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Typical your area range for this kind of work, from regional averages — not a quote from SULLIVAN ROOFING. Use it to sanity-check bids, then get the real number in writing.
A square is 100 sq ft of roof surface — bigger than the floor plan because of pitch and overhangs.
Estimated range
$9,000 – $18,600
Typical roofing project around $13,800
Sullivan Roofing is a roofing company owned by Tim Sullivan, and one recent Google customer put its lifetime warranty to the test: that customer said Sullivan Roofing put on a new roof 12 years ago, and a leak in it was fixed by Tim under the warranty. The company says it has been in business 22 years and names Chelsea, Litchfield, Manchester and Randolph in its service area. A recent customer said Tim and his crew replaced roofs on a home, a garage and two outbuildings, that the crew showed up early each day and finished with cleanup of roofing materials, and that the job was done with snow still on the ground. A recent customer said Tim was responsive from the estimate call for a roof replacement through the project and payment. A 2024 customer said the job scope was reduced when the chimney did not need new flashing, and the cost was taken off the final invoice. A 2020 customer said roof boards were replaced as needed and the roof still looked like new a year later. A 2017 customer said the crew handled a 150-year-old house with no square angles through a big snow storm in the middle of the job. A 2014 customer said Tim contracted new roofs on a house and garage in Freeport, waited through a closing date that was pushed back several times, and gave a quote that was competitive against three others. A 2025 customer said a roof Tim put on leaked within months, that a new roofer had to replace a foot of wood along the back of the home, and that they sued his insurance and got their money back. A 2017 customer said the work got done with mistakes and that they could not get him back for repairs on the roof later.
What does "lifetime warranty" mean to you? Sullivan Roofing gave me a new roof 12 years ago with a lifetime warranty. Today a leak in the roof was fixed by Tim Sullivan the owner of Sullivan Roofing. A man of his word, he stood by his warranty. Integrity of workmanship means everything. Thank you to Sullivan Roofing for excellence in customer satisfaction.
Tim was very responsive and very accommodating from the call to get an estimate for replacing my roof, right thru the project and payment. His crew were all very professional and courteous and were quick to answer any questions I had. I would recommend calling them to anyone who is looking for a roofing company.
Tim and his crew replaced roofs on my home, garage, and two outbuildings. The new shingles look great and I am so very happy with the color. The crew worked effortlessly and professionally through the week. Very hard workers and pleasant to talk to and ask questions. Anything I needed done, they did resolve my requests. Tim is very responsive, and the crew showed up early each day and finished with cleanup of roofing materials. They did a thorough job considering I still had snow on the ground. I would definitely recommend Tim and his crew for your roofing projects. I really enjoyed talking with Tim through the entire project.
I had several projects recently completed by Tim and his crew. They did a great job for an affordable price!
Responsive, efficient, competitive. Did everything that was asked. Pleasant and communicative. Cleaned up after the job was completed.
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1 change recorded — last scanned Oct 5, 2026.