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Residential & Commercial Roofing, Siding & Gutters and Chimney & Skylight Services in Portland, CT and the Surrounding Areas

Instant Estimate
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Comprehensive roofing solutions for all homes and businesses.

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Professional installation, repair and maintenance of your siding & gutters.

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From restoration to professional upgrades, we have you covered.

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A row of houses are lined up next to each other in a residential area.
A house with a lot of windows and trees in the background.
A chimney on top of a brown roof with a skylight.
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Comprehensive roofing solutions for all homes and businesses.

Learn More >
A yellow and orange gradient background with a white border.

Professional installation, repair and maintenance of your siding & gutters.

Learn More >
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From restoration to professional upgrades, we have you covered.

Learn More >

Residential Roofing

Commercial Roofing

Roofing Installation

Roofing Replacement

Roofing Repair & Maintenance

Siding Installation & Replacement

Siding Repair

  Gutter Installation

Gutter Repair

Chimney Restoration

Skylight Installation & Repair

24/7 Emergency Services

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D & M Best Homes & Construction

Exterior Property Improvement Services

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For more than 23 years, family owned and operated D&M Best Homes & Construction has been providing comprehensive exterior property improvement services in Portland, CT and throughout our beautiful state.

Instant Estimate
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Our local contractors specialize in residential and commercial roofing, siding, gutters, chimney services and skylight installation and repairs. We are fully licensed and insured and each member of our team is dedicated to delivering an exceptional experience for our customers. Whether you need new roofing, siding replacement or a complete chimney rebuild, you’ll find us to be honest, reliable and knowledgeable about our crafts. With flexible financing and labor and product warranties to back our work, we make it easy to tackle business and home improvement projects in Connecticut. We are even available to provide 24/7 emergency services, ensuring your troubles are attended to as quickly as possible. To learn more about our Connecticut contractors, or to request a quote for any of our services, including the cost of roofing Portland, CT or a nearby town, don’t hesitate to reach out to us. We’re here to help!

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As a local property improvement business, the crew at D&M Best Homes & Construction is grateful for the chance to serve our friends and neighbors in Portland, Hartford, Waterbury and throughout the region. To ensure we deliver 100 percent customer satisfaction, we invest in modern tools and equipment, undergo routine training and partner with industry leading suppliers for roofing, gutters, siding and other materials. We proudly maintain an A+ rating with the BBB, further illustrating our dedication to providing not just a great product, but a wonderful customer experience. We encourage you to contact our nearby construction and roofing company in Portland to tell us about your needs. Our team would be happy to let you know exactly how we can help! Give D&M Best Homes & Construction a call at 860-266-5290  to request a quote from our general contractors in Portland, CT and you’ll experience a higher level of service. Thank you for considering our local exterior improvement experts for your next property enhancement project.

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D & M Best Homes & Construction Customer Reviews

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D & M Best Homes & Construction Blog

by D&M Best Homes & Construction 27 August 2025
At D&M Best Homes & Construction, our local property improvement business specializes in residential and commercial roofing, gutters, siding, chimney, and skylight services in the greater Portland, CT area. As proud members of the local business community, we strive to exceed our customers’ expectations by consistently doing top-quality work at fair rates. And we appreciate it when our clients offer feedback about their experiences with us. Here’s a look at some of our recent customer reviews. “Diego and his team showed up on time and did a fantastic job. Going above and beyond the scope of work and cleaned the work area when they were done. I would definitely recommend the team at D&M Best Homes and will use them for future projects.” — Jenna M. “Diego and his team were very professional and on time, communication was exceptional. I told him my price range and he matched it, very affordable. Diego stayed onsite the whole time and made sure to communicate with me what extra work needed to be done with still keeping in mind my price range. I will definitely recommend this company for their professionalism, responsiveness and dedication to getting the job done right and guaranteeing a happy customer. I would definitely hire Diego and his crew again.” — Celisa G. “Reached out with Angi and Diego was the only respondent that actually came out to visit and quote. All others used google earth and provided inflated estimates in the hope I wouldn't do my due diligence. Meeting Diego promptly at our prearranged time, he was always on time and communicated consistently throughout the process. He priced the job and was very competitive, beating all others. His team arrived as planned, on time and immediately started on the roof, stripping the old material using canopy to minimize any residual damage that might have been caused by falling shingles. The work was diligent and professionally done. Osha restraints were used which made me feel at ease and provided safety for the team on the roof. All done, super happy with the process, job and price. Highly recommend, great job, super happy!!!” — Adam P. “Diego and his crew showed up exactly at the time they told me they would. He and his team made an experience I was dreading into the best experience I have ever had with a contractor. They were professional, they cleaned up as if they were never here and the job they did was A1. They exceeded my expectations, went above and beyond which rarely happens these days. If I could give him 6 stars I would. I highly recommend him if you're ever looking for a new roof.” — Joe S. Home Improvement Services in Portland, CT For roofing, siding, and gutters in Portland, CT and the surrounding area, contact D&M Best Homes & Construction at  860-266-5290  . Feel free to give us a call to ask for an estimate!
by D&M Best Homes & Construction 27 July 2025
Asphalt shingle roofs are known for their affordability, durability, and ease of installation, but like any roofing material, they have a limited lifespan. Most asphalt shingle roofs last between 20 and 30 years depending on the quality of the shingles and exposure to weather conditions. Over time, wear and tear will inevitably take a toll. If you notice warning signs that your roof is no longer doing its job, it's important to take action before costly leaks and structural damage occur. At D&M Best Homes & Construction, we provide expert roof replacement in the greater Portland, CT area. Here are four signs that your asphalt shingle roof is due for replacement. Shingles Are Cracked, Curling, or Missing One of the most obvious signs of a deteriorating roof is damaged shingles. If you see shingles that are cracked, curling at the edges, or missing altogether, it means your roof is losing its ability to protect your home. Missing shingles expose the underlying layers to water and UV rays, accelerating the aging process and increasing the risk of leaks. You’re Noticing Granules in the Gutters As asphalt shingles age, they begin to shed their protective granules. These granules are essential because they protect the shingles from the sun’s rays and add an extra layer of durability. If you're seeing an excessive amount of granules collecting in your gutters or around your downspouts, it's a sign the shingles are wearing out. Once the granules are gone, the shingles become brittle and far more susceptible to damage. The Roof Is Over 20 Years Old Even if your asphalt shingle roof looks okay from a distance, age alone is a good reason to start considering a replacement. After about 20 years, most roofs begin to show signs of decline. Replacing it proactively can help you avoid leaks, insulation problems, and emergency repairs in the future. The Roof Is Starting to Sag A sagging roofline is a serious issue that often indicates structural problems beneath the shingles. This could be caused by long-term water damage, rotting roof decking, or failing supports. A sagging roof should never be ignored, as it can quickly lead to major safety concerns. If your roof appears uneven or wavy, it’s time to consult a roofing professional right away. Roof Replacement in Portland, CT For roof installation in Portland, CT and the surrounding area, contact D&M Best Homes & Construction at  860-266-5290  . Feel free to give us a call to ask for a local roofing estimate!
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