181 total properties
Did you mean the neighborhood Oldsmar?
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
The time to sell is now! THE TIME TO SELL IS NOW!
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
View 1717 MAPLELEAF BOULEVARD Oldsmar, FL MLS# TB8459951
  • Recently Listed with Virtual Tour
1 of 70
$550,000
4

Beds

3.0

Baths

2,856

Sq.Ft.

1717 MAPLELEAF BOULEVARD

Oldsmar, FL

Courtesy of KELLER WILLIAMS SOUTH TAMPA
View 882 LUCAS LANE Oldsmar, FL MLS# TB8468593
  • Recently Listed with Virtual Tour
1 of 26
$550,000
2

Beds

2.0

Baths

1,685

Sq.Ft.

882 LUCAS LANE

Oldsmar, FL

Courtesy of ELGIN COMPANY
View 163 BRENT CIRCLE Oldsmar, FL MLS# TB8401387
  • Virtual Tour
1 of 48
$545,000
3

Beds

3.0

Baths

1,834

Sq.Ft.

163 BRENT CIRCLE

Oldsmar, FL

Courtesy of COMPASS FLORIDA 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 112 BRENT CIRCLE Oldsmar, FL MLS# TB8461018
  • Virtual Tour
1 of 48
$525,000
3

Beds

3.0

Baths

1,834

Sq.Ft.

112 BRENT CIRCLE

Oldsmar, FL

Courtesy of CHARLES RUTENBERG REALTY INC
View 581 LONGWOOD COURT Oldsmar, FL MLS# W7882091
  • Virtual Tour
1 of 50
$522,000
3

Beds

2.0

Baths

1,554

Sq.Ft.

581 LONGWOOD COURT

Oldsmar, FL

Courtesy of LPT REALTY, LLC
View 850 CHRISTINA CIRCLE Oldsmar, FL MLS# TB8466541
  • Recently Listed with Virtual Tour
1 of 62
$515,000
3

Beds

2.0

Baths

1,486

Sq.Ft.

850 CHRISTINA CIRCLE

Oldsmar, FL

Courtesy of COLDWELL BANKER REALTY
View 311 WASHINGTON AVENUE Oldsmar, FL MLS# TB8465278
  • Recently Listed with Virtual Tour
1 of 20
$500,000
Studio

Beds

0.0

Baths

311 WASHINGTON AVENUE

Oldsmar, FL

Courtesy of KELLER WILLIAMS REALTY- PALM H
View 412 PINEWOOD DRIVE Oldsmar, FL MLS# TB8361905
  • Virtual Tour
1 of 32
$499,900
4

Beds

2.0

Baths

2,430

Sq.Ft.

412 PINEWOOD DRIVE

Oldsmar, FL

Courtesy of KELLER WILLIAMS REALTY- PALM H
View 1812 HIBISCUS COURT S Oldsmar, FL MLS# TB8386334
$499,000
3

Beds

2.0

Baths

1,569

Sq.Ft.

1812 HIBISCUS COURT S

Oldsmar, FL

Courtesy of APPLE HOMES CORP
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 440 LAKEVIEW DRIVE Oldsmar, FL MLS# TB8454195
  • Virtual Tour
1 of 29
$499,000
3

Beds

2.0

Baths

1,554

Sq.Ft.

440 LAKEVIEW DRIVE

Oldsmar, FL

Courtesy of RMS ELITE PROPERTIES
View 116 BRENT CIRCLE Oldsmar, FL MLS# TB8462407
  • Recently Listed
1 of 3
$499,000
3

Beds

3.0

Baths

1,834

Sq.Ft.

116 BRENT CIRCLE

Oldsmar, FL

Courtesy of CHARLES RUTENBERG REALTY INC
View 407 Country Club DRIVE Oldsmar, FL MLS# T3518158
$498,750
3

Beds

2.0

Baths

1,334

Sq.Ft.

407 Country Club DRIVE

Oldsmar, FL

Courtesy of EXP REALTY LLC
View 115 BRENT CIRCLE Oldsmar, FL MLS# TB8394528
  • Virtual Tour
1 of 24
$490,000
3

Beds

3.0

Baths

1,834

Sq.Ft.

115 BRENT CIRCLE

Oldsmar, FL

Courtesy of HOME SOLD REALTY 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

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 - 200K30
$200K - 300K47
$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
Townhouse34
Condo35
Commercial5
Rental50
Lots and Land11
Condo/Town/CoOp0
CoOp0
Multi Family2
Mobile Home20
Farms0

(Data as of 1/26/2026)

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 1/26/2026.