Gulfwinds
Homes for Sale in Holiday, FL
All 258 homes for sale in Holiday, FL · median $239,000 · 146 homes for sale in 34691 · Pasco County homes for sale
True comps, carrying-cost math, and listings before the portals.
Market Heat
As of September 2026, Gulfwinds in Holiday, FL has 7 homes for sale and 6 pending, asking from $299,000 to $550,000 (median $337,900). Over the 12 months ending 2026-09-12, 13 recorded sales closed at a median of $337,000, $194 per square foot, a median 30 days on market, sellers accepting 97% of original asking (+5% versus the prior year). Homes listed or recently sold were built 2007 - 2013; 24 of 25 report an HOA (median $350/mo); none of the 11 geocoded homes sit in a FEMA special flood hazard zone (median elevation 11 ft). At the median price and Pasco County's FY2025-26 rate of 16.15 mills, annual property tax runs about $5,440 ($4,790 with the full homestead exemption).
Homes For Sale Right Now in Gulfwinds
Live MLS inventory for Gulfwinds. 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 · 23 daysTop listing
Active · 4 days
Active · 1 days
Active · 10 days
Active · 151 days
Active · 256 days
Active · 195 days
Pending · 99 days
Pending · 76 days
Pending · 22 days
Pending · 199 days
Pending · 138 days
Pending · 38 daysActive and pending Gulfwinds listings as of 2026-09-15, priced high to low. Based on Stellar MLS data distributed by MLS GRID for the period 2008 through 2026. Tap any home to ask about it.
Gulfwinds right now
🟢 Buyer-leaning market. 6.9 months of supply and 38% of the inventory already under contract give buyers above-average negotiating leverage.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 Stellar MLS records, as of September 12, 2026. Confidence: High (13 active and pending listings, 13 closed sales in 12 months).
🟡 Still climbing. The trailing-12-month median ($337K) is up 5.3% from the prior 12 months ($320K) and up 99% since 2012. With about 6 sales a year, a single closing can swing this number, so read the level and the decade, not one year's move.Momentum Research, record-level Stellar MLS closed sales, 12-month windows ending September 12. Confidence: Low (13 and 4 sales in the two windows).
Jump to: Price history & scorecard · Homes for sale · Schools · FAQ
· Updated September 15, 2026 · Live data: Stellar MLS, refreshed twice daily · MLS facts carry their source; interpretation lines are Momentum Research · Data sources & freshness
The 60-Second Overview
Gulfwinds market snapshot (as of September 12, 2026): the median sale price is about $337K ($194 per sq ft over the trailing 12 months of closed sales), a median 30 days on market for closed sales, and 6.9 months of supply, a buyer-leaning market. The trailing-12-month median is up 5% from the prior 12 months and up 99% since 2012, computed from record-level Stellar MLS closed sales (13 closings in the current window).
In ZIP 34691 (Holiday), 708 homes closed in the last 12 months at a median of $220K ($183/sq ft), down 1.7% year over year, with a median 44 days on market. Right now 104 active and 29 pending listings put supply at about 4.2 months - a balanced market. See the live ZIP 34691 housing market and the Pasco County market.
Flood zones in Gulfwinds: of 11 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 Holiday.
Gulfwinds is a community of 181 homes in Holiday, Pasco County, built between 2006 and 2014 (median 2010), with a median living area of about 2,042 square feet. 75% of parcels are homesteaded, the owner-occupancy proxy in the Florida DOR assessment roll (2025 roll, public records).
The setting & the homes.
Aerial and on-site photos of Gulfwinds. Swipe to explore the community.
Swipe or use the arrows → tap any photo to enlarge
GulfwindsGulfwindsGulfwindsGulfwindsGulfwindsGulfwindsGulfwindsGulfwindsPhotos from Stellar MLS listings in Gulfwinds; content deemed reliable but not guaranteed.
Price History: What Homes Here Have Actually Sold For
Median sale price over the trailing 12 months ending September 12 of each year, from record-level Stellar MLS closed sales. Same methodology as every appreciation figure on this page: the 2026 point ($337K) IS the median in the snapshot above, and the move from 2025 ($320K) IS the +5.3% one-year change.
Windows contain 0 to 19 sales each (13 in the current window); every figure carries its sample size, and thin markets swing on single closings. Based on Stellar MLS data distributed by MLS GRID for the period 2008 through 2026. Deemed reliable but not guaranteed.
Gulfwinds Market Scorecard
Gulfwinds is currently a buyer's market. About 6.0 months of supply, a median asking price of $337,900, and homes go under contract in about 23 days.
Typical home value in the 34691 ZIP is $225,395, about 6.6% below the Florida norm (Zillow Home Value Index).
Go deeper: ZIP market scorecard · county scorecard · true cost calculator · affordability calculator.
Live data: realMLS, refreshed twice daily. Typical value: Zillow Research. Market metrics only; these describe homes for sale and recent sales, not residents.
Housing distress & ownership in Gulfwinds, Holiday
Who owns here, how much is not owner-occupied, and how much for-sale inventory is under distress.
Source: Momentum Realty Research. Ownership & parcels from the FL DOR 2025 tax roll; distress from MLS active-listing status/remarks; price from MLS closed sales. Based on Stellar MLS data distributed by MLS GRID for the period September 2026 through September 2026. Deemed reliable but not guaranteed.
Gulfwinds on the map.
Every active, pending, and recently sold home, plotted. Toggle the layers and tap a home for the details.
Listing locations from Stellar MLS. Map data © OpenStreetMap, tiles © CARTO.
Schools
- Pasco County Public Schools
- Verify the zoned schools by address
- Magnet and choice options may be available
- Pasco County Public Schools (verify by address) · Public
- Confirm zoned elementary, middle, and high · By address
- Magnet and choice options may apply · Choice
Zoned schools reflect the assignments reported on recent Gulfwinds listings and can change; always confirm with Pasco County Public Schools for a specific address.
Buying with schools in mind? We can confirm the exact zoned schools for any Gulfwinds address.
Shop the zone: Homes zoned for Anclote High-Po High School
The Gulfwinds buying strategy.
If we were buying in Gulfwinds today, this is the order of operations we would run for our clients.
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.
Match the home to real comps. Recent sales of similar condition and lot, not the asking price, tell you what a home is worth.
Use your leverage. With inventory sitting, there is room to negotiate on anything dated or overpriced and to ask for repairs or a rate buydown.
Line up financing and inspection early. A pre-approval and an inspection plan let you act fast and negotiate from evidence.
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 Gulfwinds.
A closer look at the Gulfwinds market
At a median of $194 per square foot, Gulfwinds prices sit in a fairly defined band, so condition and updates — more than the list price — tend to separate one home from the next.
Inventory runs at 6.9 months of supply, a buyer-leaning market and the trailing-12-month median up 5% year over year. Homes that do trade take a median 30 days on market, useful leverage on any listing that has lingered.
The housing stock is 181 homes built between 2006 and 2014, and 75% of parcels are homesteaded — the owner-occupancy proxy in the Florida DOR assessment roll.
The location and the amenities are priced into every listing in Gulfwinds. The deal is won or lost on condition, the comps, and the renovation math.
Momentum Buy Score.
Our proprietary 0 to 10 read across the factors that decide how a home in Gulfwinds buys, holds, and resells. Momentum Research; not an appraisal.
Momentum Intelligence Scores are our proprietary, qualitative assessment on a 0 to 10 scale, built from the record-level market data on this page. They are a framework for comparing communities, not a guarantee of future value and not advice on a specific home; unlike an automated value estimate they do not price your home, they grade the community on evidence you can inspect. Composite is the plain average of the 5 factors (6.6). Basis: Long-Term Appreciation +99% since 2012; Recent Direction +5.3% year-over-year; Liquidity & Demand 6.9 months of supply; Owner Commitment 75% owner-occupied; Pricing Power 97.4% sale-to-list. Refreshed with each data update.
HOA, CDD & Fees
- HOA dues reported around $350/month (about $4,200/yr) · median of 65 MLS listings, most billed monthly
- Any club/amenity membership is billed separately
Listings in this community report association dues of about $350 per month ($4,200 a year) - the median AssociationFee across 65 MLS records, normalised to a monthly figure; most are billed monthly. 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.
Tools for a Gulfwinds buy.
Free calculators to pressure-test the real cost before you tour.
Selling here is won on condition and pricing to real comps, not an automated estimate. The right number comes from closed Gulfwinds sales matched to your home.
Price it to the comps and condition, not an automated estimate.
If you are thinking about selling in Gulfwinds, the right list price comes from recent comparable sales matched to your home's condition and location, not an automated estimate.
What is your Gulfwinds home worth?
Get a no-obligation home value based on real comparable sales in Gulfwinds, 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 Holiday →
Frequently Asked Questions
What is the median home price in Gulfwinds?
How long do homes in Gulfwinds take to sell?
Is Gulfwinds a buyer's or seller's market right now?
How many homes are in Gulfwinds?
What share of Gulfwinds is owner-occupied?
When were the homes in Gulfwinds built?
Have Gulfwinds home prices gone up?
What schools serve Gulfwinds?
Who is the best real estate agent for Gulfwinds?
How do I find a top Holiday real estate agent who knows Gulfwinds?
Can Momentum Realty connect me with an agent for Gulfwinds?
Data sources & freshness
| Live listings | Stellar MLS, refreshed twice daily (last: September 15, 2026) |
| Community market stats | Stellar MLS closed sales, 12-month windows ending September 12, 2026 |
| Housing stock & ownership | Florida DOR assessment roll (street-list match (3 streets, ZIP 34691)) |
| Under-contract shares | Stellar MLS records, as of 2026-09-08 |
| Schools | 2025-26 district assignments + FLDOE school grades; verify with the district |
| Historical depth | Closed-sale records back to 2008 (120 transactions analyzed) |
Verify the primary sources yourself: Florida DOR · U.S. Census · FEMA flood maps · Citizens Property Insurance.
Momentum Research figures are our own analysis of Stellar MLS 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 Stellar MLS member average and 8 days faster, and we’ll price yours against live local comps.
Looking to buy here? Search homes for sale →
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See how Gulfwinds fits the bigger picture — live prices, inventory, and Momentum Scores:
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More Holiday & Tampa North / Pasco County guides
Compare before you commit - every guide covers pricing, HOA/CDD, insurance posture, and fit. Browse all of Tampa North / Pasco County or the full Neighborhood Finder.