Commercial trucks near Winter Park, FL: 1,321 listings within 25 miles from 36 dealers. Prices range from $2,649 to $347,492. 78 are used. Average mileage is 51,422 miles. Top makes: Ford, Ram and Freightliner.
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1,321 matches
$169,995
2026 Ford F-550 Regular Cab DRW 4x2 Knapheide Mechanics Truck
6 mi.
2026 Ford F-550 Regular Cab DRW 4x2 Knapheide Mechanics Truck
Chassis
Diesel · 4x2
Stock #: TDA05754
$169,995
6 mi
2.4 mi away
Maitland, FL
$115,596
2026 Ford F-250 Crew Cab 4x4 Pickup
10 mi.
2026 Ford F-250 Crew Cab 4x4 Pickup
Pickup
Diesel · 4WD
Stock #: TEC47759
$115,596
10 mi
2.4 mi away
Maitland, FL
$115,579
2026 Ford F-450 Regular Cab DRW 4x2 Stahl Mechanics Truck
-
2026 Ford F-450 Regular Cab DRW 4x2 Stahl Mechanics Truck
Service
Gasoline · 4x2
Stock #: TDA05488
$115,579
-
2.4 mi away
Maitland, FL
$108,899
2024 Ford F-150 SuperCrew Cab 4x4 Pickup
19,909 mi.
2024 Ford F-150 SuperCrew Cab 4x4 Pickup
Pickup
Gasoline · 4WD
Stock #: RFB14712
$108,899
19,909 mi
2.4 mi away
Maitland, FL
$105,396
2025 Ford Transit 250 Medium Roof AWD Empty Cargo Van
36,000 mi.
2025 Ford Transit 250 Medium Roof AWD Empty Cargo Van
Vans
Gasoline · AWD
Stock #: SKA40448
$105,396
36,000 mi
2.4 mi away
Maitland, FL
$102,480
2027 Ford F-450 Crew Cab 4WD Cab Chassis
3 mi.
2027 Ford F-450 Crew Cab 4WD Cab Chassis
Chassis
Diesel · 4WD
Stock #: V0136
$102,480
3 mi
2.4 mi away
Tampa, FL
$101,255
2027 Ford F-250 Crew Cab 4x4 Pickup
10 mi.
2027 Ford F-250 Crew Cab 4x4 Pickup
Pickup
Diesel · 4WD
Stock #: VEC47296
$101,255
10 mi
2.4 mi away
Maitland, FL
$101,146
2025 Ford Transit 250 Medium Roof AWD Cargo Van
1 mi.
2025 Ford Transit 250 Medium Roof AWD Cargo Van
Vans
Gasoline · AWD
Stock #: SKA42920
$101,146
1 mi
2.4 mi away
Maitland, FL
$100,396
2026 Ford F-250 Crew Cab 4x4 Pickup
10 mi.
2026 Ford F-250 Crew Cab 4x4 Pickup
Pickup
Diesel · 4WD
Stock #: TED45452
$100,396
10 mi
2.4 mi away
Maitland, FL
$100,391
2025 Ford F-150 SuperCrew Cab 4x4 Pickup
36,000 mi.
2025 Ford F-150 SuperCrew Cab 4x4 Pickup
Pickup
Gasoline · 4WD
Stock #: SKE03279
$100,391
36,000 mi
2.4 mi away
Maitland, FL
$98,470
2025 Ford F-250 Crew Cab 4x4 Pickup
10 mi.
2025 Ford F-250 Crew Cab 4x4 Pickup
Pickup
Diesel · 4WD
Stock #: SED02870
$98,470
10 mi
2.4 mi away
Maitland, FL
$96,923
2027 Ford F-250 Crew Cab 4x4 Pickup
10 mi.
2027 Ford F-250 Crew Cab 4x4 Pickup
Pickup
Diesel · 4WD
Stock #: VEC36097
$96,923
10 mi
2.4 mi away
Maitland, FL
$96,021
2026 Ford F-250 Crew Cab 4x4 Pickup
10 mi.
2026 Ford F-250 Crew Cab 4x4 Pickup
Pickup
Diesel · 4WD
Stock #: TED34252
$96,021
10 mi
2.4 mi away
Maitland, FL
$95,646
2026 Ford F-250 Crew Cab 4x4 Pickup
10 mi.
2026 Ford F-250 Crew Cab 4x4 Pickup
Pickup
Diesel · 4WD
Stock #: TED32053
$95,646
10 mi
2.4 mi away
Maitland, FL
$95,283
2026 Ford F-250 Crew Cab 4x4 Pickup
10 mi.
2026 Ford F-250 Crew Cab 4x4 Pickup
Pickup
Diesel · 4WD
Stock #: TED48005
$95,283
10 mi
2.4 mi away
Maitland, FL
$94,972
2026 Ford F-350 Crew Cab SRW 4x4 Pickup
10 mi.
2026 Ford F-350 Crew Cab SRW 4x4 Pickup
Pickup
Diesel · 4WD
Stock #: TEF28871
$94,972
10 mi
2.4 mi away
Maitland, FL
$93,937
2026 Ford F-350 Crew Cab SRW 4x4 Pickup
6 mi.
2026 Ford F-350 Crew Cab SRW 4x4 Pickup
Pickup
Diesel · 4WD
Stock #: TED10421
$93,937
6 mi
2.4 mi away
Maitland, FL
$93,807
2025 Ford Transit 250 Medium Roof AWD Empty Cargo Van
1 mi.
2025 Ford Transit 250 Medium Roof AWD Empty Cargo Van
Vans
Gasoline · AWD
Stock #: SKA44761
$93,807
1 mi
2.4 mi away
Maitland, FL
$93,457
2026 Ford F-350 Crew Cab SRW 4x4 Pickup
6 mi.
2026 Ford F-350 Crew Cab SRW 4x4 Pickup
Pickup
Diesel · 4WD
Stock #: TEF28257
$93,457
6 mi
2.4 mi away
Maitland, FL
$93,174
2027 Ford F-450 Crew Cab DRW 4x4 Pickup
3 mi.
2027 Ford F-450 Crew Cab DRW 4x4 Pickup
Pickup
Diesel · 4WD
Stock #: VEC10367
$93,174
3 mi
2.4 mi away
Maitland, FL
$92,649
2026 Ford F-250 Crew Cab 4x4 Pickup
10 mi.
2026 Ford F-250 Crew Cab 4x4 Pickup
Pickup
Diesel · 4WD
Stock #: TEC98681
$92,649
10 mi
2.4 mi away
Maitland, FL
$91,895
2025 Ford F-150 SuperCrew Cab 4x4 Pickup
36,000 mi.
2025 Ford F-150 SuperCrew Cab 4x4 Pickup
Pickup
Gasoline · 4WD
Stock #: SKE03461
$91,895
36,000 mi
2.4 mi away
Maitland, FL
