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Cypress Head Port Orange Homes for Sale: Gated Golf Community Guide (2026)
Dated: June 28 2026
Views: 41
Cypress Head is one of Port Orange’s most popular gated golf communities — the kind of neighborhood buyers ask for by name when they want a manned gate, a golf-course setting, and a true single-family home in a great school zone. If it’s on your list for 2026, here’s an honest local guide to what living there is really like and what to check before you buy.
What is Cypress Head?
Cypress Head is an established gated community of single-family homes built around the public Cypress Head Golf Club in southwest Port Orange. It pairs a quiet, tucked-away feel with an easy location — close to Port Orange’s shopping and dining along Dunlawton Avenue, a quick drive to I-95, and roughly 15 minutes to the beach. The golf course winds through the neighborhood, so many homes look out over fairways, ponds, or preserve.
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Browse Volusia County Homes →Quick facts about Cypress Head
- Type: Gated, single-family golf community (all ages)
- Golf: Built around the public Cypress Head Golf Club
- Location: Southwest Port Orange, near Dunlawton Ave & I-95
- Median home price (mid-2026): around the high $400s
- Schools: Sought-after Port Orange public schools (confirm current zoning for any address)
Golf and lifestyle
The Cypress Head Golf Club is the centerpiece — a well-regarded public course, so you can play without a private membership while still enjoying the manicured, golf-community setting. Beyond golf, the draw here is the combination of a gated entrance, mature trees, sidewalks, and homes with real yards. It’s a settled, owner-occupied neighborhood that appeals to families and move-up buyers who want a little more privacy than a standard subdivision.
What homes cost in 2026
As of mid-2026, the median sits in the high $400s, with smaller or original-condition homes below that and larger, updated, or premium golf-front homes above it. Cypress Head holds its value well because demand for gated Port Orange homes consistently outpaces supply — so when the right home comes up, it tends to move. I’m happy to send you current active listings and recent sales so you can see exactly where prices are today.
Who Cypress Head is best for
It’s a strong fit if you want a gated single-family home in a top Port Orange school zone, you like a golf-course backdrop (whether or not you play), and you value a quiet, established neighborhood with quick access to shopping and I-95. It’s less of a fit if you want oceanfront living, a 55+ community, or a brand-new build — Cypress Head is an established neighborhood of resale homes.
What to check before you buy
Before writing an offer in Cypress Head, confirm two things:
- The HOA fee and rules. Get the current dues and restrictions in writing, and ask whether golf is bundled or separate.
- The specific home’s flood zone and insurance cost. Port Orange is inland, but homes backing ponds, lakes, or conservation can sit in different flood zones than their neighbors — always confirm the exact address rather than assuming.
Found a Cypress Head home you like? Check the flood zone before you offer.
Some Port Orange lots back to lakes and conservation, so flood status varies. Send me any Cypress Head address and I’ll send back a free report — the FEMA flood zone, whether coverage is required, and the likely annual cost. Usually within 24 hours, no obligation.
Get my free flood-zone report →Questions about Volusia County? Let me help.
I know this market street by street. Tell me your budget and must-haves and I will point you to the right fit.
Book a Free 15-Min Consult →Frequently asked questions
Is Cypress Head gated? Yes — it’s a gated single-family community.
Is the golf course private? No — the Cypress Head Golf Club is a public course, so you don’t need a membership to play.
Is it a 55+ community? No — it’s all ages, and it’s popular with families for the schools.
How far is the beach? Roughly 15 minutes east to the Atlantic.
Robert Kirkland — Simply Real Estate
Helping buyers and sellers across Volusia County and the Port Orange area.
386-631-5107 | [email protected] | RobertSellsDaytona.com
73 W. Granada Blvd, Ormond Beach, FL
Robert Kirkland
I help buyers and sellers across Coastal Volusia with a strong focus on Port Orange, New Smyrna Beach, Daytona Beach, Ormond Beach, Ponce Inlet, and the surrounding local markets. Rather than trying t....
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Thinking about a coastal Volusia home from out of state? I'll run the Kirkland Coastal Assessment Protocol — flood zone, real insurance cost, storm surge, and wind mitigation — on any address you're considering. No cost, no obligation.
Request my free KCAP report → or call/text (386) 631-5107Robert Kirkland, REALTOR® · 75+ coastal Volusia transactions closed
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Copyright © MFRMLS.com All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information on this site was last updated Last updated on August 17, 2026 1:25 PM UTC The listing information on this page last changed on Last updated on August 17, 2026 1:25 PM UTCd. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of MFR MLS.
All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.
Updated on August 17, 2026 1:25 PM UTC
Information is deemed to be reliable, but is not guaranteed. © 2026 MLS. Last Updated August 17, 2026 1:35 PM UTC The information on this sheet has been made available by the MLS and may not be the listing of the provider. Listing data provided by the Daytona Beach Area Association of REALTORS® Internet Data Exchange (IDX) program. Data is believed to be accurate but not warranted.
