Experienced & Reliable

The Team

Carefree Cape’s management team is not only experienced, but they are a long-term proactive staff who strive to learn each client’s preferences. The service team includes 16 on-site service providers during the busy months and eight in the off-season. Carefree Cape employs property managers, landscapers, gardeners, a full time handyman, and detail-oriented housekeepers. Carefree Cape also utilizes top-quality, quick-responding subcontractors from a short list of preferred providers, such as our master electrician and plumber – both of whom have been working with Carefree Cape from day one. Carefree Cape is insured for liability and workers compensation.

The Original


About 15 years ago Carefree Cape’s founder, Diane, had an idea: “to make your life by the sea worry-free.” This idea was born from three personal experiences that all pointed to an unmet need.

  1. Prior to living full-time on Cape Cod, Diane and her husband managed and cared for their Cape home from afar. Although they hired someone to “check in,” they quickly learned that was not reliable.
  2. Once they made Cape Cod their year-round home in the late 1990s, they received countless requests from neighbors to check on boats, houses, and respond to alarms.
  3. After spending a few years general contracting in Falmouth, Diane learned first-hand the necessity of developing relationships with the highest quality, most reliable contractors.

With the realization that people on the Upper Cape needed a professional, reliable organization to help them run their homes, along with a prior business success story giving her the drive to do it again, Diane traveled, trained and studied to learn the best practices in property management. Carefree Cape was then launched, 13 years ago with the hiring of the company’s first manager, Sandy. Since then Carefree Cape has been building an experienced team who have made that initial idea a reality. With Carefree Cape, it is truly possible to have a worry-free life by the sea.

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