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

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 (32 hours per week) Work Schedule: Monday-Friday 8:00 AM-4:30 PM Compensation: $25.00…
Lexington, KY
Construction
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Winterwood, Inc. is seeking qualified Construction Technicians to join our team. Under the general supervision of the Construction Superintendent, the Construction Technician will assist with project execution by performing a variety of hands-on tasks at job sites. This role involves general labor and construction support, with an emphasis on carpentry. The ideal candidate will have basic…
Lexington, KY
HVAC
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Winterwood, Inc. is seeking two qualified HVAC Installers to join our team. The primary responsibility of the HVAC Installer is to perform skilled skilled installation, and alteration of heating, ventilation, air conditioning, and refrigeration systems and related equipment and facilities. This position may perform preventative maintenance and routine servicing of equipment. Travel
Glasgow, KY
Maintenance
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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 to 4:30 pm Compensation: $17-18…
La Grange, KY
Maintenance
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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: 8:00 AM-4:30 PM, Monday-Friday Compensation: $21.00…
Owenton, KY
Maintenance
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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 (30 hours per week) Work Schedule: Monday-Friday 9:00 AM to 3:30 PM, with a 30-minute…
Irvine, KY
Management
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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…
Lawrenceburg, KY
Management
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Winterwood, Inc. is seeking a proactive, detail-oriented Property Manager to oversee the day-to-day operations of three residential properties in the Lawrenceburg-Versailles, KY area, totaling 106 units. 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…
Nicholasville, KY
Management
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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
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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
Lexington, KY
Property Management
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Winterwood, Inc. is looking for a proactive, detail-oriented Property Manager to oversee the daily operations of our property. In this vital role, you'll ensure everything runs smoothly while using your strong computer and communication skills to support tenants and maintain property standards. Position Details: Property Managed: Coolavin Apartments - 551 West 6th Street, Lexington, KY 40508…

Property Manager

Property Management
Springfield, KY
Property Management
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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
Tompkinsville, KY
Property Management
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Winterwood, Inc. is seeking a detail-oriented part-time Property Manager to oversee the day-to-day operations of one of our residential properties consisting of 24 units, located in Tompkinsville, KY. 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…