176 total properties
Did you mean the neighborhood Oldsmar?
View 380 ROSALIND LANE Oldsmar, FL MLS# TB8437475
$654,900
3

Beds

2.1

Baths

2,423

Sq.Ft.

380 ROSALIND LANE

Oldsmar, FL

Courtesy of FDI REALTY
View 116 SHORE DRIVE PLACE Oldsmar, FL MLS# TB8465489
  • Recently Listed with Virtual Tour
1 of 40
OPEN HOUSE: Sunday 2/1 12:00 PM - 2:00 PM
$650,000
3

Beds

2.0

Baths

2,148

Sq.Ft.

116 SHORE DRIVE PLACE

Oldsmar, FL

Courtesy of COLDWELL BANKER REALTY
View 1120 HUNTERS PLACE Oldsmar, FL MLS# TB8415070
  • Virtual Tour
1 of 53
$649,900
3

Beds

2.0

Baths

2,316

Sq.Ft.

1120 HUNTERS PLACE

Oldsmar, FL

Courtesy of BHHS FLORIDA PROPERTIES GROUP
The time to sell is now! THE TIME TO SELL IS NOW!
View 4007 PALM KEY AVENUE Oldsmar, FL MLS# TB8435073
$649,000
4

Beds

3.0

Baths

2,587

Sq.Ft.

4007 PALM KEY AVENUE

Oldsmar, FL

Courtesy of CHARLES RUTENBERG REALTY INC
View 1744 MAPLELEAF BLVD Oldsmar, FL MLS# TB8434852
  • Virtual Tour
1 of 23
$625,000
6

Beds

3.0

Baths

3,124

Sq.Ft.

1744 MAPLELEAF BLVD

Oldsmar, FL

Courtesy of FIRST IN REAL ESTATE SERVICES
View 1751 SPLIT FORK DRIVE Oldsmar, FL MLS# TB8420405
$624,900
5

Beds

3.0

Baths

2,952

Sq.Ft.

1751 SPLIT FORK DRIVE

Oldsmar, FL

Courtesy of COLDWELL BANKER REALTY
View 140 BRENT CIRCLE Oldsmar, FL MLS# O6357016
  • Virtual Tour
1 of 53
$615,000
3

Beds

3.0

Baths

1,791

Sq.Ft.

140 BRENT CIRCLE

Oldsmar, FL

Courtesy of FLORIDA REALTY INVESTMENTS
View 1654 BAYHILL DRIVE Oldsmar, FL MLS# TB8438417
  • Virtual Tour
1 of 62
$605,000
4

Beds

2.1

Baths

2,320

Sq.Ft.

1654 BAYHILL DRIVE

Oldsmar, FL

Courtesy of ECKERT REALTY & PROPERTY MGMT
View 4858 AUGUSTA AVENUE Oldsmar, FL MLS# TB8451607
  • Virtual Tour
1 of 63
$599,999
4

Beds

3.0

Baths

2,492

Sq.Ft.

4858 AUGUSTA AVENUE

Oldsmar, FL

Courtesy of COLDWELL BANKER REALTY
View 400 ARLINGTON AVENUE E Oldsmar, FL MLS# TB8410945
$599,900
3

Beds

2.1

Baths

2,354

Sq.Ft.

400 ARLINGTON AVENUE E

Oldsmar, FL

Courtesy of KELLER WILLIAMS GULF BEACHES
View 394 FOUNTAINVIEW CIRCLE Oldsmar, FL MLS# TB8460079
$599,900
3

Beds

2.0

Baths

1,714

Sq.Ft.

394 FOUNTAINVIEW CIRCLE

Oldsmar, FL

Courtesy of DALTON WADE INC
View 220 BAY ARBOR BOULEVARD Oldsmar, FL MLS# TB8462594
$595,000
3

Beds

2.0

Baths

2,026

Sq.Ft.

220 BAY ARBOR BOULEVARD

Oldsmar, FL

Courtesy of DALTON WADE INC
View 395 WINGATE CIRCLE Oldsmar, FL MLS# TB8450027
  • Virtual Tour
1 of 77
$590,000
5

Beds

2.1

Baths

2,827

Sq.Ft.

395 WINGATE CIRCLE

Oldsmar, FL

Courtesy of STOFEL & ASSOCIATES REALTY
View 1637 GRAY BARK DRIVE Oldsmar, FL MLS# TB8440841
$589,988
4

Beds

3.0

Baths

2,146

Sq.Ft.

1637 GRAY BARK DRIVE

Oldsmar, FL

Courtesy of LISA HALL REALTY, INC
View 129 BRENT CIRCLE Oldsmar, FL MLS# U8245025
  • Virtual Tour
1 of 68
$569,000
3

Beds

3.0

Baths

1,834

Sq.Ft.

129 BRENT CIRCLE

Oldsmar, FL

Courtesy of FUTURE HOME REALTY INC
View 4886 WESTCHESTER COURT Oldsmar, FL MLS# TB8427987
$569,000
3

Beds

2.0

Baths

1,920

Sq.Ft.

4886 WESTCHESTER COURT

Oldsmar, FL

Courtesy of COLDWELL BANKER REALTY
View 1522 RIVERDALE DRIVE Oldsmar, FL MLS# TB8368804
$565,000
2

Beds

2.0

Baths

2,355

Sq.Ft.

1522 RIVERDALE DRIVE

Oldsmar, FL

Courtesy of COLDWELL BANKER REALTY
View 4729 PEBBLE BROOK DRIVE Oldsmar, FL MLS# TB8455898
$559,000
2

Beds

2.0

Baths

1,959

Sq.Ft.

4729 PEBBLE BROOK DRIVE

Oldsmar, FL

Courtesy of COLDWELL BANKER REALTY
View 513 OAKWOOD BOULEVARD Oldsmar, FL MLS# TB8452178
$550,000
3

Beds

2.0

Baths

1,764

Sq.Ft.

513 OAKWOOD BOULEVARD

Oldsmar, FL

Courtesy of EXP REALTY LLC
View 152 BRENT CIRCLE Oldsmar, FL MLS# TB8455131
  • Recently Listed with Virtual Tour
1 of 91
$550,000
3

Beds

3.0

Baths

1,791

Sq.Ft.

152 BRENT CIRCLE

Oldsmar, FL

Courtesy of COASTAL PROPERTIES GROUP INTERNATIONAL

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

214

Estimated median home price

$372,400
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 - 200K31
$200K - 300K46
$300K - 400K48
$400K - 500K24
$500K - 600K19
$600K - 700K13
$700K - 800K8
$800K - 900K6
$900K - 1M0
$1M - Max19

Homes for Sale by Type in Oldsmar, FL

Property TypeCount
Single Family107
Townhouse33
Condo36
Commercial5
Rental50
Lots and Land11
Condo/Town/CoOp0
CoOp0
Multi Family2
Mobile Home20
Farms0

(Data as of 1/27/2026)

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 1/27/2026.