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!

Accounts Receivable Manager

Accounts Receivable Manager Lexington, Kentucky

Asset Manager

Asset Manager Lexington, Kentucky

Assistant Property Manager

Assistant Property Manager (New Albany, IN) New Albany, Indiana
Assistant Property Manager (Overlook at Elkhorn) Georgetown, Kentucky
Assistant Property Manager (Shelbyville Properties) Shelbyville, Kentucky
Assistant Property Manager (Wilmore, KY)
2 Locations

Lease Cancellations and Collections Specialist

Lease Cancellations and Collections Specialist Lexington, Kentucky

Leasing Agent

Leasing Agent Lexington, Kentucky
Leasing Agent (Coolavin Apartments) Lexington, Kentucky
Leasing Agent (Covington, KY)
2 Locations
Leasing Agent (Eastland Apts.) Evansville, Indiana

Maintenance Technician

Apartment Maintenance Technician
3 Locations
Maintenance Tech (Berea, KY)
2 Locations
Maintenance Tech (Covington, KY)
2 Locations
Maintenance Tech (Elizabethtown/Brandenburg, KY)
3 Locations
Maintenance Tech (Evansville & Ft. Branch, IN)
2 Locations
Maintenance Tech (Louisville, KY)
2 Locations
Maintenance Tech (Madison, IN)
2 Locations
Maintenance Tech (Madisonville & Calhoun, KY)
2 Locations
Maintenance Tech (Meadows I & II Apts.)
2 Locations
Maintenance Tech (Property: Bristol Bluffs) Louisville, Kentucky
Maintenance Tech (Property: Donerail Run) Louisville, Kentucky
Maintenance Tech (Property: Parkway Manor) Lexington, Kentucky
Maintenance Tech (Property: Waterview) Lawrenceburg, Indiana
Maintenance Tech (Williamstown/Walton, KY area)
5 Locations
Maintenance Technician Lexington, Kentucky
Maintenance Technician (330 Newtown Apts.) Lexington, Kentucky
Maintenance Technician (Mt. Washington, KY)
3 Locations
Maintenance Technician (Palmbrook Apartments) Leesburg, Florida
Maintenance Technician (Property: Menemsha) Maysville, Kentucky
Maintenance Technician (Property: Oakdale) Lexington, Kentucky
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Property Manager

Property Manager French Lick, Indiana
Property Manager Grayson, Kentucky
Property Manager (Arlington Lofts) Lexington, Kentucky
Property Manager (Elkton/Maple Grove, KY area)
2 Locations
Property Manager (La Grange, KY)
2 Locations
Property Manager (Louisville, KY)
3 Locations
Property Manager (Madison, IN) Madison, Indiana


Receptionist Louisville, Kentucky

Regional Manager

Regional Manager (Florida & North Carolina)
2 Locations

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