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Property Caretaker

Confidential

Boothbay, Maine permanent

Posted: January 30, 2026

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Quick Summary

We are seeking a Property Caretaker to join our team in Boothbay, Maine, where we build custom homes and commercial spaces. The ideal candidate will have experience in property management and a passion for delivering exceptional customer service.

Job Description

At Knickerbocker Group, we build more than homes—we build careers, communities, and connections. As a 100% employee-owned, award-winning design-build firm, we bring together architecture, interior design, landscape architecture, property management, and construction to deliver exceptional custom homes and commercial spaces across Maine. With nearly 50 years of experience and offices in Boothbay and Portland, we’re known for our craftsmanship, collaboration, and commitment to balancing creativity with practical execution. Recognized as a Best Place to Work in Maine and Best Builder and Architect by Down East magazine, we’re proud of the work we do and the culture we’ve built.

If you’re looking to join a dynamic, people-centered company where your expertise makes an immediate impact, this is the place for you.

Position Overview

We are seeking a motivated and experienced Property Caretaker. The Property Caretaker plays a key role in maintaining high standards of property care and client satisfaction. This hands-on position is responsible for a wide range of maintenance, repair, carpentry, logistics, and client service tasks, ensuring that both seasonal and full-time properties are well-maintained, secure, and ready for use. The ideal candidate is proactive, detail-oriented, collaborative, and comfortable interacting with clients, vendors, and team members.

Primary duties and responsibilities include, but are not limited to:

Property Inspection, Maintenance & Repair

Perform scheduled property inspections to ensure security, functionality, and overall upkeep and document findings, noting any maintenance needs, safety concerns, or seasonal preparation tasks.

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

Coordinate and/or perform necessary snow removal.

Open and close seasonal homes.

Execute basic landscaping and property upkeep tasks as needed.

Provide general labor and clean-up services at construction jobsites.

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

Vendor & Project Coordination

Open and close homes for vendor access and supervise repairs and other onsite projects.

Receive vendor deliveries onsite and pickup / deliver supplies as needed.

Oversee maintenance and repair tasks at client properties.

Utilize MaintainX software to track tasks, updates, and progress for all active projects.

Client, Vendor and Subcontractor Engagement

Interact with clients on a daily/weekly basis regarding project progress and site-specific details.

Deliver outstanding client service and develop lasting client, subcontractor and vendor relationships.

Team Engagement

Provide regular property updates to the Operations Leader and Property Care Coordinator.

Offer insight and feedback based on client requests and site observations on the effectiveness and serviceability of KG implemented design features and products.

Attend regular team meetings and contribute to operational planning.

Provide mentorship to team members and foster a collaborative, solution-focused work environment.

Participate in an on-call rotation to provide emergency property support during off-hours.

Required Qualifications and Experience:

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

Proven experience in general property maintenance, repairs, or related work.

Strong problem-solving skills and ability to work independently.

Comfortable working in a dynamic environment with shifting priorities.

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 use hands and arms repetitively.

Occasionally work on ladders.

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

Why Join Knickerbocker Group?

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

Comprehensive health coverage: Excellent medical, dental, and vision insurance, with most premiums covered.

Retirement planning: 401K plan with an automatic 3% weekly employer contribution after one year.

Ownership opportunities: Be part of 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 insurance; employer-sponsored pet insurance.

Professional growth: Continuing education and licensing reimbursement.

Work-life balance: Flexibility, community involvement, and the chance to embrace all that Maine has to offer.

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