213 total properties
View 502 TIMBER BAY CIRCLE E Oldsmar, FL MLS# TB8467897
$419,900
4

Beds

2.0

Baths

1,658

Sq.Ft.

502 TIMBER BAY CIRCLE E

Oldsmar, FL

Courtesy of SELLSTATE LEGACY REALTY
View 1404 WOODSTREAM DRIVE Oldsmar, FL MLS# TB8320169
$419,000
2

Beds

2.0

Baths

1,666

Sq.Ft.

1404 WOODSTREAM DRIVE

Oldsmar, FL

Courtesy of TAMPA BAY SIGNATURE PROPERTIES, LLC
View 106 BRENT CIRCLE Oldsmar, FL MLS# TB8476573
  • Recently Listed with Virtual Tour
1 of 77
$419,000
3

Beds

3.0

Baths

1,834

Sq.Ft.

106 BRENT CIRCLE

Oldsmar, FL

Courtesy of HOMEFRONT REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 1806 FOREST DRIVE Oldsmar, FL MLS# TB8442794
  • Virtual Tour
1 of 24
$418,000
3

Beds

2.0

Baths

1,475

Sq.Ft.

1806 FOREST DRIVE

Oldsmar, FL

Courtesy of RE/MAX REALTEC GROUP INC
View 300 DOUGLAS ROAD W Oldsmar, FL MLS# TB8434164
$415,000
Studio

Beds

0.0

Baths

300 DOUGLAS ROAD W

Oldsmar, FL

Courtesy of LPT REALTY, LLC
View 215 LAKE CHARLES COURT Oldsmar, FL MLS# TB8477730
  • Recently Listed with Virtual Tour
1 of 49
$400,000
3

Beds

2.0

Baths

1,204

Sq.Ft.

215 LAKE CHARLES COURT

Oldsmar, FL

Courtesy of LUXURY & BEACH REALTY INC
View 311 SHORE DRIVE E Oldsmar, FL MLS# TB8418072
  • Virtual Tour
1 of 70
$399,900
3

Beds

2.0

Baths

1,632

Sq.Ft.

311 SHORE DRIVE E

Oldsmar, FL

Courtesy of EXP REALTY LLC
View 271 HEMINGWAY DRIVE Oldsmar, FL MLS# TB8426952
  • Virtual Tour
1 of 31
$399,000
3

Beds

2.1

Baths

1,452

Sq.Ft.

271 HEMINGWAY DRIVE

Oldsmar, FL

Courtesy of COLDWELL BANKER REALTY
View 3133 HURON AVENUE Oldsmar, FL MLS# TB8443938
  • Virtual Tour
1 of 44
$399,000
Studio

Beds

0.0

Baths

1,978

Sq.Ft.

3133 HURON AVENUE

Oldsmar, FL

Courtesy of REAL PROPERTY MANAGEMENT TAMPA ST. PETE
View 370 S WOODLANDS DRIVE Oldsmar, FL MLS# TB8361268
$397,399
2

Beds

2.0

Baths

1,500

Sq.Ft.

370 S WOODLANDS DRIVE

Oldsmar, FL

Courtesy of 27NORTH REALTY
View 1821 DRIFTWOOD CIRCLE N Oldsmar, FL MLS# TB8469044
$395,000
3

Beds

2.0

Baths

2,034

Sq.Ft.

1821 DRIFTWOOD CIRCLE N

Oldsmar, FL

Courtesy of DALTON WADE INC
View 235 WOODRIDGE CIRCLE Oldsmar, FL MLS# TB8448664
$389,900
3

Beds

2.0

Baths

1,666

Sq.Ft.

235 WOODRIDGE CIRCLE

Oldsmar, FL

Courtesy of RE/MAX REALTEC GROUP INC
View 324 COUNTRY CLUB DRIVE Oldsmar, FL MLS# TB8379269
$389,000
4

Beds

2.0

Baths

1,288

Sq.Ft.

324 COUNTRY CLUB DRIVE

Oldsmar, FL

Courtesy of FRIENDS REALTY LLC
View 646 TIMBER BAY CIRCLE W Oldsmar, FL MLS# W7879421
$389,000
3

Beds

2.0

Baths

1,554

Sq.Ft.

646 TIMBER BAY CIRCLE W

Oldsmar, FL

Courtesy of RE/MAX CHAMPIONS
View 1704 HIBISCUS CIRCLE N Oldsmar, FL MLS# TB8476647
  • Recently Listed with Virtual Tour
1 of 28
OPEN HOUSE: Saturday 2/28 10:00 AM - 1:00 PM
$389,000
3

Beds

2.0

Baths

1,430

Sq.Ft.

1704 HIBISCUS CIRCLE N

Oldsmar, FL

Courtesy of REALTY ONE GROUP BEYOND
View 35 PINEWINDS BOULEVARD Oldsmar, FL MLS# TB8464120
$388,000
2

Beds

2.0

Baths

1,053

Sq.Ft.

35 PINEWINDS BOULEVARD

Oldsmar, FL

Courtesy of FUTURE HOME REALTY INC
View 416 COUNTRY CLUB DRIVE Oldsmar, FL MLS# TB8475710
  • Recently Listed with Virtual Tour
1 of 34
$385,000
3

Beds

2.0

Baths

1,293

Sq.Ft.

416 COUNTRY CLUB DRIVE

Oldsmar, FL

Courtesy of MURRAY BELL REAL ESTATE LLC
View 1909 CASTLE BAY COURT Oldsmar, FL MLS# TB8436254
$382,000
3

Beds

2.0

Baths

1,410

Sq.Ft.

1909 CASTLE BAY COURT

Oldsmar, FL

Courtesy of KELLER WILLIAMS REALTY- PALM H
View 2208 SUNSET WIND LOOP Oldsmar, FL MLS# TB8441891
$380,000
3

Beds

2.1

Baths

1,667

Sq.Ft.

2208 SUNSET WIND LOOP

Oldsmar, FL

Courtesy of KELLER WILLIAMS TAMPA PROP.
View 1820 DRIFTWOOD CIRCLE N Oldsmar, FL MLS# TB8447176
$379,900
3

Beds

2.0

Baths

1,528

Sq.Ft.

1820 DRIFTWOOD CIRCLE N

Oldsmar, FL

Courtesy of SELECT PROPERTIES INC

Information deemed reliable but not guaranteed.

Copyright 2026 Northeast Florida Multiple Listing Service, Inc. All rights reserved.

The information being provided is 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.

Listing information courtesy of My Florida Regional MLS DBA Stellar MLS. All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; availability of any listing should always be independently verified. Listing information is provided for consumer personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law.

Copyright 2012 My Florida Regional MLS DBA Stellar MLS. All rights reserved

Data is updated as of 2/27/2026.