Cypress Head in Port Orange

Cypress Head
Homes for Sale in Port Orange, FL

Community in Port Orange · Volusia County
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True comps, carrying-cost math, and listings before the portals.

Photo courtesy of Kelly Beechler, Beechler Realty Group · via DBAMLS

Built fromLive DBAMLS dataUpdated twice daily

As of September 2026, Cypress Head in Port Orange, FL has 4 homes for sale and 3 pending, asking from $309,900 to $499,900 (median $309,950). Homes listed or recently sold were built 1994–2002; 19 of 19 report an HOA (median $45/mo); none of the 19 geocoded homes sit in a FEMA special flood hazard zone (median elevation 27 ft).

Live · Cypress Head Housing Pulse DBAMLS + public records Analysis by Momentum Realty · $3.5B+ sold · 10,000+ customers served · Top 1% in Florida (RealTrends)
Tempo
3.0mo
Supply
3 to 6 months is the balanced band
25%
Under contract
Volusia: 20% (1,084 of 5,314)
6 · 2
For sale · pending
live counts, refreshed twice daily

Homes For Sale Right Now in Cypress Head

Live MLS inventory for Cypress Head. Every active listing, what is under contract right now, and the last 12 months of closed sales, refreshed twice a day. Closed comps beat an algorithm's guess every time.

Active and pending Cypress Head listings as of 2026-09-13, priced high to low. © 2026 Daytona Beach Area Association of REALTORS®, Inc. Tap any home to ask about it.

Jon Brooks, founder of Momentum Realty
Jon's Current Read

Cypress Head is a gated golf-course community in Port Orange where pricing reflects condition, view, and proximity to the course more than age alone. The inventory spread here tends to be wide—listings range from properties needing updates to recently renovated—so buyers should budget time to tour multiple homes and understand what they're getting at a given price point.

With six active listings and three months of supply, the market is balanced. Neither buyers nor sellers hold the edge right now, which means negotiation room exists but won't be dramatic. Sellers who overprice for condition will sit; buyers who move decisively on well-presented homes near the course or with preserve views can close without a bidding war.

Cypress Head Housing Pulse · Momentum Research · as of July 12, 2026

Cypress Head right now

🟡 Balanced market. 3.0 months of supply and 25% of the inventory already under contract put buyers and sellers on roughly even footing.Why it matters: months of supply is how long today's inventory would last at today's sales pace; under-contract share is the portion of homes for sale that already have a buyer.Momentum Research analysis of DBAMLS records, as of July 12, 2026. Confidence: Medium (8 active and pending listings, 0 closed sales in 12 months).

Jump to: Price history & scorecard · Homes for sale · Schools · FAQ

· Updated September 14, 2026 · Live data: DBAMLS, refreshed twice daily · MLS facts carry their source; interpretation lines are Momentum Research · Data sources & freshness

The 60-Second Overview

Cypress Head is a gated, golf-course community in Port Orange with a full roster of amenities—tennis, pickleball, pool, clubhouse—and full-time management. It's a mature neighborhood where pricing is condition-driven and the current balanced market gives both sides room to negotiate.

Flood zones in Cypress Head: of 19 listing addresses checked against the FEMA National Flood Hazard Layer, 100% sit outside the FEMA Special Flood Hazard Area (Zone X). Individual parcels vary — verify any specific address at msc.fema.gov. See flood zones by neighborhood in Port Orange.

Pre-construction details are compiled from public records, builder announcements and builder listings, and are subject to change without notice; figures are deemed reliable but not guaranteed. Momentum Research figures are our own analysis. This page describes homes, pricing and community attributes, not residents.

Best for

  • Buyers seeking a gated, golf-course lifestyle with tennis, pickleball, and pool access who are comfortable with HOA-managed amenities and services.
  • Buyers who will tour multiple listings to compare condition and location, and who understand that price reflects finish level and course proximity.
  • Buyers looking for a balanced market where negotiation is possible and inventory allows time to choose the right property without pressure.

Probably not for

  • Buyers seeking minimal HOA fees or who prefer to manage their own landscaping and exterior maintenance.
  • Buyers expecting uniform home quality across all price points, or who won't budget time to evaluate condition differences carefully.
  • Buyers looking for a rapidly appreciating market or who need a large selection of move-in-ready listings at a single price tier.

The market around Cypress Head

Cypress Head is too small for its own price trend, so here is the market around it.

Across Volusia County, 4,230 homes are active and 1,084 pending (20% under contract).

ZIP and county figures describe the wider market, not Cypress Head specifically. Momentum Research analysis of MLS records.

Listing locations from DBAMLS. Map data © OpenStreetMap, tiles © CARTO.

Community amenities as reported across DBAAR listings in this community; deemed reliable but not guaranteed. Verify current amenities and access with the HOA.

Schools

In short
  • Volusia County Public Schools
  • Verify the zoned schools by address
  • Magnet and choice options may be available
  • Cypress Creek · Elementary
  • Creekside · Middle
  • Spruce Creek · High

Zoned schools reflect the assignments reported on recent Cypress Head listings and can change; always confirm with Volusia County Public Schools for a specific address.

Buying with schools in mind? We can confirm the exact zoned schools for any Cypress Head address.

If we were buying in Cypress Head today, this is the order of operations we would run for our clients.

1

Underwrite the condition first. Price the roof, HVAC, and systems honestly before judging any list price; condition swings value here more than square footage alone.

2

Match the home to real comps. Recent sales of similar condition and lot, not the asking price, tell you what a home is worth.

3

Move deliberately, not desperately. Neither side has a decisive edge, so a well-prepared, fairly-priced offer wins without overpaying.

4

Line up financing and inspection early. A pre-approval and an inspection plan let you act fast and negotiate from evidence.

5

Keep an agent in your corner. The listing agent works for the seller; we represent you and prepare a hand-built valuation before any offer in Cypress Head.

Best Buy
Buyers seeking a full-amenity gated community with golf access and on-site management in Port Orange.
Biggest Risk
Condition varies widely; HOA fees cover extensive services, so budget for monthly dues alongside your mortgage.
Sweet Spot
Buyers who will tour multiple listings, understand the condition-price relationship, and move decisively on well-presented homes.
Avoid If
You want low HOA fees, expect uniform home quality across all listings, or won't budget time to compare condition carefully.

What you're buying into at Cypress Head

Cypress Head sits in Port Orange, Volusia County, behind a security gate with a golf course threading through the community. The amenity package is complete: lighted tennis and pickleball courts, a community pool, clubhouse, playground, and full-time on-site management. Grounds and structure maintenance are handled by the association, and cable TV is bundled. This is a turn-key lifestyle community—you pay the HOA for convenience and access.

The golf course defines the premium tier here. Homes with fairway or preserve views command more; interior-lot properties trade for less. The housing stock is varied in age and finish level, so condition is the price driver. Some listings show original finishes and dated layouts; others have been renovated with modern kitchens, baths, and flooring. Walk every home with a critical eye—what you see is what you'll live with or budget to change.

With six active listings and three months of supply, the market is balanced. Buyers have options and time to compare; sellers need to price correctly for condition and location within the community. Overpricing based on a neighbor's sale two years ago won't work. Buyers who understand the condition spread and move on well-presented properties near the course will have the upper hand in this window.

The location and the amenities are priced into every listing in Cypress Head. The deal is won or lost on condition, the comps, and the renovation math.

Jon Brooks · Founder, Momentum Realty

Why work with Momentum here

Cypress Head's pricing is condition- and location-specific, and the spread between dated and updated homes is real. We'll walk you through what each listing actually offers—original finishes versus renovated, interior lot versus course view—and what that means for value. Our team knows the Volusia golf-course communities and will tell you when a property is overpriced for its condition or when you're looking at a solid buy. We represent your interest, not the transaction.

Cypress Head in 15 seconds.

Best forBuyers seeking a full-amenity gated community with golf access and on-site management in Port Orange.
Biggest advantageComplete amenity roster, balanced market gives negotiation room, and pricing spreads let buyers choose their finish level.
Biggest riskCondition varies widely; HOA fees cover extensive services, so budget for monthly dues alongside your mortgage.
Sweet spotBuyers who will tour multiple listings, understand the condition-price relationship, and move decisively on well-presented homes.
Avoid ifYou want low HOA fees, expect uniform home quality across all listings, or won't budget time to compare condition carefully.

HOA, CDD & Fees

In short
  • HOA dues reported around $45/month (about $540/yr) · median of 24 MLS listings, most billed quarterly
  • Any club/amenity membership is billed separately

Listings in this community report association dues of about $45 per month ($540 a year) — the median AssociationFee across 24 MLS records, normalised to a monthly figure; most are billed quarterly. Dues change with budgets and can differ by section or product type; confirm the current figure with the association before you offer. Source: MLS listing records, 2026-09.

Confirm the current HOA dues, exactly what they cover, and any CDD bond or special assessment for a specific address before you offer.

The takeaway

Selling here is won on condition and pricing to real comps, not an automated estimate. The right number comes from closed Cypress Head sales matched to your home.

What is your Cypress Head home worth?

Get a no-obligation home value based on real comparable sales in Cypress Head, not an automated guess. Tell us about your home and we will personally prepare your numbers and a pricing strategy. No obligation, no spam.

See all homes for sale in Port Orange →

Real comps, not an automated estimate.

Recently off market in Cypress Head

Homes in Cypress Head that recently left the market. Each address opens its public-record profile: county-recorded value, property taxes, the last recorded sale, community sales history, and what is for sale nearby now. 1 on record.

The real cost & risk here

Before the list price, the Florida math the portals skip. These are Volusia County typicals — your exact home, flood zone, and insurance quote will vary, so verify each before you offer.

$2,032/mo
Volusia County typical true cost to own
$151/mo
Volusia County typical home insurance
Check CDD
Confirm before you offer

County typicals from Momentum’s Florida housing data (Zillow & Realtor.com aggregates, Census, FRED), updated monthly; insurance modeled. Flood zone is property-specific — always confirm via FEMA.

Cypress Head Market Scorecard

Balanced Market

Cypress Head is currently a balanced market. About 2.7 months of supply, a median asking price of $309,950, and homes go under contract in about 132.0 days.

2.7
Months supply
$309,950
Median list
$460,000
Median sold
$229
Per sqft
132.0
Days on mkt
4/3/18
Active/Pend/Sold

Typical home value in the 32128 ZIP is $442,216, about 5.2% above the Florida norm (Zillow Home Value Index).

Go deeper: ZIP market scorecard · county scorecard · true cost calculator · affordability calculator.

Live data: © 2026 Daytona Beach Area Association of REALTORS®, Inc. Refreshed twice daily. Market metrics only; these describe homes for sale and recent sales, not residents.

Frequently Asked Questions

Is Cypress Head a buyer's or seller's market right now?
As of July 12, 2026, Cypress Head is roughly balanced: 3.0 months of supply at the current sales pace (DBAMLS live counts).
Who is the best real estate agent for Cypress Head?
The best agent for Cypress Head is one who actively works Port Orange and knows the community's pricing, fees, and current inventory. Tell us what you're looking for in the form on this page and Momentum Realty will match you with a local specialist for Cypress Head.
How do I find a top Port Orange real estate agent who knows Cypress Head?
Share a few details in the form on this page. Momentum Realty has 320+ agents and more than $3.5B in closed sales, and we'll connect you with one who knows Cypress Head and the wider Port Orange area.
Can Momentum Realty connect me with an agent for Cypress Head?
Yes. Use the form on this page and we'll introduce you to a local specialist who can guide your Cypress Head purchase or sale - no call center and no pressure.
Buyers seeking a gated, golf-course lifestyle with tennis, pickleball, and pool access who are comfortable with HOA-managed amenities and services.Excellent fit
Buyers who will tour multiple listings to compare condition and location, and who understand that price reflects finish level and course proximity.Excellent fit
Buyers looking for a balanced market where negotiation is possible and inventory allows time to choose the right property without pressure.Excellent fit
Buyers seeking minimal HOA fees or who prefer to manage their own landscaping and exterior maintenance.Probably not
Buyers expecting uniform home quality across all price points, or who won't budget time to evaluate condition differences carefully.Probably not
Buyers looking for a rapidly appreciating market or who need a large selection of move-in-ready listings at a single price tier.Probably not

Data sources & freshness

Live listingsDBAMLS, refreshed twice daily (last: September 13, 2026)
Under-contract sharesDBAMLS records, as of 2026-07-12

Verify the primary sources yourself: Florida DOR · U.S. Census · FEMA flood maps · Citizens Property Insurance.

Momentum Research figures are our own analysis of DBAMLS records; MLS data is deemed reliable but not guaranteed. Methodology: how Momentum market scores are computed. Market metrics describe homes for sale and recent sales, not residents.

Own a home here?

You just read the data. Now see what your home is worth.

The numbers on this page move markets in the aggregate. The number that matters to you is what a buyer pays for your address. Momentum sells for 1.25% above the DBAMLS member average and 8 days faster, and we’ll price yours against live local comps.

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Nearby Communities

Explore more neighborhoods near Cypress Head with Momentum Realty’s local guides.

WEWaters Edge Port Orange Volusia0.6 mi away · median $410K, 39 sales/12 moWWoodhaven1.0 mi away · 8 for saleALAshton Lakes1.1 mi awaySCSabal Creek1.1 mi away · 2 for saleWWWhispering Woods Condo1.3 mi away · 2 for saleSCSterling Chase1.3 mi away · 2 for saleTRTuscany Reserve New Smyrna Beach1.4 mi away · 1 for saleRAReserve At Spruce Creek1.5 mi away · 172 homes, built 1988–15, 2 for sale

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