Taking down an old shed, a run of fence or a backyard play set in Winchester? A container on the driveway lets you load it as it comes apart instead of piling it on the lawn.
Winchester has a lot of large older homes and mature street trees, so overhead clearance is the thing to check rather than ground space. The hoist goes up before the box comes down, which needs clear sky and not just a clear driveway.
We are small on purpose. Running Winchester out of the North Reading yard keeps the trips short, the windows tight, and the accountability obvious, because there is nobody else to blame if a container turns up late.
Sheds, fences and play sets in Winchester
Most of what comes off a Winchester shed, fence or play set job can go straight in the container: lumber, roofing, siding and metal. Concrete footings cannot, because concrete counts as masonry, so cut the posts off above the concrete and plan a separate haul for the footings. Brush and leaves cleared from around the site stay out of the box too. Massachusetts bans yard waste from disposal, so check with the town on where it should go.
Winchester's summer starts at the En Ka Fair
The En Ka Society has held its street fair every May since 1935, and for Winchester it marks the start of summer. It runs in the Jenks Center lot downtown with rides, a book tent, a bake sale and lobster rolls, and it is the society's biggest fundraiser. Town Day, which began in the mid-1970s, follows later in the season, and the Farmers Market runs every Saturday morning on the Common from mid-June through October.
- En Ka Fair Mid-May, Jenks Center parking lot. Since 1935. Rides, fair food, a book tent, a bake sale and the lobster rolls.
- Winchester Farmers Market Saturdays 9am to 1pm, mid-June through October, Town Common.
- Town Day Summer, since the mid-1970s.
For a container, Winchester's mature street trees are the thing to check, more than the events. The hoist needs clear sky over the spot, not just a clear driveway.
Dumpster sizes and prices in Winchester
Every size we run is available in Winchester, and each price includes delivery, pickup and disposal of the included weight.
| Dumpster | Weight included | From |
|---|---|---|
| 10-Yard Dumpster | 1 ton | $475 |
| 12-Yard Dumpster | 1.25 tons | $525 |
| 15-Yard Dumpster | 1.5 tons | $625 |
| 20-Yard Dumpster | 2 tons | $725 |
Compare all four sizes side by side ›
Ordering one size too small is the costly mistake on a Winchester job, because a second haul costs more than the step up. The item picker and the weight, roofing, drywall and deck calculators help you avoid it.
Where the dumpster goes in Winchester
A driveway is usually the easiest answer: no parking dispute, and the box sits where you are actually working. Winchester requires a Board of Health permit for every temporary dumpster, driveways included, on top of the fire department permit the state fire code requires. A street spot also needs permission from the Select Board or its designee, in writing. Getting the Board of Health and fire permits is the customer's responsibility, so apply before delivery day. Our town-by-town permit guide has this rule with a link to the town's own source.
Walk the spot once before delivery day. Low branches, overhead service drops, a soft shoulder and a car that has to get past all week are the four things worth putting in the placement notes, and all four are far easier to solve before the container is on the ground.
What goes in the box
Almost everything from a normal cleanout or renovation: furniture, general junk, wood, drywall, roofing, metal and carpet. What cannot go in is mostly what Massachusetts bans from disposal, including mattresses, clothing and other textiles, tires, electronics, yard waste and anything masonry. Run your list through the item picker and it will tell you which is which while it sizes the job.
Suspect material such as old siding, floor tile, pipe insulation or plaster should be tested for asbestos before it comes off, and a newer building is not automatically clear. Asbestos cannot go in the dumpster at any price. What we cannot take ›
Winchester questions
How much does a dumpster cost in Winchester?
Between $475 and $800, depending on the size and on whether you keep it three, seven or fourteen days. Delivery, pickup and disposal are in that price, and the $19 booking fee is shown before you pay, so nothing is added at the end.
Do I need a permit for a dumpster in Winchester?
On your own driveway you need the fire department's dumpster permit and a Board of Health permit. The state fire code requires the first for any dumpster over 6 cubic yards that stays overnight. In Winchester, the Board of Health requires a permit for every temporary dumpster, private property included, and the short-term permit runs 30 days. A dumpster on a street or sidewalk needs permission from the Select Board or its designee, in writing. Getting the Board of Health and fire permits is the customer's responsibility, so apply before delivery day.
How quickly can you deliver to Winchester?
Often same day or next. Same-day and short-notice deliveries carry a $75 rush fee, shown on screen before you pay, and orders placed after 2pm roll to the next operating day. We deliver Monday through Saturday, 7am to 5pm, and answer the phone later than that.