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Oldsmar homes $300K – $400K

30 active listings in Oldsmar, Florida

606 CABERNET WAY

$339,900

606 CABERNET WAY, OLDSMAR

3 bd · 2.5 ba · 1,525 sqft

413 COUNTRY CLUB DRIVE

$324,900

413 COUNTRY CLUB DRIVE, OLDSMAR

3 bd · 2 ba · 1,323 sqft

60 ST ANDREWS PLACE UNIT 60

$309,900

60 ST ANDREWS PLACE UNIT 60, OLDSMAR

2 bd · 2 ba · 1,626 sqft

343 SHORE DRIVE E

$399,000

343 SHORE DRIVE E, OLDSMAR

3 bd · 2 ba · 1,169 sqft

1707 IRONWOOD COURT E

$349,900

1707 IRONWOOD COURT E, OLDSMAR

2 bd · 2 ba · 1,264 sqft

1206 SAWGRASS COURT

$397,000

1206 SAWGRASS COURT, OLDSMAR

3 bd · 2 ba · 1,204 sqft

442 EVERGREEN DRIVE

$354,500

442 EVERGREEN DRIVE, OLDSMAR

3 bd · 2 ba · 1,190 sqft

360 S WOODLANDS DRIVE

$399,900

360 S WOODLANDS DRIVE, OLDSMAR

2 bd · 2 ba · 1,590 sqft

415 COUNTRY CLUB DRIVE

$369,000

415 COUNTRY CLUB DRIVE, OLDSMAR

4 bd · 2 ba · 1,748 sqft

202 HEMINGWAY DRIVE

$316,000

202 HEMINGWAY DRIVE, OLDSMAR

3 bd · 2.5 ba · 1,452 sqft

611 TANGERINE DRIVE

$345,000

611 TANGERINE DRIVE, OLDSMAR

3 bd · 2 ba · 1,382 sqft

2009 PEPPERTREE COURT

$380,000

2009 PEPPERTREE COURT, OLDSMAR

3 bd · 2 ba · 1,233 sqft

602 BAY LAKE TRAIL

$335,000

602 BAY LAKE TRAIL, OLDSMAR

3 bd · 2 ba · 1,554 sqft

103 CUTLASS WAY

$345,000

103 CUTLASS WAY, OLDSMAR

3 bd · 2.5 ba · 1,392 sqft

193 BLUE MARLIN DRIVE

$325,000

193 BLUE MARLIN DRIVE, OLDSMAR

3 bd · 3 ba · 1,485 sqft

208 CUTLASS WAY

$350,000

208 CUTLASS WAY, OLDSMAR

3 bd · 2.5 ba · 1,392 sqft

604 LIMETREE DRIVE

$369,000

604 LIMETREE DRIVE, OLDSMAR

3 bd · 3 ba · 1,430 sqft

206 BEDFORD STREET

$359,700

206 BEDFORD STREET, OLDSMAR

3 bd · 2 ba · 1,274 sqft

1705 IRONWOOD COURT E

$320,000

1705 IRONWOOD COURT E, OLDSMAR

2 bd · 2 ba · 1,206 sqft

108 BRENT CIRCLE

$384,000

108 BRENT CIRCLE, OLDSMAR

3 bd · 3 ba · 1,834 sqft

1811 DRIFTWOOD CIRCLE S

$359,900

1811 DRIFTWOOD CIRCLE S, OLDSMAR

3 bd · 2 ba · 1,248 sqft

600 S WOODLANDS DRIVE

$399,000

600 S WOODLANDS DRIVE, OLDSMAR

3 bd · 2 ba · 1,952 sqft

1505 SUNSET WIND LOOP

$380,000

1505 SUNSET WIND LOOP, OLDSMAR

3 bd · 2.5 ba · 1,667 sqft

106 BRENT CIRCLE

$399,000

106 BRENT CIRCLE, OLDSMAR

3 bd · 3 ba · 1,834 sqft

IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data is deemed reliable but is not guaranteed accurate by Stellar MLS.

CENTURY 21 Edge
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Southeast Florida MLSCopyright Southeast Florida Multiple Listing Service © 2026. Accuracy of listing information is not guaranteed. Listing information is provided for personal consumer, non-commercial use, solely to identify potential properties for potential purchase. All other use is strictly prohibited, is a violation of the terms of use, and may violate federal and state law. Data Last Updated: July 13, 2026 at 5:15 PM UTC.

Space Coast AORThese listings are provided by the IDX Program of Brevard County, Florida. Real Estate listings held by brokerage firms other than CENTURY 21 Edge Central Florida are marked with the IDX Logo and detailed information about them includes the name of the listing brokers. IDX information is provided exclusively for consumers'' personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed.

Beaches MLSAll information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided for consumer''s personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.