windward pointe HOA

Welcome to the website for Windward Pointe HOA in Holly Springs, NC. We hope you find this site user friendly. If you have any suggestions or ideas on features or content that would make this site more helpful for you and your neighbors, please let us know. This website is maintained by the community association management firm, Grandchester Meadows Inc.


Annual Information &

Payment Center

Document Index

Legal & Guidelines

Financial & Meetings

Exterior Changes

Review Process &

Request Form

Pool & Clubhouse Information

Pool Rules – Operation Hours – Rental Calendar – Reservation Form

Email Us

Office Phone / Emergency Text: (919) 757-1718

Hours: 9 -5, Monday – Friday

Fax: (919) 882- 8739

Mailing: Windward Pointe HOA – PO Box 1149 – Apex NC 27502

What do the HOA assessments pay for?

  • Administation
  • Common Area Landscaping
  • Insurance
  • Pool / Clubhouse 

Current Board Members

  • Andrew Casciano
  • Angela Corrova
  • Hank Dickson
  • Carlos Fries
  • Dennis McBride
  • Vanessa Rubino
  • Debby Williams

Board Access Links

Make Meeting Minutes

Community Management

Grandchester Meadows, Inc.

Manager – David Robbins

Assistant Manager – Amy Boe

(919) 757-1718 (office phone / text) | (919) 882- 8739 (fax)

Grounds & Landscaping

Miser Landscaping, Inc.

(919) 557-5766 (office)

Pool Management

Southeast Pools Inc.

(919) 741-1596 (office)


Home Repairs:

David Dalrymple, Handyman –; 336-283-0171
Register’s Repair Service – Alan Register – 919-695-2952;
Wally’s Painting & Home Services: Walter Mycroft –; 919-249-8056


Waite Plumbing – Mike Waite- service@waiteplumbing.com919-387-0806
Brown Brothers: Allen Whitaker –, (919) 220-2554
Cary Plumbing: Kathy Wilson –, (919) 469-3556 


Please use link to submit all concerns about theSW Landfill. 

Submit a concern

All concern reports are sent to the Board and Manager.

update contact info

Contact Info Form

Name, Address, Email & Phone

Helpful Links

Links to NC State Statutes

Chapter 47C / 47F

Street Light outage?

Alert Duke Energy

Pole Number Helpful 

Don't Be Shy

Contact the association manager if you do not find what you need.

Raleigh, Durham, Cary, Apex, HOA, management, association, community 

Windward Pointe HOA – Holly Springs, NC 

Website provided by: Grandchester Meadows Inc. – Association Management