155 total properties
Did you mean the neighborhood Oldsmar?
View 271 HEMINGWAY DRIVE Oldsmar, FL MLS# TB8426952
  • Virtual Tour
1 of 31
$405,000
3

Beds

2.1

Baths

1,452

Sq.Ft.

271 HEMINGWAY DRIVE

Oldsmar, FL

Courtesy of COLDWELL BANKER REALTY
View 192 BLUE MARLIN DRIVE Oldsmar, FL MLS# TB8427755
  • Adult Community with Virtual Tour
1 of 42
$179,900
2

Beds

2.0

Baths

1,274

Sq.Ft.

192 BLUE MARLIN DRIVE

Oldsmar, FL

Courtesy of BHHS FLORIDA PROPERTIES GROUP
View 129 WOODLAKE WYNDE 129 Oldsmar, FL MLS# TB8426049
$218,000
2

Beds

2.0

Baths

924

Sq.Ft.

129 WOODLAKE WYNDE 129

Oldsmar, FL

Courtesy of BILTMORE GROUP INC
The time to sell is now! THE TIME TO SELL IS NOW!
View 256 CYPRESS LANE Oldsmar, FL MLS# TB8417068
  • Virtual Tour
1 of 31
$160,000
2

Beds

2.0

Baths

1,053

Sq.Ft.

256 CYPRESS LANE

Oldsmar, FL

Courtesy of SMITH & ASSOCIATES REAL ESTATE
View 103 LAKEVIEW PLACE 3 Oldsmar, FL MLS# TB8423589
$175,000
2

Beds

2.0

Baths

1,151

Sq.Ft.

103 LAKEVIEW PLACE 3

Oldsmar, FL

Courtesy of BHHS FLORIDA PROPERTIES GROUP
View 433 TANGERINE DRIVE Oldsmar, FL MLS# TB8421066
  • Virtual Tour
1 of 23
$419,900
3

Beds

3.0

Baths

1,498

Sq.Ft.

433 TANGERINE DRIVE

Oldsmar, FL

Courtesy of HOME PRIME REALTY LLC
View 1505 SUNSET WIND LOOP Oldsmar, FL MLS# O6337783
$435,000
3

Beds

2.1

Baths

1,667

Sq.Ft.

1505 SUNSET WIND LOOP

Oldsmar, FL

Courtesy of BEYCOME OF FLORIDA LLC
View 3073 DUANE AVENUE Oldsmar, FL MLS# TB8417476
  • Virtual Tour
1 of 42
$499,000
4

Beds

2.0

Baths

2,122

Sq.Ft.

3073 DUANE AVENUE

Oldsmar, FL

Courtesy of S P O R T REALTY GROUP INC.
View 3164 DUANE AVENUE Oldsmar, FL MLS# TB8416272
  • Virtual Tour
1 of 30
$329,900
3

Beds

2.0

Baths

1,044

Sq.Ft.

3164 DUANE AVENUE

Oldsmar, FL

Courtesy of NETWORTH REALTY OF TAMPA, LLC
View 311 SHORE DRIVE E Oldsmar, FL MLS# TB8418072
  • Virtual Tour
1 of 70
$419,900
3

Beds

2.0

Baths

1,632

Sq.Ft.

311 SHORE DRIVE E

Oldsmar, FL

Courtesy of EXP REALTY LLC
View 4874 WESTCHESTER COURT Oldsmar, FL MLS# TB8421875
$529,000
3

Beds

2.0

Baths

1,758

Sq.Ft.

4874 WESTCHESTER COURT

Oldsmar, FL

Courtesy of COLDWELL BANKER REALTY
View 106 PINE COURT Oldsmar, FL MLS# TB8413450
  • Virtual Tour
1 of 12
$169,500
2

Beds

2.0

Baths

1,054

Sq.Ft.

106 PINE COURT

Oldsmar, FL

Courtesy of TAMPA BAY SIGNATURE PROPERTIES, LLC
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 210 ERIC COURT Oldsmar, FL MLS# TB8410217
  • Virtual Tour
1 of 58
$379,000
3

Beds

2.0

Baths

1,650

Sq.Ft.

210 ERIC COURT

Oldsmar, FL

Courtesy of MAVREALTY
View 1912 CASTLE BAY COURT Oldsmar, FL MLS# TB8409727
$319,990
3

Beds

2.0

Baths

1,265

Sq.Ft.

1912 CASTLE BAY COURT

Oldsmar, FL

Courtesy of EVRON & MCCARTHY REALTY LLC
View 105 PALMETTO COURT Oldsmar, FL MLS# TB8407896
  • Virtual Tour
1 of 32
$175,000
2

Beds

2.0

Baths

1,054

Sq.Ft.

105 PALMETTO COURT

Oldsmar, FL

Courtesy of CHARLES RUTENBERG REALTY 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 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 427 PELICAN DRIVE S Oldsmar, FL MLS# TB8399522
  • Adult Community
1 of 37
$224,900
2

Beds

2.0

Baths

1,052

Sq.Ft.

427 PELICAN DRIVE S

Oldsmar, FL

Courtesy of CHARLES RUTENBERG REALTY INC
View 1712 AZALEA COURT B Oldsmar, FL MLS# TB8401434
  • Virtual Tour
1 of 38
$339,900
2

Beds

2.0

Baths

1,187

Sq.Ft.

1712 AZALEA COURT B

Oldsmar, FL

Courtesy of CALEBRO & ASSOCIATES

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 1/21/2026.