78 total properties
Did you mean the neighborhood Oldsmar?
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 507 CANAL WAY Oldsmar, FL MLS# TB8453761
  • Adult Community with Virtual Tour
1 of 45
$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
The time to sell is now! THE TIME TO SELL IS NOW!
View STRATHMORE AVENUE Oldsmar, FL MLS# TB8396827
  • Virtual Tour
1 of 27
$299,000
Studio

Beds

0.0

Baths

STRATHMORE AVENUE

Oldsmar, FL

Courtesy of ALIGN RIGHT REALTY CARROLLWOOD
View 140 MICHAELS CIRCLE Oldsmar, FL MLS# A4676203
  • Virtual Tour
1 of 70
$299,000
3

Beds

2.1

Baths

1,755

Sq.Ft.

140 MICHAELS CIRCLE

Oldsmar, FL

Courtesy of MANGROVE BAY REALTY LLC
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 1/18 2:00 PM - 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 475 WOODS LANDING TRAIL Oldsmar, FL MLS# A4676723
  • Recently Listed with Virtual Tour
1 of 37
$289,000
2

Beds

2.1

Baths

1,200

Sq.Ft.

475 WOODS LANDING TRAIL

Oldsmar, FL

Courtesy of THE KEYES COMPANY - SARASOTA
View 100 INGRID PLACE Oldsmar, FL MLS# TB8427672
  • Virtual Tour
1 of 51
$285,000
3

Beds

2.1

Baths

1,755

Sq.Ft.

100 INGRID PLACE

Oldsmar, FL

Courtesy of RE/MAX REALTEC GROUP INC
View STRATHMORE AVENUE Oldsmar, FL MLS# TB8404464
  • Virtual Tour
1 of 16
$275,000
Studio

Beds

0.0

Baths

STRATHMORE AVENUE

Oldsmar, FL

Courtesy of COLDWELL BANKER REALTY
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 208 CARYL WAY Oldsmar, FL MLS# TB8462298
  • Recently Listed with Virtual Tour
1 of 65
OPEN HOUSE: Sunday 1/18 1:00 PM - 3:00 PM
$275,000
3

Beds

2.0

Baths

1,292

Sq.Ft.

208 CARYL WAY

Oldsmar, FL

Courtesy of BHHS FLORIDA PROPERTIES GROUP
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
$265,000
2

Beds

2.0

Baths

900

Sq.Ft.

215 CORKWOOD LANE

Oldsmar, FL

Courtesy of COASTAL PROPERTIES GROUP INTERNATIONAL
View 291 COUNTRYSIDE KEY BOULEVARD Oldsmar, FL MLS# TB8463435
  • Recently Listed with Virtual Tour
1 of 34
$265,000
2

Beds

2.1

Baths

1,110

Sq.Ft.

291 COUNTRYSIDE KEY BOULEVARD

Oldsmar, FL

Courtesy of EXP REALTY LLC
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
View 50 INGRID PLACE 50 Oldsmar, FL MLS# TB8394672
  • Virtual Tour
1 of 51
$260,000
2

Beds

2.0

Baths

1,380

Sq.Ft.

50 INGRID PLACE 50

Oldsmar, FL

Courtesy of MIHARA & ASSOCIATES INC.
View 101 DOLPHIN DRIVE N Oldsmar, FL MLS# TB8444809
  • Adult Community with Virtual Tour
1 of 34
$259,900
2

Beds

2.0

Baths

1,573

Sq.Ft.

101 DOLPHIN DRIVE N

Oldsmar, FL

Courtesy of AH REALTY SERVICES, LLC
View 168 MANTA CIRCLE Oldsmar, FL MLS# TB8449969
  • Adult Community with Virtual Tour
1 of 35
$252,900
2

Beds

2.0

Baths

1,128

Sq.Ft.

168 MANTA CIRCLE

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

209

Estimated median home price

$369,900
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 - 300K48
$300K - 400K49
$400K - 500K24
$500K - 600K20
$600K - 700K10
$700K - 800K9
$800K - 900K3
$900K - 1M0
$1M - Max18

Homes for Sale by Type in Oldsmar, FL

Property TypeCount
Single Family105
Townhouse31
Condo36
Commercial5
Rental51
Lots and Land11
Condo/Town/CoOp0
CoOp0
Multi Family1
Mobile Home20
Farms0

(Data as of 1/16/2026)

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 1/17/2026.