Tampa Bay - Clearwater
Need a little help?I WANT TO...

Tampa Bay HOA Management At Its Best

Sentry Management provides operational leadership to homeowner and condominium associations through our Tampa – Clearwater 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 Tampa Bay Area

The Sentry Management Tampa Bay – Clearwater Office opened in 1997 and proudly serves all of Hillsborough and Pinellas, as well as portions of Pasco and Polk counties. This office works with associations of all types in the major Metro areas of Tampa, Clearwater, St. Petersburg, Palm Harbor, Brandon, and Lakeland.

The Tampa Bay – Clearwater office currently employs 18 individuals – 13 Community Association Managers and five Administrative support staff. This district is an asset to the West-Central Florida economy and has a direct local impact of $2.9 million annually. When taking into account both the direct and indirect contributions, the impact to the West-Central Florida economy totals over $29 million annually.

Unparalleled Service to Homeowner and Condominium Associations

The Tampa Bay – Clearwater office is overseen by Ashley Chiorando, Vice President. Ashley has several years of experience in the Community Association Management industry. Managers boast a combined average of nine years experience in association management. Last year, the office staff completed nearly 800 hours of advanced professional and continuing education classes in order to keep current on all issues relating to association management operations and ever-changing Florida laws.


  • 2605 Enterprise Road E Suite 200
    Clearwater, FL 33759
  • 727-799-8982


Clearwater HOA Management Helps Habitat for Humanity

Sentry Clearwater Employees Give Back to Habitat

All 20 employees of the Clearwater office of Sentry Management volunteered for a “Team Build Day” today for Habitat for...

Board Member Certification Class

Clearwater Office Hosts Successful Board Member Certification Class

The Sentry Tampa-Clearwater office hosted a complimentary Board member certification class, and over 25 newly elected board members earned their...

Local Spotlight
Tampa Bay Clearwater Event

Sentry Tampa Bay-Clearwater Office Shows Appreciation to Board Members

The Sentry Management Tampa Bay-Clearwater office recently hosted a Board Member Appreciation event for the local HOA and condominium Board...

Clearwater HOA Management Testimonial

John K. Riley, President of Hampshire Subdivision has great things to say about Sentry Management’s Tampa Bay – Clearwater office.

“Sentry Management has been our property management for over 10 years.  You have always maintained a high standard of excellence....


Three practical lessons to make EVERY board meeting productive.

Our experience shows three practical techniques to create an effective meeting

Read More »

Community Disaster Plan

Every community could be affected by a natural disaster and should have a Community Disaster plan in place.

Read More »
Committees Benefit Associations

Volunteer Committees Can Benefit Associations

Volunteer committees can serve an important role in effectively governing an Association.

Read More »


CommunityPro Portal

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

Connect With Us

The Community Builder

The Community Builder is a bi-monthly newsletter to all Sentry Management Board Members. Sign up to Receive the “best of edition” every quarter.

In this issue: Start Planning Now for 2020 Budgets – use our checklist and tips to make sure your HOA board doesn’t get caught off guard.