373 painters ranked by CR ScoreUpdated 0 paid placements in this rankingHow we rank →
Best overall in Winter Garden: Paint Squad of Orlando, CR Score 63/100; 4.7★ from 117 Google reviews; open 24/7.
Best for emergencies (open 24/7): Color World Painting Orlando, posts 24/7 hours; ranked #2 of 373.
Most-reviewed: Painting with a Twist, 454 Google reviews at 4.8★, the most of 373 ranked; ranked #14.
Rankings can't be bought. Contractors can't pay to change their rank or score. How we rank
373 Winter Garden painters are ranked here by CR Score, from ten published factors. 53 are open 24/7, 261 open Saturdays and 116 open Sundays, based on posted hours. The median Google rating is 5.0★ across 373 rated businesses.
| Rank | Business | CR Score | Google rating | Based in | Hours | Best for |
|---|---|---|---|---|---|---|
| 1 | Paint Squad of Orlando | 63 | 4.7★ (117) | Winter Garden | 24/7 | Overall |
| 2 | Color World Painting Orlando | 63 | 4.8★ (88) | Winter Garden | 24/7 | Emergencies |
| 3 | Five Star Painting of Orlando West | 63 | 5.0★ (263) | Horizon West, 8 mi away | 24/7 | — |
| 4 | Paint Masters | 62 | 5.0★ (146) | Winter Garden | Sat | — |
| 5 | Andres Professional Services | 61 | 4.8★ (67) | Winter Garden | Sat · Sun | — |
| 6 | DC Painting Enterprises Corp | 61 | 5.0★ (36) | Meadow Woods, 3 mi away | 24/7 | — |
| 7 | Klein & Son's Painting LLC | 61 | 4.8★ (48) | Winter Garden | Sat · Sun | — |
| 8 | J&J Custom Painting & Restoration, Inc | 61 | 4.8★ (100) | Apopka, 7 mi away | 24/7 | — |
| 9 | Junior Painting | 60 | 4.8★ (124) | Horizon West, 2 mi away | Sat | — |
| 10 | Painter1 of Central Florida | 60 | 5.0★ (76) | Four Corners, 10 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: 4.7★ from 117 Google reviews, listed on Google as “Painter”.
Based on 8 of 10 factors; credentials and recency not yet collected.
Based in Winter Garden
Ranked #2 because of its Google rating and trade focus: 4.8★ from 88 Google reviews, listed on Google as “Painter”.
Based on 8 of 10 factors; credentials and recency not yet collected.
Based in Horizon West, 8 mi away
Ranked #3 because of its Google rating and trade focus: 5.0★ from 263 Google reviews, listed on Google as “Painter”.
Based on 8 of 10 factors; credentials and recency not yet collected.
Based in Winter Garden
Ranked #4 because of its Google rating and trade focus: 5.0★ from 146 Google reviews, listed on Google as “Painter”.
Based on 8 of 10 factors; credentials and recency not yet collected.
Based in Winter Garden
Ranked #5 because of its Google rating and trade focus: 4.8★ from 67 Google reviews, listed on Google as “Painting”.
Based on 8 of 10 factors; credentials and recency not yet collected.
Based in Meadow Woods, 3 mi away
Ranked #6 because of its Google rating and trade focus: 5.0★ from 36 Google reviews, listed on Google as “Painter”.
Based on 8 of 10 factors; credentials and recency not yet collected.
Based in Winter Garden
Ranked #7 because of its Google rating and trade focus: 4.8★ from 48 Google reviews, listed on Google as “Painter”.
Based on 8 of 10 factors; credentials and recency not yet collected.
Based in Apopka, 7 mi away
Ranked #8 because of its Google rating and trade focus: 4.8★ from 100 Google reviews, listed on Google as “Painter”.
Based on 8 of 10 factors; credentials and recency not yet collected.
Based in Horizon West, 2 mi away
Ranked #9 because of its Google rating and trade focus: 4.8★ from 124 Google reviews, listed on Google as “Painter”.
Based on 8 of 10 factors; credentials and recency not yet collected.
Based in Four Corners, 10 mi away
Ranked #10 because of its Google rating and trade focus: 5.0★ from 76 Google reviews, listed on Google as “Painter”.
Based on 8 of 10 factors; credentials and recency not yet collected.
Based in Clermont, 4 mi away
Ranked #11 because of its Google rating and trade focus: 5.0★ from 19 Google reviews, listed on Google as “Painter”.
Based on 8 of 10 factors; credentials and recency not yet collected.
Based in Orlando, 10 mi away
Ranked #12 because of its Google rating and trade focus: 5.0★ from 64 Google reviews, listed on Google as “Painting”.
Based on 8 of 10 factors; credentials and recency not yet collected.
Based in Horizon West, 12 mi away
Ranked #13 because of its Google rating and trade focus: 5.0★ from 104 Google reviews, listed on Google as “Painting”.
Based on 8 of 10 factors; credentials and recency not yet collected.
Based in Altamonte Springs, 12 mi away
Ranked #14 because of its Google rating and trade focus: 4.8★ from 454 Google reviews, listed on Google as “Painting studio”.
Based on 8 of 10 factors; credentials and recency not yet collected.
Based in Orlando, 13 mi away
Ranked #15 because of its Google rating and trade focus: 5.0★ from 124 Google reviews, listed on Google as “Painter”.
Based on 8 of 10 factors; credentials and recency not yet collected.
Based in Ocoee, 3 mi away
Ranked #16 because of its Google rating and trade focus: 5.0★ from 48 Google reviews, listed on Google as “Painting studio”.
Based on 7 of 10 factors; credentials, recency and availability not yet collected.
Based in Horizon West, 7 mi away
Ranked #17 because of its Google rating and trade focus: 5.0★ from 26 Google reviews, listed on Google as “Painter”.
Based on 8 of 10 factors; credentials and recency not yet collected.
Based in Meadow Woods, 9 mi away
Ranked #18 because of its Google rating and trade focus: 5.0★ from 45 Google reviews, listed on Google as “Painter”.
Based on 8 of 10 factors; credentials and recency not yet collected.
Based in Pflugerville, 6 mi away
Ranked #19 because of its Google rating and trade focus: 5.0★ from 20 Google reviews, listed on Google as “Painting”.
Based on 8 of 10 factors; credentials and recency not yet collected.
Based in Winter Garden
Ranked #20 because of its Google rating and trade focus: 4.9★ from 75 Google reviews, listed on Google as “Painter”.
Based on 8 of 10 factors; credentials and recency not yet collected.
Based in Clermont, 11 mi away
Ranked #21 because of its Google rating and trade focus: 5.0★ from 108 Google reviews, listed on Google as “Painting lessons”.
Based on 8 of 10 factors; credentials and recency not yet collected.
Based in Apopka, 4 mi away
Ranked #22 because of its Google rating and trade focus: 5.0★ from 10 Google reviews, listed on Google as “Painting”.
Based on 8 of 10 factors; credentials and recency not yet collected.
Based in Orlando, 6 mi away
Ranked #23 because of its Google rating and trade focus: 5.0★ from 14 Google reviews, listed on Google as “Painting”.
Based on 8 of 10 factors; credentials and recency not yet collected.
Based in Horizon West, 7 mi away
Ranked #24 because of its Google rating and trade focus: 5.0★ from 263 Google reviews, listed on Google as “Painter”.
Based on 8 of 10 factors; credentials and recency not yet collected.
Based in Clermont, 9 mi away
Ranked #25 because of its Google rating and trade focus: 4.5★ from 231 Google reviews, listed on Google as “Painting studio”.
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 373 ranked painters here; the rest are on their profiles.
20 more painters within 15 mi that we can't rank yet: too few reviews, or a trade we couldn't confirm. Listed A to Z.
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 |
|---|---|---|---|---|---|
| Interior painting | $965 | $2,022 | $3,089 | Per project: typical range of customer-reported jobs (about $2 to $6 per sq ft of floor area). US national range | October 2026 |
| Exterior painting | $1,819 | $3,178 | $4,551 | Per house: typical range of customer-reported jobs. US national range | October 2026 |
We scored 373 Winter Garden painters 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 Winter Garden 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 |