250 gutter installers ranked by CR ScoreUpdated 0 paid placements in this rankingHow we rank →
Best overall in Middlebury: We Gutter LLC, CR Score 62/100; 5.0★ from 95 Google reviews; open 7 days a week.
Best for emergencies (open 24/7): Ned Stevens Gutter Cleaning, posts 24/7 hours; ranked #2 of 250.
Most-reviewed: Brown Roofing, 1,001 Google reviews at 4.9★, the most of 250 ranked; ranked #42.
Rankings can't be bought. Contractors can't pay to change their rank or score. How we rank
250 Middlebury gutter installers are ranked here by CR Score, from ten published factors. 58 are open 24/7, 198 open Saturdays and 117 open Sundays, based on posted hours. The median Google rating is 5.0★ across 250 rated businesses.
| Rank | Business | CR Score | Google rating | Based in | Hours | Best for |
|---|---|---|---|---|---|---|
| 1 | We Gutter LLC | 62 | 5.0★ (95) | Waterbury, 4 mi away | Sat · Sun | Overall |
| 2 | Ned Stevens Gutter Cleaning | 61 | 4.6★ (676) | Danbury, 19 mi away | 24/7 | Emergencies |
| 3 | AquaPro Pressure Washing | 61 | 5.0★ (113) | Seymour, 10 mi away | Sat · Sun · Evenings | — |
| 4 | GutterHaveit | 60 | 4.8★ (58) | Cheshire, 12 mi away | 24/7 | — |
| 5 | JG Powerclean LLC | 60 | 5.0★ (75) | Plainville, 16 mi away | 24/7 | — |
| 6 | Central Connecticut Pressure Washing | 60 | 5.0★ (200) | Cheshire, 19 mi away | Sat · Sun · Evenings | — |
| 7 | Pressure Washing and Painting Pros | 59 | 5.0★ (197) | Middlebury | 24/7 | — |
| 8 | Expert Cleaning | 59 | 5.0★ (258) | Milford, 21 mi away | Sat · Sun · Evenings | — |
| 9 | Connecticut Exterior Cleaning | Power Wash & Roof Cleaning | 59 | 4.9★ (353) | Stratford, 21 mi away | Sat · Sun · Evenings | — |
| 10 | Jerry's Gutter Cleaning And Power Washing LLC | 59 | 5.0★ (81) | New Fairfield, 21 mi away | 24/7 | — |
Ordered by CR Score, a 0–100 score from ten published factors. Paid placement never changes the order.
Scores below: based on 8 of 10 factors; credentials and recency not yet collected. Hatched segments mark factors we don't have yet.
Ranked #1 because of its Google rating and trade focus: 5.0★ from 95 Google reviews, listed on Google as “Gutter cleaning service”.
Based in Danbury, 19 mi away
Ranked #2 because of its Google rating and trade focus: 4.6★ from 676 Google reviews, listed on Google as “Gutter cleaning service”.
Based in Seymour, 10 mi away
Ranked #3 because of its Google rating and trade focus: 5.0★ from 113 Google reviews, listed on Google as “Gutter cleaning service”.
Based in Cheshire, 12 mi away
Ranked #4 because of its Google rating and trade focus: 4.8★ from 58 Google reviews, listed on Google as “Gutter cleaning service”.
Based in Plainville, 16 mi away
Ranked #5 because of its Google rating and trade focus: 5.0★ from 75 Google reviews, listed on Google as “Gutter cleaning service”.
Based in Cheshire, 19 mi away
Ranked #6 because of its Google rating and trade focus: 5.0★ from 200 Google reviews, listed on Google as “Gutter cleaning service”.
Based in Middlebury
Ranked #7 because of its Google rating and review volume: 5.0★ from 197 Google reviews.
Based in Milford, 21 mi away
Ranked #8 because of its Google rating and trade focus: 5.0★ from 258 Google reviews, listed on Google as “Gutter cleaning service”.
Based in Stratford, 21 mi away
Ranked #9 because of its Google rating and trade focus: 4.9★ from 353 Google reviews, listed on Google as “Gutter cleaning service”.
Based in New Fairfield, 21 mi away
Ranked #10 because of its Google rating and trade focus: 5.0★ from 81 Google reviews, listed on Google as “Gutter cleaning service”.
Based in Bristol, 13 mi away
Ranked #11 because of its Google rating and trade focus: 4.9★ from 71 Google reviews, listed on Google as “Gutter cleaning service”.
Based in Meriden, 17 mi away
Ranked #12 because of its Google rating and trade focus: 4.8★ from 49 Google reviews, listed on Google as “Gutter cleaning service”.
Based in Newington, 24 mi away
Ranked #13 because of its Google rating and trade focus: 4.9★ from 258 Google reviews, listed on Google as “Gutter cleaning service”.
Based in New Canaan, 20 mi away
Ranked #14 because of its Google rating and trade focus: 5.0★ from 111 Google reviews, listed on Google as “Gutter cleaning service”.
Based in Terryville, 13 mi away
Ranked #15 because of its Google rating and trade focus: 5.0★ from 105 Google reviews, listed on Google as “Gutter cleaning service”.
Based in Glastonbury Center, 12 mi away
Ranked #16 because of its Google rating and trade focus: 5.0★ from 92 Google reviews, listed on Google as “Gutter cleaning service”.
Based in New Britain, 19 mi away
Ranked #17 because of its Google rating and trade focus: 5.0★ from 44 Google reviews, listed on Google as “Gutter service”.
Based in Cheshire, 10 mi away
Ranked #18 because of its Google rating and trade focus: 5.0★ from 30 Google reviews, listed on Google as “Gutter cleaning service”.
Based in New Britain, 20 mi away
Ranked #19 because of its Google rating and trade focus: 5.0★ from 188 Google reviews, listed on Google as “Gutter cleaning service”.
Based in Middlebury
Ranked #20 because of its Google rating and trade focus: 5.0★ from 16 Google reviews, listed on Google as “Gutter cleaning service”.
Based in Wallingford, 16 mi away
Ranked #21 because of its Google rating and trade focus: 4.7★ from 252 Google reviews, listed on Google as “Gutter cleaning service”.
Based in Plymouth, 19 mi away
Ranked #22 because of its Google rating and trade focus: 5.0★ from 31 Google reviews, listed on Google as “Gutter cleaning service”.
Based in Southbury, 3 mi away
Ranked #23 because of its Google rating and review volume: 5.0★ from 90 Google reviews.
Based in Plymouth, 19 mi away
Ranked #24 because of its Google rating and trade focus: 5.0★ from 61 Google reviews, listed on Google as “Gutter cleaning service”.
Based in Seymour, 10 mi away
Ranked #25 because of its Google rating and trade focus: 4.9★ from 144 Google reviews, listed on Google as “Gutter cleaning service”.
#1 to #25 are shown in full above. Here are #26 to #50, in CR Score order; each links to its profile. We publish the top 50 of 250 ranked gutter installers here; the rest are on their profiles.
20 more gutter installers within 25 mi that we can't rank yet: too few reviews, or a trade we couldn't confirm. Listed A to Z.
| Business | Google rating | Distance |
|---|---|---|
| All American Seamless Gutters | 5.0★ (2) | 11 mi |
| Andy's Roofing | 3.0★ (2) | 21 mi |
| Calderón Roofing & Gutters LLC | 5.0★ (2) | 19 mi |
| CG Construction | 5.0★ (2) | 19 mi |
| CHRIS ROOFING & SIDING, LLC | In Middlebury | |
| CONNECTICUT GUTTER CLEANING | In Middlebury | |
| David Roofing & Full Construction and Tree Remove | 5.0★ (7) | In Middlebury |
| F&G Seamless Gutters LLC | 5.0★ (2) | 16 mi |
| G&M CONTRACTING CT | 5.0★ (16) | In Middlebury |
| Gemstone Masonry LLC | 4.0★ (4) | In Middlebury |
| Gonzaga LLC | 5.0★ (15) | In Middlebury |
| Henry's Roofing & Siding | 5.0★ (1) | In Middlebury |
| iSP Roofing | 5.0★ (48) | In Middlebury |
| Jays RNG Services | 5.0★ (2) | 19 mi |
| JB Construction LLC | 4.7★ (12) | In Middlebury |
| LRL Home Improvement LLC | 5.0★ (2) | In Middlebury |
| Maynard Roofing LLC | 5.0★ (54) | In Middlebury |
| Mc Kirdy's Seamless Gutters | 5.0★ (2) | 16 mi |
| RAM GUTTER LLC | 5.0★ (2) | 21 mi |
| TopRank Exterior Cleaning & More | 5.0★ (2) | 15 mi |
National price ranges in USD, not adjusted for Middlebury. Each row names its basis and the month we checked it.
| Job | Low | Typical | High | Basis | Checked |
|---|---|---|---|---|---|
| Gutter installation | $600 | $3,200 | $5,800 | Per house: a typical 2,000 sq ft home (about 200 linear feet of gutter). US national range | October 2026 |
In Connecticut, fall is the busiest season, after leaves drop and before freezing weather. Clear gutters help prevent ice dams in winter.
We scored 250 Middlebury gutter installers on ten factors, weighted as shown. A business is ranked when its trade is confirmed and it has 3 or more Google reviews or a claimed profile. A business with no Google reviews scores zero on rating, review volume and recency. Other unknown factors are left out, not counted as zero. Scores last refreshed October 22, 2026.
Paid placement never changes a rank or score. Featured businesses are paid, labelled, limited to 3 and shown above the ranking, outside it.
| Factor | Weight | Computed from | In Middlebury data |
|---|---|---|---|
| Reputation | 25% | Google star rating, adjusted for how many reviews back it | Measured |
| Credentials | 15% | Active state license, bond and workers’ comp on file | Not yet collected |
| Review volume | 10% | Number of Google reviews, compared with the most-reviewed business on the list | Measured |
| Recency | 5% | Share of reviews from the last 12 months | Not yet collected |
| Availability | 5% | Weekly open hours, Saturday, Sunday, 24/7 or same-day | Measured |
| Trade focus | 10% | How clearly the business does this trade (its Google category and name) | Measured |
| Proximity | 5% | Based in the city scores highest, less the farther away it is | Measured |
| Claimed profile | 10% | The business has claimed its ContractorsRanked profile (free or paid earn the same) | Measured |
| Partnered | 5% | The business links to ContractorsRanked from its own website with our badge, checked periodically | Measured |
| ContractorsRanked reviews | 10% | Verified customer reviews collected by ContractorsRanked: their rating and how many there are | Measured |