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

Lexington, KY
Accounting
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Winterwood, Inc. is seeking a highly organized and detail-oriented Utilities Accounts Payable Associate to join our dynamic Accounting team. This position is responsible for the daily coding of vendor invoices and phone contact for Accounts Payable. We’re looking for candidates with strong customer service experience and a solid background in administrative tasks. The ideal candidate will…
Lexington, KY
Human Resources
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Winterwood, Inc. is seeking a qualified and motivated Human Resources Generalist to join our team at our corporate office in Lexington, Kentucky. This role plays a key part in supporting our HR operations and ensuring a positive experience for employees across the organization. Position Details: Job Type: Full-time (37.5 hours per week) Work Schedule: M-F 8:00 AM-4:00 PM Compensation:
Winterwood, Inc. is seeking a qualified HVAC Service Technician to join our team. The primary responsibility of the HVAC Service Technician is to perform skilled mechanical maintenance duties in the inspection, repair, installation, and alteration of heating, ventilation, air conditioning, and refrigeration systems and related equipment and facilities. This position will perform preventive…

Groundskeeper

Maintenance
Lexington, KY
Maintenance
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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: Property: Parkway…

Groundskeeper

Maintenance
Lexington, KY
Maintenance
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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: Property: Oakdale…

Groundskeeper

Maintenance
Louisville, KY
Maintenance
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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: Property: Laurel at…

Groundskeeper

Maintenance
Richmond, KY
Maintenance
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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: Properties: Kit Carson…

Maintenance Tech

Maintenance
Louisville, 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: Positions available in the following zip-codes: 40202, 40299 and 40219 Job Type: Full-time (40 hours per week) …
Bardstown, 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: Properties: Colonial Woods Apts.: 232 Marvin Downs, Bardstown, KY 40004 (24 units) Birch Trace Apts.: 1100…
Charlotte, NC
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: Location: Sycamore Station Apts. - 7156 Barrington Dr., Charlotte, NC 28215 Job Type: Full-time 40 hours per…
Georgetown, Versailles, 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: Properties: Arbor Place: 220 Clifton Road C, Versailles, KY 40383 Elk River: 101 Rykara Path, Georgetown, KY…
Lexington, 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:
Madison, IN
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: Properties: Riverside Tower Lofts - 1001 W 2nd Street, Madison, IN 47250 (50 units). Clifton Heights - 401…
Pembroke, Russellville, Elkton, 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: 7:00 AM to 3:30 PM (Monday-Friday), plus on-call Co

Leasing Agent

Property Management
Elizabethtown, KY
Property Management
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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: Robinbrooke Crossings - 115 Runningbrooke Circle 101, Elizabethtown, KY…

Leasing Agent

Property Management
Louisville, KY
Property Management
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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: Properties: Shively Apartments: 3105 Clinton Place, Louisville, KY 40216 (97 units)…

Leasing Agent

Property Management
Shelby, NC
Property Management
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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 be proficient with computers. Position Details: Locations: West Warren Manor: 934 West Warren St., Shelby, NC 28150 Marion West…

Property Manager

Property Management
Glasgow, KY
Property Management
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Winterwood, Inc. is hiring for the role of Property Manager. The Property Manager is responsible for the overall operation of the property. Position Details: Property/Location: Dellwood Apartments - 1503 South Green St., Glasgow, KY 42141 Job Type: Part-time (24 hours per week) Work Schedule: M,W,TH 8:00 AM - 4:30 PM Compensation: $17.00 per hour, plus monthly cell phone…

Property Manager

Property Management
La Grange, KY
Property Management
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Winterwood, Inc. is hiring for the role of Property Manager. The Property Manager is responsible for the overall operation of the property. Position Details: Job Type: Full-time (32 hours per week) Work Schedule: M, T, Th, F 8:00 AM- 4:30 PM Compensation: $18.00 per hour, plus monthly cell phone reimbursement of $100 What We Offer: Sign-On Bonus: $500 (Payable on first paycheck…

Property Manager

Property Management
Lexington, KY
Property Management
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Winterwood, Inc. is hiring for the role of Property Manager. The Property Manager is responsible for the overall operation of the property. Position Details: Property Name/Address: Arlington Lofts Apts. - 1003 North Limestone, Lexington, KY 40505 Job Type: Full-time 40 hours per week Work Schedule: M-F 8:30am-5pm Compensation: $20.00 per hour, plus monthly cell phone reimbursement of…