59 gutter installers ranked by CR ScoreUpdated 0 paid placements in this rankingHow we rank →
Best overall in Southold: Payless Roofing and Gutters Southampton NY, CR Score 58/100; 5.0★ from 55 Google reviews; open 24/7.
Best for emergencies (open 24/7): The Wash & Wrap Guys, posts 24/7 hours; ranked #3 of 59.
Most-reviewed: Long Island Construction Plus, 454 Google reviews at 5.0★, the most of 59 ranked; ranked #8.
Rankings can't be bought. Contractors can't pay to change their rank or score. How we rank
59 Southold gutter installers are ranked here by CR Score, from ten published factors. 24 are open 24/7, 50 open Saturdays and 36 open Sundays, based on posted hours. The median Google rating is 5.0★ across 59 rated businesses.
| Rank | Business | CR Score | Google rating | Based in | Hours | Best for |
|---|---|---|---|---|---|---|
| 1 | Payless Roofing and Gutters Southampton NY | 58 | 5.0★ (55) | Hampton Bays, 10 mi away | 24/7 | Overall |
| 2 | Premier Gutter Services LLC - Guilford CT | 57 | 4.9★ (52) | Guilford, 20 mi away | Sat · Sun · Evenings | — |
| 3 | The Wash & Wrap Guys | 57 | 5.0★ (28) | Wading River, 23 mi away | 24/7 | Emergencies |
| 4 | Gutter Protek | 57 | 5.0★ (10) | Calverton, 15 mi away | 24/7 | — |
| 5 | SPH Outdoor Services | 57 | 5.0★ (8) | Kings Park, 15 mi away | 24/7 | — |
| 6 | Payless Roofing and Gutters | 57 | 5.0★ (19) | Calverton, 7 mi away | 24/7 | — |
| 7 | Henderson Roofing | 57 | 5.0★ (430) | Groton, 24 mi away | 24/7 | — |
| 8 | Long Island Construction Plus | 57 | 5.0★ (454) | Calverton, 17 mi away | Sat · Sun | Most reviews |
| 9 | American Safe Wash | 55 | 4.9★ (124) | Old Saybrook, 16 mi away | 24/7 | — |
| 10 | K&K Construction Solutions | 55 | 4.9★ (111) | Bay Shore, 15 mi away | 24/7 | — |
Ordered by CR Score, a 0–100 score from ten published factors. Paid placement never changes the order.
Ranked #1 because of its Google rating and trade focus: 5.0★ from 55 Google reviews, listed on Google as “Roofing contractor”.
Based on 8 of 10 factors; credentials and recency not yet collected.
Based in Guilford, 20 mi away
Ranked #2 because of its Google rating and trade focus: 4.9★ from 52 Google reviews, listed on Google as “Gutter service”.
Based on 8 of 10 factors; credentials and recency not yet collected.
Based in Wading River, 23 mi away
Ranked #3 because of its Google rating and trade focus: 5.0★ from 28 Google reviews, listed on Google as “Gutter cleaning service”.
Based on 8 of 10 factors; credentials and recency not yet collected.
Based in Calverton, 15 mi away
Ranked #4 because of its Google rating and trade focus: 5.0★ from 10 Google reviews, listed on Google as “Gutter cleaning service”.
Based on 8 of 10 factors; credentials and recency not yet collected.
Based in Kings Park, 15 mi away
Ranked #5 because of its Google rating and trade focus: 5.0★ from 8 Google reviews, listed on Google as “Gutter cleaning service”.
Based on 8 of 10 factors; credentials and recency not yet collected.
Based in Calverton, 7 mi away
Ranked #6 because of its Google rating and trade focus: 5.0★ from 19 Google reviews, listed on Google as “Roofing contractor”.
Based on 8 of 10 factors; credentials and recency not yet collected.
Based in Groton, 24 mi away
Ranked #7 because of its Google rating and review volume: 5.0★ from 430 Google reviews.
Based on 8 of 10 factors; credentials and recency not yet collected.
Based in Calverton, 17 mi away
Ranked #8 because of its Google rating and review volume: 5.0★ from 454 Google reviews, the most in Southold.
Based on 8 of 10 factors; credentials and recency not yet collected.
Based in Old Saybrook, 16 mi away
Ranked #9 because of its Google rating and review volume: 4.9★ from 124 Google reviews.
Based on 8 of 10 factors; credentials and recency not yet collected.
Based in Bay Shore, 15 mi away
Ranked #10 because of its Google rating and review volume: 4.9★ from 111 Google reviews.
Based on 8 of 10 factors; credentials and recency not yet collected.
Based in Calverton, 3 mi away
Ranked #11 because of its Google rating and review volume: 5.0★ from 21 Google reviews.
Based on 8 of 10 factors; credentials and recency not yet collected.
Based in Calverton, 10 mi away
Ranked #12 because of its Google rating and review volume: 5.0★ from 36 Google reviews.
Based on 8 of 10 factors; credentials and recency not yet collected.
Based in Coram, 15 mi away
Ranked #13 because of its Google rating and trade focus: 4.4★ from 7 Google reviews, listed on Google as “Gutter cleaning service”.
Based on 8 of 10 factors; credentials and recency not yet collected.
Based in Hampton Bays, 11 mi away
Ranked #14 because of its Google rating and trade focus: 4.8★ from 6 Google reviews, listed on Google as “Gutter cleaning service”.
Based on 7 of 10 factors; credentials, recency and availability not yet collected.
Based in Centereach, 15 mi away
Ranked #15 because of its Google rating and trade focus: 5.0★ from 14 Google reviews, listed on Google as “Roofing contractor”.
Based on 8 of 10 factors; credentials and recency not yet collected.
Based in Ridge, 22 mi away
Ranked #16 because of its Google rating and trade focus: 5.0★ from 12 Google reviews, listed on Google as “Gutter cleaning service”.
Based on 8 of 10 factors; credentials and recency not yet collected.
Based in Guilford, 24 mi away
Ranked #17 because of its Google rating and trade focus: 4.9★ from 98 Google reviews, listed on Google as “Gutter cleaning service”.
Based on 8 of 10 factors; credentials and recency not yet collected.
Based in Springs, 14 mi away
Ranked #18 because of its Google rating and review volume: 4.9★ from 49 Google reviews.
Based on 8 of 10 factors; credentials and recency not yet collected.
Based in Brentwood, 15 mi away
Ranked #19 because of its Google rating and trade focus: 5.0★ from 10 Google reviews, listed on Google as “Gutter cleaning service”.
Based on 8 of 10 factors; credentials and recency not yet collected.
Based in Guilford, 20 mi away
Ranked #20 because of its Google rating and trade focus: 5.0★ from 39 Google reviews, listed on Google as “Gutter cleaning service”.
Based on 8 of 10 factors; credentials and recency not yet collected.
Based in Centereach, 15 mi away
Ranked #21 because of its Google rating and trade focus: 5.0★ from 9 Google reviews, listed on Google as “Gutter cleaning service”.
Based on 8 of 10 factors; credentials and recency not yet collected.
Based in Calverton, 15 mi away
Ranked #22 because of its Google rating and review volume: 5.0★ from 38 Google reviews.
Based on 8 of 10 factors; credentials and recency not yet collected.
Based in Calverton, 15 mi away
Ranked #23 because of its Google rating and trade focus: 5.0★ from 11 Google reviews, listed on Google as “Roofing contractor”.
Based on 8 of 10 factors; credentials and recency not yet collected.
Based in Old Saybrook, 16 mi away
Ranked #24 because of its Google rating and review volume: 4.9★ from 88 Google reviews.
Based on 8 of 10 factors; credentials and recency not yet collected.
Based in Calverton, 15 mi away
Ranked #25 because of its Google rating and review volume: 5.0★ from 29 Google reviews.
Based on 8 of 10 factors; credentials and recency not yet collected.
#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 59 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 |
|---|---|---|
| American Siding and Gutters | 5.0★ (2) | 22 mi |
| Champion Chimney Caps | 15 mi | |
| East End Gutter Cleaning | 15 mi | |
| East End Gutters Corporation | 5.0★ (2) | 14 mi |
| Empire Gen Roofing & Siding | 5.0★ (44) | In Southold |
| G-Rods Gutters | 15 mi | |
| Landscaping and Lawn Care Professional | 1.0★ (1) | 24 mi |
| Morton Buildings, Inc. | 5.0★ (2) | In Southold |
| Natural Images Landscaping | 4.0★ (9) | In Southold |
| Natural Images Tree Service Inc. | 5.0★ (4) | In Southold |
| North Fork Full Service Maintenance | 5.0★ (8) | In Southold |
| Novus Roofing Contractors | In Southold | |
| Novus Roofing North Fork | 5.0★ (23) | In Southold |
| Omega Quality Roofing & Chimney | 5.0★ (2) | In Southold |
| Peconic Home Management | In Southold | |
| SafePro Roofing & Siding | 5.0★ (12) | In Southold |
| Shelter Island Roofing, Chimney Sweep & Repair | 5.0★ (1) | In Southold |
| Southampton L. W. Winslow Painting Services Inc | 4.0★ (1) | 13 mi |
| SummitStone Roofing | 14 mi | |
| Triple ''C'' Window Cleaning & Flooring Waxing Services | 12 mi |
National price ranges in USD, not adjusted for Southold. 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 New York, fall is the busiest season, after leaves drop and before freezing weather. Clear gutters help prevent ice dams in winter.
We scored 59 Southold 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 Southold 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 |