Property Caretaker

We are seeking a motivated and experienced Property Caretaker who takes pride in delivering exceptional property care and client service in the Boothbay, Maine region. This hands-on role is responsible for a wide range of maintenance, repair, carpentry, logistics, and service-focused responsibilities, ensuring seasonal and year-round homes are well-maintained, secure, and ready for use. This is a year-round, full-time, typically Monday-Friday position, with most nights/weekends off!

The ideal candidate is proactive, detail-oriented, and solutions-driven, with strong communication skills and a natural service mindset. They are comfortable working independently, collaborating with teammates, and interacting professionally to ensure a high level of trust, responsiveness, and care.

Key Responsibilities:
Property Inspection, Maintenance & Repair

• Perform scheduled property inspections to ensure security, functionality, and overall upkeep; document findings and identify maintenance or seasonal needs.


• Perform light maintenance including carpentry, painting, and general home repairs.


• Coordinate and/or perform snow removal.


• Open and close seasonal homes.


• Execute basic landscaping and property upkeep tasks as needed.


• Provide general labor and clean-up support at construction job sites.


• Move furniture and assist with relocations or estate clean-outs.

Vendor & Project Coordination

• Open and close homes for vendor access and oversee onsite work.


• Receive deliveries and coordinate pickup/delivery of materials and supplies.


• Support and track maintenance and repair activities across client properties.


• Utilize MaintainX software to document tasks, updates, and progress.

Client, Vendor & Subcontractor Engagement

• Communicate regularly with clients regarding property status, service updates, and site-specific needs.


• Deliver reliable, responsive service and foster strong, lasting relationships with clients, subcontractors, and vendors.

Team Engagement

• Provide regular property updates to the Property Care Manager, Practice Leader, and Coordinator.


• Share observations and feedback to improve serviceability, care standards, and the overall client experience.


• Participate in team meetings and contribute to operational planning and continuous improvement.


• Mentor team members and support a collaborative, solutions-focused environment.


• Participate in an on-call rotation to provide emergency property support as needed.

Required Qualifications & Experience:

• High school diploma and/or technical education in a construction-related field.


• Experience in property maintenance, repairs, or related work.


• Strong problem-solving skills and ability to work independently.


• Comfortable managing shifting priorities in a dynamic environment.


• Excellent communication and customer service skills.


• Competent with basic power tools.


• Valid driver’s license.

Physical Requirements:

The employee must be able to:

• Continuously walk, stand, climb, reach, bend, crouch, and perform repetitive motions.


• Occasionally work on ladders.


• Regularly and safely lift and carry heavy items (50+ pounds).

Why Join Knickerbocker Group?

We are proud to offer a comprehensive and competitive benefits package, including:

• Comprehensive health coverage — medical, dental, and vision insurance with most premiums covered.


• Retirement planning — 401(k) with automatic 3% weekly employer contribution after one year.


• Employee ownership — participation in our Employee Stock Ownership Program (ESOP).


• Time to recharge — generous PTO, holidays, and comprehensive parental leave.


• Support for you and your family — company-paid life, short-term, and long-term disability insurance; optional supplemental life; employer-sponsored pet insurance.


• Professional growth — continuing education and licensing reimbursement.


• Work-life balance — flexibility, community connection, and the opportunity to enjoy all that Maine has to offer.

ABOUT KNICKERBOCKER GROUP

Knickerbocker Group is an employee-owned (ESOP), award-winning design-build firm offering architecture, landscape architecture, interior design, property management, and construction services for custom homes and commercial spaces throughout Maine. With offices in Boothbay and Portland, we are a group of inspired collaborators who are committed to craft and creativity, from design to implementation in the field. Our work is renowned for its rooted-in-Maine quality and recognized nationally. Our employee-owners are fueled by continuous learning, interdisciplinary brainstorming, and passion for fine-tuning the design-build process. With over 45 years of experience, we seamlessly provide the highest level of product and service to our clients. We offer workplace flexibility, while also maintaining a fun, dynamic environment where team members are enabled to listen, share, detail, innovate, and create impactful work.

Knickerbocker Group is an equal opportunity employer. All qualified applicants will receive consideration for employment without regard to race, color, religion, sex, national origin, disability, or veteran status.