Property Manager - Pinecrest, FL (Live-Out)

Schedule: Tuesday-Saturday preferred but flexible for Monday-Friday (early start with an early-afternoon finish; up to 50 hours per week)

Salary: $120,000-$130,000 annually (based on experience)

Benefits: 2 weeks PTO / annual stipend for health insurance (available 6 months after start date)

A private family in Pinecrest, FL is seeking an experienced Property Manager to oversee the daily maintenance and operations of their 11,000-square-foot residence. The ideal candidate is organized, proactive, self-sufficient, and detail-oriented, with strong vendor management and problem-solving skills. This is a discreet, hands-on role for someone who can work independently, stay organized, and take initiative without being micromanaged. Handyman skills and the ability to handle minor repairs are a plus.

Responsibilities

• Oversee all aspects of the property’s day-to-day maintenance, upkeep, and operations

• Maintain the residence and grounds to a consistently high standard

• Coordinate and manage third-party vendors, including (General contractors, plumbers, pool service providers, landscaping teams, HVAC/air conditioning maintenance providers)

• Schedule, supervise, and follow up on vendor visits and projects

• Serve as the primary point of contact for outside contractors and service providers

• Develop and maintain organized systems and processes for property maintenance

• Create preventative maintenance schedules and ensure routine services are completed on time

• Keep detailed records of maintenance, repairs, warranties, service providers, and ongoing projects

• Identify potential issues early and proactively address them before they become larger problems

• Manage property-related inventories, including maintaining a comprehensive hurricane/emergency supply list

• Prepare the property for severe weather and ensure necessary supplies and preventative measures are in place

• Monitor the condition of the home, systems, appliances, and exterior areas

• Handle minor repairs and handyman projects as needed

• Assist with errands and transportation for the family’s teenage daughter (school and activities)

• Handle errands such as dry cleaning, UPS/shipping drop-offs, and other family-related needs

• Maintain complete discretion and respect the family’s privacy

Ideal Candidate

• Minimum of 5 years experience as a Property Manager, Estate Manager, Facilities Manager, Houseman, or similar role

• Highly organized with exceptional attention to detail

• Naturally proactive and solutions-oriented

• Able to create systems, procedures, schedules, and processes from the ground up

• Excellent vendor and contractor management skills

• Strong communication and follow-through

• Comfortable working independently without extensive direction

• Self-sufficient and able to identify what needs to be done without being asked

• Takes ownership and pride in the condition and operation of a property

• Strong preventative-maintenance mindset

• Hands-on and mechanically inclined; handyman skills are a significant plus

• Comfortable driving and handling family/property-related errands

• Discreet, professional, dependable, and respectful of family privacy

• Comfortable working in a household where the principals work from home and the family has a homeschooling environment

• Must live locally in or near Pinecrest, FL and be able to respond to the property for emergencies

• Must have flexibility for emergency situations/overnight coverage when necessary.