47 gutter installers ranked by CR ScoreUpdated 0 paid placements in this rankingHow we rank →
Best overall in Chestertown: All Pro Gutter Guards, CR Score 84/100; 4.9★ from 52 Google reviews; open 24/7.
Best for emergencies (open 24/7): Monarch Roofing, posts 24/7 hours; ranked #2 of 47.
Most-reviewed: Maryland Pro Wash, Inc., 4,604 Google reviews at 4.9★, the most of 47 ranked; ranked #4.
Rankings can't be bought. Contractors can't pay to change their rank or score. How we rank
47 Chestertown gutter installers are ranked here by CR Score, from 8 published factors. 7 are open 24/7, 32 open Saturdays and 13 open Sundays, based on posted hours. The median Google rating is 4.9★ across 47 rated businesses.
| Rank | Business | CR Score | Google rating | Based in | Hours | Best for |
|---|---|---|---|---|---|---|
| 1 | All Pro Gutter Guards | 84 | 4.9★ (52) | Baltimore, 20 mi away | 24/7 | Overall |
| 2 | Monarch Roofing | 81 | 5.0★ (203) | Stevensville, 18 mi away | 24/7 | Emergencies |
| 3 | BK Power Washing | 80 | 4.8★ (41) | Dover, 21 mi away | Sat · Sun · Evenings | — |
| 4 | Maryland Pro Wash, Inc. | 80 | 4.9★ (4,604) | Joppatowne, 21 mi away | — | Most reviews |
| 5 | Elite Power Washing LLC | 79 | 5.0★ (1,472) | Fallston, 20 mi away | — | — |
| 6 | Precision Gutter Solutions LLC | 79 | 5.0★ (9) | Dover, 25 mi away | 24/7 | — |
| 7 | Canales Service LLC | 79 | 4.9★ (102) | Stevensville, 19 mi away | 24/7 | — |
| 8 | The Gutter Guys | 78 | 4.8★ (386) | Rosedale, 24 mi away | Sat | — |
| 9 | Grease Eaters Power Washing | 77 | 5.0★ (61) | Edgemere, 25 mi away | Sat · Evenings | — |
| 10 | Green to Clean Power Washing and Gutter Cleaning, LLC | 77 | 4.9★ (89) | Bel Air North, 23 mi away | Sat | — |
Ordered by CR Score, a 0–100 score from 8 published factors. Paid placement never changes the order.
Ranked #1 because of its Google rating and availability: 4.9★ from 52 Google reviews, open 24/7.
Based on 6 of 8 factors; credentials and recency not yet collected.
Based in Stevensville, 18 mi away
Ranked #2 because of its Google rating and availability: 5.0★ from 203 Google reviews, open 24/7.
Based on 6 of 8 factors; credentials and recency not yet collected.
Based in Dover, 21 mi away
Ranked #3 because of its Google rating and trade focus: 4.8★ from 41 Google reviews, listed on Google as “Gutter cleaning service”.
Based on 6 of 8 factors; credentials and recency not yet collected.
Based in Joppatowne, 21 mi away
Ranked #4 because of its Google rating and review volume: 4.9★ from 4,604 Google reviews, the most Google reviews on this list (4,604).
Based on 6 of 8 factors; credentials and recency not yet collected.
Based in Fallston, 20 mi away
Ranked #5 because of its Google rating and trade focus: 5.0★ from 1,472 Google reviews, listed on Google as “Gutter cleaning service”.
Based on 6 of 8 factors; credentials and recency not yet collected.
Based in Dover, 25 mi away
Ranked #6 because of its Google rating and availability: 5.0★ from 9 Google reviews, open 24/7.
Based on 6 of 8 factors; credentials and recency not yet collected.
Based in Stevensville, 19 mi away
Ranked #7 because of its Google rating and availability: 4.9★ from 102 Google reviews, open 24/7.
Based on 6 of 8 factors; credentials and recency not yet collected.
Based in Rosedale, 24 mi away
Ranked #8 because of its Google rating and trade focus: 4.8★ from 386 Google reviews, listed on Google as “Gutter cleaning service”.
Based on 6 of 8 factors; credentials and recency not yet collected.
Based in Edgemere, 25 mi away
Ranked #9 because of its Google rating and trade focus: 5.0★ from 61 Google reviews, listed on Google as “Gutter cleaning service”.
Based on 6 of 8 factors; credentials and recency not yet collected.
Based in Bel Air North, 23 mi away
Ranked #10 because of its Google rating and trade focus: 4.9★ from 89 Google reviews, listed on Google as “Gutter cleaning service”.
Based on 6 of 8 factors; credentials and recency not yet collected.
Based in Rosedale, 24 mi away
Ranked #11 because of its Google rating and trade focus: 4.9★ from 767 Google reviews, listed on Google as “Gutter cleaning service”.
Based on 6 of 8 factors; credentials and recency not yet collected.
Based in Essex, 23 mi away
Ranked #12 because of its Google rating and trade focus: 5.0★ from 381 Google reviews, listed on Google as “Gutter cleaning service”.
Based on 6 of 8 factors; credentials and recency not yet collected.
Based in Middle River, 21 mi away
Ranked #13 because of its Google rating and availability: 4.9★ from 155 Google reviews, open 7 days a week.
Based on 6 of 8 factors; credentials and recency not yet collected.
Based in Havre de Grace, 24 mi away
Ranked #14 because of its Google rating and availability: 5.0★ from 21 Google reviews, open 24/7.
Based on 6 of 8 factors; credentials and recency not yet collected.
Based in Middletown, 25 mi away
Ranked #15 because of its Google rating and availability: 5.0★ from 21 Google reviews, open 24/7.
Based on 6 of 8 factors; credentials and recency not yet collected.
Based in Middletown, 25 mi away
Ranked #16 because of its Google rating and trade focus: 5.0★ from 14 Google reviews, listed on Google as “Gutter cleaning service”.
Based on 5 of 8 factors; credentials, recency and availability not yet collected.
Based in Middle River, 23 mi away
Ranked #17 because of its Google rating and availability: 4.8★ from 210 Google reviews, open 7 days a week.
Based on 6 of 8 factors; credentials and recency not yet collected.
Based in Arnold, 25 mi away
Ranked #18 because of its Google rating and trade focus: 4.9★ from 338 Google reviews, listed on Google as “Gutter cleaning service”.
Based on 6 of 8 factors; credentials and recency not yet collected.
Based in Aberdeen, 22 mi away
Ranked #19 because of its Google rating and trade focus: 4.6★ from 33 Google reviews, listed on Google as “Gutter cleaning service”.
Based on 6 of 8 factors; credentials and recency not yet collected.
Based in Dover, 23 mi away
Ranked #20 because of its Google rating and trade focus: 4.0★ from 4 Google reviews, listed on Google as “Gutter cleaning service”.
Based on 6 of 8 factors; credentials and recency not yet collected.
Based in Bel Air, 24 mi away
Ranked #21 because of its Google rating and trade focus: 4.9★ from 19 Google reviews, listed on Google as “Gutter service”.
Based on 6 of 8 factors; credentials and recency not yet collected.
Based in Pasadena, 24 mi away
Ranked #22 because of its Google rating and trade focus: 4.9★ from 124 Google reviews, listed on Google as “Gutter cleaning service”.
Based on 6 of 8 factors; credentials and recency not yet collected.
Based in Dundalk, 22 mi away
Ranked #23 because of its Google rating and review volume: 5.0★ from 516 Google reviews, 516 Google reviews.
Based on 6 of 8 factors; credentials and recency not yet collected.
Based in Pasadena, 24 mi away
Ranked #24 because of its Google rating and trade focus: 3.4★ from 8 Google reviews, listed on Google as “Gutter cleaning service”.
Based on 6 of 8 factors; credentials and recency not yet collected.
Based in Baltimore, 15 mi away
Ranked #25 because of its Google rating and trade focus: 4.8★ from 22 Google reviews, listed on Google as “Gutter cleaning service”.
Based on 6 of 8 factors; credentials and recency not yet collected.
#1 to #25 are shown in full above. Here are #26 to #47, in CR Score order; each links to its profile.
13 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 |
|---|---|---|
| Adept Home Services | In Chestertown | |
| Advanced Pest Management | In Chestertown | |
| Allstate Building Company | 4.3★ (11) | In Chestertown |
| B & R Lawn Care & Hauling LLC | 23 mi | |
| D.A.D's Softwash | 24 mi | |
| DA Improvements | 5.0★ (58) | In Chestertown |
| Electric EEL Sewer & Drain Cleaning | 23 mi | |
| G J Goss Contracting Inc | 24 mi | |
| GTA Chestertown Chimney Cleaning And Air Duct Cleaning Contract, MD | 5.0★ (3) | In Chestertown |
| Gutter Aid Services LLC | 19 mi | |
| MalaneySweeps | 5.0★ (1) | 21 mi |
| PressureLux | 24 mi | |
| Smith Home Improvements | 22 mi |
National price ranges in USD, not adjusted for Chestertown. 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 |
Fall, after leaves drop, is the busiest season for gutter cleaning and repairs. Booking in late summer usually means shorter waits.
We scored 47 Chestertown gutter installers on 8 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. Unknown factors are left out of the score, 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 Chestertown data |
|---|---|---|---|
| Reputation | 35% | Bayesian-adjusted Google star rating | Measured |
| Credentials | 15% | Active state license 0.6, bond 0.2, workers’ comp 0.2 | Not yet collected |
| Review volume | 10% | log10(reviews + 1) against the list maximum | Measured |
| Recency | 10% | Share of reviews from the last 12 months | Not yet collected |
| Availability | 10% | Weekly open hours, Saturday, Sunday, 24/7 or same-day | Measured |
| Trade focus | 10% | Google main category 1.0, business name 0.7, additional category 0.5 | Measured |
| Proximity | 5% | 1.0 when based in the city, falling to 0 at the trade’s radius | Measured |
| Completeness | 5% | Website, photos, description, hours, claimed profile (0.2 each) | Measured |