164 total properties
Did you mean the neighborhood Oldsmar?
View 10 SHAMROCK WAY 10 Oldsmar, FL MLS# TB8506563
  • Recently Listed with Virtual Tour
1 of 43
$279,000
2

Beds

2.0

Baths

1,465

Sq.Ft.

10 SHAMROCK WAY 10

Oldsmar, FL

Courtesy of EXP REALTY LLC
View 120 EVELYN COURT Oldsmar, FL MLS# TB8501596
  • Virtual Tour
1 of 46
$278,000
3

Beds

2.0

Baths

1,450

Sq.Ft.

120 EVELYN COURT

Oldsmar, FL

Courtesy of CHARLES RUTENBERG REALTY INC
View 230 BALSAM DRIVE Oldsmar, FL MLS# TB8504047
  • Virtual Tour
1 of 31
$275,000
2

Beds

2.0

Baths

1,250

Sq.Ft.

230 BALSAM DRIVE

Oldsmar, FL

Courtesy of MARK SPAIN REAL ESTATE
The time to sell is now! THE TIME TO SELL IS NOW!
View 417 DOLPHIN DRIVE S Oldsmar, FL MLS# TB8504194
  • Adult Community with Virtual Tour
1 of 54
OPEN HOUSE: Saturday 5/23 1:00 PM - 3:00 PM
$269,000
3

Beds

2.0

Baths

1,253

Sq.Ft.

417 DOLPHIN DRIVE S

Oldsmar, FL

Courtesy of BHHS FLORIDA PROPERTIES GROUP
View 228 TARPON LANE Oldsmar, FL MLS# TB8506652
  • Recently Listed with Virtual Tour
1 of 54
OPEN HOUSE: Sunday 5/24 1:00 PM - 3:00 PM
$269,000
2

Beds

2.0

Baths

1,686

Sq.Ft.

228 TARPON LANE

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
$259,900
2

Beds

2.0

Baths

1,248

Sq.Ft.

123 DOLPHIN DRIVE S

Oldsmar, FL

Courtesy of PAM RYAN REALTY INC
View 358 LAKE WAY Oldsmar, FL MLS# TB8486181
  • Adult Community with Virtual Tour
1 of 48
$259,900
3

Beds

2.0

Baths

1,296

Sq.Ft.

358 LAKE WAY

Oldsmar, FL

Courtesy of THE SOMERDAY GROUP PL
View 258 PELICAN DRIVE N Oldsmar, FL MLS# TB8508713
  • Recently Listed with Virtual Tour
1 of 51
$259,900
3

Beds

2.0

Baths

1,471

Sq.Ft.

258 PELICAN DRIVE N

Oldsmar, FL

Courtesy of BHHS FLORIDA PROPERTIES GROUP
View 20 EVELYN COURT Oldsmar, FL MLS# TB8508719
  • Recently Listed with Virtual Tour
1 of 66
$259,000
2

Beds

2.0

Baths

1,380

Sq.Ft.

20 EVELYN COURT

Oldsmar, FL

Courtesy of KELLER WILLIAMS ST PETE REALTY
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 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 260 BALSAM DRIVE Oldsmar, FL MLS# TB8433742
  • Virtual Tour
1 of 25
$249,900
2

Beds

2.0

Baths

1,250

Sq.Ft.

260 BALSAM DRIVE

Oldsmar, FL

Courtesy of MARC JOSEPH REALTY, INC
View 405 WOODS LANDING TRAIL Oldsmar, FL MLS# A4676677
$249,900
2

Beds

2.1

Baths

1,200

Sq.Ft.

405 WOODS LANDING TRAIL

Oldsmar, FL

Courtesy of THE KEYES COMPANY - SARASOTA
View 428 PELICAN DRIVE S Oldsmar, FL MLS# TB8474552
  • Adult Community with Virtual Tour
1 of 52
$249,000
2

Beds

2.0

Baths

1,671

Sq.Ft.

428 PELICAN DRIVE S

Oldsmar, FL

Courtesy of BHHS FLORIDA PROPERTIES GROUP
View 25 TADS TRAIL Oldsmar, FL MLS# TB8509080
  • Recently Listed with Virtual Tour
1 of 41
$249,000
3

Beds

2.0

Baths

1,690

Sq.Ft.

25 TADS TRAIL

Oldsmar, FL

Courtesy of CHARLES RUTENBERG REALTY INC
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 209 CORKWOOD LN Oldsmar, FL MLS# TB8396745
  • Virtual Tour
1 of 30
$245,408
2

Beds

2.0

Baths

900

Sq.Ft.

209 CORKWOOD LN

Oldsmar, FL

Courtesy of CHARLES RUTENBERG REALTY INC
View STRATHMORE AVENUE Oldsmar, FL MLS# TB8404464
  • Virtual Tour
1 of 16
$243,900
Studio

Beds

0.0

Baths

STRATHMORE AVENUE

Oldsmar, FL

Courtesy of COLDWELL BANKER REALTY
View 382 COUNTRYSIDE KEY BOULEVARD Oldsmar, FL MLS# TB8506337
  • Recently Listed with Virtual Tour
1 of 58
$240,000
2

Beds

1.1

Baths

1,105

Sq.Ft.

382 COUNTRYSIDE KEY BOULEVARD

Oldsmar, FL

Courtesy of RE/MAX REALTEC GROUP INC
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

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

243

Estimated median home price

$350,000
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 - 200K49
$200K - 300K46
$300K - 400K52
$400K - 500K27
$500K - 600K16
$600K - 700K13
$700K - 800K6
$800K - 900K9
$900K - 1M2
$1M - Max22

Homes for Sale by Type in Oldsmar, FL

Property TypeCount
Single Family127
Townhouse29
Condo47
Commercial5
Rental44
Lots and Land12
Condo/Town/CoOp0
CoOp0
Multi Family2
Mobile Home21
Farms0

(Data as of 5/23/2026)

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 5/23/2026.