241 total properties
Did you mean the neighborhood Oldsmar?
View 1758 OAK POND COURT Oldsmar, FL MLS# TB8507682
  • Virtual Tour
1 of 57
$585,000
6

Beds

2.1

Baths

2,867

Sq.Ft.

1758 OAK POND COURT

Oldsmar, FL

Courtesy of KELLER WILLIAMS REALTY- PALM H
View 142 WOODLAKE WYNDE 48 Oldsmar, FL MLS# TB8507526
$190,000
2

Beds

2.0

Baths

924

Sq.Ft.

142 WOODLAKE WYNDE 48

Oldsmar, FL

Courtesy of FUTURE HOME REALTY INC
View 25 TADS TRAIL Oldsmar, FL MLS# TB8509080
  • Virtual Tour
1 of 39
$249,000
3

Beds

2.0

Baths

1,690

Sq.Ft.

25 TADS TRAIL

Oldsmar, FL

Courtesy of CHARLES RUTENBERG REALTY INC
The time to sell is now! THE TIME TO SELL IS NOW!
View PHOENIX AVENUE Oldsmar, FL MLS# S5149116
  • Virtual Tour
1 of 5
$140,000
Studio

Beds

0.0

Baths

PHOENIX AVENUE

Oldsmar, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 3858 SHORE BOULEVARD Oldsmar, FL MLS# TB8506221
$1,150,000
3

Beds

2.0

Baths

1,594

Sq.Ft.

3858 SHORE BOULEVARD

Oldsmar, FL

Courtesy of CHARLES RUTENBERG REALTY INC
View 1815 DRIFTWOOD CIRCLE S Oldsmar, FL MLS# W7885693
$433,900
3

Beds

2.0

Baths

1,855

Sq.Ft.

1815 DRIFTWOOD CIRCLE S

Oldsmar, FL

Courtesy of SNAP REALTY LLC
View 506 SHORE DRIVE E Oldsmar, FL MLS# TB8509618
  • Virtual Tour
1 of 31
$900,000
2

Beds

2.0

Baths

1,313

Sq.Ft.

506 SHORE DRIVE E

Oldsmar, FL

Courtesy of WESTWARD REAL ESTATE
View 1623 GRAY BARK DRIVE Oldsmar, FL MLS# TB8512588
$419,900
3

Beds

2.0

Baths

1,419

Sq.Ft.

1623 GRAY BARK DRIVE

Oldsmar, FL

Courtesy of REALTY ONE GROUP MVP
View 50 WOODLAKE PLACE Oldsmar, FL MLS# TB8507105
  • Adult Community with Virtual Tour
1 of 42
$210,000
2

Beds

2.0

Baths

924

Sq.Ft.

50 WOODLAKE PLACE

Oldsmar, FL

Courtesy of CHARLES RUTENBERG REALTY INC
View 2034 MONTEGO COURT Oldsmar, FL MLS# TB8506783
  • Virtual Tour
1 of 17
$220,000
1

Beds

1.0

Baths

1,024

Sq.Ft.

2034 MONTEGO COURT

Oldsmar, FL

Courtesy of RE/MAX ELITE REALTY
View 260 MICHAELS CIRCLE Oldsmar, FL MLS# TB8507054
  • Virtual Tour
1 of 18
$280,000
3

Beds

2.0

Baths

1,385

Sq.Ft.

260 MICHAELS CIRCLE

Oldsmar, FL

Courtesy of DASHER RLTY & PROP. MANAGEMENT
View 30 INGRID PLACE Oldsmar, FL MLS# TB8508886
  • Recently Listed with Virtual Tour
1 of 49
$299,000
3

Beds

2.1

Baths

1,755

Sq.Ft.

30 INGRID PLACE

Oldsmar, FL

Courtesy of RE/MAX REALTEC GROUP INC
View 382 COUNTRYSIDE KEY BOULEVARD Oldsmar, FL MLS# TB8506337
$240,000
2

Beds

1.1

Baths

1,105

Sq.Ft.

382 COUNTRYSIDE KEY BOULEVARD

Oldsmar, FL

Courtesy of RE/MAX REALTEC GROUP INC
View 228 TARPON LANE Oldsmar, FL MLS# TB8506652
  • Adult Community with Virtual Tour
1 of 28
OPEN HOUSE: Saturday 6/20 1:00 PM - 3:00 PM
$269,000
2

Beds

2.0

Baths

1,686

Sq.Ft.

228 TARPON LANE

Oldsmar, FL

Courtesy of BHHS FLORIDA PROPERTIES GROUP
View 121 LOBLOLLY COURT C Oldsmar, FL MLS# A4692680
$149,000
2

Beds

2.0

Baths

915

Sq.Ft.

121 LOBLOLLY COURT C

Oldsmar, FL

Courtesy of FLATFEE.COM
View 382 FOUNTAINVIEW CIRCLE Oldsmar, FL MLS# TB8499334
$509,000
4

Beds

2.0

Baths

1,875

Sq.Ft.

382 FOUNTAINVIEW CIRCLE

Oldsmar, FL

Courtesy of REAL BROKER, LLC
View 549 LONGWOOD CIRCLE Oldsmar, FL MLS# A4692285
  • Virtual Tour
1 of 87
$515,000
4

Beds

2.0

Baths

1,344

Sq.Ft.

549 LONGWOOD CIRCLE

Oldsmar, FL

Courtesy of REALTY ONE GROUP MVP
View 202 MEADOW LANE 50 Oldsmar, FL MLS# TB8505503
  • Virtual Tour
1 of 52
$185,000
2

Beds

2.0

Baths

875

Sq.Ft.

202 MEADOW LANE 50

Oldsmar, FL

Courtesy of AXEN REALTY, LLC
View 510 CABERNET WAY Oldsmar, FL MLS# TB8506118
  • Virtual Tour
1 of 40
$349,900
3

Beds

2.1

Baths

1,525

Sq.Ft.

510 CABERNET WAY

Oldsmar, FL

Courtesy of BHHS FLORIDA PROPERTIES GROUP
View 551 SALMON COURT Oldsmar, FL MLS# TB8502478
  • Adult Community with Virtual Tour
1 of 54
$349,900
2

Beds

2.0

Baths

1,344

Sq.Ft.

551 SALMON COURT

Oldsmar, FL

Courtesy of RE/MAX REALTEC GROUP INC

About Oldsmar

The Oldsmar area enjoys the distinction of offering the county’s only contiguous land connection to the City of Tampa and Hillsborough County.  Perhaps this “no bridges” location has helped to foster the area’s rapid growth in lovely residential communities. Local attractions include the thoroughbred horse racing at Tampa Bay Downs Race Track, the bargains at Oldsmar Flea Market, and the skating rink at the Tampa Bay Skating Academy.  Housing ranges from spacious single-family homes to executive homes and estates or stately older residences in the heart of town.  The regional Upper Tampa Bay Chamber of Commerce headquartered in Oldsmar also covers the unincorporated communities of Town and Country and Northwest Hillsborough.

Listings in Oldsmar, FL

241

Estimated median home price

$350,000
Oldsmar FL Homes for Sale & Properties

Weichert Realtors is one of the nation's leading providers of Oldsmar, Florida real estate for sale and home ownership services. Contact Weichert today to buy or sell real estate in Oldsmar, FL.

Homes for Sale by Price in Oldsmar, FL

PriceCount
$0 - 100K1
$100K - 200K53
$200K - 300K43
$300K - 400K50
$400K - 500K25
$500K - 600K17
$600K - 700K16
$700K - 800K5
$800K - 900K7
$900K - 1M1
$1M - Max23

Homes for Sale by Type in Oldsmar, FL

Property TypeCount
Single Family126
Townhouse30
Condo49
Commercial5
Rental44
Lots and Land9
Condo/Town/CoOp0
CoOp0
Multi Family3
Mobile Home19
Farms0

(Data as of 6/15/2026)

Information deemed reliable but not guaranteed.

The data relating to real estate for sale on this web site comes in part from the Internet Data Exchange Program of the Daytona Board of Realtors, and includes listings held by other brokerage firms. Detailed information about Real Estate listings held by brokerage firms (licensees) other than Weichert Realtors include the name of the listing brokers.

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.

Data is updated as of 6/16/2026.

The data relating to the real estate for sale on this web site comes in part from the Realtor Association of Greater Miami and the Beaches.

The information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective 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 6/16/2026.