,973

Great Deal
Certified Pre-Owned
Tampa, FL
40 mi away
Year:
2024
Make:
Ford
Model:
Maverick
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
250 hp 2L I4
Combined gas mileage:
25 MPG
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
17,699
Stock number:
T0659N
VIN:
3FTTW8S91RRA10989

Sponsored

  • Diesel Trucks for Sale in Winter Haven FL

  • AWD cars for Sale in Winter Haven FL

  • Cheap SUVs for Sale in Winter Haven FL

  • Fuel Efficient Cars for Sale in Winter Haven FL

  • Reliable Cars for Sale in Winter Haven FL

  • 4X4 trucks for Sale in Winter Haven FL

  • Ford Trucks for Sale in Winter Haven FL

  • Chevrolet Trucks For Sale in Winter Haven FL

  • Dodge Trucks For Sale in Winter Haven FL

  • Hybrid Cars For Sale in Winter Haven FL

  • Cars with Online Financing For Sale in Winter Haven FL

  • Third Row SUVs For Sale in Winter Haven FL

  • Cheap Trucks for Sale in Lakeland FL

  • Cheap Trucks for Sale in Sebring FL

  • Cheap Trucks for Sale in Orlando FL

  • Cheap Trucks for Sale in Tampa FL

  • Cheap Trucks for Sale in Leesburg FL

  • Cheap Trucks for Sale in Brooksville FL

  • Cheap Trucks for Sale in Titusville FL

  • Cheap Trucks for Sale in Melbourne FL

  • Cheap Trucks for Sale in Sarasota 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 in Winter Haven

  • Used SUVs / Crossovers for Sale with Low Mileage in Winter Haven

  • Used Hatchbacks for Sale with Low Mileage in Winter Haven

  • Used Convertibles for Sale with Low Mileage in Winter Haven

  • Used Vans for Sale with Low Mileage in Winter Haven

  • Used Minivans for Sale with Low Mileage in Winter Haven

  • Used Pickup Trucks for Sale with Low Mileage in Winter Haven

  • Used Coupes for Sale with Low Mileage in Winter Haven

  • Used Wagons for Sale with Low Mileage in Winter Haven

  • Mint Auto Sales

  • EVO Motors

  • Autovend USA

  • Jerry Ulm Chrysler Dodge Jeep Ram

  • CarHeroes

  • Holler Driver's Mart Winter Park

  • CarHeroes

  • Jacobs Mitsubishi Wesley Chapel

  • Mullinax Ford of Central Florida

  • Tampa Bay Auto

  • Rivard Buick GMC

  • AutoNation Toyota Winter Park

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

© 2026 CarGurus, Inc., All Rights Reserved.