94/100CR Score
Ranked #1 because of its Google rating and availability: 5.0★ from 419 Google reviews, open 24/7.
- 5.0★ from 419 Google reviews
- Open 24/7
- Hours
- Open 24 hours, 7 days
- Address
- 13050 Sunkiss Loop, Windermere, FL 34786
Best Gutter Installers in Winter Garden, FL (2026)
257 gutter installers ranked by CR ScoreUpdated 0 paid placements in this rankingHow we rank →
The short answer
- 1
Best overall in Winter Garden: The Pressure Specialist, CR Score 94/100; 5.0★ from 419 Google reviews; open 24/7.
- 2
Best for emergencies (open 24/7): Gutter Masters of Central Florida, posts 24/7 hours; ranked #2 of 257.
- 4
Most-reviewed: Prestige Cleaning, 936 Google reviews at 5.0★, the most of 257 ranked; ranked #4.
Rankings can't be bought. Contractors can't pay to change their rank or score. How we rank
257 Winter Garden gutter installers are ranked here by CR Score, from 8 published factors. 56 are open 24/7, 171 open Saturdays and 99 open Sundays, based on posted hours. The median Google rating is 5.0★ across 257 rated businesses.
Top 10 gutter installers in Winter Garden at a glance
| Rank | Business | CR Score | Google rating | Based in | Hours | Best for |
|---|---|---|---|---|---|---|
| 1 | The Pressure Specialist | 94 | 5.0★ (419) | Horizon West, 5 mi away | 24/7 | Overall |
| 2 | Gutter Masters of Central Florida | 92 | 4.8★ (431) | Orlando, 9 mi away | 24/7 | Emergencies |
| 3 | Fortress Pressure Washing | 91 | 5.0★ (118) | Ocoee, 6 mi away | 24/7 | — |
| 4 | Prestige Cleaning | 91 | 5.0★ (936) | Oviedo, 23 mi away | 24/7 | Most reviews |
| 5 | Edy Pressure and Soft-Wash | 91 | 5.0★ (246) | Belle Isle, 14 mi away | 24/7 | — |
| 6 | iShine Pressure Washing | 90 | 5.0★ (409) | Oak Ridge, 7 mi away | Sat · Sun · Evenings | — |
| 7 | Firsthand Lawn and Landscape, LLC | 90 | 5.0★ (136) | Orlando, 11 mi away | 24/7 | — |
| 8 | Vanegas Gutters | 90 | 5.0★ (99) | Horizon West, 10 mi away | 24/7 | — |
| 9 | Aquaman ProWash LLC | 89 | 5.0★ (40) | Apopka, 6 mi away | 24/7 | — |
| 10 | SplashKingz Exterior Clean | 89 | 5.0★ (99) | Altamonte Springs, 14 mi away | 24/7 | — |
The 257 best gutter installers in Winter Garden, ranked
Ordered by CR Score, a 0–100 score from 8 published factors. Paid placement never changes the order.
Scores below: based on 6 of 8 factors; credentials and recency not yet collected. Hatched segments mark factors we don't have yet.
Based in Orlando, 9 mi away
92/100CR ScoreRanked #2 because of its Google rating and availability: 4.8★ from 431 Google reviews, open 24/7.
- 4.8★ from 431 Google reviews
- Open 24/7
- Hours
- Open 24 hours, 7 days
- Address
- 4455 Dardanelle Dr Suite D, Orlando, FL 32808
Based in Ocoee, 6 mi away
91/100CR ScoreRanked #3 because of its Google rating and availability: 5.0★ from 118 Google reviews, open 24/7.
- 5.0★ from 118 Google reviews
- Open 24/7
- Hours
- Open 24 hours, 7 days
Based in Oviedo, 23 mi away
91/100CR ScoreRanked #4 because of its Google rating and availability: 5.0★ from 936 Google reviews, open 24/7.
- 5.0★ from 936 Google reviews
- Open 24/7
- Hours
- Open 24 hours, 7 days
- Address
- 1983 Spring Ave, Oviedo, FL 32765
Based in Belle Isle, 14 mi away
91/100CR ScoreRanked #5 because of its Google rating and availability: 5.0★ from 246 Google reviews, open 24/7.
- 5.0★ from 246 Google reviews
- Open 24/7
- Hours
- Open 24 hours, 7 days
Based in Oak Ridge, 7 mi away
90/100CR ScoreRanked #6 because of its Google rating and trade focus: 5.0★ from 409 Google reviews, listed on Google as “Gutter cleaning service”.
- 5.0★ from 409 Google reviews
- Hours
- Mon–Sun 6 AM–11 PM
Based in Orlando, 11 mi away
90/100CR ScoreRanked #7 because of its Google rating and availability: 5.0★ from 136 Google reviews, open 24/7.
- 5.0★ from 136 Google reviews
- Open 24/7
- Hours
- Open 24 hours, 7 days
- Address
- 3720 N Orange Blossom Trl, Orlando, FL 32804
Based in Horizon West, 10 mi away
90/100CR ScoreRanked #8 because of its Google rating and availability: 5.0★ from 99 Google reviews, open 24/7.
- 5.0★ from 99 Google reviews
- Open 24/7
- Hours
- Open 24 hours, 7 days
Based in Apopka, 6 mi away
89/100CR ScoreRanked #9 because of its Google rating and availability: 5.0★ from 40 Google reviews, open 24/7.
- 5.0★ from 40 Google reviews
- Open 24/7
- Hours
- Open 24 hours, 7 days
Based in Altamonte Springs, 14 mi away
89/100CR ScoreRanked #10 because of its Google rating and availability: 5.0★ from 99 Google reviews, open 24/7.
- 5.0★ from 99 Google reviews
- Open 24/7
- Hours
- Open 24 hours, 7 days
Based in DeBary, 12 mi away
88/100CR ScoreRanked #11 because of its Google rating and trade focus: 5.0★ from 315 Google reviews, listed on Google as “Gutter cleaning service”.
- 5.0★ from 315 Google reviews
- Open 24/7
- Hours
- Open 24 hours, 7 days
Based in Orlando, 13 mi away
88/100CR ScoreRanked #12 because of its Google rating and trade focus: 5.0★ from 373 Google reviews, listed on Google as “Gutter cleaning service”.
- 5.0★ from 373 Google reviews
- Hours
- Mon–Sat 8 AM–7 PM · Sun 9 AM–5 PM
- Address
- 47 Drennen Rd, Orlando, FL 32806
Based in Fairview Shores, 8 mi away
88/100CR ScoreRanked #13 because of its Google rating and availability: 5.0★ from 36 Google reviews, open 24/7.
- 5.0★ from 36 Google reviews
- Open 24/7
- Hours
- Open 24 hours, 7 days
Based in Belle Isle, 19 mi away
88/100CR ScoreRanked #14 because of its Google rating and trade focus: 5.0★ from 654 Google reviews, listed on Google as “Gutter cleaning service”.
- 5.0★ from 654 Google reviews
- Open 24/7
- Hours
- Open 24 hours, 7 days
Based in Saint Cloud, 17 mi away
88/100CR ScoreRanked #15 because of its Google rating and availability: 5.0★ from 82 Google reviews, open 24/7.
- 5.0★ from 82 Google reviews
- Open 24/7
- Hours
- Open 24 hours, 7 days
Based in Orlando, 12 mi away
88/100CR ScoreRanked #16 because of its Google rating and availability: 5.0★ from 41 Google reviews, open 24/7.
- 5.0★ from 41 Google reviews
- Open 24/7
- Hours
- Open 24 hours, 7 days
- Address
- 750 S Orange Blossom Trl #235, Orlando, FL 32805
Based in Winter Haven, 24 mi away
87/100CR ScoreRanked #17 because of its Google rating and availability: 4.9★ from 279 Google reviews, open 24/7.
- 4.9★ from 279 Google reviews
- Open 24/7
- Hours
- Open 24 hours, 7 days
Based in Longwood, 17 mi away
87/100CR ScoreRanked #18 because of its Google rating and trade focus: 5.0★ from 356 Google reviews, listed on Google as “Gutter cleaning service”.
- 5.0★ from 356 Google reviews
- Hours
- Mon–Sun 7 AM–7 PM
- Address
- 530 S Ronald Reagan Blvd #156, Longwood, FL 32750
Based in Orlando, 17 mi away
87/100CR ScoreRanked #19 because of its Google rating and availability: 5.0★ from 123 Google reviews, open 24/7.
- 5.0★ from 123 Google reviews
- Open 24/7
- Hours
- Open 24 hours, 7 days
- Address
- 5580 Century 21 Blvd apt 120, Orlando, FL 32807
Based in Horizon West, 9 mi away
87/100CR ScoreRanked #20 because of its Google rating and availability: 5.0★ from 22 Google reviews, open 24/7.
- 5.0★ from 22 Google reviews
- Open 24/7
- Hours
- Open 24 hours, 7 days
Based in Minneola, 8 mi away
87/100CR ScoreRanked #21 because of its Google rating and availability: 5.0★ from 36 Google reviews, open 24/7.
- 5.0★ from 36 Google reviews
- Open 24/7
- Hours
- Open 24 hours, 7 days
Based in Apopka, 10 mi away
87/100CR ScoreRanked #22 because of its Google rating and availability: 4.9★ from 49 Google reviews, open 24/7.
- 4.9★ from 49 Google reviews
- Open 24/7
- Hours
- Open 24 hours, 7 days
Based in Orlando, 21 mi away
86/100CR ScoreRanked #23 because of its Google rating and availability: 4.9★ from 86 Google reviews, open 24/7.
- 4.9★ from 86 Google reviews
- Open 24/7
- Hours
- Open 24 hours, 7 days
- Address
- 2030 Mountleigh Trail, Orlando, FL 32824
Based in Azalea Park, 22 mi away
86/100CR ScoreRanked #24 because of its Google rating and trade focus: 5.0★ from 365 Google reviews, listed on Google as “Gutter cleaning service”.
- 5.0★ from 365 Google reviews
- Hours
- Mon–Sat 8 AM–7 PM · Sun 10 AM–6 PM
Based in Orlando, 9 mi away
86/100CR ScoreRanked #25 because of its Google rating and availability: 4.8★ from 16 Google reviews, open 24/7.
- 4.8★ from 16 Google reviews
- Open 24/7
- Hours
- Open 24 hours, 7 days
- Address
- 7711 Doe Run, Orlando, FL 32810
Gutter installers ranked #26 to #50
#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 257 ranked gutter installers here; the rest are on their profiles.
Also serving Winter Garden
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.
How much do gutter installers cost in Winter Garden?
National price ranges in USD, not adjusted for Winter Garden. 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 |
When to hire a gutter installer in Florida
Fall leaf drop is the busiest season for gutter cleaning. In Florida, it is worth checking gutters before the Atlantic hurricane season starts on June 1.
How we ranked Winter Garden gutter installers
We scored 257 Winter Garden 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 Winter Garden 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 |
Gutter installers in Winter Garden: frequently asked questions
Who is the best gutter installer in Winter Garden?
By CR Score, the highest-ranked gutter installer in Winter Garden, FL is The Pressure Specialist with a CR Score of 94/100. It has 5.0★ from 419 Google reviews. It is open 24/7. Gutter Masters of Central Florida (#2) and Fortress Pressure Washing (#3) follow. We ranked 257 gutter installers on 8 factors, last updated October 22, 2026.
How many gutter installers are there in Winter Garden?
ContractorsRanked ranks 257 gutter installers serving Winter Garden, FL. 2 of them are based in Winter Garden; the rest serve it from nearby towns. Another 20 within 25 mi are listed but not ranked yet. Counts are as of October 2026.
Which gutter installers in Winter Garden are open 24/7?
56 ranked gutter installers in Winter Garden post 24/7 hours. The highest-ranked are The Pressure Specialist (#1), Gutter Masters of Central Florida (#2) and Fortress Pressure Washing (#3). Hours come from each business's Google listing as of October 2026, so call to confirm.
Which gutter installers in Winter Garden work on weekends?
171 of 257 ranked gutter installers post Saturday hours and 99 post Sunday hours. The highest-ranked open Saturdays are The Pressure Specialist (#1), Gutter Masters of Central Florida (#2) and Fortress Pressure Washing (#3). Posted hours are office hours; crews may book weekend jobs separately.
How much does gutter installation cost in Winter Garden?
Gutter installation typically costs $600 to $5,800, with $3,200 typical (Per house: a typical 2,000 sq ft home (about 200 linear feet of gutter). US national range). This is a national range, not adjusted for Winter Garden. Prices were last checked October 2026. Get at least two written quotes before you hire.
What Google rating do Winter Garden gutter installers have?
The median Google rating among 257 rated gutter installers in Winter Garden is 5.0★, with a median of 34 reviews. Prestige Cleaning has the most, 936 reviews, and ranks #4. We adjust ratings for review count, so a few five-star reviews cannot top the list.
When is the best time to hire a gutter installer in Winter Garden?
Fall leaf drop is the busiest season for gutter cleaning. In Florida, it is worth checking gutters before the Atlantic hurricane season starts on June 1.
How does ContractorsRanked rank gutter installers?
Each gutter installer gets a 0–100 CR Score from 8 published factors, led by reputation (35%), credentials (15%), review volume (10%) and recency (10%). Factors we cannot measure are left out, not scored as zero. Only businesses with a confirmed trade and 3 or more reviews, or a claimed profile, are ranked.
Update log for Winter Garden
- October 2026: CR Scores recalculated for 257 gutter installers serving Winter Garden.
More gutter installers and Winter Garden pages
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