Demo

Groundskeeper

Winterwood Inc
Sellersburg, IN Full Time
POSTED ON 12/31/2025
AVAILABLE BEFORE 1/29/2026
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 hours per week)
  • Work Schedule: Monday-Friday 8:30 AM - 5:00 PM
  • Compensation: $20.00 per hour

What We Offer

  • Sign-On Bonus: $500 (Payable on first paycheck. Rehires are eligible if their separation period has been 1 year or more).
  • 401(k) plan with matching.
  • Health, dental, vision, life and disability insurance.
  • Paid time off (vacation, sick leave, holiday pay).
  • Referral program.
  • Opportunities for advancement and more!

Qualifications

  • Previous experience in groundskeeping and/or basic maintenance.
  • Willingness to work outdoors in various weather conditions.
  • Excellent customer service skills and able to work well in a team environment.
  • Strong attention to detail and organizational skills.
  • Ability to lift up to 50 pounds.
  • Must have a valid driver's license and reliable transportation.
  • Willingness and ability to successfully complete a pre-employment drug screening and criminal background check.
  • Ability to travel to Lexington, KY for training.

Job Responsibilities

  • Inspects grounds daily for needed repairs such as gutters, downspouts, roofing, siding, water leaks, HVAC units, etc.
  • Keep walkways, driveways, and other areas free from debris and litter.
  • Plant, weed, and water flowers, shrubs, and trees to enhance the landscape.
  • Assist with seasonal tasks such as snow removal and leaf collection.
  • Assists with maintenance work orders.
  • Completes make-ready process of vacant units as directed by the Property Manager, including repairs, cleaning and painting.
  • Collaborate with team members to ensure a safe and pleasant environment for residents and visitors.

If you’re ready to contribute to the beauty and upkeep of our community, please submit your application today!

Winterwood, Inc. is a growing family-owned property management company with over 40 years of experience in the industry. We achieve our mission and vision of Our People, First by living out our values each and every day with customer service.

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

Salary : $20

If your compensation planning software is too rigid to deploy winning incentive strategies, it’s time to find an adaptable solution. Compensation Planning
Enhance your organization's compensation strategy with salary data sets that HR and team managers can use to pay your staff right. Surveys & Data Sets

What is the career path for a Groundskeeper?

Sign up to receive alerts about other jobs on the Groundskeeper career path by checking the boxes next to the positions that interest you.
Income Estimation: 
$36,789 - $51,333
Income Estimation: 
$39,377 - $54,570
Income Estimation: 
$58,445 - $83,307
Income Estimation: 
$71,548 - $95,596
View Core, Job Family, and Industry Job Skills and Competency Data for more than 15,000 Job Titles Skills Library

Job openings at Winterwood Inc

  • Winterwood Inc Inverness, FL
  • Winterwood, Inc. is hiring for the role of part-time Assistant Property Manager. The part-time Assistant Property Manager will support the overall operatio... more
  • 12 Days Ago

  • Winterwood Inc Glasgow, KY
  • Winterwood, Inc. is hiring for the role of Maintenance Technician. The Maintenance Technician is responsible day-to-day maintenance operations and physical... more
  • 3 Days Ago

  • Winterwood Inc Crestwood, KY
  • Winterwood, Inc. is hiring for the role of Maintenance Technician. The Maintenance Technician is responsible day-to-day maintenance operations and physical... more
  • 4 Days Ago

  • Winterwood Inc Springfield, KY
  • 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... more
  • 4 Days Ago


Not the job you're looking for? Here are some other Groundskeeper jobs in the Sellersburg, IN area that may be a better fit.

  • CLK Multifamily Management Louisville, KY
  • Groundskeeper- CLK Is currently seeking a Groundskeeper to join our team! Our community aesthetic is one of our highest importance when arriving on our com... more
  • 1 Month Ago

  • Greystar and Careers Louisville, KY
  • ABOUT GREYSTAR Greystar is a leading, fully integrated global real estate platform offering expertise in property management, investment management, develo... more
  • 14 Days Ago

AI Assistant is available now!

Feel free to start your new journey!