Homes under $300K in Oldsmar, FL

67 for sale · 172 homes listed · Updated November 9, 2026 · Page 2 of 4

2031 Dover Court, Oldsmar 34677 $215,000 · 2 bd · 2 ba · 1,215 sqft
151 Lakeview Way #151, Oldsmar 34677 $189,000 · 2 bd · 2 ba · 1,094 sqft
110 Lakeside Court #110, Oldsmar 34677 $149,900 · 2 bd · 2 ba · 1,094 sqft
127 Nancy Drive #127, Oldsmar 34677 $200,000 · 2 bd · 2 ba · 1,094 sqft
131 Woodlake Wynde, Oldsmar 34677 $154,500 · 2 bd · 2 ba · 924 sqft
112 Cypress Court #112, Oldsmar 34677 $149,900 · 2 bd · 2 ba · 1,054 sqft
145 Poole Place, Oldsmar 34677 $229,995 · 2 bd · 2 ba · 1,380 sqft
392 Cobia Way, Oldsmar 34677 $178,000 · 2 bd · 2 ba · 1,344 sqft
129 Caryl Way #129, Oldsmar 34677 $129,900 · 2 bd · 2 ba · 1,094 sqft
127 Camphor Drive #E, Oldsmar 34677 $114,900 · 2 bd · 2 ba · 915 sqft
261 Woodlake Wynde #261, Oldsmar 34677 $199,000 · 2 bd · 2 ba · 924 sqft
105 Palmetto Court, Oldsmar 34677 $165,000 · 2 bd · 2 ba · 1,054 sqft
608 Timber Bay Circle East, Oldsmar 34677 $299,000 · 3 bd · 2 ba · 924 sqft
238 Pelican Drive North, Oldsmar 34677 $196,000 · 2 bd · 2 ba · 1,286 sqft
131 Sabal Court #H, Oldsmar 34677 $135,000 · 2 bd · 2 ba · 915 sqft
109 Lakeside Drive, Oldsmar 34677 $199,900 · 2 bd · 2 ba · 1,094 sqft
140 Hunter Lake Drive #D, Oldsmar 34677 $145,000 · 2 bd · 2 ba · 915 sqft
145 Blue Marlin Drive, Oldsmar 34677 Pending $190,000 · 3 bd · 2 ba · 1,504 sqft
121 Loblolly Court C, Oldsmar 34677 Pending $119,500 · 2 bd · 2 ba · 915 sqft
228 Tarpon Lane, Oldsmar 34677 Pending $250,000 · 2 bd · 2 ba · 1,686 sqft
68 Pelican Drive South, Oldsmar 34677 Pending $129,900 · 2 bd · 2 ba · 1,092 sqft
480 Trout Lane, Oldsmar 34677 Pending $229,900 · 2 bd · 2 ba · 1,521 sqft
100 Lisa Lane, Oldsmar 34677 Pending $299,000 · 2 bd · 2 ba · 1,320 sqft
204 Shore Drive West, Oldsmar 34677 Pending $299,900 · 3 bd · 2 ba · 1,374 sqft
613 Chestnut Street, Oldsmar 34677 Pending $299,900 · 5 bd · 4 ba · 2,572 sqft
317 Woodlake Wynde, Oldsmar 34677 Pending $197,500 · 2 bd · 2 ba · 924 sqft
214 Dolphin Drive North, Oldsmar 34677 Pending $259,000 · 2 bd · 2 ba · 1,324 sqft
10 Woodlake Place, Oldsmar 34677 Pending $174,500 · 2 bd · 2 ba · 924 sqft
113 Nina Way 113, Oldsmar 34677 Active Under Contract $199,900 · 2 bd · 2 ba · 1,094 sqft
208 Cypress Court, Oldsmar 34677 Active Under Contract $144,900 · 2 bd · 2 ba · 1,054 sqft
80 Lance Court, Oldsmar 34677 Active Under Contract $209,000 · 2 bd · 2 ba · 1,250 sqft
130 Woodlake Wynde 130, Oldsmar 34677 Active Under Contract $193,500 · 2 bd · 2 ba · 924 sqft
140 Hunter Lake Drive 8c, Oldsmar 34677 Active Under Contract $129,000 · 2 bd · 2 ba · 915 sqft
110 Ingrid Place, Oldsmar 34677 Active Under Contract $269,900 · 3 bd · 3 ba · 1,755 sqft
417 Dolphin Drive South, Oldsmar 34677 Active Under Contract $269,000 · 3 bd · 2 ba · 1,253 sqft
10 Shamrock Way 10, Oldsmar 34677 Active Under Contract $275,000 · 2 bd · 2 ba · 1,465 sqft
124 West Cypress Court, Oldsmar 34677 Active Under Contract $185,000 · 2 bd · 2 ba · 1,054 sqft
205 Woods Landing Trail, Oldsmar 34677 Active Under Contract $246,000 · 2 bd · 3 ba · 1,200 sqft
123 Cypress Lane 23, Oldsmar 34677 Active Under Contract $149,900 · 2 bd · 2 ba · 1,053 sqft
215 Clays Trail, Oldsmar 34677 Active Under Contract $279,900 · 2 bd · 2 ba · 1,237 sqft
129 Nancy Drive, Oldsmar 34677 Active Under Contract $149,900 · 2 bd · 2 ba · 1,094 sqft
2060 Sheffield Court, Oldsmar 34677 Active Under Contract $242,000 · 2 bd · 2 ba · 1,296 sqft
704 Lemonwood Drive, Oldsmar 34677 Active Under Contract $259,900 · 2 bd · 2 ba · 1,064 sqft
20 Evelyn Court, Oldsmar 34677 Active Under Contract $229,000 · 2 bd · 2 ba · 1,380 sqft
2044 Sheffield Court, Oldsmar 34677 Active Under Contract $244,900 · 2 bd · 2 ba · 1,296 sqft
221 Nina Way 61, Oldsmar 34677 Active Under Contract $210,000 · 2 bd · 2 ba · 1,094 sqft
207 Cypress Lane, Oldsmar 34677 Active Under Contract $165,000 · 2 bd · 2 ba · 1,054 sqft
126 Cypress Court #26, Oldsmar 34677 Active Under Contract $184,900 · 2 bd · 2 ba · 1,054 sqft
120 Evelyn Court, Oldsmar 34677 Active Under Contract $220,000 · 3 bd · 2 ba · 1,450 sqft
56 Pelican Drive South, Oldsmar 34677 Active Under Contract $182,900 · 2 bd · 2 ba · 1,196 sqft