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By CR Score, the highest-ranked roofer in Middletown, NY is Northern Windows, Siding, Roofing and Insulation with a CR Score of 92/100. It has 5.0★ from 263 Google reviews. It is open 24/7. Glen Roofing Corporation (#2) and Home Pro Exteriors, Inc. (#3) follow. We ranked 649 roofers on 8 factors, last updated October 22, 2026.
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ContractorsRanked ranks 649 roofers serving Middletown, NY. 6 of them are based in Middletown; the rest serve it from nearby towns. Another 20 within 40 mi are listed but not ranked yet. Counts are as of October 2026.
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220 ranked roofers in Middletown post 24/7 hours. The highest-ranked are Northern Windows, Siding, Roofing and Insulation (#1), Glen Roofing Corporation (#2) and Home Pro Exteriors, Inc. (#3). Hours come from each business's Google listing as of October 2026, so call to confirm.
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513 of 649 ranked roofers post Saturday hours and 320 post Sunday hours. The highest-ranked open Saturdays are Northern Windows, Siding, Roofing and Insulation (#1), Glen Roofing Corporation (#2) and Home Pro Exteriors, Inc. (#3). Posted hours are office hours; crews may book weekend jobs separately.
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Roof replacement typically costs $8,750 to $16,340, with $11,670 typical (Per project: asphalt shingles on a 1,700 sq ft home (about 2,000 sq ft of roof). US national range × 1.17 Middle Atlantic factor (2025 Cost vs. Value Report)). The range is adjusted for New York. Prices were last checked October 2026. Get at least two written quotes before you hire.
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The median Google rating among 649 rated roofers in Middletown is 5.0★, with a median of 19 reviews. PJ Fitzpatrick has the most, 2,199 reviews, and ranks #33. We adjust ratings for review count, so a few five-star reviews cannot top the list.
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In New York, roofers are busiest from late spring to early fall, when shingles can be installed in mild, dry weather. After a big storm, get more than one quote and check the license or registration before signing.
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Each roofer 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.