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.
34 homes came on the market in Oldsmar, FL in the last 7 days — about 5 a day — at a median asking price of $299,900 ($170,000 to $559,000 for the middle 80%). That is 26% of the 131 homes currently for sale. The most new listings are in East Lake Woodlands (6) and ZIP 34677 (34).
New listings in Oldsmar this week
| Listing | Community | Asking | $ / sq ft | Listed |
|---|---|---|---|---|
| 428 Pelican Drive 2 bd · 2 ba · 1,671 sf · Single Family Residence | Gull Aire Village | $249,000 | $149 | 0d |
| 212 Arbor Woods Circle 3 bd · 2.5 ba · 2,030 sf · Single Family Residence | Bay Arbor | $599,000 | $295 | 1d |
| 406 Wingate Circle 3 bd · 2.5 ba · 2,423 sf · Single Family Residence | Bay Arbor | $567,500 | $234 | 1d |
| 604 Chestnut Street 5 bd · 3 ba · 2,245 sf · Single Family Residence | west oldsmar | $559,000 | $249 | 1d |
| 601 Shore Drive 3 bd · 2 ba · 1,856 sf · Single Family Residence | tampashores bay | $525,000 | $283 | 1d |
| 311 Country Club Drive 4 bd · 2 ba · 1,732 sf · Single Family Residence | oldsmar country club estates | $489,000 | $282 | 1d |
| 80 Summerwinds Lane 3 bd · 2 ba · 1,560 sf · Villa | East Lake Woodlands Pinewinds | $425,000 | $272 | 1d |
| 534 Canal Way 2 bd · 2 ba · 1,697 sf · Single Family Residence | Gull Aire Village | $419,500 | $247 | 1d |
| 300 State Street #326 2 bd · 2.5 ba · 1,553 sf · Condominium | Oldsmar Galleria Condo | $345,000 | $222 | 1d |
| 1707 Hibiscus Circle N 2 bd · 2 ba · 1,064 sf · Single Family Residence | harbor palms | $329,000 | $309 | 1d |
| 413 Country Club Drive 3 bd · 2 ba · 1,323 sf · Single Family Residence | oldsmar country club estates | $324,900 | $246 | 1d |
| 310 Country Club Drive 3 bd · 1 ba · 1,272 sf · Single Family Residence | oldsmar country club estates | $320,999 | $252 | 1d |
| 135 Pinewinds Boulevard 2 bd · 2 ba · 1,053 sf · Townhouse | East Lake Woodlands Pinewinds | $239,900 | $228 | 1d |
| 366 Countryside Key Boulevard 2 bd · 2.5 ba · 1,110 sf · Townhouse | Countryside Key | $229,500 | $207 | 1d |
| 105 Lakeview Way #105 2 bd · 2 ba · 1,094 sf · Condominium | East Lake Woodlands | $214,799 | $196 | 1d |
| 317 Woodlake Wynde 2 bd · 2 ba · 924 sf · Condominium | east lake woodlands | $197,500 | $214 | 1d |
| 110 Cypress Ct #3-82 2 bd · 2 ba · 1,054 sf · Condominium | East Lake Woodlands | $190,000 | $180 | 1d |
| 56 Pelican Drive 2 bd · 2 ba · 1,196 sf · Manufactured Home | Gull Aire Village | $189,900 | $159 | 1d |
| 219 Palmetto Court #219 2 bd · 2 ba · 1,054 sf · Condominium | East Lake Woodlands | $170,000 | $161 | 1d |
| 340 Canal Way 2 bd · 2 ba · 1,056 sf · Manufactured Home | Gull Aire Village | $159,900 | $151 | 1d |
| 123 Loblolly Court #A 2 bd · 2 ba · 915 sf · Condominium | Gardens Of Forest Lakes Condo | $129,900 | $142 | 1d |
| 133 Sabal Court #F 2 bd · 2 ba · 915 sf · Condominium | Gardens Of Forest Lakes Condo | $125,000 | $137 | 1d |
| 35 Greenhaven Trail 4 bd · 3 ba · 3,098 sf · Single Family Residence | Greenhaven | $1,099,000 | $355 | 2d |
| 110 Evelyn Court 4 bd · 2 ba · 1,550 sf · Villa | East Lake Woodlands Cluster Homes | $324,900 | $210 | 2d |
| 128 Nancy Drive 2 bd · 2 ba · 1,094 sf · Condominium | East Lake Woodlands | $224,000 | $205 | 2d |
| 221 Nina Way #61 2 bd · 2 ba · 1,094 sf · Condominium | East Lake Woodlands | $210,000 | $192 | 2d |
| 150 Poole Place 4 bd · 2 ba · 1,550 sf · Villa | East Lake Woodlands Cluster Homes | $385,000 | $248 | 3d |
| 105 Lakeside Court #Elw Vi Unit 5 2 bd · 2 ba · 1,150 sf · Condominium | East Lake Woodlands | $230,000 | $200 | 3d |
| 343 Shore Drive 3 bd · 2 ba · 1,169 sf · Single Family Residence | oldsmar country club estates | $399,000 | $341 | 5d |
| 106 Brent Circle 3 bd · 3 ba · 1,834 sf · Townhouse | Seaside Estates | $379,900 | $207 | 5d |
| 279 Countryside Key Boulevard 2 bd · 1.5 ba · 1,105 sf · Townhouse | Countryside Key | $275,000 | $249 | 6d |
| 613 Chestnut Street 5 bd · 4 ba · 2,572 sf · Single Family Residence | Oldsmar | $299,900 | $117 | 7d |
| 204 Shore Drive 3 bd · 2 ba · 1,374 sf · Single Family Residence | Oldsmar | $299,900 | $218 | 7d |
| 704 Lemonwood Drive 2 bd · 2 ba · 1,064 sf · Single Family Residence | harbor palms | $259,900 | $244 | 7d |
Where the new listings are
| Community | City | New this week | Median asking |
|---|---|---|---|
| East Lake Woodlands | Oldsmar | 6 | $212,400 |
| Gull Aire Village | Oldsmar | 4 | $219,450 |
| oldsmar country club estates | Oldsmar | 4 | $361,950 |
| Bay Arbor | Oldsmar | 2 | $583,250 |
| Oldsmar | Oldsmar | 2 | $299,900 |
| East Lake Woodlands Pinewinds | Oldsmar | 2 | $332,450 |
| harbor palms | Oldsmar | 2 | $294,450 |
| Countryside Key | Oldsmar | 2 | $252,250 |
| Gardens Of Forest Lakes Condo | Oldsmar | 2 | $127,450 |
| East Lake Woodlands Cluster Homes | Oldsmar | 2 | $354,950 |
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 September 15, 2026..