185 total properties
Did you mean the neighborhood Oldsmar?
View 108 BRENT CIRCLE Oldsmar, FL MLS# TB8483935
  • Virtual Tour
1 of 30
$399,000
3

Beds

3.0

Baths

1,834

Sq.Ft.

108 BRENT CIRCLE

Oldsmar, FL

Courtesy of FUTURE HOME REALTY INC
View 545 LAKE CYPRESS CIRCLE Oldsmar, FL MLS# TB8482985
$485,900
3

Beds

2.0

Baths

1,694

Sq.Ft.

545 LAKE CYPRESS CIRCLE

Oldsmar, FL

Courtesy of CITY BREEZE ACTION REALTY
View 835 CHRISTINA CIRCLE Oldsmar, FL MLS# TB8483303
$485,000
4

Beds

2.0

Baths

1,692

Sq.Ft.

835 CHRISTINA CIRCLE

Oldsmar, FL

Courtesy of COLDWELL BANKER REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 190 JAMES COURT Oldsmar, FL MLS# TB8483579
  • Virtual Tour
1 of 42
$345,000
2

Beds

2.0

Baths

1,250

Sq.Ft.

190 JAMES COURT

Oldsmar, FL

Courtesy of MIHARA & ASSOCIATES INC.
View 908 VINEYARD LANE Oldsmar, FL MLS# TB8481839
  • Virtual Tour
1 of 36
$369,000
3

Beds

2.1

Baths

1,773

Sq.Ft.

908 VINEYARD LANE

Oldsmar, FL

Courtesy of LPT REALTY, LLC
View 1732 SPLIT FORK DRIVE Oldsmar, FL MLS# TB8482923
$585,000
3

Beds

2.1

Baths

2,163

Sq.Ft.

1732 SPLIT FORK DRIVE

Oldsmar, FL

Courtesy of COLDWELL BANKER REALTY
View 122 CARYL WAY 122 Oldsmar, FL MLS# TB8481510
  • Virtual Tour
1 of 33
$214,000
2

Beds

2.0

Baths

1,094

Sq.Ft.

122 CARYL WAY 122

Oldsmar, FL

Courtesy of DALTON WADE INC
View 108 DOLPHIN DRIVE E Oldsmar, FL MLS# TB8482185
  • Adult Community with Virtual Tour
1 of 32
$319,000
3

Beds

2.0

Baths

1,372

Sq.Ft.

108 DOLPHIN DRIVE E

Oldsmar, FL

Courtesy of KELLER WILLIAMS REALTY- PALM H
View 432 COUNTRY CLUB DRIVE Oldsmar, FL MLS# A4684573
$475,000
3

Beds

3.0

Baths

1,936

Sq.Ft.

432 COUNTRY CLUB DRIVE

Oldsmar, FL

Courtesy of FINE PROPERTIES
View 1505 SUNSET WIND LOOP Oldsmar, FL MLS# W7883526
$390,000
3

Beds

2.1

Baths

1,667

Sq.Ft.

1505 SUNSET WIND LOOP

Oldsmar, FL

Courtesy of KELLER WILLIAMS REALTY- PALM H
View 433 SAILFISH BOULEVARD Oldsmar, FL MLS# TB8481608
  • Adult Community with Virtual Tour
1 of 48
$256,000
2

Beds

2.0

Baths

960

Sq.Ft.

433 SAILFISH BOULEVARD

Oldsmar, FL

Courtesy of AH REALTY SERVICES, LLC
View 387 TAVERNIER CIRCLE Oldsmar, FL MLS# TB8480272
$459,900
3

Beds

2.0

Baths

1,808

Sq.Ft.

387 TAVERNIER CIRCLE

Oldsmar, FL

Courtesy of LPT REALTY, LLC
View 104 E CYPRESS COURT 104 Oldsmar, FL MLS# TB8480878
$239,000
2

Beds

2.0

Baths

1,054

Sq.Ft.

104 E CYPRESS COURT 104

Oldsmar, FL

Courtesy of FLAT FEE MLS REALTY
View 240 CYPRESS LANE 240 Oldsmar, FL MLS# TB8481270
  • Recently Listed with Virtual Tour
1 of 32
$254,900
2

Beds

2.0

Baths

1,054

Sq.Ft.

240 CYPRESS LANE 240

Oldsmar, FL

Courtesy of LPT REALTY, LLC
View 904 VINEYARD LANE Oldsmar, FL MLS# TB8479523
  • Virtual Tour
1 of 46
$340,000
3

Beds

2.1

Baths

1,525

Sq.Ft.

904 VINEYARD LANE

Oldsmar, FL

Courtesy of RE/MAX ACTION FIRST OF FLORIDA
View 388 COUNTRYSIDE KEY BOULEVARD Oldsmar, FL MLS# TB8478422
$246,000
2

Beds

1.1

Baths

1,105

Sq.Ft.

388 COUNTRYSIDE KEY BOULEVARD

Oldsmar, FL

Courtesy of TROPIC SHORES REALTY
View 1527 WOODSTREAM DRIVE Oldsmar, FL MLS# TB8476648
$599,000
2

Beds

2.0

Baths

1,919

Sq.Ft.

1527 WOODSTREAM DRIVE

Oldsmar, FL

Courtesy of PREFERRED REALTY GROUP, LLC
View 40 SHAMROCK WAY 40 Oldsmar, FL MLS# TB8471405
  • Virtual Tour
1 of 44
$255,000
2

Beds

2.0

Baths

1,502

Sq.Ft.

40 SHAMROCK WAY 40

Oldsmar, FL

Courtesy of EXP REALTY LLC
View 103 CUTLASS WAY Oldsmar, FL MLS# TB8479354
  • Virtual Tour
1 of 20
$345,000
3

Beds

2.5

Baths

1,392

Sq.Ft.

103 CUTLASS WAY

Oldsmar, FL

Courtesy of FLORIDA COMMERCIAL GROUP
View 408 LAKEVIEW DRIVE Oldsmar, FL MLS# TB8478309
  • Virtual Tour
1 of 45
$499,900
3

Beds

2.0

Baths

1,598

Sq.Ft.

408 LAKEVIEW DRIVE

Oldsmar, FL

Courtesy of FLAT FEE MLS REALTY

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

240

Estimated median home price

$374,000
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 - 200K45
$200K - 300K45
$300K - 400K45
$400K - 500K28
$500K - 600K21
$600K - 700K13
$700K - 800K7
$800K - 900K9
$900K - 1M2
$1M - Max24

Homes for Sale by Type in Oldsmar, FL

Property TypeCount
Single Family130
Townhouse32
Condo42
Commercial4
Rental44
Lots and Land10
Condo/Town/CoOp0
CoOp0
Multi Family1
Mobile Home21
Farms0

(Data as of 4/22/2026)

Information deemed reliable but not guaranteed.

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 4/22/2026.