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Verified record
License not state-verified. We could not confirm a current registration in the state registry. Insurance is self-reported. Look up in the official Massachusetts registry ↗
Highlights
- Driveway plowing — a 2026 review said driveways were cleared quickly after storms
- Storm updates — a 2026 review said Darren explained what to expect
- Special trips — a 2023 review said Darren made extra trips for a steep driveway
Winter Harbor Snow Management LLC, based in Sudbury, says it has been family-owned since 2011 and provides snow removal and year-round landscaping services for residential and commercial properties in the Greater Boston area. The Better Business Bureau grades it A+. In a 2026 review, a customer wrote that the snowplow service consistently cleared their driveway quickly after storms that winter, and that they always knew when he would be coming. In a separate 2026 review, a customer who lived on a long driveway wrote that they had been using the snow services for four years, that Darren let them know what to expect when new storms were coming, and that his prices were reasonable. In a 2024 review, a customer who had to spend long periods away from home caring for ill parents wrote that they needed someone for the lawn in the summer months and snow plowing in the winter, signed up with Winter Harbor, and found the service responsive at a reasonable cost. In a 2023 review, a customer with a long, uphill driveway wrote that Darren kept the driveway and walkway clear and often made special trips so they could navigate it. In a 2022 review, a customer wrote that when their husband was injured, a neighbor contacted Darren on the day of a storm, and he agreed to plow their driveway and then set them up for the rest of the season in case they needed future plowing.
What does landscaping cost in Greater Boston?
Typical Greater Boston range for this kind of work, from regional averages — not a quote from Winter Harbor Snow Management LLC. Use it to sanity-check bids, then get the real number in writing.
Estimated range
$50 – $70
Typical landscaping service around $60
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