.png)
With over 45 years of experience, Winterwood, Inc., is a leading property management company dedicated to providing safe and affordable housing. Founded in 1979, Winterwood manages over 14,000 apartments in 340 communities across 8 states, specializing in affordable housing.
OUR PEOPLE, FIRST.
At Winterwood, Inc., our staff is the foundation in our work to provide services to our clients, our residents, and our neighbors. Our People, First is more than our mission statement. It is how we approach every challenge and serve every customer. We are glad you are here and thank you for your interest in starting a career at Winterwood, Inc.
To explore our current job openings, simply click on the job title below and apply today!
Career Opportunities
Groundskeeper
Maintenance
Lexington, KY
Maintenance
Winterwood, Inc. is hiring for the role of Groundskeeper. The Groundskeeper will play a vital role in ensuring that the grounds of the community are attractive, orderly, and healthy. If you have a passion for outdoor work and take pride in maintaining an inviting and well-kept environment that enhances the community’s appeal, we want to hear from you! Position Details: Job Type: Full-time (40…
Lead Maintenance Tech
Maintenance
Jeffersonville, IN
Maintenance
Winterwood, Inc. is hiring for the role of Lead Maintenance Technician. The Lead Maintenance Technician is responsible for maintaining day-to-day maintenance operations and physical appearance of the property, with additional leadership responsibilities for the maintenance team. Job Details: Job Type: Full-time (40 hours per week) Work Schedule: Monday-Friday 8:30 AM-5:00 PM Compensation:…
Maintenance Tech
Maintenance
Bowling Green, KY
Maintenance
Winterwood, Inc. is hiring for the role of Maintenance Technician. The Maintenance Technician is responsible day-to-day maintenance operations and physical appearance of the property. Ideal candidates will have prior experience in apartment or property maintenance. Job Details: Job Type: Full-time (37.5 hours per week) Work Schedule: Monday-Friday 8:00 AM to 4:00 PM Compensation:…
Maintenance Tech
Maintenance
Campbellsville, KY
Maintenance
Winterwood, Inc. is hiring for the role of part-time Maintenance Technician. The Maintenance Technician is responsible day-to-day maintenance operations and physical appearance of the property. Ideal candidates will have prior experience in apartment or property maintenance. Job Details: Job Type: Part-time (24 hours per week) Work Schedule: Tuesday, Thursday and Friday 8:30 AM to 5:00…
Maintenance Technician
Maintenance
Bloomington, IN
Maintenance
Winterwood, Inc. is hiring for the role of part-time Maintenance Technician. The Maintenance Technician is responsible day-to-day maintenance operations and physical appearance of the property. Ideal candidates will have prior experience in apartment or property maintenance. Job Details: Job Type: Part-time (20 hours per week) Work Schedule: Mon, Wed, Fri 8:00am to 2:30pm Compensation:…
Maintenance Technician
Maintenance
Brooksville, FL
Maintenance
Winterwood, Inc. is hiring for the role of Maintenance Technician. The Maintenance Technician is responsible day-to-day maintenance operations and physical appearance of the property. Ideal candidates will have prior experience in apartment or property maintenance. Job Details: Job Type: Full-time (40 hours per week) Work Schedule: Monday-Friday 8:00 AM-4:30 PM Compensation:…
Maintenance Technician
Maintenance
Crestwood, KY
Maintenance
Winterwood, Inc. is hiring for the role of Maintenance Technician. The Maintenance Technician is responsible day-to-day maintenance operations and physical appearance of the property. Ideal candidates will have prior experience in apartment or property maintenance. Job Details: Job Type: Full-time (40 hours per week) Work Schedule: Monday-Thursday 8:00 AM-4:30 PM Compensation: $23.00…
Maintenance Technician
Maintenance
Glasgow, KY
Maintenance
Winterwood, Inc. is hiring for the role of Maintenance Technician. The Maintenance Technician is responsible day-to-day maintenance operations and physical appearance of the property. Ideal candidates will have prior experience in apartment or property maintenance. Job Details: Job Type: Full-time (40 hours per week) Work Schedule: Monday-Friday 8:30 AM to 5:00 PM Compensation:…
Maintenance Technician
Maintenance
Jeffersonville, IN
Maintenance
Winterwood, Inc. is hiring for the role of Maintenance Technician. The Maintenance Technician is responsible day-to-day maintenance operations and physical appearance of the property. Ideal candidates will have prior experience in apartment or property maintenance. Job Details: Job Type: Full-time (40 hours per week) Work Schedule: Monday-Friday 8:30 AM-5:00 PM Compensation: $23.00 per…
Maintenance Technician
Maintenance
Lawrenceburg, KY
Maintenance
Winterwood, Inc. is hiring for the role of part-time Maintenance Technician. The Maintenance Technician is responsible day-to-day maintenance operations and physical appearance of the property. Ideal candidates will have prior experience in apartment or property maintenance. Job Details: Job Type: Part-time (24 hours hours per week) Work Schedule: Tue, Thu & Fri 8:00 AM-4:30 PM Compensa…
Maintenance Technician
Maintenance
Lexington, KY
Maintenance
Winterwood, Inc. is hiring for the role of Maintenance Technician. The Maintenance Technician is responsible day-to-day maintenance operations and physical appearance of the property. Ideal candidates will have prior experience in apartment or property maintenance. Job Details: Job Type: Full-time (40 hours per week) Work Schedule: Monday-Friday 8:30 AM-5:00 PM Compensation: $23.00 per…
Maintenance Technician
Maintenance
Louisville, KY
Maintenance
Winterwood, Inc. is hiring for the role of Maintenance Technician. The Maintenance Technician is responsible day-to-day maintenance operations and physical appearance of the property(ies). Ideal candidates will have prior experience in apartment or property maintenance. Job Details: Job Type: Full-time (40 hours per week) Work Schedule: Monday-Friday 8:30 AM to 5:00 PM Compensation:…
Maintenance Technician
Maintenance
Nicholasville, KY
Maintenance
Winterwood, Inc. is hiring for the role of part-time Maintenance Technician. The Maintenance Technician is responsible day-to-day maintenance operations and physical appearance of the property. Ideal candidates will have prior experience in apartment or property maintenance. Job Details: Job Type: Part-time (20 hours per week) Work Schedule: Monday, Wednesday 8:00am-4:30pm Friday 8:00am…
Maintenance Technician
Maintenance
Stanton, KY
Maintenance
Winterwood, Inc. is hiring for the role of Maintenance Technician. The Maintenance Technician is responsible day-to-day maintenance operations and physical appearance of the property. Ideal candidates will have prior experience in apartment or property maintenance. Job Details: Job Type: Full-time (40 hours per week) Work Schedule: Monday-Friday 8:00 AM - 4:30 PM Compensation: $20.00…
Property Manager
Management
Bloomington, IN
Management
Winterwood, Inc. is seeking a proactive, detail-oriented Property Manager to oversee the day-to-day operations of one of our residential properties. In this key role, you’ll be responsible for ensuring the property runs efficiently, maintaining high standards, and providing exceptional support to our residents. Strong computer proficiency and excellent communication skills are essential to…
Property Manager
Management
Warfield, KY
Management
Winterwood, Inc. is seeking a proactive, detail-oriented Property Manager to oversee the day-to-day operations of one of our residential properties. In this key role, you’ll be responsible for ensuring the property runs efficiently, maintaining high standards, and providing exceptional support to our residents. Strong computer proficiency and excellent communication skills are essential to…
Floating Leasing Agent
Property Management
Louisville, KY
Property Management
Winterwood, Inc. is seeking a customer-focused Floating Leasing Agent to support multiple apartment communities throughout the Louisville, Kentucky and Southern Indiana region. This role is ideal for someone who enjoys variety, thrives in a fast-paced environment, and is passionate about helping individuals and families find their next home. Position Details: Job Type: Full-time (40 hours per…
Leasing Agent
Property Management
Charlotte, KY
Property Management
Winterwood, Inc. is hiring for the role of Leasing Agent. The Leasing Agent is responsible for the leasing and marketing of the property, and ensures target occupancy is maintained at all times. Ideal candidates will have excellent customer service skills and proficiency with computers. Position Details: Job Type: Full-time (40 hours per week) Work Schedule: Monday-Friday 8:30 AM-5:30 PM…
Property Manager
Property Management
Bowling Green, KY
Property Management
Winterwood, Inc. is seeking a proactive, detail-oriented Property Manager to oversee the day-to-day operations of one of our residential properties. In this key role, you’ll be responsible for ensuring the property runs efficiently, maintaining high standards, and providing exceptional support to our residents. Strong computer proficiency and excellent communication skills are essential to…
Property Manager
Property Management
Campbellsville, KY
Property Management
Winterwood, Inc. is seeking a detail-oriented part-time Property Manager to oversee the day-to-day operations of one of our residential properties. In this key role, you’ll be responsible for ensuring the property runs efficiently, maintaining high standards, and providing exceptional support to our residents. Strong computer proficiency and excellent communication skills are essential to…
Property Manager
Property Management
Elizabethtown, KY
Property Management
Winterwood, Inc. is seeking a proactive, detail-oriented Property Manager to oversee the day-to-day operations of one of our residential properties. In this key role, you’ll be responsible for ensuring the property runs efficiently, maintaining high standards, and providing exceptional support to our residents. Strong computer proficiency and excellent communication skills are essential to…
Property Manager
Property Management
La Grange, KY
Property Management
Winterwood, Inc. is seeking a proactive, detail-oriented Property Manager to oversee the day-to-day operations of one of our residential properties. In this key role, you’ll be responsible for ensuring the property runs efficiently, maintaining high standards, and providing exceptional support to our residents. Strong computer proficiency and excellent communication skills are essential to…