
CITY OF WINTER PARK · ORANGE COUNTY
Dumpster Rental in Winter Park, FL
Roll-off dumpsters, junk removal, equipment and towing across Winter Park, serving Orlando & Central Florida.
Javi's Dumpster Services delivers roll-off dumpsters to Winter Park in Orange County, serving Orlando & Central Florida. Five sizes run $385 to $800 with delivery, pickup and disposal tonnage included; extra weight is $86 per ton. Same-day delivery is realistic here — call by 2pm. Call (407) 860-8640 or get a quote online.
Winter Park is Park Avenue, Rollins College, Hannibal Square, the Morse Museum, and the Chain of Lakes — and it's also the busiest tear-down-and-rebuild market in Central Florida. A 1950s ranch on a lot near Lake Virginia or Lake Osceola gets demolished and a new house goes up in its place, and that produces more debris per lot than anywhere else Javi's works. Whole-house demo is 30 and 40 yard territory, usually more than one haul.
The City of Winter Park has its own permit for anything in the right-of-way and a serious tree protection ordinance, so boxes go on the lot, not the street, and the truck's approach has to miss protected oaks. For the older cottages around Hannibal Square and along Fairbanks that are being renovated rather than replaced, a 20 yard on the driveway is the usual order. It sits just north of Orlando.
What we haul here
Whole-house demolition debris ahead of a new build, estate cleanouts of long-held homes, high-end kitchen and bath remodels, pool and hardscape tear-outs, roof replacements, and boutique and restaurant refreshes around Park Avenue and Orange Avenue. Aloma Avenue and the east side run to 1960s ranch renovations.
Size tip for this area
30 or 40 yard for demo, often two hauls. 20 yard for a renovation. Nothing in the right-of-way without a City of Winter Park permit. Old concrete drives go in their own 10, 15 or 20 at a flat rate: the 10 to the rim, the 15 and 20 half full.
📍 Serving Orlando & Central Florida · Same-day delivery is realistic here — call by 2pm.
Published prices
Dumpster prices in Winter Park
Most popular
20 yard
$495
2 tons disposal included
Delivery + pickup · 7-day rental
Book this sizeAbout the 20 yard →- Dimensions
- 16′ L × 8′ W × 5′ H
- ≈ 6 pickup loads
- Best for
- Most popular. Whole-house cleanout, roof replacement, multi-room remodel
- What fits
- About 6 pickup-truck loads
- A 2–3 bedroom house cleanout
- A full roof tear-off on an average Orlando home

Additional tonnage over the included amount is $86 per ton. Clean concrete and clean dirt (mixed is fine) go in the 10, 15 or 20 only, at a flat $450, $550 or $650 with delivery, pickup and 7 days included and no weight charges. Fill the 10 to the rim, nothing above the top edge; the 15 and 20 half full at most. Any trash in a clean load is a $150 fee; brick and block are the regular price plus tonnage, half full at most. The 30 and 40 don't take heavy debris. Size chart & dimensions →
Size chart & dimensions → · Get a quote for Winter Park →
Same-day delivery if you order by 2pm. Emergency after-hours service available. Towing and roadside assistance 24/7.
Dumpster rental in Winter Park: questions
Do I need a permit for a dumpster in Winter Park?
Not on your own driveway or private property. If the box has to sit on a street, sidewalk or other public right-of-way, check with the City of Winter Park or Orange County first, and check your HOA — some restrict placement or require notice. 30 or 40 yard for demo, often two hauls. 20 yard for a renovation. Nothing in the right-of-way without a City of Winter Park permit. Old concrete drives go in their own 10, 15 or 20 at a flat rate: the 10 to the rim, the 15 and 20 half full.
Where will you place the dumpster at my Winter Park address?
Wherever you tell the driver, as long as the truck can back in: a roughly flat spot with about three feet on each side and clearance overhead. Driveway is standard; on pavers or a soft driveway, plywood under the rails is cheap insurance. Nobody needs to be home.
Can I get same-day dumpster delivery in Winter Park?
Usually, yes. Winter Park is close in, so a request in by 2pm normally goes out the same day, subject to what is on the truck. Call (407) 860-8640 or get a quote online.
Services in Winter Park
Need a dumpster here?
A quote costs nothing. Booking takes two minutes and is confirmed by phone. Or just call.
Same-day and next-day dumpster delivery available. Same-day requests must be in by 2:00pm and are subject to availability.
