Roofing, Siding & Windows in Greenwich, CT

GAF Master Elite roofing for Greenwich and Fairfield County homeowners — get a real online quote in minutes, no sales visit required.

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Gunner Roofing is a GAF Master Elite certified roofing, siding, and window contractor serving Greenwich, Connecticut and the surrounding Fairfield County communities. Our nearby Stamford office at 78 Halloween Blvd keeps our crews and project managers minutes from the neighborhoods we serve — from the waterfront in Old Greenwich, Riverside, and Byram to Cos Cob, Glenville, and the backcountry estates of mid-country and north Greenwich. Gunner is also the first and only roofing company where homeowners can buy a roof entirely online — get a real project estimate in minutes, no sales visit required.

Greenwich homes run the gamut — coastal properties exposed to Long Island Sound, historic colonials and shingle-style estates, and large wooded lots up in the backcountry — and each puts different demands on a roof. We replace and repair asphalt, cedar, slate, synthetic, metal, and flat/low-slope roofs across all of it, and back qualifying roof replacements with the GAF Golden Pledge lifetime warranty, the strongest in the industry. We handle the permits, protect your landscaping, clean up daily, and assign a dedicated project manager to every job.

Our Services in Greenwich, CT

Roofing

Roof replacement and repair for Greenwich homes of every type — architectural asphalt, plus the cedar, slate, copper, and synthetic (DaVinci, Brava) roofs common on the town's historic and estate properties. GAF Master Elite, with the Golden Pledge lifetime warranty on qualifying installs.
Roofing

Siding

James Hardie fiber cement and premium siding built for Greenwich's coastal moisture, salt air, and freeze-thaw winters — ideal for waterfront and shoreline homes. We're a James Hardie Elite Preferred installer.
Siding

Windows

Energy-efficient replacement windows that cut drafts and outside noise in Greenwich's older colonials and exposed waterfront homes, with options that suit historic facades.
Windows

Roofing in Greenwich & Coastal Fairfield County: What Local Homeowners Should Know

Greenwich roofs face two very different challenges depending on where you are. Along the shoreline — Old Greenwich, Riverside, Byram, and Belle Haven — homes take direct salt air and the high winds of nor’easters coming off Long Island Sound, which punish underrated shingles and corrode cheap flashing. Up in mid-country and the backcountry, large wooded lots mean heavy tree debris, shade-driven moss and algae, and bigger, more complex roofs with valleys, dormers, and multiple pitches. Across all of it, Connecticut winters add snow load, ice damming, and freeze-thaw cycling.

For asphalt roofs we recommend architectural shingles rated for 130 mph wind or higher, ideally SBS-modified for cold-weather flexibility and Class 4 impact-resistant (which can lower your insurance) — GAF Timberline HDZ is the Northeast standard and qualifies for the Golden Pledge warranty. Many Greenwich homes, though, call for cedar, slate, copper, or synthetic slate/shake to match a historic or estate aesthetic; those require an experienced installer and proper underlayment. In every case we extend ice-and-water shield well beyond the code minimum at the eaves, rakes, and valleys given the town’s ice-dam exposure.

Roofing Permits in Greenwich

Roof replacements in Greenwich require a building permit through the Town of Greenwich Building Division, and the work is subject to inspection; historic-district or waterfront properties can carry additional review. Gunner handles the entire permit process for you — application, fees, and scheduling inspections — as part of every project, so there’s nothing for you to file. We’re fully licensed in Connecticut (HIC) and carry full general liability and workers’ comp insurance.

Areas We Serve Near Greenwich

Proudly serving Fairfield County and the surrounding communities, including:

  • Old Greenwich
  • Cos Cob
  • Riverside
  • Byram
  • Glenville
  • Stamford
  • Darien
  • New Canaan
  • Port Chester, NY
  • Rye, NY

Recent Projects Near Greenwich

Greenwich, Fairfield County CT – James Hardie Cedarmill Shingle Siding 
Greenwich, Fairfield County CT – James Hardie Cedarmill Shingle Siding 
Cos Cob, Fairfield County, CT – Brava Single Width Slate, Red Copper Flashing
Cos Cob, Fairfield County, CT – Brava Single Width Slate, Red Copper Flashing

What Greenwich Homeowners Say

★★★★★
The rep was very detailed and the project manager was very knowledgeable and thorough throughout the project. The materials being used I found to be of great quality. I am pleased with the results and plan on using Gunner Roofing for future projects.

— Shawn S.

★★★★★
Gunner was highly recommended by our neighbors who recently replaced the roof on their home. We in turn found the experience of working with Gunner to replace our own roof to be top notch. The entire process was smooth and seamless: from getting a sales quote, the permitting process, through the project management phase. Everyone was friendly and professional, and the quality of the work is excellent. We are very pleased!

— Katherine M.

Why Greenwich Homeowners Choose Gunner

  • 4.9 stars across 600+ Google reviews from CT, NY & NJ homeowners
  • Nearby Stamford office at 78 Halloween Blvd — minutes from every Greenwich neighborhood
  • GAF Master Elite certified (top 3% of U.S. roofing contractors)
  • Experienced with cedar, slate, copper, and synthetic roofs on historic and estate homes
  • Free instant online quotes — no appointment, no sales visit
  • All Greenwich permits pulled and handled by our team
  • Featured in Bob Vila, This Old House, Martha Stewart Living, and Architectural Digest

Greenwich Roofing FAQs

Answers to common questions from Greenwich, CT homeowners. Prefer to talk? Call 866-262-6005.

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Yes. Greenwich requires a building permit for roof replacements through the Town of Greenwich Building Division, and the work is inspected; historic or waterfront properties may need extra review. Gunner handles the permit application, fees, and inspections for you as part of every project.

A standard asphalt roof replacement in Greenwich typically runs between $8,000 and $20,000, but the town's larger homes, steeper and more complex roofs, and premium materials like cedar, slate, or copper can push well above that. Gunner gives you an accurate, measurement-based online quote for asphalt roofs in minutes; for specialty materials we'll provide a tailored estimate.

It depends on the home. For coastal Greenwich properties we recommend architectural asphalt rated for 130+ mph wind with SBS modification and Class 4 impact resistance, such as GAF Timberline HDZ. Many historic and estate homes call for cedar, slate, copper, or synthetic slate/shake to match the architecture — Gunner installs all of these and can help you weigh look, longevity, and budget.

A typical asphalt roof replacement in Greenwich takes one to three working days, weather permitting. Larger estate roofs or specialty materials like slate and cedar take longer, and your project manager confirms a firm timeline before work begins.

Yes. Gunner offers flexible financing (including through Wells Fargo, with approved credit) for roofing, siding, and window projects in Greenwich. Ask your project manager or apply during your free estimate.

Get a Free Roofing Quote in Greenwich, CT

Instant online estimate — no appointment required.

Get Your Free Quote 866-262-6005