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
Construction Technician
Construction
Lexington, KY
Construction
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…
HVAC Installer
HVAC
Lexington, KY
HVAC
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…
Maintenance Tech
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. Ideal candidates will have prior experience in apartment or property maintenance. Job Details: Property: Sheppard Square - 727 S Jackson St, Louisville, KY 40203 Job Type: Full-time (40 hours per week) …
Maintenance Technician
Maintenance
Berea, 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 - 4:30 PM Compensation:…
Maintenance Technician
Maintenance
Cynthiana, KY
Maintenance
Winterwood, Inc. is hiring for the role of Maintenance Technician in the Cynthiana-Falmouth, KY area. The Maintenance Technician will be responsible for day-to-day maintenance operations and physical appearance of two properties totaling 55 units. Ideal candidates will have prior experience in apartment or property maintenance. Job Details: Job Type: Full-time (40 hours per week) Work…
Maintenance Technician
Maintenance
Elkton, KY
Maintenance
Winterwood, Inc. is hiring for the role of Maintenance Technician. This position is responsible for the general maintenance and upkeep of four residential properties totaling 88 units, including grounds care, located in the Pembroke–Russellville–Elkton, KY area. Ideal candidates will have prior experience in apartment or property maintenance. Job Details: Job Type: Full-time (40 hours per…
Maintenance Technician
Maintenance
Frostproof, 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: Property: Elkhorn Apartments - 37 Elkhorn Drive, Frostproof, FL 33843 Job Type: Part-time (24 hours per week) …
Maintenance Technician
Maintenance
La Grange, 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: 8:00 AM-4:30 PM, Monday-Friday Compensation: $21.00…
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: 8:00 am-4:30 pm Monday-Friday Compensation: $23.00…
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. Ideal candidates will have prior experience in apartment or property maintenance. Job Details: Location: Park DuValle - 1804 Russell Lee Drive, Louisville, KY 40211 Job Type: Full-time (40 hours per week) …
Property 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: Location: Norbourne Estates I & II - 600 Darby Lane, Brooksville, FL 34601 Job Type: Full-time (40 hours per…
Property Manager
Management
Clinton, KY
Management
Winterwood, Inc. is seeking a detail-oriented part-time Property Manager to oversee the day-to-day operations of two small our residential properties located in the Clinton-Salem, KY area. 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…
Property Manager
Management
Somerset, KY
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…
Receptionist
Management
Louisville, KY
Management
Winterwood, Inc. is hiring for the role of Receptionist. The Receptionist will play a key role in providing excellent service by greeting visitors, answering phone calls, and managing administrative tasks for the property. This position requires attention to detail and professionalism to ensure compliance with all fair housing and equal opportunity housing guidelines. Position Details: Job…
Leasing Agent
Property Management
Lexington, 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: Property: Coolavin Apartments - 551 West 6th Street, Lexington, KY 40508 Job Type:…
Leasing Agent
Property Management
New Albany, IN
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…
Property Manager
Property Management
Barbourville, KY
Property Management
Winterwood, Inc. is seeking a proactive, detail-oriented Property Manager to oversee the day-to-day operations of three 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 succeed in…
Property Manager (Part-Time)
Property Management
Flemingsburg, 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…