Osprey Home Watch, Inc.

Martha’s Vineyard’s Premier Property Management & Home Caretaking Services

Accredited Members of The National Home Watch Association (NHWA)- Please Watch Video Below:

A WATCHFUL EYE WHILE YOU’RE AWAY

Welcome to Osprey Home Watch, Inc.

A professional and accredited Home Watch, Property Management & Home Caretaking company, Osprey Home Watch is proud to serve the beautiful island of Martha’s Vineyard. Established in 2017, our company was founded with the purpose of providing exceptional, attentive care to homes across the island.

We are the ONLY accredited member of the National Home Watch Association (NHWA) on Martha’s Vineyard, adhering to the highest standards of home watch excellence, security, and professionalism. As an NHWA-accredited company, we are fully insured, bonded, and trained to provide reliable and proactive home monitoring while you are away.

Martha’s Vineyard is a special place to own a home. However, for properties left unoccupied for extended periods, there is a clear need for a professional Home Watch service to safeguard your investment, mitigate risks, and provide you with the peace of mind you deserve. At Osprey Home Watch, we ensure that your home is secure, well-maintained, and cared for as if it were our own.

HOME WATCH SERVICES

Osprey Home Watch, Inc. (Osprey) will conduct a visual inspection of the exterior and interior of your home for obvious issues or concerns that may occur while you are away. We offer weekly or bi-monthly (two times per month) services and can tailor the inspection list to your needs. Weekly inspections are recommended since it only takes a few days for a small issue to become a major problem.

Problems such as roof leaks, plumbing failures, rodent and insect infestation, odors, forced entry or vandalism can occur anytime. Additionally, mold and mildew can grow quickly resulting in expensive damage and serious health hazards.

If these are not discovered in a timely basis things can quickly get out of hand. Osprey will be that “watchful eye while you’re away”… performing a 16+ point visual inspection (exterior and interior) of your home. Osprey will provide you with an emailed checklist and photos of any problem areas that need to be addressed within 24 hours.

Additional services available internally from Osprey – Click on ”Services” for more information.

We welcome the opportunity to meet with you at your home to present our home caretaking program. Please contact us for an initial consultation at your convenience.

Maranda, Ben & The Osprey Team

Osprey Home Watch, Inc is your Martha’s Vineyard Premier Property Management & Home Caretaking Service

START THE PROCESS

Our Services

Osprey Home Watch’s Standard Service package is tailored to your preferred frequency of visits—either weekly or bi-monthly (twice per month). During each visit, we conduct a thorough visual inspection of both the interior and exterior of your home, as well as the immediate property grounds. Within 24 hours of each inspection, you will receive our detailed checklist along with digital photos of your home and any identified issues. The checklist can be customized to fit your specific needs, and we will provide recommendations for appropriate solutions.

STANDARD HOME WATCH SERVICE PACKAGE

Checklist Sample

INTERIOR

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);

EXTERIOR

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

We have standard service pricing for homes less than 2,500 square feet and between 2,500 – 5,000 square feet in the towns of Oak Bluffs, Edgartown, and Tisbury. Larger homes and other island locations will be established at the initial setup meeting.

ADDITIONAL SERVICES

Minor Repair Services
Package delivery or pickup
Moving outdoor furniture in preparation for the closing or opening of the season
Storm preparation assistance
Vehicle care: start up and battery charging
Power Washing stone and other durable surfaces
Dryer Vent Cleaning

Home access and waiting service for contractors or deliveries
Key delivery to guests, agents or contractors
Key delivery for lockouts of owners or guests

At Osprey Home Watch, our Concierge Property Management/Home Project Coordination Services are designed to elevate your peace of mind. Whether you need assistance in coordinating with vendors for minor construction or repairs, home cleaning, landscaping, or various home solutions, we’ve got you covered. Our expert team is dedicated to seamlessly coordinating every detail, ensuring that your projects run smoothly, your home is well-maintained, and you can enjoy the tranquility of an organized and harmonious living space. Let Osprey be your trusted partner in coordinating the essential elements of your home’s well-being.

Additional service fees range from $50 to $100 per hour/per person, depending on the physical activity, with a one hour minimum.

Osprey Home Watch, Inc. is your Martha’s Vineyard Premier Property Management & Home Caretaking Service

START THE PROCESS

About Osprey Home Watch, Inc.

Welcome to Osprey Home Watch, Martha’s Vineyard’s Premier Property Management & Home Caretaking Company, where our dedicated team of year-round Martha’s Vineyard residents offers a unique advantage. With deep roots in the community, we possess an unparalleled understanding of the needs of second-home owners. What sets us apart is our wealth of experience, professionalism, and local expertise.

Meet Maranda Post, Osprey Home Watch’s Co-Owner & Director of Operations, who brings a unique perspective as a professional REALTOR® on Martha’s Vineyard. With her expertise in Real Estate and her experience as a former Event Manager, Maranda customizes Property Management and Home Caretaking services to meet the unique needs of each property. Her strong local partnerships ensure a collaborative and efficient approach to addressing any issues that arise. Maranda’s blend of positivity, organizational skills, and a genuine passion for exceptional customer service ensures that your home will be more than just managed—it will be truly cared for.

Co-Owner Ben Post, a 4th generation native of Martha’s Vineyard, comes from a family with a long history in MV-based service trades. His eye for detail and client-focused approach, coupled with over a decade of tech industry experience, drive him to provide excellence in every interaction.

Together, our team is enthusiastic about providing top-notch service, ensuring our clients feel secure and at ease about their Island property from afar. Our commitment to delivering extra peace of mind includes proven and documented visits. Your property is in capable hands with Osprey Home Watch.

LICENSED, BONDED AND INSURED

At Osprey, we are proud to offer high-quality services at competitive prices on Martha’s Vineyard. As we manage and safeguard high-value properties on the Island, we go the extra mile to ensure we are fully Bonded, Insured, and Licensed in the State of Massachusetts for your peace of mind.

Maranda Post, Co-Owner & President, Director of Operations

Martha’s Vineyard became home for Maranda in 2020 when she and her husband, Ben, relocated to the island during the pandemic. Ben, a Vineyard native, was born and raised here, and together they embraced island life, setting deep roots within the community. This move marked a career shift for Maranda, transitioning from a successful background in Event Management and Hospitality to Real Estate, where she continues to thrive as a dedicated REALTOR® with Compass. Originally from Central Illinois, Maranda’s journey took her across the world, earning a business degree in Entrepreneurship and Marketing in Paris, France, before flourishing in San Diego’s Hospitality industry as an Event Manager for large hotels. It was in San Diego where she met Ben. Maranda and Ben have two beautiful children, Theo and Ella. In 2023, seeking entrepreneurial expansion, Maranda connected with Will, Palmer, and David through her business mentor, leading to the perfect fit with Osprey Home Watch. Her expertise as a Realtor allows her to tailor caretaking services to each homeowner’s unique needs, while her strong relationships with local contractors and vendors ensure efficient problem-solving and seamless property management. Maranda’s event management background, organizational skills, and passion for exceptional service bring a high level of professionalism and care to Osprey Home Watch. She and Ben are committed to continuing the company’s legacy of trust, reliability, and excellence, ensuring that every home under their care is not just managed—but nurtured. They are honored to serve the homeowners of Martha’s Vineyard and look forward to providing the highest level of service that Osprey Home Watch is known for.

Ben Post, Co-Owner & Vice President, Accounting

A 4th generation native of Martha’s Vineyard, Ben's journey took him from his hometown to Wesleyan University, Portland, Oregon, and eventually to San Diego, where he crossed paths with Maranda. The call of Martha’s Vineyard beckoned them back in 2020 to exchange vows and start a family. For Ben, the island is not just a geographical location; it's a spiritual home. With over a decade of experience leading customer success teams in the tech industry, Ben brings a wealth of skills to Osprey Home Watch. With his eye for detail and client-focused approach, he is driven to provide excellence service with every interaction. Ben comes from a family in the service trades - his father, a retired general contractor on the island for over 30 years, built their family home in West Tisbury with his own hands. As the stewards of Osprey Home Watch, Ben and Maranda are committed to working with the utmost integrity and care to ensure your valuable properties are genuinely nurtured.

Palmer Marrin, Home Watch Professional

Palmer started coming to Martha’s Vineyard with her family in the early 1960s. In 1987 she and her husband, David Kleeman, bought a house in East Chop and in 2017, made the Island their full-time residence. She worked for 45 years in a Connecticut family-owned real estate business that was started by her grandmother. Although she has retained her brokerage licenses, her full focus is now on Osprey. Through her real estate brokerage work Palmer has had extensive experience in inspecting homes. In working with other homeowners, and with her own properties over the years, she knows the importance of having someone watch over a home when the owner is away. Palmer has always thoroughly enjoyed working with her clientele and providing good service.

Nina Jephcote, Home Watch Professional

Born and raised on Martha’s Vineyard, Nina Jephcote brings a lifetime of local knowledge and a deep appreciation for the island’s distinctive homes. As the daughter of a seasoned property caretaker, she has developed a strong foundation in home care. With extensive experience in customer service, team management, and retail operations, Nina is highly adaptable, detail-oriented, and skilled in problem-solving. Before joining Osprey Home Watch, she managed operations at Coastal Supply Co. in Vineyard Haven, where she worked closely with owners, vendors, and customers to enhance the retail experience. She also spent several years managing housekeeping for Chip Chop Property and working in various well-known island businesses. Beyond her professional expertise, Nina has a deep love for Martha’s Vineyard’s natural beauty. She enjoys fishing, beachcombing, and paddleboarding, with the beach being her favorite place to unwind. Her dedication, reliability, and island-rooted knowledge make her an invaluable asset to the Osprey Home Watch team.

Nic Korba, Home Watch Professional

Nic graduated from Martha's Vineyard Regional High School and attended Bentley University in Boston. He went on to work at Enterprise Rent-A Car where he became branch manager. The training he received enabled him to understand the concept of ``exceptional customer service``. He and his wife, Mary, decided to move to the island to start a family. Since 2013 he has been working in Real Estate. His training has given him a great work ethic, professionalism, a positive attitude, and a willingness to help his clients in any way possible.

Terry Williams, Home Watch Professional

Terry has been a caretaker and artist living full-time on Martha’s Vineyard since 2013 , moving here after 20 years as a paint contractor and muralist in south Florida. He is experienced in many levels of home repair and is looking forward to putting that experience to work for Osprey.

Testimonials

“Just wanted to send a brief note to say how much Patty and I have appreciated the professionalism and reliability of Osprey Home Watch over the last seven years!”

“The responsiveness that you and your staff have shown when we have requested your help on short notice to open the house for a service person has been fantastic. The reliability of your consistent home watch visits has given us total peace of mind.”

“The detail contained in your summary reports after each visit has also been extremely helpful. Small details like knowing the remaining gallons of propane left in the tank or that all thermostats are set properly, have been very useful. The consistent checklist format was well conceived and a sign of your organizations professionalism.”

“We look forward to utilizing your services for many years to come!”

– Mark

“It is with confidence that we have trusted our Martha’s Vineyard home to Osprey Home Services for the past 3 years. The Osprey team is reliable, thorough and trustworthy. The team has always responded promptly when there has been an issue regarding heat loss or other problems and always communicates in a timely fashion. On a regular basis, an in-depth thorough reports is received every 2 weeks. We have recommended Osprey Home Services to others and will continue to use Osprey for our own homes’s care taking needs.”

– Carol and Bruce

“My wife and I, summer residents of East Chop, have been using the services of Osprey Home Watch for a number of years. We have always been totally satisfied with their good work. They are reliable, efficient, excellent communicators and, needless to say, good, honest people.”
“When they see something about the house or grounds that might look “not quite right,” whether it’s a safety issue or not, they will bring it to our attention and propose a remedy. Their service fees are reasonable enough and and we find their billing schedules and charges for extraordinary calls to be very acceptable.”

– Frank and Kathleen

“My husband Bill and I have engaged Osprey Home Watch for several years both before and after a large renovation to our property in East Chop on Martha’s Vineyard.”

“We live in New York so it was important that we could fully trust the company that would care take our property. The owners and employees of Osprey have been consistent and vigilant with home checks and inspections. They have been quick to discover issues and remedy those issues quickly and professionally.”

“We have also hired them for additional services when needed and have found them professional and capable. Finding contractors on the island for small jobs in nearly impossible so it has been a real perk to know we can call on them for repair work.”

“In closing, Osprey Home Watch has given us great peace of mind knowing our home is being monitored by such caring professional people.”

– Mary and William

“I have found over the past 8 years and 3 handyman services on the island that it is really difficult to find a reliable service that comes through consistently. This is exactly what Osprey does. Not only have they been able to help me and my guests when things have gone wrong in an extremely timely manner but when COVID hit and I needed help and creativity offering complete services to my guests they delivered! I could not have operated a smooth season without them. They bring a wealth of knowledge of on island resources which has proven to be invaluable.”

– Jeff

“Having owned a Vineyard house for nearly 40 years and having had many unsatisfactory caretakers over that period I can highly recommend Osprey Home Watch without reservation.”

“I was an Osprey customer for 6 years and was extremely pleased with their professionalism, consistent communication and problem-free relationship. They far surpass the service I received from other caretakers.”

“I recently sold my house and recommended to the buyer that they continue with Osprey, which they wisely have done.”

– Walter