Kissimmee - Orlando
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Kissimmee HOA Management At Its Best

Sentry Management provides operational leadership to homeowner and condominium associations through our Kissimmee – Orlando FL office. Our full-service property management makes community association management easy for every HOA and COA. Homeowner management services include planning and coordination of association meetings, site visits, enforcement of restrictions, contract supervision, aggressive collections and detailed financial and manager’s reports. The Sentry Management® standard service package also includes community websites, online payments and real-time downloadable financial reports.

Homeowners Association Management for the Kissimmee Area

Sentry’s Kissimmee – Orlando office operates in the south Orlando metro area in Osceola, Seminole, Orange and Lake Counties. Some of the largest communities where Sentry manages homeowner associations include Kissimmee, Hunters Creek, Celebration, Meadow Woods, St. Cloud, Minneola, Williamsburg and Buenaventura Lakes. The office was opened in 1996 and has special capabilities to communicate effectively with Spanish-speaking residents. Because of a high concentration of foreign-based homeowners, the office routinely conducts board meetings via Skype video conferencing..

The Kissimmee – Orlando Sentry Management office contributes significantly to the economy of Central Florida. The office has 38 employees and has a direct local impact, primarily from operations and payroll, of $1.6 million annually. When considering all four Sentry offices in Central Florida, the total contributions to the local economy exceeds $217 million in direct and indirect impact.

Unparalleled Service to Homeowner and Condominium Associations

Division Vice President Michelle Figueroa heads up the Kissimmee operation for Sentry Management. All Community Managers are licensed by the state and have an average of nearly 7 years experience in association management. Sentry’s Kissimmee – Orlando managers complete over 240 hours per year in professional development and education to keep them current on all issues relating to homeowner association operations in Florida.


  • 601 East Oak Street Suite C
    Kissimmee, FL 34744
  • 407-846-6323


Golf Tournament

Central Florida Offices Participated in 8th Annual Central Florida CAI Golf Tournament

Sentry offices from all around Central Florida participated in the 8th Annual Central Florida CAI Golf Tournament that was held...

Sentry Jingle Bell Run 5K

Sentry Central Florida Offices Attend Jingle Bell 5K to Raise Money for Arthritis Foundation

Several Community Association Managers and other staff members from the Central Florida offices participated in the Orlando Jingle Bell Run...

Local Spotlight
Adam Galea Testimonial

Adam Galea, Board Member at Lake Reams Townhomes, gives the Kissimmee – Orlando office high praise.

“Thank you for your hard work managing our association. Your dedication to our neighborhood has kept it looking great and...


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Community Disaster Plan

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CommunityPro Portal

CommunityPro® is an easy way to make payments, access association documents, view account history, stay informed and more.

Connect With Us

Ways to Communicate

An Association is made up entirely of own- er-members. The greatest challenge an Association faces is communicating effectively with members. Ensuring that community members understand the roles of both the Board and the management company should be a top priority.