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Dumpster Rental in Old Hill, Westport

Roll-off dumpster rental and junk removal in Old Hill, Westport. Same up-front pricing as the rest of Westport.

  • 16,000+

    jobs completed

  • 4.99

    463 reviews

  • Family-owned

    since 2014 (12 years)

  • Licensed & insured

    in Connecticut & New York

Dumpster rental rates in Westport

Up-front pricing. No zone pricing. Each size includes delivery, pickup, dumping, the 7-day rental window, and a weight allowance shown below. Standard add-ons disclosed up-front and confirmed at booking. Tap any size for the dedicated size guide.

Included in your base rate

  • Delivery and pickup
  • Dumping at licensed transfer station
  • 7-day rental window
  • Included weight per size (see size table)
  • No zone pricing or driveway surcharges across our service area

Standard add-ons (disclosed up-front)

  • Overweight: $0.10 per pound over the included cap
  • Extension day: $15 per day beyond the 7-day window
  • Tire (if loaded): $50 each
  • CFC appliance (refrigerator, freezer, AC, dehumidifier — if loaded): $50 each
  • Mattress or box spring (if loaded): $50 each

Add-on charges reflect actual transfer-station and disposal fees passed through to you — we don't mark up overweight, extra items, or disposal costs.

Final pricing confirmed at booking based on actual weight, rental length, and items loaded.

What can’t go in the dumpster
  • Paint, solvents, oil, household chemicals (route through CT DEEP hazardous waste)
  • Batteries — any kind, lithium especially
  • Asbestos-containing materials (specialized hauler required)
  • Tires (route to a tire dealer or pay $50/each disposal fee if loaded)
  • Medical waste
  • Liquids of any kind
  • Customer is responsible for re-routing prohibited items. See the full prohibited-items list for Connecticut.

What you see is what you book — no zone pricing, no driveway surcharges, no weekend delivery fees. Standard charges for overweight, extension days, and certain prohibited items disclosed above and confirmed at booking.

Old Hill is the part of Westport that sits between downtown's commercial activity and the more outlying residential areas — central residential, just north of Main Street, with Old Hill Road and Cross Highway threading through the area. The neighborhood's housing layered up through the 20th century: pre-war pockets near the more historic blocks, postwar and mid-century single-family on the wider central blocks, occasional newer construction. The walking-distance proximity to downtown Westport gives Old Hill its residential-with-easy-cultural-access character.

What kind of dumpster work happens in Old Hill?

Old Hill's housing era mix drives a varied project pattern:

Kitchen and bath renovations. Single-room kitchen reno in a typical Old Hill colonial: 15-yard. Whole-floor or kitchen-plus-bath: 20-yard. Older Old Hill pre-war stock has plaster-and-lath demo weight that benefits from sizing up the can.

Basement cleanouts. Common across Old Hill family-home stock. 15-yard handles most. Older homes sometimes have damp-basement work that includes mold-remediation debris — flag at booking.

Garage cleanouts. Single-car or two-car garage scope; 15- or 20-yard.

Pre-listing prep. Active Westport real-estate market means consistent pre-sale work. 15-yard for household goods.

Roof tear-offs. Single-layer asphalt on a typical Old Hill colonial: 20-yard. Two-layer or larger: 30/40-yard. Older Old Hill stock has more two-layer cases than newer Coleytown construction.

Pre-war gut-rehabs. Less frequent than Greens Farms estate work but real in older Old Hill blocks. 30/40-yard with a swap schedule.

Master suite additions. A Westport-distinctive pattern that shows up in Old Hill — empty-nester downsize-and-renovate where a master suite addition gets pulled and rebuilt. 20-yard handles most.

Streets and landmarks in Old Hill

Old Hill Road runs through the central area as the spine. Cross Highway runs east-west through Old Hill toward Coleytown. North Compo Road heads south toward the Compo neighborhood. Long Lots Road runs east toward Greens Farms. Bradley Lane and Sturges Highway host residential housing on side blocks.

Landmarks: walking-distance proximity to downtown Main Street, Westport Country Playhouse, Levitt Pavilion. Old Hill doesn't have a Metro-North station; closest is Westport (downtown) station via Saugatuck Avenue. The Saugatuck River sits to the west of Old Hill.

Sizing for Old Hill projects

Standard Westport base rates:

  • 10-yard ($447) — single-bath remodel, half-garage cleanout, soil/stone/brick loads.
  • 15-yard ($547) — Old Hill's most common size. Single-kitchen reno, basement cleanout, single-car-garage cleanout.
  • 20-yard ($647) — whole-house declutter, two-room renovation, two-car-garage cleanout, single-layer roof tear-off, master suite addition demo.
  • 30/40-yard ($899) — major renovation, two-layer roof tear-off, older pre-war gut-rehab.

For full sizing logic see the Westport hub or the /dumpsters reference page.

Old Hill placement notes

Most Old Hill driveways take a 20-yard cleanly. Things to note:

  • Mixed driveway eras. Older pre-war blocks have a few narrower driveways; newer mid-century blocks have wider drives. A 10-yard or 15-yard fits where a 20-yard pinches on the older stock.
  • Vertical clearance. Some long Old Hill driveways pinch on overhead clearance from mature trees — walk the approach if photos look marginal.
  • Slope. A few Old Hill blocks pitch up from the central area; cross-place the can on slopes.

We bring 2x12 boards on request for stone-edged or paver driveways.

Permits for Old Hill placements

Old Hill is mostly residential driveway placements: no permit required. Same Westport permit logic for the exceptions — DPW Dumpster Permit on Town Property for street placements. Full breakdown on the Westport hub.

Dispatch timing for Old Hill

Old Hill is about 22 minutes from our Woodchuck Road depot via I-95 Exit 17 and the downtown approach. Same-day delivery is reliable when you call before 11 AM. Old Hill is on the regular dispatch route.

Last reviewed: May 2026 · Local crew, Stamford depot · (203) 219-8855

Old Hill dumpster rental FAQs

Where is Old Hill in Westport?
Old Hill sits in central Westport, just north of downtown and east of the Saugatuck River. Old Hill Road and Cross Highway run through the central area. The neighborhood is residential — single-family on mid-century and older lots, with walking-distance proximity to downtown Westport's Main Street commercial spine.
What's the typical Old Hill project type?
Mixed residential renovation work. Kitchen and bath renos, basement cleanouts, garage cleanouts, occasional pre-listing prep, mid-size renovations. Most projects run a 15- or 20-yard. Old Hill has both mid-century and older pre-war pockets — older stock benefits from sizing up the can.
Are Old Hill driveways friendly to a 20-yard?
Most are. Old Hill developed in waves through the 20th century, so driveways vary by block. Newer mid-century blocks have larger driveways accommodating any size. Older pre-war blocks have a few narrower driveways; send a photo if you're unsure.
Can you handle older pre-war Old Hill renovations?
Yes — and the older Old Hill stock is among the heaviest demo profiles in Westport outside Greens Farms. Plaster-and-lath construction, original window framing, slate-roof remnants. Single-room reno: 15-yard. Whole-floor or older-stock gut-rehab: 20-yard or 30/40-yard depending on scope.
How fast can you deliver to Old Hill?
About 22 minutes from our Woodchuck Road depot in North Stamford via I-95 Exit 17 and downtown approach. Same-day if you call before 11 AM. Old Hill is on the regular dispatch route — we run trucks here several times a week.

Get a quote for Old Hill

Same-day delivery when you call before 11 AM. (203) 219-8855 — Mon–Fri 8 AM – 4 PM live, AI after-hours and weekends.