Homes for Sale $300K to $500K in Holiday, FL
This page tracks every Holiday listing with an asking price between $300,000 and $500,000, by community, with live counts and asking prices. Prices are asking prices from the MLS, not values, and the list changes with every refresh.
47 homes listed between $300,000 and $500,000 are for sale or pending in Holiday, FL today across 24 communities. The median asking price is $350,000, from $300,000 to $499,999. Listings in Holiday without that feature have a median of $223,800. Most listings right now: Gulfwinds (7), Holiday Lake Estates (5), Forest Hills (4). Updated October 2, 2026 from the MLS.
Live $300k–$500k homes in Holiday: the listings
38 active listings match today (17% of Holiday inventory), median asking $342,450, $227/sq ft, median 35 days on market. Photo cards link to the listing; refreshed nightly.
Newest $300k–$500k homes in Holiday
The most expensive $300k–$500k homes in Holiday
| Listing | Asking | Sq ft | Community |
|---|---|---|---|
| 2210 Bayou Drive | $499,999 | 2,861 | Baileys Bluff Estates |
| 2530 Arrowpointe Drive | $499,900 | 1,758 | key vista |
| 2811 Ravendale Lane | $475,000 | 2,366 | key vista |
| 3225 Hearthstone Court | $459,500 | 2,151 | Glenwood Gulf Trace |
| 3022 Jackson Drive | $450,000 | 1,837 | Tahitian Dev |
| 1324 Chancellor Drive | $449,000 | 1,762 | — |
| 5311 Boardwalk Street | $447,400 | 1,848 | — |
| 2700 Sierra Vista Way | $410,000 | 1,526 | key vista |
| 1117 Rushmore Drive | $399,000 | 1,502 | — |
| 4016 Baden Drive | $385,000 | 1,488 | Tahitian Homes |
$300K–$500K Homes by price
| Band | For sale | Share |
|---|---|---|
| $300K–$500K | 38 | 100% |
Holiday homes $300K–$500K by community
Click a community for its full guide: prices, HOA reality, insurance posture and the homes for sale.
| Community | Homes $300K–$500K | New build | Median list | From |
|---|---|---|---|---|
| Gulfwinds | 7 | 0 | $329,980 | $300,000 |
| Holiday Lake Estates | 5 | 0 | $319,900 | $310,000 |
| Forest Hills | 4 | 0 | $424,000 | $359,000 |
| Aloha Gardens | 4 | 0 | $314,950 | $300,000 |
| Holiday Lakes West | 3 | 0 | $324,900 | $320,000 |
| Key Vista Ph 04 | 2 | 0 | $487,450 | $475,000 |
| Key Vista Ph 01 | 2 | 0 | $354,950 | $350,000 |
| Tahitian Homes | 2 | 1 | $349,950 | $314,900 |
| Key Vista Ph 02 | 2 | 0 | $343,500 | $318,000 |
| La Villa Gardens | 2 | 0 | $317,450 | $309,900 |
| Baileys Bluff Estates | 1 | 0 | $499,999 | $499,999 |
| Glenwood Gulf Trace | 1 | 0 | $459,500 | $459,500 |
| Tahitian Dev | 1 | 0 | $450,000 | $450,000 |
| Park Place | 1 | 0 | $447,400 | $447,400 |
| Key Vista Ph 4 | 1 | 0 | $410,000 | $410,000 |
| Shadow Oaks Sub | 1 | 0 | $380,000 | $380,000 |
| Vista Lks/Baileys Bluff | 1 | 0 | $370,000 | $370,000 |
| Forest Hills East | 1 | 0 | $355,000 | $355,000 |
| Forest Hills Unit 22 | 1 | 0 | $350,000 | $350,000 |
| Preserve/Gulf Trace | 1 | 0 | $330,000 | $330,000 |
| Key Vista | 1 | 0 | $324,900 | $324,900 |
| Shadow Oaks | 1 | 0 | $319,000 | $319,000 |
| Anclote Square | 1 | 0 | $314,900 | $314,900 |
| Crest Ridge Gardens | 1 | 0 | $305,500 | $305,500 |
Where this band sits in the market
The answer block above shows how the median of this band compares with the rest of the city’s listings, which tells you whether $300,000–$500,000 is the middle of the market here or the top of it. Within the band, compare on price per square foot and year built: newer subdivisions usually price higher per foot with lower expected maintenance, older ones the reverse. Each community page carries the HOA and CDD picture, the year-built range and the sales history, so two homes at the same price can be told apart in a few minutes.
Questions to ask about any listing in this band
What are the total monthly carrying costs (taxes, insurance, HOA, CDD) and how do they compare with a similar home two communities over? What is the age of the roof, HVAC and water heater? Is the community’s HOA financially healthy (reserves, no pending assessment)? How many days has the listing been on the market and has the price moved? A local agent who works the area will know which communities in this band are trading at asking and which are negotiating.
Common questions
How many homes listed between $300,000 and $500,000 are for sale in Holiday?
What do homes $300K–$500K cost in Holiday?
Which Holiday community has the most homes $300K–$500K for sale?
What is the monthly payment on a $400,000 home?
Keep exploring Holiday
- All homes for sale in Holiday
- Holiday ZIP codes with prices
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- Holiday waterfront homes
- Holiday gated community homes
- Holiday 4-bedroom homes
- Holiday homes under $300K
- Homes $300K–$500K in every city
Homes $300K–$500K in nearby Pasco County cities
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Live data: Stellar MLS, refreshed with every MLS pull; this page rebuilds on every ship. Community-level aggregates only: active and pending residential listings in Holiday, FL whose MLS record reports an asking price between $300,000 and $500,000. Prices are asking prices, not values. Property features and prices only; nothing on this page describes residents. Equal Housing Opportunity.