Trucks for Sale Near Winter Haven, FL

Browse trucks from trusted dealers

1,511 trucks are for sale near Winter Haven, FL, priced from $9,777 to $135,383 across 70 dealers within 150 miles. Lakeland Toyota (14 mi away) has the largest selection with 108 in stock. Inventory updated August 3, 2026.

Car dealers near Winter Haven, FL

Central Buick GMC Winter Haven

1555 1st St S, Winter Haven, FL 33880 · 3.1 mi away

24 matching vehicles in stock · $19,997–$92,979

(863) 624-5482 · Monday: 8:00 AM – 6:00 PM

Huston GMC

19510 U.S. 27, Lake Wales, FL 33853 · 12 mi away

40 matching vehicles in stock · $38,126–$99,926

(863) 261-8872 · Monday: 8:30 AM – 7:00 PM

Lakeland Toyota

2925 Mall Hill Dr, Lakeland, FL 33810 · 14 mi away

108 matching vehicles in stock · $23,295–$78,554

(863) 688-5451 · Monday: 9:00 AM – 8:00 PM

Lakeland Chrysler Dodge Jeep RAM

2875 Mall Hill Dr, Lakeland, FL 33810 · 14 mi away

21 matching vehicles in stock · $27,116–$83,061

(863) 617-7801 · Monday: 9:00 AM – 8:00 PM

Huston Chrysler Dodge Jeep RAM

1600 U.S. Hwy 27 S, Avon Park, FL 33825 · 33 mi away

12 matching vehicles in stock · $23,247–$80,305

Huston Chevrolet

1650 U.S. Hwy 27 S, Avon Park, FL 33825 · 33 mi away

20 matching vehicles in stock · $25,994–$93,897

(863) 210-2867 · Monday: 8:30 AM – 6:00 PM

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