Based on MLS data:
1, The HOA dues in Cypress Point (~1550/yr) are much higher than Willow Bend West (ranging from $300+-$500+/yr)
2. Cypress Point feeds into Barksdale elementary while Willow Bend West feeds into Centennial elementary. The middle, high and senior high schools are same
3. In the last six months Willow Bend West had more sales - 6 sales. The avg sale price in Willow Bend West was around $122/sqft based on last six months of sale data. In Cypress point there was only one sale and it was a foreclosed home at ~$88/sqft
These are just some stats on HOA, Schools and Selling Prices. I'd drive around the two communities individually to explore further and prioritize per your needs. Hope this helps.