Position title
Maintenance Technician (Pinecreek & Brown Proctor)

Winterwood, Inc., Best Places to Work winner seven years in a row, is a growing family-owned property management company with over 40 years of experience in the industry. 

We’re looking for a self-motivated and dependable Maintenance Tech for two of our properties, one located in Winchester, KY and the other one in Stanton, KY. This is a full-time position (40 hours per week).

The Maintenance Tech is responsible for building and grounds cleaning and maintenance.

Qualified candidates will have previous maintenance, construction, handyman experience, or similar. 


  • High School Diploma or GED.
  • At least one year of experience in property maintenance. 
  • Knowledge of painting, plumbing, HVAC, some electrical, cleaning, etc. 
  • Basic computer skills.
  • After hours availability in the event of an emergency.
  • Ability to lift up to 50 pounds and climb ladders.
  • Must have own tools.


  • Completes all maintenance work orders in a timely manner.
  • Completes make-ready process of vacant units as directed by the Property Manager, including repairs, cleaning and painting.
  • Inspects grounds daily for needed repairs such as gutters, downspouts, roofing, siding, water leaks, HVAC units, etc.
  • Daily trash pickup on complex grounds, including curbs, landscaping, and dumpster areas.
  • Other related tasks, as assigned.

We offer 

  • Medical, Dental, Vision and Life Insurance.
  • Short-Term and Long-Term Disability.
  • 401K.
  • Paid leave time.
  • Holiday pay, and more!

How to Apply?

Apply online at www.winterwoodonline.com/careers

Winterwood, Inc. is proud to be an Equal Employment Opportunity

Employment Type
Job Location
Winchester, KY
Date posted
June 2, 2022
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Position: Maintenance Technician (Pinecreek & Brown Proctor)

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