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All New & Used Trailers for Sale near Winter Haven, FL

Discover 1767 trailers of popular models like Cargo (Enclosed) Trailers, Utility Trailers and more Within 200 miles of Winter Haven, FL from leading manufacturers like Triple Crown Trailers, Sure-trac, Big Tex Trailers and more. Start browsing now and connect with trusted dealers and private sellers.

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2026 GPS Trailers GT612 Utility Trailer
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BLACK, * 2025, * Empty Weight 1,240#, * GVWR 2,990, * 3,500# Single Axle, Electric Brakes, * 2K Top Wind...

Manufacturer
GPS Trailers
Condition
new
$2,399
Under 2 hours from youHudson, FL
2025 Aluma 8115SR Utility Trailer
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THESE MODELS CAN BE CUSTOMIZED. ASK ABOUT OPTIONS TODAY * 2025 * GVWR 2,990# * Empty Weight 960# * 1-3000#...

Manufacturer
Aluma
Condition
new
$6,099
Under 2 hours from youHudson, FL
2007 Keystone RV Outback 31KFW Fifth Wheel
Enhanced

35FT, weighs 8400lbs and can sleep 6-8. Front queen standup bedroom with glass shower and private toilet. Middle superslide has...

Manufacturer
Keystone RV
Condition
used
$4,399
Under 2 hours from youOrlando, FL
*****CLEARANCE*****New Sure-Trac 5X10 Tilt Deck 6k Equipment Trailer
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\\\\\CLEARANCE\\\\\ 2024 MODEL BLOWOUT - GREAT DEAL!!! PERFECT SIZE TO GET IN SMALL AREAS WITH YOUR EQUIPMENT! 2024 Sure-Trac 62x10...

Manufacturer
Sure-Trac
Condition
new
Pull Type
bumper
Payload Capacity
4640
Weight
1360 lbs
SALE
$4,499$5,100
Under 1 hour from youZephyrhills, FL
2013 Fleetwood BOUNDER 36E Class A
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Length: 36'3" Miles: 57,047 Sleeps: 2 Slides: 2 w/ Toppers 6.8L Ford V10 5500 Onan QG Generator w/ 343 Hours...

Manufacturer
Fleetwood RV
Condition
used
SALE
$53,500$62,500
Under 2 hours from youTitusville, FL
2008 Keystone RV Passport 245RB Travel Trailer
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2008 Keystone Passport #245RB 27FT, weighs 4700lbs and can sleep 4-6. Front queen walk around bedroom, middle dinette table and...

Manufacturer
Keystone RV
Condition
used
$1,800
Under 2 hours from youOrlando, FL
New Bear Track 81X176 All Aluminum SlingShot Tilt Utility Trailer
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FAST, CONVENIENT LOADING AND UNLOADING WITH A BEAR TRACK TILT UTILITY TRAILER. ATV'S AND UTV'S HAVE NEVER BEEN EASIER TO...

Manufacturer
Bear Track
Condition
new
Pull Type
bumper
Payload Capacity
2750
Weight
750 lbs
$7,299
Under 1 hour from youZephyrhills, FL
New Bear Track 81X176 All Aluminum SlingShot Tilt Utility Trailer
Enhanced

FAST, CONVENIENT LOADING AND UNLOADING WITH A BEAR TRACK TILT UTILITY TRAILER. ATV'S AND UTV'S HAVE NEVER BEEN EASIER TO...

Manufacturer
Bear Track
Condition
new
Pull Type
bumper
Payload Capacity
2750
Weight
750 lbs
$7,299
Under 1 hour from youZephyrhills, FL
2026 Aluma 8218ESA Utility Trailer
Enhanced

THESE MODELS CAN BE CUSTOMIZED. ASK ABOUT OPTIONS TODAY * 2026 * Empty Weigjt 1,425# * GVWR 7,000# * 2)...

Manufacturer
Aluma
Condition
new
$8,699
Under 2 hours from youHudson, FL
2025 Anderson Manufacturing 6X12 UTILITY  ATV Trailer
Enhanced

IN STOCK READY TO GO FINANCING AVAILABLE RENT TO OWN OPTIONS MANY SIZES AVAILABLE CALL FOR MORE INFORMATION 305-597-0043

Manufacturer
Anderson Manufacturing
Condition
new
Length
14' 0
$3,295
Miami, FL
New Rock Solid Cargo 7X14TA Enclosed Cargo Trailer
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2025 Rock Solid Cargo 7X14TA Enclosed Cargo Trailer (2) 3500# Drop Leaf Spring Axle w/Electric Brakes GVWR: 7000# Empty Weight:...

Manufacturer
Rock Solid Cargo
Condition
new
Pull Type
bumper
Payload Capacity
4880
Weight
2120 lbs
$5,899
Under 1 hour from youZephyrhills, FL
New Sure-Trac 6X10 7K Single Ram Dump Trailer
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2025 Sure-Trac 6x10 Single Ram Low Profile 7K Dump Trailer (2) 3500# Leaf Spring Axles w/Easy Lube Hubs, Electric Brakes...

Manufacturer
Sure-Trac
Condition
new
Pull Type
bumper
Payload Capacity
4215
Weight
2785 lbs
$7,899
Under 1 hour from youZephyrhills, FL
New Sure-Trac 82x12 Low Profile 14k Telescopic Hoist Dump Trailer w/LRG Tire Upgrade
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2025 82 x 12 Sure-Trac 14k Low Profile Telescopic Hoist Dump Trailer (2) 7000# Slipper Spring Axles w/ Easy Lube...

Manufacturer
Sure-Trac
Condition
new
Pull Type
bumper
Payload Capacity
10280
Weight
3720 lbs
$11,999
Under 1 hour from youZephyrhills, FL
New Sure-Trac 82X14 14k HD Low Profile Telescopic Dump Trailer w/LRG Tire Upgrade
Enhanced

2025 Sure-Trac 82 X 14 Telescopic 14k Dump Trailer w/LRG Tires and 7 Gauge Floor (2) 7000# Lippert Slipper Spring...

Manufacturer
Sure-Trac
Condition
new
Pull Type
bumper
Payload Capacity
10120
Weight
3880 lbs
$12,299
Under 1 hour from youZephyrhills, FL
6.5x16 Landscape Utility  **CASH $3,999**
Special Order
Enhanced

NON STOCKING / SPECIAL ORDER LEAD TIME VARIES 2 DAYS TO 2 WEEKS $4,154 plus $5.50 FL fees, tax /...

Feature 1
Fold Up Full Width Ramp Gate
SALE
$3,999$4,154
Under 2 hours from youRockledge, FL

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