Best roofing contractors in Bridgeport

★★★★★4.9 (206 reviews)score 93/100

Cruz Roofing and Siding pulls the top composite score in Bridgeport on the strength of 206 reviews at a 4.9 average, with named technicians and owner David Cruz called out repeatedly for handling complex rooflines and full insurance paperwork start to finish. Reviewers across Westport, Fairfield, Shelton, and Trumbull describe crews that show up early, work late to finish, and leave sites spotless.

• Handles insurance claims end-to-end, from inspection to approval
• Named, consistent crew and office staff (Miriam, Michael, Brian, Dave, Christian, Melanie, Joselyne)
• Comfortable with complex rooflines and multi-phase siding/window jobs
• Fast response on emergency repairs and post-job touch-ups

Services: flat roofing commercial, roof repair, 24 7 emergency roofing, metal roofing

★★★★★4.9 (63 reviews)score 87/100

Fairfield Roofing is a smaller, owner-run outfit where Sal picks up the phone himself and often gets to storm damage the same day or next morning. With 63 reviews at 4.9 stars, the pattern is consistent: fair pricing, honest diagnostics that avoid pushing an unnecessary replacement, and repairs that blend seamlessly into the existing roof.

• Direct phone access to the owner, not a call center
• Weekend and holiday emergency response
• Repair-first approach rather than upselling full replacement
• Long-term customers report reliable follow-up years later

Services: roof inspection insurance, flat roofing commercial, roof repair, metal roofing

★★★★★4.9 (119 reviews)score 86/100

Preference Construction backs up a 4.9-star average across 119 reviews with a strong recent run of same-day roof replacements, complete with underlayment, sheathing, gutters, and flashing done in one visit. Owner Stevenson is named often as hands-on, sourcing replacement materials mid-project when needed and keeping crews moving to a spotless finish.

• Most jobs completed and cleaned up same day
• Owner actively involved in sourcing materials and problem-solving
• Handles full roof systems, not just patch repairs
• Deep recent review base backing consistent five-star work

Watch out: A couple of older reviews (including a 2017 warranty dispute) cite slow follow-up on damage claims, though recent jobs show no repeat of this pattern.

Services: flat roofing commercial, roof repair, roof inspection insurance, metal roofing

★★★★★4.7 (115 reviews)score 86/100

Juliani's Inc has built a 115-review track record at 4.7 stars on painting, carpentry, and masonry, with customers returning over years and even decades for trim, deck, and chimney work. Darcy and Juliana run the office personally, flagging weather delays early and staying in touch through the job.

• 35-year family operation with hands-on office management
• Same crew sees a job through from start to finish
• Proactive communication on weather delays
• Fixes small details before calling a job done

Watch out: One reviewer wanted paint color samples shown on-site before work began.

Services: roof repair

★★★★★5 (20 reviews)score 83/100

O.C. Roofing and Siding holds a perfect 5.0 across 20 reviews, with both homeowners and professional builders naming them as their go-to for residential and new-construction roofing and siding. GAF and TPO certification plus OSHA training back up the consistent praise for fair pricing and clean job sites.

• GAF and TPO certified with OSHA-trained crews
• Fair, competitive pricing that holds across repeat jobs
• Organized office staff, flexible on scheduling changes
• Trusted by both homeowners and builders for new construction

Watch out: Review volume is lighter than the top names on this list, so the record is strong but smaller.

Services: roof repair, gutter services

★★★★★4.8 (63 reviews)score 83/100

SST Painting & Carpentry backs a 4.8-star average across 63 reviews with Iris and his crew showing up on schedule and protecting the space daily. They're strongest when the scope is clear upfront, handling drywall, exterior painting, decks, and staining with fair pricing.

• Prompt scheduling and daily site cleanup
• Detail-oriented finish work
• Fair pricing for the quality delivered
• Willing to adjust scope mid-project

Watch out: One reviewer felt an estimate was vague and had to manage material and scope details themselves on a complex job.

Services: roof repair

★★★★★5 (37 reviews)score 82/100

D & L Construction Design earns a perfect 5.0 across 37 reviews, with owner Danny hands-on across repairs, renovations, and custom builds. Reviewers point to jobs finishing ahead of deadline and Danny finding cost-saving fixes mid-project rather than padding the bill.

• Owner-led on every project, not handed off to subs
• Fast response to calls and quick starts
• Creative mid-project problem-solving
• Honest, transparent pricing

Watch out: Fewer reviews than the leaders here, and no listed licensing/verification info, so it's worth confirming credentials directly.

Services: roof repair

★★★★★5 (17 reviews)score 82/100

The Roof Sharks pair a perfect 5.0 rating with a reputation for turning down work customers didn't need, including one case where the owner talked a homeowner out of an unnecessary $1,500 job. As a Master Elite GAF contractor, the team documents full-day roof replacements with photos or drone footage and walks owners through findings once old roofing comes off.

• Master Elite GAF contractor status
• Owner manages projects personally from quote to completion
• Same-day full roof replacements with photo/drone documentation
• Turns down unnecessary work rather than upselling

Watch out: Based on 17 reviews, a smaller sample than the top few names on this list.

Services: roof repair

★★★★★4.8 (25 reviews)score 81/100

MSK Solutions, led by Felipe, draws consistent praise across 25 reviews for combining roofing and gutter work with strong communication and daily jobsite cleanup. Reviewers highlight follow-up checks after installation and a willingness to go beyond the original scope when problems turn up.

• Owner-led with visible follow-up after installation
• Same-day or next-day turnaround on scheduling
• Cleans daily, leaves the property spotless
• Transparent about material upgrades and price changes

Watch out: A few reviewers flagged reckless driving by crew members, separate from the quality of the roofing work itself.

Services: roof inspection insurance, flat roofing commercial

★★★★★5 (10 reviews)score 80/100

KM General Renovation earns a perfect 5.0 from its reviews, with Kelvin's crew handling roofing alongside kitchen and other renovation work under one team. Jobs are reported as finishing on time and staying within the original budget.

• Same crew covers multiple trades on one project
• On-time completion within quoted budget
• Thorough cleanup and site management
• Consistent professionalism across projects

Watch out: Based on 10 reviews, so the track record is positive but still building.

Services: roof repair, roof replacement installation

★★★★★5 (5 reviews)score 72/100

Dalia Home Improvement has a perfect five-star record across garage work, deck construction, and general renovations, with every reviewer citing solid craftsmanship and costs that stuck to the original quote. It's a newer name on this list with a small but clean review base.

• Stays within quoted budget with no reported surprises
• Clear communication throughout the project

Watch out: Only 5 reviews so far, so treat this as an early but promising track record rather than an established one.

Services: roof repair

★★★★★4.9 (16 reviews)score 71/100

A-Preferred Roofing & Contracting, led by Stephon, gets consistent praise for finishing on time or early across roofing, siding, decks, bathrooms, and remodeling work. Pricing is described as fair and the crew as communicative throughout.

• Frequently finishes ahead of schedule
• Fair, transparent pricing
• Detail-oriented crew under direct leadership
• Covers roofing through full remodeling in one team

Watch out: Review activity has slowed recently compared to the volume seen in past periods.

Services: flat roofing commercial

★★★★★5 (12 reviews)score 70/100

Cedar & Copper is a family-run crew under Gerson that specializes in cedar roof replacements and repairs, handled entirely in-house with a perfect 5.0 across 12 reviews. Reviewers point to fast turnaround on leak fixes and straightforward communication throughout.

• All work done in-house by the family crew
• Specific cedar roofing expertise and finish quality
• Same-day or next-day response on leak calls
• No complaints surfaced across its review base

Watch out: A small, specialty-focused review base compared to the full-service contractors higher on this list.

Services: metal roofing

★★★★★5 (2 reviews)score 68/100

MAYK Home Improvement has a short but perfect record, with both listed reviewers praising Mike Mayk's team for fast, professional work, including an emergency siding repair completed in cold weather. Calls get returned and crews arrive on schedule.

• Responds to calls and shows up on schedule
• Works efficiently even in harsh weather conditions

Watch out: Only 2 reviews on record, so this is a promising but very limited sample size.

Services: roof repair, roof replacement installation

★★★★★5 (3 reviews)score 67/100

Cedar Roofing Protection, run by Henry, covers roofing, maintenance, and cleaning work, with repeat customers citing quality materials and thorough craftsmanship. It's the newest, smallest review base on this list, but the feedback so far is uniformly positive.

• Repeat customers returning for maintenance work
• Quality materials cited by reviewers

Watch out: Based on just 3 reviews, so there isn't much history to judge consistency yet.

Services: roof inspection insurance