108 total properties
Did you mean the neighborhood Oldsmar?
View 502 FEDERAL STREET Oldsmar, FL MLS# TB8443463
$150,000
Studio

Beds

0.0

Baths

502 FEDERAL STREET

Oldsmar, FL

Courtesy of URBAN REAL ESTATE US
View 1718 AZALEA COURT #B Oldsmar, FL MLS# P4935316
  • Virtual Tour
1 of 59
$249,999
2

Beds

2.1

Baths

1,285

Sq.Ft.

1718 AZALEA COURT #B

Oldsmar, FL

Courtesy of HUT TEAM REALTY
View 645 TIMBER BAY CIRCLE E Oldsmar, FL MLS# TB8443970
$295,000
3

Beds

2.0

Baths

1,274

Sq.Ft.

645 TIMBER BAY CIRCLE E

Oldsmar, FL

Courtesy of MARK SPAIN REAL ESTATE
The time to sell is now! THE TIME TO SELL IS NOW!
View 337 SHORE DRIVE E Oldsmar, FL MLS# TB8443974
  • Virtual Tour
1 of 38
$319,900
3

Beds

2.0

Baths

1,100

Sq.Ft.

337 SHORE DRIVE E

Oldsmar, FL

Courtesy of COMPASS FLORIDA LLC
View 117 E CYPRESS COURT #117 Oldsmar, FL MLS# TB8443086
$249,000
2

Beds

2.0

Baths

1,054

Sq.Ft.

117 E CYPRESS COURT #117

Oldsmar, FL

Courtesy of RE/MAX REALTEC GROUP INC
View 144 DOUGLAS ROAD W #A Oldsmar, FL MLS# TB8442815
$239,000
2

Beds

1.1

Baths

1,080

Sq.Ft.

144 DOUGLAS ROAD W #A

Oldsmar, FL

Courtesy of FUTURE HOME REALTY INC
View 2004 SHEFFIELD COURT Oldsmar, FL MLS# TB8443044
  • Virtual Tour
1 of 28
OPEN HOUSE: Saturday 12/6 12:00 PM - 3:00 PM
$279,999
2

Beds

2.0

Baths

1,296

Sq.Ft.

2004 SHEFFIELD COURT

Oldsmar, FL

Courtesy of KELLER WILLIAMS SOUTH TAMPA
View 128 CAMPHOR CIRCLE #C Oldsmar, FL MLS# TB8441789
$154,900
2

Beds

2.0

Baths

915

Sq.Ft.

128 CAMPHOR CIRCLE #C

Oldsmar, FL

Courtesy of REAL BROKER, LLC
View 215 CORKWOOD LANE Oldsmar, FL MLS# TB8441702
  • Virtual Tour
1 of 88
OPEN HOUSE: Sunday 12/7 12:00 PM - 2:00 PM
$265,000
2

Beds

2.0

Baths

900

Sq.Ft.

215 CORKWOOD LANE

Oldsmar, FL

Courtesy of COASTAL PROPERTIES GROUP INTERNATIONAL
View 403 BLUE MARLIN DRIVE Oldsmar, FL MLS# TB8442487
  • Adult Community with Virtual Tour
1 of 38
$214,500
2

Beds

2.0

Baths

1,078

Sq.Ft.

403 BLUE MARLIN DRIVE

Oldsmar, FL

Courtesy of BHHS FLORIDA PROPERTIES GROUP
View 421 SHORE DRIVE E Oldsmar, FL MLS# TB8441127
  • Virtual Tour
1 of 29
$285,000
3

Beds

2.0

Baths

1,416

Sq.Ft.

421 SHORE DRIVE E

Oldsmar, FL

Courtesy of KELLER WILLIAMS SUBURBAN TAMPA
View 468 TROUT LANE Oldsmar, FL MLS# TB8439659
  • Adult Community with Virtual Tour
1 of 29
$176,500
2

Beds

2.0

Baths

960

Sq.Ft.

468 TROUT LANE

Oldsmar, FL

Courtesy of KELLER WILLIAMS TAMPA CENTRAL
View 20 SYLVIA PLACE Oldsmar, FL MLS# TB8439639
$337,000
4

Beds

2.0

Baths

1,550

Sq.Ft.

20 SYLVIA PLACE

Oldsmar, FL

Courtesy of CHARLES RUTENBERG REALTY INC
View 106 DOLPHIN DRIVE E Oldsmar, FL MLS# TB8438561
  • Adult Community with Virtual Tour
1 of 34
$224,000
2

Beds

2.0

Baths

1,092

Sq.Ft.

106 DOLPHIN DRIVE E

Oldsmar, FL

Courtesy of AH REALTY SERVICES, LLC
View 207 CLAYS TRAIL #207 Oldsmar, FL MLS# TB8437924
$275,000
2

Beds

2.0

Baths

1,237

Sq.Ft.

207 CLAYS TRAIL #207

Oldsmar, FL

Courtesy of CHARLES RUTENBERG REALTY INC
View 273 COUNTRYSIDE KEY BOULEVARD #N/A Oldsmar, FL MLS# TB8439412
$245,000
2

Beds

2.1

Baths

1,110

Sq.Ft.

273 COUNTRYSIDE KEY BOULEVARD #N/A

Oldsmar, FL

Courtesy of KELLER WILLIAMS TAMPA PROP.
View 140 JOANNE PLACE Oldsmar, FL MLS# TB8439226
  • Virtual Tour
1 of 16
$289,900
2

Beds

2.0

Baths

1,250

Sq.Ft.

140 JOANNE PLACE

Oldsmar, FL

Courtesy of COMMUNITY REALTY ASSOCIATES
View 347 CANAL WAY Oldsmar, FL MLS# TB8436926
  • Adult Community with Virtual Tour
1 of 48
$249,000
2

Beds

2.0

Baths

1,080

Sq.Ft.

347 CANAL WAY

Oldsmar, FL

Courtesy of CHARLES RUTENBERG REALTY INC
View 105 WOODLAKE LANE #105 Oldsmar, FL MLS# TB8438925
  • Virtual Tour
1 of 30
OPEN HOUSE: Sunday 12/7 11:30 AM - 1:30 PM
$210,900
2

Beds

2.0

Baths

924

Sq.Ft.

105 WOODLAKE LANE #105

Oldsmar, FL

Courtesy of MARC JOSEPH REALTY, INC
View 281 CYPRESS LANE #281 Oldsmar, FL MLS# TB8435538
$207,500
2

Beds

2.0

Baths

1,054

Sq.Ft.

281 CYPRESS LANE #281

Oldsmar, FL

Courtesy of UNITED REAL ESTATE SUNCOAST

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

252

Estimated median home price

$389,000
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 - 100K0
$100K - 200K28
$200K - 300K57
$300K - 400K50
$400K - 500K33
$500K - 600K20
$600K - 700K15
$700K - 800K12
$800K - 900K7
$900K - 1M4
$1M - Max26

Homes for Sale by Type in Oldsmar, FL

Property TypeCount
Single Family146
Townhouse33
Condo38
Commercial6
Rental55
Lots and Land13
Condo/Town/CoOp0
CoOp0
Multi Family1
Mobile Home15
Farms0

(Data as of 11/11/2025)

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 12/5/2025.