Easy Roof Replacement Financing Available
The SouthCoast’s Award-Winning Roofing Contractor
From affordable 50-year architectural shingles to upscale designer shingles, to specialty shingles like ultra-dimensional, stain resistant and solar-reflective shingles, we have great options for any homeowner. We work closely with customers on pricing, balancing cost, goals and with value on your written roofing estimate.

When is it time to replace your roof?
Don’t wait until water is pouring into your home from a fierce nor’easter. Start by reviewing our tell-tale roof replacement signs and flexing your own observation skills. If you find problems, it doesn’t necessarily mean you need to replace your roof, but when it’s time, don’t wait.
Learn more: Is it time to replace my roof?
If you do need a new roof, a roof is not a “do it yourself” or a “chuck in the truck” type of project. There is a lot depending on your roof, and you need a company you can call anytime if there are issues. Choosing a reliable, verifiable roofer in business for over 40 years is a great first step.
FAQ – How to Hire a Roofing Contractor:
When it’s time to hire a roofing contractor, be prepared to ask good questions and validate a few details. See your contractor checklist here.
Why Hire Care Free Homes?
An award-winning, A+ Accredited member of the Better Business Bureau for over 25 years, we provide top-quality customer service, outstanding product warranties and guarantee all of our workmanship for a full 10 years.
We are fully licensed and insured in Massachusetts and Rhode Island. Care Free Homes customers are served by the Pickup Family and their own team of qualified craftsmen. Meet the team!
latest posts
GAF Timberline HDZ Roofing, Wareham, MA
A GAF Timberline HDZ roofing system protects this Wareham, MA raised ranch! Known for a reputation of exceptional performance and beauty, GAF Timberline shingles are #1 in North America! These architectural asphalt roof shingles have a genuine wood-shake look that...
GAF Timberline HDZ Roofing, Dartmouth, MA
This South Dartmouth, MA home looks great thanks to a new GAF Roofing System. GAF's Timberline HDZ Roofing System is built tough! With a 130 mph wind rating and DuraGrip adhesive shingles this roof will stay in place during any New England weather! GAF's Cobra Ridge...
CertainTeed Roofing, New Bedford, MA
This New Bedford, MA house looks fantastic with a new CertainTeed Roofing system! We removed the existing roof and replaced it with a CertainTeed Landmark roofing shingles in the color, Moire Black. This shingle is the heaviest in its class and features a dual-layered...
GAF Timberline HDZ Roofing, Rochester, MA
A new GAF Roofing System is prominently featured on this Rochester, MA home! A tree damaged the home during a wind storm. We replaced structural roof damage and completely stripped off the original roof before installing a GAF Timberline HDZ Roofing System in the...
CertainTeed Vinyl Siding, GAF Roofing, Westport, MA
CertainTeed vinyl siding and GAF roofing are featured on this Westport, MA home! The homeowner chose CertainTeed Restoration Classic vinyl siding in the color, Seagrass. This traditional style siding comes in 27 colors that range from subtle neutrals to deep shades of...
GAF HDZ Roofing, South Dartmouth, MA
New GAF HDZ Roofing Shingles has given this Dartmouth, MA home the ultimate protection. We tore off the original roofing shingles and installed GAF HDZ Timberline Roofing Shingles in the color, Oyster Gray. These roofing shingles are reliable, architecturally stylish,...