Pickup Trucks For Sale near Winter Springs, FL

Commercial Truck Sales has new and used pickup trucks for sale from leading manufacturers. Find what you need and connect directly to dealers.

Pickup trucks near Winter Springs, FL: 606 listings within 25 miles from 28 dealers. Prices range from $2,649 to $141,240. Average mileage is 39,910 miles. Top makes: Ford, Ram and Chevrolet.

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606 matches

$121,790

2023 Chevrolet Silverado 1500

7,343 mi.

Sanford, FL (4.7 mi)

2023 Chevrolet Silverado 1500

Pickup

10-Speed Automatic · Gasoline · 4WD

Is this 2023 Chevrolet Silverado 1500 your perfect car? Contact Gibson Truck World to see this Dark Ash Metallic RST Z71 Rocky Ridge 6inch Lifted 4x4 Truck available for $59290

Stock #: 2GCUDEED3P1144056

$121,790

7,343 mi

4.7 mi away

Sanford, FL

$120,790

2026 Ram 1500

7,343 mi.

Sanford, FL (4.7 mi)

2026 Ram 1500

Pickup

8-Speed Automatic · Gasoline · 4WD

Is this 2026 Ram 1500 your perfect car? Contact Gibson Truck World to see this Crystal Metallic Big Horn Night Edition Crew Cab 6inch Lifted 4x4 Truck available for $60790

Stock #: 1C6SRFFT8TN278582

$120,790

7,343 mi

4.7 mi away

Sanford, FL

$120,790

2023 Ram 2500

7,343 mi.

Sanford, FL (4.7 mi)

2023 Ram 2500

Pickup

6-Speed Automatic · Diesel · 4WD

Is this 2023 Ram 2500 your perfect car? Contact Gibson Truck World to see this Granite Crystal Metallic Clearcoat Big Horn Crew Cab 6inch Lifted 4x4 Truck available for $60790

Stock #: 3C6UR5DL2PG519217

$120,790

7,343 mi

4.7 mi away

Sanford, FL

$120,790

2024 Ford F-150

7,343 mi.

Sanford, FL (4.7 mi)

2024 Ford F-150

Pickup

10-Speed Automatic · Gasoline · 4WD

Is this 2024 Ford F-150 your perfect car? Contact Gibson Truck World to see this Oxford White XLT Black Appearance Crew Cab 6inch Lifted 4x4 Truck available for $60290

Stock #: 1FTFW3L84RKE09552

$120,790

7,343 mi

4.7 mi away

Sanford, FL

$120,790

2026 Ram 2500

7,343 mi.

Sanford, FL (4.7 mi)

2026 Ram 2500

Pickup

8-Speed Automatic · Gasoline · 4WD

Is this 2026 Ram 2500 your perfect car? Contact Gibson Truck World to see this Diamond Black Big Horn Crew Cab 6inch Lifted 4x4 Truck available for $61290

Stock #: 3C6UR5DJ8TG235082

$120,790

7,343 mi

4.7 mi away

Sanford, FL

$115,790

2020 Ford F-450SD

6,244 mi.

Sanford, FL (4.7 mi)

2020 Ford F-450SD

Pickup

10-Speed Automatic · Diesel · 4WD

Is this 2020 Ford F-450SD your perfect car? Contact Gibson Truck World to see this Agate Black Metallic Limited Crew Cab Lifted Dually 4x4 Truck

Stock #: 1FT8W4DTXLEE42014

$115,790

6,244 mi

4.7 mi away

Sanford, FL

$115,790

2024 Ford F-150

2,305 mi.

Sanford, FL (4.7 mi)

2024 Ford F-150

Pickup

10-Speed Automatic · Gasoline · 4WD

Is this 2024 Ford F-150 your perfect car? Contact Gibson Truck World to see this Avalanche Gray XLT Black Appearance Crew Cab 6inch Lifted 4x4 Truck available for $59290

Stock #: 1FTEW3LP4RKF43609

$115,790

2,305 mi

4.7 mi away

Sanford, FL

$115,790

2024 Ford F-250

6,244 mi.

Sanford, FL (4.7 mi)

2024 Ford F-250

Pickup

10-Speed Automatic · Diesel · 4WD

Is this 2024 Ford F-250 your perfect car? Contact Gibson Truck World to see this Oxford White XLT FX4 Crew Cab 6inch Lifted 4x4 Truck available for $65790

Stock #: 1FT7W2BT4REC16921

$115,790

6,244 mi

4.7 mi away

Sanford, FL

$109,995

2026 Ford F-450

9,354 mi.

Sanford, FL (4.7 mi)

2026 Ford F-450

Pickup

10-Speed Automatic · Diesel · 4WD

Is this 2026 Ford F-450 your perfect car? Contact Gibson Truck World to see this Agate Black Metallic Platinum Plus FX4 Crew Cab Dually 4x4 Truck available for $109790

Stock #: 47795

$109,995

9,354 mi

4.7 mi away

Sanford, FL

$85,995

2025 Ford F-250

4,860 mi.

Sanford, FL (4.7 mi)

2025 Ford F-250

Pickup

10-Speed Automatic · Diesel · 4WD

Is this 2025 Ford F-250 your perfect car? Contact Gibson Truck World to see this Gray Metallic Platinum Plus Crew Cab 4x4 Truck available for $86790

Stock #: 47826

$85,995

4,860 mi

4.7 mi away

Sanford, FL

$85,790

2021 GMC Sierra 3500HD

11,779 mi.

Sanford, FL (4.7 mi)

2021 GMC Sierra 3500HD

Pickup

10-Speed Automatic · Diesel · 4WD

Is this 2021 GMC Sierra 3500HD your perfect car? Contact Gibson Truck World to see this Pacific Blue Metallic AT4 Premium Crew Cab Lifted 4x4 Truck available for $43790

Stock #: 1GT49VEY7MF102658

$85,790

11,779 mi

4.7 mi away

Sanford, FL

$74,995

2025 Ram 3500

12,395 mi.

Sanford, FL (4.7 mi)

2025 Ram 3500

Pickup

8-Speed Automatic · Diesel · 4WD

Is this 2025 Ram 3500 your perfect car? Contact Gibson Truck World to see this Granite Crystal Metallic Clearcoat Laramie Night Crew Cab Dually 4x4 Truck available for $74790

Stock #: 47763

$74,995

12,395 mi

4.7 mi away

Sanford, FL

$64,995

2024 Ram 3500

24,047 mi.

Sanford, FL (4.7 mi)

2024 Ram 3500

Pickup

6-Speed Automatic · Diesel · 4WD

Is this 2024 Ram 3500 your perfect car? Contact Gibson Truck World to see this Delmonico Red Pearlcoat Big Horn Crew Cab Dually 4x4 Truck available for $64790

Stock #: 47773

$64,995

24,047 mi

4.7 mi away

Sanford, FL

$64,290

2021 Ford F-150

2,305 mi.

Sanford, FL (4.7 mi)

2021 Ford F-150

Pickup

10-Speed Automatic · Flex Fuel · 4WD

Is this 2021 Ford F-150 your perfect car? Contact Gibson Truck World to see this Carbonized Gray Metallic XLT Sport FX4Crew Cab Black Widow 6inch Lifted 4x4 Truck available for $53790

Stock #: 1FTFW1E51MFD11443

$64,290

2,305 mi

4.7 mi away

Sanford, FL

$64,290

2017 Ford F-150

2,305 mi.

Sanford, FL (4.7 mi)

2017 Ford F-150

Pickup

6-Speed Automatic Electronic · Flex Fuel · 4x2

Is this 2017 Ford F-150 your perfect car? Contact Gibson Truck World to see this Blue Jeans Metallic XLT Crew Cab Truck available for $22790

Stock #: 1FTEW1C82HKD11652

$64,290

2,305 mi

4.7 mi away

Sanford, FL

$63,790

2024 Ford F-150

2,305 mi.

Sanford, FL (4.7 mi)

2024 Ford F-150

Pickup

10-Speed Automatic · Gasoline · 4WD

Is this 2024 Ford F-150 your perfect car? Contact Gibson Truck World to see this Agate Black Metallic XLT Black Appearance Crew Cab 6inch Lifted 4x4 Truck available for $56790

Stock #: 1FTFW3L58RKE88178

$63,790

2,305 mi

4.7 mi away

Sanford, FL

$62,790

2017 Ram 1500

1,422 mi.

Sanford, FL (4.7 mi)

2017 Ram 1500

Pickup

8-Speed Automatic · Gasoline · 4x2

Is this 2017 Ram 1500 your perfect car? Contact Gibson Truck World to see this Red Sport Crew Cab Truck available for $25790

Stock #: 1C6RR6MT5HS561595

$62,790

1,422 mi

4.7 mi away

Sanford, FL

$61,790

2017 Ram 1500

1,422 mi.

Sanford, FL (4.7 mi)

2017 Ram 1500

Pickup

8-Speed Automatic · Gasoline · 4x2

Is this 2017 Ram 1500 your perfect car? Contact Gibson Truck World to see this Bright Silver Clearcoat Metallic Express Crew Cab Truck available for $20790

Stock #: 3C6RR6KT7HG591790

$61,790

1,422 mi

4.7 mi away

Sanford, FL

$61,290

2021 Chevrolet Silverado 2500HD

11,677 mi.

Sanford, FL (4.7 mi)

2021 Chevrolet Silverado 2500HD

Pickup

10-Speed Automatic · Diesel · 4WD

Is this 2021 Chevrolet Silverado 2500HD your perfect car? Contact Gibson Truck World to see this Summit White LT Crew Cab 8inch Lifted 4x4 Truck available for $54790

Stock #: 1GC1YNEY7MF306317

$61,290

11,677 mi

4.7 mi away

Sanford, FL

$56,995

2025 Ford F-250

27,254 mi.

Sanford, FL (4.7 mi)

2025 Ford F-250

Pickup

10-Speed Automatic · Diesel · 4WD

Is this 2025 Ford F-250 your perfect car? Contact Gibson Truck World to see this Oxford White XL Crew Cab Longbed 4x4 Truck available for $56790

Stock #: 47785

$56,995

27,254 mi

4.7 mi away

Sanford, FL

$51,995

2026 Ram 2500

9,375 mi.

Sanford, FL (4.7 mi)

2026 Ram 2500

Pickup

8-Speed Automatic · Gasoline · 4WD

Is this 2026 Ram 2500 your perfect car? Contact Gibson Truck World to see this Diamond Black Crystal PC Big Horn Crew Cab 4x4 Truck available for $52790

Stock #: 47794

$51,995

9,375 mi

4.7 mi away

Sanford, FL

$51,995

2026 Ram 2500

8,409 mi.

Sanford, FL (4.7 mi)

2026 Ram 2500

Pickup

8-Speed Automatic · Gasoline · 4WD

Is this 2026 Ram 2500 your perfect car? Contact Gibson Truck World to see this Diamond Black Crystal Pearlcoat Lone Star Night Crew Cab 4x4 Truck available for $52790

Stock #: 47766

$51,995

8,409 mi

4.7 mi away

Sanford, FL

$51,995

2026 Ram 2500

12,059 mi.

Sanford, FL (4.7 mi)

2026 Ram 2500

Pickup

8-Speed Automatic · Gasoline · 4WD

Is this 2026 Ram 2500 your perfect car? Contact Gibson Truck World to see this Diamond Black Crystal Pearlcoat Big Horn Crew Cab 4x4 Truck available for $52790

Stock #: 47821

$51,995

12,059 mi

4.7 mi away

Sanford, FL

$50,000

2024 Ford F-150

30,000 mi.

Sanford, FL (4.7 mi)

2024 Ford F-150

Pickup

10-Speed Automatic · Gasoline · 4WD

Is this 2024 Ford F-150 your perfect car? Contact Gibson Truck World to see this Antimatter Blue Metallic XLT Black Appearance Crew Cab 4x4 Truck available for $60790

Stock #: 1FTEW3LP8RKD87784

$50,000

30,000 mi

4.7 mi away

Sanford, FL

1–24 of 606 results

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Pickup Trucks For Sale near Winter Springs, FL

Powerful Pickups. Direct Connections. Better Deals.

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Ready to Power Your Business? Find Your Pickup Today

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Popular makes in Winter Springs, FL

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Pickup Trucks For Sale near Winter Springs, FL

Powerful Pickups. Direct Connections. Better Deals.

How it works:

Ready to Power Your Business? Find Your Pickup Today

Nearby cities

More truck types in Winter Springs, FL

Popular makes in Winter Springs, FL