TOWN OF WINDERMERE · ORANGE COUNTY
Dumpster Rental in Windermere, FL
Roll-off dumpsters, junk removal, equipment and towing across Windermere, 8 miles from Javi's shop in south Orlando.
Javi's Dumpster Services delivers roll-off dumpsters to Windermere in Orange County, about 8 miles from the shop in south Orlando. Five sizes run $375 to $800 with delivery, pickup and disposal tonnage included; extra weight is $83 per ton. Same-day delivery is realistic here — call by 2pm. Call (407) 860-8640 or get a quote online.
Windermere is the closest of the western cities to the shop — about 8 miles, out Conroy-Windermere Road or up SR 535 from I-4. The Town of Windermere proper sits on a peninsula between Lake Butler, Lake Down and Lake Bessie at the top of the Butler Chain of Lakes, and it keeps its dirt and brick streets on purpose: the town core is 1880s–1920s cottages and lakefront houses around Main Street and the 1890 schoolhouse, on a grid where heavy traffic is discouraged. The Windermere address extends well beyond the town limits to the gated golf communities on the chain — Isleworth, Keene's Pointe, Lake Butler Sound — and the newer subdivisions along Maguire Road and CR 535.
Two kinds of jobs. In the gated communities it's high-end remodels and full tear-downs on lakefront lots — pool decks, custom kitchens, whole-house renovations — with strict placement, hours and gate rules to confirm before ordering. In the old town it's cottage renovations on dirt streets: a loaded roll-off truck needs a firm approach, so tell us if the street or drive is unpaved, and check with the town on truck access. At 8 miles, same-day delivery is realistic when you call by 2pm.
What we haul here
Whole-house renovations, pool deck and lanai tear-outs and custom kitchen remodels in Isleworth, Keene's Pointe and Lake Butler Sound, cottage restorations in the old town, tear-down and new-build debris on lakefront lots, and estate cleanouts.
Size tip for this area
20 or 30 yard for a full renovation; concrete from a pool deck goes in the dedicated concrete container. Gated community: get the gate, placement and hours rules in writing first. Unpaved street or drive: say so when you order.
📍 8 mi from the shop in south Orlando · Same-day delivery is realistic here — call by 2pm.
Published prices
Dumpster prices in Windermere
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 $83 per ton. Concrete, dirt and other heavy debris go in the 10 yard. In a 15 yard or larger, concrete adds $150. Size chart & dimensions →
Size chart & dimensions → · Get a quote for Windermere →
Same-day delivery if you order by 2pm. Emergency after-hours service available. Towing and roadside assistance 24/7.
Dumpster rental in Windermere: questions
Do I need a permit for a dumpster in Windermere?
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 Windermere or Orange County first, and check your HOA — some restrict placement or require notice. 20 or 30 yard for a full renovation; concrete from a pool deck goes in the dedicated concrete container. Gated community: get the gate, placement and hours rules in writing first. Unpaved street or drive: say so when you order.
Where will you place the dumpster at my Windermere 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 Windermere?
Usually, yes. Windermere is about 8 miles from the shop, 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 Windermere
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.