113 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 2208 SUNSET WIND LOOP Oldsmar, FL MLS# TB8441891
$380,000
3

Beds

2.1

Baths

1,667

Sq.Ft.

2208 SUNSET WIND LOOP

Oldsmar, FL

Courtesy of KELLER WILLIAMS TAMPA PROP.
View 1820 DRIFTWOOD CIRCLE N Oldsmar, FL MLS# TB8447176
$379,900
3

Beds

2.0

Baths

1,528

Sq.Ft.

1820 DRIFTWOOD CIRCLE N

Oldsmar, FL

Courtesy of SELECT PROPERTIES INC
The time to sell is now! THE TIME TO SELL IS NOW!
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 1802 CHINABERRY DRIVE Oldsmar, FL MLS# TB8439498
$379,000
2

Beds

2.0

Baths

1,358

Sq.Ft.

1802 CHINABERRY DRIVE

Oldsmar, FL

Courtesy of FOXX AND ASSOCIATES
View 531 CANAL WAY Oldsmar, FL MLS# TB8456770
  • Recently Listed with Virtual Tour
1 of 35
$374,900
2

Beds

2.0

Baths

1,226

Sq.Ft.

531 CANAL WAY

Oldsmar, FL

Courtesy of CHARLES RUTENBERG REALTY INC
View 1712 AZALEA COURT A Oldsmar, FL MLS# TB8401279
  • Virtual Tour
1 of 48
$369,900
2

Beds

2.1

Baths

1,360

Sq.Ft.

1712 AZALEA COURT A

Oldsmar, FL

Courtesy of CALEBRO & ASSOCIATES
View 648 TIMBER BAY CIRCLE E Oldsmar, FL MLS# TB8453084
$369,000
4

Beds

2.0

Baths

1,253

Sq.Ft.

648 TIMBER BAY CIRCLE E

Oldsmar, FL

Courtesy of GENSTONE REALTY
View 106 CUTLASS WAY Oldsmar, FL MLS# TB8395542
  • Virtual Tour
1 of 22
$365,000
3

Beds

2.1

Baths

1,365

Sq.Ft.

106 CUTLASS WAY

Oldsmar, FL

Courtesy of RE/MAX CHAMPIONS
View 311 VISTA CRUISER LANE Oldsmar, FL MLS# TB8450597
$365,000
3

Beds

2.1

Baths

1,547

Sq.Ft.

311 VISTA CRUISER LANE

Oldsmar, FL

Courtesy of KELLER WILLIAMS REALTY- PALM H
View 206 BEDFORD STREET Oldsmar, FL MLS# TB8455925
  • Virtual Tour
1 of 51
$364,700
3

Beds

2.0

Baths

1,274

Sq.Ft.

206 BEDFORD STREET

Oldsmar, FL

Courtesy of FUTURE HOME REALTY INC
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 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 316 COUNTRY CLUB DRIVE Oldsmar, FL MLS# O6359510
$355,000
3

Beds

2.0

Baths

1,344

Sq.Ft.

316 COUNTRY CLUB DRIVE

Oldsmar, FL

Courtesy of BEYCOME OF FLORIDA LLC
View 3087 DUANE AVENUE Oldsmar, FL MLS# TB8441582
  • Virtual Tour
1 of 50
$350,000
3

Beds

2.0

Baths

1,296

Sq.Ft.

3087 DUANE AVENUE

Oldsmar, FL

Courtesy of BHHS FLORIDA PROPERTIES GROUP
View 1803 ELMWOOD DRIVE Oldsmar, FL MLS# TB8461337
  • Recently Listed
1 of 25
$350,000
2

Beds

2.0

Baths

1,290

Sq.Ft.

1803 ELMWOOD DRIVE

Oldsmar, FL

Courtesy of EXP REALTY LLC
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
  • 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
View 101 BAYSIDE BOULEVARD Oldsmar, FL MLS# TB8462812
$339,000
3

Beds

2.0

Baths

1,098

Sq.Ft.

101 BAYSIDE BOULEVARD

Oldsmar, FL

Courtesy of BAYSIDE PROPERTY MGMT. & REAL
View 712 LEMONWOOD DR Oldsmar, FL MLS# TB8459392
  • Virtual Tour
1 of 31
$338,900
3

Beds

2.0

Baths

1,304

Sq.Ft.

712 LEMONWOOD DR

Oldsmar, FL

Courtesy of BLAKE REAL ESTATE 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 1/21/2026.