229 total properties
Did you mean the neighborhood Oldsmar?
View 358 LAKE WAY Oldsmar, FL MLS# TB8486181
  • Recently Listed 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 80 LANCE COURT Oldsmar, FL MLS# TB8477775
  • Virtual Tour
1 of 21
$259,000
2

Beds

2.0

Baths

1,250

Sq.Ft.

80 LANCE COURT

Oldsmar, FL

Courtesy of LPT REALTY, LLC
View 433 SAILFISH BOULEVARD Oldsmar, FL MLS# TB8481608
  • Recently Listed with Virtual Tour
1 of 44
OPEN HOUSE: Saturday 3/21 11:30 AM - 2:00 PM
$259,000
2

Beds

2.0

Baths

960

Sq.Ft.

433 SAILFISH BOULEVARD

Oldsmar, FL

Courtesy of AH REALTY SERVICES, LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 388 COUNTRYSIDE KEY BOULEVARD Oldsmar, FL MLS# TB8478422
$256,000
2

Beds

1.1

Baths

1,105

Sq.Ft.

388 COUNTRYSIDE KEY BOULEVARD

Oldsmar, FL

Courtesy of TROPIC SHORES REALTY
View 121 DOLPHIN DRIVE S Oldsmar, FL MLS# TB8370574
  • Adult Community with Virtual Tour
1 of 48
$255,500
2

Beds

2.0

Baths

1,392

Sq.Ft.

121 DOLPHIN DRIVE S

Oldsmar, FL

Courtesy of AH REALTY SERVICES, LLC
View 101 DOLPHIN DRIVE N Oldsmar, FL MLS# TB8444809
  • Adult Community with Virtual Tour
1 of 34
$254,900
2

Beds

2.0

Baths

1,573

Sq.Ft.

101 DOLPHIN DRIVE N

Oldsmar, FL

Courtesy of AH REALTY SERVICES, LLC
View 50 INGRID PLACE 50 Oldsmar, FL MLS# TB8394672
  • Virtual Tour
1 of 51
$250,000
2

Beds

2.0

Baths

1,380

Sq.Ft.

50 INGRID PLACE 50

Oldsmar, FL

Courtesy of MIHARA & ASSOCIATES INC.
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 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 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 80 BIRDSONG COURT Oldsmar, FL MLS# TB8477396
  • Virtual Tour
1 of 35
$249,000
2

Beds

2.0

Baths

1,053

Sq.Ft.

80 BIRDSONG COURT

Oldsmar, FL

Courtesy of RE/MAX ACTION FIRST OF FLORIDA
View 240 TADS TRAIL Oldsmar, FL MLS# TB8487439
  • Recently Listed with Virtual Tour
1 of 24
$249,000
2

Beds

2.0

Baths

1,380

Sq.Ft.

240 TADS TRAIL

Oldsmar, FL

Courtesy of COLDWELL BANKER REALTY
View 106 LAKEVIEW PLACE 106 Oldsmar, FL MLS# TB8411641
$247,000
2

Beds

2.0

Baths

1,094

Sq.Ft.

106 LAKEVIEW PLACE 106

Oldsmar, FL

Courtesy of SOUTHERN LIFE REALTY
View 209 CORKWOOD LN Oldsmar, FL MLS# TB8396745
  • Virtual Tour
1 of 30
$244,900
2

Beds

2.0

Baths

900

Sq.Ft.

209 CORKWOOD LN

Oldsmar, FL

Courtesy of CHARLES RUTENBERG REALTY INC
View 117 E CYPRESS COURT 117 Oldsmar, FL MLS# TB8443086
$239,000
2

Beds

2.0

Baths

1,054

Sq.Ft.

117 E CYPRESS COURT 117

Oldsmar, FL

Courtesy of RE/MAX REALTEC GROUP INC
View 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
View 507 SHORE DRIVE E Oldsmar, FL MLS# TB8488465
  • Recently Listed with Virtual Tour
1 of 8
$239,000
3

Beds

3.0

Baths

1,237

Sq.Ft.

507 SHORE DRIVE E

Oldsmar, FL

Courtesy of ENGEL & VOLKERS BELLEAIR
View 223 DOLPHIN DRIVE N Oldsmar, FL MLS# TB8486731
  • Adult Community with Virtual Tour
1 of 39
$235,000
2

Beds

2.0

Baths

1,150

Sq.Ft.

223 DOLPHIN DRIVE N

Oldsmar, FL

Courtesy of GORDON REALTY HOUSE
View 62 EMERALD BAY DRIVE Oldsmar, FL MLS# TB8465225
$230,000
2

Beds

2.1

Baths

1,264

Sq.Ft.

62 EMERALD BAY DRIVE

Oldsmar, FL

Courtesy of CHARLES RUTENBERG REALTY INC
View 113 NINA WAY 113 Oldsmar, FL MLS# TB8366634
$225,000
2

Beds

2.0

Baths

1,094

Sq.Ft.

113 NINA WAY 113

Oldsmar, FL

Courtesy of BRICK HOUSE REALTY SERVICES

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

229

Estimated median home price

$380,000
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 - 200K37
$200K - 300K48
$300K - 400K41
$400K - 500K26
$500K - 600K19
$600K - 700K17
$700K - 800K7
$800K - 900K10
$900K - 1M1
$1M - Max22

Homes for Sale by Type in Oldsmar, FL

Property TypeCount
Single Family123
Townhouse34
Condo39
Commercial4
Rental29
Lots and Land8
Condo/Town/CoOp0
CoOp0
Multi Family1
Mobile Home20
Farms0

(Data as of 3/18/2026)

Information deemed reliable but not guaranteed.

Copyright 2026 Northeast Florida Multiple Listing Service, Inc. All rights reserved.

The information being provided is for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

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 3/21/2026.