The Osprey Home Watch(OHW) home caretaking Standard Service package is based on your frequency of visits through the month, weekly, bi-monthly or monthly.  We will visually inspect the interior and exterior of the home along with the immediate property grounds.  With each inspection visit we will forward a detailed checklist to you within 24 hours along with digital photos of any problems.   The checklist items can be customized to your specific needs.  We will also make recommendations for appropriate solutions. 

Standard Caretaking Service Package

Checklist Sample


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  • All windows and doors are securely locked, and whether there are any signs of damage, forced entry, or any other condition that may be of concern;

  • Cleanliness and condition of rooms;

  • Evidence of water leaks from internal sources (plumbing, appliances, hot water heater) and exterior (ceiling, skylights, windows, and doors);

  • Inspections for pests, insects or rodents;

  • Run Faucets in sinks, tubs, showers, and flush toilets(assuming water on);

  • Check appliances for proper operation (refrigerator, freezers, hot water heaters);

  • Check electrical panel for tripped breakers and reset;

  • Check Thermostats for proper settings;

  • Check smoke detectors for proper operation;

  • Check that heat is functioning properly during the winter (assuming heat is on);


  • Walk the perimeter of the home and of the property;

  • Visually inspect the roof and gutters from the ground;

  • Check for signs of pests, insects or rodents;

  • Remove mail, newspapers or other deliveries and secure them inside the house;

  • Visually inspect landscaping, garden, and lawn condition to monitor vendor services;

  • Check propane or oil tank levels;


Standard Service Package Pricing

For homes less than 3,000 square feet and in the towns of Oak Bluffs, Edgartown, and Tisbury. Larger homes and other island locations will be negotiated at the initial setup meeting.

Weekly visits,  $200/month

Bi-monthly visits (2 per month),   $125/month

Monthly visits (1 per month),   $80/month


Additional Caretaking Services



  • Airport transportation: pickup/departure (owner clients only)

  • Package delivery or pickup

  • Storm preparation assistance

  • Vehicle care: start up and battery charging



  • Home access and waiting service for contractors or deliveries

  • Key delivery to guests, agents or contractors

  • Key delivery for lockouts of owners or guests

Additional service fees range from $40 to $60 per hour/per person, depending on the physical activity, with a one hour minimum.