A pro on a ladder with a stand-off cleaning the gutter of a white colonial house in a Boston suburb in the fall

Greater Boston · Gutter cleaning

Gutter cleaning in Greater Boston.

Cleaned by hand, downspouts flushed, debris bagged for pickup.

Every run of gutter cleaned by hand, every downspout flushed and checked, the debris bagged in paper yard-waste bags, and before-and-after photos of each side of the house. $249 for a detached two-storey.

Gutter cleaning: your price

Your home
$249USD

No deposit. You pay after the job, once you’ve seen the photos.

Questions first? Call or text 438 355-0636

  • Fixed priceThe price you see is the price you pay.
  • Pay after the jobCard link once you’ve seen the photos.
  • Vetted, insured prosChecked and trial-tested first.
  • 7-day guaranteeNot right? We come back free.
The same stretch of gutter on a two-storey house (after)
The same stretch of gutter on a two-storey house (before)
Cleaning illustration: compare clogged and clear gutters. Drag to compare.

What $249 includes.

  • Every run cleaned by hand, front, back and garage
  • Every downspout flushed and checked at the outlet
  • Debris bagged for your town’s pickup, or hauled away where there is none
  • Before-and-after photos of every side
  • Loose hangers and leaking joints noted, never upsold on site

Detached two-storey. Other homes and options in the table below.

Four steps, every visit.

  1. 01

    Ladder with a stand-off

    It rests on the wall or the roof, never on the gutter, and stays well clear of power lines.

  2. 02

    Scooped out by hand

    Leaves, needles and sludge lifted out, not blown across your lawn and windows.

  3. 03

    Every downspout flushed

    Water run through each one and checked at the outlet, so the next rain reaches the ground away from the foundation.

  4. 04

    Bagged at the curb

    Debris in paper yard-waste bags for your town’s pickup (or hauled away), with before-and-after photos of every side.

Updated October 30, 2026· UpkeepGo

On this page
  1. Gutter cleaning prices in Greater Boston
  2. What’s included
  3. When to book in Greater Boston
  4. Why it matters
  5. How the visit works
  6. Gutter guards
  7. Questions
  8. Sources

Gutter cleaning prices in Greater Boston

Your homePrice (USD)
Townhouse or semi-detached (up to 2 storeys)$169
Detached bungalow, ranch or cape (1 storey)$189
Detached two-storey$249
Large two-storey (over 2,800 ft²) or three storeys$339
Add: Existing gutter guards lifted and reset+$60
Add: Debris hauled away (towns without curbside yard-waste pickup)+$25
Add: Two-visit spring + fall plan: 10% off each visit-10%

The price covers every gutter and downspout on the house and the attached garage. Prices are fixed: if the house matches the type you picked, nothing is added on site. A detached garage or shed is a separate line we quote by text before the visit.

What’s included

  • Every gutter cleaned by hand with a scoop, not blown onto your lawn and windows.
  • Every downspout flushed with water and checked at the outlet. A downspout clogged underground (in a buried drain) is noted with a photo; clearing a buried drain is a separate job.
  • Debris bagged in paper yard-waste bags, left at your curb where your town collects yard waste, or hauled away where it doesn’t (+$25).
  • Before-and-after photos of each side of the house, sent with your receipt.
  • A note on anything loose: a sagging hanger, a gap at a joint, an elbow that has come off. We tell you; we don’t upsell on site.
A gloved hand lifting wet leaves and pine needles out of a white gutter with a scoop

When to book in Greater Boston

At Boston Logan the average high is 51.6 °F in November and 42.2 °F in December, and most snow falls from December on (9 in in December, 14.3 in in January, 1991–2020 normals). Gutter cleaning runs until mid-December; book early in a heavy leaf year.

The best date is after your trees are bare, usually from early November to early December in the suburbs we serve.

The spring visit clears what fell over the winter (seeds, needles, roof grit) before the April rains. Book both now with the spring + fall plan and both visits are 10% off.

For a detached two-storey home, the two-visit plan is $448.20 total: $224.10 after each completed visit. Selected add-ons apply on both visits. We arrange the opposite-season visit with you separately.

Why it matters

Water that can’t get down the downspouts spills over the gutter and lands next to your foundation. The University of Minnesota Extension notes that a great number of basement water problems can be solved by handling rainwater with working gutters and downspouts, discharging at least 4 feet from the wall.

How the visit works

  1. The pro texts when they’re on the way, within your morning or afternoon window. You don’t need to be home if the gates are open.
  2. Ladder with a stand-off, so it rests on the wall or roof, not on the gutter. Ladders stay well clear of overhead power lines.
  3. Cleaning and flushing: about 1 to 2 hours for most houses.
  4. Photos and the card link: you pay once you’ve seen the work.

Gutter guards

Already have guards? We lift and reset them (+$60), because leaves and grit still build up under most screens. Want new guards? Tell us when you book: a partner installer measures and quotes in person, and you decide after.

Gutter cleaning in Greater Boston: your price in seconds

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Questions

How much does gutter cleaning cost in Greater Boston?

With UpkeepGo: $169 for a townhouse or semi, $189 for a detached bungalow, $249 for a detached two-storey and $339 for a large or three-storey house. Existing guards add $60.

Do I need to be home?

No, as long as the gates are open and the pro can reach every side. You get the photos and the payment link by text.

What if it rains on my date?

Light rain doesn’t stop the work. Heavy rain, ice or high wind does: we text to move you to the next free slot, at the same price.

Can you clean my gutters in December?

Usually until mid-December in the Boston suburbs. Once the gutters are frozen we stop and book you for spring.

Do you repair gutters?

We note and photograph anything loose or leaking. Repairs and new gutters are quoted separately by a partner installer; you are never charged for repairs on a cleaning visit.

Are your pros insured?

Yes. Every partner pro carries commercial general liability insurance before their first UpkeepGo job, and we check it again every 90 days.

Sources

Your price in seconds.

Two or three questions, a fixed price, a date that suits you. Pay after the job.

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