Verified record
Holland Homes Roofing is a one-crew Stoneham shop built around its owner: Jesse, who the company says handles every job personally from the first quote to the final walk-through. That personal touch shows up again and again across four years of Google reviews — 37 of them, every one five stars, running from full roof replacements to gutter cleanings and a lightning-strike repair claim. The word that keeps coming up is speed. Reviewers describe getting a quote within a day of calling — one homeowner reached out the week before closing on a new house and had Jesse on-site within two days — and full roof tear-offs and replacements finishing in a single day or inside two weeks. A property-management company that has hired the crew across multiple buildings points to clear communication and fair pricing on repeat work, and several homeowners separately mention the crew cleaning up completely, down to not leaving so much as a scrap of shingle behind. A couple of reviews also mention Jesse documenting problem areas and finished work with drone photos, before and after. Roofing — replacements, leak and storm repairs, and at least one insurance-covered lightning-strike job other companies wouldn't even quote — is clearly what the business is built around; gutter installation and cleaning come up regularly too, and one review describes a return visit for exterior painting followed a year later by interior painting. The Massachusetts home improvement contractor registration behind the business, held by Holland Homes, LLC, is active, and the company markets itself as an Owens Corning Preferred Contractor. If the job in mind is painting rather than roofing, it's worth asking directly about scope and timeline — that side of the business has far less of a track record behind it. For a roof replacement, repair, or gutter job in the Stoneham / Greater Boston area, the reviews point to a contractor who answers quickly, prices competitively, and leaves a clean site — confirm the estimate and warranty terms in writing before booking.
Typical Greater Boston range for this kind of work, from regional averages — not a quote from Holland Homes Roofing Co. 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
everything was good and went smooth
We had a leaky roof and the Holland Homes team was over within a day to help out and get it fixed. Very happy with their help / work!
Been working with Jesse for the last 4 years on various roofing and siding water leak issues, and also recently renewed my roof. Very professional and highly recommend!
Jesse responded quickly, was at my home the next day to provide a quote for the work I needed done, and the job was done in less than a week. Highly recommend Jesse and his crew for your roofing needs.
We’ve worked with Holland Homes Roofing (owner Jesse) on multiple projects across our properties, and every experience has been excellent. Jesse and his team are professional, reliable, and always deliver high-quality work on time. Communication is clear, pricing is fair, and the projects are handled with great attention to detail. As a property management company, it’s important for us to have dependable contractors we can trust—and Holland Homes Roofing has proven to be just that. Highly recommended.
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2 changes recorded — last scanned Sep 6, 2026.
Registry-verified license3.3
Full strip and reroof inside a day5.0
Quick roof turnarounds with no mess left5.0
Honest diagnosis over upselling repairs5.0
Sweeps for nails with a magnet5.0
Fast on leaks4.5
Commercial track record3.3
Foundation repairs4.1