48 total properties
Did you mean the neighborhood Oldsmar?
View 40 GRETCHEN COURT Oldsmar, FL MLS# TB8367588
  • Virtual Tour
1 of 49
$338,000
2

Beds

2.0

Baths

1,502

Sq.Ft.

40 GRETCHEN COURT

Oldsmar, FL

Courtesy of BHHS FLORIDA PROPERTIES GROUP
View 370 S WOODLANDS DRIVE Oldsmar, FL MLS# TB8361268
$399,999
2

Beds

2.0

Baths

1,500

Sq.Ft.

370 S WOODLANDS DRIVE

Oldsmar, FL

Courtesy of 27NORTH REALTY
View 163 DOLPHIN DRIVE E Oldsmar, FL MLS# TB8357645
  • Adult Community with Virtual Tour
1 of 28
$339,999
3

Beds

2.0

Baths

1,255

Sq.Ft.

163 DOLPHIN DRIVE E

Oldsmar, FL

Courtesy of BLAKE REAL ESTATE INC
The time to sell is now! THE TIME TO SELL IS NOW!
View 505 FEDERAL STREET Oldsmar, FL MLS# TB8355614
  • Virtual Tour
1 of 11
$325,000
Studio

Beds

0.0

Baths

505 FEDERAL STREET

Oldsmar, FL

Courtesy of BHHS FLORIDA PROPERTIES GROUP
View 1203 CLAYS TRAIL 406 Oldsmar, FL MLS# W7871895
  • Virtual Tour
1 of 49
$299,000
2

Beds

2.0

Baths

1,910

Sq.Ft.

1203 CLAYS TRAIL 406

Oldsmar, FL

Courtesy of BHHS FLORIDA PROPERTIES GROUP
View 308 Congress STREET Oldsmar, FL MLS# U8233209
$300,000
3

Beds

2.0

Baths

1,446

Sq.Ft.

308 Congress STREET

Oldsmar, FL

Courtesy of KELLER WILLIAMS REALTY- PALM H
View 0 ST PETERSBURG DRIVE Oldsmar, FL MLS# U8107571
$320,000

0 ST PETERSBURG DRIVE

Oldsmar, FL

Courtesy of FUTURE HOME REALTY INC
View 0 ST PETERSBURG DRIVE Oldsmar, FL MLS# U8068220
$320,000
Studio

Beds

0.0

Baths

0 ST PETERSBURG DRIVE

Oldsmar, FL

Courtesy of FUTURE HOME REALTY 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

207

Estimated median home price

$369,700
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 - 100K0
$100K - 200K35
$200K - 300K42
$300K - 400K43
$400K - 500K25
$500K - 600K13
$600K - 700K14
$700K - 800K10
$800K - 900K4
$900K - 1M1
$1M - Max20

Homes for Sale by Type in Oldsmar, FL

Property TypeCount
Single Family108
Townhouse23
Condo39
Commercial6
Rental56
Lots and Land11
Condo/Town/CoOp0
CoOp0
Multi Family1
Mobile Home19
Farms0

(Data as of 12/21/2025)

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 12/21/2025.