229 total properties
Did you mean the neighborhood Oldsmar?
View 311 SHORE DRIVE E Oldsmar, FL MLS# TB8418072
  • Virtual Tour
1 of 70
$399,900
3

Beds

2.0

Baths

1,632

Sq.Ft.

311 SHORE DRIVE E

Oldsmar, FL

Courtesy of EXP REALTY LLC
View 201 DUNKIRK ROAD Oldsmar, FL MLS# TB8486754
  • Recently Listed with Virtual Tour
1 of 22
$399,000
3

Beds

2.0

Baths

1,760

Sq.Ft.

201 DUNKIRK ROAD

Oldsmar, FL

Courtesy of PEOPLE'S CHOICE REALTY SVC LLC
View 370 S WOODLANDS DRIVE Oldsmar, FL MLS# TB8361268
  • Virtual Tour
1 of 52
$397,399
2

Beds

2.0

Baths

1,500

Sq.Ft.

370 S WOODLANDS DRIVE

Oldsmar, FL

Courtesy of 27NORTH REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 1821 DRIFTWOOD CIRCLE N Oldsmar, FL MLS# TB8469044
  • Virtual Tour
1 of 68
$395,000
3

Beds

2.0

Baths

2,034

Sq.Ft.

1821 DRIFTWOOD CIRCLE N

Oldsmar, FL

Courtesy of DALTON WADE INC
View 1505 SUNSET WIND LOOP Oldsmar, FL MLS# W7883526
  • Recently Listed with Virtual Tour
1 of 36
$390,000
3

Beds

2.1

Baths

1,667

Sq.Ft.

1505 SUNSET WIND LOOP

Oldsmar, FL

Courtesy of KELLER WILLIAMS REALTY- PALM H
View 324 COUNTRY CLUB DRIVE Oldsmar, FL MLS# TB8379269
  • Virtual Tour
1 of 46
$389,000
4

Beds

2.0

Baths

1,288

Sq.Ft.

324 COUNTRY CLUB DRIVE

Oldsmar, FL

Courtesy of FRIENDS REALTY LLC
View 271 HEMINGWAY DRIVE Oldsmar, FL MLS# TB8426952
  • Virtual Tour
1 of 31
$389,000
3

Beds

2.1

Baths

1,452

Sq.Ft.

271 HEMINGWAY DRIVE

Oldsmar, FL

Courtesy of COLDWELL BANKER REALTY
View 1704 HIBISCUS CIRCLE N Oldsmar, FL MLS# TB8476647
  • Virtual Tour
1 of 28
$389,000
3

Beds

2.0

Baths

1,430

Sq.Ft.

1704 HIBISCUS CIRCLE N

Oldsmar, FL

Courtesy of REALTY ONE GROUP BEYOND
View 416 COUNTRY CLUB DRIVE Oldsmar, FL MLS# TB8475710
  • Virtual Tour
1 of 34
$385,000
3

Beds

2.0

Baths

1,293

Sq.Ft.

416 COUNTRY CLUB DRIVE

Oldsmar, FL

Courtesy of MURRAY BELL REAL ESTATE LLC
View 908 VINEYARD LANE Oldsmar, FL MLS# TB8481839
  • Recently Listed with Virtual Tour
1 of 36
OPEN HOUSE: Saturday 3/21 11:00 AM - 1:00 PM
$385,000
3

Beds

2.1

Baths

1,773

Sq.Ft.

908 VINEYARD LANE

Oldsmar, FL

Courtesy of LPT REALTY, LLC
View 1909 CASTLE BAY COURT Oldsmar, FL MLS# TB8436254
  • Virtual Tour
1 of 52
$382,000
3

Beds

2.0

Baths

1,410

Sq.Ft.

1909 CASTLE BAY COURT

Oldsmar, FL

Courtesy of KELLER WILLIAMS REALTY- PALM H
View 2208 SUNSET WIND LOOP Oldsmar, FL MLS# TB8441891
  • Virtual Tour
1 of 39
$380,000
3

Beds

2.1

Baths

1,667

Sq.Ft.

2208 SUNSET WIND LOOP

Oldsmar, FL

Courtesy of KELLER WILLIAMS TAMPA PROP.
View 1811 DRIFTWOOD CIRCLE S Oldsmar, FL MLS# TB8488580
  • Recently Listed with Virtual Tour
1 of 33
$380,000
3

Beds

2.0

Baths

1,248

Sq.Ft.

1811 DRIFTWOOD CIRCLE S

Oldsmar, FL

Courtesy of OUT FAST REALTY & INVESTMENTS
View 1820 DRIFTWOOD CIRCLE N Oldsmar, FL MLS# TB8447176
  • Virtual Tour
1 of 31
$379,900
3

Beds

2.0

Baths

1,528

Sq.Ft.

1820 DRIFTWOOD CIRCLE N

Oldsmar, FL

Courtesy of SELECT PROPERTIES INC
View 531 CANAL WAY Oldsmar, FL MLS# TB8456770
  • Adult Community 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 1802 CHINABERRY DRIVE Oldsmar, FL MLS# TB8439498
  • Virtual Tour
1 of 20
$369,000
2

Beds

2.0

Baths

1,358

Sq.Ft.

1802 CHINABERRY DRIVE

Oldsmar, FL

Courtesy of FOXX AND ASSOCIATES
View 1008 MANGO COURT Oldsmar, FL MLS# TB8487471
  • Recently Listed with Virtual Tour
1 of 55
OPEN HOUSE: Saturday 3/21 12:00 PM - 2:00 PM
$369,000
3

Beds

2.1

Baths

1,667

Sq.Ft.

1008 MANGO COURT

Oldsmar, FL

Courtesy of KELLER WILLIAMS REALTY- PALM H
View 1802 FOREST DRIVE Oldsmar, FL MLS# O6361686
  • Virtual Tour
1 of 25
$365,000
3

Beds

2.0

Baths

1,607

Sq.Ft.

1802 FOREST DRIVE

Oldsmar, FL

Courtesy of MARK SPAIN REAL ESTATE
View 206 BEDFORD STREET Oldsmar, FL MLS# TB8455925
  • Virtual Tour
1 of 51
$359,700
3

Beds

2.0

Baths

1,274

Sq.Ft.

206 BEDFORD STREET

Oldsmar, FL

Courtesy of FUTURE HOME 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

229

Estimated median home price

$380,000
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

Price Count
$0 - 100K 1
$100K - 200K 37
$200K - 300K 48
$300K - 400K 41
$400K - 500K 26
$500K - 600K 19
$600K - 700K 17
$700K - 800K 7
$800K - 900K 10
$900K - 1M 1
$1M - Max 22

Homes for Sale by Type in Oldsmar, FL

Property Type Count
Single Family 123
Townhouse 34
Condo 39
Commercial 4
Rental 29
Lots and Land 8
Condo/Town/CoOp 0
CoOp 0
Multi Family 1
Mobile Home 20
Farms 0

(Data as of 3/18/2026)

Information deemed reliable but not guaranteed.

Copyright 2026 Northeast Florida Multiple Listing Service, Inc. All rights reserved.

The information being provided is for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

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 3/21/2026.