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Rent Prosper Multifamily

About Rent Prosper

Rent Prosper is a locally owned real estate brokerage and property management company based in Orlando, FL. We manage single-family rentals and multifamily residential communities across Central Florida. We've grown from 20 to 40+ Rent Prosperians over the past few years and we're not slowing down.

Our owners Josh, Dan, and Kimia work in the business every single day. They know everyone by name and decisions get made fast. We're not a corporate machine. We're a tight team that takes care of our residents and takes care of each other.

Our core values say it all:

  • Do the Right Thing

  • Be Reliable

  • Be Loyal

  • Be a Problem Solver

  • Strive for Continuous Improvement

Sep 25, 2026
Full time
Rent Prosper Multifamily Orlando, FL
Maintenance Supervisor | No Grounds, No Trash, No Exterior Duties | Orlando, FL Company: Rent Prosper Job Type: Full-Time | On-Site Pay: $32–$35/hour Schedule: Monday–Friday, 8:00 AM – 5:00 PM | After-hours on-call for emergencies only (rare) Location: Cypress Pointe Rentals, 4180 Versailles Dr, Orlando, FL 32808 (Rosemont / Lake Orlando area) Start Date: Within 2–4 weeks Perks: On-Site Housing Discount Available. No Grounds, Trash, or Exterior Duties. Cypress Pointe is a smaller community of under 100 units in the Rosemont area near Lake Orlando. You'll come in as the Maintenance Supervisor, build your team your way, and actually have time to do the job right. No scrambling. No burnout. And the HOA handles all exterior maintenance, grounds, and trash. That is completely off your plate. Your focus is your residents, your units, and your team. Nothing else. As the community grows, and it will, so does your team and your impact. This is a ground floor...