155 total properties
Did you mean the neighborhood Oldsmar?
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 643 SATINLEAF AVENUE Oldsmar, FL MLS# TB8442289
$525,000
4

Beds

3.0

Baths

2,002

Sq.Ft.

643 SATINLEAF AVENUE

Oldsmar, FL

Courtesy of LPT REALTY, LLC
View 112 BRENT CIRCLE Oldsmar, FL MLS# TB8461018
  • Recently Listed with 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
The time to sell is now! THE TIME TO SELL IS NOW!
View 581 LONGWOOD COURT Oldsmar, FL MLS# W7882091
  • Recently Listed with Virtual Tour
1 of 50
OPEN HOUSE: Sunday 1/18 11:00 AM - 2:00 PM
$522,000
3

Beds

2.0

Baths

1,554

Sq.Ft.

581 LONGWOOD COURT

Oldsmar, FL

Courtesy of LPT REALTY, LLC
View 1812 HIBISCUS COURT S Oldsmar, FL MLS# TB8386334
$520,000
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
$505,000
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 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 3086 HURON AVENUE Oldsmar, FL MLS# TB8443763
  • Virtual Tour
1 of 54
$499,900
3

Beds

2.0

Baths

1,626

Sq.Ft.

3086 HURON AVENUE

Oldsmar, FL

Courtesy of COASTAL REALTY & DEV GROUP INC
View 440 LAKEVIEW DRIVE Oldsmar, FL MLS# TB8454195
  • Virtual Tour
1 of 28
$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
$495,000
3

Beds

3.0

Baths

1,834

Sq.Ft.

115 BRENT CIRCLE

Oldsmar, FL

Courtesy of HOME SOLD REALTY LLC
View 603 SHORE DRIVE E Oldsmar, FL MLS# TB8430883
  • Virtual Tour
1 of 42
$485,000
3

Beds

2.0

Baths

1,722

Sq.Ft.

603 SHORE DRIVE E

Oldsmar, FL

Courtesy of RE/MAX ALLIANCE GROUP
View 2007 PALM KEY AVENUE Oldsmar, FL MLS# TB8430845
$479,900
3

Beds

2.1

Baths

1,888

Sq.Ft.

2007 PALM KEY AVENUE

Oldsmar, FL

Courtesy of BHHS FLORIDA PROPERTIES GROUP
View 2101 SUNSET WIND LOOP Oldsmar, FL MLS# O6365896
$479,000
4

Beds

3.0

Baths

2,587

Sq.Ft.

2101 SUNSET WIND LOOP

Oldsmar, FL

Courtesy of HIGHLIGHT REALTY CORP/LW
View 604 KINGSMILL COURT Oldsmar, FL MLS# TB8430567
  • Virtual Tour
1 of 72
$475,000
3

Beds

2.0

Baths

1,757

Sq.Ft.

604 KINGSMILL COURT

Oldsmar, FL

Courtesy of KELLER WILLIAMS REALTY- PALM H
View 5 N HAYES ROAD Oldsmar, FL MLS# TB8452954
  • Virtual Tour
1 of 31
$465,000
5

Beds

2.0

Baths

2,340

Sq.Ft.

5 N HAYES ROAD

Oldsmar, FL

Courtesy of COLDWELL BANKER REALTY
View 321 SHORE DRIVE E Oldsmar, FL MLS# TB8446321
$449,990
4

Beds

2.0

Baths

1,523

Sq.Ft.

321 SHORE DRIVE E

Oldsmar, FL

Courtesy of UNLIMITED GROUP REALTY
View 505 OAKWOOD BOULEVARD Oldsmar, FL MLS# TB8432340
$449,000
4

Beds

2.0

Baths

1,993

Sq.Ft.

505 OAKWOOD BOULEVARD

Oldsmar, FL

Courtesy of CHARLES RUTENBERG REALTY INC

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 1/18/2026.