4 Bedroom Homes for Sale in Oldsmar, FL
Four bedrooms is the most-searched size in most Florida and Georgia markets. This page tracks every Oldsmar 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.
32 homes with four or more bedrooms are for sale or pending in Oldsmar, FL today across 21 communities. The median asking price is $647,000, from $158,990 to $2,300,000. Listings in Oldsmar without that feature have a median of $260,000. Most listings right now: East Lake Woodlands (5), Oldsmar Rev Map (4), East Lake Woodlands Cluster Homes (3). Updated October 2, 2026 from the MLS.
Live 4-bedroom homes in Oldsmar: the listings
22 active listings match today (15% of Oldsmar inventory), median asking $647,000, $261/sq ft, median 33 days on market. Photo cards link to the listing; refreshed nightly.
Newest 4-bedroom homes in Oldsmar
The most expensive 4-bedroom homes in Oldsmar
| Listing | Asking | Sq ft | Community |
|---|---|---|---|
| 1330 Preservation Way | $2,300,000 | 6,460 | — |
| 1332 Preservation Way | $1,700,000 | 3,400 | — |
| 50 Willowood Lane | $1,499,900 | 4,475 | Deerpath |
| 1404 East Lake Woodlands Parkway | $1,100,000 | 4,312 | Greenhaven |
| 401 Park Boulevard | $1,050,000 | 3,811 | west oldsmar |
| 2328 Warwick Drive | $829,000 | 3,294 | — |
| 1723 Captiva Drive | $799,000 | 2,736 | Cross Pointe |
| 743 Wellington Court | $775,000 | 3,058 | Wellington Estates |
| 470 Hickorynut Avenue | $739,000 | 2,922 | east lake woodlands |
| 80 Foxfire Lane | $698,000 | 2,584 | east lake woodlands |
4-Bedroom Homes by price
| Band | For sale | Share |
|---|---|---|
| $300K–$500K | 6 | 27% |
| $500K–$750K | 8 | 36% |
| $750K–$1M | 3 | 14% |
| $1M+ | 5 | 23% |
Oldsmar 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 |
|---|---|---|---|---|
| East Lake Woodlands | 5 | 0 | $698,000 | $587,000 |
| Oldsmar Rev Map | 4 | 1 | $554,500 | $473,900 |
| East Lake Woodlands Cluster Homes | 3 | 0 | $324,900 | $309,900 |
| Cross Pointe | 2 | 0 | $772,000 | $745,000 |
| Oldsmar Country Club Estates Sec 3 | 2 | 0 | $442,000 | $395,000 |
| Preserve The | 1 | 0 | $2,300,000 | $2,300,000 |
| Preserve, The | 1 | 1 | $1,700,000 | $1,700,000 |
| Deerpath Unit One | 1 | 0 | $1,499,900 | $1,499,900 |
| Greenhaven Unit Three | 1 | 0 | $1,100,000 | $1,100,000 |
| Greenhaven Unit Two | 1 | 0 | $1,099,000 | $1,099,000 |
| Aberdeen Unit Two | 1 | 0 | $1,025,000 | $1,025,000 |
| Warwick Hills | 1 | 0 | $829,000 | $829,000 |
| Wellington Estates | 1 | 0 | $775,000 | $775,000 |
| Stonebriar | 1 | 0 | $729,900 | $729,900 |
| Eastlake Oaks Ph 1 | 1 | 0 | $625,000 | $625,000 |
| Seaside Estates | 1 | 0 | $625,000 | $625,000 |
| Eastlake Oaks Ph 4 | 1 | 0 | $589,000 | $589,000 |
| Preserve At Cypress Lakes Ph I The | 1 | 0 | $550,000 | $550,000 |
| Harbor Palms-Unit Five | 1 | 0 | $349,900 | $349,900 |
| Oldsmar Revised Map | 1 | 0 | $299,900 | $299,900 |
| Tampashores Bay Sec | 1 | 0 | $158,990 | $158,990 |
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 Oldsmar?
What do 4-bedroom homes cost in Oldsmar?
Which Oldsmar community has the most 4-bedroom homes for sale?
How much more does a 4-bedroom home cost?
Keep exploring Oldsmar
- All homes for sale in Oldsmar
- Oldsmar pool homes
- Oldsmar waterfront homes
- Oldsmar golf course homes
- Oldsmar gated community homes
- Oldsmar homes under $300K
- Oldsmar homes $300K–$500K
- 4-Bedroom Homes in every city
4-Bedroom Homes in nearby Pinellas County cities
- St Petersburg 4-bedroom homes (492 for sale)
- Clearwater 4-bedroom homes (154 for sale)
- Palm Harbor 4-bedroom homes (128 for sale)
- Tarpon Springs 4-bedroom homes (86 for sale)
- Seminole 4-bedroom homes (78 for sale)
- Largo 4-bedroom homes (70 for sale)
- Dunedin 4-bedroom homes (45 for sale)
- Treasure Island 4-bedroom homes (38 for sale)
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 Oldsmar, 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.