119 total properties
Did you mean the neighborhood Oldsmar?
View 1915 DOVER COURT Oldsmar, FL MLS# TB8430739
  • Virtual Tour
1 of 24
$380,000
4

Beds

2.0

Baths

1,401

Sq.Ft.

1915 DOVER COURT

Oldsmar, FL

Courtesy of REDFIN CORPORATION
View 648 TIMBER BAY CIRCLE E Oldsmar, FL MLS# TB8453084
  • Recently Listed with Virtual Tour
1 of 78
$379,000
4

Beds

2.0

Baths

1,253

Sq.Ft.

648 TIMBER BAY CIRCLE E

Oldsmar, FL

Courtesy of GENSTONE REALTY
View 1701 HIBISCUS CIRCLE S Oldsmar, FL MLS# TB8385635
$369,900
3

Beds

3.0

Baths

1,452

Sq.Ft.

1701 HIBISCUS CIRCLE S

Oldsmar, FL

Courtesy of OFFERPAD BROKERAGE FL, LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 1712 AZALEA COURT #A Oldsmar, FL MLS# TB8401279
$369,900
2

Beds

2.1

Baths

1,360

Sq.Ft.

1712 AZALEA COURT #A

Oldsmar, FL

Courtesy of CALEBRO & ASSOCIATES
View 316 COUNTRY CLUB DRIVE Oldsmar, FL MLS# O6359510
$369,000
3

Beds

2.0

Baths

1,344

Sq.Ft.

316 COUNTRY CLUB DRIVE

Oldsmar, FL

Courtesy of BEYCOME OF FLORIDA LLC
View 106 CUTLASS WAY Oldsmar, FL MLS# TB8395542
  • Virtual Tour
1 of 22
OPEN HOUSE: Saturday 12/6 1:00 PM - 3:00 PM
$365,000
3

Beds

2.1

Baths

1,365

Sq.Ft.

106 CUTLASS WAY

Oldsmar, FL

Courtesy of RE/MAX CHAMPIONS
View 303 SHORE DRIVE W Oldsmar, FL MLS# TB8406101
  • Virtual Tour
1 of 73
$365,000
2

Beds

2.0

Baths

1,106

Sq.Ft.

303 SHORE DRIVE W

Oldsmar, FL

Courtesy of FUTURE HOME REALTY INC
View 429 EVERGREEN DRIVE Oldsmar, FL MLS# TB8418582
  • Virtual Tour
1 of 38
$360,000
4

Beds

2.0

Baths

1,523

Sq.Ft.

429 EVERGREEN DRIVE

Oldsmar, FL

Courtesy of KELLER WILLIAMS REALTY- PALM H
View 10 WOODRIDGE CIRCLE Oldsmar, FL MLS# TB8440718
  • Virtual Tour
1 of 70
$360,000
2

Beds

2.0

Baths

1,785

Sq.Ft.

10 WOODRIDGE CIRCLE

Oldsmar, FL

Courtesy of ENGEL & VOLKERS ST. PETE
View STRATHMORE AVENUE Oldsmar, FL MLS# TB8396827
  • Virtual Tour
1 of 27
$359,000
Studio

Beds

0.0

Baths

STRATHMORE AVENUE

Oldsmar, FL

Courtesy of ALIGN RIGHT REALTY CARROLLWOOD
View 1223 CLAYS TRAIL Oldsmar, FL MLS# TB8436662
  • Virtual Tour
1 of 15
$359,000
4

Beds

2.1

Baths

2,600

Sq.Ft.

1223 CLAYS TRAIL

Oldsmar, FL

Courtesy of REALTY OF RIVERVIEW LLC
View 313 CONGRESS STREET Oldsmar, FL MLS# TB8410740
$349,900
3

Beds

2.0

Baths

1,133

Sq.Ft.

313 CONGRESS STREET

Oldsmar, FL

Courtesy of EXP REALTY LLC
View 504 CABERNET WAY Oldsmar, FL MLS# TB8430681
$344,000
3

Beds

2.1

Baths

1,525

Sq.Ft.

504 CABERNET WAY

Oldsmar, FL

Courtesy of ELITE TAMPA BAY REALTY LLC
View 163 DOLPHIN DRIVE E Oldsmar, FL MLS# TB8357645
  • Adult Community with Virtual Tour
1 of 28
$339,999
3

Beds

2.0

Baths

1,255

Sq.Ft.

163 DOLPHIN DRIVE E

Oldsmar, FL

Courtesy of BLAKE REAL ESTATE INC
View 114 CLAYS TRAIL #114 Oldsmar, FL MLS# TB8379057
$339,900
3

Beds

2.0

Baths

1,668

Sq.Ft.

114 CLAYS TRAIL #114

Oldsmar, FL

Courtesy of ADVANCED REALTY GROUP INC
View 1712 AZALEA COURT #B Oldsmar, FL MLS# TB8401434
$339,900
2

Beds

2.0

Baths

1,187

Sq.Ft.

1712 AZALEA COURT #B

Oldsmar, FL

Courtesy of CALEBRO & ASSOCIATES
View 40 GRETCHEN COURT Oldsmar, FL MLS# TB8367588
  • Virtual Tour
1 of 49
OPEN HOUSE: Sunday 12/7 12:00 PM - 2:00 PM
$338,000
2

Beds

2.0

Baths

1,502

Sq.Ft.

40 GRETCHEN COURT

Oldsmar, FL

Courtesy of BHHS FLORIDA PROPERTIES GROUP
View 150 POOLE PLACE Oldsmar, FL MLS# TB8407690
  • Virtual Tour
1 of 58
$337,500
4

Beds

2.0

Baths

1,550

Sq.Ft.

150 POOLE PLACE

Oldsmar, FL

Courtesy of ENGEL & VOLKERS BELLEAIR
View 20 SYLVIA PLACE Oldsmar, FL MLS# TB8439639
$337,000
4

Beds

2.0

Baths

1,550

Sq.Ft.

20 SYLVIA PLACE

Oldsmar, FL

Courtesy of CHARLES RUTENBERG REALTY INC
View 1603 VINEYARD LANE Oldsmar, FL MLS# TB8449087
  • Recently Listed with Virtual Tour
1 of 29
$335,000
3

Beds

2.1

Baths

1,525

Sq.Ft.

1603 VINEYARD LANE

Oldsmar, FL

Courtesy of LPT 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

252

Estimated median home price

$389,000
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 - 100K0
$100K - 200K28
$200K - 300K57
$300K - 400K50
$400K - 500K33
$500K - 600K20
$600K - 700K15
$700K - 800K12
$800K - 900K7
$900K - 1M4
$1M - Max26

Homes for Sale by Type in Oldsmar, FL

Property TypeCount
Single Family146
Townhouse33
Condo38
Commercial6
Rental55
Lots and Land13
Condo/Town/CoOp0
CoOp0
Multi Family1
Mobile Home15
Farms0

(Data as of 11/11/2025)

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 12/6/2025.