Cypress Head Homes for Sale — Port Orange, FL
Cypress Head is one of southwest Port Orange's most established golf-course neighborhoods — single-family homes wrapped around an award-winning course and preserve, with a gated section of larger estate homes at the south end. It's popular with buyers who want golf, top schools, and space without leaving Port Orange. Here's a local Realtor's guide before you buy or sell in Cypress Head.
| City | Port Orange, FL (southwest / coastal Volusia County) |
|---|---|
| Community type | Golf-course community with a gated estate section |
| Homes | Single-family; the gated section trends larger (often 3,500+ sq ft), roughly $540K–$720K+ |
| The golf | Cypress Head Golf Club — a public, award-winning Arthur Hills / Mike Dasher course |
| HOA | Modest master dues (about $135/quarter) plus a small annual fee for the gated section |
| Amenities | Clubhouse, swimming pool, tennis & pickleball; extensive natural preserve |
About the community
Developed in the 1990s in the southwest corner of Port Orange, Cypress Head is built around its golf course and large preserve areas. Much of the community has open access with one gated section of the biggest homes at the south end. Homes lean toward Spanish-Revival and traditional styles — red tile roofs, decorative details, many with in-ground pools — on well-established, tree-lined streets. It's genuinely convenient: walkable to high-performing schools and about two miles from shopping and restaurants.
Homes & prices
Cypress Head is best known for its larger homes, particularly in the gated section, where many are over 3,500 square feet and recent sales run roughly $540K to $720K (larger/updated homes higher). Because it built out in the '90s, you'll find both beautifully updated homes and value-add opportunities. Golf-course and preserve lots command a premium. Tell me your budget and whether you want gated, golf-front, or a pool, and I'll pull the homes that match.
Amenities & golf
Residents enjoy a community clubhouse, swimming pool, and tennis and pickleball courts, plus the community's expansive natural preserve areas. At the center is the Cypress Head Golf Club — a public, award-winning course designed by Arthur Hills and Mike Dasher and long ranked among Florida's better daily-fee courses. Because the course is public, you can enjoy the golf-community setting without a mandatory club membership.
Frequently asked questions
Is Cypress Head a gated community?
Partly. Cypress Head has an open-access section and a gated section at the south end with the largest homes. Both are part of the same master community and share the amenities and golf-course setting.
Do you have to join a club to golf at Cypress Head?
No — the Cypress Head Golf Club is a public, award-winning Arthur Hills / Mike Dasher course, so there's no mandatory club membership to live here. You get the golf-community setting with public-course flexibility.
What do homes cost in Cypress Head?
The community is known for larger homes, especially in the gated section — many over 3,500 square feet, with recent sales roughly $540K to $720K and up for larger or upgraded homes. Golf-course and preserve lots run higher.
How are the schools near Cypress Head?
One of the draws is location — Cypress Head is within walking distance of high-performing Port Orange elementary and middle schools, and about two miles from shopping and everyday services.