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New & Used Trailers for Sale near Chesapeake, VA

Discover 1503 trailers of popular models like Utility Trailers, Dump Trailers and more Within 200 miles of Chesapeake, VA from leading manufacturers like Load Trail, Sure-trac, Homesteader Trailers and more. Start browsing now and connect with trusted dealers and private sellers.

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2026 Master Tow 80THDEB Tow Dolly with Spare Tire
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2026 MASTER TOW, TOW DOLLY WITH ELECTRIC BRAKES. 14" RADIAL TIRES, BALANCED! Comes with full year factory warranty with the...

Manufacturer
Master Tow
Condition
new
Pull Type
bumper
$2,107
Staunton, VA
2025 Holmes 6'4" x 16' 7k Tandem Axle Utility Trailer
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Residential Utility Our new Residential Series comes in both single and tandem axle models and offers the same great value...

Manufacturer
Holmes
Condition
new
Pull Type
bumper
Payload Capacity
5350
Weight
1650 lbs
Length
16' 0
$4,950
Under 2 hours from youMechanicsville, VA
2025 PJ Trailers TJ 16+4 Tilt Bed with 8k Axles Equipment Trailer
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Standard Features · 16'Tilt Bed,4' Stationary Deck · 16,000 lb. G.V.W.R. · 8,000 lb. x 2 G.A.W.R. · HD 2...

Manufacturer
PJ Trailers
Condition
new
Pull Type
bumper
Length
20' 0
$12,995
Hope Mills, NC
2011 Open Range RV Company Residential M398RLS 5th Wheel Camper  Trailer
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TRAILERS FOR EVERYTHING AND EVERYTHING FOR TRAILERS THIS RV IS PRICED WELL BELOW RETAIL BECAUSE OF A COUPLE OF ISSUES(SEE...

Manufacturer
Open Range RV Company
Condition
used
Pull Type
fifth_wheel
Length
39' 0
$12,995
Hope Mills, NC
 Quality Cargo QC612TA Enclosed Cargo Trailer
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This Quality Cargo is a 6x12 Tandem brake axle, 6'3" interior height, rear ramp door, LED lights, 3/8 sidewalls and...

Manufacturer
Quality Cargo
Condition
new
Length
12' 0
$5,799
Under 1 hour from youGloucester Point, VA
2025 Master Tow 76X14 TUBE SIDES Utility Trailer
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2025 MASTER TOW, 76"X14' 7K, TUBE (DOUBLE HORIZONAL TUBE FRT & SIDES) \\\ BLACK \\\ 6'- 4" wide tandem axles,...

Manufacturer
Master Tow
Condition
new
Payload Capacity
5360
Weight
1640 lbs
Length
14' 0
$4,424
Staunton, VA
2025 Master Tow 82X14 TUBE SIDES Utility Trailer
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2025 MASTER TOW, 82"X14' 7K, TUBE (DOUBLE HORIZONAL TUBE FRT & SIDES) \\\ BLACK \\\ 6'- 10" wide tandem axles,...

Manufacturer
Master Tow
Condition
new
Pull Type
bumper
Payload Capacity
5410
Weight
1590 lbs
Length
14' 0
$4,530
Staunton, VA
 Quality Cargo QC714TA3 Enclosed Cargo Trailer
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Quality Cargo 7x14TA3 , 9990 GVWR. 6,890 LOAD, 6'9" Interior Height, Rear Ramp Door, .080 Poly Core, 6" Frame, 3...

Manufacturer
Quality Cargo
Condition
new
Payload Capacity
6890
Length
14' 0
$8,699
Under 1 hour from youGloucester Point, VA
2026 BWISE DT612LP-LE 12K Dump Trailer
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BWISE DUMP TRAILER, LOW PROFILE 72"X12L 12k GVWR 6" CHANNEL MAIN FRAME 2-5/16" ADJ COUPLER, COMBO GATE/RAMPS/D-RINGS 5.2K ii TANDEM...

Manufacturer
BWISE
Condition
new
Pull Type
bumper
Payload Capacity
9380
Weight
2620 lbs
Length
12' 0
SALE
$8,700$9,275
Staunton, VA
2026 Covered Wagon Trailers Gold Series 7x16 Vnose  Grey w\Blackout with Ramp Door Cargo / Enclosed Trailer
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TRAILERS FOR EVERYTHING AND EVERYTHING FOR TRAILERS \- 24" AERODYNAMIC VNOSE WITH ALUMINUM TREADPLATE COVER -.030 CHARCOAL GREY EXTERIOR METAL...

Manufacturer
Covered Wagon Trailers
Condition
new
Pull Type
bumper
Length
16' 0
$7,495
Hope Mills, NC
2025 Sure-Trac 6 x 10 Tube Top Utility 3K Idler
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Standard Features 3" x 2" x 3/16" Steel Angle, 3" x 2" x 3/16" Steel Angle, 3" Steel Channel, 2"...

Manufacturer
Sure-Trac
Condition
new
Pull Type
bumper
Payload Capacity
2000
Weight
990 lbs
Length
10' 0
$3,300
Under 2 hours from youMechanicsville, VA
2025 Covered Wagon Trailers Gold Series 44' Gooseneck with Cabinets on the Sidewall Car / Racing Trailer
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TRAILERS FOR EVERYTHING AND EVERYTHING FOR TRAILERS -REAR SPOILER WITH 12 VOLT LED LOADING LIGHTS -FULL 36' FROM REAR DOOR...

Manufacturer
Covered Wagon Trailers
Condition
new
Pull Type
gooseneck
Length
44' 0
$38,995
Hope Mills, NC
 Triple Crown Trailers TCDU9580M Deluxe Utility Trailer
On Order
Enhanced

Triple Crown Deluxe 5' x 8' oval LED Lights , Fold in gate, wrap tongue , fold-up jack , 4-...

Manufacturer
Triple Crown Trailers
Condition
new
Length
8' 0
$2,499
Under 1 hour from youGloucester Point, VA
2025 Sure-Trac 7x14 Enclosed Cargo Trailer
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Pro Series Wedge Front Cargo is built to perform. These units come standard with 6'6 interior height, screw-less exterior, heavy-duty...

Manufacturer
Sure-Trac
Condition
new
Pull Type
bumper
Payload Capacity
4961
Weight
2039 lbs
Length
14' 0
$10,000
Under 2 hours from youMechanicsville, VA
 Triple Crown Trailers TCDU3610 Utility Trailer
On Order
Enhanced

Triple Crown Deluxe 6'4" x 10' oval LED Lights , Fold in gate, wrap tongue , fold-up jack , 4-...

Manufacturer
Triple Crown Trailers
Condition
new
Pull Type
bumper
Length
10' 0
$2,499
Under 1 hour from youGloucester Point, VA

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