4 Bedroom Homes for Sale in Osteen, FL
Four bedrooms is the most-searched size in most Florida and Georgia markets. This page tracks every Osteen listing whose MLS record reports four or more bedrooms, by community, with live counts and asking prices, and how the price compares with smaller homes in the same city.
22 homes with four or more bedrooms are for sale or pending in Osteen, FL today across 11 communities. The median asking price is $374,950, from $285,000 to $990,000. Listings in Osteen without that feature have a median of $306,900. Most listings right now: Vineland Reserve (5), Osteen (3), Vineland Reserve (3). Updated October 2, 2026 from the MLS.
Live 4-bedroom homes in Osteen: the listings
21 active listings match today (45% of Osteen inventory), median asking $400,000, $181/sq ft, median 15 days on market. Photo cards link to the listing; refreshed nightly.
Newest 4-bedroom homes in Osteen
The most expensive 4-bedroom homes in Osteen
| Listing | Asking | Sq ft | Community |
|---|---|---|---|
| 615 Deer Pond Road | $990,000 | 2,449 | — |
| 326 Enterprise Osteen Road | $800,000 | 3,112 | — |
| 1005 Whispering Creek Way | $799,900 | 2,085 | Osteen |
| 1005 Whispring Creek Way | $799,900 | 2,085 | — |
| 445 S State Road 415 | $750,000 | 2,654 | — |
| 698 Wild Acres Road | $750,000 | 2,426 | — |
| 353 Uranus Trail | $675,000 | 2,340 | — |
| 125 Longwood Drive | $599,000 | 2,144 | — |
| 3096 Blue Bonnet Lane | $415,000 | 2,568 | Vineland Reserve |
| 3096 Blue Bonnet Lane | $415,000 | 2,568 | — |
4-Bedroom Homes by price
| Band | For sale | Share |
|---|---|---|
| Under $300K | 1 | 5% |
| $300K–$500K | 12 | 57% |
| $500K–$750K | 2 | 10% |
| $750K–$1M | 6 | 29% |
Osteen 4-bedroom homes by community
Click a community for its full guide: prices, HOA reality, insurance posture and the homes for sale.
| Community | 4-Bedroom Homes | New build | Median list | From |
|---|---|---|---|---|
| Vineland Reserve | 5 | 4 | $308,990 | $306,990 |
| Osteen | 3 | 0 | $599,000 | $285,000 |
| Vineland Reserve | 3 | 3 | $324,990 | $318,990 |
| Vineland Reserve Ph 1 | 2 | 2 | $308,990 | $308,990 |
| Cypress Isles | 1 | 0 | $990,000 | $990,000 |
| Cambridge Villas | 1 | 0 | $800,000 | $800,000 |
| Osteen | 1 | 0 | $799,900 | $799,900 |
| Cove At Lemon Bluff Unrec | 1 | 0 | $750,000 | $750,000 |
| Fairway Farms | 1 | 0 | $675,000 | $675,000 |
| Vineland Reserve Ph 2 | 1 | 0 | $415,000 | $415,000 |
| Vineland Reserve Ph 3 | 1 | 0 | $349,900 | $349,900 |
What the fourth bedroom costs
The answer block above compares the median asking price of four-plus-bedroom homes with the median of everything else listed in the city; the gap is what the extra room, and usually the extra square footage and lot, is priced at today. Compare on price per square foot, not price alone: a four-bedroom home at 2,000 square feet and one at 2,800 are different purchases, and the MLS square footage on each listing page makes that comparison in seconds. Newer subdivisions tend to deliver four bedrooms in less square footage than older ones; the community pages show year-built ranges so you can see which is which.
Questions to ask about any four-bedroom listing
Is the fourth bedroom a true bedroom with a closet and window, or a converted den, garage bay or bonus room? Are the bedrooms split (owner’s suite away from the others) or all on one side? Is there a second full bath near the secondary bedrooms? What does the seller pay for insurance and, in an HOA community, what do the dues cover? A local agent who works the area will know which builders’ four-bedroom plans hold their value.
Common questions
How many homes with four or more bedrooms are for sale in Osteen?
What do 4-bedroom homes cost in Osteen?
Which Osteen community has the most 4-bedroom homes for sale?
How much more does a 4-bedroom home cost?
Keep exploring Osteen
- All homes for sale in Osteen
- Osteen gated community homes
- Osteen homes under $300K
- Osteen homes $300K–$500K
- 4-Bedroom Homes in every city
4-Bedroom Homes in nearby Volusia County cities
- Ormond Beach 4-bedroom homes (274 for sale)
- Deland 4-bedroom homes (194 for sale)
- Daytona Beach 4-bedroom homes (193 for sale)
- New Smyrna Beach 4-bedroom homes (176 for sale)
- Port Orange 4-bedroom homes (143 for sale)
- Deltona 4-bedroom homes (136 for sale)
- Edgewater 4-bedroom homes (66 for sale)
- Debary 4-bedroom homes (60 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 four or more bedrooms. Prices are asking prices, not values. Property features and prices only; nothing on this page describes residents. Equal Housing Opportunity.