108 total properties
Did you mean the neighborhood Oldsmar?
View 520 CANAL WAY Oldsmar, FL MLS# TB8383295
  • Adult Community with Virtual Tour
1 of 35
$314,900
3

Beds

2.0

Baths

1,473

Sq.Ft.

520 CANAL WAY

Oldsmar, FL

Courtesy of REALTY ONE GROUP BEYOND
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 411 OAKLEAF BOULEVARD #B Oldsmar, FL MLS# TB8434683
$300,000
2

Beds

2.1

Baths

1,360

Sq.Ft.

411 OAKLEAF BOULEVARD #B

Oldsmar, FL

Courtesy of APPLE HOMES CORP
The time to sell is now! THE TIME TO SELL IS NOW!
View STRATHMORE AVENUE Oldsmar, FL MLS# TB8404464
  • Virtual Tour
1 of 16
$299,900
Studio

Beds

0.0

Baths

STRATHMORE AVENUE

Oldsmar, FL

Courtesy of COLDWELL BANKER REALTY
View 507 CANAL WAY Oldsmar, FL MLS# TB8453761
  • Recently Listed
1 of 45
OPEN HOUSE: Sunday 12/7 12:00 PM - 2:00 PM
$299,900
3

Beds

2.0

Baths

1,500

Sq.Ft.

507 CANAL WAY

Oldsmar, FL

Courtesy of COLDWELL BANKER REALTY
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 100 INGRID PLACE Oldsmar, FL MLS# TB8427672
  • Virtual Tour
1 of 51
$299,000
3

Beds

2.1

Baths

1,755

Sq.Ft.

100 INGRID PLACE

Oldsmar, FL

Courtesy of RE/MAX REALTEC GROUP INC
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
View 260 BALSAM DRIVE Oldsmar, FL MLS# TB8433742
  • Virtual Tour
1 of 25
OPEN HOUSE: Sunday 12/7 2:00 AM - 4:00 PM
$289,900
2

Beds

2.0

Baths

1,250

Sq.Ft.

260 BALSAM DRIVE

Oldsmar, FL

Courtesy of MARC JOSEPH REALTY, INC
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 417 DOLPHIN DRIVE S Oldsmar, FL MLS# TB8403986
  • Adult Community with Virtual Tour
1 of 25
$289,000
3

Beds

2.0

Baths

1,253

Sq.Ft.

417 DOLPHIN DRIVE S

Oldsmar, FL

Courtesy of CENTURY 21 WOLF'S CROSSING REALTY
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 396 COUNTRYSIDE KEY BOULEVARD Oldsmar, FL MLS# A4654401
$280,000
2

Beds

2.1

Baths

1,110

Sq.Ft.

396 COUNTRYSIDE KEY BOULEVARD

Oldsmar, FL

Courtesy of EXP REALTY, LLC
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 50 INGRID PLACE #50 Oldsmar, FL MLS# TB8394672
  • Virtual Tour
1 of 51
$275,000
2

Beds

2.0

Baths

1,380

Sq.Ft.

50 INGRID PLACE #50

Oldsmar, FL

Courtesy of MIHARA & ASSOCIATES INC.
View 207 CLAYS TRAIL #207 Oldsmar, FL MLS# TB8437924
  • Virtual Tour
1 of 24
$275,000
2

Beds

2.0

Baths

1,237

Sq.Ft.

207 CLAYS TRAIL #207

Oldsmar, FL

Courtesy of CHARLES RUTENBERG REALTY INC
View 60 BIRDSONG COURT Oldsmar, FL MLS# TB8398415
  • Virtual Tour
1 of 48
$270,000
2

Beds

2.0

Baths

1,053

Sq.Ft.

60 BIRDSONG COURT

Oldsmar, FL

Courtesy of KELLER WILLIAMS REALTY- PALM H
View 123 DOLPHIN DRIVE S Oldsmar, FL MLS# TB8447450
  • Adult Community with Virtual Tour
1 of 21
$270,000
2

Beds

2.0

Baths

1,248

Sq.Ft.

123 DOLPHIN DRIVE S

Oldsmar, FL

Courtesy of PAM RYAN REALTY INC
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 121 DOLPHIN DRIVE S Oldsmar, FL MLS# TB8370574
  • Adult Community with Virtual Tour
1 of 48
$264,500
2

Beds

2.0

Baths

1,392

Sq.Ft.

121 DOLPHIN DRIVE S

Oldsmar, FL

Courtesy of AH REALTY SERVICES, LLC

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

Price Count
$0 - 100K 0
$100K - 200K 28
$200K - 300K 57
$300K - 400K 50
$400K - 500K 33
$500K - 600K 20
$600K - 700K 15
$700K - 800K 12
$800K - 900K 7
$900K - 1M 4
$1M - Max 26

Homes for Sale by Type in Oldsmar, FL

Property Type Count
Single Family 146
Townhouse 33
Condo 38
Commercial 6
Rental 55
Lots and Land 13
Condo/Town/CoOp 0
CoOp 0
Multi Family 1
Mobile Home 15
Farms 0

(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 12/6/2025.