Homes for Sale $300K to $500K in Osteen, FL
This page tracks every Osteen 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.
21 homes listed between $300,000 and $500,000 are for sale or pending in Osteen, FL today across 6 communities. The median asking price is $318,990, from $306,900 to $415,000. Listings in Osteen without that feature have a median of $525,000. Most listings right now: Vineland Reserve (7), Carnell 3Rd Add (4), Vineland Reserve (3). Updated October 2, 2026 from the MLS.
Live $300k–$500k homes in Osteen: the listings
20 active listings match today (43% of Osteen inventory), median asking $313,995, $183/sq ft, median 65 days on market. Photo cards link to the listing; refreshed nightly.
Newest $300k–$500k homes in Osteen
The most expensive $300k–$500k homes in Osteen
| Listing | Asking | Sq ft | Community |
|---|---|---|---|
| 3096 Blue Bonnet Lane | $415,000 | 2,568 | Vineland Reserve |
| 3096 Blue Bonnet Lane | $415,000 | 2,568 | — |
| 680 Wild Acres Road | $400,000 | 2,052 | — |
| 1312 Peach Creek Drive | $349,900 | 1,950 | — |
| 132 11Th Avenue | $342,000 | 1,483 | — |
| 136 11Th Avenue | $342,000 | 1,483 | — |
| 140 11Th Avenue | $342,000 | 1,483 | — |
| 144 11Th Avenue | $342,000 | 1,483 | — |
| 576 Remick Street | $325,990 | 1,758 | — |
| 534 Remick Street | $318,990 | 1,758 | — |
$300K–$500K Homes by price
| Band | For sale | Share |
|---|---|---|
| $300K–$500K | 20 | 100% |
Osteen 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 |
|---|---|---|---|---|
| Vineland Reserve | 7 | 4 | $308,990 | $306,900 |
| Carnell 3Rd Add | 4 | 4 | $342,000 | $342,000 |
| Vineland Reserve | 3 | 3 | $324,990 | $318,990 |
| Vineland Reserve Ph 2 | 3 | 0 | $309,000 | $306,900 |
| Vineland Reserve Ph 1 | 2 | 2 | $308,990 | $308,990 |
| Vineland Reserve Ph 3 | 1 | 0 | $349,900 | $349,900 |
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 Osteen?
What do homes $300K–$500K cost in Osteen?
Which Osteen community has the most homes $300K–$500K for sale?
What is the monthly payment on a $400,000 home?
Keep exploring Osteen
- All homes for sale in Osteen
- Osteen gated community homes
- Osteen 4-bedroom homes
- Osteen homes under $300K
- Homes $300K–$500K in every city
Homes $300K–$500K in nearby Volusia County cities
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- Daytona Beach Shores homes $300K–$500K (100 for sale)
Live data: Daytona Beach Area AOR, Stellar MLS, refreshed with every MLS pull; this page rebuilds on every ship. Community-level aggregates only: active and pending residential listings in Osteen, 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.