New Listings in Oldsmar, FL This Week
The homes that just listed are the ones you have a shot at before everyone else: the best-priced ones go under contract in days. This page lists every Oldsmar listing from the last week, newest first, with price, size and community, refreshed every night from the live MLS record.
16 homes came on the market in Oldsmar, FL in the last 7 days — about 2 a day — at a median asking price of $477,000 ($149,900 to $929,900 for the middle 80%). That is 11% of the 151 homes currently for sale. The most new listings are in Gull Aire Village (2) and ZIP 34677 (16).
New listings in Oldsmar this week
| Listing | Community | Asking | $ / sq ft | Listed |
|---|---|---|---|---|
| 404 Lakeview Drive 3 bd · 2 ba · 1,550 sf · Single Family Residence | — | $485,000 | $313 | 0d |
| 129 Caryl Way #129 2 bd · 2 ba · 1,094 sf · Condominium | East Lake Woodlands | $129,900 | $119 | 1d |
| 4795 Pebble Brook Drive 2 bd · 2 ba · 1,601 sf · Single Family Residence | — | $485,000 | $303 | 2d |
| 1558 E Lake Woodlands Parkway 3 bd · 2 ba · 2,366 sf · Single Family Residence | Greenhaven | $739,000 | $312 | 3d |
| 1290 Clays Trail #1403 3 bd · 2.5 ba · 2,700 sf · Condominium | Laurel Oaks At East Lake | $469,000 | $174 | 3d |
| 1801 Mapleleaf Boulevard 3 bd · 2.5 ba · 1,920 sf · Single Family Residence | Bays End | $451,000 | $235 | 3d |
| 546 Trout Lane 2 bd · 2 ba · 1,688 sf · Single Family Residence | Gull Aire Village | $449,000 | $266 | 3d |
| 4878 Sherbrook Drive 5 bd · 3 ba · 2,730 sf · Single Family Residence | Cross Pointe | $929,900 | $341 | 4d |
| 3090 Phoenix Avenue 3 bd · 3 ba · 1,990 sf · Single Family Residence | west oldsmar | $689,000 | $346 | 4d |
| 3825 Shore Boulevard 4 bd · 3.5 ba · 3,700 sf · Single Family Residence | west oldsmar | $1,915,000 | $518 | 5d |
| 10 Windrush Court 3 bd · 2.5 ba · 2,316 sf · Single Family Residence | Greenhaven | $765,000 | $330 | 5d |
| 335 Country Club Drive 4 bd · 2 ba · 1,224 sf · Single Family Residence | oldsmar country club estates | $399,500 | $326 | 5d |
| 600 Shore Drive 3 bd · 4 ba · 2,454 sf · Single Family Residence | tampashores bay | $899,000 | $366 | 6d |
| 145 Poole Place 2 bd · 2 ba · 1,380 sf · Villa | East Lake Woodlands Cluster Homes | $235,000 | $170 | 6d |
| 392 Cobia Way 2 bd · 2 ba · 1,344 sf · Mobile Home | Gull Aire Village | $178,000 | $132 | 6d |
| 112 Cypress Court #112 2 bd · 2 ba · 1,054 sf · Condominium | East Lake Woodlands | $149,900 | $142 | 6d |
Where the new listings are
| Community | City | New this week | Median asking |
|---|---|---|---|
| Gull Aire Village | Oldsmar | 2 | $313,500 |
| East Lake Woodlands | Oldsmar | 2 | $139,900 |
| Greenhaven | Oldsmar | 2 | $752,000 |
| west oldsmar | Oldsmar | 2 | $1,302,000 |
How to read this
A listing counts as new when its MLS days-on-market is seven or fewer at the nightly refresh; relists under a new MLS number count as new. Prices are asking prices. Source: live MLS feeds compiled by Momentum Research, updated October 20, 2026. and this week’s Oldsmar price reductions.